Best Vacation Rentals in Washingtonville

Stunning, Private House in the Hills - Extra calm! offers accommodations in Monroe, 10 miles from Metro-North Harriman Station and 19 miles from Bear Mountain State Park. This property offers a private pool and free private parking. DM Weil Gallery is 29 miles away and Vassar College is 29 miles from the villa. With free Wifi, this 5-bedroom villa features a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The comfortable, air-conditioned accommodation also comes with soundproofing and a fireplace. The property has an outdoor dining area. At the property, there is an family-friendly restaurant serving Italian cuisine as well as vegetarian options. The villa has a picnic area where you can spend the day outdoors. Mid Hudson Children's Museum is 23 miles from the villa, while Marist College is 25 miles from the property. Stewart International Airport is 9.3 miles away.

Guest Services • Bar • Other • Oceanfront • Smoking • Security/Safety • Balcony/Terrace • Air Conditioner • Restaurant • Ocean View • Pool • Fireplace/Heating

Adults-only bed & breakfast in Blooming Grove with free breakfast
Coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include concierge services, a library, and a garden.
Change of towels is available on request.
Caldwell House Bed & Breakfast offers 14 accommodations with bathrobes and slippers. Each accommodation is individually furnished and decorated. Pillowtop beds feature premium bedding. Flat-screen televisions come with premium satellite channels and Netflix.

Bathrooms include showers, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access.

- "Everything was seamless and beautiful. Breakfast brought to our room was such a treat. Thank you!" - "Great place to stay. Wonderful breakfasts. Gracious and warm hospitality." - "Dena and John are great hosts. Would definitely stay here again." - "Had a great time. Quiet, relaxing " - "Great place to stay!" - "The historic home is beautiful and the owner very welcoming. A short drive to West Point to enjoy Army Athletics and a great Irish Pub in walking distance. It is easily the nicest B&B we have stayed at. The breakfasts were wonderful and the setting is peaceful. "

Secluded Sanctuary in Nature is located in Monroe, just 10 miles from Metro-North Harriman Station and 18 miles from Bear Mountain State Park. The property is around 26 miles from Mid Hudson Children's Museum, 28 miles from DM Weil Gallery, and 28 miles from Marist College. The vacation home also offers free Wifi and free private parking. The air-conditioned vacation home also provides a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a bath and a shower. The property has an outdoor dining area. Guests can also relax in the garden. Mohonk Preserve is 30 miles from the vacation home. Stewart International Airport is 8.1 miles away.

Child Friendly • Air Conditioner • Parking • Internet • Security/Safety • View • Barbecue/Outdoor Cooking • Guest Services

Bed & breakfast in Chester with free breakfast and an outdoor pool
Along with an outdoor pool, this smoke-free bed & breakfast has a computer station and an arcade/game room. Free WiFi in public areas and free self parking are also provided. Additionally, a library, wedding services, and a garden are onsite.
Housekeeping is not available.
The Dominion House Bed & Breakfast offers 3 accommodations.
Recreational amenities at the bed & breakfast include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "The Dominion house B&B is one of the loveliest places we've ever stayed in. Great hospitality and attention to details. Breakfast by Susie is absolutely amazing. Strongly recommended." - "The house and accommodations are beautifully appointed, the hosts were helpful and engaging and the breakfasts were outstanding - make sure you request Susie’s fabulous scones! " - "I’m torn between telling everyone about Dominion House and keeping it to myself. What a glorious B&B, with a swimming pool too. Only 3 rooms so you never feel crowded. Kathy was a welcome host and Liane’s breakfasts were amazing. It was really hot over the weekend, but the house was cool so even though it has A/C, I was still able to sleep with the windows open. So quiet and still. A family of deer wandered the lawn. The bed was comfortable, the water pressure was great, the library had tons of books and a Keurig and coffee and tea. First time in a B&B in years, they’ve definitely raised the bar for me. Will be back next time I visit Storm King Art Center."

Caldwell House Bed and Breakfast in Salisbury Mills provides adults-only accommodations with a garden and a shared lounge. The bed and breakfast, set in a building dating back to 19th century, is 15 miles from Metro-North Harriman Station and 20 miles from Mid Hudson Children's Museum. The bed and breakfast provides rooms with air conditioning, free private parking, and free Wifi. All units come with a seating area, a flat-screen TV with streaming services, and a private bathroom with bathrobes and shower. All rooms are fitted with a coffee machine, while some have a balcony. At the bed and breakfast, all units are fitted with bed linen and towels. Guests at the bed and breakfast will be able to enjoy activities in and around Salisbury Mills, like hiking. Bear Mountain State Park is 21 miles from Caldwell House Bed and Breakfast, while Marist College is 22 miles away. Stewart International Airport is 5 miles from the property.

