Photo by Hannie

Shaftsbury Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jul - 11 Jul
Tomorrow
11 Jul - 12 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Shaftsbury

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)
"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "
The price is HK$848
HK$2,040 total
includes taxes & fees
13 Jul - 14 Jul
Peaceful Stay at Birds of a Feather Farm & Spa
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi
Dining

Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

The price is HK$1,319
HK$1,741 total
includes taxes & fees
14 Jul - 15 Jul
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi
2.5mi from the lake! Fire pit, arcade, yard games!
Fridge, microwave, oven, stovetop

2.5mi from the lake! Fire pit, arcade, yard games!

10.0 out of 10, Exceptional, (12)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is HK$2,324
HK$4,959 total
includes taxes & fees
6 Aug - 7 Aug
2.5mi from the lake! Fire pit, arcade, yard games!
Luxury ADA Unit - 101
Games room

Luxury ADA Unit - 101

The price is HK$2,316
HK$5,166 total
includes taxes & fees
11 Jul - 12 Jul
Luxury ADA Unit - 101
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
3 bedrooms, iron/ironing board, WiFi, bed sheets

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is HK$4,133
HK$6,757 total
includes taxes & fees
13 Jul - 14 Jul
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Outdoor spa tub

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

10.0 out of 10, Exceptional, (49)
"Great ski house in a great location!"
The price is HK$2,276
HK$5,846 total
includes taxes & fees
13 Jul - 14 Jul
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
The dreamiest place in Southern Vermont!
Interior

The dreamiest place in Southern Vermont!

10.0 out of 10, Exceptional, (5)
"We enjoyed the quiet and convenience of this location to Mt. Snow. It was clean and well stocked. Host was kind and responsive."
The price is HK$2,437
HK$6,054 total
includes taxes & fees
13 Jul - 14 Jul
The dreamiest place in Southern Vermont!
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
2 bedrooms, WiFi, bed sheets

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
The price is HK$2,214
HK$4,231 total
includes taxes & fees
15 Jul - 16 Jul
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Interior

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

The price is HK$7,449
HK$11,141 total
includes taxes & fees
16 Jul - 17 Jul
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Fridge, microwave, oven, stovetop

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is HK$1,724
HK$4,112 total
includes taxes & fees
23 Jul - 24 Jul
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.
Fridge, microwave, oven, stovetop

This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
The price is HK$3,030
HK$6,207 total
includes taxes & fees
13 Jul - 14 Jul
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.
Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203
Interior

Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203

10.0 out of 10, Exceptional, (1)
"We stayed here for one night to ski at Mount Snow and it was amazing! Very comfortable, cozy, well kept, clean with well stocked kitchen. It was perfect for our purpose and would definitely come back!! "
The price is HK$2,159
HK$2,794 total
includes taxes & fees
13 Jul - 14 Jul
Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203
Main Lodge - King - 2nd floor - Room 201
Interior

Main Lodge - King - 2nd floor - Room 201

8.0 out of 10, Very good, (1)
"Nice property near Mt snow"
The price is HK$1,962
HK$2,537 total
includes taxes & fees
13 Jul - 14 Jul
Main Lodge - King - 2nd floor - Room 201
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
Interior

Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202

10.0 out of 10, Exceptional, (1)
"Amazing place to stay!!! Looking forward to next time. "
The price is HK$2,159
HK$2,794 total
includes taxes & fees
13 Jul - 14 Jul
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
Main Lodge - Suite 204
Interior

Main Lodge - Suite 204

10.0 out of 10, Exceptional, (1)
"Nice property thanks!"
The price is HK$2,300
HK$2,972 total
includes taxes & fees
14 Jul - 15 Jul
Main Lodge - Suite 204
Mid-mod Vermont Dream Chalet near Lake & Skiing in Wilmington w/ AC & Clubhouse
Exterior

Mid-mod Vermont Dream Chalet near Lake & Skiing in Wilmington w/ AC & Clubhouse

The price is HK$2,802
HK$5,606 total
includes taxes & fees
15 Jul - 16 Jul
Mid-mod Vermont Dream Chalet near Lake & Skiing in Wilmington w/ AC & Clubhouse
Charming 1-bedroom condo in delightful Dover
Fridge, microwave, oven, stovetop

Charming 1-bedroom condo in delightful Dover

10.0 out of 10, Exceptional, (1)
"Amenities are fine. All needs extremely fully available. Kitchen well stocked. Bed was comfortable. "
The price is HK$840
HK$1,597 total
includes taxes & fees
13 Jul - 14 Jul
Charming 1-bedroom condo in delightful Dover
8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF
Fridge, microwave, oven, stovetop

8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF

2.0 star property
The price is HK$10,205
HK$15,709 total
includes taxes & fees
11 Jul - 12 Jul
8mins Mount Snow - NEW Cabin 3600SF - Game Room - 20%OFF
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Fridge, microwave, oven, stovetop

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

10.0 out of 10, Exceptional, (5)
"Great house for skiing, within 5 minutes of Mt Snow and the shuttle seems very convenient. The house was great for 8 of us with plenty of room. "
The price is HK$3,497
HK$6,764 total
includes taxes & fees
14 Jul - 15 Jul
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Smart TV, fireplace, ping pong

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (4)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
The price is HK$911
HK$3,451 total
includes taxes & fees
13 Jul - 14 Jul
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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?

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond: This holiday home rental outside of Shaftsbury is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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.