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Compare 29 Chalets in Randolph with updated reviews, rates, and availability.

Dreamy Artist Chalet in Secluded Historic Village

8.4 out of 10, Very Good, (5)
"My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!"
The price is SAR 1,022
SAR 1,780 total
includes taxes & fees
15 Jan - 16 January 2025
Dreamy Artist Chalet in Secluded Historic Village

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace. Lift Tix!

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace. Lift Tix!

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

2.0 star property
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

South View Chalet!

9.2 out of 10, Wonderful, (25)
"This house is great for large groups and a perfect location. But the cleaning fee is clearly just being pocketed as the house was dirty and messy when we arrived. It was clear the bedsheets had not been changed from the prior guests which was upsetting and a big turn off. Other areas of the house were also very messy. For the price thst is charged, I would expect this house to be immaculate. The movie theater was a huge hit, but has a very foul smell to it. The heat had not been turned on before...
South View Chalet!

Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

9.4 out of 10, Exceptional, (8)
"Great stay, thanks!"
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

Magnificent any time of year

10.0 out of 10, Exceptional, (24)
"My wife and I came to Vermont for the first time and wanted to see the beautiful fall colors. 1st VRBO also. It was awesome. Very well appointed, clean, good communications, very accurate description. Couldnt have asked for more."
Magnificent any time of year

Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

9.8 out of 10, Exceptional, (49)
"This is our third time staying at the property and love it! Great location and easy access to the valley. We had an issue with the microwave and Evelyn was quick to fix it for us! "
Comfortable, Charming Mountain Chalet. Ski, Golf, Tennis

BearHaus- HUGE Hot Tub, FirePit

10.0 out of 10, Exceptional, (2)
"This beautiful, spacious home was perfect for our family reunion. We were 10 people: 4 couples, 2 singles, and 2 dogs. The bedrooms were very comfortable. The well-appointed kitchen, dining area and family room easily accommodated all of us. The location was lovely and quiet, yet only a few minutes drive from restaurants, shops and hiking trails. We had a wonderful weekend and would be happy to book again. Highly recommend. "
The price is SAR 4,138
SAR 7,168 total
includes taxes & fees
24 Dec - 25 Dec
BearHaus- HUGE Hot Tub, FirePit

Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

9.6 out of 10, Exceptional, (14)
"We had the pleasure to stay at this home for a weekend. The only complaint is we wish we could have stayed longer. The home is layed out perfectly and the views are stunning! Its such a great home to entertaine in. So much room and well thought out furnishings. The kitchen has EVERYTHING you could need.We noticed how great it would be for a family with children too!! So many books, toys and games.The check in process was smooth and we had excellent communication. We reccomend. this home highly...
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

9.8 out of 10, Exceptional, (41)
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Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

10.0 out of 10, Exceptional, (21)
"Great location and everything very well thought of and provisioned for stay. Owners very responsive."
Bayou Chalet – Your Perfect Getaway Near Sugarbush Resort

BearVaria! Hot Tub, 2 miles to mountain

10.0 out of 10, Exceptional, (9)
"We really enjoyed the amenities at this property in a very nice secluded part of Killington! Fire pit, hot tub, grill, some disc golf baskets, it really was what we needed for a weekend away mtn biking with the guys. The property is a little older, but well furnished and comfortable beds and towels. Definitely recommend staying here! Also, the hosts were super responsive texting back, usually within 15 minutes for any questions. They were extremely accommodating with an early check in and a...
BearVaria! Hot Tub, 2 miles to mountain

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

9.8 out of 10, Exceptional, (15)
"À l'occasion de mes 50 ans, je souhaitais découvrir les merveilleuses couleurs des feuilles d'automne dans le Vermont. Un rêve d'enfant ! Une partie de ma famille nous a accompagné mon épouse et moi. Ce chalet nous a offert tout le confort attendu. Calme, entouré d'arbres ce logis était "the best place to live" De plus, le billard, le sauna et le jacuzzi extérieur ont permis de nous détendre après nos nombreuses visites et lors des journées "off". Située non loin de l'autoroute 89 et de la...
4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

Gnome Home Mountain Ski Chalet w/Sauna Killington

10.0 out of 10, Exceptional, (3)
"This was a wonderful property with every single we needed. It was probably the most well-stocked place I've ever rented!"
The price is SAR 1,489
SAR 2,693 total
includes taxes & fees
13 Jan - 14 January 2025
Gnome Home Mountain Ski Chalet w/Sauna Killington

Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

10.0 out of 10, Exceptional, (1)
"Truly a wonderful stay at the cabin. From the fully equipped kitchen (high end products), welcome basket full of goodies, big fluffy towels, phone chargers, comfortable furniture, Daisy paid attention to every detail! We’ll definitely be back and would recommend it to anyone. A little remote, but worth it."
The price is SAR 1,127
SAR 2,125 total
includes taxes & fees
5 Jan - 6 January 2025
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort

10.0 out of 10, Exceptional, (3)
"This home was perfect in every way! We enjoyed staying here and there was easy communication with property management that was promptly handled. We will try to book when we decide to return to Killington."
Mountain Brook Lodge a spectacular house with amazing stone work and A/C 6 miles from Killington Resort

New Construction Timber Frame / Mins to mountain and restaurants / Amazing views

10.0 out of 10, Exceptional, (2)
"We couldn't have been more delighted with our choice of this property for our recent getaway. Our group, comprised of two families totaling eight people—four adults and four kids—found the accommodations to be precisely as described. The home is simply stunning, boasting an ideal location and breathtaking views that exceeded our expectations. Every detail of our stay was attended to, ensuring our comfort and convenience. Matt, our gracious host, was exceptionally responsive and went above and...
New Construction Timber Frame / Mins to mountain and restaurants / Amazing views

Romantic Cozy Mountain Retreat near Killington

10.0 out of 10, Exceptional, (6)
"Our stay in this house was amazing, everything was perfect as described and like pictures. 20 mins from Killington Mountain and Pico Mountain."
Romantic Cozy Mountain Retreat near Killington

The Overlook - Hot Tub, Game Room, 5min to MTN

10.0 out of 10, Exceptional, (1)
"The property was so amazing. The description is accurate. We were comfortable, cozy, with privacy yet close to skiing. Melissa is a wonderful and attentive host!! I highly recommend staying here. We hope to be back in the winter!"
The Overlook - Hot Tub, Game Room, 5min to MTN

Modern Mad River Valley Chalet with Mountain Views Near Everything - 4BR/3BA

10.0 out of 10, Exceptional, (2)
"We wanted a cozy place to stay over Christmas, and we found it! The house is older, but so full of charm! Everything from check in to check out was a pleasant experience. The hosts were amazingly responsive, and the house included so many wonderful touches (including a S’mores basket and cookie cutters!) to make our family trip a fantastic experience! Early skiing at Sugarbush was less than a 25 minute drive, and was a very uncrowded and beautiful place for our two teens to learn to ski for the...
Modern Mad River Valley Chalet with Mountain Views Near Everything - 4BR/3BA
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 Randolph

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is SAR 1,803
SAR 2,479 total
includes taxes & fees
26 Dec - 27 Dec
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is SAR 902
SAR 1,754 total
includes taxes & fees
6 Jan - 7 January 2025
Stetson Hollow Cabin by Stetson Brook
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.