Vacation rentals with a kayak in North Shore

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Top-rated kayak rentals in North Shore

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Guest favorite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 217 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Guests can enjoy our home's private suite on a lovely small lake with a panoramic view, a spa-like bathroom, cotton linens, and a comfy bed. A/C and a fireplaced living room. Quietly watch lake nature or boats going by, or venture out to swim, kayak, or fish. Enjoy Lowell's mill history and it's national park, take a forest walk nearby, or drive 10 min. to Nashua, NH for its many restaurants and tax-free shopping. 1 hr from Boston and central to New England highlights. Low cleaning fees!

Aug 5 – 12

$109 per night

Guest favorite

Home in Gloucester

4.92 out of 5 average rating, 13 reviews

Beach House on a Private Beach!

Private Beach Dream vacation! No dealing with big crowds and parking fees to be at the beach! Step out to a sandy beach right in front of the comfort of your beautiful Coastal House. When you are on vacation you want to feel in paradise and that is how you will feel at this house! The house offers 3 bedrooms, 1 full bathroom, laundry, fully equipped kitchen and living room that walks out to an amazing water view deck and parking for 2 cars. I forgot to mention the most incredible sunsets ever!

Sep 18 – 25

$657 per night

Guest favorite

Cottage in Essex

4.96 out of 5 average rating, 84 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.

Sep 18 – 25

$350 per night

Guest favorite

Apartment in Marblehead

4.98 out of 5 average rating, 212 reviews

Little Harbor House-Marblehead Historic District

Our private apt is on the top floor of our 1713 home. Up three sets of exterior stairs, that’s 43 stairs, to a private entrance through your screened in porch. The lovely apt has soft pine floors and a queen size bed. The kitchen is complete with coffee, tea, a stove, microwave, refrigerator, and coffee maker. The deck has gorgeous views. It’s a wonderful area. No smoking or vaping anywhere on the premises. Any family or friends must be pre-approved guests on reservation. On street parking.

Jul 25 – Aug 1

$209 per night

Guest favorite

Cottage in Newburyport

5.0 out of 5 average rating, 144 reviews

Plum Island’s TRUE NORTH COTTAGE

Re-center yourself at True North Cottage while staying in our newly renovated, thoughtfully designed & styled cottage, nestled along the pristine barrier beach at the northern point of Plum Island, Newburyport, MA. Take-in ocean views via beach access across the street or walk the low tide sand of the Boat Basin and admire the steeples above historic Newburyport, both within a 2 to 3 min walk. Weather just relaxing at the beach, biking or kayaking, an experience awaits you at True North.

Apr 14 – 21

$625 per night

Guest favorite

Home in Newbury

4.87 out of 5 average rating, 15 reviews

Waterfront House on Plum Island with Great View

Escape your worries and relax in this beautifully renovated waterfront home on Plum Island. Perfectly located in a quiet residential neighborhood at the base of the tidal basin, and only a short 1 block walk to the beach. Enjoy the water views from every room. Completely redone in 2022 with a gourmet kitchen and 2 new baths. Lounge in the king bed or take in the views from the upper deck. Or enjoy a morning coffee or evening cocktail from the lower deck as you watch the wildlife on the basin.

Nov 30 – Dec 7

$425 per night

Guest favorite

Home in Salem

4.95 out of 5 average rating, 123 reviews

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Apr 24 – May 1

$194 per night

Guest favorite

Guest suite in Gloucester

5.0 out of 5 average rating, 44 reviews

Sunsets at the Seawall - A Coastal Hideaway

Beautiful, serene studio apartment steps from the water & colorful sunsets of Lane’s Cove in Gloucester. Includes kitchen, bathroom & comfortable bedroom with separate sitting area. A private patio just outside has a tabletop grill & an outdoor dining area. A short walk to Lane’s Cove, Plum Cove Beach, or the North Woods. A 10-20 min drive will take you to downtown Rockport , or Gloucester, for great seafood, art, and shopping! Enjoy a restful retreat or find adventure on Cape Ann!

Aug 21 – 28

$171 per night

Guest favorite

Apartment in Medford

4.92 out of 5 average rating, 258 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/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Mar 26 – Apr 2

$128 per night

Guest favorite

Home in Derry

4.88 out of 5 average rating, 414 reviews

Little Lakehouse, the Lookout

Cozy up during your next trip to southern New Hampshire! The Lookout, situated right next to a serene lake, boasts luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming to leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Mar 31 – Apr 7

$207 per night

Guest favorite

Home in Ipswich

4.9 out of 5 average rating, 30 reviews

Northridge Vista

Forget your worries in this spacious and serene space. Enjoy sunrises and sunsets over the ocean! Choose your workspace or relax with a book on the deck. Contemporary three level house….kitchen, dining room, bedroom and bathroom on middle level. Walking distance to private Clark Beach and public Pavillion Beach. Great walking, biking and kayaking. Seven mile drive to the spectacular Crane Estate and Crane Beach. Variety of different excellent restaurants and music venues in the area.

Dec 24 – 31

$278 per night

Guest favorite

Guest suite in Marblehead

4.92 out of 5 average rating, 246 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.

Apr 4 – 11

$115 per night