Vacation rentals with a kayak in Franklin County

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.

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

From the moment you arrive at this two-bedroom one-and-a-half bath lakeside cottage, you’ll feel how special it is, as it sits on the south shore of lovely Moores Pond, facing a spectacular view of Mt. Grace. Welcome to Corkscrew Cottage! Small private cottages line the thirty acres of clear water that afford swimming, fishing, boating (up to 10 hp), and kayaking. The signature spiral stairs connect the first floor full kitchen, living area, bedroom, and bath with the upstairs bedrooms and bath.

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.

Falcon's Nest | hot tub | scenic views |

Named for the pair of Falcon's nesting on the property. While here, Immerse yourself in the soothing ambiance, where the melodies of birds and the sight of wildlife create a symphony of tranquility. The surrounding woods provide an idyllic backdrop, inviting you to simply relax amidst the serene beauty Vibrant flowers bloom throughout the seasons, painting the surroundings with a kaleidoscope of colors. Despite its secluded ambiance, it's conveniently located close to all the amenities you need

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)

This large lakefront log home comes complete with a sauna, gym, private dock, kayak & canoe, hammock, grill, screen porch, wraparound deck, fireplace and spacious loft. The perfect place for summer rest and relaxation, autumn colors, or a Winter getaway in the foothills of the Berkshires. Cabin vibes meet modern furnishing and amenities. Enjoy beautiful sunsets by the lake, natural serenity, and exploration. 20 mins to charming Northampton attractions, 30 mins from Berkshire East ski resort ❄️

Beautiful, comfortable home on the Green River!

Beautiful, comfortable home nestled directly on the Green River in Greenfield. The home is 115 years old with beautiful original details (slate roof, floors, window frames), updated to match modern life! I went to school in the Pioneer Valley and fell in love with the area. I purchased this home in the summer of 2020 and am back-and-forth between Greenfield and NYC. You'll love staying at my place because it's clean, comfortable, well-designed, thoughtfully curated and peaceful.

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

Red Door River House

1 min from Berkshire East Ski Mt and Thunder Mt and the Crazy Horse Bar, Across Street from Zoar Outdoor. Walk to cold river cafe and liquor store, Close to crabapple whitewater rafting. On River for Tubing, kayaking, canoeing right to and from the house. Close to Shelburne fall’s& Bridge Of Flowers outdoor rec: skiing, fishing, rafting, kayaking, zip lining and mountain biking, hiking, 5 bed + sofa bed. 4 bedrooms ,2 kings, two queens and one room- full bed. 1 full bath.1/2 bath.

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.

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

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.

Willow House | Greenfield Family Home

A welcoming, comfortable family-friendly home in Greenfield, full of character and historic detail. The layout balances open gathering spaces with separate rooms for privacy and longer stays, and the home is well cared for with thoughtful updates and quality finishes throughout. Enjoy a private balcony with hammock, a Goshen stone patio, and creative perennial landscaping. A generous mudroom and shed make winter stays, February vacation, and family travel easy.