Discover the Best Holiday Rentals in Germantown, NY

29 miles from Catskill State Park in Catskill, Hudson Riverfront Home offers accommodations with access to a hot tub and steam room. This property offers access to a terrace, free private parking, and free Wifi. The vacation home has an outdoor fireplace and a sauna. The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a hot tub and bathrobes. A private entrance leads guests into the vacation home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Catskill, like skiing, windsurfing, and cycling. If you'd like to discover the area, fishing, canoeing, and hiking are possible in the surroundings. Hudson Athens Lighthouse is 13 miles from Hudson Riverfront Home. Albany International Airport is 48 miles away.

- "We appreciate all that our hosts provided to make our stay wonderful!" - "Wow and Wow! Perfect in Every Way." - "We had an amazing stay" - "A relaxing get away!!" - "Spectacular" - "Great little gem on the Hudson !" - "Best weekend getaway" - "Outstandind experience, we’ll be back!"

Summary:
Welcome to Sunset Hill, a remarkable 1860's farmhouse perched on a hill with commanding views, and sunsets over the Catskill mountains - Just 2.5 hrs from NYC!

With 5 bedrooms including a children's room, 4.5 baths, and captivating interior spaces including a living room + fireplace, a formal dining room, two TV rooms and a charming library. Outside, 24 acres of gardens surround a refreshing pool, enclosed patio, firepit, and BBQ grill.

Enjoy Nearby towns: Hudson (20 mins), Rhinebeck (25 mins)

The Space:
As you approach the property, you are greeted by lush landscaped grounds, where manicured gardens and towering trees create a sense of tranquility.

On entering the home, a welcoming foyer sets the stage for what lies ahead, leading you to the bright and spacious living room with large windows that bathe the space in natural light. A cozy fireplace, a bright alcove and a plush sofa invite you to unwind and relax. For book lovers, the library offers shelves filled with literary treasures waiting to be discovered. The heart of the home is the chef's kitchen, fully equipped with modern appliances, a large kitchen island, ample counter space, and a cozy breakfast nook for casual dining. A formal dining room offers a more elegant setting, while the enclosed patio is perfect for outdoor dining, relaxation, and enjoying your beautiful surroundings.

Upstairs, we’ve got you covered with two TV rooms, so no more remote wars! In TV Room 1, you’ll find two comfy twin day beds, while TV Room 2 has a cozy single day bed. These rooms are perfect for lounging, catching your favorite movies, and can also be used as additional bedrooms for guests.

After a full day, retreat to one of the 5 bedrooms. The spacious ground floor bedroom boasts a King bed and ensuite shower, while upstairs, Bedroom 2 features a King bed, an ensuite bathroom with a tub, shower and double vanity sinks. Additionally, a crib is set up in the walk-in closet, catering to families with little ones.

Bedroom 3 provides another King bed, a convenient desk space and opens onto a large private patio, perfect for enjoying fresh air and the beautiful mountain views. For children, Bedroom 4 is equipped with twin bunk beds and an adjacent play area filled with toys. Lastly, Bedroom 5 offers a Queen bed for added comfort. Two full guest bathrooms ensure privacy and convenience for all guests.

Step into the outdoor paradise where meticulously maintained gardens stretch across 24 acres of lush landscapes and breathtaking views over Catskill Mountains. Dive into the refreshing pool, lounge on sunbeds as you soak up the sun's warmth, and revel in awe-inspiring sunsets that paint the sky. As night falls, gather around the firepit for cozy conversations beneath the starry sky.

Unwind and sink into the serenity of Sunset Hill, where every corner reveals a perfect blend of comfort, elegance, and natural beauty. From the meticulously curated interiors to the sprawling gardens and awe-inspiring views, this idyllic country escape has everything you need for a truly exceptional getaway.

Guest Access:
Sunset Hill is approximately 2.5 hours from New York City, and while you'll definitely want a car to get enjoy the region. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises.

ᨒ

The Neighborhood:
Germantown, NY, nestled in the scenic Hudson Valley, blends historic charm with modern amenities. This town offers diverse attractions, including Clermont State Historic Site with its guided tours and gardens, and the Germantown Farmers Market, showcasing local produce and crafts. In summer, enjoy hiking in Taconic State Park, kayaking on the Hudson River, and outdoor concerts. Winter activities include cross-country skiing and festive holiday markets. Nearby towns like Hudson offer a vibrant arts scene, Rhinebeck boasts boutique shopping and the Dutchess County Fairgrounds.. Germantown’s picturesque landscapes and welcoming community make it ideal for those seeking small-town charm with easy access to urban amenities.

Getting Around:
Sunset Hill is approximately 2.5 hours from New York City, and while you'll definitely want a car to get enjoy the region. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises.

ᨒ

Other Things to Note:
* Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Balcony/Terrace • Security/Safety • Kitchen • Pet Friendly • Child Friendly • Parking • Barbecue/Outdoor Cooking • Bedding/Linens • Guest Services • Fireplace/Heating • Pool • Laundry

Chic Barn House with Pool offers accommodations in Germantown, 9.1 miles from Hudson Athens Lighthouse. This vacation home features air-conditioned accommodations with a patio. Outdoor seating is also available at the vacation home. With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Guests can enjoy the outdoor swimming pool and garden at Chic Barn House with Pool. Albany International Airport is 49 miles away.

Internet • Sports/Activities • Parking • Air Conditioner • Transportation/Shuttle • Child Friendly • Pool • Fireplace/Heating • Security/Safety • View • Pet Friendly

Located on an idyllic country road, our house offers the perfect retreat for your getaway. Whether you are on vacation, work, a little of both or visiting friends or family, we have all the amenities to make your time relaxing and enjoyable. Whether it's watching your favorite movie in our theatre room, lounging in the pool, soaking in the hot tub, enjoying a drink on the deck or sitting around the fire, you can truly escape here in our Hudson Valley home.

Our location and setup here is perfect for one family or sharing the space with another family or couple.

