
House holiday rentals in Candlewood Isle
Find and book unique houses on Airbnb
Top-rated house rentals in Candlewood Isle
Guests agree: These houses are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.
4.98 out of 5 average rating, 132 reviews
Stay at Old Dorset Farm & create lifelong memories
This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm
4.98 out of 5 average rating, 179 reviews
Heated Pool, Ultra Modern Home 5B, hot tub, sauna
Secluded, luxurious 5Br/3.5Bth home an hour from NYC, nested on a 9-acre property with the Appalachian trail running through. Modern-rustic design, floor-to-ceiling windows, custom kitchen, state-of-the-art appliances, balconies. Dip in the heated pool (seasonal) or the hot tub, sauna, dine alfresco from the BBQ and watch the stars. Guests can enjoy morning coffee on the private deck or evening cocoa in front of the wood-burning fireplace or the fire pit, outside, overlooking a private pond.
4.98 out of 5 average rating, 177 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.
4.95 out of 5 average rating, 105 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. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you! Note: Prices include 15.5% Airbnb service fee.
4.93 out of 5 average rating, 132 reviews
Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.
4.99 out of 5 average rating, 148 reviews
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
4.94 out of 5 average rating, 142 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit, or unwind in the pool side sauna. Perfect for families, small groups, or couples seeking a peaceful nature retreat.
5.0 out of 5 average rating, 191 reviews
Sleeps 18 LAKE VIEWS! Perfect for large group!
*We only book to 25 or older PERFECT SPOT TO BRING YOUR BOAT! This home sleeps up to 18 people + is perfect for large groups, wedding parties or team retreats. You’ll love the sunset views, large living room and kitchen for entertaining and hanging out, pool table, dart board and large yard for games. There’s even a spot to bring your own boat or jet ski and room to park your trailer! IG stay_at_the_lake
4.93 out of 5 average rating, 142 reviews
Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.
4.96 out of 5 average rating, 233 reviews
Slice of Paradise in the Country
Our "Slice of Paradise in the Country" is the perfect place to relax, unwind, and get away from it all. Whether you're visiting family or friends in the area, looking forward to some hiking/skiing/dining out/shopping, or seeking a beautiful setting to concentrate on finishing up some work, our home has absolutely everything you'll need for a comfortable and memorable stay.
5.0 out of 5 average rating, 110 reviews
Architectural wonder in the woods
Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4! Feel free to send us a message for any requests, we love hearing from people.
4.9 out of 5 average rating, 311 reviewsPopular amenities for Candlewood Isle house rentals
House rentals with a pool

4Br Mountain Brook House on 130 acres w/ trails
4.88 out of 5 average rating, 222 reviews
Stunning Views, Bucolic Bliss in 1790s Farmhouse
4.93 out of 5 average rating, 213 reviews
Cozy, Modern Retreat in the Woods of Cold Spring
4.95 out of 5 average rating, 179 reviews
Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
4.92 out of 5 average rating, 181 reviews
Cozy getaway 1 hr from NYC!
4.91 out of 5 average rating, 186 reviews
Family Fun! Pool, Gameroom, Yard | 5 min to Train
4.98 out of 5 average rating, 101 reviews
Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
4.88 out of 5 average rating, 130 reviews
Midcentury Modern ZenHouse Sculptor Studio
4.96 out of 5 average rating, 270 reviewsWeekly house rentals

Lux Bungalow on the Lake
4.93 out of 5 average rating, 231 reviews
Candlewood Lakefront Retreat
4.88 out of 5 average rating, 175 reviews
Luxury Lake House Sauna 1h From NYC
4.99 out of 5 average rating, 190 reviews
Hillside Grove
4.96 out of 5 average rating, 105 reviews
Waterfront Lake House
4.94 out of 5 average rating, 144 reviews
3 BR Lake House in Gated Candlewood Lake Community
4.81 out of 5 average rating, 27 reviews
Direct Lake Access - Priv Dock, Kayaks, EV Charger
5.0 out of 5 average rating, 42 reviews
Candlewood Isle Cabin ~ Dog Friendly ~ Lake ~ Dock
5.0 out of 5 average rating, 59 reviewsPrivate house rentals

Designers Historic Connecticut Home
5.0 out of 5 average rating, 21 reviews
Shatemuc, a magical getaway on the Hudson River
4.97 out of 5 average rating, 69 reviews
OWL's PERCH Candlewood Lakefront Rustic Cottage!
4.95 out of 5 average rating, 62 reviews
The Art House: 5-Acre Getaway w/ AC & Firepit
5.0 out of 5 average rating, 50 reviews
Lago di Waramaugo! Lake Front Living
5.0 out of 5 average rating, 37 reviews
Hillside Oasis
4.76 out of 5 average rating, 29 reviews
Waterfront Home on Candlewood Lake!
4.91 out of 5 average rating, 81 reviews
Blue Skies Cottage & Dock on Candlewood Lake
4.88 out of 5 average rating, 34 reviewsDestinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Salem Holiday rentals
- Atlantic City Holiday rentals
- Yale University
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Bronx Zoo
- Catamount Mountain Ski Resort
- Storm King Art Center
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Sunken Meadow State Park
- Mohonk Preserve
- Kent Falls State Park
- Bash Bish Falls State Park
- Harriman State Park
- Hammonasset Beach State Park
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Storm King Art Center





