Best Vacation Rentals in Highland

Spacious 4bd Country Gem - Fire Pit & Chill Vibes is a recently renovated vacation home in Highland where guests can make the most of its garden and barbecue facilities. There's a private entrance at the vacation home for the convenience of those who stay. The vacation home features rooms with air conditioning, free private parking, and free Wifi. All units include a seating area, a flat-screen TV, a fully equipped kitchenette, a dining area, and a private bathroom, while some feature a terrace or a balcony. A microwave, a fridge, and kitchenware are also available, as well as a coffee machine and a kettle. At the vacation home, each unit has bed linen and towels. There is an on-site snack bar. Guests at the vacation home will be able to enjoy activities in and around Highland, like hiking. The vacation home has a picnic area where you can spend the day outdoors. Bardavon Opera House is 6.4 miles from Spacious 4bd Country Gem - Fire Pit & Chill Vibes, while Historic Huguenot Street is 8.4 miles from the property. Stewart International Airport is 25 miles away.

Internet • View • Other • Balcony/Terrace • Guest Services • Sports/Activities • Child Friendly • Air Conditioner • Barbecue/Outdoor Cooking • Parking • Fireplace/Heating • Security/Safety

Hotel in Highland with free breakfast and a 24-hour business center
Along with a 24-hour business center, this smoke-free hotel has laundry facilities and a 24-hour front desk. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, charcoal grills, a picnic area, and ATM/banking services are onsite.
Housekeeping is available on request.
SureStay Plus Hotel by Best Western Highland Poughkeepsie offers 44 air-conditioned accommodations with hair dryers and irons/ironing boards. Televisions come with cable channels.

This Highland hotel provides wireless Internet access (speed: 25+ Mbps) for a surcharge. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include complimentary toiletries and blackout drapes/curtains. Housekeeping is provided on request.

- "The shower was excellent!." - "Room was perfect for our needs, and the staff was exceptional" - "Very good especially for hotel who welcome pets. Breakfast was very limited." - "Environment is so fresh." - "Nice staff" - "This hotel is a hidden gem and pet friendly. The staff was great and had coffee or tea available at all times and comfortable seating area to eat or just relax. No microwaves in rooms but available in lobby. Will go back soon. Convenient to highways. "

Private 37 Acre Lake Estate On 164 Acres - 11 Br offers accommodations in Highland, 7.7 miles from Loren Campbell Baseball Field and 11 miles from Bardavon Opera House. The air-conditioned accommodation is 7.6 miles from The State University of New York at New Paltz. Free Wifi is available throughout the property and Historic Huguenot Street is 7 miles away. Providing a patio with lake views, this vacation home also offers a TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 8 bathrooms with a hot tub and a hair dryer. The accommodation has a fireplace. Guests can also relax in the garden. Vassar College is 13 miles from the vacation home, while DM Weil Gallery is 14 miles away. Stewart International Airport is 26 miles from the property.

Air Conditioner • Pet Friendly • Security/Safety • View • Child Friendly • Internet • Fireplace/Heating

Breathtaking modern villa cantilevered on a 200' granite bluff over the Hudson River on 12 acres. As fine an estate as any in Europe yet only 1.5 hrs from Manhattan. Gourmet kitchen. 10' screen media room. Huge riverside deck, hot tub & heated salt-water pool. Jacuzzis, steam showers & sauna ensuite off each of the 4 bedrooms. Lighted tennis court. 70 mile 210 degree views. Meditate on boats, eagles & hawks floating by. Total privacy: FDR’s Hyde Park is the sole home visible.

- "Had a wonderful stay over two weekends. The house is beautiful and the views are just breath taking. Loved watching the sunset and summer lightning storms over the Hudson River. Not much reason to ever leave except for getting groceries and wine. Would come back in a heartbeat." - "A stunning glass house on top of a hill overlooking a beautiful stretch of the Hudson River. Sit on the large, comfortable deck or float in the pool while watching the boats go by. Ideal as a quiet, luxurious home base from which we ate at wonderful Hudson Valley restaurants, hiked, and went antiquing. Our only issue was that the air conditioning could not always keep up with the July heat wave."

Featuring barbecue facilities, SureStay Plus Hotel by Best Western Highland Poughkeepsie is located in Highland in the New York region, 3.5 miles from Bardavon Opera House and 5.6 miles from Vassar College. This 3-star hotel offers an ATM and free WiFi. The hotel features family rooms. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a bath, free toiletries and a desk. At the hotel each room comes with a private bathroom with a hairdryer. Buffet and continental breakfast options are available at SureStay Plus Hotel by Best Western Highland Poughkeepsie. Free private parking and a business center are available, as well as a 24-hour front desk. Marist College is 7.2 miles from the accommodation, while Historic Huguenot Street is 9 miles away. Stewart International Airport is 19 miles from the property.

- "Pirate event in next town." - "Very satisfied and thankful that I chose this property." - "Ok for our needs" - "Clean hotel friendly staff" - "see above" - "Would stay here again" - "Great staff. Great breakfast. Great price." - "Thank u. We enjoyed our two night stay. Will definitely come back." - "The facilities were nice. The people were cordial. But in the coffee area each time I went to get coffee in the morning"

Picture yourself just minutes from the beautiful New Paltz, NY, yet far enough away that you don't get caught up in the hustle and bustle of the traffic that it's infamously known for!

Our home is recently renovated, with all new appliances, and brand new furniture.
An open layout design from kitchen to the various living spaces, you'll find this is a perfect home to get together with your loved ones, be it friends or family.