The main floor has a master bedroom with a queen bed and full bathroom. A sliding glass door gives you private access to the deck. The second bedroom has twin beds and a third bedroom has a double bed with a second full bath across the hall.
There is a living room with a glass front wood burning stove to enjoy a fire, eating area and kitchen all in an open floor plan. There is a separate laundry room/mud room off the kitchen. All of our floors are reclaimed yellow pine and tile in the bathrooms and mudroom.
Downstairs, which is a finished basement, has a bedroom with a double bed and full bathroom, sitting room with sliding glass doors that lead to a second deck and fire pit, play room for children and the theatre room with Dolby and an 11 ft. screen is also located downstairs.

All bedrooms have linens and down comforters.

Our kitchen is fully stocked for all your cooking needs, blender, toaster,
crockpot, pots, pans, to mention a few. Has been recently upgraded to marble counters and a granite island and all stainless steel appliances.

The deck spans the length of the house in which you have private access to the hot tub, the firepit and the pool. There's plenty of room to sit around the fire, roast marshmallows, lounge by the pool or relax under the wisteria covered arbor.

The outside grounds also features a Greenhouse so in the summer months, help yourself to in-season organically grown veggies and fresh herbs from the herb garden.

We are minutes from Bard college, so this is a perfect home for parents coming to visit their kids in college. We are near Tanglewood, Vanderbilt and Mills Mansion - all of which offer wonderful concerts all summer. We are minutes from Historic Rhinebeck or Hudson, both boasting many antique curios and great eateries. We are also within minutes of many wedding locales like Apple Barn Farm and Calendar House so enjoy a late night out and be only minutes from your stay. We are just shy of an hour from Jiminy Peak, Hunter Mountain, Catamount and Belleyare ski resorts favoring skiing and snowboarding in the winter and the mountain slide and rollercoaster in the summer. Try out your favorite vintage at the local wineries or stop in to pick some fresh berries at the Pick-Your-Own Greig farms or local meats and vegetables at many of the local farmers markets.
We are also close to the Dutchess County Fairgrounds which holds events throughout the year like the famous Sheep and Wool festival, the Antique Car Show, the Food and Wine Festival and one of the largest and oldest Fairs in the state, the Dutchess County Fair, held at the end of August.
So much to do and see or just relax and enjoy what our house has to offer!

Keywords: Country Style Home

- "What an incredible oasis to slip away to with the family. There is fun for all ages, between the pool, playset, playroom, arcade and movie room! The property is extremely well kept and easily rooms a full family (we had three grandparents, two kids, and two furry friends along with us.) You can enjoy lovely restaurants in several towns that are just a short drive away, or cook and grill in, with the sizable kitchen and large propane grill. An absolutely perfect place to set up camp for a family respite!"

This beautiful wood-paneled cottage is nestled in the woods on a private 87-acre former Livingston Family Hudson Valley estate. Tastefully furnished and designed for comfort, the one-story cottage has views of the woods, Hudson River, Catskills and historic mansion. Expansive deck has outdoor furniture and a charcoal grill.

There are three bedrooms on the first floor; two with double beds and one single along with full and half bath. Well-behaved pets are welcome and have their own little door. Cottage has essential mud room, cozy wood-burning stove, skylights, marble counters, dishwasher, washer/dryer, and AC.

There is adjacent parking and a full-time caretaker on site.

Pet fee is an additional $100/pet for up to three days, $100 for more than 4 days.

You can opt to purchase Property Damage Protection from VRBO or leave a refundable damage deposit of $400.

- "We had such a wonderful time at Southwoods. The property was incredibly beautiful, the view, grounds, animals, and especially the pool were just perfect for us to have a relaxing week. The host and groundskeeper Alex were VERY attentive, and any issue we had they would respond right away. (There happened to be a LOT of rain several nights we were there and they proactively came and brought a generator just in case the power went out!) Alex even came to help the kids feed the goats and was always making sure the pool was clean. We had a wonderful time and hope to come back soon."

Loblolly Cottage is a peaceful retreat set among towering pines on our
property in Germantown NY. This guest suite harkens back to an authentic 1930s Adirondack cabin that features a reclaimed barn wood interior with vaulted ceilings and antique beams. Outside enjoy our fantastic deck with a Cabana kitchen and fire pit. A short stroll will lead you to the heart of the hamlet where you will find an array of shops and restaurants. Loblolly Cottage is a unique one-of-a-kind vacation experience.
I'm new on VRBO, but I have over 150 Five Star Reviews on that other rental
platform. Check them out there.

- "We really enjoyed staying here..Billy was very helpful and knowledgeable about the area…..Cooked in the first night…travelled to a Billy recommended waterfalls the next day as well as visited Olana ..an historic site very close by…Dinner in town and a walk for ice cream…We really liked the area…We’ll be back" - "Had a great time staying for a long weekend. Billy was a great host and was very helpful for our whole weekend. The cottage was a perfect spot to rest after spending the day hiking in the area. Highly recommend!"

Surrounded by beautiful flower gardens and green grass, the main house boasts three bedrooms and two full baths. The house sleeps seven adults comfortably with two rooms housing queen beds and another with two twin beds. There is a separate nook upstairs which also sleeps one on a twin bed. The house also has a well-stocked kitchen, a comfortable dining room for eight, outdoor furnishings, BBQ grill, outdoor shower and separate, rustic cook/ bar shed. The large covered porch is perfect for quiet mornings in the rocking chairs and the awning covered back deck is ideal for afternoon cocktails. The house is close to main roads and only 7 miles from Bard College and 20 miles from H.I.T.S Saugerties.

- "Great property, great host. We had to do brunch for 25 family members on Sunday during a family reunion and I was pleasantly surprised that not only were there enough kitchen supplies (plates and utensils) to accommodate but enough room for all to sit and eat. The grandkids had a blast playing in the backyard which was beautiful." - "The house has been beautifully restored! It has every amenity a guest could ask for including the best equipped kitchen I have ever seen. It truly feels like a home!!"

