
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.

Sunset Lake studio apartment. Kayaks for use!
Beautiful sunsets over the lake! 2 adult kayaks and 2 kid kayaks are available to guests. Light a fire at night. Play some yard games (corn hole, Bocce or Molkky). 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. 🛶 🌅 🌆

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?

Harborside Hideaway Guest Suite
Charming, private guest suite attached to a historic Colonial in the heart of Old Town. Guests love its quintessential New England charm and prime location. Take in stunning coastal views just steps outside the door of your private entrance. Walk or bike to shops, bars/restaurants/cafes, beaches & historic landmarks. Minutes to bus & commuter rail. Great for couples, solo travelers, visiting professors, or parent(s) with infant or young kids. Please inquire about accommodation options.

Walk on beach! Amazing views at Turner Tide!
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.
Popular amenities for Boston kayak rentals
House rentals with a kayak

Captain Kimball House

Charming and Cozy Seaside Living

2BR cottage with fireplace, beach access, kayaks

Classic Family-Friendly Beach House in Scituate

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

Every room water view new kitchen ferry to Boston

Dotey Cottage

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

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

Welcome to Casita 6 with private bath

My Favorite Boston place

H&H Boston
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
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Jersey City Vacation rentals
- House rentals Boston
- Loft rentals Boston
- Apartment rentals Boston
- Rentals with breakfast Boston
- Rentals with a patio Boston
- Rentals with an EV charger Boston
- Private suite rentals Boston
- Rentals with an accessible height bed Boston
- Pet-friendly rentals Boston
- Rentals with pools Boston
- Waterfront rentals Boston
- Rentals with a fire pit Boston
- Boutique hotels Boston
- Beachfront rentals Boston
- Rentals with a fireplace Boston
- Family-friendly rentals Boston
- Rentals with a hot tub Boston
- Rentals with a home theater Boston
- Bed and breakfasts Boston
- Rentals with beach access Boston
- Fitness-friendly rentals Boston
- Rentals with a washer and dryer Boston
- Rentals with outdoor seating Boston
- Guesthouse rentals Boston
- Condo rentals Boston
- Rentals with lake access Boston
- Hotel rooms Boston
- Townhouse rentals Boston
- Smoking-friendly rentals Boston
- Rentals with a kayak Suffolk County
- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- MIT Museum
- Good Harbor Beach
- Duxbury Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Onset Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Oakland Beach
- Prudential Center
- White Horse Beach
- Things to do Boston
- Art and culture Boston
- Sightseeing Boston
- Food and drink Boston
- Things to do Suffolk County
- Food and drink Suffolk County
- Sightseeing Suffolk County
- Art and culture Suffolk County
- Things to do Massachusetts
- Food and drink Massachusetts
- Sightseeing Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Things to do United States
- Tours United States
- Sightseeing United States
- Wellness United States
- Entertainment United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States






