
House holiday rentals in Woodbury
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Top-rated house rentals in Woodbury
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Charming Home in Litchfield County on a MAIN ROAD!
Conveniently located on a MAIN ROAD in the heart of Torrington, this cozy homestead makes for the perfect New England getaway - seasonal activities to endure such as: hiking, swimming, kayaking, apple/pumpkin picking, skiing/snowboarding, and breweries & wineries. Close to Torrington’s historic downtown district featuring the Warner Theater & Kidsplay Museum. Conveniently located between a convenience store and some of Torrington’s finest coffee right next door from the Batchy Brew coffee truck.

Guest House on Country Estate
In-town 2BR that sleeps 6 with fenced wooded yard, campfire, and room for a small pet. Kitchen with granite counters, essentials stocked. Spacious bedroom with queen and full bed, 2 TVs, full closets. Full bath, linens, AC, fireplace, Murphy bed, enterprise WiFi. Covered porch seats 6, gas BBQ. Laundry in basement. Weekly or summer monthly. Walk to town, 2 mins to Taft, near Rumsey, Gun, Westover. Quiet street with off-street parking. Great for visiting families, work stays, or summer getaways.

Your Perfectly Wonderful Woodbury Sanctuary!
Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this sanitized, rambling, relaxing, light-filled 2 story 4 bedroom 2.5 bath on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from 5 popular, fabulous restaurants. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom newly 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 (month of July). Wi-Fi/cable, central AC/hot air, washer/dryer, and grill are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey table) are provided. This house is truly relaxing and will feel like home.

Connecticut Chalet: Experience Fall in New England
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Charming 3BR Hill House *Remodeled* w/Arcade
The Lindan Hill House is a perfect AirBnb balance of luxury and value! Stay and play as you enjoy our 5 Star remodeled charming home in Terryville. This quaint and comfy home has everything you need to enjoy your stay including 3 BR with a King/Queen/2 Twin beds with premium bedding. The cozy remodeled basement is perfect for popcorn and movies, dinner and drinks at the bar, and has a game/arcade room with foosball, checkers/chess, and tons of board games! See below for a video tour.

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.

Lakeview Estate - Chef's Kitchen - NYC Getaway
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

Cozy Family Home - Kid & Pet Friendly
3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. 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.

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.
Popular amenities for house rentals in Woodbury
House rentals with a pool

3.5 Acres of Relaxation, Pool, & Cozy Charm

Private Hudson Valley Country Retreat

Country Retreat | Fire Pit | BBQ

Midcentury Modern ZenHouse Sculptor Studio

Spacious 4 bedroom, oasis with ocean views galore

The Oasis in Naugatuck, CT

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
Weekly house rentals

Cozy New England Escape! Hot tub & Skatepark

Cozy Family and Pet friendly 3 br Home

Cozy cute Relaxing home

Serenity by Lakefront Cottage!

Cozy cottage

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

Spacious Country Comfort

Wake Up on the Water, Ski by Noon
Private house rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Adorable Beach House on LI Sound

Long Meadow Manor- Heated Pool, near Apple Picking

Slice of Paradise in the Country

A nestled retreat on 15 acres

Litchfield country escape

Mid-Mod 2BR Cottage in CT Woods

Gentle Gatherer’s Nature Hideaway w/Lake access
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Yale University
- Fairfield Beach
- Rye Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- Rye Playland Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Bash Bish Falls State Park
- Woodmont Beach
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Seaside Beach
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Clinton Beach