Holiday rentals with lake access in Hampshire County

HillTop Sanctuary: Spacious Post-and-Beam, 5 Acres

Three bedroom, two full bath post and beam with incredible views of the surrounding hills. Tons of nooks and rooms to create, play and relax. Enjoy magical sights from our deck, stroll through the gardens, warm up at the fire pit and hike the forest trails. Centrally located in Berkshire hills. With all things W. Mass nearby to explore and keep you busy you'll be welcomed home to a secluded woodland retreat that truly restores. Road leading to the house requires 4-wheel drive— a must in winter

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.

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!

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.

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.

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.

River front guest suite

Unique 2 bedroom guest house on the Connecticut River in South Hadley, Sleeps 4 adults and two children. Bunk bed top for children or pull out of 4 adults. 1 bathroom Kayaking Paddle bikes and boards Fire pit Tour boat next door at Brunelle’s Patio Boathouse restaurant Village commons 1 mile away McCrays farm 1 mile away Ledges golf course 2 miles away Malls etc. 15 min MGM casino 15 min Basketball hall of fame 15 min Airport 45 min Amtrak 10 min Mt sugarloaf 20min. Hiking trails l

Berkshires winter in an A-Frame! Dog-Friendly!

A-Frame Cabin: Dog-Friendly! 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! -Naumkeag Lights -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

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

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.

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)!

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.