Holiday houses in Squantz Pond State Park

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

4.95 out of 5 average rating, 235 reviews

Guesthouse in Mahopac

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

5 out of 5 average rating, 44 reviews

Barn in Roxbury

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.

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.

4.97 out of 5 average rating, 143 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.

Superhost

Cabin in New Fairfield

4.84 out of 5 average rating, 76 reviews

Candlewood Cabin - with Private Waterfront

Candlewood Cabin is a cozy retreat located right on the water. Enjoy stunning views of Squantz Pond from the private deck, or take a quick walk down to the waterside lot for some fishing, swimming, or boating. Inside, the cabin has a modern kitchen with all the necessary amenities. The living room features a gorgeous view of Squantz Pond. With natural beauty all around, this cabin is ideal for couples or families looking to get away from it all and enjoy a serene lakeside holiday.

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, 390 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, 281 reviews

Apartment 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.

4.99 out of 5 average rating, 313 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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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!

5 out of 5 average rating, 5 reviews

Best Candlewood Direct Lakefront-Jun Jul Aug avail

KateRating, 5 stars6 months ago

What a beautiful and well maintained home! The setting was so peaceful, and we found ourselves staring out the window a lot. We were surrounded by nature but grocery stores, etc., were just ten minutes away. The house was perfect for our small family's Thanksgiving. I would definitely rent again and can imagine the home is lovely in warm weather as well. Lesley was very communicative, proactive, and helpful.

4.67 out of 5 average rating, 24 reviews

Fun at the lake

DavidRating, 5 stars9 months ago

Beautiful place great host. Everybody had a great time.

4.96 out of 5 average rating, 106 reviews

Cabin in Fishkill

Secluded Hilltop Cabin near Beacon & Cold Spring

AvrahamRating, 5 stars1 week ago

The cabin was exactly as listed and MORE! The nature and privacy you have will make you feel as though you've been transported to a different universe. Paul was an excellent host, providing clear instructions and recommendations, as well as proactively checking in to make sure the stay was going well! 10/10 recommend!!

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

Apartment in Holmes

Top Side

AnamariaRating, 5 stars3 months ago

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

4.62 out of 5 average rating, 21 reviews

King Bed, Grill, Pool Table, Air Hockey, Ping Pong

WendyRating, 5 stars6 days ago

Spectacular view of the lake. We enjoyed the use of the kayaks and all the games at the cottage. You have to cross a busy road to go to the dock, but it’s worth the price. The cottage was clean. Beds were comfortable. Such a beautiful area to visit!