Holiday rentals in Candlewood Isle

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Top-rated holiday rentals in Candlewood Isle

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Guest favourite

Home in Brookfield

4.98 out of 5 average rating, 122 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

Guest favourite

Home in New Fairfield

5.0 out of 5 average rating, 20 reviews

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock

Lake, beach, basketball, tennis, marina, 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 8, 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.

Superhost

Holiday home in Brookfield

4.87 out of 5 average rating, 23 reviews

Longview Lakehouse - 5 min walk to private beach

Welcome to Longview Lakehouse! We are located in a private lake community on Candlewood Lake in Brookfield, CT. Access to the lake, private beach, playground, basketball and volleyball courts! This cozy, newly updated home boasts 2 bedrooms, 1.5 bathrooms, a fully equipped kitchen with spacious living room & pellet stove, a dining area, and a finished walkout basement. We are also pet friendly! Wedding, Girls Getaway & Couples Retreat add-ons available :) Check us out on IG - @LongviewLakehouse

Superhost

Farm stay in Brewster

4.82 out of 5 average rating, 34 reviews

Crooked Cottage at Lobster Hill Farm

You won’t forget the peaceful surroundings of this unique destination. Less than 60 mins outside of NYC and just off of Rt 684. Fall and Winter activities include: -Hiking With Goats - where you walk a leashed young goat through a guided hike on our 75 acre farm. -Feeding and Milking - join the farmers as they feed hay, refill waters, and milk their herd of dairy goats. Spring activities include: -Hiking with Goats -Feeding and Milking -Baby Goat Snuggling Sessions -Baby Goat Bottle Feeding

Guest favourite

Home in New Fairfield

5.0 out of 5 average rating, 16 reviews

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 awesome lake access year-round. Gather & relax. Walkable community. Sleeps up to 8 maximum. No parties

Guest favourite

Guest suite in Bethlehem

4.99 out of 5 average rating, 205 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

Guest favourite

Guest house in Brewster

4.94 out of 5 average rating, 100 reviews

Sherwood Barn - close to ski mountain

Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Guest favourite

Home in New Fairfield

4.96 out of 5 average rating, 56 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.

Guest favourite

Flat in Brookfield

4.94 out of 5 average rating, 186 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest favourite

Cabin in Sherman

4.97 out of 5 average rating, 312 reviews

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, SUP, two inflatable two person kayaks, and two wooden boats are available for use.

Guest favourite

Cabin in New Fairfield

4.98 out of 5 average rating, 258 reviews

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. Find us on IG @thelittlecabins

Guest favourite

Guest house in Mahopac

4.96 out of 5 average rating, 113 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park