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Compare 630 Vacation Homes in Shaftsbury with updated reviews, rates, and availability.

Plenty of Room For Everyone! - 5 Minutes to Stratton

9.8 out of 10, Exceptional, (11)
"You have a lively property. My wife and I look for peace and quiet when we go away and your property fits the bill"
The price is SAR 808
SAR 3,215 total
includes taxes & fees
25 Nov - 26 Nov
Plenty of Room For Everyone! - 5 Minutes to Stratton

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

10.0 out of 10, Exceptional, (22)
"GREAT TIME ! GREAT HOUSE"
Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

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

9.6 out of 10, Exceptional, (40)
"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

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

9.8 out of 10, Exceptional, (67)
"This home is exactly as described online and the photographs are a true refection of the quality. Great space, layout, level of comfort, and extremely well equipped. The amenities offered within the association/village (swimming pool, tennis court, fitness room, games room...) were a bonus. We would definitely stay in this home again."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (49)
"We loved this property with stunning foliage, hiking trails, and perfect views. The house had everything we needed to accommodate a large group and more with lots of thoughtful touches. Plenty of space, panoramic views, screened in porch, fireplace, pool table, and connected speakers throughout. We have stayed at many different rentals for our annual trip over the years and this one is our new favorite."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

10.0 out of 10, Exceptional, (12)
"This house was great! It was very clean, had lots of bedrooms, and plenty of room for our group of 7 to have a great weekend. The host was super nice and responded quickly to messages. I would note that there are a lot of stairs, both to get into the house and within the house. Probably not a big deal for people who stay for skiing, but good to know if you have older guests or people who have trouble with stairs."
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Sunny Stratton Townhome ~ 1 Mi to Skiing!

10.0 out of 10, Exceptional, (4)
"Wonderful and clean townhome! Perfect location to be close to Stratton Resort. Thank you!"
Sunny Stratton Townhome ~ 1 Mi to Skiing!

New Chalet mins to Mt with Hot tub

10.0 out of 10, Exceptional, (3)
"Beautiful house with plenty of space. Very comfortable and stocked with all essentials. Great set up for kids!"
New Chalet mins to Mt with Hot tub

Walk to Ski Lift: Spacious Condo in West Dover!

2.0 star property
Walk to Ski Lift: Spacious Condo in West Dover!

West Dover Townhome Near Mount Snow Shuttle Stop!

2.0 star property
West Dover Townhome Near Mount Snow Shuttle Stop!

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

10.0 out of 10, Exceptional, (196)
"Beautiful time of the year to enjoy this property and the surrounding woods and trails, plus Manchester. Our dogs love it here. "
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (41)
"Can't beat the location. We had a great stay."
The price is SAR 293
SAR 1,032 total
includes taxes & fees
3 Dec - 4 Dec
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (39)
"We had a group of nine and had a great time. There are so many wonderful features including a fully stocked kitchen, activities for kids and an awesome outdoor area to hang out and relax. Would highly recommend this house. "
The price is SAR 972
SAR 2,639 total
includes taxes & fees
16 Dec - 17 Dec
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (209)
"Clean and well supplied with fantastic views and close proximity to town.....a wonderful fall New England experience! "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

9.8 out of 10, Exceptional, (30)
"One of the best experiences I’ve had. Communication before we arrived was as expected, and everything was better than the pictures reviews and descriptions."
The price is SAR 2,061
SAR 4,972 total
includes taxes & fees
24 Nov - 25 Nov
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

Shuttle or walk to village and lifts! The Powder Haus Chalet!

10.0 out of 10, Exceptional, (32)
"Great place to stay with proximity to Stratton and the walking trail. Easy to find & plenty of amenities in the house. The owners were extremely responsive of questions and provided great details of the property."
Shuttle or walk to village and lifts! The Powder Haus Chalet!

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

10.0 out of 10, Exceptional, (21)
"The property is exactly as described! We loved the proximity to the mountain. The house is adorable and perfectly suited for our family. The host was VERY responsive and had great customer service during our stay. We can not wait to come back again!"
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains

9.0 out of 10, Wonderful, (67)
"My husband and i enjoyed our stay. The cabin was very clean and comfortable. We would definitely rent it again."
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
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 Shaftsbury

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (211)
"Place was amazing very secluded but close enough to get into town and do things. Our longest drive to go do something was only nine minutes away. Everything was as promised. The only issue we had was the back door entry. The hot tub is right there and when we were standing outside watching nature, we saw bees and wasps going underneath the hot tub. so because we were both chickens, we never went into the hot tub. I probably should’ve called the owner to let him know, but I was a little...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.6 out of 10, Exceptional, (8)
"Great place. Super close to everything. Host was super helpful. Everything you need for an amazing ski weekend."
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
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.