The four bedrooms on the upstairs level of this home are private from one another, all with new furniture, beds & queen-size Tuft and Needle mattresses. You'll find yourselves comfortable staying here for a weekend, or for far longer than that.

We have tried to create a space that feels like home to us, and so any ways we can improve your stay, please share with us, as we are more than happy to entertain requests. It is the perfect getaway for NYC dwellers who wish to be amidst nature.

For those loving the outdoors, we are flanked by dozens of local hiking trails in the area as well as the Rail Trail, a beautiful car-free walkway open to only cyclists, walkers, joggers, and strollers. Of course, we never could forget the Walkway over the Hudson that connects Highland and Poughkeepsie: the longest pedestrian bridge in the world. A stroll here during sunrise & sunset will make for beautiful views and fresh, clean air. We are also a 30-minute drive from the Mohonk Preserve as well as the gorgeous and bountiful Minnewaska State Park Preserve.

The home is around 80 miles from Manhattan, a short drive of around 1.5 hours from NYC's five boroughs.

Inside the home, you'll find two large living spaces, a well-designed dining space & an open-concept kitchen that will allow for multiple people to work together, of particular interest to those groups who enjoy cooking together. You'll find a well-stocked selection of kitchen utensils, pots & pans along with other kitchen appliances to use for your leisure.

In the living space beside the kitchen, you'll find an oversized Smart TV for communal viewing & with plenty of streaming content. Sound from the TV is delivered to you via a Sonos Playbar for optimal sound. This connects with AirPlay-enabled Sonos speakers throughout the home for your acoustic pleasure.

A washer/dryer is also available for your use in a separate, well-stocked laundry room.

Upstairs, you'll find 3 bedrooms, all with queen-sized beds. A luggage rack is also available in each room. You'll also find a full bathroom on the upper floor.

Finally, you'll find the centerpiece of the upstairs: a grand and spacious master bedroom, complete with an en-suite master bathroom that boasts a double-sink vanity, a jetted tub & standing shower.

Minutes away from the wonderful, quaint little town of New Paltz and bustling Poughkeepsie, you'll find something for everybody in your group. With tons of food & local shopping options, you'll find you can spend hours here walking around & exploring the area. New Paltz is one of our favorite towns in all of New York. Vegetarians & vegans (like ourselves) will likewise find a plethora of options to enjoy yourselves.

The town offers everything you’d want for a getaway—an eventful nightlife with fine dining, unique bars, a movie theater with the latest indie and foreign films, and more. There’s plenty of shopping plus casual eateries for breakfast, lunch, or dinner.

Nearby you'll also find major supermarkets to pick up whatever you may need for your stay.

Once a reservation has been made, we will share our favorite activities in the area, along with dining recommendations that we suggest.

- "We stayed here for a weekend and it was great! The house was clean and a great size. Check in and check out were easy." - "A spacious home with all of the accoutrements for comfortable living, and evening entertainment." - "We (family of six) rented this house for Christmas / New Years for a little over 2 weeks. The listing is very accurate, the kitchen well equipped. We really enjoyed our stay. It is a very nice neighbourhood, the kitchen / dining / living area very spacious. It was easy to reach out to the owner in case we had questions. We would rent the house again at any time without hesitation."

6.1 miles from Vassar College in Highland, Lovely Highland Home with Pool and Hot Tub! offers accommodations with access to a hot tub. The property is around 7.7 miles from Marist College, 10 miles from Mid Hudson Children's Museum, and 11 miles from Historic Huguenot Street. Free Wifi is available throughout the property and Bardavon Opera House is 4 miles away. The air-conditioned vacation home is composed of 4 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance. The State University of New York at New Paltz is 11 miles from the vacation home, while Loren Campbell Baseball Field is 11 miles from the property. Stewart International Airport is 18 miles away.

Sports/Activities • Hot Tub • Wellness Facilities • Parking • Security/Safety • Other • Child Friendly • Guest Services • Internet

Spacious neo-Colonial house on the Hudson River in a unique private setting with spectacular views, 90 minutes by car or train from New York City, in the middle of everything you love about the Hudson Valley: Mohonk Mountain House, the Gunks climbing-hiking-biking, historical estates, antiquing, Beacon, Hudson, New Paltz. Short-term Town Permit #11229.

Two living rooms, three formal bedrooms, cozy office, and a big walk-out basement game room with the same beautiful river view as the rest of the house. Formal dining room with seating and service for 10, relaxing formal living room with a giant fireplace and piano, and a spacious open kitchen & family-room adjacent to the pool, all connected by two 50-ft decks overlooking the Hudson River. Cook out. Play ping pong. Sing along at the piano. Shoot pool on an antique Brunswick table. Watch Netflix and HBO from the big-screen TV. Play board games and put together jig-saw puzzles. Or just relax and take in the dramatic riverfront scenery.

Primary suite overlooks the pool and river, with a king-size 4-poster bed, huge walk-in closet, sitting area, private bath and dressing counter. Bedrooms #2 and #3 have queen beds, river views, and shared bath. The game room with large comfy sofa, plus an office/loft off the master suite offer extra space for the occasional overnight guest. High-quality cotton linens, down pillows, and comforters throughout.

Free wireless internet, high-quality firewood, strong cell signal, top quality kitchen appliances, large charcoal and gas grills with utensils. Garage, W/D, central air/heat, and every room smoke-free. Child-proof electric sockets, child-alarm doors leading to the pool , and door gates upstairs for toddlers.