Entertainment • Guest Services • Internet • Business Services • Balcony/Terrace • Air Conditioner • Sports/Activities • Security/Safety • Tv • Parking • Other • Wellness Facilities

Summary:
Escape to Tranquil Bliss: Cozy Cabin Retreat in Upstate NY. If you're ready to escape the hustle and bustle of everyday life, you've found your place! This cabin haven is the perfect destination for those seeking tranquility and a reconnection with nature, friends, and family.

The Cabin:
Step into a world of rustic elegance as you enter our thoughtfully designed cabin. The wood interior, adorned with tasteful decor, creates an inviting ambiance that instantly puts you at ease.

The Space:
The Cabin:

Step into a world of rustic elegance as you enter our thoughtfully designed cabin. The wood interior, adorned with tasteful decor, creates an inviting ambiance that instantly puts you at ease. The open-concept living space seamlessly blends the living room, dining area, and a fully equipped kitchen, allowing for easy conversations and shared moments.

Guest Access:
Private entrance, parking, front and back yards, decks, firepit, sauna, and of course, the entire cabin!

The Neighborhood:
Local Adventures:
Feeling adventurous? Venture beyond the cabin and explore the wonders of Upstate NY all year round. Just to name a few, you have Harriman State Park 20 minutes away (with 200 miles of hiking trails, mountain biking, wine tasting, boat launches, swimming beaches, campsites, fishing, snowshoeing, skiing, kayaking, horseback riding, rock climbing, etc), Break Mountain State Park, Schunemunk State Park, West Point Museum, public golf courses, Lego Land Resort, Storm King Art Center, Brotherhood Winery AND the famous Woodbury Commons outlets.

- "I went up there with my partner in order to get away from the busy city, we got inside and it was a cabin. Really cozy, rustic,spacious and comfortable. We ended up staying in and going out about the same just because it felt relaxing inside and we wanted to explore nearby. We explored the Black rock trail as well as the Orange heritage trail both less than 20min away. We ended up outside by the firepit at night gazing at the stars for what seemed to be hours. 1 night was definitely not enough to enjoy everything and we will be coming back soon! This place feels like homeaway from home now and is on the top of our list when we get another weekend off. Those host Adderlyn was great and answered all of our questions in a timely manner as well as welcoming. Everything was clean and organized. I especially loved the coffee bar since i had about 4 during my stay. Thank you so much Adderlyn for letting us stay and we will definitely be back!!!"

Providing a garden, Estate with pool on 11 beautiful acres provides accommodations in Monroe. This property offers a private pool, free Wifi, and free private parking. Metro-North Harriman Station is 11 miles from the vacation home and Bear Mountain State Park is 19 miles away. The air-conditioned vacation home is composed of 9 separate bedrooms, 2 living rooms, a fully equipped kitchen, and 7 bathrooms. A flat-screen TV is provided. The accommodation is non-smoking. There is an on-site bar. Mid Hudson Children's Museum is 22 miles from the vacation home, while Marist College is 24 miles away. Stewart International Airport is 8.1 miles from the property.

Internet • View • Security/Safety • Barbecue/Outdoor Cooking • Other • Pool • Bar • Guest Services • Parking • Air Conditioner • Child Friendly

Come escape to this modern cottage, equipped with all essentials and then some! This 2 bedroom, 1 bath located in a quiet neighborhood, has a wooded/private backyard to relax in nature. Close to hiking, boating, arts and entertainment, shopping centers, historic sites and so much more NY has to offer. The Port Jervis, Harriman train station and I-86 are minutes away.

The beautiful home is perfect for a romantic weekend getaway, family vacation, or a great retreat from the hustle and bustle.

- "Property is nice, master bed is very comfortable. We didn't spend much time at the property. One thing that needs improving is a handle on the exterior of the front door. It would help immensely when leaving to aid in locking the house." - "Enjoyed the stay here, property was clean and comfortable. This was just right for something out of the way but not too remote." - "Beautiful cottage in Hudson Valley - the property was just as listed in the images online. We had a 2 year old and a 5 year old with us and there was plenty of space to put our toddler's pack and play in the large main bedroom. Our five year old stayed in the second bedroom which worked out great. The host was very responsive to questions that we had and easy to communicate with."

Just 65 miles from NYC lies our cozy, artful 3 bedroom cabin on 5 wooded acres on a private road along a babbling brook. Sit by the fireplace and enjoy the peace or set out for nearby hikes, farms, Storm King, Lego Land or retail outlets. We did a wide range of upgrades to the house in the fall 2024 - including an awesome new water filtration system, brand new bedding and furnishings, and a complete renovation of the ground floor - so that we could deliver maximum comfort to our guests!

With floor to ceiling windows looking out in to the woods from the living room, there's a sense of being right in the middle of nature from morning to sunset.

