
House holiday rentals in Woodbury
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Top-rated house rentals in Woodbury
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Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

Come and enjoy the BURY's of CT!
Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.

Carriage House on Smith Pond!
Stunning 1 bedroom carriage house on private 10 acre oasis! This circa 1850 carriage house is part of a larger farm compound. It has been lovingly restored into a one of a kind 1 bedroom getaway! Enjoy serene views of Smith Pond from the kitchen and living room, with rolling fields and beautiful scenery. Updated kitchen with stainless steel appliances, and butcher block counters. Hardwood floors in living room & bedroom. Exposed wood beams and rough-cut wood mantle. Washer / dryer in-unit.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm, a one bedroom, one bath cottage located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two. **Access to the 2nd floor bedroom is a steep and open staircase** (see interior photo listed under Laundry)

Storybook Cape...HOST & Co.
Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.

Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Home in historic Litchfield village
An enjoyable, easy 10 minute walk to the town center for shops & restaurants. A Craftsman Style home, it is casual & comfortable. Though private, we have neighbors that border our property. Guests best suited to our home would be small families or 2 or 3 couples looking for a very quiet small town getaway or a place to call home for a special event in the area. Please note 2 night minimum required and property to be used only by registered guests.

Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Quiet Lake Retreat | Fenced Yard | Beach Access
Escape to a peaceful lake community in Bethlehem, Connecticut, where quiet mornings, beach access, a fully fenced, private backyard, and cozy evenings await. Perfect for couples, families, and pet owners, this charming cottage comfortably sleeps up to 4 guests and offers a relaxing home base for exploring Connecticut's beautiful countryside, fall foliage, local farms, and charming New England towns.
Popular amenities for Woodbury house rentals
House rentals with a pool

3.5 Acres of Relaxation, Pool, & Cozy Charm

The Getaway-HOST & Co.

4Br Mountain Brook House on 130 acres w/ trails

Midcentury Modern ZenHouse Sculptor Studio

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Peaceful Light-Filled Guesthouse salt pool/sauna

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Weekly house rentals

Cozy Nature Retreat at Chateau Madeux

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Lakefront Getaway • Hot Tub, Decks, Fires & More

Cozy cute Relaxing home

The Art House: 5-Acre Getaway w/ AC & Firepit

Lake View Cottage

Cottage Litchfield Hills, Morris & Washington, CT

Cozy Cottage
Private house rentals

Adorable Beach House on LI Sound

Hillside Grove

Cozy cottage

The Farmhouse Stay

Beautiful Escape! Hudson Valley House

The Mountain Laurel Overlook

Relaxing Lake House Retreat | Family Friendly

Cozy Waterfront Lake House
Destinations to explore
- New York City Holiday rentals
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- Philadelphia Holiday rentals
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- Newark Holiday rentals
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- Portland Holiday rentals
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- Yale University
- Six Flags New England
- Bear Mountain State Park
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Storm King Art Center
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Ski Sundown
- Storm King Art Center
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Wesleyan University





