Ski-in/Ski-out holiday rentals in Bear Mountain

Find and book unique ski-in/out homes on Airbnb

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Popular amenities for Bear Mountain ski-in/out rentals

Ski-in/out house rentals

Top guest favourite
Home in Windham
4.94 out of 5 average rating, 99 reviews

Stay on Windham Mt- Mins to Main St + Hot Tub

AlliRating, 5 stars1 month ago
We had an amazing stay at Wanderlust in Windham for our friend’s 50th birthday, with three families (6 adults, 5 kids). The house was perfectly designed for groups, giving the kids plenty of space to enjoy while the adults had their own areas to relax. The ski-in/ski-out access made getting to the mountain effortless, and after long days on the slopes, the hot tub and speakeasy were a huge hit! The house had everything we needed to unwind, celebrate, and make lasting memories. The host was incredibly responsive and helpful—when we encountered a tripped breaker and needed to troubleshoot the hot tub, they provided clear instructions within minutes, making the whole experience stress-free. Overall, this was a fantastic stay that allowed us to focus on enjoying our time together without worrying about the details. Highly recommend for anyone looking for a spacious, well-appointed, and conveniently located getaway in Windham!
Guest favourite
Home in Jewett
4.88 out of 5 average rating, 107 reviews

Hunter & Windham

MoniqueRating, 5 stars2 months ago
Andrey's place was better than the pictures describe. I really enjoyed the heated floors and cozy warm atmosphere. The place was minutes away from Hunter mountain which is perfect for families with children who would like to take breaks at the home after hitting the slopes. Andrey was very responsive when I needed an answer to a few questions. Great experience overall!
Top guest favourite
Home in East Stroudsburg
4.98 out of 5 average rating, 170 reviews

l Chefs Kitchen l LUX FirePit l HotTub/Sauna/Pool

JuliaRating, 5 stars4 weeks ago
This place is a 10/10. It had so much fun stuff to do in the house that we didn’t even need to leave! I definitely want to book again in the summer so we can enjoy the hammock and the fire pit, unfortunately it was raining and snowed. But it was still a blast! I loved it!
Superhost
Home in Tannersville
4.88 out of 5 average rating, 94 reviews

Luxurious mountain beauty with all the amenities

AqueelahRating, 5 stars2 months ago
We had a girls weekend 3/7/25-3/9/25! It was 8 of us. This house was perfect. Very accommodating for all our needs. Rachel & Michael were so helpful & helped make our weekend the best one of 2025 so far! Thanks & we will definitely be back soon!
Guest favourite
Home in Long Pond
4.9 out of 5 average rating, 176 reviews

Paradise Pocono/Hot Tub/ Camelback SKI/Kalahari

BrunoRating, 5 stars3 weeks ago
Everything was perfect, exactly as described. We had a great time.
Guest favourite
Home in East Stroudsburg
4.93 out of 5 average rating, 110 reviews

Poconos Mountain Retreat 4BR 3BA 15 Min Camelback

JenniferRating, 5 stars1 week ago
This AirBnB was beautiful, absolutely perfect! It was great seeing the deer outside the house and my pup enjoyed sniffing everything! Super clean and exactly as described. Security arent the friendliest so don’t forget your pass but otherwise, the place is perfect. Host was super communicative and friendly.
Top guest favourite
Home in Lackawaxen
4.98 out of 5 average rating, 44 reviews

5 min walk to Pools, Pub and Playground!

ZhaydeRating, 5 stars1 month ago
This was the second time we stayed at this property. I truly feel at home here. All necessities are available, everything is clean, and communication with the host is almost immediate.
Superhost
Home in Palmerton
4.75 out of 5 average rating, 8 reviews

Whitetail House

AnjaliRating, 5 stars2 months ago
Great house, so close to the slopes. The perfect base for a couple of families to spend the weekend skiing. House and linens were super clean and Lulia was warm and gracious. Hope to be back on our next skiing trip.

Family-friendly, ski-in/out home rentals

Guest favourite
Apartment in West Kill
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars6 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Superhost
Home in Albrightsville
4.83 out of 5 average rating, 285 reviews

Modern house Hot Tub, Private Pool Central A/C

WinyRating, 5 stars3 weeks ago
Beautiful house and property ! Host was prompt in response time and very pleasent
Guest favourite
Townhouse in East Stroudsburg
4.95 out of 5 average rating, 240 reviews

White Tail House-Hiking, Biking & River adventure

RickRating, 5 stars3 weeks ago
Great place - very clean and was very recently renovated. One of the nicer rentals we've stayed in and the host Jolanta was very responsive to our one request. With 2.5 baths, it easily accommodated our family of 4 with two high school age kids. Great location for hiking in the Poconos and a nice quiet location with easy parking. Check-in and check-out process was easy with a lock-box. I would stay there again if we visit the Poconos in the future.
Guest favourite
Home in Hunter
4.91 out of 5 average rating, 105 reviews

ULTIMATE YEAR ROUND PLAYGROUND! Close to Hunter!

