Top Winter Vacations - Vacation Rentals in Dorset Playhouse

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From US $429

         

10.0 (184 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 US $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 US $352

         

10.0 (35 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 US $175

         

|

9.5 (44 Reviews)

Bed & Breakfast

The Dorset Inn

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $330

         

10.0 (7 Reviews)

House

Charming Dorset Cottage Retreat.

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $488

         

|

9.5 (2 Reviews)

House

Dorset Ridge

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

• Bennington
• Dorset

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From US $881

         

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 US $582

         

10.0 (2 Reviews)

House

Cozy 2-BR Cottage on a Private Estate in Dorset

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $386

         

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 US $372

         

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 US $828

         

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 US $1,436

         

New

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $285

         

New

Apartment

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

• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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From US $745

         

10.0 (87 Reviews)

House

Luxury Post and Beam Barn Set On 10 Acres

• Air Conditioner
• Parking
• Pet Friendly

• Vermont
• Stratton and Bromley Ski Areas

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From US $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 US $771

         

10.0 (204 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 US $538

         

10.0 (53 Reviews)

House

The Nest at Birch Quarry

• Parking
• TV
• Balcony/Terrace

• Bennington
• Dorset

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From US $521

         

10.0 (34 Reviews)

House

Renovated 2 BR/1BA guest house on private 18-acre property

• Air Conditioner
• Parking
• Pool

• Bennington
• Dorset

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From US $355

         

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10.0 (10 Reviews)

House

Cozy cottage in the Dorset Hollow. Mountain views, patio & stream. Pet friendly!

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $264

         

10.0 (5 Reviews)

House

3 bedroom home with stunning view of Dorset Marsh, close to Horse Show

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $1,063

         

10.0 (3 Reviews)

House

The Lower Hollow House, dip into river in backyard

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $280

         

10.0 (3 Reviews)

House

Newly renovated mountain view close to skiing and horse show

• Parking
• Pet Friendly
• TV

• Bennington
• Dorset

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From US $315

         

10.0 (2 Reviews)

Condo

Private 2-bedroom condo with mountain views in charming Dorset, Vermont.

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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From US $1,501

         

9.4 (3 Reviews)

House

Super Private Estate w/Guest Cottage Near Center

• Air Conditioner
• Parking
• Pet Friendly

• Bennington
• Dorset

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