Waterfront vacation rentals in Litchfield County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Litchfield County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Harwinton

4.97 out of 5 average rating, 62 reviews

Direct Waterfront with Private Beach - Entire Home

Rare opportunity to enjoy DIRECT WATERFRONT living, great for your next vacation, relaxing weekend, or to work remotely. Fully furnished and completely remodeled home includes all amenities, complete kitchen and accessories, washer/dryer, central air, large deck, fast WiFi, Smart TVs. Featuring beach, swimming, kayaking, canoeing, paddle boarding, biking, skating and fishing. Enjoy spectacular views of the lake from the open concept home We are a SUPERHOST - Nearly 90% booked, so book early

Guest favorite

Guesthouse in Litchfield

5.0 out of 5 average rating, 16 reviews

Bantam Woods Retreat - 2 bedrooms with queen beds

Brand new stand alone guest house. Nestled in the six acre woods, river frontage. Near downtown Bantam. Near Taft, Kent, Gunn, Rumsey Hall, Forman schools, great restaurants (Arethusa, Materia), shopping, galleries, antique shops. Hike at White Memorial, Hidden Valley Preserve, Mt. Tom. From Lynda: "Laurie’s stand-alone guest house was impeccable. Felt like we were the first ones to stay. Top quality appointments, serene setting. Just what the Dr ordered. We will return for sure. Super host".

Guest favorite

Home in Morris

4.87 out of 5 average rating, 142 reviews

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

Guest favorite

Home in Southington

4.96 out of 5 average rating, 73 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Guest favorite

Guest suite in Winchester

4.94 out of 5 average rating, 63 reviews

Private Suite 2 Bedroom Deck Lake Views

Welcome to “The Mermaid” at Highland Lake!!! Modern 2-bedroom private bath suite in the foothills of the Berkshires! Located Views of Highland Lake from your private sundeck. Moon and star gazing by night. ART : studio of International Folk Artist Cheryl Bartley is located on lower level and is available for creatives. If you would like to use it for small fee or would like a tour please let me know. POLICY: we follow all Airbnb policies & State of CT COVID cleaning guidelines.

Guest favorite

Cabin in New Milford

4.95 out of 5 average rating, 152 reviews

The Cottage on Babbling Brook

Cozy, rustic cottage. Beautifully overlooking Wimsink Brook, with 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.

Guest favorite

Cabin in Sherman

4.97 out of 5 average rating, 314 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 favorite

Guesthouse in Sharon

5.0 out of 5 average rating, 66 reviews

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.

Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 231 reviews

Secluded modern forest cabin with 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

Guest favorite

Home in Bethlehem

4.94 out of 5 average rating, 34 reviews

The Bethlem Lake House, Lake Side Relaxation!

Private lake house on peaceful Long Meadow Pond. As you look out onto the lake and listen to the songbirds in the morning, the hustle and bustle of city life feels like a far-off memory. Discover picturesque Litchfield county, take a nearby hike at White Memorial, or enjoy a refreshing dip from your own private dock. Unwind with a delicious al fresco dinner and enjoy a nightcap on the deck while watching the sunset over the lake.

Guest favorite

Cottage in New Fairfield

4.93 out of 5 average rating, 260 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Charming waterfront 4 Bedroom / 2 BA house on Candlewood lake with private dock and toys. Lake living at its best out your back door. Great yard and updated house for hosting family & friends. Turn Key vacation ~75 minutes / 60 miles from NYC. Screened in Porch, Backyard Patio w/ firepit, Grill and more. Well stocked house with full kitchen, TONS of movies & entertainment, and more.

Guest favorite

Cabin in Colebrook

4.94 out of 5 average rating, 197 reviews

Adorable, storybook log cabin

Note to prospective guests: BEFORE REQUESTING TO BOOK, fill out your profile and explain the reason for your visit in your initial request. If you have plans to entertain in our cabin you must discuss it with us in advance of your booking. Fantastic, authentic log cabin on 7 acres of wooded land with a private pond and a sandy beach. Charm throughout with beds for nine to ten people.