Vacation rentals with beach access in Hampshire County

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Top-rated beach access rentals in Hampshire County

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Shutesbury
5.0 out of 5 average rating, 9 reviews

Lakefront Oasis at Lake Wyola

Come enjoy our fully appointed lakefront home on Lake Wyola. With your own waterfront access and 180 degree views from the living, kitchen, dining, and master bedrooms, this comfortable getaway will not disappoint. We are just 20 min from Amherst and 35 min to Northampton with easy access to all of the five colleges. Enjoy morning coffee with flawless views from our wraparound deck. Miles of hiking trails just steps away. Three bedrooms with fully equipped kitchen and open concept living/dining.

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Superhost
The cabin is set against a backdrop of lush green grass and trees, overlooking Robin Hood Lake. A wooden deck is visible, adorned with an American flag and vibrant flowers, inviting moments of relaxation. The tranquil water reflects the surrounding nature, enhancing the serene environment.
Cabin in Becket
4.73 out of 5 average rating, 121 reviews

Cabin with spectacular views of Robin Hood Lake

Located in the Sherwood Forest of Becket Ma. is this quiet 2 Bedroom cabin with bunk beds in the upper loft area. This cabin has 1 bathroom with shower. Full Modern Kitchen with microwave and dishwasher. The cabin also has a washer and dryer for your convenience. Enjoy the views of Robin Hood lake off the back full porch with grills and fire pit. There is also a fire pit located in the driveway. This cabin is a great get away with spectacular views and location. You will want to come back again.

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Top guest favorite
A calm lake reflects vibrant autumn foliage, with trees displaying shades of red, orange, and yellow. A boat is anchored near a wooden dock, and the surface of the water mirrors the colorful landscape, creating a serene and picturesque scene.
Cottage in Becket
4.95 out of 5 average rating, 317 reviews

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. $29. pet fee = approved Pet Agreement.

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Guest favorite
A serene lakefront home is nestled among tall trees, featuring a welcoming porch that overlooks the water. The exterior is painted in soft yellow, set against a backdrop of lush greenery. Nearby structures showcase a variety of architectural styles along the lakeshore.
Cottage in Shutesbury
4.92 out of 5 average rating, 248 reviews

Lake Wyola House Shutesbury Massachusetts

Bright, airy recently remodeled three Bedroom lakefront home on Lake Wyola. Most rooms have a Lake View. Beds and bedding are new, each bedroom has a ceiling fan. A super place to make awesome memories. Perfect for a family vacation or romantic getaway. (6 people, two cars max) Close to local colleges, Amherst, Northampton and many attractions. Comfortable and relaxing. Big Screen TVs in the living room and master bedroom. Cable and Wifi. Full kitchen, washer & dryer. Sorry no pets.

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Guest favorite
A spacious living area features large windows that frame views of the surrounding trees. A cozy sectional sofa and a lounge chair are arranged around a coffee table on a soft area rug, creating an inviting space for relaxation and conversation.
Home in Becket
4.98 out of 5 average rating, 46 reviews

Berkshires Lakefront Stylish Retreat w/Gameroom

Welcome to Excalibur Lake Lodge in the Berkshires. This beautiful lakefront contemporary Lindal Cedar custom home, with architecture that intentionally focuses on the peaceful lake view, has been designed for your comfort and relaxation. Explore the Berkshires year round and see what the area has to offer: from skiing in the winter, to Tanglewood and Jacob’s Pillow in the summer and leaf peeping in the fall. Or just enjoy the tranquility of our lakefront lodge for a rejuvenating weekend away.

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Top guest favorite
The living room features a high, vaulted ceiling with large, triangular windows allowing ample natural light. A brick fireplace serves as a focal point, surrounded by a wooden mantel and decorative plants. A dining table sits nearby, and hardwood flooring is complemented by colorful area rugs.
Farm stay in Ashfield
5.0 out of 5 average rating, 151 reviews

Sunny Chalet Nestled in the Woods of Ashfield

Relax in a quiet sunny chalet located on land with established herbal gardens, offering privacy, space, and a comfortable base for families and small groups visiting Ashfield and the surrounding hills. This pet-friendly three-bedroom home is designed for guests who want a peaceful, rural stay with the reassurance of an attentive host nearby. Whether you’re visiting family, exploring the area, or enjoying time away from the city, the chalet offers room to unwind in a calm setting.

