Vacation rentals in Wolcott

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Top-rated vacation rentals in Wolcott

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Waterbury
4.96 out of 5 average rating, 156 reviews

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.

Top guest favorite
A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.
Cottage in Burlington
4.99 out of 5 average rating, 184 reviews

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

Guest favorite
A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.
Guesthouse in Watertown
4.92 out of 5 average rating, 118 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Guest favorite
A modern kitchen features sleek cabinetry and a spacious island with a stone base. Three bar stools are positioned at the island, next to stylish pendant lights. A stainless steel refrigerator and a microwave are visible, along with various kitchen essentials arranged thoughtfully on the counter.
Guest suite in Wolcott
4.88 out of 5 average rating, 91 reviews

Modern cozy, pet friendly

Kick back and relax in this calm, stylish space. This is a full finished apartment with a private entrance full bathroom full one bedroom full kitchen, second bed-sleeper sofa in the living room. This is a private property we live upstairs. very safe clean neighborhood. Property sits on a 3.5 acres. From parking to the entrance is a short walk thru the grass yard. protect you trip in case of unexpected events that may require cancellation. Travel insurance can be purchased thru Airbnb .

Guest favorite
A cozy living room features a stone fireplace with a mounted television above. Natural light enters through a large window, accented by sheer curtains. A plush rug covers the floor, surrounded by a sectional sofa and a chair, offering a comfortable gathering space.
Home in Waterbury
4.95 out of 5 average rating, 104 reviews

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.

Top guest favorite
The exterior of a bright red carriage house is surrounded by lush gardens filled with various flowers and greenery. Two large windows and a white door are visible, adding charm to the traditional New England design. A well-maintained lawn complements the vibrant landscape.
Guesthouse in Wallingford
5 out of 5 average rating, 164 reviews

The Garden Loft - A Charming New England Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

Top guest favorite
A wooden dock extends over calm lake waters, framed by vibrant hues of pink and purple in the sunset sky. Two adirondack chairs are positioned on the dock, inviting relaxation while enjoying the serene views, with softly glowing lanterns along the water's edge.
Cottage in Plymouth
4.94 out of 5 average rating, 149 reviews

Cozy Oasis, Lakefront with Stunning Sunset Views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

Guest favorite
Home in Wolcott
4.91 out of 5 average rating, 23 reviews

Relaxing Lake House Retreat | Family Friendly

Wake up to peaceful lake views, coffee in hand, and nowhere you need to be. This 3-bedroom lakefront retreat is perfect for relaxing getaways, family trips, or weekends with friends. Enjoy an open-concept living space, entertainer’s kitchen, spacious bedrooms, and a lake-facing porch ideal for morning coffee or sunset dinners. Whether you're spending the day on the water or unwinding indoors, this home is designed for slowing down, reconnecting, and making memories.

Guest favorite
The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.
Home in Bristol
4.92 out of 5 average rating, 234 reviews

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.

Guest favorite
Apartment in New Britain
4.96 out of 5 average rating, 281 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Top guest favorite
The living area features a large leather sectional sofa arranged around a wooden coffee table, with a cozy area rug beneath. Natural light pours in through multiple windows, highlighting the exposed log beams on the ceiling and the warm wooden walls.
Cabin in Harwinton
4.97 out of 5 average rating, 108 reviews

Beautiful Brook-side Log Cabin on 3 Private Acres

Fall asleep to the sound of the rushing brook in this beautifully restored log home. The cabin sits in the middle of three wooded acres overlooking Catlin Brook as it cascades through the gorge below. It seems like wilderness, yet all the amenities of Harwinton are just a few minutes away

Guest favorite
A small, charming cabin with a red exterior and white trim is nestled in a green lawn, surrounded by trees. Two shrubs are positioned in front of the cabin. A collie dog sits calmly on the grass, adding to the serene atmosphere of the setting.
Tiny home in Litchfield
4.93 out of 5 average rating, 121 reviews

My Friend's Place

My Friend's Place; a unique cabin nestled in the Litchfield Hills of Connecticut offers you a quiet retreat away from the hustle and bustle of everyday life. Conveniently located just minutes from dining , entertainment and outdoor adventures.

Popular amenities for Wolcott places to stay