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Shaftsbury Vacation Rentals

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Vacation Rentals in Shaftsbury

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (220)
"had an amazing stay at this beautifully renovated barn in Vermont! The property is stunning, with several acres of land offering breathtaking mountain views. The barn itself is a perfect blend of rustic charm and modern comfort, with thoughtful details that made the stay extra special. I especially loved the walking trails right on the property—such a peaceful way to start and end the day. If you’re looking for a relaxing getaway surrounded by nature, this is the perfect spot. Highly recommend...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (18)
"This place was absolutely adorable. The owner was kind and had so many suggestions in a book for us during our stay. This was the perfect size for my daughter and I during our trip. The place was clean and exactly what we needed. Thank you for everything!"
The price is CA $152
CA $360 total
includes taxes & fees
May 5 - May 6
Peaceful Stay at Birds of a Feather Farm & Spa

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is CA $281
CA $892 total
includes taxes & fees
Apr 29 - Apr 30
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (209)
"Cabin was beautiful! Love the little stream outside. Very close to restaurants, shopping, and hiking trails. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is CA $440
CA $548 total
includes taxes & fees
May 7 - May 8
Long Trail House at Stratton Mountain Resort

Wilmington Vacation Rental Near Hiking and Skiing!

9.4 out of 10, Exceptional, (19)
"We had a great time at this cabin, and the town of Wilmington had great spots for food and it's own charm. We'd definitely stay again. "
Wilmington Vacation Rental Near Hiking and Skiing!

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (22)
"The 2 houses were able to accommodate 21 people and 2 dogs. There was plenty of room and the houses were clean. House included linens and a few towels in each bedroom. The grounds are beautiful and it was nice to walk around and take in the scenery. We came here to ski at mt snow and was about 13 minutes to the mountain. The weather was real cold in the low single digits and they got hit with a foot of snow a few days earlier. We had 5 vehicles and Parking was a little tight. This was...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

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

8.8 out of 10, Excellent, (47)
"Stayed twice would stay again"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (23)
"Wonderful location and comfortable. Appliances were a bit dated, but that didn’t impact our stay. The unit was not cleaned from the previous occupants upon our check in and took a few hours to do so. This is not the fault of the owner, but did impact our initial experience. Overall wonderful though. Great location and comfortable with a working fireplace. Would stay here again. "
The price is CA $98
CA $387 total
includes taxes & fees
Apr 26 - Apr 27
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

9.8 out of 10, Exceptional, (6)
"Very nice. Could use curtains or blinds in more rooms."
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (22)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (56)
"The barn is beautiful and much more spacious than it looks in the photos. The property the barn is on is also beautiful, a short drive from the town center, and also close to cool sites to visit like the Lincoln House and many amazing hiking trains."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (43)
"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!

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (166)
"Overall a good stay and accurate listing! The kitchen is the best stocked kitchen I've had at a VRBO stay, with various stainless steel pots and pans, oil and vinegar and basic spices, and cooking utensils. The creek, hot tub, and outdoor furnishings were well designed and maintained. The living room and upstairs are a bit dated/worn but the kitchen and main room and bathrooms are clean and well designed/maintained. Overall it felt like a place someone put effort into and it was a nice weekend."
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

9.8 out of 10, Exceptional, (63)
"Rented this lodge based on other positive reviews - and they were spot on! Greeted by snowy landscape and cozy, warm, lodge wonderfully appointed More you looked, more you saw! Comfy beds, good showers, full service kitchen, spotless. Our family of 5 adults , 13 yr old twin granddaughters greed we felt like we were in a welcoming home. Brad, part owner/prop. manager immediately responded to call or text. We are looking forward to Dec 2025 to do it all again. Don’t miss Zoe’s grill in Manchester "
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (47)
"We had a great stay at this property and every year a few families get together to spend a few days skiing and other winter activities. The house was a great layout for our group with plenty of spaces for all to sleep. Kids loved the downstairs while the adults love the game house. The property was well stocked with all needs if you forgot anything to make meal times easy. Host was great and if we had any questions they were answered right away. "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (32)
"We had 9 people in 2 family units staying at house. Then about another 6 that came each night to hang out. Plenty of room. 3 living room areas for everyone to spread out. Best stocked home EVER!!! There was literally everything and anything that we needed…..and then some. Inside sauna so cool. Unfortunately way too cold to go out and enjoy the hot tub. Decorations beyond beautiful. Owner very quick with communication. Highly recommend staying here. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (29)
"The cabin was great, beautiful surroundings. Very nice house."
Jacksonville Cabin w/ Wraparound Deck & Views
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 Shaftsbury you may be interested in

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (220)
"had an amazing stay at this beautifully renovated barn in Vermont! The property is stunning, with several acres of land offering breathtaking mountain views. The barn itself is a perfect blend of rustic charm and modern comfort, with thoughtful details that made the stay extra special. I especially loved the walking trails right on the property—such a peaceful way to start and end the day. If you’re looking for a relaxing getaway surrounded by nature, this is the perfect spot. Highly recommend...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (18)
"This place was absolutely adorable. The owner was kind and had so many suggestions in a book for us during our stay. This was the perfect size for my daughter and I during our trip. The place was clean and exactly what we needed. Thank you for everything!"
The price is CA $152
CA $360 total
includes taxes & fees
May 5 - May 6
Peaceful Stay at Birds of a Feather Farm & Spa

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (445)
"The building has a lot of history but also up to date with amenities."
The price is CA $312
CA $349 total
includes taxes & fees
Apr 28 - Apr 29
The Williams Inn
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

Are there vacation rentals in Shaftsbury?

Yes, we have vacation rentals close to popular sights in Shaftsbury, or you can go with a more secluded option if you're looking for a relaxing stay. Shaftsbury is known for its coffeehouses and mountain views. Make sure you have time to check out the sporting events while you're in the area.

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

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub: This Shaftsbury vacation home rental is located in the city center and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub. Another good choice for your trip to Shaftsbury is Peaceful Stay at Birds of a Feather Farm & Spa .

How many vacation rentals are there in Shaftsbury?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Shaftsbury stay.

What can I see and do in Shaftsbury?

Lake Shaftsbury State Park and Howard Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Shaftsbury Historical Society Museum and Robert Frost Stone House Museum.

What are vacation rentals like in Shaftsbury?

Vacation rentals are private properties you can stay in for a short or long stay in Shaftsbury. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family gatherings.