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

Cozy Lakefront Cottage w/Swim Spa & Firepit
Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

Majestic Farmhouse Private & Peaceful Guest Apt.
Welcome to the most beautiful area of CT! We are a beautiful historic farmhouse set on a private hill tucked away in the foothills of the Berkshires, surrounded by gorgeous farmland and hundreds of acres of land trust and game refuge trails, streams, and waterfalls within a five-minute walk from your door. Enjoy a private apartment in this lovely farmhouse. Here, you'll find cool summer breezes, cozy, warm, sun-filled days, and star-filled skies with the sounds of the brook outside your window.

State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector

The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.

Connecticut Chalet: Experience Fall in New England
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.

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 n and surrounded by nature! Private Great WIFI! Close to quaint ski resorts n dispensaries

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.

Lakefront Cozy Oasis 2BR w/ 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!

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.

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit
Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine!

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
Popular amenities for waterfront rentals in Litchfield
Waterfront apartment rentals

WELCOME TO THE COUNTRY - FOX DEN LAKEFRONT STUDIO

Spacious Lakeside Hideaway

Cozy Private Lake Q Retreat

Zen River Studio

1st Floor The Inn at Highland Lake

King Bed, Wi-Fi, 2m Ski Resort

Captain's Quarters at Mickey's Marina

Fair Haven Heights Entire 1 Bedroom Apartment
Waterfront house rentals

The Getaway: Beautiful Waterfront - New Milford CT

Beautiful Lakefront Retreat with Private Dock

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

Lakeview Estate - Chef's Kitchen - NYC Getaway

Candlewood Lake House (Lakefront)

Idyllic family retreat - spacious lake home,

Bantam Lake Waterfront Retreat with Private Beach

Q River House - 2 bdrm, minutes from Yale/Downtown
Other waterfront holiday rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Lakefront Escape | Hot Tub + Cozy Fall Retreat

Gunn Brook Mountain House

Be in Nature at this Gorgeous Riverfront Cabin

The Nest. Large studio in the Woods.

Carriage House on Smith Pond!

Direct Waterfront with Private Beach - Entire Home

Litchfield Hills Lakefront Getaway! Amazing Views
Quick stats about waterfront rentals in Litchfield

Total holiday rentals
Explore 20 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at ₹9,704 per night before taxes and fees

Verified guest reviews
Over 650 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
20 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!
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- Waterfront rentals Connecticut
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- Yale University
- Fairfield Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Hudson Highlands State Park
- Seaside Beach
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Clinton Beach
- Bayview Beach
- Grove Beach
- Bushnell Park
- Sherwood Island State Park
- Fort Trumbull Beach