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Chalet vacation rentals in Hudson Valley

Find and book unique chalets on Airbnb

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Popular amenities for Hudson Valley chalet rentals

Family-friendly chalet rentals

Superhost
Chalet in North Creek
4.77 out of 5 average rating, 161 reviews

Gore Mtn Chalet - (5 mins from skiing, hiking!)

TowsifRating, 5 stars2 weeks ago
It was nice staying at this Chalet. It felt home, cozy, serene and very private. Eventhough there are lots of cameras around the property but we felt safe for that. I didn't find the cameras are hampering our privacy. Only concern is you need to climb to the ladder to get into the Common Space two. So if you are big group of people then I would say that place is good for any teen boys or girls or who is athletic to climb up and down to the common space. We didn't need to use that area since we were a small group of people and we enjoyed our stay.
Guest favourite
Chalet in Pocono Summit
4.93 out of 5 average rating, 171 reviews

15% Off Weekly & 40% Off Monthly Rates! Wowza!

GeorgeRating, 5 stars2 months ago
My wife and I enjoyed our winter anniversary stay at the cabin. It was clean and cozy. We enjoyed time by the fire place, free streaming services, and the Keurig(bring bottled water for coffee). The area around the cabin was very walkable in a development with two lakes. It was close to amenities like Walmart (we had to purchase wash clothes and firewood), the interstate and food. We recommend to bring your own pillow if you like them soft. The water pressure was fine in the kitchen but low in the bathroom. Jessica was easily reached to work out any questions. If you are looking for a cozy, comfortable cabin close to everything, stay with Jessica. We would stay again.
Guest favourite
Chalet in Killington
4.84 out of 5 average rating, 250 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

MauraRating, 5 stars1 month ago
Nice space for a group, plenty of room for dining and relaxing. Clint was very responsive and gave excellent instructions. Appreciated the hospitality!
Top guest favourite
Chalet in Dover
4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

CaterinaRating, 5 stars2 months ago
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.
Guest favourite
Chalet in Bainbridge
4.91 out of 5 average rating, 117 reviews

Western Catskills Paradise Four-Season Retreat

LynnRating, 5 stars2 weeks ago
We had an amazing time with our family at this peaceful home. It was easy to find, offered plenty of space, and made for a truly relaxing getaway.
Guest favourite
Chalet in East Stroudsburg
4.92 out of 5 average rating, 436 reviews

Cozy House - Lovely Fairytale TreeHouse - Hot Tub

MalkiRating, 5 stars3 days ago
The place was lovely !
Guest favourite
Chalet in Stockbridge
4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

ZachRating, 5 stars2 months ago
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Top guest favourite
Chalet in Wells
4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

TomRating, 5 stars2 months ago
Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around

Luxury chalet rentals

Top guest favourite
Chalet in Schroon Lake
4.92 out of 5 average rating, 132 reviews

LooseMoose Lodge & hot tub ski chalet!

GinaRating, 5 stars2 weeks ago
We had an absolutely magical time at Mary Jane's! From the spacious hot tub with comfy robes, the fire pit, well stocked game closet and a whole game room downstairs with pool/ping pong/darts/PacMan, while being surrounded by the beautiful Adirondacks for great hikes and adventures, we were never at a lost of what to do! The layout, amenities and location of the chalet were perfect for two families to unplug and be present with each other. The rooms were super cozy and the bunk bed rooms were the highlight for the kids. The separate cabin in the back also was a huge hit! Mary Jane was the best host, very responsive and made sure we had everything we needed to make this a comfortable stay. We can't wait to come back in the winter months for skiing!
Top guest favourite
Chalet in Windham
4.98 out of 5 average rating, 131 reviews

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing

RachelRating, 5 stars3 weeks ago
This is a truly beautiful home and property and we had a wonderful few days enjoying everything it had to offer! The kids between our two families had endless fun with the arcade, hot tub, exploring the property and creek, and the slumber party they got to have in the upper bedroom. As for the adults, we got to unwind and enjoy, as Stefanie has thought of everything as a host and made it a breeze to check in and relax. The couple hiccups or questions we had at the start were quickly answered and resolved through messages and all instructions for check out were easy and straightforward. Would love to book this home during ski season in the future as the views of and proximity to the mountain are amazing!
Top guest favourite
Chalet in Mendon
5 out of 5 average rating, 46 reviews

Luxury Chalet - Hidden Speakeasy- Near Killington

KateRating, 5 stars2 weeks ago
This house was a really special find. It is very thoughtfully designed and feels comfortable and clean. Extra special touches like the record player, shuffleboard, and giant kids' bunk room make it unique. We loved roasting marshmallows at the outdoor fire pit, checking the little creek for frog's eggs, and cooking in the spacious kitchen. Host communication was thorough and easy too. Great find!
Guest favourite
Chalet in Long Pond
4.99 out of 5 average rating, 104 reviews

