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Chalet holiday 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 Mountain Chalet - Moments From Adventure! (Sk

TowsifRating, 5 stars1 month 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.
Superhost
Chalet in Readsboro
4.84 out of 5 average rating, 324 reviews

The King's Cottage

KorinaRating, 5 stars3 weeks ago
Nicholas and Jenna are great hosts! We were beyond lucky that they shared their home with us! The views were great, so great that we eloped here! Cute cozy home pushed off the road with a beautiful view off the back deck! We would love to back to visit!
Top Guest favourite
Chalet in Johnsburg
4.95 out of 5 average rating, 237 reviews

Camp Shady - in the Adirondacks

NicholasRating, 5 stars1 month ago
Camp Shady is a picturesque riverside cabin away from all distractions. There’s plenty of room for the family or a few friends. Three bedrooms containing 2 full size beds and one with two twins. Despite there being no cell service, a strong WiFi connection and smart TV left little to be desired. Whether you’re there for the outdoors or Lake George, this is a great place to stay.
Top Guest favourite
Chalet in Catskill
4.96 out of 5 average rating, 194 reviews

Daydream Mountain Art-Chateau | Hot Tub & Pool

KristenRating, 5 stars2 weeks ago
The house is so beautiful and unique, and there is art everywhere you look. It inspires creativity! The hot tub and pool are incredible. The house has everything you need to feel at home. It's quiet and peaceful, and the view is out of this world. This is such a wonderful place for a getaway. Our family had a great time, and we can't wait to visit again soon! Olia made sure we had everything we needed and provided great suggestions for things to do in the area. It was an amazing holiday getaway!
Guest favourite
Chalet in Jewett
4.97 out of 5 average rating, 182 reviews

Private Catskills Home w. Hot Tub, near Ski Mnt

Gina-LouiseRating, 5 stars3 months ago
Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!
Guest favourite
Chalet in Elka Park
4.91 out of 5 average rating, 604 reviews

Secluded home by Hunter Mountain

JessicaRating, 5 stars3 weeks ago
This place was lovely! Super cozy, very well decorated, and hosts a wonderful view! Judi’s was kind, understanding, responsive, and all around a wonderful host. We came here for a friend’s birthday and he was blown away. Thank you for everything, and we plan to come again soon!
Guest favourite
Chalet in Willow
4.89 out of 5 average rating, 156 reviews

Cozy Silo Home w Mountain Views near Woodstock

ChristinaRating, 5 stars1 month ago
Cozy Silo Home is a perfect description of Olga's home! The silo is really unusual, with lots of windows/lighting and is comfortable and nicely decorated. It's a short drive from Woodstock, which is a fantastic area with lots of shopping, restaurants, etc. It's also very close to great hiking and other outdoor activities. At the house, we spent most of our time outside on the large balcony/patio and cooking meals on the outdoor grill. We booked last-minute and Olga was very responsive, answered all our questions and made things very easy for us. We live in NYC and a weekend in/around Woodstock is a great way to recharge and reconnect with nature. We definitely recommend Olga's silo home for a weekend or longer!! Note: stairs are required to enter into the home and to get to the bedrooms/bathrooms, so don't bring anything too bulky or heavy.
Top Guest favourite
Chalet in Hensonville
4.96 out of 5 average rating, 361 reviews

2BDR- Cozy Windham/Hunter Escape

AzulRating, 5 stars4 days ago
We spent a couple days here for my birthday weekend, and it was really chill and quiet! The house itself is very cozy, extremely clean, and comes with all the basics you’d need for a weekend away. The hiking trails and views in the area are gorgeous. I will absolutely be revisiting this little spot!

Luxury chalet rentals

Top Guest favourite
Chalet in Schroon Lake
4.92 out of 5 average rating, 135 reviews

LooseMoose Lodge & hot tub ski chalet!

DanRating, 5 stars1 week ago
This is the second year me and my group of friends stayed at this beautiful property and we are already looking forward to next year! The property has everything you need and more and the host is always very hospitable. I’d highly recommend this stay as it always delivers! Thanks again Mary Jane for sharing your amazing property
Superhost
Chalet in Gouldsboro
4.9 out of 5 average rating, 102 reviews

Mountain Cabin: Outdoor Pool & Lake Access, Sauna

MikeRating, 5 stars3 weeks ago
Myself and a few friends stayed at the cabin for a bachelor party, and we couldn’t have asked for a better spot. The cabin was reasonably priced and well located, with plenty of space for 8 guys (and probably 1-2 more). The hosts were detailed and responsive - we found everything we needed in the guidebook they provided. It was complete with detailed descriptions and how-to videos for the sauna and outdoor fire pit.
Guest favourite
Chalet in Pocono Summit
4.98 out of 5 average rating, 141 reviews

Summit | Lake | Chalet

MichaelRating, 5 stars4 months ago
The cabin is warm, cozy and comfortable. It was a perfect location for a couples weekend. The kitchen is loaded with great appliances and tools so we had a great time cooking. The sauna and hot tub are an attractive addition too, we barely left the cabin all weekend. Thanks Jermaine!
Top Guest favourite
Chalet in Charlemont
4.99 out of 5 average rating, 104 reviews

