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Book Your Upstate New York Getaway Today at The Cherry House.

Luxury Vacation Rental Home in Highland, New York

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Luxury 4-Bedroom Home in Highland, NY Mountain Views, Pet-Friendly Stay
The Cherry House by RentVilla - Luxury Vacation Rental in Highland, NY Near New Paltz & Hudson Valley Attractions.

Welcome to The Cherry House, a luxury 4-bedroom vacation rental in Highland, NY, offering the perfect blend of comfort, style, and convenience in the heart of the Hudson Valley. Located just minutes from New Paltz and the region’s most popular attractions, The Cherry House features breathtaking mountain views, a cozy fire pit, pet-friendly accommodations, and premium amenities designed for unforgettable stays.

Whether you're planning a romantic getaway, family vacation, wedding weekend, college visit, or remote work retreat, The Cherry House provides a peaceful and luxurious home base for exploring the Hudson Valley.

Why Choose The Cherry House?

Prime Location Near Top Wedding Venues & Colleges

The Cherry House is ideally located near some of the Hudson Valley’s most sought-after wedding venues, including Liberty Farm, Indian Ridge Preserve, Bad Seed Cider Company, Red Maple Vineyard, and Kismet House. Our convenient location makes The Cherry House the perfect accommodation for wedding guests, bridal parties, family gatherings, and special celebrations.

We are also just a short drive from SUNY New Paltz, Vassar College, and The Culinary Institute of America. Whether you're visiting prospective students, attending graduation ceremonies, participating in alumni events, or enjoying a family weekend, The Cherry House offers a spacious and comfortable stay near New Paltz.

Stunning Hudson Valley Mountain Views

Wake up to breathtaking mountain views and the natural beauty of the Hudson Valley at The Cherry House. Surrounded by scenic landscapes and peaceful countryside, our Highland retreat offers a relaxing escape from the hustle and bustle of everyday life.

Enjoy your morning coffee on the private patio, gather around the outdoor fire pit in the evening, or unwind by the indoor fireplace while taking in the tranquil surroundings. The Cherry House is the perfect destination for couples seeking a romantic getaway near NYC or anyone looking for a peaceful weekend retreat.

Modern Amenities & Luxury Comfort

Designed with comfort, style, and convenience in mind, The Cherry House features four spacious bedrooms, three full bathrooms, a gourmet kitchen, elegant living spaces, a gas fireplace, and large windows that fill the home with natural light.

Whether you're planning a family vacation, group getaway, corporate retreat, or remote work escape, The Cherry House delivers the perfect balance of modern luxury and cozy Hudson Valley charm.

Family-Friendly & Pet-Friendly Accommodations

At The Cherry House, families and pets are always welcome. As one of the top pet-friendly vacation rentals in Highland, NY, our property offers plenty of outdoor space where children and furry companions can safely play and explore.

The private yard, peaceful setting, and spacious layout make The Cherry House an ideal choice for families looking to enjoy a relaxing and memorable Hudson Valley vacation.

Close to the Best Hudson Valley Attractions

The Cherry House is conveniently located near many of the Hudson Valley’s most popular attractions, outdoor adventures, wineries, and historic landmarks.

Explore scenic hiking and biking trails, visit local farms and vineyards, or experience the iconic Walkway Over the Hudson, one of the world's longest elevated pedestrian bridges. Discover the charming restaurants, boutiques, art galleries, and cultural attractions of nearby New Paltz and surrounding Hudson Valley towns.

Whether you're planning a romantic weekend getaway, outdoor adventure, family vacation, or relaxing retreat, The Cherry House places you close to everything the Hudson Valley has to offer.

Book Your Stay at The Cherry House.

Experience luxury accommodations, stunning mountain views, and an unbeatable Hudson Valley location at The Cherry House. With spacious living areas, premium amenities, pet-friendly accommodations, and easy access to New Paltz, wedding venues, colleges, and local attractions, The Cherry House is the perfect destination for your next Hudson Valley getaway.

Book your stay today and discover The Cherry House for unforgettable experiences in Highland, New York.

Guest access

The Cherry House is a newly built luxury home that has never been previously occupied, offering guests a fresh, modern, and immaculate stay. During your visit, you will have exclusive access to the entire property, including all four bedrooms, three bathrooms, the fully equipped gourmet kitchen, spacious living and dining areas, outdoor patio, fire pit, and private grounds.

The Space

Be among the first to experience The Cherry House, a newly built luxury home that has never been previously occupied. The perfect combination of comfort, style, and privacy in the heart of the Hudson Valley. Featuring 4 BR/ 3 Bath, a gourmet kitchen, and living area, the home is thoughtfully designed to accommodate families, groups, couples, and business travelers.

Other Things to Note

The Cherry House is available for both short-term and Long-term stays, making it the perfect choice for weekend getaways, family vacations, wedding groups, college visits, business travel, and remote work retreats. Our home is situated on a peaceful private property, offering guests a quiet and relaxing Hudson Valley experience and conveniently close to New Paltz.

