Vacation rentals in Barrington

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Top-rated vacation rentals in Barrington

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Top guest favorite

A modern single-room cabin is nestled among trees, featuring large windows that offer natural light and views of the surrounding woods. A covered porch with seating invites relaxation, while a wooden railing adds to the cabin's rustic charm.

Cabin in Dundee

Timber View At Timber Trails

Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

5.0 out of 5 average rating, 175 reviews

Top guest favorite

A scenic view of Keuka Lake is captured from the deck, showcasing a spacious grassy area leading to the private lakefront dock. Boats are visible on the water, while the hillside is lined with trees under a clear blue sky.

Home in Hammondsport

*New* Keuka View/No Steps to lake*Sleeps 8/ kayaks

Delightful 4 bedroom, 3.5 bath lake house located on the Keuka Wine Trail. This comfortable home *SLEEPS 8 people and is just the right size for that perfect week or weekend on the lake. Enjoy gorgeous lake views from the many windows inside the home and outside on the newly built deck. This year round get-a-away sits on 75 feet of walk in level lake front. “Due Time” is the perfect home close to top-notch wineries, restaurants and all that this region has to offer. Strict *No Pets Policy.

4.96 out of 5 average rating, 137 reviews

Top guest favorite

A view of a lakefront property illustrating a well-maintained yard with green grass and a dock extending into clear water. An American flag gently flutters near the house, while several outdoor chairs and loungers are arranged for relaxation. Lush trees form a backdrop against a clear sky.

Home in Dundee

Private Waterfront Home Wine Trail Hot Tub Dock

Welcome to Vineyard Views, your beautiful lakefront getaway! This year-round home on the FLX WINE TRAIL has 75' of LAKEFRONT and nice amenities. 3BR+sleeping loft/2BA+outdoor shower. The 4-SEASON covered PATIO/outdoor kitchen & dining enhances your experience any time of year! Enjoy the 4-person HOT TUB w/ TV. 60’ dock w/ electric BOAT LIFT, bar, seating area and fire pit. Steps to lake and ladder on dock. FAMILY VACATIONS, FRIENDS GATHERINGS and COUPLES GETAWAYS. Up to 2 dogs/$25 each/night.

4.98 out of 5 average rating, 160 reviews

Top guest favorite

A tranquil lakeside view during fall showcases vibrant foliage, with trees in shades of orange, red, and yellow. Crisp leaves blanket the ground, while the calm water reflects the colorful landscape. A wooden dock is visible in the background, inviting relaxation by the lake.

Home in Keuka Park

Mutual Fun Keuka Memories

If you are going to just hang out, do it at this beautiful setting on Keuka Lake. Child-Friendly. Wonderful swimming area! Scenic drives around the vineyards. Spacious, comfortable home along a very quiet road. Cozy All-Season getaway! Enjoy your own private beach and dock. Swim/float/kayak in pristine waters. Walk along the lake. Stargaze. Campfires on the shore. Wintertime retreat. Brand new leather sofa, chair and ottoman. Nice, warm fireplace. Snuggle inside and let it snow!

4.94 out of 5 average rating, 302 reviews

Guest favorite

An outdoor dining table is set with colorful plates and glasses, positioned on a spacious deck overlooking Keuka Lake. The table accommodates six chairs, and a grill is visible in the background among the bare trees lining the waterfront.

Chalet in Dundee

The Kingfisher: Amazing views & sunsets over Keuka

The Kingfisher Chalet is a cozy vacation home with incredible views of Keuka Lake. Located on 6 private, wooded acres on Keuka's east side halfway between Hammondsport and Penn Yan. Close to several top-notch wineries, restaurants, and all that the Finger Lakes region has to offer. You will love the spacious porch for a morning coffee, grilling and eating dinner, and sipping a glass of wine while watching the amazing sunsets. Guests of all backgrounds are welcome to enjoy our space.

4.84 out of 5 average rating, 96 reviews

Top guest favorite

A serene lakeside view is depicted with four Adirondack chairs in varying colors positioned on a pebbled shore. A wooden dock extends into the water, surrounded by calm waves and lush green hills in the background, under a partly cloudy sky.

