10 Best Airbnb Vacation Rentals In Garrison, New York - Updated 2024

Joey
Joey 
Updated
| 6 min read

Relax, recharge, rejuvenate - all of this can be easily experienced in the peaceful riverside hamlet of Garrison, which is a part of Philipstown. It’s an off-grid location where the beauty of green foliage sprawls everywhere. While there is no downtown nearby, the place itself brings convenience to your fingertips as there are several local shops and attractions you can visit. You can hike at Castle Rock Park and see the remarkable man-made castle at the top, while Philipstown Depot theater, Dolly’s Restaurant, Garrison Art Center, Boscobel Historic House Museum, and a couple of inns are just a few of the many places that make Garrison exciting and magical. With all the amazing qualities of Garrison, the hospitality of the residents serves as the cherry on top. Scroll down to see the best Airbnb vacation rentals in Garrison, New York, and pick out the perfect place for you.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Gorgeous country house near hiking trails and pond (from USD 1199)

Enjoy a great escape from the concrete jungle and experience being one with nature. This cozy house sits at a quiet location where hiking trails, a pool, and a pond are accessible. It is far away from the buzz of urban life but comes with the convenience of living in the city. The impeccable kitchen allows you to cook a great number of dishes. The TV, WiFi, and the sound system around the house will provide entertainment. As for the outdoors, there are lots of leisure activities to do since there’s a spacious and well-maintained area by the patio. You can canoe at the pond or sit by the fire pit while admiring the beautiful sceneries in Garrison.

Stayed at this property?
Garrison, New York, United States
10.6 km (6.6 mi) from Bear Mountain State Park
39 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
i absolutely loved cooking in the very open kitchen and we made full use of the bbq
the house is lovely so comfortable and surrounded by nature
the master bedroom is also a a lovely room with an attractive ensuite bathroom
the master bedroom is also a a lovely room with an attractive ensuite bathroom
plus the house is practical has a specious kitchen three bathrooms comfortable beds and everything you would need
Cleanliness:
the home is beautiful quiet clean and well-located
Host:
thank you for being a great host
susan was so friendly and always responsive to our questions and requests
so easy i love hosts like susan
it's a beautiful soulful house and susan is a very welcoming host
susan was helpful communicative and kind
Location:
location was more beautiful than we imagined birds pond etc
incredible location and extremely inviting home
Read more reviews

2. Charming guest house with pool (from USD 1000)

This house is perfect for those on the lookout for an extraordinary place in the middle of nature. Accompanied by unparalleled views of Hudson River and Hudson Valley, this house’s location looks like it was taken out from a fairytale book. Take a dip at the pool or walk down the well-maintained path that leads to a clean koi pond. Access to luxurious amenities and a garden is sure to make you feel comfortable and happy.

Stayed at this property?
Garrison, New York, United States
9.47 km (5.9 mi) from Bear Mountain State Park
21 reviews   Wifi Available
ENTIRE HOME 5 Beds 9 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
the setting is stunning and the gardens and pool are wonderful for playing games relaxing or exploring
the grounds were manicured with beautiful flowers surrounding the lovely pool area
the layout is excellent for groups with plenty of communal areas and a recreation room
Cleanliness:
the house was clean fully stocked of necessities and had a country feel
Host:
ted was a great host and responded quickly to all of our questions
thank you ted for being such a great host
ted was very helpful and responsive throughout
he is the most gracious host even from afar
beautiful day amazing property and the host with the most who ensured we were able to celebrate
Location:
the location is great a close drive to cold spring and the train but also super private feeling
ted's place is highly recommend and we hope to come back next summer for a week again
the perfect house and location for a family reunion with ages ranging from toddlers to grandparents
Read more reviews

3. Luxurious farmhouse perfect for groups (from USD 551)

This Airbnb accommodation offers the best experience when visiting Garrison. This 1910 farmhouse comes with complete essentials for a convenient stay and lovely details in every corner that will make you feel at home. Up to 15 guests can experience a tranquil vacation here as there are enough rooms for many people while ensuring privacy. Additionally, this place can hold a corporate retreat, small birthday parties, or simple gatherings. There are a plethora of ways to relax such as using the sauna, the hot tub, the steam room, and the pool. You can also lounge in the yard or go to the gym. Children’s books, toys, and tableware are provided as well. The place is safe and just a few minutes away from hiking trails and local attractions.

Stayed at this property?
Philipstown, New York, United States
9.11 km (5.7 mi) from Bear Mountain State Park
47 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 8 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Host:
claudine is an amazing host
claudine was a fantastic host very accommodating and provided great tips to make our stay enjoyable
claudine was incredibly kind and helpful and her place was perfect
Location:
claudine’s place is a great option for a weekend get away from the city
claudine's place is truly magical perfect for summer gateway for a large group
claudine’s place is the perfect weekend getaway from the city
Read more reviews

4. Vintage cottage with modern amenities

Want to feel nostalgic while experiencing modern luxuries? This cottage has been newly renovated to provide comforts and convenience to its visitors. However, the enchanting touches of 1929 have remained. It is spacious and equipped with stonewalls that will protect you against the heat and cold, making it perfect for any season. You can relax in the living room which is adorned with vintage furniture or read a book in the sunroom and glance at the surrounding nature through the large windows. WiFi and complete home safety are provided as well.  A well-furnished kitchen with modern accents completes the beauty of this cottage, guaranteeing that your booking will be worth it.

