Holiday rentals in New Fairfield

Direct Lake Access - Priv Dock, Kayaks, EV Charger

Welcome to "Anchors Away", nestled directly on a main artery of Candlewood Lake, CT. 90 min from NYC. Feet from lake edge. Kayaks & EV charger. W/car arrival, stand on your perch, observe the views & cascade down the STAIRS to the private grounds. Drop your bags, grab a towel & cartwheel into the lake. W/ boat arrival, drop your anchor at our private dock. Enjoy 3 BDR 3 full BTH home, with lake access year-round. Walkable community. Sleeps up to 8 maximum. No gatherings. No daytime visitors.

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.

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.

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!

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 inflatable two person kayaks are available for use from May 1 to November 1..

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

Soulful Hideaway w/ Lake Access & Nature Calm

Unwind in style in our freshly renovated lakeside sanctuary. Revel in airy rooms, a cozy fireplace, and an open kitchen ideal for gathering. Grill up delights in the private backyard oasis. Indulge in community perks like the boat ramp, tennis courts, and exclusive beach access. Bring your furry friend along for the ultimate getaway! With hiking trails nearby, immerse yourself in nature's serenity. Escape the ordinary and book your slice of paradise now!

The Little Lake Cabin— hot tub, fire pit, & kayaks

Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars.

Sunset Cabin Modern Home Kayak FirePit Lake Access

Nestled in the charming town of New Fairfield, Connecticut, the Ball Pond Sunset Retreat offers a perfect getaway to unwind, reconnect, and soak in nature's beauty. Perched on the mountainside, this serene retreat boasts breathtaking sunsets every evening. With just a minute walk to the lake, enjoy the time on the water kayaking, fishing and much more.