- "We just returned from an amazing trip to Aruba. This home was perfect for our two families... 4 adults and five children. It was nice to have two king bedrooms upstairs for the adults, while the kids took the downstairs rooms. All bedrooms have en suite baths which is great. We enjoyed coffee by the pool each morning and the kids spent lots of time swimming day and night. The home is equipped with everything you may need- from kitchen supplies to a great outdoor grill to loads of beach towels, coolers and chairs, linens, etc. The wireless wifi easily accommodated four adults and four teenagers with no issues! The community of Tierra del Sol is lovely and we enjoyed several walks in the evenings. We did not utilize the golf course or other amenities, but a brief tour of the common areas told us it is very well maintained. We would have loved to fit in spa day but ran out of time. We felt extremely safe within the community and actually everywhere on the island. All of our communications with the owners and property manager were promptly responded to and both were very helpful in planning our stay. Thank you for a very smooth rental process and and excellent vacation! We hope to return again in the near future!"

Located in New Paltz, 3 miles from Historic Huguenot Street, Rodeway Inn & Suites New Paltz - Hudson Valley has accommodations with free WiFi and free private parking. Built in 2010, this 2-star hotel is within 3.1 miles of The State University of New York at New Paltz and 3.2 miles of Loren Campbell Baseball Field. Mohonk Preserve is 10 miles away and Vassar College is 11 miles from the hotel. The rooms in the hotel are equipped with a flat-screen TV and a hairdryer. Bardavon Opera House is 8.9 miles from Rodeway Inn & Suites New Paltz - Hudson Valley, while DM Weil Gallery is 9.2 miles from the property. Stewart International Airport is 22 miles away.

- "Very satisfied for the price! Accommodating and helpful staff" - "Well worth a stay" - "Great room for a quick stay." - "We’ve stayed there a few times and will continue to." - "Only 8mins away from my event I drove up for! Tidy rooming with all basic necessities met!" - "Refund one day" - "Needed to be near hiking trails in the State Park. Perfect spot for that."

Private and peaceful space while enjoying your time in the pool and BBQ’ing with outdoor dining. Followed with a patio fire, roasting s’mores (fire starter kit & s’mores provided) and enjoy your favorite show or movie looking over a small cozy fire under the pavilion.

Private Entrance

Private Parking and Washer/Dryer provided!

- "Clean! Relaxing! Beautiful location! Our first time to New York away from the city! Being from California, we were absolutely thrilled by the countryside and what a perfect little piece of paradise to enjoy it from! Green green green! All was good and and would recommend Ryan’s place to anyone wanting to just relax and enjoy this part of the country!! Back yard was perfect for our nightly game of gin and a glass of wine!!!" - "Clean, neat, warm and inviting. I lovely property and overall wonderful experience."

S'mores Corner is offering accommodations in Highland. The property is around 7.2 miles from The State University of New York at New Paltz, 7.3 miles from Loren Campbell Baseball Field and 8.7 miles from Bardavon Opera House. The property features an outdoor pool and is located 6.5 miles from Historic Huguenot Street. Complete with a private bathroom equipped with free toiletries, all guest rooms at the hotel have a TV and air conditioning, and some rooms here will provide you with a patio. All rooms will provide guests with a desk and a coffee machine. Vassar College is 11 miles from S'mores Corner, while Marist College is 12 miles away. Stewart International Airport is 26 miles from the property.

Barbecue/Outdoor Cooking • Child Friendly • Air Conditioner • Pool • Security/Safety • Laundry • Fireplace/Heating • Pet Friendly • Guest Services

Welcome to our 4BR/3BA private home in Highland, perfectly situated in the heart of the scenic Hudson Valley. Whether you're traveling with family, a group of friends, visiting nearby colleges, or attending a wedding, this home offers the ideal blend of comfort and convenience. Just minutes from New Paltz, Poughkeepsie, and top Wedding Venues destinations like Liberty View Farm (apple picking), Indian Ridge, Bad Seed Cider, Red Maple Vineyard, Mohonk Mountain House, and the Culinary Institute of America. Soak in mountain views, explore historic landmarks, enjoy wineries, and experience the best of the Hudson Valley. Your perfect getaway starts here! Book Now and make your stay memorable.

Why Guests Love The Cherry House:
☛ Peaceful 10-acre setting close to top attractions
☛ Brand-new, sparkling clean interiors
☛ Family & pet-friendly
☛ Fire pit, BBQ deck, and modern comforts
☛ Easy access to New Paltz, Mohonk, and Hudson Valley adventures

Perfect For:
☛ Family vacations
☛ Wedding guests
☛ Remote work retreats
☛ College visits
☛ Wine & nature getaways.

The Space
This newly built, sparkling two-level home is available for the first time. Thoughtfully designed and never lived in, it offers a bright, modern, and spacious retreat in the heart of the Hudson Valley.

Main Level:
The main level features a gourmet kitchen equipped with every amenity, including a large peninsula perfect for gathering and sharing time with the cook. Adjacent to the kitchen is a dining area with access to a spacious deck, ideal for BBQ grilling and relaxing while overlooking the expansive garden.

The open floor plan seamlessly connects the kitchen, dining, and living areas. The living room boasts a gas fireplace, a large TV, and plenty of comfortable seating, creating a perfect space for conversation and relaxation. Open the French doors to the second-story deck and bring your gathering outdoors!

The principal Queen bedroom suite is located on this level, complete with a luxurious en-suite bathroom featuring a stone-floored shower, double vanity sinks, and a walk-in closet. This private retreat also has its own TV.

