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

Lakefront cottage for a fun, relaxing getaway.
Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

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.

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.

Brand New Boston 6BR 5.5 Bath-IGLOO,Arcade,Parking
Luxurious 6 bed 5.5 bath Modern Villa with Game Room, Pool table, Air hockey, Movie Projector, EV charger, Fire Pit, Heated Garage, ITS OWN HEATED IGLOO and much more! Indulge in modern living in our 4300+ sq.ft newly constructed villa 20 mins from Boston. The state-of-the-art kitchen features high-end appliances, sleek quartz countertops, a large center island, and everything you need to prepare gourmet meals. Experience comfort, luxury, and fun book your stay today! NO RV/U-HAUL ALLOWED

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 ☀️ 🌅

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.

Adorable 1 bedroom guest house with ocean view
Take it easy at this unique and tranquil getaway with an amazing ocean view. Enjoy the oversized deck for sunning, and grilling. 1 Queen bedroom and a pull out sleeper sofa in the family room with TV and WiFi. Kitchen includes basic appliances: mini-fridge, microwave, Keurig, toaster, toaster oven, air fryer, and portable cooktop. Amenities include use of sand volleyball court, linens and towels, window A/C, water toys, and 1 parking spot.
Popular amenities for Boston kayak rentals
House rentals with a kayak

Charming and Cozy Seaside Living

Classic Family-Friendly Beach House in Scituate

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

Fresh Clean Annisquam Cottage

Dotey Cottage

Entire 1st Fl Condo, Lakeside, 5min walk to town

Quiet Entire house, Boston close, MBTA, com rail

River Retreat - Close to Boston
Cottage rentals with a kayak

*Oceanfront*AC* Families & Pets welcome* Renovated

Relaxing Beachfront Cottage, 20min Ferry to Boston

Tranquil Waterfront Retreat

Just Chill'inn Cottage

Beach & pond cottage ! Westford MA and Boston!

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

Afternoon Delight: Toast the beauty of the river

Ocean & Beach Front Suite-Amazing Views!

The 1850 Morse Home with award-winning updates

Condo within a walk to the beach

Serene Bright Private Bedroom in Deluxe Unit

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

Welcome to Casita 6 with private bath

Cohasset Woodland Cabin
Quick stats about vacation rentals with a kayak in Boston

Total vacation rentals
Explore 30 vacation rentals in Boston

Nightly prices starting at
Boston vacation rentals start at € 35 per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Boston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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