Location, Location, Location! Smiths Point is located directly on the Hudson River providing panoramic stunning views yr round. Sip coffee on the deck while you watch the eagles fly by and yachts motor along. Fish right from the front lawn! Enjoy cocktails in the Gazebo. The area also serves up plenty...dine & shop in the adorable towns of Saugerties, Woodstock, Hudson, Hunter or Catskill, all just a short drive. Or just relax in the hot sauna or steam shower. Honestly, you'll not want to leave

- "Perfect stunning relaxing beautiful" - "My wife and I had a wonderful, relaxing time on the Hudson River. Our rental was everything it said it was and more. The view alone was worth the price of admission. Our hosts were incredibly friendly, thoughtful and very attentive to our needs. We look forward to returning in the future.!!! Jim and Paula MacVane" - "This is a lovely cottage. The views are spectacular. Lots of River activity, Great decks to have that cup of coffee or glass of wine on"

This minimalist retreat with 180-degree views of the Hudson River is your personal oasis in the country. Light and bright, modern yet cozy, this home is the perfect blend of style and comfort—centrally located near all the best towns and attractions in the Hudson Valley. Whether you're sipping coffee under the mulberry tree, enjoying a glass of wine by the firepit, or curled up by the wood-burning fireplace watching the sun set over the river, this peaceful space is designed for total relaxation.

What Makes This Home Special
Two bright and comfortable bedrooms, each with a queen-size bed

Open living and dining space with panoramic river views

Wood-burning fireplace indoors for cozy fall and winter nights

Outdoor firepit for stargazing or sunset hangs by the river

Reading deck under a mulberry tree, perfect for lazy mornings or quiet reflection

Gas grill and outdoor dining area for warm-weather meals

Optional queen-size inflatable bed available upon request

Stunning wildlife and river activity daily—watch for wild turkeys, bald eagles, rabbits, foxes, cargo ships, Amtrak trains, and breathtaking sunsets

Sleeping Arrangements
Bedroom 1: Queen bed

Bedroom 2: Queen bed

Additional Bedding: One Queen-size inflatable bed (available upon request)

Access
This listing includes exclusive access to:

House – 2 bedrooms, 2 bathrooms

Private deck and outdoor living areas (seasonal furniture: May 1 – Oct 31)

EV Charger

Neighborhood Highlights
Enjoy easy access to the best towns in the Hudson Valley:

12 min to Catskill – Explore indie shops and cafes on Main Street

12 min to Saugerties – Visit Division Street’s restaurants and antique shops

25 min to Hudson – Boutique shopping and fine dining on Warren Street

30 min to Woodstock – Artsy village with food, bars, music, and history

Important Notes
No pets allowed

No smoking anywhere on the property

Fireplace and firepit must be used according to provided safety guidelines

Quiet hours begin at 9 PM; no parties or unregistered guests permitted

No trespassing on other areas of the property or neighboring land

No tents, yurts, or camping equipment allowed

Outdoor furniture is seasonal (available May 1 – Oct 31)

Designated parking only

Routine maintenance (landscaping, garbage pickup, hot tub/pool service, tick-safe organic spraying, etc.) may occur during your stay

- "Very peaceful property, wild turkeys, and even a bald eagle! Check in and out was super easy. House was super clean and nice. Thank you for a nice stay!" - "Anthony was responsive, the property was exactly as described and the place was clean, tidy, and perfect for our needs. We had difficulty getting the TV to work and he was so responsive and kind ! Would come back again for sure! Many many thank you's to him! The checkout was also easy !!"

This lovely art-filled southern Columbia county home combines rustic charm (“log cabin”) with modern style and a spacious 2300 SF interior with a large deck and great mountain view (partially obscured by trees in summer). Located on a quiet (except for the birds, frogs and crickets) dead end road on 3.5 acres of nature, yet near Rhinebeck, Tívoli, Bard College and Hudson with so much to explore.

And it’s only 2 hours from Manhattan!

The house is on a dead end street with only two other houses, fairly spread out. It's a couple of miles east of the Hudson river.

Germantown has just a few businesses - a good restaurant and a casual outdoor dining place, a country market with regular and specialty food items and a deli, a wine/liquor store, a farm store, a flower shop and a couple of gas stations. We now have a yoga studio with Jai who taught many years at Jiva Mukti in NYC. There are also a couple of antique shops. There are more restaurant choices 10 minutes away in Tivoli.

Bard music festival and other performing arts events nearby in the summer. Apple picking in the fall. Berry picking in spring and summer. Historic Kingston. Mansion tours. Dutchess fair grounds. Hiking and biking. Many restaurants, tasting at breweries and distilleries. 40 min to Tanglewood.

This is my weekend house, but I am not always there so I am renting it out to help make ends meet. It is much nicer in terms of furnishings, decor and kitchen and bath amenities than most full-time rentals. You will find it very comfortable!

Dog friendly property - please do not rent if you are allergic. PLEASE NOTE: We have outdoor cameras for security and to monitor numbers of guests. While a few visitors is not a problem, parties and unregistered overnight guests are not allowed.

- "Julie’s home is comfortable, well stocked, and very private. The house has a large backyard that abuts a small marsh and the forest beyond. It was beautiful, even during a thunderstorm. The deck has a covered and screened dining area, which is perfect for a warm summer night. This the perfect place to stay for access to the surrounding areas, including Bard, Hudson, and Great Barrington. We made several day trips. Thanks, Julie, for being communicative and kind!"

The Farmette is a working flower farm owned by event producers and caterers. We love rustic modern spaces and enjoy decorating with unique items we find in our travels.

During your stay, guests are invited to enjoy 4 acres of the farmette and seasonally blooming flower corrals with various seasonal plantings, and exclusive use of the farmhouse, pool (End of May through End of September weather depending), and hot tub (year round - when outdoor temps are above 30 degrees). We will be on the Farmette tending to plantings and maintaining the grounds as needed - occasionally staying in the Airstream as needed (no access to house needed).

The house is 200+ years old, and full of quirks and charms. Everything has been painted a fresh white, and redecorating is under way (a life long process!)

Farmette is a wonderful place to relax with your family while being surrounded by trees and nature. Since we allow pets, if you have severe allergies to pet hair this may not be the right rental for you. Even though we clean thoroughly, there may be a remaining dog hair.

Please understand that the more guests that book in one group, the more wear and tear and upkeep there is on our home. Discounts are not available due to these factors. Early check in or late check out may not always be available due to scheduling. Thanks for your understanding and we hope you’ll book with us.

