Top 10 Airbnb Vacation Rentals Near Bear Mountain, New York - Updated 2024

Kiran
Kiran  
Updated
| 5 min read

Immerse yourself in the enchantment of Bear Mountain, New York, where nature’s embrace and limitless outdoor adventures await. With its abundance of trails, including the Appalachian Trail, and serene lakes, such as Hessian Lake, this destination beckons visitors to explore its outdoor wonders.

Hike through the lush forests, embark on the River Rose cruise on the Hudson, and embrace the tranquility that envelops you. Whether you are seeking a challenging trek or a stroll through the charming village of Cold Spring, Bear Mountain promises an unforgettable experience. Moreover, Bear Mountain State Park offers fun family-friendly activities, including fishing and picnicking.

To enhance your experience in the area, stay in Airbnb vacation rentals that provide hotel-grade amenities. Check out the top Airbnb vacation rentals near Bear Mountain, New York, listed below!

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 14, 2024.

1. Spacious, secluded home with mountain view (from USD 721)

Situated at the foot of Schunnemunk Mountain State Park, this enchanting pet-friendly haven is a hiker’s and nature enthusiast’s paradise. The property offers direct access to the hiking trail and is close to Woodbury Commons, which is the perfect spot for premier shopping.

The house has a courtyard view and a creek to the back, offering excellent scenic vibes for you to enjoy. Exercise equipment is made available for those who love working out, along with entertainment options, including board games, a ping pong table, and a pool table. There is a wood-burning indoor fireplace with guards. The place also has outdoor furniture in the back garden, a barbeque grill, and an alfresco dining area for fun family evenings. Moreover, there’s a hot tub and sauna that you can use.

Stayed at this property?
Woodbury, New York, United States
53 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
otherwise the house was decorated nicely and all furniture and beds are new
the view from the kitchen and dining area is stunning
beds were comfortable every room had extra pillows in the closets and tissue at the nightstands
basement is huge has a room with bunk beds & space for games
the kitchen could have been better stocked
Cleanliness:
the rooms were all super super clean and spacious
the house is spacious and clean and well suited for groups
the kitchen pipe was frozen having to clean dishes in the utility sink off of the kitchen
Host:
malka was very responsive with our requests and questions
malka was a great host and we recommend staying here
malka was very responsive easy to communicate with and provided helpful recommendations
malka was a great host the property and home was beautiful and perfect for our family of 10
malka was super responsive and always available to answer any questions within 20mins
Location:
we really appreciated the location which was close to the outlets we would definitely return
such a gorgeous home in a stunning location overlooking the mountains
there’s a beautiful creek if you walk just a few hundred feet back
we would definitely book this place again
we had a great stay at malka's place- it was just as described and a great location
Read more reviews

2. Pet-friendly villa with bathtub (from USD 205)

Discover serenity within this exquisite villa surrounded by the forest and mountains. Indulge in a fully equipped, open-plan kitchen, a fireside sitting area, and comfortable bedrooms adorned with hotel-quality essentials. You can use the barbeque grill during the summer to chill outside in the back garden. The house has a bathtub where you can spend long hours after exploring the woods.

There is also a dedicated workspace along with WiFi facilities for urgent meetings.

Stayed at this property?
Monroe, New York, United States
73 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 9 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 9

Top guest reviews
Amenities & Room:
beautiful home spacious and airy layout comfortable with lots of amenities
the beds were incredibly comfortable we really did get to relax and recoup
the rooms were spacious and everything was included for our comfort
the house was exactly as pictured except even more comfortable
Cleanliness:
the place is very clean and beautiful
the house was super clean and cozy and great area
the first thing we noticed was how clean the house felt which is super important
nice clean and felt right at home
very clean pretty home inside and the property is simply gorgeous
Host:
ricky was a good host
ricky is a super nice host
great stay host was super friendly quick and responsive
beautiful property with friendly and attentive host highly recommend
ricky is a super cool host
Location:
great location quiet and private
it is great location on the mountains with fresh and clean air
we definitely recommend to stay at ricky's place
we had a fantastic stay at ricky's place
Read more reviews

3. Cozy loft in central Cold Spring (from USD 205)

Stay at the center of lovely Cold Spring, where this architect-designed loft space lets you experience charm and convenience. You can relax in the spacious bedroom, relish heart breakfasts in the fully equipped kitchen with a breakfast bar, and share laughter and meals around a complete dining ensemble.

