
Waterfront holiday rentals in Litchfield
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Litchfield
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

In-law apartment in Farmington River Cottage
If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

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

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.

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..

Cottage with a Waterfall View
Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

Tucked-away Charming Forest Cabin w/ Private Brook
Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

1 Bed Pond Cottage w/ pool/hot tub/sauna access
Adorable & cozy cottage sits on the pondside corner of our 25 acre property. Deck is great for BBQ and stargazing at night. Enjoy fire pit on the beach for s’mores. Pool not heated but hot tub can be heated. Sauna in gazebo. Enjoy the canoe and fish in our private pond (carp & bass) Lots of hiking trails nearby and great restaurants. 20 mins. from Harlem-Valley Wingdale train station. Car is highly recommended as taxi service is limited.

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.

Hilda’s Riverside Retreat
Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!
Popular amenities for waterfront rentals in Litchfield
Waterfront apartment rentals

Cozy Private Lake Q Retreat

Modern Cozy Studio

Hudson River Peaceful Getaway, Explore from here

King Bed, Wi-Fi, 2m Ski Resort

Enjoy every season the Berkshires have to offer.

Captain's Quarters at Mickey's Marina

The Pond Mill Retreat w/ 2 Bdrms & Pool

Fair Haven Heights Entire 1 Bedroom Apartment
Waterfront house rentals

Beautiful Lakefront Retreat with Private Dock

The Getaway: Beautiful Waterfront - New Milford CT

Lux Bungalow on the Lake

Designer Beach Retreat on Exclusive Cedar Beach

Catskills River House Hot tub & Views

The Red Country Cottage

Connecticut Chalet: Summer Retreat on 5 Acres

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
Other waterfront holiday rentals

Peaceful Lakefront Oasis in Litchfield County

Enchanted Cottage on the Marsh, walk to beach

Hilltop Retreat- Lakefront with Dock

Lake House Retreat Granby CT

Magical Private Island Retreat in Pine Plains

Berkshire Lakefront Lighthouse Getaway

Riverside Retreat on the Hudson - Modern Cottage

Carriage House on Smith Pond!
Quick stats about waterfront rentals in Litchfield

Total holiday rentals
Explore 10 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at €104 per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Litchfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Fitness-friendly rentals Litchfield
- Rentals with beach access Litchfield
- Rentals with outdoor seating Litchfield
- Rentals with a patio Litchfield
- Cabin rentals Litchfield
- Rentals with pools Litchfield
- Rentals with a fireplace Litchfield
- Rentals with a washing machine and dryer Litchfield
- Beachfront rentals Litchfield
- Rentals with lake access Litchfield
- Pet-friendly rentals Litchfield
- Rentals with a firepit Litchfield
- House rentals Litchfield
- Family-friendly rentals Litchfield
- Waterfront rentals Connecticut
- Waterfront rentals United States
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Hammonasset Beach State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Ski Sundown
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Hudson Chatham Winery
- Compo Beach
- Mount Southington Ski Area
- University of Connecticut
- Naumkeag