Stayed at this property?
Garrison, New York, United States
7.76 km (4.9 mi) from Bear Mountain State Park
66 reviews   Wifi Available
Entire cottage 3 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
yulin cottage is a quaint and cozy place with the perfect amount of charm style and functionality
Cleanliness:
everything was clean and neat on our arrival
amenities were thoughtful and the place was very clean mara was very communicative
Host:
the host was super responsive ensuring that we were comfortable throughout our trip
the personal touches from the owners are cool
Location:
really stylish fun house in a great location
very unique and beautiful place would definitely love to visit again :)
Read more reviews

5. Immaculate guest house with stunning views

Nestled away from the noise and pollution in the city, this guest house sits majestically at the mountaintop of Garrison, making it perfect for a serene vacation. There are glass windows everywhere that immerse the living room, the kitchen, and the bedroom in natural light. The house is spotless and complete with all the amenities you need for a comfortable stay. A fast WiFi connection is accessible too. Enjoy the views by the deck or balcony while having a mini barbecue party. After a long day of hiking and exploring Garrison, you can sit around the fire pit and admire the clear night skies.

Stayed at this property?
Garrison, New York, United States
8.02 km (5.0 mi) from Bear Mountain State Park
261 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
beautiful views great fireplace & comfortable bed
the beds and bedding were super comfy
amazing views and a lovely fireplace to cozy up in front of in the evening
the house was very clean and had a very well-equipped kitchen and spectacular views from the deck
beds were very comfortable
Cleanliness:
quiet clean and peaceful
excellent communication from the hosts and a very clean and beautiful house in the woods
the house was very clean and had everything we needed
the house was comfortable clean and had everything we needed
communication was excellent and the home was comfortable and very clean
Host:
friendly and considerate host
the hosts were very responsive and helpful throughout the weekend
very attentive and kind hosts
the host responded message on time and very thoughtful
they were very friendly and knowledgeable of the surrounding areas
Location:
great location to explore upstate within a convenient distance from ny
an excellent getaway location
really awesome location to be able to do some hiking
would recommend for a quiet break away from the city
it was the perfect spot and close to all the activities
Read more reviews

6. Mediterranean-style house with panoramic views (from USD 850)

Wedged in the heart of nature, this Mediterranean-style guest house offers you great proximity to famous hiking trails and local attractions in Garrison. It features a gorgeous architecture that matches the cozy and stylish ambiance indoors. There are windows everywhere and a balcony to give you an ample amount of panoramic views of Hudson River and Hudson Valley. Access to free parking and a garden are some of the highlights in this accommodation. The location is 50 miles (80 kilometers) away from Manhattan, New York City, and secluded, making it the perfect place where you can relax and spend time with your family or friends.

Stayed at this property?
Garrison, New York, United States
9.5 km (5.9 mi) from Bear Mountain State Park
143 reviews   Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
very cozy with amazing views had a blast spending thanksgiving weekend
great kitchen for cooking and an incredible view for drinking wine
what a wonderful location with great views pristine amenities and a comfortable upscale atmosphere
there are breathtaking views from most rooms in the house
the beds were terrific
Cleanliness:
the house was very clean
the house was spotless the beds comfortable and the kitchen well-outfitted
the house was spectacular amazing views of hudson valley everything was spotless clean when we arrived
the house was clean and comfortable; cozy in spite of its large size
this house was perfect in every way it was clean spacious and comfortable with absolutely breathtaking views and landscape
Host:
host was great and responsive
the hosts were welcoming and accommodating
mahmoud was an amazing host
they were fantastic and responsive hosts
mahmoud was a great host
Location:
beautiful home in a beautiful location nothing better than waking up overlooking the hudson river
we recommend the place fully
Read more reviews

7. Fully furnished country cottage with garden (from USD 169)

Experience the best vacation getaway with your family in this private cottage that can accommodate four guests. This cottage comes with cable TV and WiFi to provide entertainment. Books, toys, tableware, high chair, travel cot, and baby safety gates are provided to ensure that guests with children and/or infants won’t have to worry too much. It is complete with bedroom and bathroom essentials, making your stay here convenient. Dogs are allowed and they can run around the private garden. You can visit West Point, Cold Spring, Beacon, and Peekskill, which are all a few minutes away. If you want to go to New York City, the Garrison station is just 2 miles (3.2 kilometers) away and has trains that are bound to Grand Central Terminal.