Two additional Queen bedrooms are situated at the opposite end of the floor, each with large windows that offer serene views of trees and greenery. These bedrooms share a family bathroom with a tub/shower combo.

Lower Level:
The lower level features a massive private suite with a Queen bed, a cozy sitting area with a TV, an en-suite bathroom with a shower, and French doors leading directly to the garden. A crib is available, making this setup ideal for families with young children.

The Garden:
The garden is enormous, offering plenty of space for children to run and play or for golfers to practice their swing. The home’s private, set-back location provides peace of mind for families with small children—there are no nearby roads or cars, and you can easily watch them play from the upper deck or large front windows.

Location:
Conveniently located, the home is a short drive to New Paltz, where you’ll find fine dining, boutique shopping, and attractions. Enjoy hiking the stunning Shawangunk Ridge, exploring local wine trails, or simply taking in the natural beauty of the Hudson Valley.

Guest Access
Guests have full access to the entire property, ensuring a private and relaxing stay.

Conveniently Located for Every Traveler’s Needs
The Cherry House combines charm, convenience, and accessibility, making it an ideal choice for every kind of traveler. Whether you're visiting for academic purposes, outdoor adventures, or a relaxing getaway, our prime location in the Hudson Valley ensures you're close to it all.

Academic Visitors:
☛ Just 23 minutes (8.7 miles) from SUNY College at New Paltz—perfect for campus tours or visits.
☛ Conveniently located near Marist College and Vassar College, offering an excellent base for exploring these prestigious institutions.

Seamless Travel:
☛ Only 16.2 miles (34 minutes) from New York Stewart International Airport, ensuring stress-free arrivals and departures.

Shop & Explore:
Within a short 19-minute drive, you’ll find:
☛ Bridgeview Plaza Shopping Center
☛ Heritage Square Park
☛ Village Square Mall

Nature & Recreation:
Outdoor enthusiasts and families will appreciate being close to five stunning parks within 16.9 miles, including:
☛ Walkway Over the Hudson State Historic Park: Breathtaking views and serene walks.
☛ Phillies Bridge Farm Project: A delightful local agricultural experience.
☛ Mid-Hudson Children’s Museum: Fun and educational for younger visitors.

The Cherry House offers the perfect blend of accessibility, adventure, and relaxation. Whether you're here for work, education, or leisure, you'll feel right at home.

Book your stay today and experience the best of the Hudson Valley!

- "This property is everything the description states and more. It was quiet, private, and well kept. The sheets felt like silk and the local coffee was yummy. Would definitely stay again if I was in the area." - "We were in town for a family wedding and shared the house with our adult children and spouses. The house was clean, and well laid out, and the kitchen had all the plates, utensils and cooking gear needed for our two night stay. The host, Brad, was very friendly and communicated well and was clearly concerned to make sure everything went well. We would stay here again."

Offering garden views, Highland, New York Entire apartment - Country side is an accommodation situated in Highland, 7 km from The State University of New York at New Paltz and 7.2 km from Loren Campbell Baseball Field. The air-conditioned accommodation is 6.7 km from Historic Huguenot Street, and guests benefit from complimentary WiFi and private parking available on site. This apartment has 1 bedroom, a flat-screen TV, and a kitchen. Towels and bed linen are available in the apartment. Bardavon Opera House is 16 km from the apartment, while Mohonk Preserve is 16 km from the property. The nearest airport is Stewart International Airport, 37 km from Highland, New York Entire apartment - Country side.

Kitchen • Parking • Child Friendly • Internet • Pet Friendly • Air Conditioner

Welcome to a large charming Victorian built in 1860 ,situated in the rural area of ulster county NY surrounded by numerous wineries and beautiful mountain views. The house has been updated and modernized and equipped with everything you need to enjoy a short or extended vacation.

- "Perfect weekend getaway to spend the days by the pool. The house was clean, comfortable and nicely appointed." - "Our group of friends gets away from the hustle of the city a few times a year. This house did not disappoint! From grilling by the pool to lounging and watching a movie on Netflix, we were able to detach from every day pressures and fully enjoy a long weekend away. Thanks for the everything! We will be back in the future." - "Great stay! We loved the place. The pictures don't do it justice. It is very spacious and has everything you need for a comfortable stay. The bathrooms in the bedrooms are small, but there is a main bathroom that is very spacious. The pool and the patio was great. Jim is the property caretaker and he was great! Very helpful throughout our short stay. I definitely recommend staying here."

Sam’s Cottage on the Greens offers accommodations in Highland, 4.6 miles from The State University of New York at New Paltz and 4.7 miles from Loren Campbell Baseball Field. Featuring a garden, the property is located within 4.4 miles of Historic Huguenot Street. The bed and breakfast also features free Wifi, free private parking, and facilities for disabled guests. This air-conditioned bed and breakfast comes with a seating area, a fully equipped kitchenette with a microwave, and a flat-screen TV. The tiled floors, fireplace, and peaceful vibe add to the ambience of the room. The bed and breakfast offers bed linen, towels, and daily room service. The area is popular for cycling and hiking, and bike rental is available at the bed and breakfast. The bed and breakfast has a picnic area where you can spend the day outdoors. Bardavon Opera House is 10 miles from Sam’s Cottage on the Greens, while Mohonk Preserve is 10 miles from the property. The nearest airport is Stewart International Airport, 23 miles from the accommodation.

