Holiday rentals with lake access in Hampshire County

Find and book unique lake access rentals on Airbnb

Top-Rated Accommodation with Lake Access in Hampshire County

Guests agree: These options for accommodation with lake access are highly rated for location, cleanliness and more.

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Guest favourite

Home in Shutesbury

5.0 out of 5 average rating, 11 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.

NearbyViewWalkability

Top Guest favourite

An aerial view of a lakeside home surrounded by trees showcasing fall foliage. A wooden dock extends into the calm water, with the house positioned amidst lush greenery. The vibrant autumn colors add warmth to the natural setting.

Home in Becket

5.0 out of 5 average rating, 45 reviews

Fall Foliage Lakefront Retreat - Berkshires

Watch the Berkshires turn gold & crimson from your private lakefront deck at Still Waters. This 3BR retreat perched on Robin Hood Lake puts you near peak foliage drives, orchards, and cider mills; with the weather still warm enough for a sunset kayak or paddleboat ride. Cozy up by the fire pit or watch mountain sunsets through the wall of glass doors. Fall in the Berkshires means quieter trails, crisp hikes at Becket State Forest, and the last weeks of Tanglewood; all within a 30-minute drive!

ViewOutdoor spacesSleep quality

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, 57 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.

NearbyViewHospitality

Top Guest favourite

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, 319 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.

ViewNearbyKitchen

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, 249 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.

NearbyViewGetting around

Top Guest favourite

A charming house is set within a wooded area, with autumn foliage creating a colorful backdrop. The exterior features a stone fireplace and expansive windows, offering glimpses of the serene environment. Nearby, a fire pit with seating is positioned on the green lawn.

Home in Becket

4.94 out of 5 average rating, 154 reviews

Beautiful, quiet and cozy home in Becket!

If you are looking for a peaceful and relaxing getaway, then this is the place for you! Our cozy house in the Berkshires is ready to invite you to surround yourself with nature and see its beauty. Our home has 2 bedrooms and 1 bath, but has enough room to sleep up to 6 guests. There is also a living room, stocked kitchen and a room with a sleep sofa. Feel free to enjoy the wood burning electric fire place, the back deck, grill and fire pit outside. Pets are welcome! Book your stay & enjoy!

Outdoor spacesNearbyValue

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

5.0 out of 5 average rating, 73 reviews

Charming Riverfront Cottage

Charming 2 bedroom, 1 bathroom 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 upstairs with a futon couch/bed. Two TV's (Roku). 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)!

Outdoor spacesNearbyBathroom

Guest favourite

Cabin in Becket

4.92 out of 5 average rating, 53 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

Outdoor spacesNearbyGetting around

Top Guest favourite

A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.

Home in Becket

5.0 out of 5 average rating, 115 reviews

Cozy lakehouse

Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

ViewNearbyBackyard

Top Guest favourite

The main living area features a spacious layout with natural light flooding in from large windows. A comfortable sofa and armchairs surround a wooden coffee table, while a dining area includes a bright table set for meals. A wood stove stands ready to provide warmth.

Cabin in Shutesbury

4.95 out of 5 average rating, 78 reviews

Happy Valley Lake House Waterfront • Kayaks/Canoe

Welcome to the Happy Valley Lake House — your lakefront escape in Western Mass! With private water access, a firepit, and a 2-minute walk to the beach, this stylish cabin is perfect for summer — and cozy in cooler months with a big wood stove and plenty of wood. Paddle a kayak or canoe, roast s’mores, or relax in the airy, light-filled living room. Just 5 minutes to the country store, 10 minutes to Montague, 20–25 minutes to Amherst, Greenfield, Turners Falls, and Northampton.

Outdoor spacesNearbyHospitality

Guest favourite

A cozy fire pit area is surrounded by multiple wooden chairs, inviting relaxation. The serene lake reflects the surrounding trees and colorful autumn foliage, adding to the peaceful setting. The lush green grass blends effortlessly with the natural landscape.

Cabin in Otis

4.96 out of 5 average rating, 24 reviews

Berkshires Lakefront Boho Modern Retreat

Welcome to Watson Pond Lodge in the Berkshires. This beautiful lakefront contemporary 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.

ViewOutdoor spacesKitchen

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, 132 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.

ViewOutdoor spacesSkiing