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ABOUT US

About The Property

Private 4BR/3BA Home in Highland, NY just minutes from New Paltz and Poughkeepsie! Perfect for families, groups, wedding guests, and college visitors, our spacious home offers modern comforts in a serene setting. Enjoy breathtaking mountain views, nearby hiking trails, historic sites, and top wedding venues. Whether you're here for adventure or relaxation, experience the best of the Hudson Valley with a stay at our private and inviting getaway!

Our Amenities

Amenities we offer to our guest

Garden View

Kitchen

Mountain View

Free parking on premises

Pets allowed

Securitycameras on property

Your Ultimate Event and Party Rental Destination

At our top party rental property, choose the ideal location for your occasion. Luxurious settings, first-rate amenities, and attentive service are ready to make your celebration one to remember. Make a reservation right away!

Reviews

Christy

This was our best experience in an Airbnb by far. Suzanna and her family were absolutely wonderful to work with. She was very helpful and responded very quickly to help us any way she could. We asked for many different things and she was able to accommodate us with it all. The Airbnb itself was incredible. Nice and open and beautiful. We had a wedding to attend and the bridle party came back for a celebration before the reception.

From Airbnb

Ariella

Suzanna was very responsive when corresponding before and during arrival. It was very easy to get into the home with clear instructions. It did snow while we were here so make sure you take that into consideration with the type of car you drive as it was not shoveled and most of the roads are quite dark when driving at night.

From Airbnb

Cecilia

Perfect stay, exactly as described. The house was beautifully furnished, large and fully stocked kitchen. The welcome bottle of wine was a lovely touch. We enjoyed the gas fireplace and the comfort of the home. Host was responsive and proactive. Bedding and linens were nice and plentiful. Nothing to complain about here, go ahead and book it, you will be glad you did!

From Airbnb

Henry

This house was perfect for our stay. Plenty of room for everyone and plenty to do near by. We felt right at home and look forward to hopefully staying there again next fall!We enjoyed the home and also explored the Vanderbilt Mansion and the FDR Home. If you purchase a national park pass it is a lot cheaper than purchasing individual tickets for each location.

From Airbnb

Cathy

Suzanna’s house was simply beautiful! Very spacious and inviting ! She was so easy to communicate with and made sure our stay was comfortable! Five plus plus stars all around…highly recommend!

From Airbnb

Camille

Suzanna was great and flexible with us, the house was so good and we had a wonderful stay! Would definitely love to come back!She was so easy to communicate with and made sure our stay was comfortable! Five plus plus stars all around…highly recommend!

From Airbnb

Grace

Suzanne's house was extremely well kept. It was clean and beautiful. The beds were comfortable, the furnishings were lovely, as was the decor. There was plenty of room for everyone to fellowship together, or have alone time. Would definitely love to come back!She was so easy to communicate with and made sure our stay was comfortable! Five plus plus stars all around…highly recommend!

From Airbnb

Hayley

What an amazing place to stay! We had deer visitors in the vast yard. It’s nice to have the downstairs bedroom with a bathroom for anyone that cannot do stairs. Suzanna was very easy to talk to and made sure we knew where everything was for our young kids like a baby gate for the stairs, a high chair, and a crib! Suzanna was quick to respond with any questions or concerns we had and made sure that our stay was the best!

From Airbnb

Julia

Suzanna was an absolutely top tier host. She was so communicative and made every step of the process a breeze. The place itself was great - beautiful kitchen, clean, spacious and on a charming quiet street. We loved it and would highly recommend!

From Airbnb

Annette S.
Annette S.

We travelled with two other couples and everyone had their own space, privacy and yet we all hung out in the living/kitchen dining room both days! The house was spotless and the owner answered any questions within minutes!

From vrbo

Denise C.
Denise C.

Tour visit to Patterson Educational Center and Warwick Headquarters of Jehovah’s Witnesses
Beautiful property. Great accommodations. Good communication. One issue was resolved. Would stay again.

From vrbo

Vivien M.
Vivien M.

We took the rental so our family could celebrate Thanksgiving together. The grandkids are in college in the city and couldn’t escape for very long. The owner allowed us to check in a little early as we were coming straight from JFK. Altho we didn’t cook our turkey dinner at the house we could have if we wanted to. The kitchen was stocked with pots and pans and serving dishes and utensils beyond expectation! There are basic necessities such as coffee, tea, sugar and cooking oil and more available.

From vrbo

Kate
Kate

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.

From vrbo

Mark M.
Mark M.

We were in town with 3 generations of the family plus our dog, and everyone had a great time at the house and spacious property. It had everything we needed to enjoy the weekend and I could see us coming back in the future.

From vrbo

robert h.
robert h.

We thoroughly enjoyed our weekend stay at this large, modern, super clean house. Just 15 minutes outside of New Paltz the house was in a great location on a large property. The house was large with comfortable couches and beds. We didn’t take advantage of the large well stocked kitchen, but next time we will. Great communication from the ownerhighlyrecommended

From vrbo

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