Pets welcome. The house, decorated with contemporary art and family antiques, has WIFI that runs 25 mbps. It works for emailing, zooming and streaming movies, etc, but it is not high speed.

House rules are pretty simple: no smoking, no parties or gatherings, no guests that weren't disclosed at the time of booking, no hunting. Check in is 4PM. Check out is 11AM.

The house has three bedrooms---two have a queen size bed, and one has two twins. There are two large living rooms---one upstairs by the fireplace, and one downstairs, with a lounge area and work desk.

There are chairs by the creek for creek watching. Deer, birds and squirrels roam.

- "Nice location, rustic and simple. Good communication with the host. Affordable and outfitted with all necessary items" - "We had a great multi-month stay. Our host was responsive when needed and let us enjoy our stay in their rustic house in the woods. The property is on a beautiful natural wooded hill with a creek nearby that is full of wildlife. The house is well stocked with most everything we needed and is located 10 min from most services you should need and 30 min from Beacon. We stayed during the winter and needed our AWD vehicle for winter driveway conditions. The satellite Wi-Fi is adequate for most uses. The water does have a sulfur smell which is common in upstate NY."

Located just 20 mins from Legoland, 15 mins from Woodbury Commons shopping center, 20mins from west point academy and on the trail of Schunemunk Mountain, this newly renovated country home with 3 bd and 2 ba with fireplace offers plenty to do on every season while also serves peace and tranquility for these that seeks them away from the city life. Skii, hiking, fishing and swimming etc, with high-speed Wi-Fi and close proximity to the city, you are not really too far from civilization either.

- "The property is beautiful, clean, and welcoming! With plenty of beds, a modern washer/dryer, lush yard, and large dining area. The communication with Tony was on spot and forthcoming. There were no issues whatsoever and we look forward to more places such as this one. It's obvious that Tony takes excellent care of this property and pays attention to the finer details. Thanks!!" - "My friends and I wanted to get out of the city for a weekend. This home was perfect for our needs. We brought my toddler along with close friends for some time in nature and visiting the shops of Beacon and Poughkeepsie. This house provided us the perfect spot to enjoy a little space. The entire experience couldn't have been easier. I would definitely stay here again."

Escape the hustle and bustle of the Tri-State Area and retreat to this 2-bedroom, 1-bath Campbell Hall vacation rental! Featuring a well-equipped kitchen, free wireless internet for the working nomads, and access to the area’s most popular outdoor recreation, this charming home offers everything needed for a stress-free stay. Sip your morning coffee on the porch and relish the peaceful, farmland views. Seeking an outdoor adventure? Cast a reel in the Wallkill River or explore Mohonk Preserve!

-- THE PROPERTY --

Quiet Location | Keyless Entry | Central Air Conditioning | Private Yard

Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Full Sleeper Sofa

MAIN FEATURES: Flat-screen TV, dining table, furnished porch
KITCHEN: Refrigerator, stove/oven, dishware/flatware, cooking basics, spices, Keurig coffee maker, blender, microwave, toaster, water filter
GENERAL: Free WiFi (2.4 GHz), linens/towels, trash bags, paper towels, hair dryer, complimentary toiletries
SUITABILITY: Access only by stairs, single-story home
PARKING: Gravel driveway (4 vehicles)

-- THE LOCATION --

AREA ATTRACTIONS: LEGOLAND New York Resort (11 miles), Motorcyclepedia Museum (11 miles), World Hudson Valley (11 miles), Woodbury Commons (14 miles), Cragsmoor Stone Church (25 miles), Ice Caves (26 miles), Mohonk Mountain House (35 miles), Resorts World Catskills (35 miles)
OUTDOOR ADVENTURE: Thomas Bull Memorial Park (6 miles), Wallkill River (9 miles), Shawangunk Grasslands National Wildlife Refuge (17 miles), Heddens Lake (20 miles), Tillson Lake (21 miles), Awosting Reserve Access (22 miles), Mohonk Preserve (23 miles), Minnewaska State Park Preserve (24 miles), Sam's Point Area of Minnewaska State Park Preserve (26 miles), Verkeerderkill Falls Trailhead (26 miles), Shaupeneak Ridge Park (36 miles)
FINE WINE: Citi Winery (7 miles), Angry Orchard (12 miles), Magnanini Winery, Restaurant & Distillery (14 miles), Baldwin Vineyards (17 miles), Benmarl Winery (19 miles), Whitecliff Vineyard & Winery (20 miles), Stoutridge Vineyard (21 miles), Robibero Winery (21 miles), Kettleborough Cider House (22 miles), Weed Orchards & Winery (22 miles), Quartz Rock Vineyard (22 miles)
AIRPORT: New York Stewart International Airport (8 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This property requires stairs to access

- "Everything in the house was guest ready. Wonderful property!" - "I rented this beautiful farm land to bring some friend together. Its a quiet corner with the feeling of being in the middle of no where with a Walmart 15 min down the road." - "Great location, near family, hiking and grocery store. Super comfortable beds, updated space with great Wi-Fi and a/c. Arrived late at night so we were thrilled to see coffee pods sugar and creamer provided for AM."