Stayed at this property?
Garrison, New York, United States
7.3 km (4.6 mi) from Bear Mountain State Park
204 reviews   Wifi Available
Entire guest suite 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
there is also a lovely and inviting back patio area complete with tables and chairs
the property is lovely and the cottage is very comfortable
we appreciated the breakfast provisions fluffy towels and extra bedding/blankets
25yo) and i loved my time with anita their cottage is so cozy with a lovely outdoor space
excellent wifi and cable the hiking is beautiful and close by
Cleanliness:
everything was very clean and spacious
anita's cottage was clean cozy and peacefully quiet
the space was quaint and clean
very clean quiet quaint little cottage that was convenient to our visit to west point
anita and nat's place is welcoming comfortable and clean
Host:
anita was an amazing host
anita was a great host
she was very hospitable and took great care in preparing the place for us
anita was a kind and helpful host
anita is such an awesome host
Location:
perfect location for highland mills wedding event
great location to a lot of nearby sites
the location was idyllic and serene
it was a convenient location for our wp visit
great location 5 min to cold spring
Read more reviews

8. Cozy cabin with hot tub and sauna

This spacious log cabin is built to match the wilderness of nature yet it features modern technologies and complete amenities. Located on a remote part of Garrison, a stay in this cabin will provide you magnificent views of the countryside landscapes and clear skies. Take a dip at the outdoor hot tub that comes with a Bluetooth stereo system or relax in the barrel sauna. There are lots of things you can do here such as play volleyball, badminton, and croquet. You can also try out the LED flying disc or bike around. You will surely enjoy being indoors too as there are TV, WiFi, and Wii U with games available. If you want a more exciting adventure, the Appalachian trail and local cross-country skiing trails are just minutes away.

Stayed at this property?
Garrison, New York, United States
8.84 km (5.5 mi) from Bear Mountain State Park
76 reviews   Wifi Available
Entire cabin 8 Beds 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the plates with butterflies and flowers and cozy blankets made the celebration even more special
the place is extremely comfortable and well equipped with quality features
Cleanliness:
the place was clean and had everything we needed
we hope that we left the cabin as clean as we found it
iryna's home was sparkling clean charming and the surrounding property was well maintained
Host:
hosts were super accommodating
iryna was a good host
also iryna was very accommodating and responded to all our questions quickly :)
great home great location and great hosts
once i called iryna she was more then helpful in helping us find our way back
Location:
the location is very nice and secluded in the flats of a beautiful wooded canyon
Read more reviews

9. Four-bedroom getaway tucked in nature

Situated just below a large hill, this historic home was renovated to give comfort to six guests and offer them a peaceful nature retreat. It is complete with modern and luxurious amenities with beautiful 1850s motifs that accentuate the house’s interior. All the appliances in the kitchen, dining, and living area are new. Additionally, the place has high ceilings and it is always filled with light, providing a bright and roomy ambiance. Children will definitely enjoy staying here as there are toys, books, TV, and WiFi available. It is less than five minutes away from the Garrison train station but it is surrounded by large trees and open space, guaranteeing a peaceful stay.

Stayed at this property?
Garrison, New York, United States
8.09 km (5.1 mi) from Bear Mountain State Park
4 reviews   Wifi Available
Entire residential home 4 Beds 6 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Host:
she was super helpful and responsive with any questions that we had
annette is a fantastic host - she went above and beyond with recommendations around the area
what a beautiful home and a fabulous host
Location:
very comfortable place to land each day
Read more reviews

10. Secluded two-story furnished cabin

This two-story log cabin can accommodate ten guests. It is located in a secluded area in the woods yet it provides guests with the comforts and luxuries of home. Enjoy the feeling of upgraded camping with modern amenities such as cable TV, sound systems, WiFi, and video games. Additionally, the cabin has home safety devices. Guests can also spend a lazy afternoon in the spacious area outdoors. The hot tub with a backlit LED waterfall and the cedar barrel sauna are both next to the cabin. If you want to explore more of the beauty of Garrison, go to Philipstown Depot Theater, Boscobel House, and the Highlands Country Club golf course.

Stayed at this property?
Philipstown , Ny, United States
8.58 km (5.4 mi) from Bear Mountain State Park
65 reviews   Superhost Wifi Available
Entire cabin 7 Beds 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the big screen tv was perfect for a rainy movie night
Cleanliness:
so clean and so stylish
the cabin is very clean and comfortable
ruslans place was literally sparkling clean
ruslan’s place was awesome the house is very large and it was immaculately clean
Host:
host provide games and snacks (kids approved) host is very accommodating and helpful
ruslan was very accommodating and a great communicator
maybe the host can clear this up otherwise it was a really great experience
Location:
i love the privacy of the location
ruslan's place is an amazing little jewel so close to the city
Read more reviews

Get ready to travel in Garrison

You can explore the magnificent small town of Garrison and enjoy the local attractions it can offer. A simple visit will make you want to go back but a long-term vacation will surely make you want to stay for good. Having to search about the best vacation rentals for your travel can be really stressful but you might find the right one for you on this list. So, pack your bags now and experience the beauty of Garrison.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Joey Samonte has truly loved writing since she was a child. She also enjoys traveling, and now that she's been writing for Trip101 for almost three years, she continues to hone her skills and learn...Read more

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