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Guest favorite
Cabin in Becket
4.92 out of 5 average rating, 51 reviews

Berkshires! Walk to LAKE, kayaks, dog friendly.

A-Frame Cabin: Dog-Friendly! Walk to lake. -5 min walk to nearest lake; 8 neighborhood lake beaches -Stone fire pit w/swing -Picnic area -Back deck off master slider with grill & fridge -1/2 acre pine lot -Appalachian Trail -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 20-30 min! -30 min Berkshires Scenic Railway -Outlets/Small Shops -Wine/Dine/Breweries -Master w/Queen -Loft w/2 twin beds -Stocked Kitchenette -Whole House Mini Split for heating/AC

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Top guest favorite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis
4.96 out of 5 average rating, 130 reviews

Enjoy every season the Berkshires have to offer.

Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.

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Top guest favorite
The exterior of a cozy cottage is shown, featuring a dark front door and multiple windows adorned with window boxes filled with flowers. A welcoming deck area holds two chairs and a small table, surrounded by lush greenery.
Cottage in Shutesbury
4.99 out of 5 average rating, 79 reviews

Cozy Cottage with lake view and indoor fireplace

Lake view cottage on Lake Wyola, Shutesbury MA is the perfect relaxing getaway. Whether you are planning a summer, fall, winter or spring trip you are sure to love this cozy cottage. Plenty of hiking/ biking trails, boating, swimming and fishing. You will be located only 25 minutes from Amherst and the 5 colleges. This cottage is family friendly and ready for you to have a relaxing and enjoyable vacation. A short 4 minute walk to one of Wyola's association beaches.

ViewBeachIndoor spaces

Guest favorite
The image captures a serene lakefront view, showcasing lush greenery surrounding a secluded house. A wooden dock extends into the calm water, providing access to the lake, while the sunlit landscape emphasizes the tranquility of the natural setting.
Vacation home in Becket
4.97 out of 5 average rating, 64 reviews

Perfect Serene Waterfront All Season Retreat!

Enjoy everything the Berkshires has to offer from this beautiful, secluded, nicely renovated waterfront house set on two wooded acres of forested land. Explore the stream that runs through the property, or just sit on the large deck or down by the crystal clear lake and listen to the sounds of nature while feeling the warm sun on your face. Very private--just one near neighbor. The sunny house has 2 bedrooms, study with sofa bed, 2 full baths, full kitchen!

ViewWalkabilityComfort

Superhost
A bright and airy living space features large windows that offer views of the surrounding landscape. Comfortable seating includes a gray sofa with decorative pillows and a cozy armchair. A small dining table complements the wooden accents, while patterned rugs add warmth to the wooden floor.
Cabin in Plainfield
4.56 out of 5 average rating, 36 reviews

Camp on Windsor Pond Berkshires

(NEW HEATING SYSTEM & EXTERIOR SIDING) Relax at this peaceful 2 bedroom camp right on Windsor Pond. Camp has views of the beautiful pond where you can fish, swim, kayak/canoe in. The camp also comes with access to the private beach across the street. Located on the Berkshire and Hampshire county line you are 30 minutes or less away from places including Berkshire East, Zoar, Mt Greylock, Mass MoCA, and plenty of local ponds & state forests.

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Top guest favorite
A serene lake reflects the clear blue sky, with gentle ripples across the water's surface. Bare trees line the shore, and distant houses can be seen amongst the greenery. Soft clouds drift above, enhancing the peaceful landscape.
Cabin in Becket
5.0 out of 5 average rating, 16 reviews

Cozy Lake Side Cabin

Take it easy at this unique lake front cabin in Becket, MA. Spectacular views. Two bedrooms, 1.5 bathrooms, Sun Room, bonus room. Can sleep six. Fully furnished. Refrigerator, stove and dishwasher. Fiber Optic internet. Two docks and two fire pits. Canoe, kayaks and pedal boat available for use. Very quiet and relaxing. Plenty of parking. Less than 15 minutes from the Massachusetts Turn Pike and the center of Lee. No smoking. No pets.

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