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Compare 15 Chalets in Greenfield with updated reviews, rates, and availability.

Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
Game room

Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

9.6 out of 10, Exceptional, (4)
"From booking, to check in. Dan made everything super easy. The house had so much room for everyone. We had 3 teenagers and 2 adults. Mt Snow is only 13mins away. The heated pool and jacuzzi in the community was nice after a day of riding. Will be back to this location. They have everything you need in the kitchen for cooking. Thank you!"
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
Sunny Chalet Nestled in the Woods of Ashfield
Dining

Sunny Chalet Nestled in the Woods of Ashfield

9.6 out of 10, Exceptional, (14)
"We were all very rested and relaxed. We enjoyed the beautiful spaces to sit and enjoy each other’s company. The chalet, flowers and setting made a terrific base to come and go from as we celebrated a family wedding."
Sunny Chalet Nestled in the Woods of Ashfield
8 minutes to Mt Snow ski & snowboard, Dog Friendly, Hot Tub, Fire Pit, Game Room
Open-concept ski chalet with modern furnishings and a wood-burning fireplace.

8 minutes to Mt Snow ski & snowboard, Dog Friendly, Hot Tub, Fire Pit, Game Room

10.0 out of 10, Exceptional, (14)
"Great place to stay! Very roomy, everything was nice and clean! We had an amazing weekend!"
The price is SAR 1,273
SAR 3,305 total
includes taxes & fees
20 Jan - 21 January 2025
8 minutes to Mt Snow ski & snowboard, Dog Friendly, Hot Tub, Fire Pit, Game Room
Mandy's Mountain Chalet minutes from Mount Snow,
Aerial view

Mandy's Mountain Chalet minutes from Mount Snow,

10.0 out of 10, Exceptional, (6)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is SAR 432
SAR 1,472 total
includes taxes & fees
8 Jan - 9 January 2025
Mandy's Mountain Chalet minutes from Mount Snow,
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow
Welcome!

Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

9.6 out of 10, Exceptional, (5)
"Nice home to stay in central location good communication with the homeowner. Would stay again if I'm in southern Vermont. Len"
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
Beautiful- Ski/Golf home, Hot tub, mins to MTN
Brand new 6 person Hot tub with Bluetooth speakers to relax after a day of Hiking or Skiing! Overlooking the Golfcouse and amazing views of the stars!

Beautiful- Ski/Golf home, Hot tub, mins to MTN

10.0 out of 10, Exceptional, (1)
"we loved our stay there! having a home where you can cook, have everything you need to do so helps so much"
Beautiful- Ski/Golf home, Hot tub, mins to MTN
Comfy chalet near town, lake, skiing and hiking
Terrace/patio

Comfy chalet near town, lake, skiing and hiking

10.0 out of 10, Exceptional, (9)
"We absolutely loved the chalet. It was open and cozy and although we had a big group we didn’t feel crowded at all. We had a beautiful Thanksgiving dinner at the dining room table. The house was equipped with everything you can think of. Kids had a great time with all the games. We explored around Bennington, did some shopping and we watched movies on the TV. With all of the snow we had all weekend the kids got to do some sledding in the yard and driveway. The hosts couldn’t have been more...
Comfy chalet near town, lake, skiing and hiking
Cozy & spacious chalet, close to town but quiet and relaxing!
Cozy kitchen to feed the fam.

Cozy & spacious chalet, close to town but quiet and relaxing!

Cozy & spacious chalet, close to town but quiet and relaxing!
HotTub&GameRm-15 min to Mt Snow, across from Haystack Golf & 5 min to lake
Two story living room with 70" smarttv, premium directtv and bluetooth turntable

HotTub&GameRm-15 min to Mt Snow, across from Haystack Golf & 5 min to lake

10.0 out of 10, Exceptional, (3)
"Beautiful home in Wilmington.. was the perfect getaway for our group of friends! Clean interior with great backyard.. indoor hot tub was a fun plus! Would definitely stay again!"
HotTub&GameRm-15 min to Mt Snow, across from Haystack Golf & 5 min to lake
Spectacular 4 Season Home on Spruce Lake
Lake house with private beach area

Spectacular 4 Season Home on Spruce Lake

9.8 out of 10, Exceptional, (64)
"The place and location are gorgeous, we absolutely loved it."
Spectacular 4 Season Home on Spruce Lake
Mount Snow Vermont - Ski - Snowboard - 10 mins
Upstairs sitting area

Mount Snow Vermont - Ski - Snowboard - 10 mins

10.0 out of 10, Exceptional, (20)
"Easy accessible, great location , very clean and the hosts have everything to make you feel right at home , with this being said all this made for a very lovely stay "
Mount Snow Vermont - Ski - Snowboard - 10 mins
Viking Village Resort
Exterior

Viking Village Resort

The price is SAR 1,314
SAR 1,674 total
includes taxes & fees
26 Jan - 27 January 2025
Viking Village Resort
Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow
Living area

Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow

10.0 out of 10, Exceptional, (1)
"The home was very clean and our host was always available to answer questions through the app if needed. Super private spot with not a lot of traffic and there was even a nice fenced in area for the pups off the deck which was a pleasant surprise. Super close to the Inn at Quail Run which was convenient because we were attending a family reunion. Highly recommended!"
Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow
4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
Exterior

4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi

4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
Ski/Lake house for all seasons- Minutes to all
Entry to Dining and Kitchen. Ladder to the Loft

Ski/Lake house for all seasons- Minutes to all

Ski/Lake house for all seasons- Minutes to all
Secluded Mountain Chalet
Exterior

Secluded Mountain Chalet

10.0 out of 10, Exceptional, (2)
"We had a wonderful time - delightfully snowy and the house was quiet and cozy."
Secluded Mountain Chalet
Lake Whitingham estate
Arrive to Whitingham estate. Main house with Carriage house.

Lake Whitingham estate

Lake Whitingham estate
Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow
Exterior

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow
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 Greenfield

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
The house was originally built in 1864 and completely updated in 2009

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Amherst, Perfect Location, UMass, Smith, MHC!
The Valley is known for our picturesque red tobacco barns and expansive cornfields.

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
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.