Holiday rentals in Barrington

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Top-rated holiday rentals in Barrington

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Top guest favourite
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
5 out of 5 average rating, 171 reviews

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.

Guest favourite
Aerial view of the Whispering Pines property showcasing vibrant autumn foliage framing the expansive vineyard and lush green fields. Keuka Lake glimmers in the background, providing a serene backdrop to the meticulously maintained landscapes and nearby tree lines.
Chalet in Prattsburgh
4.99 out of 5 average rating, 110 reviews

2br Chalet with Hot Tub on a 30+ acre vineyard

Welcome to Whispering Pines, an immaculate 2 bedroom, 1.5 bath chalet on a vineyard overlooking Keuka Lake. Relax on a large, private deck equipped with a year-round hot tub while taking in the beauty of the surrounding vistas. At night, you will be treated to breathtaking panoramas of the celestial bodies above. Located within 10 miles from many wineries, breweries, restaurants, wedding & event venues and local attractions. Truly a unique place to enjoy all that the Finger Lakes has to offer.

Guest favourite
Cabin in Dundee
4.88 out of 5 average rating, 25 reviews

Pondside Haven

Relax in our newly renovated cabin, a tranquil retreat nestled beside a sprawling pond & rolling hills. Our cabin offers a cozy one-bedroom loft with a comfortable full-size bed. The living room features a futon, accommodating an additional guest or two children. Our kitchen boasts new cabinetry and modern appliances, and there is a full bath. Step outside to enjoy our spacious attached pavilion. This charming cabin is the perfect peaceful getaway, offering modern comfort in a gorgeous setting.

Top guest favourite
A cozy living space features light wood paneling and large windows, allowing natural light to fill the room. A comfortable sofa is placed opposite a small dining table and chair set, with additional furnishings including a lamp and bookshelf in a corner.
Cabin in Rock Stream
4.97 out of 5 average rating, 107 reviews

Buttonwood - Private 25 Acres on the Wine Trail

A place to get away, think about nothing, and collect your thoughts. This cabin is situated on 25 acres of secluded and private land. The kitchen is stocked. You'll find reading materials, a record player, and a telescope to relax. Enjoy the pond, a fire pit, and the grilling area. Hike the trails & explore the property. The cabin is 7 miles north of Watkins Glen, on the Wine Trail, enjoy a getaway steeped in rich history, offering delightful cuisine, unique shops, and scenic strolls.

Guest favourite
A spacious yard is visible, featuring well-maintained grass and native plants. The cottage is positioned in the background, surrounded by various trees and shrubs. An enclosed porch can be seen attached to the main structure, with a garden area to the right, showcasing seasonal foliage.
Home in Penn Yan
4.91 out of 5 average rating, 64 reviews

Country Cottage

Welcome to this charming and unique country cottage with your own private pond and garden area. Harvest your own fruit on site while in season. Fresh apples, pears, blueberries, blackberries and seasonal items. We are located on the Keuka Lake Wine Trail and in close proximity to breweries, distilleries, and vineyards. We are close to Keuka Lake and all that it has to offer (swimming, boating, fishing). Come feel the country vibe on 5 private acres with all the local flora and fauna.

Top guest favourite
The farmhouse is positioned on a grassy hill, featuring a wrap-around deck that offers expansive views. Large windows illuminate the interior, while landscaped gardens with colorful flowers enhance the outdoor space. Lush greenery surrounds the property, contributing to the serene countryside setting.
Home in Hammondsport
5 out of 5 average rating, 208 reviews

Lakeview Crossing Vacation Rental

Lakeview Crossing is an 1800s farmhouse that has been completely renovated. The house sits on a hill overlooking Keuka Lake with vineyards below. Located along the wine trail, guests are short trips away from many local wineries, breweries, a distillery and antique shops. The town of Hammondsport is 6 miles away and has 2 local beaches for swimming and lake activity, restaurants, gift shops, antique shops, groceries, ect. There is a large deck overlooking the lake and the vineyards.

Top guest favourite
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
4.94 out of 5 average rating, 300 reviews

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!

Top guest favourite
Home in Keuka Park
4.98 out of 5 average rating, 136 reviews

A-Frame on Keuka Lake

This house has a suite with a king bed, mini-kitchen, and a full bath (shower). There is a second bedroom with a queen bed and a separate bath (tub/shower). There is a large living room, a full eat-in kitchen and an outdoor grill. Extra seating including a dining table and picnic table is available on the deck overlooking the lake. There is a separate rental unit (Keuka Beach House) along the lake that shares the beach and dock, just a one-minute walk down the hill.

Superhost
Home in Penn Yan
4.92 out of 5 average rating, 12 reviews

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.

Superhost
Yurt in Penn Yan
4.82 out of 5 average rating, 314 reviews

Pet Friendly Keuka Yurt

Escape to Your Private Yurt Retreat! Nestled on 6 acres near Keuka Lake, this all-season Yurt offers the perfect blend of relaxation and adventure. Enjoy a complimentary cup of coffee, stargaze under the dome, and explore nearby wineries and Watkins Glen. Amenities include: cozy queen bed, full kitchen, heat & A/C, fast Wi-Fi, and outdoor fire pit. Plus, we don’t charge a pet fee bring your furry friends! Have questions? Message us anytime we’re happy to help!

Top guest favourite
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
4.92 out of 5 average rating, 124 reviews

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

Guest favourite
The exterior of the one-story home is shown, featuring a covered patio with dining furniture. A spacious lawn is visible, extending towards the horizon, where distant trees can be seen. A satellite dish is mounted on the roof.
Home in Dundee
4.93 out of 5 average rating, 101 reviews

Railside Getaway.

Relax with the whole family at this peaceful place to stay. There is a peaceful relaxing place. You can see the train go past across the meadow in which you will see horses or cows. You can also hear a rooster crowing his hearty good morning as you wake up on the patio with a cup of coffee. After spending a day out sight seeing or hiking the Watkins glen gorge, you can relax in the hot tub or around the fire pit. Fire wood is provided.

Popular amenities for Barrington holiday rentals