Parking • Other • Sports/Activities • Pet Friendly • Guest Services • Smoking • Internet • Air Conditioner • View • Fireplace/Heating • Accessibility • Security/Safety

"The Mountain Ridge Retreat" is the perfect getaway for your family and your friends to reconnect with nature and each other .
This newly renovated private, quiet & peaceful house has a wonderful open space in the living room, kitchen and dinning room as well as a game table and oversized couch to gather together. Right off the living room is a lovely porch with two outdoor dinning tables as well as a fire pit another great place to gather and hang out.
Lots of family friendly games are hidden in the outdoor seating to help make your time even more enjoyable.
We look forward to sharing our incredible space with you. So close to town, hiking, supermarkets, restaurants, houses of worship, skiing, bird watching, walk over the Hudson and so much more.

(pet friendly dogs under 50 pounds that are completely house broken- no sleeping on furniture or in beds)

- "Our immediate and extended family rented this property so that we could all stay together while attending my son's graduation from Marist College. It was the perfect size for the seven of us. There were plenty of beds, bathrooms and seating. The front porch and deck were perfect for relaxing and enjoying the rustic scenery. The home and yard were clean and well kept. We had absolutely no complaints. Future renters should know, however, that the short road leading to the house is gravel and unlit. We arrived during daylight hours so we had no problem navigating it."

Welcome to Gemstone Place—your dream country getaway for wedding weekends, family celebrations, & relaxing weekends. This 250-year-old stone farmhouse blends historic charm w/ modern style, artistic touches, & room to gather. Enjoy fire pit nights, flowing creek vibes, & a fully renovated interior perfect for making memories.

Red Maple Vineyard (5 Mins)
Minnewaska State Park (20 Mins)
New Paltz College Town (15 Mins)
Wineries & Antique Shops (10–20 Mins)

I'm available for non emergency issues between 8am - 9pm EST
Someone is available 24/7 for true emergencies.
I'm always happy to help make your stay amazing, just ask!

5 Minutes to the Hamlet of Highland; in a semi-rural area.
10 minutes to New Paltz, NY.
While the house is near Rte 9, it is NOT right on Rte 9. You may hear some traffic around house and outside.
Very few neighbors around and 2 acres of land.

You will have access to the whole house and yard. You will not have access to the washer and dryer unless you stay for more than 4 days. There are 3 interior doors that have locks for owner supplies, and the shed out back has a lock on it.

The entire yard is available for you to use. Patio area in the back yard has BBQ, outdoor dining area, fire pit (you supply the firewood) with adirondack chairs, hammock. Front of the house has 2 Adirondack chairs for your relaxation, and the south side of home you can relax next to stream with 2 Adirondack chairs.

This is not your ordinary Airbnb, it is a luxe experience with artistic surprises surrounding you. Between the aesthetics, the vibrant colors & the thoughtful amenities, you will know you are staying somewhere special.

KEY FEATURES
* 4 Bedrooms (4 Queen Beds; 2 Ensuite; 1 Ground Floor)
* Fire Pit w/ Adirondack Chairs
* Stream w/ Adirondack Chairs
* 3.5 Bathrooms (2 Ensuite, 1 on First Floor)
* Fully Renovated in 2023 w/ Artistic Touches in Every Room
* 2 Cozy Lounge Areas—Great for Groups & Games
* Large Kitchen + Bonus Kitchenette Area
* Yard Games for Family Fun & Friend Vibes
* Unique Handmade Murals Throughout
* Serene Semi-Rural Setting—Total Escape from City Life
* Historic 250-Year-Old Stone Home w/ Modern Comforts

Here Are A Few Kind Words From Our Past Guests:

"Our stay was amazing. The house was beautiful and exactly as the pictures. Nanci was extremely clear with all her instructions and we had an easy check-in and out. The house is so beautiful; all the touches of home and then some. The house was super clean and very organized. The furnishings and decor were beautiful. We stayed for a long weekend and had some snow which made the experience even more magical! The location was easy to find and less than 2 hours from NYC."

"We stayed at Nancy’s place in Highland for a business retreat, and it was incredible! It is *the cleanest* Airbnb I’ve ever stayed in—every corner was spotless, making it feel fresh and welcoming. The eclectic decor and vibrant colors sparked creativity and inspired our strategic planning for elevating 2025 wedding experiences. The location was perfect, and the comfort was unmatched—plush beds, dreamy pillows, charging stations, and sound machines in every room made sleeping heavenly.
Nancy’s hospitality was outstanding, always available if we needed anything. The record player and games created fun team-bonding moments, and the well-stocked snacks were a delightful touch. Her attention to detail made everything feel thoughtful and special. This home beautifully combines cleanliness, comfort, and charm, making it the ideal space for relaxation and creativity. We left feeling refreshed, inspired, and eager to return. I would stay here again and again,one of the best Airbnb experiences!"

"My husband & I with my 3 sisters/spouses spent a phenomenal 5 days over Thanksgiving at Nanci & Jeff’s incredibly gorgeous, modernized country home. Beautiful, elegant, & artfully funky, this property will not disappoint. We enjoyed the spacious kitchen/dining area & 2 living rooms where we could gather & spend quality family time. Perfect home with private bedrooms/bathrooms to accommodate our large group — not easy to find. Amenities deserving love: turntable & vinyl, plethora of games, induction oven with air fryer setting, snacks throughout home, coffee, spices/herbs, warm & comfortable beds, modern bathrooms with shampoo, body wash, lotion, toothpaste/brush, & more. A shout out to whomever cleans this home; extremely well cared for & spotless!
Recommend: Minnewaska State Park, Black Creek State Forest, town of New Paltz & Rhinebeck Village, buy Krupa Bros. Pierogi-Kingston, Hyde Park A MUST: Eleanor Roosevelt’s home, FDR’s home, Vanderbilt mansion. Hudson Valley is stunning!!"

