Beachfront vacation rentals in Litchfield

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Top-rated beachfront rentals in Litchfield

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming home is set in a lush green landscape, showcasing a well-maintained front yard with a pathway leading to the entrance. The facade features large windows framed by dark trim and is complemented by colorful flower arrangements on the porch. Mature trees provide a natural canopy.
Home in New Haven
5 out of 5 average rating, 33 reviews

Historic Home on the Harbor!

Private Home Facing New Haven Harbor! This Eastlake Victorian is uniquely positioned in the tranquil Oyster Point Historic District! Perks of the Property: - Water views of Long Island Sound / New Haven Harbor! - Back deck, patio, and mature gardens. - Clawfoot Tub in main bathroom! - A few doors down from Shell and Bones Restaurant, Little Lotus Sushi, and the Pequonnock Yacht Club. - Easy commute to Union Station, Yale New Haven Hospital, Yale University, and I-95 / I-91 Highways.

Top guest favorite
A rustic cabin is visible in a snowy landscape, surrounded by tall trees and a wooden fence. The cabin is partially obscured by falling snowflakes, creating a serene and tranquil winter scene. Soft snow covers the ground and branches, enhancing the winter atmosphere.
Cabin in Colebrook
4.95 out of 5 average rating, 113 reviews

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!

Guest favorite
A welcoming deck features a suspended rocking chair overlooking a tranquil lake surrounded by trees. The serene water reflects the forest, and distant hills can be seen under a soft sky, creating a peaceful outdoor space for relaxation.
Home in Burlington
4.81 out of 5 average rating, 36 reviews

Cozy Lake Garda Home-Baby/Kid/Pet Friendly

Relax with your family/friends at this peaceful modern lakehouse in the forest. Enjoy beautiful Connnecticut's four seasons on our deck that oversees the lake with your loved ones over conversation and BBQ as you sip your favorite beverages. Or enjoy the beautiful sunset as you lounge solo. Our house is in the family and pet friendly Lake Garda neighborhood. The beach and playground are less than 5 min walking. Come to unwind and enjoy this modern house that we hope you respect as your own.

Top guest favorite
An aerial view captures the fully remodeled home situated directly on the waterfront, surrounded by lush trees. A large private deck is visible, along with an expanse of green lawn leading to the serene lake, mirroring the trees and sky above.
Home in Harwinton
4.96 out of 5 average rating, 78 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
Home in Copake
4.94 out of 5 average rating, 34 reviews

Modern ski house close to Catamount Mountain

This brand new impeccably renovated Hudson Valley 3-bed offers everything for an amazing winter getaway Outdoors: Deck+grill, adirondack chairs + view of lake + winter wonderland; kayaks, stand-up paddle boards + tubes Indoors: Fireplace; 3 bedrooms with queen-sized beds; pull-out couch in second living room; kids room 10 minutes to Catamount; 15 to Millerton + Hillsdale; 25 to Hudson + Great Barrington; 40 minutes to Tanglewood + Lenox; 45 to Rhinebeck Ski, hike, restaurants, golf, lake

Guest favorite
A lakeside patio is depicted, featuring several metal chairs arranged around a firepit. Two swinging chairs hang from a pergola, while a dock with a boat and kayak is visible on the water. A vibrant American flag flutters in the background.
Guest suite in Newtown
4.92 out of 5 average rating, 106 reviews

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

Guest favorite
Sunlight glimmers on the calm water surface at sunset, framed by tall trees. A hammock is visible on the ground, while a private dock with two Adirondack chairs provides a serene spot to relax. Colors of autumn foliage add warmth to the scene.
Home in Copake
4.88 out of 5 average rating, 155 reviews

Dreamy Hudson Valley Lakehouse with Hot Tub

Hello, hygge! Our renovated lakehouse on idyllic 100-acre non-motorboat Robinson Pond was designed as our dream getaway. Soak in the water views from every room, walk onto the deck or patio (and hot tub!) from sliding doors that let the outside in, kayak or paddle board from our private dock, project movies on the big screen, make pizzas in the outdoor oven, play foosball or air hockey, sit around the wood burning stoves or fire pits, walk to sandy beaches and marvel at all the wildlife.

Top guest favorite
A serene lakeside view is captured at sunset, with vibrant pink and purple hues reflecting over the calm water. Silhouetted trees frame the scene, and distant hills provide a tranquil backdrop to the picturesque landscape.
Home in Pine Plains
4.99 out of 5 average rating, 136 reviews

Twin Island Lake House • Hot Tub

Hudson Valley’s best kept secret. Built in 2018, perched on 4 acres. 3 bedrooms 2 full baths include master suite with private bathroom. Open concept kitchen/living room. A perfect getaway to relax and recharge in our year round 6 person hot tub. Amazing views and sunsets over the lake and mountains. Great area for hiking, fishing, kayaking, canoeing and bird watching. 16 miles to the center of Rhinebeck. Explore the local farms, restaurants, distilleries and wineries.

Superhost
A small outdoor seating area is visible, featuring two chairs positioned around a circular table. A bottle of beer and two wine glasses sit on the table. Soft outdoor lighting hangs from nearby trees, casting a warm glow over the serene riverbank and surrounding greenery.
Cabin in Southbury
4.75 out of 5 average rating, 226 reviews

River Stone Hollow

River Stone Hollow, hosted by Kara IS pet friendly!! It is total serenity situated directly on the Pomperaug River in Southbury. Right in the backyard you are able to read a book in a hammock, grill out and eat outdoors, make a campfire or enjoy some fishing and swimming. Inside it is a cozy cabin with comfortable beds, entertainment via TV/WiFi/DVD. There is a fully stocked kitchen, breakfast nook and the bathroom has a full size shower/tub and washer and dryer.

Guest favorite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 423 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, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Guest favorite
A tranquil view of a pond is presented from a shaded deck. A wooden table and two chairs, featuring blue and green cushions, overlook the calm water surrounded by lush trees. The sky is partly cloudy, reflecting softly on the surface of the pond.
Cottage in Kent
4.88 out of 5 average rating, 99 reviews

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 & hot tub opens mid May for the season. Sauna is open all year round. 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.

Top guest favorite
The interior space features a high vaulted ceiling with skylights, allowing ample natural light. A stone fireplace serves as a focal point, complemented by a comfortable seating area. A wooden dining table and a kitchen island with a butcher block top are also present.
Cottage in Pawling
4.99 out of 5 average rating, 161 reviews

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.

Popular amenities for Litchfield beachfront rentals

Quick stats about beachfront rentals in Litchfield

  • Nightly prices starting at

    Litchfield vacation rentals start at G$33,472 GYD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Litchfield rentals

  • 5 Average rating

    Litchfield stays are highly rated by guests—averaging 5 out of 5!

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