Vacation rentals in Shaftsbury

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Shaftsbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Bennington

4.94 out of 5 average rating, 154 reviews

NEW Escape the City- Vermont Studio

Our newly renovated studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Green Mountain National Forest. It's on the second floor of our home through a private entrance with a personal deck and outdoor seating. Take an afternoon to stroll to the Mile Around Woods, or hike to the white rocks! Walk the Ninja trail from the college to see the historic covered bridges, or drive 20-30 miles N to enjoy Vermont's best skiing, and shopping at designer outlets!

Feb 10 – 17

€ 99 per night
Guest favorite

Cabin in Shaftsbury

4.99 out of 5 average rating, 199 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Feb 9 – 16

€ 374 per night
Guest favorite

Cabin in Shaftsbury

5.0 out of 5 average rating, 108 reviews

Renovated Log Cabin Lodge-EV & Pets-Hike-Hot Tub

Reunite with nature at the newly renovated log cabin Lodge at Taconic Ridge. Hundreds of acres of Taconic mountain wilderness and hiking are accessible from the backyard of this home located as the last house on a quiet dead-end road. Fresh, clean, spacious, and open concept, the lodge has all of the amenities that we enjoy most when traveling, and pet friendly too. Head out to explore all that the southern Vermont tri-state area has to offer, or bring groceries and never have to go out!

Dec 9 – 16

€ 536 per night

Popular amenities for Shaftsbury vacation rentals

Stay near Shaftsbury's top sights

Robert Frost Stone House Museum at Bennington College32 locals recommend
Lake Paran Recreation8 locals recommend
Clear Brook Farm15 locals recommend

Other great vacation rentals in Shaftsbury

Guest favorite

Apartment in Arlington

4.87 out of 5 average rating, 124 reviews

Brian Peace of Heaven

Mar 21 – 28

€ 147 per night
Superhost

Cottage in North Bennington

4.9 out of 5 average rating, 288 reviews

Romantic Private Vermont Cottage - Waterfront

May 16 – 23

€ 183 per night
Superhost

Apartment in Cambridge

4.91 out of 5 average rating, 368 reviews

Wake up to spectacular views!

Jul 16 – 21

€ 121 per night
Guest favorite

Guesthouse in Cambridge

4.95 out of 5 average rating, 165 reviews

Quiet and Cozy Country Cottage

Nov 23 – 30

€ 110 per night
Guest favorite

Home in Shaftsbury

4.92 out of 5 average rating, 96 reviews

Cheerful 1 bedroom cottage

Mar 14 – 21

€ 93 per night
Guest favorite

Apartment in Shaftsbury

5.0 out of 5 average rating, 38 reviews

Herzfeld Studios

Sep 9 – 16

€ 171 per night
Guest favorite

Farm stay in Bennington

4.96 out of 5 average rating, 77 reviews

The Farm cottage

Jul 9 – 16

€ 165 per night
Guest favorite

Apartment in Bennington

4.78 out of 5 average rating, 32 reviews

North Bennington, VT conveniently located unit.

Feb 1 – 8

€ 121 per night
Guest favorite

Farm stay in Hoosick

4.89 out of 5 average rating, 75 reviews

Airbnb @ Sweet & Savory Farmette

Apr 10 – 17

€ 84 per night
Guest favorite

Guesthouse in Shushan

4.97 out of 5 average rating, 67 reviews

Redgate Lodging

Sep 12 – 19

€ 98 per night
Guest favorite

Cottage in Eagle Bridge

5.0 out of 5 average rating, 14 reviews

The Crik House: modern digs, American farm country

Dec 8 – 15

€ 161 per night
Superhost

Cabin in Bennington

4.81 out of 5 average rating, 99 reviews

Vermont Cabin - Secluded Woods on South Stream

Sep 12 – 19

€ 124 per night

Quick stats about vacation rentals in Shaftsbury

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

3.6K reviews

Nightly prices starting at

€ 46 before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Shaftsbury?

    Experience the best of Shaftsbury with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Shaftsbury have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Shaftsbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Shaftsbury?

    Shaftsbury has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Shaftsbury have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Shaftsbury. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Shaftsbury have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Shaftsbury. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Shaftsbury?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Shaftsbury?

    Yes! Work meets play with ease at over 20 vacation rentals in Shaftsbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Shaftsbury?

    Four-legged friends are welcome in Shaftsbury. Choose from more than 10 vacation rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Bennington County
  5. Shaftsbury