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Chalet vacation rentals in Sullivan County

Find and book unique chalets on Airbnb

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Popular amenities for Sullivan County chalet rentals

Family-friendly chalet rentals

A Scandinavian log home is surrounded by vibrant fall foliage. The front porch features a wooden railing, offering accessibility to the main entrance. A gazebo is visible on the side, providing additional outdoor space. Leaves are scattered across the ground, enhancing the natural setting.
Chalet in Glen Spey
4.88 out of 5 average rating, 8 reviews

Lakefront Log Home,Pickleball Court.

NoraRating, 5 stars42 months ago
We had a wonderful stay at this lakeside cabin. The location cannot be beat! There is so much privacy and the lake views are just unparalleled! We loved every minute of our trip and would happily rebook in the warmer months to take advantage of all the outdoor water activities. Dariusz was also a very gracious and responsive host, and you can tell he is very invested in ensuring his guests have a good stay. Thanks again!
A multi-level, modern Cape Chalet is surrounded by lush woods, featuring a spacious wooden deck with outdoor seating and a gas grill. Large windows highlight the inviting interior, allowing natural light to fill the space.
Chalet in Jeffersonville
4.83 out of 5 average rating, 35 reviews

Family Get-A-Way - 10min to Bethelwoods

JaredRating, 5 stars24 months ago
Jill’s place was awesome. All guests loved it. The basement was super cool and a great spot to hangout in! Jill was extremely nice and helpful with everything.
Top guest favorite
A rustic, two-story house is situated among lush greenery, featuring a wooden deck that extends along the front. An American flag is displayed on the balcony. The structure is raised above the ground, with a gravel driveway leading up to it.
Chalet in Bethel
4.94 out of 5 average rating, 36 reviews

Relaxing Lakefront, Very Clean, Great for Families

ElizabethRating, 5 stars4 weeks ago
Kevin’s place is great. The beds were comfortable, there were bikes, coolers and chairs for us to use and there was a great game room in the basement. We will definitely be back!
A hot tub is situated on a deck, with clear water gently rippling. The surrounding landscape features rolling hills dotted with trees, displaying autumn foliage, and a distant pond can be seen amidst the greenery.
Chalet in Callicoon
4.82 out of 5 average rating, 265 reviews

Bethel Woods Majestic Rolling Hills AFrame w Views

AnandpalRating, 5 stars3 weeks ago
We had a wonderful stay at this cozy and peaceful getaway, just a short 2-hour drive from NYC. The place is beautifully laid out, quiet, and surrounded by nature, it really feels like a true escape. We especially loved spending our time playing board games, relaxing by the wood-burning stove, and listening to the birds each morning. One small suggestion to the host: consider installing an electronic lock for convenience, as it’s easy to accidentally leave the key inside. Also, adding a microwave would be a great bonus for quick meals. Overall, we truly enjoyed our stay and would definitely return!
The exterior of a modern home features a sloped roof and large front windows. A spacious deck is visible, surrounded by trees under a clear blue sky. Sunlight creates a bright atmosphere, highlighting the inviting architectural design.
Chalet in Lackawaxen
4.98 out of 5 average rating, 59 reviews

Masthope Mountain - Poconos - Lake & Ski Community

EvelynRating, 5 stars10 months ago
Brian was an excellent host! He has a lovely home and it was perfect for our long weekend with our family. Absolutely beautiful outdoor surroundings with two fire pits. Lovely decor throughout his home and even a little coffee closet (so cute!). Brian was so accommodating and responsive to our many requests and always very helpful.

Luxury chalet rentals

Guest favorite
Chalet in Lackawaxen
4.88 out of 5 average rating, 25 reviews

Magnificent home with hot tub & sauna in Masthope

LesiaRating, 5 stars4 weeks ago
My company and I enjoyed our stay in this house, it's the kind of place you want to come back to again. Everything was very clean, spacious, the rooms are very stylish, the kitchen is equipped with everything you need, the location is very convenient. Our stay there and the house itself exceeded our expectations. The host Jennifer is very friendly, responds to messages as quickly as possible if you have any questions at all times. We will definitely come back there again!
Guest favorite
A serene pond reflecting the clear sky is surrounded by lush greenery and trees. In the distance, the cabin is visible, harmonizing with its natural setting. An inviting outdoor space features seating areas positioned around the water's edge.
Chalet in Napanoch
4.92 out of 5 average rating, 48 reviews