The house is close to restaurants, and there are antique shops from where you can buy souvenirs for loved ones. The Hudson waterfront is at a close distance from the house. You can also go hiking and biking while here.

Stayed at this property?
Cold Spring, New York, United States
515 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
wifi worked perfectly
amazing views of the mountains from the living room
apartment gets good light and air
it was spacious and clean with gorgeous scenic views from the living room and kitchen
we had a wonderful stay in cold spring at this beautiful apartment
Cleanliness:
extremely clean and stylish
space was exceptionally clean as well
very clean spacious and stylish
it's very clean and quiet
great space very clean and comfortable
Host:
our host was absolutely fantastic
alex was an amazing host
the hosts provided a great list of possible activities
wonderful host and wonderful place
the information and guidance provided by the host was brilliant
Location:
the location was ideal
perfect location in the heart of cold springs
the location is wonderful
easy walk from the train station
the location is absolutely ideal just steps away from the cute village of cold spring
Read more reviews

4. Charming Garrison cottage near Anthony’s Nose hiking trail (from USD 312)

Embrace partial Hudson River views while staying at this mountainside retreat. The house is close to Anthony’s Nose trail and the Bear Mountain bridge, ideal for outdoor enthusiasts. You can also easily access Harriman State Park for a refreshing swim. There are several other walking and hiking trails nearby.

The house has a functional kitchen. There is a patio and a garden space where you can relax on outdoor furniture or set up a barbeque grill in the evenings. There is an indoor fireplace for when the weather is chilly.

Stayed at this property?
Philipstown, New York, United States
121 reviews   Wifi Available
ENTIRE HOME 7 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
beautiful views excellent indoor gathering space and very comfortable beds
we also worked while there and the wifi was great
the living / dining room gets abundant natural light and is nicely decorated and extremely relaxing
really great deck / yard good furnishing and well-equipped kitchen
beautiful views great comforts of home beds are super comfy and kitchen has everything you need for a getaway
Cleanliness:
super clean and cozy
house was clean and spacious
the house was super clean comfortable and well-equipped
place was clean lots is stuff to use in the kitchen
we love the house super clean and comfortable
Host:
host was accommodating and very nice
she was very responsive and helpful
the hosts were extremely responsive and did everything to make sure all our questions/queries were answered
angie was a great host and had a beautiful home
angie was a gracious and helpful host
Location:
great location if you are visiting cadets at west point
beautiful house in a great location for fall foliage which was the primary purpose of our trip
location is great in relation to the city and very nearby cold springs and beacon
location was good as we were visiting family in cortlandt manor
angie’s place is a wonderful property in an amazing location well situated to cold spring beacon and storm king
Read more reviews

5. Modern studio with river views

This studio space is close to the ruins of MacAndrews estate and Oscawanna Island Park. The property is fully private, with soundproof interior walls and a hallway that separates it from the main house. You will have access to a private staircase, mudroom, and driveway, as well.

The studio is ideal for couples, with room-darkening shades providing a perfect ambiance for restful nights. It’s peaceful, except for the occasional sounds of sparrows and blue jays. The property also has a hobby farm with goats, ducks, and hens.

