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Shaftsbury Holiday Rentals

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Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Shaftsbury

Our top choices for Shaftsbury holiday rentals

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (226)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Peaceful Stay at Birds of a Feather Farm & Spa
Interior

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (20)
"Great little quiet and peaceful spot that was still very close to Bennington and Manchester.Neighborhood was good for walks or gravel rides."
The price is HK$914
HK$2,101 total
includes taxes & fees
3 Sept - 4 Sept
Peaceful Stay at Birds of a Feather Farm & Spa
Schuyler Yacht Basin
Mini-fridge, cookware/dishes/utensils, cleaning supplies, paper towels

Schuyler Yacht Basin

3.0 star property
8.4 out of 10, Very good, (16)
"Great place to stay while visiting the area!"
The price is HK$1,189
HK$1,557 total
includes taxes & fees
2 Sept - 3 Sept
Schuyler Yacht Basin
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Dining

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

9.6 out of 10, Exceptional, (227)
"We had an incredible time staying at the cottage and can't wait to visit again sometime! From hiking, sitting on the porch drinking coffee, cooking while listening to music, and enjoying time on the pond, everything about our stay was perfect. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Contemporary Berkshire Home with Views of Taconic Golf Course
Smart TV, fireplace, DVD player, books

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (5)
Contemporary Berkshire Home with Views of Taconic Golf Course
3-bedroom cottage on Cossayuna Lake
Pool

3-bedroom cottage on Cossayuna Lake

7.6 out of 10, Good, (4)
"We had a good time. I was a little disappointed about the pool"
The price is HK$1,368
HK$1,987 total
includes taxes & fees
1 Sept - 2 Sept
3-bedroom cottage on Cossayuna Lake
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Smart TV, fireplace, DVD player, music library

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

9.4 out of 10, Exceptional, (82)
"Nice place, just what we were looking for to stay the weekend. "
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Interior

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay."
The price is HK$2,567
HK$4,429 total
includes taxes & fees
28 Aug - 29 Aug
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Interior

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (6)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Terrace/patio

Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.

9.6 out of 10, Exceptional, (8)
"The house was clean, nicely decorated, comfortable and all the amenities we needed! "
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
Mountain Sanctuary Dome Rustic Solitude 5BR
Interior

Mountain Sanctuary Dome Rustic Solitude 5BR

9.6 out of 10, Exceptional, (8)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
Mountain Sanctuary Dome Rustic Solitude 5BR
Florida Mountain Log Cabin!
TV

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Place was super clean. Beds were comfortable. Location was great."
The price is HK$1,436
HK$3,104 total
includes taxes & fees
3 Sept - 4 Sept
Florida Mountain Log Cabin!
Lovely ski-in/out condo steps from ski lift with trails and amazing views
TV, fireplace

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

8.4 out of 10, Very good, (25)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is HK$586
HK$2,157 total
includes taxes & fees
1 Sept - 2 Sept
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Reflections of Tranquility- Lakefront Splendor
Private kitchen

Reflections of Tranquility- Lakefront Splendor

10.0 out of 10, Exceptional, (3)
"Excellent all around! Loved the location, everything was clean and comfortable. Will definitely stay again! "
Reflections of Tranquility- Lakefront Splendor
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (94)
"We had another wonderful stay despite the weather, thank you for letting us enjoy your beautiful home"
The price is HK$1,266
HK$2,863 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Seasons On Mount Snow - Ski-in/Ski-out
Indoor pool, a heated pool

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (171)
"Wonderful host / fantastic location "
Seasons On Mount Snow - Ski-in/Ski-out
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

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

8.6 out of 10, Excellent, (56)
"really enjoyed our stay. Place would be much better if there was a microwave."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Property grounds

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.4 out of 10, Exceptional, (41)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Jacksonville Cabin w/ Wraparound Deck & Views
Dining

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (33)
"Was in town for a race with friends. Great base camp for before and after on an amazing property "
Jacksonville Cabin w/ Wraparound Deck & Views
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
Exterior detail

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

10.0 out of 10, Exceptional, (64)
"We had a "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
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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Top Shaftsbury Hotel Reviews

Find out more about Shaftsbury

Find out more about Shaftsbury

Search for holiday rentals in Shaftsbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Shaftsbury using one of the methods below:

  • View our selection of featured holiday rentals in Shaftsbury
  • Use the map to find apartments and other holiday homes in the Shaftsbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Shaftsbury while they last

Look no further and take a look at our great range of rental properties in Shaftsbury!

Frequently asked questions

Are there holiday rentals in Shaftsbury?

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

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

How many holiday rentals are there in Shaftsbury?

With 5 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Shaftsbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shaftsbury. Holiday rentals offer extras such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family getaway.