Chalet Retreat

MichelleRating, 5 stars2 months ago
A gem in the Pocono mountains! Skippers place is perfect for a small group of travelers (and dogs!). It’s quiet, peaceful, and comfortable. There were plenty of fresh towels, seating spaces, and a fully stocked kitchen that was ready to go for our meals. However, if we wanted to go to town to eat, Skipper provided plenty of recommendations. The hot tub & wood burning fireplace was perfect for our long winter weekend getaway. The home is pristinely clean, washer & dryer available, dishwasher, and giant refrigerator. We couldn’t have selected a better option for our group! The beds were also extremely comfortable and perfect for us. Thank you very much for your hospitality! PS: Skipper is a great host and worked out an early arrival for us too!
Top guest favourite
Chalet in Dover
4.97 out of 5 average rating, 110 reviews

Mountain Chalet: Private Brook - Hot Tub - Firepit

EricRating, 5 stars1 month ago
Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would stay again.
Guest favourite
Chalet in Mount Tremper
4.98 out of 5 average rating, 107 reviews

Modern Mountain Chalet on 15 Acre Catskills Estate

JonathanRating, 5 stars2 months ago
Lovely stay with family and friends. The host went out of his way to ensure our arrival was smooth, even with a very icy driveway and up to two inches of snow falling. The space is beautiful, secluded and serene. But also close to restaurants in Mt. Tremper and good hikes.
Guest favourite
Chalet in Leeds
4.96 out of 5 average rating, 137 reviews

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

OxanaRating, 5 stars2 weeks ago
We had a great stay at Genesis’s place! It was exactly as described: clean, cozy, and comfortable. We especially loved the location - it was peaceful and scenic, and just a short drive to Hudson, where we enjoyed some fantastic restaurants and shops. The mattresses were super comfortable, which made our stay even more relaxing. Would definitely recommend to everyone. Thank you, Genesis!
Guest favourite
Chalet in Mount Tremper
4.98 out of 5 average rating, 145 reviews

Secluded Woodstock Retreat with Pool and Sauna

BarryRating, 5 stars2 months ago
My wife and I stayed at Ron’s place for five nights for a winter getaway. We had a great stay, highlights include a comfortable king bed, a quiet setting, a cozy fireplace, and the large ground floor bathroom that feels like your own spa- we thoroughly enjoyed the sauna, huge bathtub, and rain shower. Ron was a great host and was very responsive with any questions we had. We spent many hours watching TV on the screen and projector set up, we grabbed more pillows from upstairs to add some more cushion to the leather couch downstairs.

Lakefront chalet rentals

Guest favourite
Chalet in Hunter
4.98 out of 5 average rating, 153 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

CarmenRating, 5 stars3 weeks ago
The house was well stocked, neat and clean. The property has lots of great outdoor space to relax in. Nataliya was very responsive. Thank you.
Guest favourite
Chalet in Athens
4.89 out of 5 average rating, 103 reviews

Waterfront Lake Home, close to Hunter & Windham

HilaryRating, 5 stars1 week ago
A beautiful, well-appointed, family-friendly place to stay. Teddy's place had everything we needed and more. The beds were comfortable, everything was clean and well maintained, and exactly as described and like the photos show.
Top guest favourite
Chalet in Pocono Pines
4.96 out of 5 average rating, 135 reviews

Pocono Win✴Game Room+Hot Tub✴Lake Naomi GOLDEN OWL

TimikaRating, 5 stars1 month ago
We enjoyed our stay. Whitney was very helpful from the time I booked until check out. She was always very responsive. The place was beautiful and looked just like the pictures. We truly felt at home, and the kids enjoyed having their own space. I felt a sense of peace while staying at golden owl! I absolutely can not wait to stay again.
Guest favourite
Chalet in Glen Spey
4.9 out of 5 average rating, 132 reviews

Mayflower - Lake access/hot tub/game room/pets

FrançoisRating, 5 stars1 month ago
Great place for families, there is a lot of room and toys for kids, and the lake is just a short walk away!
Superhost
Chalet in Tobyhanna
4.81 out of 5 average rating, 244 reviews

Lakefront Chalet in Poconos

ThersaRating, 5 stars7 months ago
Our family has stayed at Arek's house three times before this trip. The location is great. The house is at the deeper end of the lake, so you can easily swim from the shore. There are three kayaks and a rowboat to use on the lake. The deck is a great place to drink coffee in the morning and eat dinner at night. For creature comforts the beds are super comfortable and the wifi is speedy fast. We will definitely stay there again.
Superhost
Chalet in Monticello
4.86 out of 5 average rating, 130 reviews

Catskills Lakefront Escape with Hot Tub

BiprajitRating, 5 stars3 weeks ago
Overall this place is great!
Guest favourite
Chalet in Albrightsville
4.97 out of 5 average rating, 105 reviews

Pocono Lakefront Home (Placid Lake)

KatherineRating, 5 stars4 months ago
We really enjoyed our stay here! Paul and Lorraine were great hosts and went above and beyond to make sure we had everything we needed to enjoy our stay. The house itself and the location are beautiful!
Top guest favourite
Chalet in Warrensburg
4.98 out of 5 average rating, 109 reviews

ADK River Rapture- Warrensburg/Lk George/Gore Mntn

KathyRating, 5 stars2 months ago
Another five star stay! This house is amazing and you can’t ask for nicer hosts than Tom and Kate. They are communicative, warm and thoughtful hosts. We have been coming back year after year for a reason. The house is a relaxing oasis from busy life. Close to Gore Mountain and wonderful restaurants. We will continue to come back. Thank you Tom and Kate!!

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