Hidden Pond: 7 Acres w/ Swim Pond—Hot Tub—Creek+

AimeeRating, 5 stars2 weeks ago
We absolutely loved this peaceful oasis! Perfect for our weekend getaway. The home feels warm and welcoming with eclectic and thoughtful decor. Vintage feels with all the modern updates. Felt like we were staying at a friend’s house- lived in but not cluttered at all. Clean as a whistle, and the beds were super comfy. We enjoyed the vinyl collection and bookshelves on a rainy day. The pond is peaceful, yet full of wildlife- Must love frogs! The babbling brook was the perfect background noise for a quick hike right on the property. Hosts were available but we didn’t need anything from them then since it was all prepped and easy to navigate. Only wish we could have spent more time there!
A sandy beach area is presented with three colorful lounge chairs arranged in a row. Calm waters reflect the bright blue sky and white clouds, while a green landscape is visible in the background along the shore.
Chalet in Lackawaxen
4.73 out of 5 average rating, 22 reviews

Beautiful Chalet with Pool, Skiing, Beach Lake etc

LinetteRating, 5 stars1 month ago
We loved Eric's place! The house is beautiful, clean, spacious and it was very comfortable for our big group with plenty of beds and bathrooms. it has everything you need and we are looking forward to return next year! We also enjoyed the pool at the club.
Chalet in Lackawaxen
4.88 out of 5 average rating, 8 reviews

Masthope retreat pool/lake king size bed hot tub

MichaelRating, 5 stars5 months ago
Title: Perfect Ski Retreat! ⭐⭐⭐⭐⭐ I had an amazing stay at this VRBO in the Poconos! The location is just minutes from the mountain, making it super convenient for skiing. The cozy property was perfect for our group, with a warm living area and a fully equipped kitchen. We loved unwinding by the fireplace after a day on the slopes. The host was very responsive and made the check-in process a breeze. I highly recommend this spot for anyone looking for a fantastic ski getaway! We can’t wait to come back!

Lakefront chalet rentals

Lawn chairs are placed on a grassy area overlooking Tennanah Lake. A picnic table sits nearby, and a small dock extends into the water. Lush greenery lines the opposite shore, while the sky is partly cloudy, providing a tranquil setting for relaxation.
Chalet in Roscoe
4.86 out of 5 average rating, 7 reviews

Spacious Chalet on Private Tennanah Lake

AdamRating, 5 stars10 months ago
the place was amazing. beautiful views. the lake was awesome. we kayaked and swam. beds were really comfortable and just overall wish I had booked a longer stay.
Top guest favorite
Chalet in Lackawaxen
5 out of 5 average rating, 41 reviews

Bella Vista Chalet Poconos - Ski Resort

ToriRating, 5 stars5 days ago
This house was great, this was honestly the cleanest airbnb I’ve ever rented. The house was stocked with everything we needed. Would absolutely rent again. I only had 2 minor issues, 1. The water in the house was not great, we always travel with bottled water so this was fine for us, but for anyone traveling here I would recommend bringing bottled water if you don’t normally do so 2. They don’t have a trash pickup service for the local area, you have to drive your trash up the street to a compactor which was honestly really easy, but they’re closed on Tuesday and Thursdays. We had a Thursday checkout, so it was annoying that we had to figure out how to get rid of trash that we couldn’t the day before, which when you travel with a dog, it’s just not a good time. Even with the 2 small issues it’s still a 5 star visit for us, we would absolutely rent again. Those issues are completely out of the airbnbs control, and the owners were quick to respond and helpful.
Superhost
Chalet in Monticello
4.86 out of 5 average rating, 133 reviews

Catskills Lakefront Escape with Hot Tub

MichelleRating, 5 stars1 week ago
Great location so peaceful and serene!
A chalet is depicted, surrounded by bare trees under a clear blue sky. The wooden structure features a dark shingle roof and multiple windows. A deck extends from the house, providing views of a serene body of water visible in the background.
Chalet in Liberty
4.69 out of 5 average rating, 51 reviews

Chalet on the Waterfront with Lovely Interior

MjRating, 5 stars5 months ago
Great stay away from busy nyc. Private and warm

Destinations to explore