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Compare 39 Chalets in Stamford with updated reviews, rates, and availability.

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (123)
"We enjoyed our stay here. House was in a great location for checking out the many hikes and scenery in the area and is a quick 5 min ride to Belleayre Mtn where we attended a fall festival. Back at the house we had a firepit/hot tub and games in the basement to keep us occupied. House is also pet friendly which was great so I could bring my dogs with us on the stay. "
Stunning Catskills Cabin Getaway, facing BelleAyre

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (169)
"This house in Fleischmanns was the perfect choice for my family as we introduced our grandsons to skiing at Belleayre. Lee was a very responsive host and addressed all our questions quickly. I highly recommend this house!"
Mountain Chalet with Breathtaking Panoramic Views

Cooperstown/Oneonta Getaway! Chalet- Old World Village

10.0 out of 10, Exceptional, (34)
"Beatiuful home, incredibly clean! Just a 20 min drive to Cooperstown. Would definitely rent again when we return to the area. "
Cooperstown/Oneonta Getaway! Chalet- Old World Village

Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

10.0 out of 10, Exceptional, (21)
"We stayed for Christmas to be close to family ! Very cozy yet spacious ! Kids loved the pool table and hot tub . "
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3.0 star property
10.0 out of 10, Exceptional, (2)
"We planned a quick weekend getaway in the Catskills to ski and relax. This house was in the perfect location! "
Beautiful Windham Chalet 2 minutes to Town and the Mountain

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
Rustic Mountain view Cabin 5 mins to Ski Area!

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (50)
"Great location, Great Hot Tub, Great Catskills Mountains "
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (16)
"We had a lovely stay and hope to stay again sometime soon :) The house was exactly as described and well stocked! The house was very big and had comfortable beds. The one thing that was note noted on VBRO was the indoor fireplace is not available for use of renters so keep that in mind. That was a big reason I booked the house as having an indoor fireplace is a treat, but it wasn't until we received our check in instructions was that noted. "
Beautiful Chalet, mins to Hunter/Windham slopes

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

8.4 out of 10, Very Good, (60)
"Perfect for our ski/snowboarding getaway! Very secluded location. "
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

Catskill Chalet: Serene Mountain Escape

10.0 out of 10, Exceptional, (11)
"Cozy home located 5 minutes from bellarye mt. Taco bar next to house was a plus."
Catskill Chalet: Serene Mountain Escape

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

10.0 out of 10, Exceptional, (22)
"Amazing property with excellent hosts.Our whole family loved!!!"
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2.0 star property
8.0 out of 10, Very Good, (4)
"Nice big house that was accommodating for 4 families. Great location to Roxbury and Plattekill. Big sledding hill in backyard for kids. Would rent again."
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

10.0 out of 10, Exceptional, (2)
"We had an amazing time and loved the house."
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is SAR 2,719
SAR 5,368 total
includes taxes & fees
18 May - 19 May
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

10.0 out of 10, Exceptional, (1)
"Everything was as advertised and do easy to use. It was luxurious and modern yet cozy and accessible. Steve was a delight and so helpful as a host. We will absolutely be back."
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

10.0 out of 10, Exceptional, (6)
"We had a wonderful visit."
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

SOL® Catskills Mnt view, Sauna, Hot Tub, Fire Pit, Min to Plattekill & Belleayre

10.0 out of 10, Exceptional, (4)
"We had a great time staying at this place and would definitely stay here again. The place was as described and seen online, communication was clear and prompt, and check in was very easy. "
SOL® Catskills Mnt view, Sauna, Hot Tub, Fire Pit, Min to Plattekill & Belleayre

Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

9.8 out of 10, Exceptional, (8)
"Very clean, stylish and retro chalet was a pleasure to stay in. Kitchen was well stocked and plenty of places to sleep for our crew of 8 adults, though some slept on bunks (very comfy ones though!) You could see two neighbors from the house, but it was nice and tucked away and felt private. Owners were communicative and pleasant to work with. Great location with proximity to food shopping and outdoor activities. Would definitely stay again."
Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

Cozy & Modern Catskills Cabin on 4 Acres with Wood Fired Hot Tub and Firepit

10.0 out of 10, Exceptional, (1)
"Clean, calming, everything functioning, nice new woodwork and good kitchen set up. AC is effective, superb lightening choices.. Great location, access to many places, in a quiet neighborhood. Would return here. infoor and outdoor."
Cozy & Modern Catskills Cabin on 4 Acres with Wood Fired Hot Tub and Firepit

Lakefront Chalet w/ game room 25 min. from skiing & snow tubing. Pet-friendly!

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There...
Lakefront Chalet w/ game room 25 min. from skiing & snow tubing. Pet-friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Stamford

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (252)
"Great Upstate location! Very welcoming."
The price is SAR 431
SAR 483 total
includes taxes & fees
12 May - 13 May
Starlite Motel

Country Home with Private Swimming Pond and Beautiful Mountain Views

10.0 out of 10, Exceptional, (115)
"Clean, comfortable and well stocked. Great property and location. Highly recommend."
Country Home with Private Swimming Pond and Beautiful Mountain Views

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"We stayed here for a family wedding and couldn’t have been happier! Rick and Alan were great hosts and super helpful. The property was amazing with so much to offer in and outside of the house. Our kids were obsessed with the pickleball court too ! Highly recommend!"
Tuscan Year Round Beauty - Pickleball Court
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.