Holiday rentals in New Fairfield

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

A scenic view of the lake is framed by a stone patio with seating, offering a tranquil spot to enjoy the surroundings. The family room features wooden beams and large windows that invite natural light, while the exterior showcases a charming lake home with a welcoming entrance and natural landscaping.

5.0 out of 5 average rating, 59 reviews

Candlewood Isle Cabin ~ Dog Friendly ~ Lake ~ Dock

Lake, beach, basketball, tennis, docks, pickle-ball, fishing & 2 playgrounds all within a 5 minute walk. Located on Candlewood Isle, welcome to our centrally-located dog-friendly 2,185 sq ft lake home. 3 bedrooms sleeping 6, central a/c and updated. Watch the sunset over the lake & bbq on the grill. Kitchen is well stocked with a spacious table for entertaining. Enjoy 2 separate work spaces, kids loft area with foosball table & lake access. A dock and/ or golf cart can be arranged for a fee.

4.81 out of 5 average rating, 27 reviews

3 BR Lake House in Gated Candlewood Lake Community

3BR Lake House in Private Gated Candlewood Lake Community Recently renovated fully equipped kitchen with all modern amenities, newly renovated bathroom, Sliding door to deck w/ brand new grill, short distance to Beaches, Basketball, Tennis Court, Bocce Court, and Playground, Cable TV, SmartTVs, Internet Access, WIFI Bedroom 1: Queen bed Bedroom 2: two twin beds Bedroom 3: full size bed 3 Season Porch: day bed w/ trundle bed Dishwasher Washer & dryer Linens and towels are provided.

Superhost

4.88 out of 5 average rating, 8 reviews

The cabin by the Lake! Come enjoy Candlewood Lake

Escape to this cozy lake retreat with private access to the water. Swim, kayak, or fish just steps from the house, then relax on the spacious patio with stunning views. Inside, enjoy an open living space, fully equipped kitchen, a comfy master bedroom and fun sleeping lofts for restful nights. Perfect for families, couples, or friends seeking peace, adventure, and unforgettable lake memories Once you book with us, we can offer you a discount code from a local marina for boat rentals!!

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.

The two-story home features a contemporary design with large windows and a spacious deck. Outdoor seating arrangements are positioned underneath the deck, providing a shaded area. Lush green grass surrounds the property, enhancing the sense of outdoor living.

4.99 out of 5 average rating, 72 reviews

Lake Front Family Oasis

Beautiful new construction home in Candlewood Knolls. Extremely family friendly community that includes for guests to use: beach, playground, lap lanes, baseball field, bocce, basketball, tennis & pickleball courts. We provide two kayaks and one paddleboard with the home. The home is lake front and the lake is fully accessible from our dock. PLEASE ASK BEFORE BRINGING YOUR OWN BOAT. We also have a golf cart for additional rent. The home is 20 minutes from Thunder Ridge Ski Mountain.

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

5.0 out of 5 average rating, 56 reviews

An outdoor patio area features comfortable seating with wicker chairs and a glass-top table, shaded by an awning. Lush greenery and the serene water of Candlewood Lake are visible in the background, completing the tranquil setting.

Home in Danbury

Candlewood Lake - Lakefront Family Getaway 3775sqf

Welcome to our waterfront home with private dock access and amazing views of Candlewood Lake! The home features a spacious open floor plan, 2 patios, bountiful outdoor seating, firepit, hot tub, pool table and breath-taking sunsets. Located 90 minutes from NYC at the end of a cul-de-sac w/ a 2 car garage and onsite parking for 7 cars. Great for privacy, reunions, wedding parties or guests to stay. Kayaks included with stay. Boat available for rent upon request.

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.

4.97 out of 5 average rating, 90 reviews

The exterior of the two-story home is showcased, featuring multiple decks with ample seating and a fire pit area. Lush greenery surrounds the property, while vehicles are parked in the driveway. The space is designed for social gatherings, with guests enjoying the outdoor environment.

Home in Brookfield

Sleeps 16! Hot Tub/Lake/Dock/SUP/Firepit

**We only book to 25 and older. The Skytopia Lakeside Oasis is brand new and sleeps 16 people! Short walk across the street for direct lake access and a dock to enjoy endless lake fun. You will have full access to the dock. This home has high rise sunset SKY VIEWS with HOT TUB! You’ll love the sunset views, floating on your flamingo raft, fishing and paddle boarding from the dock. There’s even a spot to bring your own boat + jet ski. IG stay_at_the_lake

Popular amenities for New Fairfield holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in New Fairfield

A serene lakefront scene captures a vibrant sunset reflected on calm waters. Silhouetted trees frame the view, while a private dock with warm lighting adds a touch of warmth. The horizon features layers of orange and blue, creating a peaceful evening atmosphere.

5.0 out of 5 average rating, 23 reviews

Dialed Inn: "Position A". a perfect family getaway

4.95 out of 5 average rating, 38 reviews

A spacious living area is presented with large windows dressed in sheer white curtains. A stylish blue cabinet and a wooden side table complement a circular dining table with black chairs. A light rug with a modern pattern covers the floor, enhancing the inviting atmosphere.

Flat in New Fairfield

Lakescape Suite

5.0 out of 5 average rating, 28 reviews

Flat in Danbury

Lakeview Suite Pet friendly Hot Tub 4 Park Spots

Superhost

Home in Sherman

Hillside Oasis

4.74 out of 5 average rating, 27 reviews

5.0 out of 5 average rating, 21 reviews

A comfortable living area features a striped sofa adorned with patterned cushions, positioned beside a wooden coffee table. A vase of fresh flowers sits atop the table. Light filters through a large window with divided panes, illuminating the space and connecting to the kitchen area visible in the background.

Home in Sherman

Designers Historic Connecticut Home

4.98 out of 5 average rating, 81 reviews

A warm glow emanates from the cottage, visible through the softly lit windows. The surrounding forest is enveloped in twilight, with tall trees framing the scene. The path leading to the cottage suggests a serene pathway through the woods.

Cottage in New Milford

Waterfront, Wooded Cottage on Candlewood Lake

4.91 out of 5 average rating, 81 reviews

Home in Danbury

Waterfront Home on Candlewood Lake!