Chalet in Dundee

Private Keuka Lake-front Chalet | Stunning Views

This four-season get-a-away sits directly on the Keuka Lake Wine Trail and is ready for your weekend vineyard adventure. The 171' feet of private lakefront is the quintessential summer escape or fall foliage photo vista. The home features three bedrooms, two full bathrooms, and can easily sleep ten comfortably. The downstairs game room is designed with the kids in mind. The great room has a beautiful natural stone fireplace, perfect for relaxing after a great day on the Lake.

4.87 out of 5 average rating, 180 reviews

Guest favorite

A modern structure with a combination of stone and wood siding is situated near Keuka Lake. The landscaped area features various plants and a paved path leading to an outdoor seating area, while the tranquil lake can be seen in the background, enhancing the serene environment.

Home in Keuka Park

Lakeside Lodge

Luxurious Keuka Lake retreat—newly renovated 4BR/3BA home (sleeps 10+) with stunning lake views from almost every window. Features two first-floor bedrooms and bathrooms. Enjoy a private dock with kayaks and space to dock your own boat (nearby marina offers rentals). Granite countertops, high-speed Wi-Fi, and 24/7 security. Near top Finger Lakes wineries, breweries, distilleries, hiking trails, and parks. Perfect for bridal parties, family gatherings, or remote work escapes.

4.91 out of 5 average rating, 47 reviews

Top guest favorite

Home in Hammondsport

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

4.92 out of 5 average rating, 100 reviews

Guest favorite

Home in Penn Yan

Welker Hill

Forget your worries in this spacious and serene space. A great place to relax with the family and friends in the heart of the finger lakes. It is close to many wineries on the east side of Keuka lake 10 min to Penn Yan and 20 min to Hammondsport. The house has 3 bedrooms and 2 full bathrooms stocked with plenty of towels and essentials. 1 queen size bed 1 full and a king size in the master bedroom. There is WiFi but NO tv. It is also close to Windmill farm market.

4.93 out of 5 average rating, 15 reviews

Top guest favorite

A serene lakeside home is positioned on a gently sloping green hill, featuring a spacious deck that overlooks the water. Surrounding trees provide a natural setting. The structure showcases large windows, allowing for abundant natural light and expansive views of the lake.

Home in Penn Yan

Beautiful Keuka Lake home close to Penn Yan.

Welcome to Keuka lake in this beautiful home that boasts 3 master suites. The living room has a panoramic view of Keuka Lake. There is a deck off the top floor and a patio off the first floor to sit and enjoy the lake view as well. From the downstairs patio you are only a few steps to the beach. At the end of the dock the lake is only 3 feet deep so it’s excellent for swimming. Everything in this house is new and very clean. We are a mile from downtown Penn Yan.

4.98 out of 5 average rating, 291 reviews

Top guest favorite

A bright living area features floor-to-ceiling windows offering views of the lake. A round dining table accommodates four, while a cozy seating arrangement includes a gray couch and two chairs. Natural light floods the space, enhanced by high vaulted ceilings and wood accents.

Home in Jerusalem

The Best Getaway on the Keuka Lake Wine Trail

Welcome to our “tree house" paradise on Keuka lake! It's one of the most unique cottages on Keuka. Our lake home promises you an unforgettable vacation on Keuka, with unparalleled views of the lake. Spend your days lounging on the beach, swimming, fishing, kayaking or tasting the local wine & cheese before you wind down on the hammock, taking in breathtaking views among the Keuka treetops. End each night with memories (and S’mores!) ‘round the campfire!

4.98 out of 5 average rating, 108 reviews

Guest favorite

A well-maintained entrance showcases a path leading to the screened-in porch. Lush green shrubs and colorful flower pots are placed along the sides. Natural sunlight illuminates the area, highlighting the inviting façade of the single-story home.

Home in Penn Yan

Squeaky clean private country setting

Pine Country Lodge is situated on a quiet country road and surrounded by woods and Mennonite farms, minutes away from world-class wineries, breweries and the beautiful Keuka Lake. Penn Yan is less than 5 miles away. Our 1 story home is ideal for a family of 6 or 3 couples. Enjoy a cup of coffee or a drink on the screened in porch and watch the abundant wildlife in the backyard. We have excellent Wi-fi but do not have a TV Sorry , no pets allowed

4.91 out of 5 average rating, 127 reviews