"All I can say is that if this gem is not booked on the dates you are looking for lodging, grab it! This place is truly one of a kind-- gorgeous, bright, beautiful furnishings, everything you'd need in the brand new kitchen, comfortable beds--and squeaky clean. The history and charm of this place are palpable. We loved staying here and hope to again next time we are in the area."

THE SPACES

BEDROOMS + BATHROOMS
Each of the 4 bedrooms features a queen bed & cozy furnishings. Two of the bedrooms include ensuite bathrooms, while another bedroom & full bath are conveniently located on the ground floor—ideal for multigenerational stays. The 3.5 bathrooms are all modern, spacious, & thoughtfully stocked.
Two bedrooms that share a bathroom (Bedroom 2 and 3) are on the third floor and are two flights up from the downstairs bedroom (just something to be aware of if you’re traveling with kids).

KITCHEN & DINING
The main kitchen is fully equipped w/ new appliances, ample counter space, & all the essentials for cooking up a group meal. A second kitchenette adds extra flexibility for bigger groups. Coffee lovers will be thrilled by the full coffee bar setup—espresso, French press, drip, & more.

LOUNGE SPACES
Unwind in either of the two living areas, perfect for game nights, catching up, or sipping wine after a hike. The home’s layout makes it easy for large groups to spread out or come together comfortably.

OUTSIDE SPACE
Relax by the fire pit or wander to the babbling stream & kick back in Adirondack chairs. The yard is made for play, featuring games & wide-open space. The rural setting offers starry skies & peaceful vibes all around.

Book Now & Let Us Take Care Of You In Mid-Hudson Valley!

Guest access:
Guests have full access to the entire home & yard. Entry is via keypad, and guests must use the center door—not the French doors on the side.

Other Things to Note
Fully remodeled in 2023—fresh, modern amenities throughout
Host provides thoughtful extras: snacks, essentials you might forget, & luxe coffee options
Every room includes unique, artistic murals—like living inside a gallery

Where you’ll be - Neighborhood Highlights
Nestled in the heart of the Hudson Valley, Gemstone Place is the perfect hub for exploring New York’s wine & antique trails. Though it’s a quiet, semi-rural setting, you’re just minutes from action-packed spots.

New Paltz College Town (15 Mins)
Red Maple Vineyard (15 Mins)
Minnewaska State Park (20 Mins)
Local Wineries & Antique Shops (10–20 Mins)

Getting around
A car is a must to explore the area. We're 2 hours from JFK Airport & just 15 minutes from the Poughkeepsie train station—an easy ride from NYC. Parking on site is plentiful.

Other things to note
This is an old house, and we have taken great effort to modernize it while retaining its old-world charm. The house does have its quirks, but that is part of its charm.

No fires are permitted in the indoor fireplaces. Please respect this and do not light any fires inside the fireplace at all!!

You will NOT have access to a washer or dryer during your stay, unless you are staying for 4 days or longer.

WILDLIFE & MAINTENANCE
Our home is in a rural residential neighborhood with a lot of wildlife. You will often see deer roaming on our property. We have pest control & insect treatments monthly. While we do our best, we cannot guarantee you will not see a bug in our home - we are in the country!

~ Minimum age to rent is 21 and primary guest must stay for the duration of the booking.
~ The home sits near a road with traffic, and while you are NOT on the road with traffic, you will hear it. If you are looking for a quiet place with no sounds – then this place is not for you.
~ This home is on a septic system so occupancy is strictly enforced to avoid a septic backup of sewage in the house. Your max occupancy during your booking is what you submit in your booking. Additional guests must be approved.
~ Stays longer than 2 weeks:
We require a light cleaning every 2 weeks in addition to the checkout cleaning. (prices TBD)

No parties, or events or commercial use of property.
Please take your shoes off and we provide slippers for you.
No PETS - thank you!!

- "We loved staying here because it was spacious and clean. We choose this house because it was within an hour of Legoland. I loved how each room had queen beds because that made it easier on who got what room. The house was beautifully renovated and they left a lot of the original character and mixed modern touches in perfectly. We will definitely stay here again. " - "Property was just as described and very comfortable for our group of 6 with 3 generations. Definitely one of the more thoughtful places we have stayed at--well stocked kitchen, enough towels, comfortable beds with good amount of blankets. The art and painting was beautiful too. We would return. "

S'mores Corner

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Escape to this peaceful studio in Highland, which is ideal for an intimate retreat for a couple or solo traveler. Enjoy the serene outdoor area with a private swimming pool where you can take a refreshing dip or soak up the sun on a warm day. Fire up the gas grill on the patio for a delicious BBQ dinner, followed by outdoor dining under the stars.

This studio offers a private entrance and parking for your convenience, ensuring a seamless and stress-free stay. The washer/dryer lets you pack light. The breeze keeps the vacation rental cool in the temperate climate. Unlike most homes in the area, there is central air-conditioning.

Just a short drive away, you'll find the renowned John Burroughs' Slabsides and Nature Sanctuary, where you can explore picturesque hiking trails and observe diverse wildlife. The famous naturalist and writer's preserved home provides a historical glimpse into his life and legacy. You'll also be close to the Walkway Over the Hudson and surrounded by wineries, wine tours, and an apple orchard. After a day of adventure, unwind by the patio firepit, where a fire starter kit and s'mores supplies are provided for a sweet treat. Enjoy your favorite show or movie under the pavilion, creating a cozy ambience with a fire crackling in the background.

