
Family-friendly holiday rentals in Candlewood Lake
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Candlewood Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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!

Awesome Lake Home with tons of fun!
Enjoy your time at this meticulous 4 bedroom 2.5 bath 2003 Colonial in park like setting with a 2 minute stroll to Candlewood lake and docks. A yard filled with fire pit, playground, trampoline, tree house, and 19 ft swim spa. Master bedroom-King Size bed, Guest Bedroom-Full size bed, Kids bedroom 1-Full size bed with twin bunk, Kids bedroom 2-Queen Size bed. If you are interested in bringing more guest during the summer months please check out our add on apartment. airbnb.com/h/addonapartment

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Fully Renovated Rural Barn
Newly renovated 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 in a dedicated driveway.

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

Candlewood Lakefront Retreat
This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.
Popular amenities for Candlewood Lake family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

Retro Forest Glamping | Hot Tub | Near NYC Train

The Getaway-HOST & Co.

Relaxing secluded stay with loving social animals.

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

(°) The Wandering Peacock (°)

Cozy Mountainside Suite - Minutes from Beacon

Cozy Cottage |Quintessential CT | Pet Friendly
Family- and pet-friendly home rentals

Gorgeous Suite w/ Private Entrance

Lux Bungalow on the Lake

Cozy Scenic New England rural retreat hike & kayak

The Waterfall House

Huge eclectic space w/ private pool. 1.5hr to city

Magical Private Island Retreat in Pine Plains

Top Side
Flamig Farm Staycation
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Lovely country house; stunning view

Entire Home (private pool), Event Friendly

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Hilltop House - HOST & Co.

4Br Mountain Brook House on 130 acres w/ trails

Modern Upstate Cabin, near Rhinebeck NY

King 1BR Apt with Cozy Den and Luxury Amenities
Destinations to explore
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- House rentals Candlewood Lake
- Fitness-friendly rentals Candlewood Lake
- Rentals with a washing machine and dryer Candlewood Lake
- Rentals with a kayak Candlewood Lake
- Rentals with a patio Candlewood Lake
- Rentals with outdoor seating Candlewood Lake
- Pet-friendly rentals Candlewood Lake
- Lakehouse rentals Candlewood Lake
- Rentals with lake access Candlewood Lake
- Rentals with a fireplace Candlewood Lake
- Rentals with a hot tub Candlewood Lake
- Rentals with a firepit Candlewood Lake
- Waterfront rentals Candlewood Lake
- Rentals with beach access Candlewood Lake
- Cottage rentals Candlewood Lake
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Yale University
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Taconic State Park
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Mount Peter Ski Area
- Storm King Art Center
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Storm King Art Center
- Ski Sundown





