Top Winter Vacations - Vacation Rentals in Woodbury Ski Area

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From US $359

         

10.0 (51 Reviews)

House

Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

• Air Conditioner
• Parking
• Pet Friendly

• Danbury
• Woodbury

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From US $671

         

10.0 (1 Review)

House

Upmarket Country Retreat, Washington, Connecticut

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Washington

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From US $1,629

         

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New

House

Blackwoods Old Country Home 5 Bedroom Home by RedAwning

• Parking
• Pet Friendly
• Pool

• Danbury
• Woodbury

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From US $228

         

10.0 (35 Reviews)

Cabin

Cozy & Serene Cabin with Fireplace, Ski Nearby!

• Air Conditioner
• Parking
• TV

• Torrington
• Bethlehem Village

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From US $370

         

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10.0 (1 Review)

House

Nature's Nest - Woodland Retreat - Fireplace - Quiet and Cozy

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Bethlehem Village

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From US $732

         

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9.2 (55 Reviews)

Hotel

Mayflower Inn & Spa, Auberge Collection

• Air Conditioner
• Parking
• Pool

• Torrington
• Washington

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From US $360

         

10.0 (14 Reviews)

House

Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Bethlehem

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From US $148

         

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9.8 (4 Reviews)

House

Family-Friendly Woodbury Home with Yard and Deck!

• Parking
• Pet Friendly
• Accessibility

• Danbury
• Woodbury

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From US $119

         

8.8 (190 Reviews)

Hotel

The Milestone Inn

• Air Conditioner
• Parking
• TV

• Danbury
• Woodbury

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From US $431

         

10.0 (9 Reviews)

Cottage

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

• Air Conditioner
• Parking
• TV

• Connecticut
• Washington Depot

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From US $232

         

10.0 (7 Reviews)

Apartment

Walk to Memorial Park: Pet-Friendly Bethlehem Home

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Bethlehem

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From US $939

         

10.0 (2 Reviews)

House

Secluded Architectural gem in the heart of Roxbury - Modern, Chic & Dreamy Pool

• Air Conditioner
• Parking
• Pet Friendly

• Danbury
• Roxbury

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From US $291

         

10.0 (2 Reviews)

Cabin

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

• Air Conditioner
• Parking
• TV

• Danbury
• Woodbury

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From US $1,822

         

10.0 (1 Review)

House

Upmarket Country Retreat, Washington, Connecticut

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Washington

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From US $1,183

         

9.6 (50 Reviews)

House

Litchfield County Four Season Country Paradise

• Air Conditioner
• Parking
• Pet Friendly

• Danbury
• Roxbury

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From US $245

         

9.6 (22 Reviews)

House

Family-Friendly Woodbury Home with Yard + Deck!

• Air Conditioner
• Parking
• Pet Friendly

• Danbury
• Woodbury

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From US $288

         

9.4 (13 Reviews)

Cottage

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

• Air Conditioner
• Parking
• TV

• Torrington
• Bethlehem Village

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From US $987

         

9.4 (3 Reviews)

House

BEST TOWN! PoshPadsCT "TUNNEL" 4-BR HEATED SPA-POOL, Bike, Hiking, NYC 1.5 Hrs

• Air Conditioner
• Parking
• Pet Friendly

• Danbury
• Roxbury

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From US $187

         

8.6 (4 Reviews)

Cottage

Cozy cottage with AC and lake access in charming Connecticut suburb.

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Watertown

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From US $773

         

7.6 (4 Reviews)

House

Spacious Woodbury Home w/Pool + Hot Tub!

• Air Conditioner
• Parking
• Pool

• Danbury
• Woodbury

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From US $786

         

New

House

Charming 3-bedroom house with WiFi, AC and salt water pool

• Air Conditioner
• Parking
• Pool

• Danbury
• Woodbury

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New

From US $311

         

New

Cabin

Roxbury Cabin Retreat

• Air Conditioner
• Pet Friendly
• Security/Safety

• Danbury
• Roxbury

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From US $251

         

New

House

Outdoor Space w/Stunning Views: New Milford Home!

• Air Conditioner
• Parking
• TV

• Danbury
• New Milford

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From US $238

         

9.4 (74 Reviews)

Cottage

Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use

• Air Conditioner
• Parking
• Pet Friendly

• Torrington
• Bethlehem Village

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