Vacation rentals in Boston Corner

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Top-rated vacation rentals in Boston Corner

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Top guest favorite

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.99 out of 5 average rating, 159 reviews

Top guest favorite

Cabin in Mount Washington

Chic Cabin in the Berkshires, Mountain getaway!

Find serenity at this cozy cabin set on ten tranquil acres at the end of a dead end road on top of Mt Washington, Massachusetts. This chic cabin is a private, peaceful oasis in the woods. You will find yourself very near the benchmark of Massachusetts, Connecticut and New York with endless hiking trails right outside your door, including The Appalachian trail. You will be at the doorstep of all the culture, shopping and dining that the Berkshires, Litchfield and Columbia County have to offer.

5.0 out of 5 average rating, 16 reviews

Top guest favorite

An aerial view of the chalet-style home reveals a spacious wrap-around deck with multiple seating arrangements, illuminated by string lights. The landscaped grounds are surrounded by trees, featuring an outdoor fire pit nearby and a garden area visible in the background.

Chalet in Copake

Private upstate home nestled in the Hudson Valley

Recently renovated chalet-style home located in Copake New York 10 minutes from Copake Lake. Modern design meets country living. Centrally located with access to the Berkshires, Hudson, Catamount Ski Resort, Bash Bish recreation area and more! This 3-bedroom, 2-bath home sits on 3.5 acres of landscaped grounds with beautiful western views, garden patio, wrap-around deck, fire pit, modern amenities, central air, and outdoor games. Set back from the road, the property is private and secluded.

4.99 out of 5 average rating, 77 reviews

Guest favorite

A spacious kitchen is equipped with white cabinetry and a large wooden island, featuring bar seating. Natural light floods the room through multiple windows. A dining table for six complements the space, with a fruit bowl as a centerpiece.

Cottage in Sheffield

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

4.92 out of 5 average rating, 196 reviews

Top guest favorite

A newly remodeled kitchen showcases white cabinets complemented by a marble countertop and a decorative backsplash. A rustic wooden dining table with chairs is positioned near a window, while a vibrant area rug adds warmth to the space. Modern appliances are neatly integrated into the design.

Home in Salisbury

Under Mountain House

Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

4.98 out of 5 average rating, 182 reviews

Top guest favorite

A dining area is set with a large table surrounded by colorful chairs. Plates, glasses, and utensils are arranged for a meal. Large windows provide views of the landscape, allowing natural light to fill the space, while soft curtains frame the glass.

Home in Copake

Cheerful Home with Stunning Views

The house is located in Copake, NY. 25 minutes from Hudson, NY & Great Barrington, MA&Sharon, CT. 10 min. from Bash Bish fall&Catamount Ski. Fully furnished. Full kitchen include top-of-the-line stainless steel KitchenAid fridge; sleek cooktop, double oven, microwave; white quartz countertop; and Kohler sink—Harwood floors throughout, with neutral color palette. The primary bathroom has a spa-style bathtub. Two guest bathrooms have showers. This house is spacious, serene, and stylish.

5.0 out of 5 average rating, 31 reviews

Guest favorite

A welcoming exterior view of a two-story blue cottage showcases a yellow front door and a covered porch. Four black Adirondack chairs are arranged in a circular layout on a gravel area in the foreground, surrounded by a green lawn.

Home in Copake

Modern Farmhouse w/ Firepit-5min to Bash Bish

Welcome to Copake, a peaceful, pastoral, hamlet ideally situated between Great Barrington, Mass. and Hudson, New York. This countryside cottage with views of Mount Washington and our expansive wildflower meadow provides the perfect retreat for your time exploring Columbia County and Western Massachusetts. You're a short drive from a host of restaurants, shops, and nature excursions in any direction you choose, not to mention a 12-minute drive to Catamount Ski Resort.

5.0 out of 5 average rating, 22 reviews

Top guest favorite

Home in Salisbury

Greystone at Twin Lakes

Enjoy a memorable visit when you stay in this unique place. An old family home brought up to 21st century. Originally a 1790s tavern. Colonial door latches, wide board floors, narrow steep staircase. A short walk down our driveway leads to our camp with 300' of the west shore of Washinee Lake (West Twin Lake). We are 10 miles from Lime Rock Park and Racetrack, close to private schools, and nestled in the beautiful foothills of the Berkshires.

4.97 out of 5 average rating, 72 reviews

Guest favorite

A bright living area features vaulted ceilings supported by dark wooden beams. A mix of comfortable seating, including a leather sofa and four armchairs, surrounds a central coffee table. Natural light streams through multiple windows, highlighting the minimalist design and warm color palette.

Home in Town of Ancram

Breathtaking Views of Secluded Paradise

Nestled atop a sprawling pasture and surrounded by the rolling Catskills, Casa Lobato Farmhouse offers refined comfort and timeless charm. Spacious yet intimate, this elegant retreat is designed for effortless relaxation with elevated amenities. Take in sweeping views, unwind by the firepit beneath the stars, or hike to a cascading stream. As a certified “Healthy Home,” we proudly provide a stay that feels both indulgent and restorative.

4.94 out of 5 average rating, 118 reviews

Top guest favorite

An inviting living space features a modern wood stove as its focal point. Large windows allow natural light to fill the room, revealing views of the surrounding trees. Two comfortable sofas are arranged for relaxation, with a hanging planter adding a touch of greenery.

Cabin in Town of Ancram

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

5.0 out of 5 average rating, 164 reviews

Top guest favorite

An open living space features warm wooden beams overhead and large windows allowing natural light. A cozy seating area with plush sofas is positioned near a wooden bar with ample seating. Soft, neutral tones enhance the inviting atmosphere, complemented by a textured rug in the center.

Home in Copake

Bright/Spacious Getaway at foot of the Berkshires

Centrally located in the Hudson Valley at the foot of the Berkshire mountains, this is a beautiful duplex. After raising our family in the larger side, we moved to the attached, yet fully separate apartment . We're looking to rent the larger 2,900 sq. ft., 4 bedroom/3 bathroom side, which sits on 1.5 acres with a fenced in backyard and parking area. 60" satellite Tv in big room and two other smaller tvs in master bedrooms.

4.96 out of 5 average rating, 113 reviews

Top guest favorite

The exterior of a spacious house is shown, featuring a light-colored facade and a neatly landscaped yard. A winding pathway leads to the entrance, surrounded by lush greenery and colorful flowers. A large window reflects the natural light filtering through the trees.

Home in Millerton

The House in a Beautiful Small Upstate Town

This is a house to enjoy with the family with a lot of space and many activities, in a small town but with a lot of tourism. You can visit the town which it has a small cinema, and Rail trail for walking or biking, and it has many restaurants nearby. This house includes a living room, kitchen, 4 bedrooms, 3 full bathrooms, deck, and a big backyard. You can also do BBQ s outside.

4.97 out of 5 average rating, 268 reviews