- "This house was perfect for our week vacation escape with our kids. We had friends come to visit and the pool was perfect for all to enjoy. We had everything we needed, the house was clean, huge, well decorated, and so comfortable. Leisah provided a special touch with fresh cut flowers which was so nice. Thank you for providing this space for our family to add new memories to...... this old house, amazing!" - "My sons and I had a great time. The house is really cozy and tastefully decorated. Our dog loved running around in the fields. We were there during a heat wave so the pool was a treat. Close to Rhinebeck, Hudson, Kingston and Red Hook."

This hotel style suite is cozy yet modern. Larger than a typical hotel room the studio includes a living space, dining area, and private outdoor patio perfect for sipping a morning cup of joe or capping off the evening with a tasty glass of wine.

Guests have access to the suite via private entrance with a digital door code for entry. Please note the studio is connected to our private residence with shared parking but grants complete privacy.

Enjoy all the Hudson Valley has to offer at our inviting ranch. Location is minutes to amazing local farms, wineries, distilleries, & farm to table restaurants. 20 minutes from the Catskills Mountains, makes for great hikes, or mountain biking, as well as kayak or paddle boarding along the Hudson River. This suite is perfect for a couple or solo traveler who plans on enjoying local amenities as there is no kitchen located on site.

- "This was an ideal location for a weekend away in the Catskills. Quiet, clean and comfortable. We would highly recommend staying here." - "I wanted to be there to celebrate with my niece’s family and the little blue cottage was an excellent choice. I was close to the Mother House yet had my own space. The area was beautiful and the cottage was wonderful." - "A nicely appointed, well maintained property. It has an excellent bed/mattress , and nice finishes and furniture - overall a great place for a couple to use as a home base. It's now my 'go to' in the area and have recommended this property to friends and colleagues."

AVAILABLE November 2025 to April 2026 only with a 3 MONTH MINIMUM. Rate is a flat $3,565 per month (not per 4 week period) and includes tax and ALL utilities, just move in!

This is a 3 bedroom/1.5 bath fully furnished farmhouse with wood burning fireplace and central air on 3+ acres. Classic touches like oversized windows and handsome woodwork envelope a completely modern smart-home, including intelligent lighting in every room, WiFi enabled appliances and more.

We are on a quiet country lane with views of horses and rolling fields. The property has a sunny garden, majestic old trees, sweeping front porch and is just 2 hours from Manhattan. Located between Rhinebeck and Hudson, NY, and 4 miles from Bard College.

Perfect for the “upstate curious”, relocations, visiting professors, renovation housing etc.

Ask for our PHOTO ALBUM, floor plan and 44 published 5-star Reviews! (see sample below)

----------

"BEAUTIFUL HOME IN A TRANQUIL SETTING"
joan b. 5/5 stars

This house is incredible! A perfect historic home with modern
amenities! The cozy fireplace, the view of grazing horses, it really hit all the marks. Lyn was a pleasure to work with- very attentive and responsive- even left us a nice bottle if wine and firewood for our first night. Will definitely recommend this place And hope to come back someday.

"COUNTRY HOUSE IN GERMANTOWN"
Judith S. 5/5 stars

We had a wonderful month in Clermont at Lyn's beautiful home. What standouts for me now that I'm back in NYC? The property is gorgeous with exquisite farmland views on all sides. The house is well equipped for a delightful stay in a beautiful area. Another positive is how well the air conditioning works throughout all the rooms.

I was also impressed with how responsive Lyn was throughout the time we rented. One night an intense storm knocked a tree branch on a power line. She helped us through what to do about it within minutes. I would definitely stay at Lyn's house again.

- "This property was the exact home we were looking for. Comfortable, quiet, and very cozy. The amenities were plentiful and the rental process was easy-peasy. Thank you for a wonderful experience." - "LYN's home was truly in the country--away from the noise and busy life. The screened in porch on the back of the house has a beautiful view of horses, trees and a lovely garden. Each day we had our meals and hung out on the porch taking in the atmosphere. The bedrooms upstairs and living room were very comfortable. The kitchen was modern and had everything you would need to cook. Our group needed high speed internet to work and play video games and it performed well. We had a great time and would stay in this house again."

Brand-new, and overlooking a stream that runs to the Hudson river, our Cabin has been kitted out with all modern amenities – air conditioning, internet, flat-screen TV with basic cable, microwave, ceramic cooktop, comfortable beds, and a covered porch just for kicking back. The pine-panelled interior will take you back to the heyday of mid-20th-century modern.
Designed for a family or a group of friends wanting to hang out of the weekend. There are 4 twin beds on the dormitory second level ( 2 can be pushed together and made up as a king just let us know ahead of time) and a queen-sized pull-out couch in the living room. It is also perfect for a groom's party.

Enjoy nature while being just on the edge of civilization: the city of Hudson is a 15-minute drive north and Rhinebeck is a 20- minute drive south. The villages of Germantown and Tivoli are each 5 minutes away- perfect for a scenic bike ride. The Cheviot town dock is just down the road for you to bbq or picnic alongside the Hudson or launch a kayak for a paddle. Attending a Performance at Bard College's Fisher Center? We are just 10 minutes away. Bard College offers Mon-Friday camps in soccer, tennis and basketball for your kids. You can even use their gym and indoor pool for a low daily price. GOING TO OMEGA? we are 25 minutes north. This cabin is fully furnished; just bring your toothbrush and a change of clothing. Two night minimum, plus cleaning fee. Not available Jan 2- April 1.

- "Easy, relaxing" - "I stayed here for several months in the summer of 2019 and had a fantastic time. House has everything needed for a relaxing stint. Hearing the birds on the porch every morning was a highlight, as was watching the fireflies in the yard every night. It's just down the road from Germantown proper, where you can get a delicious breakfast burrito and your groceries at Otto's or have dinner at the amazing Gaskins. In the other direction, you'll quickly hit Tivoli which has cute restaurants and shops. And about 20-minutes away is Hudson, with tons of restaurants and stores to keep you busy. A lovely place and Ripley and Jack couldn't be nicer."

Cape Farmhouse with modern touches, on nearly 3 acres backing up to a stream and an expansive backyard with far reaching country views . The house is bright, sun-filled and unique.

