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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, (218)
"Wife, pup and I had a beautiful and relaxing 3 nite stay on this rustic, unique property. This clean, well thought out home came equipped with all the amenities and if we did need anything, our kind and accommodating host Lars was a phone call or text away. There are a few recommended eateries and breweries nearby, but we were content utilizing the kitchen and enjoying our quiet sanctuary, which included a small network of trails right in the backyard which kept our pup busy. The wooden swing...
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, (16)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is CA $157
CA $372 total
includes taxes & fees
Apr 1 - Apr 2
Peaceful Stay at Birds of a Feather Farm & Spa

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 $469
CA $584 total
includes taxes & fees
May 1 - May 2
Long Trail House at Stratton Mountain Resort

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (8)
"We had such a great time staying here with endless games and activities! We would gladly stay here again and recommend to anyone!"
GAMERS HAVEN, River Wine Inn!

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

9.6 out of 10, Exceptional, (211)
"Very cute cabin with fireplace and jacuzzi. Host provided firewood - which was a nice touch. Cabin is on dead end private road so, as mentioned, very peaceful. Lots of snow so no deck access, but imagine it would be great in summer too."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

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

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

Long Trail House Studio at Stratton Mountain Resort

10.0 out of 10, Exceptional, (61)
"Location is unreal "
Long Trail House Studio at Stratton Mountain Resort

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (15)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is CA $290
CA $922 total
includes taxes & fees
Apr 1 - Apr 2
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!

Plenty of Room For Everyone! - 5 Minutes to Stratton

9.8 out of 10, Exceptional, (14)
"We had skiers and non skiers going and this house was the perfect mix of a place close enough to the mountain while also having amazing amenities like a hot tub and a fire place. The host was very communicative and helpful with questions. This is a great place for friends or families to spend a weekend that they’ll remember for a long time."
The price is CA $308
CA $1,236 total
includes taxes & fees
Apr 2 - Apr 3
Plenty of Room For Everyone! - 5 Minutes to Stratton

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

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

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.

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

9.4 out of 10, Exceptional, (6)
"We were absolutely thrilled to experience a fresh powder drop during our stay, which was a delightful surprise in an otherwise dry season. The house surpassed all our expectations, providing the perfect haven for our large group. It was impeccably clean, incredibly warm, and featured an abundance of comfortable beds, all while being conveniently close to the mountain. A standout feature for us was the Tesla charger in the garage, which met our specific needs perfectly. We are already eagerly...
The price is CA $501
CA $1,276 total
includes taxes & fees
Apr 1 - Apr 2
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

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

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (28)
"Perfect cabin with beautiful views."
Jacksonville Cabin w/ Wraparound Deck & Views

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

10.0 out of 10, Exceptional, (55)
"Great secluded place. Very clean couldn't ask for more. Great central location. Close to restaurants "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

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 $102
CA $402 total
includes taxes & fees
Apr 7 - Apr 8
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
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

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (16)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is CA $157
CA $372 total
includes taxes & fees
Apr 1 - Apr 2
Peaceful Stay at Birds of a Feather Farm & Spa

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (218)
"Wife, pup and I had a beautiful and relaxing 3 nite stay on this rustic, unique property. This clean, well thought out home came equipped with all the amenities and if we did need anything, our kind and accommodating host Lars was a phone call or text away. There are a few recommended eateries and breweries nearby, but we were content utilizing the kitchen and enjoying our quiet sanctuary, which included a small network of trails right in the backyard which kept our pup busy. The wooden swing...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (429)
"Wonderful!"
The price is CA $319
CA $357 total
includes taxes & fees
Apr 1 - Apr 2
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?

Peaceful Stay at Birds of a Feather Farm & Spa : This highly rated vacation home rental in Shaftsbury offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

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.