
Vacation rentals with a kayak in Boston
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Boston
Guests agree: these accommodations with a kayak 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.

Beachfront Home Walk to Shops ! Incredible Views !
〰 SEPT-DEC '25 JUST OPENED 〰on 08/26 Welcome to Pebble House, 1-level beach house with Scituate HARBOR VIEWS. You will have private BEACH frontage to Museum Beach. ⛵ Go for a 15-min walk to harbor shops, restaurants or 10-min walk Scituate Lighthouse & The Barker. Swim and paddle in the bay off of your deck. Relax and enjoy views of Harbor boats & sunrises over the historic Scituate Lighthouse. 🌊 - 6 Min Drive to Minot Beach & 10 to Peggotty - 25 Mins to Rexhame, Duxbury & Nantasket Beach

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.

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.

Revere Beach House, Logan Airport, Bay Views
Steps from Revere Beach, this home sleeps 6+ with sunrise views! Enjoy a private patio with firepit, grill, master suite with tub, and basement entertainment: 60" TV, wet bar, board & card games. 15 mins to Logan Airport (Uber ~$20). Fast WiFi, multiple WFH setups, full loaded kitchen, laundry w/detergent, parking for 2-4. Upstairs: king suite, queen & twin bedrooms rooms, office. Beach towels, 2 kayaks, linens, soaps all included. Relax by the fire or paddle out—your perfect getaway awaits!

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.

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.
Popular amenities for Boston kayak rentals
House rentals with a kayak

Charming and Cozy Seaside Living

Bright and open modern farmhouse

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

Every room water view new kitchen ferry to Boston

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Fresh Clean Annisquam Cottage

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

Afternoon Delight: Toast the beauty of the river

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

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
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 $56 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Boston vacation rentals include wifi 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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