You enter the house on the first floor with living, dining, kitchen, a bedroom and full bath. There are two additional bedrooms on the 2nd floor. The lower floor has the master bedroom, full bath and a spacious 2 story family room flooded with natural light and a brand new 65” TV for those rainy or snowy days.

- "Loved most everything about the house. Even though it's right on 9G (and it's easy to miss when you're driving to it), it wasn't noisy. The master bedroom is quite spacious and comfortable, and the kitchen is roomy. The main living room area is downstairs, equipped with a large television. The adjoining deck is perfect for outdoor dining (though you have to bring the food downstairs to eat al fresco) and overlooks a large, sloped yard. The house is very convenient to the small downtown of Germantown and is 15 minutes from vibrant Hudson. The house could use a more detailed instructions handbook."

Make yourself at home in this welcoming 1-bedroom Germantown retreat. Just .3miles from Otto's Market (groceries and deli) and Universal Cafe (farm to table global inspired classics restaurant). This beautiful cottage features 1 queen bed and 1 sofa bed perfect for a cozy stay. Enjoy the amenities like AC, WiFi, radiant heating system, smart TV with a fire stick with access to Amazon Prime and Netflix and full kitchen with plenty of amenities. The bathroom offers a refreshing shower and hair dryer for your convenience. We're happy to assist with any questions while you stay at our cottage.

- "My husband and I said “WOW” when we walked in the door. The space is absolutely gorgeous with plenty of room to spread out and a beautiful sleeping loft. The bed was super comfy and the apartment was so clean! It was decorated thoughtfully and had everything you could think of that you might need. Terri was a gracious host and let us check in early. Everything about this unit was exceptional!" - "The cottage is so charming and private. We felt like we were at a private retreat. Everything was perfectly clean and well appointed. The bed was comfortable and it was lovely to have a nice room to sit and relax with a cup of tea. I got to meet the hosts and they were very friendly. I will definitely return. "

Summary:
This extraordinary designer barn-house retreat is nestled along the scenic Hudson River in Germantown. A one-of-a-kind home to unwind in style; cathedral windows showcase the home’s unique architecture. Enjoy evenings by the fire pit, take a refreshing dip in the heated pool, or gather in the dining area for memorable meals.

Please SEE: Other Things to Note
For Area Details, Please SEE: The Neighborhood & Getting Around
*Pet Friendly, fee applies per pet.

The Space:
Chic Barn House, Home Features:
• 3 Bedroom, 2 Bath - Available for up to 11 Guests!
• Upstairs Primary Ensuite with WFH Desk
• Heated Pool* & Outdoor BBQ
• Unique Converted Barn
• Free WiFi & Smart TV

Step into this sun-filled barn-house retreat in Germantown, where soaring vaulted ceilings and original cathedral windows welcome you with warmth and character. Whether you’re gathering indoors or out, this home is designed for connection and relaxation. Unwind by the fire pit, take a refreshing dip in the heated pool during the summer months, or enjoy a memorable meal in the expansive dining area that’s perfect for hosting loved ones or savoring quiet moments.

The spacious open-concept living area seamlessly connects the dining, sitting, and kitchen spaces, making it easy for your entire group to come together after a day exploring the best of Germantown. Settle into the inviting seating and stream your favorite movies or shows on the smart TV, or head to the kitchen—fully equipped with modern amenities, stainless steel appliances, ample counter space, booth seating, and a dedicated workspace—where everyone can join in on meal prep.

When it’s time to rest, you’ll find comfort in every bedroom. The upper floor features a primary bedroom with a king bed and a pull-out sofa sleeper, while the lower floor offers a spacious room with two queen beds. The loft is ideal for families or groups, with four twin beds that make sleepovers a breeze. Throughout the home, Casper mattresses ensure everyone enjoys cool, restful nights and better tomorrows.

Beautifully blending modern accents with historic touches, the home showcases original barn beams, sliding doors, and those stunning cathedral ceilings. The renovated bathrooms include walk-in showers and even a sauna for the ultimate relaxation. Step outside to enjoy the surrounding patio, hammock, BBQ, and outdoor dining areas with wood-burning firepit—perfect for making the most of Germantown’s natural beauty and fresh air. Ready to make memories in a space that feels both special and welcoming? This unique barn-house retreat is ready to host your next getaway.

Please Note: There is no central Air Conditioning. We have 2 window units, but the loft may get hot during summer heatwaves.

Pool Access: Available seasonally, closed in winter months. Pool is available May through September. Heating by request, $50/night fee applies.

Guest Access:
We offer convenient door codes for self-check-in. Portoro Homes uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.

• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.

The Neighborhood:
The Catskills, Hudson Valley, and Germantown are a fantastic destination for anyone looking to escape the city and experience a blend of natural beauty, vibrant culture, and small-town charm. The area is famous for its rolling mountains, lush forests, and scenic river views—perfect for hiking, biking, kayaking, or just soaking up the outdoors. In autumn, the foliage is truly spectacular. Germantown offers a unique mix of history and creativity, with beautifully preserved buildings, art galleries, and local boutiques. The farm-to-table dining scene is a highlight, featuring fresh Hudson Valley produce and artisanal goods. You’ll also find plenty of weekend markets, cozy cafés, and a welcoming community vibe. The region is rich in culture, with nearby attractions like Olana and Clermont State Historic Site, plus regular art shows, music events, and seasonal festivals. Whether you’re after adventure, relaxation, or a foodie experience, the Catskills and Hudson Valley deliver it all—making Germantown a perfect home base for exploring this special corner of New York.

Things to See & Do:
• Things to Do:
- Hike Kaaterskill Falls: See one of New York’s tallest waterfalls and enjoy a scenic, moderate hike.
- Explore Germantown Main Street: Browse local shops, art galleries, and stop for coffee or a bakery treat at Otto’s Market.
- Kayak or Canoe on the Hudson River: Rent a kayak and enjoy peaceful paddling with beautiful river views.
- Go Wine Tasting: Check out nearby wineries like Hudson-Chatham Winery and Tousey Winery for tastings and vineyard views.
- Visit Palatine Park: sports fields, playgrounds, picnic areas, and walking trails.