Welcome to Green Haven House! Your Secluded, Family-Friendly Retreat!

If you're looking for a quick getaway that still feels worlds away, here is your perfect escape. Whether you're craving peace and quiet or a little selfish "me time," this is the place for you.

This spacious 5-bedroom, 3-bath home sits on a private 6-acre property, offering plenty of room to relax, explore, and enjoy nature — all in total privacy. We're ready to host you and your loved ones for a truly refreshing stay.

MASTER BEDROOM (UPPER LEVEL)
Relax in the sun-filled master bedroom, featuring a king-sized bed with a plush mattress and soft cotton linens to ensure a restful night's sleep. The en suite bathroom provides both convenience and luxury, complete with high-quality toiletries to enhance your stay.

BEDROOM 2 (UPPER LEVEL)
This cozy and inviting room offers 2 queen-sized beds with soft cotton linens. The bright, airy atmosphere and carefully curated details make it a welcoming retreat.

BEDROOM 3: (UPPER LEVEL)
Affectionately known as the "fun place," this room is perfect for little adventurers. Featuring bunk beds—twin on top and full on the bottom—it’s the ideal spot for kids to wind down after a day of play. Cozy and inviting, this room is designed to make their stay both fun and comfortable!

BEDROOM 4 (LOWER LEVEL)
Located on the lower level of the home, this quiet retreat features a cozy queen bed with soft cotton linens for a restful night's sleep. Tucked away from the hustle and bustle of the upstairs, it offers a serene escape. With a bathroom conveniently located on the same level, you’ll enjoy ultimate peace and privacy during your stay.

UPPER LEVEL

LIVING AREA
Bright and sunny, the living room features a wrap-around sectional couch—perfect for those warm family conversations or a relaxing movie night. With a 75-inch screen TV, every evening can be movie night!

KITCHEN & DINING
Directly across from the living room, the fully equipped kitchen is where the magic happens! Whether you're cooking up a family meal or preparing a snack, this space has everything you need to make your stay feel like home. Enjoy family-style dinners in the open dining area, or take the meal outside and dine al fresco on the patio.

BATHROOM 2 (UPPER LEVEL)
A full bathroom with a shower, stocked with premium toiletries for your convenience

LOWER LEVEL
Bring the family downstairs for some fun! Form teams and enjoy a game or two with our air hockey table. There are plenty of games for rainy days, or you can kick back and watch a movie with your favorite snacks. For added convenience, there’s also a bathroom with a shower and a laundry room—all located on the same floor.

Security Camera Disclosure

For the safety and security of our guests and property, this home is equipped with exterior security cameras. All devices are used solely for monitoring the exterior and non-guest-accessible areas, and no cameras are placed inside the living spaces.

Camera Locations:
•Driveway: Two cameras monitoring vehicle entry and parking
•Front Entrance: Two cameras facing the street and entry area
•Backyard: One camera overlooking the rear deck
•Garage (Supply Closet): One camera inside the garage, which is a private storage space not accessible to guests.

These cameras are in place strictly for security purposes and are not intended to infringe on guest privacy.

- "Ava & Alex truly gave a +1 experience. The house is beautiful, the property is secluded and perfect for privacy, and the host stayed in constant contact whenever we needed anything. I highly recommend this house for your next vacation." - "Will recommend to family and friends." - "Eight of us celebrated November birthdays in Campbell Hall and had the best time! We spent three east days chilling on the back porch enjoying the woods, cooking as a team in the spacious kitchen, and sitting around the fire. We also got remote work done on fast wifi and had plenty of space to take alone time. Brotherhood Winery and the hikes nearby were also enjoyed by all. Great spot to rest and recharge!"

Our large house offers the perfect retreat for families & groups seeking a memorable getaway. Nestled on 11 beautiful acres in a peaceful and charming neighborhood, you'll love the resort-like amenities, such as the pool with water slide & jacuzzi jets, and the large patio with ample seating & a built-in firepit. Very private, yet close to great shopping, restaurants, farms, and more, plus it's only 1 hour from NYC.

A long, private driveway ascends a serene hillside to this grand Mid-Hudson, NY estate surrounded by nature, providing the privacy and serenity required for a wonderful getaway. This modern home is an impressive 5,500 sq ft, which includes 9 bedrooms, 7 full bathrooms, 2 living rooms, a big dining room with seating for 20, plus some bonuses like a fun bar and movie theater. Three of the bed/baths are en suite. Please note that we are limited to 24 overnight guests.

