Highland Rentals USA New York Poughkeepsie Highland

Family Friendly 4BR Highland House Perfect for Christmas, New Year & Winter Trip | House in Highland

9.8 (27 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  8 Guests  Stay&Play
Highland House | Family Friendly 4BR Highland House Perfect for Christmas, New Year & Winter Trip

4 Bedroom House in Highland

Welcome to our festive 4BR/3BA Highland home, the perfect Hudson Valley retreat for Christmas, New Year, and winter getaways. Whether you're celebrating with family, gathering with friends, visiting nearby colleges, or attending holiday weddings, this cozy yet spacious home offers the ideal blend of warmth, comfort, and convenience.
Just minutes from New Paltz, Poughkeepsie, and popular venues like Liberty View Farm, Indian Ridge, Bad Seed Cider, Red Maple Vineyard, Mohonk Mountain House, and the Culinary Institute of America, your holiday adventures are right around the corner. Enjoy mountain views, winter scenery, winery visits, seasonal lights, and the very best of the Hudson Valley.
Create magical memories this holiday season book your Christmas or New Year stay today!
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!

Family Friendly 4BR Highland House Perfect for Christmas, New Year & Winter Trip is located in Highland. Family Friendly 4BR Highland House Perfect for Christmas, New Year & Winter Trip provides accommodation, featuring Wellness Facilities, Entertainment, Child Friendly, among other amenities. This House features Wellness Facilities, Entertainment, Child Friendly, to make your stay a comfortable one.

Family Friendly 4BR Highland House Perfect for Christmas, New Year & Winter Trip has 4 Bedrooms , 3 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Highland has interesting places to visit. If you want to learn more about the House in Highland, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 18
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy 1 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs and cats only
Smoking Policy Smoking is not permitted
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited property registration number sbl: 102.1-6-12.114 safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Highland, 12528, USA

What Our Guests say 500 + Reviews

Sep 8, 2025 12:29:28 AM
Summary: This home is absolutely beautiful and extremely clean!! It is spacious with an open floor plan. The four of us were very comfortable. The kitchen was awesome! It was well stocked and spotless. We had everything we needed to cook some meals. We loved watching the deer in the backyard each morning from the kitchen window and sliding glass door on the deck. The property is very private and quiet. Braj was a great host. He checked in with me to see if we needed anything during our stay and told me to reach out if he could help us in any way. He made check in and check out a breeze. I highly recommend this property. I only wish we could have stayed longer. Thank you, Braj.
Diane G. Diane G.
Aug 19, 2025 09:01:50 PM
Summary: The house was absolutely great! We were visiting for our grandson's Acceptance Day Parade at West Point. There were four of us and we were extremely comfortable. You could easily double the guests and be good. The house was extremely clean (and smelled great) and had everything available needed for a wonderful stay. The beds were so comfortable and the sheets extremely soft. The kitchen was fantastic! We cooked a few meals and had everything we needed. The property and the surrounding neighborhood are so beautiful, private and quiet. Braj was the best host! He checked in with me everyday to make sure we had everything we needed (which we didn't because the house is so well equipped). He also provided us with information on restaurants and a grocery store nearby. We have already booked the house again in October for Family weekend. I can't recommend this house enough! Book it for a wonderful stay, you won't be sorry!
Rhonda H. Rhonda H.
Aug 11, 2025 06:51:51 PM
Summary: We stayed in this beautiful home to watch our 15 month old grandson while his parents went to a wedding. The open floor plan allowed us to be together while I cooked in the well equipped kitchen and they played in the large living room. With 4 bedrooms, we had plenty of space to have our own areas. We enjoyed walking on the vast property, playing catch with our dogs and my son-in-law even practiced his golf driving in the large yard. We enjoyed walking across the Hudson just 20 minutes away and a lovely lunch at Lolita's (highly recommend the Kale Caesar!). Braj was attentive to our every need. We will definitely stay here anytime we are back in the area!
Barbara G. Barbara G.
Jun 25, 2025 09:05:22 PM
Summary: My family spent a long weekend at this property in the Hudson Valley and, despite some rainy weather, we had a lovely time. The home is updated, welcoming, and well-stocked with games, which made our indoor time relaxing and enjoyable.That said, we did run into a few maintenance issues during our stay. The grill had not been properly cleaned, which made it unsafe and unusable — disappointing, as we had purchased food specifically to grill. We also experienced some issues with the water pressure and the kitchen faucet.The owner was kind and responsive throughout, though we had hoped for some gesture of goodwill given the maintenance concerns, as they did impact parts of our stay.Overall, we enjoyed the weekend and made the most of our time together.
Julie B. Julie B.
May 14, 2025 08:00:54 PM
Summary: We had to stage for a wedding at this place, and it was absolutely fabulous. There was plenty of room. The kitchen was amazing. The house was clean. It was beautifully decorated plenty of room for people to come and go.We absolutely enjoyed our stay here. We would definitely stay here again. The homeowner was extremely helpful. Extremely kind and hospitable! It was an amazing stay. Probably our favorite place we stayed at.
Glenda P. Glenda P.
Apr 27, 2025 01:43:18 AM
Summary: The perfect property for another Leadership Summit located on a quiet dead end road. The back elevated deck was perfect for late dinner meetings and the kitchen was amazing4 comfortable bedrooms and a bonus gym in the garage.
Rob S. Rob S.
Mar 2, 2025 04:28:06 AM
Summary: 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!
Annette S. Annette S.
Dec 30, 2024 07:28:54 AM
Summary: Beautiful property. Great accommodations. Good communication. One issue was resolved. Would stay again.
Denise C. Denise C.
Dec 2, 2024 06:24:31 AM
Summary: 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. Living room sofa is large enough to accommodate our gang for a family movie. Bedrooms were comfy and clean and everyone had their space. We traveled to Buttermilk Falls Spa to dine at their Henry's at the Farm for our holiday dinner. Terrific! And also try Fazio Farms for barbque, cant beat it The property met all our expectations. Highly recommend you try it if this is a rental you are considering
Vivien M. Vivien M.
Oct 14, 2024 01:21:08 AM
Summary: 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.
Kate Kate

FAQ's

Is this Highland house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Highland house have a swimming pool?

No, this Highland house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Highland house?

Best-rates for the Highland house starts from $523 per night with includes Security/Safety, Fireplace/Heating, Guest Services, Laundry, Air Conditioner, Parking, TV, Wellness Facilities, Entertainment, Child Friendly, Internet, Pet Friendly, Sports/Activities, Bedding/Linens, Barbecue/Outdoor Cooking, Balcony/Terrace, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Highland house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Highland house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Highland house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Highland house?

Based on the information reported by the owner or manager, the Highland house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Highland house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Highland house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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