• Things to See:
- Visit Olana State Historic Site: Tour the colorful, hilltop home of artist Frederic Church and walk the beautiful grounds overlooking the Hudson River.
- Hudson River Views – Enjoy breathtaking views of the river from various parks and overlooks, especially at places like the Hudson River Skywalk.
- Clermont State Historic Site – Tour this riverside mansion and its gardens, and enjoy the history and views.
- Basilica Hudson – A converted factory hosting art installations, music events, and festivals—check the schedule for something unique.
- Art Omi: This sculpture and architecture park features works from international artists spread across a vast landscape, offering a unique outdoor cultural experience.

• Golf Courses: Copake Country Club (Copake Lake), Catskill Golf Club (Catskill), Red Hook Golf Club (Red Hook), Rip Van Winkle Country Club (Palenville)

• Museums: Olana State Historic Site (Hudson), Thomas Cole National Historic Site (Catskill), Hudson Area Library History Room (Hudson), FASNY Museum of Firefighting (Hudson), Greene County Council on the Arts (Catskill), The Frances Lehman Loeb Art Center (Poughkeepsie), Clermont State Historic Site (Germantown area)

• Local Markets: Hudson Farmers’ Market (Hudson, NY), Germantown Farmers’ Market (Germantown, NY), Copake Hillsdale Farmers Market (Copake, NY), Kingston Farmers Market (Kingston, NY), Catskill Farmers Market (Catskill, NY), Chatham Real Food Market Co-op (Chatham, NY)

• Local Restaurants & Shopping
- Restaurants: Gaskins (farm-to-table), Otto’s Market, Local 111, The Greens at Copake Country Club, Lil’ Deb’s Oasis, Swoon Kitchenbar, Bartlett House, Red Dot Restaurant & Bar, Ca’Mea
- Shops: Otto’s Market, Alder & Co Luddite Antiques, Flowerkraut, Finch, Valley Variety, The Spotty Dog Books & Ale, Antigo, Olde Hudson

Annual Festivals & Events:
• Hudson Valley Garlic Festival – Saugerties, NY
• Basilica SoundScape – Hudson, NY
• Hudson Winter Walk – Hudson, NY
• Germantown Riverfront 4th of July Celebration – Germantown, NY
• Hudson Valley Wine & Food Fest – Rhinebeck, NY
• Columbia County Fair – Chatham, NY
• Olana Summer Market – Hudson, NY
• Catskill Mountain Thunder Motorcycle Festival – East Durham, NY
• Hudson Jazz Festival – Hudson, NY
• Germantown Farmers’ Market Events – Germantown, NY

Getting Around:
Getting around the Catskills, Hudson Valley, and Germantown area is not just easy—it’s part of the fun! With your own car, you’ll have the freedom to explore charming small towns, rolling countryside, and scenic river views at your own pace. The roads are well-maintained and driving is stress-free, with minimal traffic and plenty of beautiful routes to enjoy along the way. Parking is usually simple and free, and even in busier spots like Hudson or Rhinebeck, you’ll find public lots or metered spaces without much hassle. Most destinations are just a short, picturesque drive from one another, making it easy to fit in spontaneous stops at farm stands, local shops, or scenic overlooks. While cell service is reliable in most areas, it’s smart to download maps ahead of time for those off-the-beaten-path adventures.

Wildlife sightings are common and add to the region’s charm—just be mindful, especially at dawn and dusk. In winter, the snowy landscapes are stunning, and with a well-equipped car, you can enjoy the season safely. Rideshares are available in some towns, but having your own vehicle gives you the ultimate flexibility to make the most of your trip. Exploring this area by car means every drive is an opportunity to discover something new and beautiful!

Some of the best scenic drives in the Catskills, Hudson Valley, and Germantown area include Route 23 for mountain views, Route 9G along the Hudson River for river scenery and historic stops, Route 28 through the heart of the Catskills, and the Taconic State Parkway for rolling farmland and panoramic vistas. Each route offers beautiful landscapes and easy access to charming towns, making every drive a highlight of your trip.

Airports:
• Albany International Airport (ALB)
• Stewart International Airport (SWF)
• Hudson Valley Regional Airport (POU)
• NYC Airports (JFK, LaGuardia, Newark)

Popular Landmarks:
• Olana State Historic Site (Hudson, NY)
• Thomas Cole National Historic Site (Catskill, NY)
• Kaaterskill Falls (Hunter, NY)
• Clermont State Historic Site (Germantown area, NY)
• Hudson River Skywalk (connecting Olana and Thomas Cole sites)
• Basilica Hudson (Hudson, NY)
• Walkway Over the Hudson (Poughkeepsie, NY)
• Montgomery Place Historic Estate (Annandale-on-Hudson, NY)
• Saugerties Lighthouse (Saugerties, NY)
• Catskill Mountain Railroad (Kingston, NY)

- "A few friends and I rented this amazing home for a 30th birthday weekend. The house was absolutely incredible!" - "Our experience with this trip was that it was amazing! The house was outstanding, everything we needed or wanted was available, the home was spotless, and the owners were wonderfully communicative ... I will certainly be back!" - "I normally do not write reviews but wanted to because this house was great. We stayed during the winter and house was plenty warm with radiant heating and fireplace. Some friends were supposed to join us but they cancelled and wound up being just our family of five. This house has tons of room and would of been more than enough room for all 10 of us. Nice quite location and close enough to skiing for us, we went twice to Catamount, only 30 mins away. Would definitely stay here again and would love to experience the summer with the pool. All around great experience and hassle free."

Holcroft is a private, 65-acre country estate on the Hudson River in Columbia County that offers old-world charm and elegance, spectacular sunsets over the Hudson and the Catskill Mountains, a once-in-a-lifetime opportunity to spend a weekend, a week, or more in a secluded and country mansion relaxing with family and friends.

The house is located 7 miles from Bard College and is perfect accommodation for families attending Bard College Graduations.

Accommodations provide Master en suite, guest en suite, and two bedrooms share a full bath. Additional rooms upon request.