There are several alfresco dining areas, as well as a large gas BBQ grill. Gather your group at the patio dining table. Serve up a fresh farm-to-table lunch of produce from the local Blooming Hill farmers market. After lunch, play some yard games, stroll through the woods or enjoy a hike through the forest. The pool is a wonderful place to enjoy the summer heat, with a super fun slide to keep the kids entertained. Please note that the pool is open from approximately June 15 to Sept 1, and it is not heated.

The front veranda, with its panoramic views of the rolling landscape, is a great place to enjoy a glass of wine from local Brotherhood Vineyard, America’s oldest winery, which is just up the road. After a day of Hudson Valley sightseeing, gather your group for s’mores and cocktails around the firepit.

With 9 comfy bedrooms, you'll have plenty of space to spread out. Three of the bedrooms have an attached bathroom. The main suite has two walk-in closets, a vaulted tray ceiling and a jacuzzi bubble tub. With advance notice, cots, cribs and pack & plays are available for families traveling with small children.

The huge basement rec room is a highlight of this Hudson Valley mansion. A home theater in the basement features a 93” movie screen/projector as well as reclining leather sectional sofa with ample seating.

Just beside the home theater is a kitchenette and bar, adorned with classic NY antiquities and vintage memorabilia. (Please note: the vintage arcade games are not functional)

We also have a separate kosher kitchen, but you must request access to it prior to booking.

Please note, this house is set up for extended family groups and it is not suitable for rowdy parties. Outside guests are not allowed without prior approval. Unauthorized use of the home may result in immediate removal without a refund and guests will be held liable for any damage.

Please note: The pool is only available from approximately June 15 - to September 1 and it is not heated. There are retro arcade games in the basement, but they do not work.

- "We were pleased with every aspect of our stay. The property fully fulfilled all our needs. Highly recommended!" - "The house is beautiful and exceeded our expectations. The host was wonderful and kept in touch to see if there was anything we needed. I highly recomend this rental. " - "Great home that accommodated my family for the weekend. Highly recommend"

Welcome to Orange County! This is a 4 bedroom, 2.5 bath newly built 2022 private house. Powered by solar. A home away from home. A 5 minute walk to Brotherhood winery,15 minute drive from Woodbury Common Outlets. Five minutes away from Stop and Shop, and liquor store. 1.5 hour train ride to NYC (salisbury mills), 50 minute drive to NYC and 25 minute drive to West Point. Big yard, dog friendly! Doggy Day care near by to book your buddies and Enjoy the day!

Happy Fall/Winter 2023. There are many fun activities in our area. We recommend looking at https://orangetourism.org/ for ideas. If you are into apple picking, pumpkin picking, wine tasting, fun family activities this is the perfect home for you. With a comfortable cozy wood burning fireplace, s'mores outside on the roofed deck, the memories at our home will last a lifetime. The Bear mountain ice skating is a dream! Drive-in movie theaters in Warwick; stop to get home made ice cream at Bellvale Farms Creamery. Visit Mt. Peter in Warwick, NY for skiing and tubing only 30 min away. Lego Land is not even 20 minutes away! Perfect for a low-key weekend with the family. Shop around the area with 2 Super Walmarts, Target, Bj's, Sams Club, and possibly any store you can think of. Orange county is the home of the historical "Oldest winery in America" named The Brotherhood Winery. Waterfront restaurants and walking paths in Newburgh and Beacon. Palisades Mall about 45 minutes away! Metlife and Prudential stadiums in near distance, with about an hour/ hour and a half train ride/ drive.

Thank you so much for booking your stay with us! We promise fast communication, a clean house and a comfortable stay. Discount for your second booking!

- "We stayed over for a golf trip, home was clean and brand new as advertised. Travis was easy to communicate with and helpful." - "Owner was very responsive and accommodating on the app when I had questions. Place was great." - "Relaxing stay with plenty of room to enjoy some down time. In a neighborhood in a rural setting about 25 mins from West Point. Wonderful hosts that communicated specific directions so all was clear for arrival and departure. Would do it again."

