
Holiday rentals with a kayak in Massachusetts
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Massachusetts
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Lakefront, view of ski mtn, fireplace, sauna
Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

Relaxing Waterfront Lakehouse, 10 min to Gillette
Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

Little Boho Retreat by the Beach
Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Charming Pond-Front Boathouse
Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak
Escape to this charming West Brookfield lake retreat! This 3BR, 2BA home sleeps 8 and features 1,700 sq ft of open-concept space, a wraparound porch, and an outdoor fire pit. Enjoy walking access to the lake and cozy evenings under the stars, perfect for families and friends seeking a classic New England getaway. Salem Cross Inn - 3min drive Lake Wickaboag - 5min walk West Brookfield Town Common - 5 min drive Rock House Reservation - 10 min drive Brookfield Orchards - 10 min drive

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.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Lakefront Suite Two-Room, Comfy, Tranquil
Located on a lovely small lake, the upstairs suite has a panoramic view from the bedroom, a private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room - it feels like an apartment. Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants, a casino, or tax-free shopping. We are one hour from Boston.

Wildlife Lakeside Cottage; views/wildlife
Fully furnished and remodeled with new upgrades in Spring 2025 including a cathedral master bedroom suite with a full bath. Our private cottage is set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. Sleeps 6. Ther are two full and one 1/2 baths.
Popular amenities for Massachusetts kayak rentals
Holiday House Rentals with a Kayak

Lake front retreat - Stylish Berkshire home

Stunning Sterling Sanctuary: Unwind on the Water!

Pocasset Private Beach Family Retreat/firepit

Stunning Waterfront with Serene Sunrise Views!

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Lake Monomonac Cottage with Private Beach & Dock

Sunset Cove Beach

Waterfront w/private beach, hot tub, & firepit!
Cottages with a kayak

2BR Directly on Pleasant Beach – 30 Steps to Ocean

Kayaks and Glimpses of Westport Bay

SerenityViews | Waterfront | King Bed | Kayaks SUP

"Trails End" Lakeside Cottage in Small Town USA

The Lake Cottage: A Sweetwater Stay

“Cozy Cottage” on Great Bay

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Cozy Cottage in the Berkshires
Cabin rentals with a kayak

Happy Valley Lake House Waterfront • Kayaks/Canoe

Berkshires! Walk to LAKE, kayaks, dog friendly.

Panoramic Sunroom | Soaking Tub | Modern Cabin

Secluded Rustic Lakeside Cabin - Perfect Escape

Rustic cabin with A/C at historic orchard & cidery

Wildlife Retreat in the Forest

Timpani Corners | Private Pond • AC

Cohasset Woodland Cabin
Destinations to explore
- Fitness-friendly rentals Massachusetts
- Waterfront rentals Massachusetts
- Nature eco lodge rentals Massachusetts
- Tent rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- RV rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Beachfront rentals Massachusetts
- Rentals with a sauna Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Farmstay rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Cottage rentals Massachusetts
- Hotel rooms Massachusetts
- Luxury rentals Massachusetts
- Guesthouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Lakehouse rentals Massachusetts
- Barn rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Resort rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with outdoor seating Massachusetts
- Private suite rentals Massachusetts
- Rentals with beach access Massachusetts
- Aparthotel rentals Massachusetts
- Boat rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Boutique hotels Massachusetts
- Condo rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Campsite rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with pools Massachusetts
- Serviced apartment rentals Massachusetts
- Houseboat rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Holiday home rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals Massachusetts
- Rentals with a kayak United States
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Tours United States
- Nature and outdoors United States