Kitchen with gas range, and views of the Hudson River; pantry with dishwasher, washer/dryer. Large, 800 square foot drawing room with period furniture and portraits plus a fireplace, and formal dining room with seating for 10.

Porch with marble table and outdoor shaded seating for 10, plus incomparable views of ocean-going and smaller watercraft on the ever-changing tidal currents of the Hudson River. In-ground, fenced pool with views of the Hudson and Catskills. Expansive lawns for croquet, frisbee, wiffle ball, and other outdoor pursuits. Professionally landscaped gardens throughout the property, walking paths to explore, including the mile-long driveway.

- "The property and house are absolutely gorgeous, and the history in the house is amazing. The owner and groundskeeper were also extremely generous and pleasant; went out of their way to make us comfortable with our infant daughter!" - "Our family stayed for three weeks in the summer—me, my husband, and our three children (7,4,2)—and had such a lovely time. The house is beautiful, and with so much history! The home’s library includes many books on historic homes on the Hudson, so you can read more about Holcroft while you are there! It is a special experience. The grounds are incredible. Deer and turkeys in the fields every morning, the pool sparkling and clean each day, plenty of space to spread out and enjoy. The sunsets on the Hudson were my favorite part. Less than 10 minutes to Germantown or Tivoli, 15 to Red Hook and Hudson, 20 (maybe 25?) to Rhinebeck, so perfect location. The home has everything you need. Linens, towels (even pool towels), and a stock of items that makes it feel distinctly like a home and not a rental home. The caretaker for the property is second to none. He takes such great care of everything and provided us with some excellent recommendations. If only every VRBO had a caretaker like him! We are excited to come back to Holcroft and experience it in all of its seasons."

Step into your private Hudson Valley oasis—where thoughtful design, high-end amenities, and sweeping 180-degree views of the Hudson River come together to create a serene, unforgettable escape. Whether you’re hosting a family reunion, celebrating with friends, or simply recharging in nature, this modern retreat is your ideal home away from home.

Perched up on a hill, this light-filled contemporary home offers panoramic views from three sides, best enjoyed from the expansive main living area or the primary suite’s floor-to-ceiling windows. The interiors strike a balance between cozy and chic—centered around a grand, stone fireplace and anchored by a state-of-the-art kitchen with an oversized island and open dining space.

Outside, the property is a haven of curated leisure: a 51’ saltwater heated pool sits elevated on the deck, offering unmatched views of the river below, while a hot tub awaits nearby for post-dinner stargazing. Landscaped grounds bloom with flowering shrubs and ornamental trees—perfect for morning walks or sunset cocktails on the deck. Look out for the local wildlife—wild turkeys, deer, bald eagles, and foxes are regular visitors.

What Makes This Home Special
Four total bedrooms, including a luxurious primary suite with a panoramic view, and a detached Studio Lounge with bonus bedding and lounge space.

EV Charger at the Main House for your convenience.

Detached Studio/Game Room with Bedroom 4 (Murphy bed), full bath, kitchenette, two queen-size inflatable beds, pool & ping-pong table, oversized TV, and fridge.

Multi-zone sound system for indoor/outdoor music control.

Tree swing and secret treehouse for a touch of whimsy.

Private riverfront with beach access and a deck with seating.

Outdoor living includes a gas grill, generous lounge seating, a firepit, and beautifully landscaped grounds.

Unmatched views of the Hudson River from nearly every room and structure on the property.

Sleeping Arrangements
Main House

Bedroom 1 (Primary): King bed · Ensuite bathroom with walk-in shower

Bedroom 2: Queen bed

Bedroom 3: Queen bed

Studio (Detached)

Bedroom 4: One Full-size Murphy bed

Additional Bedding: Two Queen-size inflatable beds

Private Bathroom: With shower

Kitchenette: Includes fridge

Access
Renting this property gives you full access to:

Main House – 3 bedrooms, 3 bathrooms (including outdoor seasonal bathroom & shower from May 1 to Oct 31)

Studio/Game Room – 1 bedroom (Murphy bed), full bath, kitchenette, and lounge/game area

Private beach and riverfront access

Neighborhood Highlights
You're just minutes from the best towns and trails in the Hudson Valley:

12 min to Catskill – Explore Main Street’s charming shops and cafes

12 min to Saugerties – Walkable Division Street with boutiques and restaurants

25 min to Hudson – A destination for dining, shopping, and arts on Warren Street

30 min to Woodstock – Iconic, creative village with a vibrant bar and restaurant scene

Important Notes
This listing includes the Main House and Studio only; the Guest House is not included

No pets allowed

No smoking anywhere on the property

Children must be supervised at pool, spa, and beach areas

Hard-soled, closed-toe shoes are required on the beach due to Water Chestnuts

No parties, extra guests, or noise past 9 PM (quiet hours)

Weapons and trespassing are strictly prohibited

Routine maintenance (lawn care, garbage pickup, hot tub/pool cleaning, tick-safe organic spraying) may occur during your stay

Use of paddle boards, ISUPs, kayaks, and canoes by permission only—please inquire, as fees may apply

Parking only in designated spaces

No tents, yurts, or camping gear permitted

Outdoor furniture and pool use are seasonal (May 1–Oct 31)

- "This house was absolutly gorgeous. Kitchen was well stocked and bathrooms all seemed brand new and fabulous. There is a full bath by the pool which was very convenient. Pool and hot tub were very clean. All the bedrooms had an outdoor seating area. Adjacent studio, with a big comfy sofa and pool table, was perfect for the kids wanting to stay up late and watch movies. House was close to everyting but very private. Definitly gave us the peace and quiet we wanted. Couldn't think of anything that was not provided. Communication with the owner was easy. It was a wonderful stay and would definitly come again."

Step into Midwood Estate, a soulful, art-filled property nestled on 75 private acres overlooking the Hudson River. Originally part of the 17th-century Livingston land grant, this historic estate has, for the past 40 years, been lovingly shaped by a family of artists, educators, and community builders.

Midwood is a lived-in sanctuary that invites you to slow down, gather, and create. Ideal for retreats, family reunions, and those seeking inspiration in a setting rich with character and calm.

The Space

10+ bedrooms across the main house, with room for intimate conversations or large group stays.

