Holiday rentals in Candlewood Isle

4.92 out of 5 average rating, 36 reviews

Cottage in Brookfield

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

4.98 out of 5 average rating, 148 reviews

Home in Brookfield

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

5 out of 5 average rating, 39 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.

4.97 out of 5 average rating, 75 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.

4.96 out of 5 average rating, 140 reviews

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

4.95 out of 5 average rating, 203 reviews

Cottage in New Milford

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.

4.97 out of 5 average rating, 233 reviews

Cabin in Pine Plains

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

4.97 out of 5 average rating, 389 reviews

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

4.92 out of 5 average rating, 280 reviews

Flat in Brookfield

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.

4.88 out of 5 average rating, 147 reviews

Home in Danbury

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.

4.99 out of 5 average rating, 311 reviews

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

4.98 out of 5 average rating, 124 reviews

Cottage in Pawling

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.

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Other great holiday rentals in Candlewood Isle

5 out of 5 average rating, 8 reviews

Cabin in New Milford

Lakefront cabin with private dock on stunning cove

AlekseyRating, 5 stars9 months ago

We stayed here for 7 days with 2 small kids (2 and 4 years old) and wow was it amazing. The home is spacious and has everything we needed inside and outside the house. I could not have asked for anything else from the home and the dock was just so awesome to have, even caught 10+ fish right off the side. We rented a boat for a day from a marina and were able to come in and out of the backyard/house with no problems. I wish we could stay here for a whole month, but have to go back to real life!

4.79 out of 5 average rating, 24 reviews

Candlewood Knolls Cabin

MelanieRating, 5 stars1 month ago

We enjoyed our stay, the complementary offer was wonderful. The place was very clean. Comfortable beds. The community had a lot to offer.

Home in Danbury

4.86 out of 5 average rating, 126 reviews

Private apartment

SunRating, 5 stars5 days ago

My stay was very comfortable and peaceful! The location was very quiet and accessible to plenty of restaurants via delivery, as well as only a ~10 min drive to downtown if desired. I was given a tour of the space when moving in since I bumped into one of the hosts, which made the move in smooth and easy to understand.

Home in Pawling

5 out of 5 average rating, 4 reviews

Quaker Hill Cottage

LindsayRating, 5 stars1 month ago

Quaker Hill Cottage was the perfect getaway from the city. From the moment we arrived, we felt completely at peace. The welcome basket was such a sweet and thoughtful touch. The bed was unbelievably comfortable. It was the first time in forever that I got a great night’s sleep. We cooked dinner and enjoyed drinks by the fire. Every little detail was wonderful. The shower was luxurious. In the morning we had breakfast outside on the terrace. Can’t wait to come back!

5 out of 5 average rating, 14 reviews

Flat in Holmes

Top Side

AnamariaRating, 5 stars2 months ago

Regan is the hostess with the mostess ! I would definitely visit again 😊

4.73 out of 5 average rating, 52 reviews

Lake-house Boat Dock, Kayaks, King Bed, Grill etc!

MarcRating, 5 stars2 weeks ago

Couldn’t have asked for more!! Space was clean and comfortable, check in was a breeze and the property was just what we wanted. Thank you for a nice relaxing get away.

Cottage in New Fairfield

5 out of 5 average rating, 8 reviews

Lakefront Cabin w/Dock & Beach on Candlewood Lake

BorisRating, 5 stars22 months ago

We enjoyed the stay on the lake. Having two canoes and two paddleboards was great for all kids to enjoy at the same time. The floating mat was a lot of fun. The house is located on a quiet off-shoot of the lake where no loud boats or jetskis can go at high speed so that instead attracted local ducks and fish, which was fun to observe. the slope of the property is a bit steep but the stairs did their job of keeping everyone orderly and safe. The house had a nice warming gift for us, which was well appreciated. The availability of beach chairs and lots of towels was a nice touch. Make sure to explore a local sandy beach nearby, we regret not checking it out from the start of our stay. The Candlewood Lake itself is huge and very peaceful with lots of water activities and other things to do nearby. Highly recommend to others!