Monthly or long term rentals only as per town rules.
Will rent for West Point graduation/cadets. Cottage sleeps 2.
Sorry but not suitable for children or pets. No candles allowed due to the historic nature of the cottage.
Full bath and equipped kitchen with a private yard. Parking spot included.
Historic 1700's post and beam cottage in a country setting one hour from New York City.
Convenient to NJ Transit commuter train to Salisbury Mills/Cornwall or Harriman NY, CoachLine bus to Monroe or Washingtonville NY, or the Newburgh Beacon Ferry and MetroNorth trains. Stewart-Newburgh airport is our closest airport. Also convenient to EWR- Newark or Westchester -HPN airports.
Enjoy Woodbury Commons our world class shopping outlet. Or reenactments- the area is rich in Revolutionary and Civil war history and antiquing. Or come for the great outdoor recreation- hiking, cycling, ATV racing, birding, skiing, golf, horseback riding, swimming or soccer.
Home to the West Point Military Academy, DIA Beacon and Storm King art galleries, local festivals and music venues, live theater, movie cinemas, restaurants, more restaurants, farmer's markets. Enjoy wine tours, the craft town Sugar Loaf or Goshen NY trotter horse racing.
Convenience stores are 1/4 and 1 mile away and include a gas station, pharmacy and Dunkin Donuts. Grocery shopping in either direction within 5 miles.

- "If you love Historic Places/History. Then Clove Cottage is a step back in Time. It was Cozy ,Warm,and so inviting ! The Cottage had ample parking. It was very clean and the bedding was Super comfortable. It's close to plenty of Shopping@Woodbury Commons .. John and Laurel were Superhosts who live on the Property. They were very informative about the history of the cottage and the surrounding area and helpful on things to do during our stay. We only stayed the wknd however I could have stayed longer. A Great quick getaway for some quiet time with your Spouse !! We will definitely return in the Spring."

Relaxing at this unique and tranquil getaway, fully fenced in yard for kids and pets to run free. There is a fire pit with plenty of firewood to burn. A large private patio connected to a large dinning room seating 10 people on one side and a liquor serving area on the other. At night, you have 4 small bedrooms each with sofa beds to sleep in. Cozy home with a view of the mountains

- "This location was perfect for our weekend trip to the NY Ren Faire and Legoland. There was a minor issue with ants that I believe is related to a gap in weather stripping between the front door and the door frame. Otherwise it was a great stay for our family of 6." - "i've been asking about the grill several times and reciving positive answer , when we arrived there was no grill Tony said we can bring from another property the grill and use it , the grill was so dirty and no charcoal .... the house inside is clean but the backyard is very dirty .... also big ants was coming from no where all the time"

Discover the beauty of Monroe from this 3-bedroom villa. The bedrooms feature 1 full bed, 2 queen beds, and 1 futon. Enjoy amenities like WiFi, heating, and a washing machine. With 3 bathrooms, there's plenty of space for everyone. We hope you enjoy what our place and Monroe has to offer.

The space
We’re set back from the road, and the garden has plenty of space for sports or play, as well as quiet spots for settling down with a novel. There’s room for multiple cars to park.

The house is professionally cleaned and managed, which makes for a totally hassle-free stay.

Even better, there’s a lockbox with keys so you can check in at a time that works for you, rather than stressing in traffic because you’re late to meet an agent!

Inside, you’ll find an open-plan kitchen and dining room. The kitchen is fully equipped with utensils, spices, and coffee. Downstairs, there’s the sitting area with a log fire (wood not provided). Head upstairs and you’ll find two twin rooms, two double rooms, and two bathrooms. Toiletries, towels, and hotel-quality bedding are provided.

The garden has a grill and BBQ ready for use (available only during summer). There is a front and a back porch.

𝗞𝗜𝗧𝗖𝗛𝗘𝗡 𝗔𝗥𝗘𝗔:

- Utensils
- Coffee, tea, spices
- Hobs
- Kettle
- Toaster
- Microwave
- Coffee machine
- Breakfast bar
- Dining table for six

𝗦𝗘𝗔𝗧𝗜𝗡𝗚 𝗔𝗥𝗘𝗔:

- Sofa
- Armchair
- Fireplace

𝗕𝗘𝗗𝗥𝗢𝗢𝗠𝗦:

- Good quality mattresses
- Fresh linen and towels
- Storage

𝗕𝗔𝗧𝗛𝗥𝗢𝗢𝗠 𝗢𝗡𝗘:

- Shower
- Sink station
- Toiletries provided

𝗕𝗔𝗧𝗛𝗥𝗢𝗢𝗠 𝗧𝗪𝗢:

- Deep Bathtub
- Sink station
- Toiletries

𝗢𝗨𝗧𝗦𝗜𝗗𝗘:

- BBQ (available only during Summer)
- Grill (available only during Summer)
- Seating
Guest access
You will have access to the ENTIRE apartment

• Lost/forgotten keys incur a replacement fee; the minimum charge is $150
• Unauthorized early check-in and late check-out charge is $250 plus the equivalent amount of the night(s) impacted

- "Nice property"

Originally a school built in 1867, now a fully updated modern getaway
Gorgeous reading room with stone fireplace (decor only)
Charcoal Kamado Joe Grill, Firepit, Basketball Hoop
Movie theater, gym, and home office in finished basement
Office with monitor & high-speed WiFi—great for remote work
Professionally managed by Mosaic Getaways

Our team is based in the Hudson Valley and are available remotely anytime.