An expansive porch and lawn offer stunning views of the Hudson and shaded nooks to relax with a book or glass of wine.

Eclectic interiors feature original artwork, vintage furnishings, and layered textures that reflect decades of creative life.

Trails, tennis court, pool, and private river access invite both exploration and rest.

Well-equipped kitchen and gathering spaces make shared meals a central part of your stay.

A Place with History and Heart

Midwood’s roots stretch back to the Livingston family and the earliest chapters of American history. Today, it continues to foster a sense of connection—between people, nature, and ideas. The home has hosted weddings, workshops, artist residencies, and countless family memories.

It’s not just a place to stay—it’s a place to belong, even if only for a weekend.

Location

Centrally located in the Hudson Valley, Midwood is 2.5 hours from NYC and just 20 minutes from Amtrak stops in Hudson and Rhinecliff. Explore nearby towns like Germantown, Tivoli, Red Hook, Rhinebeck, and Hudson—each with their own charm, galleries, restaurants, and markets.

Note: Please Note: The listed rental rate covers self-catered use of the house and grounds for groups of up to 20 guests. If you are planning to host a professionally catered event—indoors or outdoors—additional fees and a separate event agreement apply. We’d be happy to discuss options and provide details, so please reach out if you’re considering Midwood Estate for your gathering.

Pool • Security/Safety • Balcony/Terrace • Guest Services • Laundry • Wellness Facilities • Child Friendly • Bedding/Linens • Tv • Barbecue/Outdoor Cooking • Fireplace/Heating • Internet

Sunny second floor studio in 1886 Victorian five unit building in prestigious Pacific Heights. Main room has bay windows with southern exposure, queen bed and closet. The kitchen is in a separate room with large windows and a sitting area. Large bathroom with original tile and updated fixtures. High ceilings with original ornate crown mouldings, ceiling medallions and other original Victorian embellishments and hardwood floors throughout. Quiet street across from two private schools.
The space
The studio has been recently remodeled, updated and painted. It is located in a charming victorian building within walking distance of Union St Fillmore St Chestnut St. and the Marina. It is a bright, happy space in a quiet building on a quiet street (no buses).
Guest access
Guests will have access to the entire unit. The front door is shared by other condo owners and the stairs are shared with the occupant on the third floor. There is a shared utility room in the basement with a washer and dryer.

Tv • Fireplace/Heating • Internet • Laundry • Bedding/Linens • Security/Safety • Other • Kitchen

About this space
Tucked away behind a row of pine trees lies this charming two-bedroom home with a separate yoga studio. Take it easy at this unique and tranquil getaway while still having access to all the wonders of the Hudson Valley. Steps from Warren Street on Hudson, Olana, and numerous local parks. Near three ski resorts, Tivoli Performing Arts, Redhook, Fine dining in Rhinebeck, and much more. Sit on the porch and enjoy the views of the Catskill Mountains and majestic sunsets.
The space
A quaint home that was built in the 1800s and then moved to this quiet spot in Germantown surrounded by orchards. Some of the original wood floorings are still intact. There is a bedroom downstairs with a full-sized bed and separate entrance, an open kitchen, half bath, and a propane stove that doubles as a fireplace to keep the whole house toasty. There is also a great desk area perfect for those working from home. Upstairs there is a grand loft bedroom, with a queen-sized bed, comfy day bed, and ensuite bathroom. Sit outside on the Adirondack chairs or one of the swings. There is even a renovated barn that currently doubles as a yoga studio or work room

Other • Balcony/Terrace • Entertainment • Internet • Tv • Barbecue/Outdoor Cooking • Bedding/Linens • Laundry • Sports/Activities • Skiing • Wellness Facilities • Air Conditioner

Germantown Gem with Unparalleled Views
Exceptional farmhouse nestled in the heart of Germantown. This unique, classic farmhouse has a large glass addition that floods the living spaces with natural light and provides breathtaking westward views of the majestic Catskills.
Home features 2 bedrooms, 2 baths, an office, a living room with a fireplace, a kitchen, a dining area, and a spectacular glass room perfect for relaxation and entertaining.
European eclectic antique interiors, where every corner tells a story.
Outside, a stone terrace, mature gardens and a fire pit provides the perfect setting for outdoor gatherings and enjoying the exquisite beauty of nature.
This unique property is available for a short-term rental from July through September

Wellness Facilities • Bedding/Linens • Pet Friendly • Air Conditioner • Fireplace/Heating • Internet • Security/Safety • Child Friendly • Laundry

This 3 bedroom, 2.5 bath has everything you need for the perfect retreat. Sunny rooms, cozy wood burning fireplace, and an outdoor fire pit. There is a screened porch and deck that looks onto nature. Three bedrooms upstairs and two bathrooms. Downstairs has a light filled kitchen and open dining/living area with a separate room for entertainment/office space and a bathroom. Set back on a quiet private road and located just minutes from Germantown and 10 minutes from Hudson and Tivoli.

Pet Friendly • Barbecue/Outdoor Cooking • Fireplace/Heating • Air Conditioner • Laundry • Wellness Facilities • Bedding/Linens • Security/Safety • Child Friendly • Other • Internet

A unique opportunity to stay at a landmark property. One of 2 homes located on this 22 Acre retreat. This Guest barn house is almost 5,000 sq ft. And over looks a 40 foot wide waterfall. The house is settled back on a long driveway at the end of a road. So there is always peace and quiet. The home is also perfectly located so that with in 10-15 minutes you can be in Hudson, Rhinebeck, or Catskill.

Barbecue/Outdoor Cooking • Laundry • Security/Safety • Bedding/Linens • Other • Air Conditioner • Entertainment • Wellness Facilities • Tv • Child Friendly • Internet • Fireplace/Heating

Welcome! This is a fully furnished Gothic Style home in Germantown, NY. It was built in 1840 by the sea captain Robert Peary. A chic blend of Hudson Valley contemporary style and traditional art and antiques, the home rests on the high point of Northern Boulevard with views of the Hudson River.

Laundry • Fireplace/Heating • Air Conditioner • Wellness Facilities • Child Friendly • Internet • Security/Safety • Other • Pet Friendly • Bedding/Linens