Holiday rentals with a kayak in Hampshire County

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.

Spacious Lake Front Home

The 330 acre lake is calm and surrounded by forest. You can enjoy the lake from your personal sandy beach front yard and wrap around deck. The house has 5 bedrooms, comfortably sleeps 11 with 2.5 baths The first floor is modern and comfortable. The family room has a pellet stove, record player, superior sound system, and TV. The master bedroom comes with a private full bathroom, closet, and lake views. The second floor has fully equipped kitchen and family room close to local skiing

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.

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

Panoramic Sunroom | Soaking Tub | Modern Cabin

Located on a large serene pond, The Retreat at Eagleville is perfect for fishing enthusiasts, nature lovers, family fun, and anyone looking for an escape from the hustle of the city. Enjoy glamping amenities including a soaking tub, fully-equipped kitchen, outdoor BBQ & griddle, and a covered pavilion with picnic table. Relax by the firepit, unwind in the hammock, or lounge in Adirondack chairs. ☞ Complimentary wood for 1st fire ☞ No checkout rules ☞ Linens provided ☞ Self Check-in

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)!

Cozy Cottage on the Lake Your Ski Getaway

Relax in our rustic lake-front cottage for your next getaway in the Berkshires! Our small lake is perfect for kayaking, fishing, or just enjoying in any season. Come by in the Fall to soak in the stunning color reflecting off the lake. In the Winter, light up the fireplace after skiing nearby at Otis Ridge slope. Whether you want cook s'mores by the water, hike the Appalachian Trail, visit Berkshire towns, or just get away, we welcome you. Please Note-Animals not allowed.

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.

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!