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Peak Fall Foliage Retreat Near New Paltz, Walkway Over the Hudson & Wineries

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A living room with a sofa, red chair, fireplace, TV, and large windows.
A bedroom with a wooden headboard, two bedside lamps, a fluffy throw blanket, and two framed pictures on the wall.
Interior
Fridge, microwave, oven, stovetop
A modern kitchen with dark wood cabinets, stainless steel appliances, and pendant lighting.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 82400 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Highland, NY
  • Place, Paintball Sports
    ‪6 min drive‬
  • Place, Walkway Over the Hudson State Historic Park
    ‪14 min drive‬
  • Place, State University of New York-New Paltz
    ‪16 min drive‬
  • Airport, Newburgh, NY (SWF-Stewart Intl.)
    ‪24 min drive‬

Room options

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About the neighborhood

Highland

Located in Highland, this vacation home is on the waterfront, within a 15-minute drive of Franny Reese State Park and Apple Greens Golf Course. .This family-friendly vacation home is 11.3 mi (18.1 km) from Vassar College and 12.3 mi (19.8 km) from Culinary Institute of America.
View more Vacation Homes in HighlandOpens in a new window

What's nearby

  • Paintball Sports - 6 min drive - 2.4 miles
  • Franny Reese State Park - 11 min drive - 7.1 miles
  • Apple Greens Golf Course - 13 min drive - 7.3 miles
  • Walkway Over the Hudson State Historic Park - 14 min drive - 8.8 miles
  • State University of New York-New Paltz - 16 min drive - 10.8 miles

Getting around

  • Poughkeepsie Station - 18 min drive
  • Stewart Intl. Airport (SWF) - 26 min drive

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Stewart's Shops - ‬11 min drive
  • ‪Dunkin' - ‬12 min drive
  • ‪Dunkin' - ‬16 min drive
  • ‪Benmarl Winery - ‬19 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Peak Fall Foliage Retreat Near New Paltz, Walkway Over the Hudson & Wineries

Escape to The Cherry House, a private luxury retreat nestled on 10 peaceful acres in Highland, New York. Surrounded by nature with beautiful mountain views, this spacious 4-bedroom, 3-bathroom home comfortably accommodates up to 8 guests, making it the perfect destination for families, friends, wedding guests, and corporate retreats.

Whether you're planning a weekend getaway, a family vacation, a wedding celebration, or a memorable fall foliage trip, The Cherry House offers the perfect combination of comfort, privacy, and convenience.

Ideally located just minutes from New Paltz, Walkway Over the Hudson, Mohonk Preserve, Minnewaska State Park Preserve, local wineries, breweries, apple orchards, and scenic hiking trails, you'll have easy access to the very best of the Hudson Valley while enjoying the peace and privacy of your own countryside retreat.

Why Guests Love The Cherry House

• Private home on 10 scenic acres

• Sleeps up to 8 guests

• 4 spacious bedrooms

• 3 full bathrooms

• Fully equipped kitchen with everything you need

• Spacious living and dining areas

• Fast Wi-Fi and Smart TVs

• Beautiful mountain views

• Family-friendly layout

• Free on-site parking

• Peaceful location close to top Hudson Valley attractions

• Minutes from hiking, wineries, breweries, restaurants, and wedding venues

Relax, Recharge & Make Lasting Memories

Wake up to breathtaking mountain views with a cup of coffee on the porch, spend the day exploring the Hudson Valley, then return home to unwind in a peaceful setting. Prepare your favorite meals in the fully equipped kitchen, gather around the dining table with family and friends, or simply relax after a day filled with adventure.

Whether you're celebrating a special occasion, attending a nearby wedding, exploring the area's natural beauty, or enjoying a quiet escape from the city, The Cherry House is the perfect home base for your Hudson Valley vacation.

Explore the Best of the Hudson Valley

During your stay, you'll be just minutes from many of the region's most popular attractions, including:

• Mohonk Mountain House

• Mohonk Preserve

• Minnewaska State Park Preserve

• New Paltz

• SUNY New Paltz

• Local wineries and breweries

• Apple orchards and farm markets

• Scenic hiking and biking trails

• Popular wedding venues

• Seasonal festivals, farmers markets, and outdoor events

Perfect For

• Family vacations

• Friends' getaways

• Wedding groups

• Corporate retreats

• Nature lovers

• Hiking adventures

• Wine tasting weekends

• Fall foliage vacations

• Holiday gatherings

Beautiful in Every Season

Fall – Experience vibrant foliage, apple picking, pumpkin patches, wineries, and scenic drives.

Winter – Enjoy peaceful mountain views, cozy evenings, and nearby winter activities.

Spring – Discover blooming landscapes, waterfalls, hiking trails, and fresh mountain air.

☀ Summer – Explore wineries, outdoor dining, hiking, local events, and charming Hudson Valley towns.

