Weekendgetaways - Vacation Rentals in Dorset Playhouse

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From $429

         

10.0 (181 Reviews)

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Vermont
• Rupert

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From $180

         

10.0 (2 Reviews)

Apartment

Private Apartment Steps from Dorset Village Green

• Air Conditioner
• Parking
• Balcony/Terrace

• Bennington
• Dorset

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From $438

         

10.0

House

251 m² House ∙ 6 bedrooms ∙ 10 guests

• 2699 ft² House
• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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From $352

         

10.0 (28 Reviews)

Cottage

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $175

         

|

9.8 (44 Reviews)

Bed & Breakfast

The Dorset Inn

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $319

         

9.0

House

167 m² House ∙ 4 bedrooms ∙ 8 guests

• 1799 ft² House
• Parking
• Pet Friendly
• TV

• Bennington
• Dorset

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From $369

         

10.0 (7 Reviews)

House

Charming Dorset Cottage Retreat.

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $488

         

|

9.5 (2 Reviews)

House

Dorset Ridge

• Security/Safety
• Sports/Activities
• Fireplace/Heating

• Bennington
• Dorset

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From $266

         

|

9.0

House

137 m² House ∙ 3 bedrooms ∙ 6 guests

• 1470 ft² House
• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $775

         

10.0 (2 Reviews)

House

Luxury 5-BR Mountain Estate 10-min to Manchester

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $264

         

|

9.5 (2 Reviews)

House

Timberbrook

• Pet Friendly
• Security/Safety
• Sports/Activities

• Bennington
• Dorset

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From $522

         

10.0 (1 Review)

House

Cozy 2-BR Cottage on a Private Estate in Dorset

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $181

         

|

9.1 (57 Reviews)

Bed & Breakfast

Barrows House

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $413

         

9.6 (5 Reviews)

House

Picturesque creekside home with gorgeous deck & sunroom, near 4 ski mountains

• Parking
• Pet Friendly
• TV

• Bennington
• Dorset

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From $240

         

|

7.0 (1 Review)

Apartment

The Red Silo

• Security/Safety
• Sports/Activities
• Skiing

• Bennington
• Dorset

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From $341

         

9.6 (5 Reviews)

House

Cozy dog-friendly home, fenced yard, gas fireplace, BBQ, wifi, partial a/c, w/d

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $406

         

|

New

House

Charming Dorset Farmhouse

• Pet Friendly
• Security/Safety
• Sports/Activities

• Bennington
• Dorset

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From $814

         

9.6 (4 Reviews)

House

Mountain view home with large yard, lovely deck, pool table & fireplace

• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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From $1,308

         

New

House

Private 7-BR Retreat on 12 Acres w/Mountain Views

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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New

From $606

         

New

House

Owl Brook: Creekside Mid-Century Escape

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $290

         

New

Apartment

Converted silo apartment, peaceful grounds, two ponds, kitchenette, internet

• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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From $237

         

New

House

AFFORDABLE, CHARMING, DORSET GETAWAY. PET FRIENDLY. CLOSE TO THE HORSE SHOW.

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $750

         

10.0 (201 Reviews)

House

Charming Vermont Home on 7 Acres w/Hot Tub, Fireplace and Pond!

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From $478

         

10.0 (53 Reviews)

House

The Nest at Birch Quarry

• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Dorset Playhouse.