Stayed at this property?
Croton-on-Hudson, New York, United States
46 reviews   Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the apartment furnishings are very nice
we enjoyed the beautiful setting majestic hudson river views and immaculate private apartment
awesome place private clean beautiful view fun to see the animals and our favorite part was the amazing shower
Cleanliness:
clean and comfortable in a quiet neighborhood
extremely clean great communication and a gorgeous property
this is a lovely very private and very clean place
we really enjoyed our stay the place was very clean and perfect for the 2 of us
everything was very clean bed was comfy and the views were even better
Host:
wonderful hosts who communicated early and clearly
he was responsive accommodating and gave good recommendations
michael was a great host and we felt very comfortable sharing his lovely home with us
michael was an excellent host and the place was peaceful and exactly as described
michael’s an excellent host was very communicative and created a home away from home for his guests
Location:
safe immaculate close to everything peaceful gorgeous neighborhood & goats perfection
we had a nice retreat at michael’s place
great place to stay if you’re in the area
the location is great with views over the hudson and great towns close by
great location with beautiful river view
Read more reviews

6. Detached carriage house with bohemian décor (from USD 150)

Featuring stylish decor and boundless space, this open-plan studio is on the top floor of a carriage house. It is close to different restaurants, cafes, and shopping spots, ideal for those who love exploring new neighborhoods. The studio has both air-conditioning and heating to suit your temperature preferences. There is also a dedicated workspace that you can use. The kitchenette has all the basic amenities, including a Keurig coffee machine.

The property is a short drive from the Hudson Valley and there are plenty of hiking trails nearby.

Stayed at this property?
Peekskill, New York, United States
206 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it is very comfortable and even bigger in person than it looks in images
Cleanliness:
very clean and quiet
super clean and well decorated
really nice clean loft apt
it was very clean and private
john has a beautiful clean unbelievably well decorated airbnb
Host:
john was extremely responsive and a very flexible host
john has thought of everything he was very helpful and responsive when we had questions
place was lovely and the hosts were very responsive and communicative
the host was friendly and responsive - i'd stay here again
he was extra prompt at communicating and helpful
Location:
beautiful modern apartment close to down town but yet removed and quite
charming place within walking distance to the vibrant downtown area
it was nice and secluded yet everything was in walking distance
it is private but in an awesome location
super cute place to stay it’s a good size and very cozy
Read more reviews

7. Luxurious house with mountain and river view (from USD 118)

Located outside the West Point gate, this pet-friendly dwelling is open and airy, with the warmth of hardwood floors on the lower level. The rental has enough storage space and is fully carpeted on the upper level, with hotel-quality amenities. The kitchen has all the features that you need to prepare delicious meals.

There is a dedicated workspace and free WiFi for remote workers. It is also child-friendly, with children’s tableware, books, toys, and board games made available. There is a patio and private back garden with an outdoor dining area where you can have barbeque nights with family.

Stayed at this property?
Highland Falls, New York, United States
169 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
everything was as described& comfortable
i appreciated that there was a bathroom downstairs
Cleanliness:
very clean
clean well stocked with supplies
very clean and had plenty of space
beautiful spacious and spotlessly clean house
beautiful townhome very clean and well kept
Host:
albert was a responsive host and accommodated our request
albert is very responsive host thanks
thank you for hosting is
we has a small issue with the plumbing and he was very responsive
Location:
perfect location for west point graduation
great location for our legoland vacation
it is super convenient and very close to west point
a wonderful stay here; great location close to everything west point
it is a perfect location for our visit to west point
Read more reviews

8. Rustic pool house amidst country woods (from USD 74)

Secluded from the main house, this sanctuary offers a private space ideal for artists. The place has a seasonal solar-heated pool for shared use, where you can spend fun evenings. It also has a kitchenette and a private bathroom for your convenience. There is a balcony and a garden where you can lounge.

You will have access to free parking on the premises and a private entrance. While here, you can visit the Appalachian Trail, where you can hike amidst scenic surroundings. The place is also easily accessible through main roads and trains from NYC.

Stayed at this property?
Philipstown, New York, United States
168 reviews   Superhost Wifi Available
Private room in guesthouse 2 Beds 3 Guests 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the space is so comfortable and stocked with your daily needs
we loved the little house by the pool which had everything we needed for our brief stay
super comfortable bed and soft linens
it's incredibly comfortable blissfully quiet and peaceful
Cleanliness:
the room was very clean creative and inviting
overall the place was clean and cozy
neat clean and just as expected
our stay was lovely everything was clean and comfortable
it was clean and quiet exactly what we were looking for
Host:
not only is liz a super host she is a great host
liz was a wonderful host and clear communicator
liz is a super host
liz was so kind and helpful throughout our stay
liz was a great host very friendly and responsive
Location:
the location is aesthetically pleasing and convenient to all points of interest in the area
food and fun very close by
amazing stay in a beautiful tranquil location
perfect location for enjoying the hudson valley shakespeare festival
great location comfortable house great pool liz was welcoming accommodating and helpful wish we could have stayed longer
Read more reviews

