Vacation rentals with lake access in Hampshire County

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Top-rated lake-access accommodations in Hampshire County

Guests agree: these lake-access accommodations are highly rated for location, cleanliness, and more.

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Guest favourite
A cozy living area is depicted with a leather sofa and an armchair, complemented by a media console featuring a television. Natural light enters through multiple windows, and a decorative partition adds interest to the space. Warm lighting enhances the inviting atmosphere.
Home in Williamsburg
4.86 out of 5 average rating, 49 reviews

Cute and Cozy Lake Cottage

Small cottage with lake view & access. No motorboats, pristine and quiet lake (SUPs & kayaks provided). Rare, but true, aurora borealis sitings on this lake (see pic)!. Cottage abuts the DAR State Forest, which has 15 miles of hiking (for all levels), birdwatching, and XC skiing. 25 min drive to Northampton, known as an academic, artistic, musical, and countercultural hub and home to Smith College. 30 min drive to Berkshire East Ski Resort and Stumps XC Skiing Center, others about 50 mins away.

Top guest favourite
A vibrant red cabin is positioned near the water's edge, surrounded by lush trees. Large windows reflect softly on the serene lake, while a deck adorned with green railings offers views of the natural surroundings. The calm water mirrors the colors and structure beautifully.
Cabin in Plainfield
5 out of 5 average rating, 19 reviews

Peaceful Lakeside Cabin

Peaceful Lakeside Cabin, with a king size bed in the upstairs bedroom, propane heat + infrared stove, internet, washer/ dryer, charcoal grill, canoe, SUP and life vests. Dogs are OK if they are flea free and can remain on the first un-carpeted floor and off the furniture please. Activities include swimming, canoeing, fishing, and hiking. Mass MOCA, Tanglewood, Jacob’s Pillow, Shelburne Falls & Northampton are 40 min drives in various directions. Crooked Pond Cabin is a slice of heaven. Enjoy!

Top guest favourite
Cottage in Becket
4.95 out of 5 average rating, 299 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. Approved pet = approved Pet Agreement.

Guest favourite
The exterior of a two-story house is displayed, featuring a wide front porch with multiple windows. A well-maintained lawn is positioned in front, bordered by shrubs. The home includes a stone accent and a double garage, all set against a backdrop of trees.
Guest suite in Granby
4.91 out of 5 average rating, 151 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Guest favourite
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, 237 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.

Guest favourite
Cabin in Becket
4.87 out of 5 average rating, 30 reviews

Cozy, Dog-Friendly, A-Frame in the Berkshires!

A-Frame Cabin: Dog-Friendly! Peaceful Berkshires, walk to lake. -Stone fire pit w/swing -Picnic area -1/2 acre pine lot -Appalachian Trail -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 20-30 min! -Ski Otis Ridge 15 min or Butternut 30 min -30 min Monument Mt. & Berkshires Scenic Railway -Outlets/Small Shops l -Wine/Dine/Breweries -Master w/Queen, slider to deck -Loft w/2 twin beds -Stocked Kitchenette -Generator on site -Whole House Mini Split for heating/AC

Guest favourite
A firepit area is surrounded by several light blue chairs, set on a pebbled ground. The calm lake reflects the trees and landscape, creating a serene outdoor space ideal for gathering and relaxation.
Cottage in Becket
4.93 out of 5 average rating, 246 reviews

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit (access via uneven steps) • Canoe & 2 kayaks • Smart TV & 4 Google smart speakers • 1 Gigabit Wi-Fi • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Top guest favourite
A cozy house is surrounded by vibrant autumn foliage, showcasing a spacious deck that extends toward a flat grassy yard. The clear blue sky provides a bright backdrop, while the trees display rich seasonal colors, enhancing the natural beauty of the setting.
Home in Becket
4.95 out of 5 average rating, 38 reviews

Lakefront Cottage on Private Beach

House is right on the lake! Step into the water or the dock from the private flat yard! Enjoy the amazing lake view from the patio or the glass sunroom! Located in the heart of the Berkshires - 10 mins from Jacob's Ladder, 20 mins from Lee Outlets, and 30 mins from the Norman Rockwell Museum or Tanglewood. Enjoy farm-to-table restaurants in the area, or make home-cooked meals using the well-equipped kitchen. House is surrounded with trees and perfect for a quiet and relaxing getaway!

Guest favourite
A brick fireplace is framed by a wooden mantel, adorned with two framed artworks and decorative antlers. A cozy fire burns inside the stove, while potted plants add life to the space. A glimpse of natural surroundings is visible through the large windows.
Farm stay in Ashfield
4.9 out of 5 average rating, 20 reviews

Cozy Chalet Nestled in the Woods of Ashfield

Need some time to recharge and replenish? Whether a group of friends, family or a couples getaway - this property will suit all your needs. Access to hiking right out the door and loads of recreational activities such as skiing, swimming, biking. Our high speed WiFi and TV support streaming. Curl up on the couch and bask in the sunlight through the windows. Gaze up at the stars and moon from the deck. Read a book by the fire. A perfect spot for a retreat or small family gathering.

Top guest favourite
A charming blue cottage is depicted, featuring a welcoming yellow front door and large windows. A stone pathway leads to the entrance, surrounded by natural landscaping. Tall pine trees offer shade, while a white picket fence encloses the property.
Home in South Hadley
5 out of 5 average rating, 46 reviews

Charming Riverfront Cottage

We are a 2 bdrm, 1 bath cottage on a peaceful cove of the Connecticut River. Enjoy bird life, water views and magical sunsets in this nature lovers’ paradise. Bright and airy throughout. Fully equipped kitchen. Two bedrooms on the first floor, with a loft space for reading, enjoying the view or doing work. We've provided 2 touring kayaks (longer/heavier than other kayaks) in the shed. We recommend at least one strong person and bring water shoes (the bottom is yucky)!

Top guest favourite
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, 119 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.

Top guest favourite
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
4.98 out of 5 average rating, 66 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.

Popular amenities for Hampshire County lake-access rentals