Your Hudson Valley Home Away From Home

Every detail at The Cherry House has been thoughtfully designed to help you relax and feel at home. From spacious gathering areas to peaceful outdoor surroundings, you'll have everything you need to create unforgettable memories with family and friends.

Whether you're visiting for a weekend or an extended stay, The Cherry House offers the perfect balance of luxury, comfort, and location.

Book your stay today and discover why so many guests choose The Cherry House as their favorite Hudson Valley getaway.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy recreation amenities such as a fitness center or take in the view from a garden.
Guests will find features like internet access and onsite parking.

Property amenities

Ski

  • Close to skiing

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture

Laundry

  • Laundry detergent
  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 steps to reach entrance
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Safe

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • On a lake
  • On a river
  • On the waterfront

Things to do

  • Golf
  • Gym
  • Tennis
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Parasailing nearby
  • Rafting nearby
  • Rock climbing nearby
  • Surfing/bodyboarding nearby
  • Theme park nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Property located in a resort
  • Unit size: 2,400 square feet

Policies

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

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load the dishwasher
Gather used towels
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
1 total pets

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
Property Registration Number SBL: 102.1-6-12.114

We should mention

This property does not have elevators

Peak Fall Foliage Retreat Near New Paltz, Walkway Over the Hudson & Wineries Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 31 out of 34 reviews
Rating 8 - Good. 3 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

10/10

Cleanliness

8.0/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

lisa s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was comfortable, well equipped and the host made us feel welcome with unexpected treats.Highly recommend!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Mary D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay in such a comfortable house. Looking forward to another visit!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Jodi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is beautiful and nicely maintained. The kitchen was well stocked and the seating both inside and outside was very comfortable. The host was very responsive and kind, communicating promptly. There were no issues that negatively impacted our visit - the space only enhanced it! We hope to visit again one day!
Stayed 4 nights in Mar 2026
Verified

8/10 Good

Laura

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful newer house in a beautiful spacious property. Fully equipped and nicely decorated!! My family had an amazing weekend celebrating family.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Edward T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

perfect spot

Perfect and restful.
Stayed 7 nights in Aug 2024
Verified

8/10 Good

Diana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pet friendly, the yard was spacious and private. The kitchen was well equipped with some limitations with regard to basic cooking tools such as larger pots and pans. Beautiful island but bar stools would added to the comfort of the kitchen.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

william k.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was very warm and inviting. Braj was attentive to our needs; snacks left on the kitchen counter, fresh water bottles in every bedroom. We had a foot of snow fall one night during our stay and a plow was scheduled the next day to clean the driveway
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Kinn V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome house!

House is clean and comfortable! We all enjoyed our stay
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Mary G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was exactly as pictured. Very clean. Beautiful yard. It is very private. Not too close to town but easy to navigate.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Angela M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family stay

We took a family trip to visit our daughter who attends SUNY New Paltz. The house accommodated our party of 8 perfectly and was in a great location! We are already talking about staying there again when visiting in the future.
Stayed 2 nights in Nov 2023
Verified

10/10 Excellent

Dennis G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girl’s

Great house and centrally located to local activities!! Would stay again.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Annette S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Couple Getaway

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!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Denise C.

Liked: Cleanliness, check-in, location, listing accuracy

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.
Stayed 4 nights in Dec 2024
Verified

10/10 Excellent

Joni R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great family get together

In a word " beautiful!". Everything we could have possibly needed and then some. Beautiful property, very peaceful.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

kim a.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMAZING

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.
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Rob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Leadership Summit

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.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Mark M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highland Weekend

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.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Glenda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Daughters Wedding

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.
Stayed 15 nights in Apr 2025
Verified

10/10 Excellent

Kate

Liked: Cleanliness, property conditions & facilities, communication
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.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Agustin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highland House

Relaxed environment. Close to poughkeepsie, new palz and the Gunks. Great location for hiking and visiting the parks and hudson valley highlights. Property manager is very ressponsive.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

robert h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

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
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Barbara G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Babysitting for wedding

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!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Fay K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cherry House in May

Quiet, secluded - a roomy house with massive yard, good deck and excellent dining table. We found almost every thing we needed and everything else at the grocery store such as plastic storage containers and Kleenex. A few touches would add to this comfort such as chairs in the bedrooms and suit hangers. The owners were terrifically responsive and went out of their way to make it easy and safe for our toddler. We really appreciated their efforts.
Stayed 6 nights in May 2024
Verified

10/10 Excellent

Bob E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful, secluded location

Your home is lovely, very clean, and comfortable. There were six of us and we managed quite well and never seemed to get in each other's way. The only thing that we would improve is enough hot water for a shower. We apologize for not letting you know when we left as we did not see the text until the next day.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Diane G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Aug 2025