Guest will have access to the entire home except the garage and locked closet in the primary bedroom.

Love what you see? Add The Old School House to your wishlist by tapping the ♥ in the upper-right corner!

Tucked along the scenic west side of the Hudson River, The Old School House offers a unique blend of rich history and modern comfort. Originally built in 1867 as a one-room schoolhouse, this spacious retreat has been thoughtfully renovated to offer guests a one-of-a-kind experience year-round.

With 3 bedrooms, 2 bathrooms, a chef’s kitchen, and a finished basement complete with movie theater, home gym, and office, it’s perfect for group getaways, family gatherings, or relaxing escapes. Outside, enjoy the heated saltwater pool, firepit, and charcoal grill—all surrounded by trees and sky. Whether you're hosting friends, unwinding with family, or working remotely in a peaceful space, The Old School House invites you to feel right at home.

★ HOME HIGHLIGHTS ★

✔ 3 bedrooms / 4 beds + Basement Office w/ Pull-Out Couch
✔ Private fenced pool area
✔ High-speed WiFi throughout home
✔ Historic charm meets modern luxury
✔ Chef’s kitchen with Viking appliances
✔ Entertainment paradise: home theater + gym
✔ Kid-friendly touches: Pack & Play, board games
✔ Smart TV in Main Floor Living Room
✔ Washer / Dryer
✔ Graco Pack & Play Travel Crib
✔ Central Heat&AC
✔ Espresso Machine, Grinder & Drip Coffee Maker
✔ Parking for 4 cars
✔ Outdoor dining table and chairs
✔ Self Check-In 24/7

★ HEAR FROM OUR GUESTS ★

"This place is absolutely gorgeous and perfect for a group of friends or a few couples going on a trip upstate for the weekend. The house is even more beautiful in real life than the photos. We enjoyed every moment of our stay." - Ethan

"Beautiful home with an open, airy layout. Great high end kitchen with proper espresso machine. Basement is awesome with movie screen and speakers.Had a lovely time with friends and family!" - Xing

"Immaculate place that features high quality beds, kitchenware, and toiletries. We absolutely loved our stay here - our favorite part was the projector/theatre set up downstairs. The kitchen and living area was huge and spacious. Can’t recommend highly enough" - Jaimie

★ PRIMARY BEDROOM - FIRST FLOOR ★

✔ King size bed and Tempurpedic mattress
✔ Dresser storage
✔ Wall hooks w/ hangers
✔ Chaise lounge
✔ Private full size bathroom w/ shower & double sink
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades
✔ Ceiling Fan

★ SECOND BEDROOM - SECOND FLOOR ★

✔ Queen size bed
✔ Hangers / Shelves for Clothing Storage
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades

★ THIRD BEDROOM - SECOND FLOOR ★

✔ 2 Full size beds
✔ 2 nightstands & lamps
✔ Luggage Rack
✔ Blackout shades
✔ Pack & Play Travel Crib

★ OFFICE WITH PULL OUT BED - BASEMENT ★

✔ Pull out full size bed
✔ Desk, Monitor & Desk Chair
✔ Shelving for Storage
✔ Light filtering window shades for privacy

★ BATHROOMS ★

1. First floor full bath off primary bedroom w/ shower & double sinks
2. Second floor upstairs hallway full bath w/ shower & tub

★ FAMILY ROOM ★

✔ 3 Cozy Chairs and Chess Table set-up
✔ Book shelf with books and games for the family
✔ Floor to ceiling stone fireplace (unfortunately not available for guest use)
✔ Beautiful sunlight
✔ Light filtering shades
✔ Open Air Staircase leading to second floor

★ LIVING ROOM ★

✔ Comfortable 3 seater leather couch and 2 rocking accent chairs
✔ Smart TV with apps for personal streaming log-ins
✔ Coffee table for games and activities
✔ Bench w/ pillows for additional seating
✔ Light filtering shades
✔ Ceiling Fan

★ KITCHEN / DINING ★

✔ Coffee bar w/ Grinder, Espresso Machine & drip coffee maker
✔ Complimentary whole bean coffee from Brooklyn Roasting Company
✔ Viking Stove Top, Viking Double Ovens, Dishwasher, Refrigerator
✔ Toaster Oven
✔ Counter seating for 4
✔ Dining Table for 8
✔ Pots & pans, glass baking dishes, colander
✔ Measuring cups and spoons
✔ Cutting Boards
✔ Spatula, Can Opener, Whisk, Tongs
✔ Microwave
✔ Electric Mixer
✔ Blender
✔ Tea Kettle
✔ Dishes & Silverware
✔ Grilling tools
✔ Knife Block
✔ First Aid Kit, Fire Extinguisher, Fire Blanket