The Lodge on Warner Hill

AllisonRating, 5 stars2 weeks ago
It was remote compared to the graduation we were attending in the area but we all felt worth the distance. Very comfortable, incredibly clean, well designed house. We had freezing weather so were not able to use the deck or fire pit area. Thank you, Michelle!
Guest favourite
Chalet in East Stroudsburg
4.96 out of 5 average rating, 164 reviews

A-Frame | Lake | Kayaks | Hot Tub | Hiking

JenniferRating, 5 stars1 week ago
beautiful property; great host; couldn't have been more happy with the property. Would defiantly stay here again.
Guest favourite
Chalet in Stratton
4.96 out of 5 average rating, 136 reviews

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow

ClaireRating, 5 stars3 weeks ago
Josh was very responsive and accommodating throughout our stay. The home was beautiful, clean, and comfortable — we would definitely stay again!
Superhost
Chalet in Windham
4.88 out of 5 average rating, 189 reviews

Beautiful Windham Ski/Summer House

AmyRating, 5 stars4 months ago
The house was spacious, clean, beautiful and private. We loved the view of Windham Mt from the second floor! The fireplace, expansive but cozy couch and downstairs game room were a hit! Half of my family skied and half stayed at the house to relax. Being 5 minutes from the mountain was fantastic and the house was perfect. Great restaurants nearby, where we had lunch, but the rest of the time we cooked in. Well equipped open kitchen! Hope to be back many times!
Top Guest favourite
Chalet in Winhall
4.98 out of 5 average rating, 101 reviews

Mountain view chalet with hot tub & fire pit!

AndyRating, 5 stars1 week ago
We really enjoyed our stay; the house was ideally situated in a private, wooded area and yet just a few minutes drive into Manchester. The views from the house were spectacular. The house had a cozy mountain chalet feel and yet equipped with a very modern kitchen. We took advantage of both the fire pit and the hot tub.

Lakefront chalet rentals

Guest favourite
Chalet in Hunter
4.98 out of 5 average rating, 154 reviews

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

MariaRating, 5 stars3 weeks ago
Our group at a great time at Nataliya’s in Hunter! The lake was absolutely the highlight, we made full use of the kayaks. Hunter itself is a little sleepy even when we went in May but we enjoyed exploring it and nearby Leeds and Tannersville.
Guest favourite
Chalet in Athens
4.89 out of 5 average rating, 104 reviews

Waterfront Lake Home, close to Hunter & Windham

HilaryRating, 5 stars1 month 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, 136 reviews

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

RichaRating, 5 stars2 weeks ago
We enjoyed our stay! The game room was really a the highlight for us. Whitney’s very responsive and made sure we had a great time during our stay! Definitely recommended !
Guest favourite
Chalet in Glen Spey
4.9 out of 5 average rating, 133 reviews

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

BillRating, 5 stars2 weeks ago
3rd times the charm!!! This was 3rd straight year myself & my crew(family), plus Charlie(Golden Retriever) have been to Alyson & Rob's house! Even though Mother Nature wasn't on our side all weekend, we still had an awesome weekend! Daytime down by the lake, then spending nights around the fire with a few cocktails is a great weekend! Rob & Alyson are quick with a reply to any questions! Looking forward to next year for Round 4! Highly recommend!
Superhost
Chalet in Tobyhanna
4.81 out of 5 average rating, 245 reviews

Lakefront Chalet in Poconos

DanaRating, 5 stars8 months ago
We had a wonderful time staying here! The fall foliage was beautiful, and it was still warm enough to take the boat out on the lake. Arek’s place had everything we needed. Great place for a Pocono getaway.
Guest favourite
Chalet in Tobyhanna
4.95 out of 5 average rating, 100 reviews

Lakefront-Pvt Hot Tub-Amazing Views-Spiral stairs

LiaRating, 5 stars2 weeks ago
My friends and i had the BEST weekend at this home- would HIGHLY reccommend! Beautiful lake front with lots to do around! The hosts were attentive and wonderful to coordinate with. House was clean, and beautifully decorated. Lots of games to play inside and outdoor yard activities, perfect wor whatever kind of weather you may get during your stay. Thanks so much for a great trip!
Superhost
Chalet in Monticello
4.86 out of 5 average rating, 132 reviews

Catskills Lakefront Escape with Hot Tub

JaredRating, 5 stars2 weeks ago
Fantastic house that was exactly as advertised! Very clean and everything was in working order. We had no issues to speak of and would rent this house again in a heartbeat.
Guest favourite
Chalet in Carmel Hamlet
4.97 out of 5 average rating, 75 reviews

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

IzzyRating, 5 stars2 weeks ago
I cannot recommend Wylda's place enough! This was absolutely nothing short of a 5 star stay. Accurate listing, a beautiful and comfy home, and an unbelievably stunning, secluded, and private property tucked into nature, between two lakes no less!! I came here to get away from it all, and this property exceeded my expectations. The amount of birds you'll hear singing through all parts of the day almost doesn't even feel real. Not to mention, Wylda is a wonderful host. I will absolutely be back here again!!

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