Things to Know

This Vacasa Guestworks vacation rental is operated and managed locally by an independent host.

Prior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.

If you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.
Vacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.

If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 2 vehicles.

Security camera details: There is one camera on site at this unit that points out over the drive shared by big house and rental unit.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

- "Great place to stay and beautiful grounds. " - "Very nice property, the host reached out to see if all was ok as we hadn't checked in the next morning yet. Felt like we were in the middle of know where yet just a 10 to 20 min ride to town." - "Beautiful spot. Lovely amenities. Peaceful quiet area. Stones throw from delightful New Paltz. Calm and invigorating place to spend a few days." - "It is a nice, clean place to relax, ideal for sharing as a couple and taking a few days of romantic rest. It is very cozy and the service was excellent."

Family Fun in the Country!
Our home is perfect for relaxing and having lots of fun activities nearby such as rail trails, farms and much more. We are close to several winter themed activities. See the amazing list in the photo section. We are a 15-minute drive from Vassar hospital and Marist colleges. 3 miles to Suny New Paltz and about 3 miles to the thruway.
The space
12 guests · 5 bedrooms · 7 beds · 2. baths. This price includes up to 4 guests. additional guests there will be $50 fees, for each guest per night. There is also a pet fee of $75.plus $125 extra deep cleaning fees. No more than 30-pound dog read below.

This lovely home (2,000 sq ft) is perfect for friendly, warm family gatherings, and holiday weekend getaways. The grand entrance has high ceilings gives you that welcoming feeling. To the left, bedroom #1 with ceiling of the 1900s.

kitchen granite counter space, tile backsplash, island with seating w/roll-out drawers, oven star 6 burner gas cooktop stove, as well as many of the accouchements that you may need to cook a delicious family meal, making this a family favorite home for the holidays.
You have enough space to seat 6 people. There is seating for 6, but room for more if you need it.

Great room
Is open through to the kitchen so you can be involved in the conversations or the entertainment that is going on. You can enjoy the beauty of the wood burner fireplace. There is also a 55" Smart TV. We have Wi-Fi TV. You also can access to Netflix by login to your account. There are other apps for you to sign into as well. Come spring and summer, you will be thrilled to open the doors to the porch allowing the fresh air in or to just sit and listen to the birds.

Listen to music
2nd floors and is perfect for relaxing on the lounge, reading a good book, and enjoying the view from the windows.

Laundry room
Washing machine and dryer are available emergency only.

Office
Executive computer desk and lounging couch. High-speed internet throughout the home.

2 Bathrooms
Whirlpool tub and stand-up shower on the first-floor bathroom.
Bedroom #1
Master suite filled with natural light, California King size bed, Smart TV, walk-in closets, upstairs bathroom stand up shower and sink, and small closet with towels.

Bedroom #2
Queen size bed with a Smart TV, linens, pillows, comforters, and blankets.

Bedroom #3
3 full-size bed that can sleep 3 to 6 people, bed linens, comforters, blankets, and pillows.

Bedroom #4
Downstairs king size bed linens, comforters, blankets, and pillows.
Parking driveway has lots of space.

Backyard retreat with quite area, outdoor dining and fire pit.

Outdoor dining table. You'll have access to a beautiful area seating and views to nature on the property. Deck directly in front of room has a relaxing seating area for guests to read, dine, converse and just spend a relaxing time together.

Outside in the huge backyard with BBQ grill.
Guest access
Guests will have access to the entire house except for the basement, attic.
Other things to note
We do allow pets (dogs) with an agreement to the Pet Agreement listed below.

Pet Agreement for Angie's Property:
It is our pleasure to have you spend time at Angie's property.
We know that your fur babies are part of your family! We require all guests who would like to bring their pets along to read and accept the pet agreement below.
Guests agree to the following terms and conditions regarding their pet during their stay at Angie's Property. The total charge for the pet for the duration of stay. There will be a $75 charge per pet for the entire stay Plus a $125 for extra cleaning for future Guests allergies,to pets . pets not allowed on the beds or cough.

1. We only allow small size dogs up to 30 pounds
2. Maximum number of dogs: 2
3. Guests agree to keep their pet under control at all times
4. Guests agree to be with their pet 100% of the time when they are inside the home and/or outside on the grounds Angie's property
5. Guests agree to not leave their pets alone at Angie's property unsupervised.
6. Guests agree to adhere to local ordinances to have their pet on a leash while outside. There is no fence around Angie's property and our next-door neighbors have dogs.
7. Guests agree to clean up after their pet and dispose of their pet’s waste properly and quickly
8. Guests agree to not leave food or water of any kind outside on the grounds of Angie's property as it will attract unwanted animals to the area.
9. Guests agree to not allow their pet to be on the beds or couches of the home (this will minimize the amount of dander and fur in the house as the owner is allergic)
10. Guests agree to keep their pet from being noisy (loud barking) and engaging in aggressive behavior to annoy others in the neighborhood and will remedy immediately any complaints made by the owner or cohost
11. Guests agree to pay for any damage, loss, or expense caused by their pet
12. Guests agree to pay a $75 pet fee per pet for each guest’s stay through the vrbo or Resolution center
13. The guests agree that the Owner reserves the right to revoke permission to keep the pet at Angie's property, should the guest/pet break the agreements above.

