Holiday rentals in Squantz Pond

5.0 out of 5 average rating, 110 reviews

A newly renovated barn features a dark exterior with large windows on both levels. A gravel patio area is surrounded by low shrubs, providing a space with a table and chairs for outdoor dining. Lush green trees frame the serene setting.

Barn in Roxbury

Luxury Rural Barn

Renovated luxury barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking is in the dedicated driveway.

5.0 out of 5 average rating, 41 reviews

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Welcome to "Worth Every Step to Lake's Edge!" Direct lakefront on Candlewood Lake with 180°+ views, private docks, deep-water swimming (15 ft at ladder), sunrise views, cooler afternoons, fire pit (bring firewood), EV charger, kayaks, and year-round lake access. Sleeps 6 comfortably (8 max). Gated community, 90 minutes from NYC. Guests must be comfortable with stairs—the reward is being just 20 feet from the water. Perfect for boating, fishing, and unforgettable lake memories. Pets with approval

4.95 out of 5 average rating, 82 reviews

The exterior of a modern two-story farmhouse is presented, featuring large windows and multiple balconies. A spacious deck with seating and a canoe is visible, alongside a well-maintained lawn. Surrounding trees and neighboring structures frame the property, complementing the serene lakefront setting.

Home in Danbury

Lake Front Luxury

Welcome to this newly renovated modern farmhouse offering stunning views of Candlewood Lake. A great place to spend a weekend, week or even longer with the whole family or a romantic getaway. Enjoy this lakefront retreat with direct access to launch your canoe, kayak, or boat. Located on a peaceful dead end to enjoy the sounds of nature and relax all summer and winter long. Only 12 minutes from Candlewood Inn. Great place for wedding parties or guest to stay. Fire place is not in working order.

5.0 out of 5 average rating, 112 reviews

A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.

Cabin in New Milford

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Superhost

Home in Sherman

Hillside Oasis

Travel down the long private drive to our hillside oasis in the peaceful, rural town of Sherman. Sitting in a clearing in the dense forest of western Connecticut, the house offers unparalleled privacy and serenity, the perfect setting for your escape from the world. The house features all the modern necessities and offers ample room to spread out with the family and enjoy the pool, fireplace or the airy great room. Explore the nearby attractions or walk our trails into a nature preserve.

4.74 out of 5 average rating, 27 reviews

An outdoor seating area is featured with two ornate egg chairs and a spacious sofa. The furniture is complemented by colorful cushions, and a geometric patterned rug is placed underneath. A stone fireplace is visible in the background, surrounded by trees.

4.95 out of 5 average rating, 103 reviews

Hilltop Retreat- Lakefront with Dock

Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

4.94 out of 5 average rating, 252 reviews

A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.

Cottage in New Milford

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

A serene view of Squantz Pond is framed by lush greenery, with vibrant trees and neatly trimmed grass in the foreground. The tranquil water reflects the sky, creating a peaceful atmosphere, while a private dock is visible along the water's edge.

4.93 out of 5 average rating, 132 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

5.0 out of 5 average rating, 20 reviews

Beautiful Candlewood Lakefront

Kick back and relax in this calm, stylish space. Newly renovated Candlwood Lake home with direct lake access, dock, hot tub and more. This home was designed to entertain and relax. The 4 bedroom sleeps 10 comfortably. Everything you need for a fun friends getaway or a relaxing family weekend just 1.5 hours from NYC. Beautifully appointed kitchen. Entire living space overlooks the lake with a beautiful view of a nature preserve across the lakes for complete privacy.

4.94 out of 5 average rating, 142 reviews

Home in Danbury

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

4.96 out of 5 average rating, 458 reviews

A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.