9. Romantic cottage with indoor fireplace (from USD 265)

Seemingly taken out of a fairy tale, this cottage is along the Peekskill Hollow Creek and set amidst breathtaking nature. The place is close to different dining and shopping options, as well as hiking trails. You can also visit tourist spots such as Underground Railroad and Rockefeller while here.

There is a dedicated workspace here in case you need to stay productive. The rental also has a functional kitchen. While here, you can relax on the private balcony and in the back garden, which comes with a fire pit and outdoor furniture. There is also a barbeque grill and outdoor dining area where you can spend time with your family.

Stayed at this property?
Cortlandt, New York, United States
103 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
cable good wifi great grill and patio area
very comfortable and light-filled (and the 'tree house' was an added bonus )
the bathroom was spotless had perfect natural lighting and we loved the l'occitane shampoo
the cottage is comfortable and well furnished and in a quiet peaceful area
Cleanliness:
the house itself has so many windows and was impeccably clean
also the space was sparkling clean
great hosts and beautiful clean space
it is clean newly updated and has everything you need for a home feel stay
the beds were comfortable the linens and towels were clean the nature was beautiful--we'd happily return
Host:
jose luis and karen were the perfect hosts
the hosts truly care about their guests’ wellbeing and every request was accommodated
jose’ luis and karen were wonderful hosts
they were accommodating communicative friendly and went above and beyond as hosts
jose and karen are the best hosts
Location:
great little getaway close to town
the location of this airbnb is absolutely stunning
once again a truly beautiful home/location to melt your worries away
the wildlife accomodations and close proximity to everything makes it ideal for any season
the place is a short drive to bear mountain and other local attractions
Read more reviews

10. Bright, modern house with dedicated workspace (from USD 140)

This pet-friendly property offers all the conveniences of a modern home, along with perks such as fresh mountain air and lush greenery all around. It is close to plenty of hiking trails for outdoor enthusiasts to tread on. You also have different dining and shopping options available nearby.

The house has a fully functional kitchen where you can prep your meals. It also has a dedicated workspace and free WiFi that you can use for any urgent tasks. A free washer and dryer will help you keep your travel outfits clean. You will also have parking facilities on the premises.

Stayed at this property?
Highland Falls, New York, United States
47 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
nice kitchen amenities & a very comfortable place
the house was spacious and the beds were very comfortable
Cleanliness:
snow came and he had someone there to clean the driveway
the house was clean and had a decent cooking space
the house was very clean had plenty of parking comfortable bed rooms stocked bathroom and kitchen
his place is very clean and quiet
ricky's airbnb was fantastic spotless easy to navigate and very cozy
Host:
ricky is a great host
ricky was very communicative and helpful
ricky was a wonderful host - very responsive and a pleasure to deal with
you are great host i'll definitely be back very soon
wonderful place to stay ricky is an excellent host
Location:
this place is well worth the price
snag up this place it is well worth it
we also walked one mile over to bear mountain park to enjoy swimming zoo lake and hiking
Read more reviews

Take a break and visit the enchanting Bear Mountain

For those who have been stuck in the chaotic city life and would like to retreat into nature’s embrace, Bear Mountain, located about an hour away from New York City, is an ideal choice. From relaxing in your choice of accommodation amidst nature to hiking and walking across stunning trails, this area lets you enjoy a peaceful experience. Choose any of these Airbnb vacation rentals to make the most of your stay!

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.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Best known for her wanderlust and deep love for the arts, Kiran is an Assistant Professor of English in Kerala. She has a voracious appetite for literature and loves sketching people in her free...Read more

 Want to contribute as a Local Expert?
Explore Bear Mountain
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.