Please read the Waiver of Liability below and agree to it, in order to use these amenities during your stay. The references to "i" or "Releasor", or me, refer to you as the guest. The reference to "Releasee" refers to the owner.

Short Term Rental Release and Waiver of Liability and Indemnity Agreement for the property:

Condition and Use of Property:
The property is provided in "as is" condition. The owner shall use his/her best efforts to ensure the operation of all amenities on the property, such as internet access, cable tv access, and fireplace as applicable.
The owner will make every effort to correct any issues, however, the guest must report the issue to the owner and/or cohost as quickly as possible.

Guests acknowledge that the use of amenities such as tub, fireplace, deck, and the like may be potentially dangerous and involve potential risks if improperly used, particularly with regard to children and such risk is at the guests' own risk.

I hereby for myself, personal representative, executors, administrators, assigns, guests, children, heirs, and next of kin, (hereinafter collectively, Releasor, "I" or "me", which terms shall also include Releasor's parents or guardians, if the Releasor is under 18 years of age), knowingly and voluntarily enter into this waiver and release of liability and hereby waive any and all rights, claims or causes of action of any kind arising out of my participation in the activity of using the tub. I hereby release and forever discharge, Angie's 4455LLC (owners Nubis M Ciardiello ), their agents, affiliates, managers, members, agents, attorneys, staff, co-hosts, volunteers, heirs, representatives, predecessors, successors, and assigns (collectively "Releasees"), from any physical or psychological injury that I may suffer as a result, direct or indirect of my participation in the activity of using the tubs, deck, fire pit and property.
I further agree to indemnify, defend and hold harmless the Releasees/owners/hosts against any and all claims, suits, or actions of any kind whatsoever for liability, damages, compensation, or otherwise brought by me or anyone on my behalf, including attorney's fees and any related costs.

I further acknowledge that Releasees/owners/hosts are not responsible for errors, omissions, acts, or failures to act of any party or entity involving this activity of using property on behalf of the Releasees/owners/host.

I expressly agree to release and discharge the Releasees/owner/hosts from any and all claims or causes of action and I agree to voluntarily give up or waive any right that I otherwise have to bring legal action against the Releasees/owners/hosts for personal injury or property damage. To the extent that the statute or case laws does not prohibit Releasees/owners/hosts for ordinary negligence on the part of the Releasee/owners/host.

I agree that this release shall be governed for all purposes by New York State law, without regard to any conflict of law principles. This release supersedes any and all previous oral or written promises or other agreements.

This waiver and release of liability shall remain in effect for the duration of my stay and participation in the activity of using the fire pit and other activities.

In the event that any provision contained within this release shall be deemed to be severable or invalid, or if any term, condition, phrase, or portion of this agreement shall be deemed to be unlawful or otherwise unenforceable, the remainder of this agreement shall remain in full force and effect. I hereby acknowledge that I have carefully read this "waiver and release" and fully understand that it is a release of liability.

I have read, understand, and agree with all rules as well as the Short-Term Rental Release and Waiver of Liability and Indemnity Agreement for property staircase, deck, fire pit, etc.
By booking your stay at "Angie's property " you understand and are agreeing to all rules, accepting all waivers of liability and agreements regarding hot tub/pool use, amenity use, and the Pet Agreement if you are bringing a pet(dog) to the property.

- "Really liked that each room had it's own temperature control" - "We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. " - "Enjoyed the stay. Nice place to relax for a weekend." - "My family and I had a great time at this property. Located on a beautiful property. Very relaxing and coordinating with the property owner was very easy. "

Welcome to your cozy Clintondale retreat! Our private upstairs vacation rental offers a spacious bedroom with a king-sized bed, a living area featuring a convertible couch, and a full kitchen with modern appliances for all your cooking needs. Situated minutes away from New Paltz, Highland, and Poughkeepsie, this location is perfect for exploring the Hudson Valley. Whether you're strolling through local apple orchards, vineyards, or biking down country roads, you'll find plenty of ways to unwind!

- The space -
Bedroom: King Bed

Living Room: Convertible couch that easily transforms into a bed for an additional guest

Kitchen: A fully equipped kitchen with modern appliances, perfect for cooking up your favorite meals.

Bathroom: Updated bathroom with modern fixtures and essentials for your convenience.

Amenities:
- Free Wi-Fi
- Smart TV for your entertainment (TV has a swing arm, feel free to adjust its position)
- Air conditioning and heating
- Private entrance

Location:
Situated in the heart of Clintondale, you’re just:
- 5 minutes to Minard's Family Farm
- 8 minutes to New Paltz
- 5 minutes to Highland
- 15 minutes to Poughkeepsie
- 25 minutes to Kingston
- 25 minutes to Mohonk Mountain House
- 25 minutes to Minnewaska State Park

You’ll find local apple orchards, vineyards, and peaceful country roads, perfect for leisurely walks or bike rides. Explore charming nearby towns and enjoy the natural beauty of the Hudson Valley.

Book Your Stay:
Experience the charm of Clintondale! Click “Book Now” to secure your getaway, or reach out with any questions. We look forward to hosting you!

Guest Access:
You will have access to a full private upstairs apartment, on the second floor of a 2-family house.

- "We stayed for two nights and had a great stay. The owners were easy to communicate with and the house is clean and comfortable. The location is also perfect for visiting local wineries and the New Paltz area. We would definitely stay here again! " - "Wonderful place with very attentive hosts. Very clean apartment and perfect for a getaway." - "Comfortable cottage in a rural setting. Quiet, convenient neighborhood. Central to sites we wanted to visit."