MananRating, 5 stars2 months ago
I recently stayed at this Airbnb with a large group, and it was an excellent choice. The house was well-equipped for our needs, with a pool, games, pool tables, and recreational items in the basement that kept everyone entertained. Outside, the hot tub was a standout feature—perfect for warming up at night after a chilly day. The kitchen and living room had everything we needed, and we encountered no issues during our stay. The host was highly communicative, providing clear instructions and ensuring a seamless experience. Overall, it was a fantastic stay, and I’d highly recommend this place to anyone traveling with a big group.
Guest favourite
Apartment in Vernon Township
4.95 out of 5 average rating, 185 reviews

Comfy Studio at Mountain Creek Resort

JohnRating, 5 stars2 months ago
was a great stay loved the room.
Guest favourite
Chalet in Elka Park
4.9 out of 5 average rating, 599 reviews

Secluded home by Hunter Mountain

BrennanRating, 5 stars3 weeks ago
This is my third time staying at Juris' fantastic home. It is an ideal accomodation to escape from the city when you want to unplug and reconnect with friends and nature. It is also very close to some very fun trails and a short drive to great restaurants and other happenings. Will definitely be coming back.
Guest favourite
Home in Hunter
4.83 out of 5 average rating, 190 reviews

Cozy 3 bedroom summer winter home

AidanRating, 5 stars2 months ago
Great house in walking distance of Hunter Mountain.
Top guest favourite
Home in New Paltz
4.97 out of 5 average rating, 743 reviews

Victorian Haven

MariaRating, 5 stars6 days ago
We loved our stay here! It was the perfect cozy retreat for our honeymoon, and we loved spending time on the riverfront deck enjoying the spectacular views and wildlife. We also appreciated the short drive into New Paltz and its restaurants and shopping, and the equally short drive to access climbing at the Gunks and hiking at Minnewaska State Park.

Ski-in/out cabin rentals

Top guest favourite
Cabin in Lackawaxen
4.97 out of 5 average rating, 69 reviews

Modern Cabin Retreat| Pool, Lake, Trails, Pets

NareshRating, 5 stars3 months ago
Perfect location for a small family looking for a ski weekend at big bear. Conveniently location just a quarter mile away from the ski area. Cabin was clean, well equipped and well maintained.
Guest favourite
Cabin in Prattsville
4.91 out of 5 average rating, 236 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

NiemaRating, 5 stars1 week ago
Great stay, responsive host, beautiful cabin. Would definitely stay again!
Guest favourite
Cabin in Narrowsburg
4.96 out of 5 average rating, 100 reviews

Catskill's Le Petite Cabine on the River

GaryRating, 5 stars2 months ago
Host was very accommodating and generous . Please brings you back to simpler day just what we needed to get away from the city
Guest favourite
Cabin in Lanesville
4.93 out of 5 average rating, 227 reviews

Exclusive Pool Mtn View|Hike, Golf, Swim, Recharge

BrianRating, 5 stars1 week ago
Max was a great host! Great communication and a great place to stay. Conveniently located right in hunter and close to all your needs. Would stay here again for sure!
Superhost
Cabin in Tobyhanna
4.85 out of 5 average rating, 54 reviews

Cozy Cabin in the Heart of Poconos!

PerlaRating, 5 stars3 weeks ago
This cabin was exactly what the pictures showed. Even more beautiful in person. It had a very cozy/comfy feeling upon walking in which is exactly what we were looking for. Jose responded to my messages right away. I’m so glad we picked this cabin for my daughter’s spring break! Would highly recommend!
Guest favourite
Cabin in Tannersville
4.79 out of 5 average rating, 39 reviews

Near Camelback, Game Room, Hot Tub, Grill on Deck

NicoleRating, 5 stars3 weeks ago
Great house, very clean Would love to go back
Guest favourite
Cabin in Downsville
4.79 out of 5 average rating, 43 reviews

Catskill Riverside "Lenape" Cabin

Clinton Rating, 5 stars5 months ago
Absolutely perfect for the R&R that was much needed. Serene, quiet, and away from the distractions of modernity.
Guest favourite
Cabin in Bushkill
4.91 out of 5 average rating, 161 reviews

Hot Tub+Sauna+Game Room+Fire Pit | Pocono Villa

GarrettRating, 5 stars6 days ago
We had a wonderful stay! Everything was very clean, the place had everything you could need. Very spacious and pictures dont do justice. Melissa was very nice and had very good communication. You can tell she has put alot of thought and care into this home to ensure people have a great stay. Everything is in tiptop shape. A quiet and pleasant community! We went to the grand reopening at Top of the world restaurant in the community, which had a great band playing, great food and nice atmosphere. We hope to go back soon and enjoy this great spot again. Thank you for having us!

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