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

Cozy lakeside retreat
Take it easy at this unique and tranquil getaway a perfect spot to recharge and enjoy all Dudley Pond has to offer.Relax on the deck overlooking the water OR explore on a canoe, kayak, or paddleboard OR walk to TheChat (an old speakeasy) for yummy drinks and food. Centrally located in the Metrowest suburbs close to the Mass turnpike and public transportation to downtown Boston. Close to Babson, Wellesley College, Boston University, Brandeis, Framingham State for graduation or parent weekends.

Garden Apartment for Vacation & Business Travelers
The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Quiet Entire house, Boston close, MBTA, com rail
QuietSingle family house in premier North of Boston neighborhood. Wonderful for people not great with stairs. Master bedroom, bathroom, Washer/Drier/Dishwasher, kitchen, living room all on same 1st floor. 2 Big TV, BBQ, fire pit, WiFi, backyard patio, radiant floor heating, basketball hoop, scenic walking trails around nearby tri-ponds (w/ fishing), central location to Rte.1, 93 and 95. Walk to the commuter rail, MBTA orange line or 137 Bus route. Have it all, enjoy the city in suburban quiet.

Stella Maris, 6 bedroom coastal home, water views
Stella Maris is an inter-coastal sanctuary, located on a private, tree lined street, with ever changing views of Cohasset Harbor & surrounding marsh & waterways. The airy floor plan of this contemporary home is perfect for entertaining family and friends. Gathering on the deck at sunset is a favorite. A short walk to Minot Beach and the lovely Minot neighborhood. Close to charming Scituate & Cohasset Harbors with their great restaurant scenes. 5 minutes to the Commuter rail into Boston.

Hidden Gem near Boston w/ Private lake access
Waterfront 3BR home 1 mile from commuter rail to Boston. 1 mile from Blue hills ski. 2.2 miles from New England's 1st and only TopGolf. This 3BR, 2.5 BA features an open floor plan w/ view of your private lake from the kitchen and dining rooms. Head downstairs to play pool, ping pong or darts. Or relax by the fire and watch tv (all streaming channels). Warmer months turns into a resort: Fishing, boating, swimming, grill, fire pit, furnished cabanas, hiking the blue hills and much much more.

Spectacular pond view, suite on conservation land
Imagine sipping morning tea or coffee gazing at the view of the pond across the street. Or maybe relaxing in a screen porch watching yellow finches and hummingbirds flittering around the yard in season. Explore the trails on 180 acres of conservation land out our backdoor. Delight in the changing colors of leaves in the fall, and the sounds underfoot. After exploring Cape Ann or our award winning beaches, or dining on fresh New England seafood, how about a sunset canoe ride on the pond?

Sunset LAKE VIEW studio. Recently upgraded!
Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

Soak in the Hot Tub! Water Views and Ocean Scent!
Welcome to The Turner Tide, a peaceful coastal escape in Scituate, MA. Perched along the scenic shoreline, this charming home offers sweeping ocean views, salty breezes, and the soothing sound of waves—perfect for couples, small families, or anyone seeking a classic New England beach getaway. Sand Hills beach- less than a minute walk Scituate Lighthouse - 5 min Scituate Harbor - 5 min Museum Beach - 5 min Peggotty Beach- 8 mins drive Explore Scituate magic with us & Learn More Below!

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Ocean Park Retreat
Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

Newly renovated, close to Foxboro and Boston
Only 10 miles to Foxboro stadium!Private guest suite surrounded by nature and a large yard featuring a large POOL (closed Sep-May) with beach entry and pool slide. Next to Blue Hills and pond, a nature escape close to Boston! Nature trail right by your door! An additional unit with queen bed is available as well. Queen size bed, bathroom, WIFI, smart TV, kitchenette with microwave, coffee maker, toaster, fridge. Stove in a shared kitchen. Massage chair.

Spend New Years Here 2 nte min
The pond is iced and the fireplace roaring! 5 bedrooms 2 with uninterrupted water views, full waterfall bath, Private master. Beamed and sunken living room, beehive fireplace, fire-pit, propane grill. Stainless kitchen w/ entertainer sized island overlooking pet friendly yard. Seating for 24 diners inside plus veranda. Our beautiful grounds will delight your family. Off street driveway for 3 vehicles. Pick any 7 nights Dec 23-January 2.
Popular amenities for Boston kayak rentals
Holiday House Rentals with a Kayak

Captain Kimball House

Charming and Cozy Seaside Living

Classic Family-Friendly Beach House in Scituate

Bright and open modern farmhouse

Hot Tub|Fire Pit|Electric Bikes|Projector|Garage

Entire 2nd Floor Unit, Lakeside, 5min walk to town

Every room water view new kitchen ferry to Boston

Dotey Cottage
Cottages with a kayak

*Oceanfront*AC* Families & Pets welcome* Renovated

Relaxing Beachfront Cottage, 20min Ferry to Boston

Tranquil Waterfront Retreat

Expansive coastal views, 3/2 newly renovated
Other holiday rentals with a kayak

Boston area - Lakefront home 4 Br, 6.5 Ba, L1

Ocean & Beach Front Suite-Amazing Views!

The 1850 Morse Home with award-winning updates

Serene Bright Private Bedroom in Deluxe Unit

Cambridge King Bed MIT Harvard Steps Away

2BR beach-view home with deck, beach access, grill

Welcome to Casita 6 with private bath

Centrally located, small guest room for 1 female
Quick stats about holiday rentals with a kayak in Boston

Total holiday rentals
Explore 30 holiday rentals in Boston

Nightly prices starting at
Boston holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Boston holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Boston rentals

4.9 Average rating
Boston stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Boston's top spots, include Fenway Park, Boston Common, and TD Garden
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