South Shaftsbury Holiday Rentals

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Holiday Rentals in South 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
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
Walk to Mount Snow, Cozy, Clean and Comfortable!
9.6 out of 10, Exceptional, (29)
"Upon reserving the property, I sent an email to the owner and requested an early checkin, he responded very quickly and accomodated my request. The check in process was very easy, and the property was very clean. The only issue was the hot tub was not installed and functioning dury my stay, which I specifically asked for. The inside of the condo was very clean and the owner provided everything you needed. The only downside was the outside of the property was a little run down and needed some...
Walk to Mount Snow, Cozy, Clean and Comfortable!
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
9.0 out of 10, Wonderful, (41)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (53)
"Soup to nuts an amazing time was had by all!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Seasons On Mount Snow - Ski-in/Ski-out
9.8 out of 10, Exceptional, (156)
"As good as expected "
Seasons On Mount Snow - Ski-in/Ski-out
Stratton South Long Trail Studio Adjacent to the Village and Lifts
9.4 out of 10, Exceptional, (56)
"Right across the road from Stratton Mountain. Check in was easy. Place was clean and comfortable. Much nicer and roomier than a typical hotel room. Highly recommended"
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ Private Hot Tub and shared pool
10.0 out of 10, Exceptional, (9)
"We had a wonderful stay. We enjoyed the home and community amenities. Location was great and our family enjoyed the convenience of having the access to ski on / ski off. We look forward to our stay next year!"
Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ Private Hot Tub and shared pool
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (72)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is AU$617
includes taxes & fees
18 Nov - 19 Nov
Long Trail House at Stratton Mountain Resort
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
Long Trail House Studio at Stratton Mountain Resort
10.0 out of 10, Exceptional, (58)
"This property is located in the center of action at Stratton. The apartment is even more attractive than pictures present. The bed is very comfortable and it's spacious, clean and bright. I would stay there again. Thank you. "
Long Trail House Studio at Stratton Mountain Resort
Log Cabin In The Woods
10.0 out of 10, Exceptional, (80)
"Surrounded by beautiful nature, cabin was welcoming and cozy. Steve is a great owner and very caring as well. We were there 7 nights/8days and it rained for 3 days but we found other things to do other than hiking and enjoyed ourselves. Only wish there were ceiling lights in the bedroom and the living room, it is quite dark to read or play games. We would visit this place again. "
Log Cabin In The Woods
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome
10.0 out of 10, Exceptional, (55)
"The house is beautiful & has tons of nooks and crannies. Fun for exploring!"
HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome
Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck
9.8 out of 10, Exceptional, (33)
"Lots of space to spread out. Kitchen was well appointed. Location was less than 10 minutes to Manchester. "
Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
10.0 out of 10, Exceptional, (30)
"We had a nice stay at this lovely place. It's tucked away at the end of a dirt road. We never saw another human only some wild turkeys. It was great to sit in the hot tub and look at the seasonal stream and the beautiful trees surrounding the property. "
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Mount Snow's Best View - Sleeps 8-10
10.0 out of 10, Exceptional, (44)
"The property has great views of the mountain, the place was clean and offered plenty of space. It is located near plenty of restaurant's and across the street from Mt. Snow. The clubhouse is new and was a nice bonus to use. "
Mount Snow's Best View - Sleeps 8-10
Stratton Mtn Studio | Renovated | Walk to Lifts
10.0 out of 10, Exceptional, (23)
"Super clean, very comfortable Murphy bed. Great communication and directions."
The price is AU$675
includes taxes & fees
17 Nov - 18 Nov
Stratton Mtn Studio | Renovated | Walk to Lifts
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 types of properties in South Shaftsbury you may be interested in

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
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (1004)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "
The price is AU$201
includes taxes & fees
1 Dec - 2 Dec
Hotel Downstreet
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1004)
"We had an enjoyable stay except one thing, the pillows were too soft. We managed, but we know for the next time to bring firmer pillows. 🤗"
The price is AU$237
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn and Suites Manchester
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.

Frequently asked questions

Can I find holiday rentals in South Shaftsbury?

Yes, there are holiday rentals close to the most popular sights in South Shaftsbury, or you can select a more secluded option if you're looking for a relaxing stay. South Shaftsbury is known for its museums.

What are some of the best holiday rentals that South Shaftsbury has to offer?

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This highly rated holiday home rental in South Shaftsbury is located in the city centre, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in South Shaftsbury?

Choose from 3 Expedia holiday rentals in South Shaftsbury for a memorable holiday.

What’s there to see and do in South Shaftsbury?

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Mount Equinox. In the wider area, you’ll find Robert Frost Stone House Museum and Mount Snow.

What’s a holiday rental in South Shaftsbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Shaftsbury. Holiday rentals feature amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for small groups.