Vacation rentals with a kayak in Boston

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Top-rated kayak rentals in Boston

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Guest favorite

Cottage in Essex

4.96 out of 5 average rating, 99 reviews

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.

Superhost

Guest suite in Braintree

4.83 out of 5 average rating, 81 reviews

Lakeside studio apartment @ Sunset Lake.

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. 🛶 🌅 🌆

Guest favorite

Apartment in Medford

4.93 out of 5 average rating, 313 reviews

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.

Superhost

Cottage in Westford

4.92 out of 5 average rating, 36 reviews

Beach & pond cottage ! Westford MA and Boston!

Summer Village resort is only 20 miles from Boston. Best of both worlds! Your New England style cottage is steps to the beach, Lodge restaurant & bar, heated pools (family & adult), hot-tub, playground, tennis/ basketball/ fire pits pocket parks, golf putt, fishing, 24-hr fitness center. You'll enjoy lake views of Long Sought for Pond from the sun-filled porch, sandy beach, nestled in a beautiful gated seasonal cottage community. CENTRAL A/C !! Queen beds, Bunk bed. Weber outdoor grilling.

Superhost

Home in Canton

4.87 out of 5 average rating, 23 reviews

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.

Guest favorite

Apartment in Scituate

4.88 out of 5 average rating, 42 reviews

Below Deck Scituate Hahhbahh

Guests will enjoy easy access to everything from this centrally located place. Located in Scituate Harbor, this Studio Aprtment, with separate entrance, you will enjoy the spacious family room and oversized bedroom area that accommodates one queen and one twin bed. The new shower room is separate from the vanity sink for ease of use while one is being occupied. The unit offers a kitchenette area with microwave, coffee maker, toaster and refrigerator. Please tell host of pet allergies

Guest favorite

Home in Scituate

5 out of 5 average rating, 35 reviews

Pebble House Beachfront Scituate Home w/ Fireplace

⛵ Welcome to our one-level BEACH HOUSE with Scituate HARBOR VIEWS. Staying at Pebble House you will have private BEACH frontage on Museum Beach. Go for a 15-min walk to harbor shops, restaurants or 10-min walk Scituate Lighthouse & Barker Tavern. Swim, paddle and play in the bay off of your large deck. Do nothing and enjoy views of Harbor boats, moon and sunrises over the historic Scituate Lighthouse. 🌊 - 6 Min Drive to Minot Beach - 20-25 Mins to Rexhame, Duxbury & Nantasket Beach

Guest favorite

Guest suite in Concord

4.98 out of 5 average rating, 122 reviews

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)

Guest favorite

Guest suite in Marblehead

4.91 out of 5 average rating, 267 reviews

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.

Guest favorite

Home in Hull

4.95 out of 5 average rating, 21 reviews

Every room a water view updated kitchen & bath

Make some memories at this unique and family-friendly place. 5 minute walk to commuter boat/ferry to Boston, Ma/Logan airport. Ferry ride is 15-30 minutes depending if boat is direct to Boston, MA or stops at Logan or Hingham. Please check ferry schedule as it changes to weekday only in the off season. The house is 28 miles south of Boston. Panoramic water views. Beach access across the street. Vacation or work from home with water views from every window.

Guest favorite

Guesthouse in Marshfield

4.98 out of 5 average rating, 80 reviews

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.

Guest favorite

Cottage in Scituate

4.98 out of 5 average rating, 44 reviews

"Shore Bet" Humarock Beach Cottage - Scituate

"Shore Bet" is a Humarock Beach gem in Scituate, MA. Our Ocean Dr. beach cottage is just a short walk to a private stretch of Humarock Beach and situated between the Atlantic Ocean and the South River. Perfect for a relaxing family getaway, featuring miles of beach, outdoor recreation, water sports, fishing (both shore & river), gorgeous marshland, and shops and restaurants all close by. OFFERING WINTER RENTALS - Monthly from October - April.