★ ENTERTAINMENT BASEMENT | THEATER + GYM + OFFICE ★

✔ State-of-the-art 4K projector and 120" screen with surround sound
✔ Plush sectional sofa and cozy bean bags
✔ Power cage gym setup with mats
✔ Office with monitor and desk—perfect for remote work
✔ Swing chair for relaxing breaks

★ BACKYARD ★

✔ Private Heated Saltwater pool - Open MidMay to MidSeptember, Heated to at least 80 degrees, 3ft-6ft depth, Dimensions roughly 35ft x 18ft
✔ Outdoor dining table w/ seating for 6
✔ Charcoal Kamado Joe Grill (guests provide their own charcoal)
✔ Firepit perfect for s’mores nights
✔ Basketball hoop
✔ Gorgeous yard with privacy

★ THE PROPERTY ★

Originally built in 1867 as a schoolhouse for School District No. 7 in Orange County, NY, The Old School House has been thoughtfully updated over the years, blending historic charm with modern comforts. After a complete remodel and addition in 2009, this home seamlessly combines the character of its original structure with the spaciousness of its more recent enhancements.

The heart of the home features a charming country kitchen, a mid-century dining area, and a cozy living room—ideal for after-dinner drinks and conversation. The transition into the modern addition leads to a spacious family room, perfect for board games and relaxing moments, while the serene primary suite, with its ensuite bath, offers a peaceful retreat. Upstairs, two additional bedrooms and a full bathroom provide ample space for family and friends.

The finished basement is an entertainment paradise, complete with a fully equipped movie theater, a home gym, and a dedicated office with a pull-out sofa. Outside, the heated saltwater pool and charcoal grill offer the perfect setting for relaxation and fun, making this home an ideal getaway for any season.

Laundry • Security/Safety • Guest Services • Tv • Kitchen • Child Friendly • Air Conditioner • Other • Internet • Wellness Facilities • Balcony/Terrace • Parking

Escape to this idyllic 2-bedroom, 1-bath vacation rental home in Monroe, also known as 'the lake region' in New York's Hudson Valley. Once you've settled in, relish a routine of rising each day to peaceful, private wooded surroundings, and retiring each night to the soothing soundtrack of the on-site creek. Nearby, surrounding activities might include hiking in Schunnemunk State Park, wine tasting at America's Oldest Winery, or exploring the small-town charm of the Village of Monroe.

-- THE PROPERTY --

3 Mi to State Park | Free WiFi | Creek & Forest Views

Bedroom 1: Queen Bed | Bedroom 2: Twin Bunk Bed

HOME DETAILS: 3 Smart TVs, decorative fireplace, dining table, modern decor
OUTDOOR SPACES: Furnished screened porch, patio w/ Adirondack chairs, on-site creek, peaceful wooded surroundings
KITCHEN: Cooking basics, stainless steel 4-burner range, dishware & flatware, Keurig coffee maker
GENERAL: Towels/linens, hair dryer, central heating, window A/C units
FAQ: 1 step required for access
PARKING: Driveway (2 vehicles)

-- THE LOCATION --

AREA ATTRACTIONS: Museum Village of Old Smith's Clove Monroe (6 miles), Hudson Highlands Nature Museum (9 miles), LEGOLand New York Resort (14 miles), Trailside Museums & Zoo (18 miles), Bannerman’s Castle (24 miles)
OUTDOOR RECREATION: Schunnemunk State Park (3 miles), Harriman State Park (13 miles), Mount Peter Ski Area (16 miles), Bear Mountain State Park (18 miles), Sterling Forest State Park (19 miles), Wawayanda State Park (23 miles)
WINERIES: Brotherhood, America’s Oldest Winery (4 miles), Palaia Winery & Meadery (8 miles), Applewood Winery (15 miles), City Winery Hudson Valley (15 miles)
AIRPORT: New York Stewart International Airport (10 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires 1 small step up to access

- "Very clean, good communications" - "We were visiting to see our son who recently finished his basic training at West Point. We needed a place out of the public where our dogs could join us for a few days. Perfect to fit our needs"

Take a break & enjoy a weekend getaway or long term stay at the Carriage House! Located at Trestle Valley Equestrian, guests are steps away from switchback trails, the iconic Moodna Viaduct, Schunnemunk Mountain, & Storm King Art Center. The historic barns, dating back to the 1860s & Prohibition Era, are home to the horses that are seen grazing the fields on the property. Enjoy a horseback ride up the hill and take in the view.
Nearby: Wineries, Hikes, Museums, Breweries, Restaurants, MetroNorth

- "kitchen was well equipped - sad I didn’t see any horses"