Vacation rentals with a kayak in Essex County

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Top-rated kayak rentals in Essex County

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Guest favorite

Guesthouse in Salem

4.93 out of 5 average rating, 73 reviews

Large Private Guest House with Lake Views in NH

Just 36 miles north of Boston/Logan Airport.Enjoy lake views from this above garage private entrance guest house. Two private bedrooms (1 queen 1 full) with an additional queen futon. Unit is clean & comfortable with 2 smart tv's, wifi, Keurig, microwave, minifridge/freezer. Explore the lake using 2 available kayaks. Two public beaches. Parking for 3 cars. Minutes from Canobie Lake Park, Tuscan Village and 4 local wedding venues. Short drive to NH seacoast, white mountains, foliage, & skiing

Guest favorite

Cottage in Essex

4.96 out of 5 average rating, 97 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.

Guest favorite

Home in Ipswich

4.93 out of 5 average rating, 27 reviews

Ipswich Riverfront Lodge|Sleeps 10|Kayak+Canoe

Enjoy a secluded retreat in nature all while being conveniently close to all the North Shore has to offer at The Ipswich River Lodge. The rustic style combined with modern amenities and multiple gathering spaces makes this the perfect spot for groups and families alike. Just minutes to downtown Ipswich and Crane Beach/Estate it's the perfect landing spot to explore all that Cape Ann has to offer! 10 Min Drive to Crane Beach 30 Min Drive to Salem Experience Ipswich With Us & Learn More Below!

Guest favorite

Rental unit in Medford

4.93 out of 5 average rating, 307 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.

Guest favorite

Rental unit in Rockport

4.97 out of 5 average rating, 69 reviews

Downtown w parking, beach, shops

Enjoy our fully refurbished historical home located in the heart of the coastal town of Rockport, Massachussetts. Perfect for couples or small families. This cozy basement unit offers a comfortable stay with with parking and a new kitchen, bathroom and washer and dryer, Our unit features a bedroom with a comfortable king size bed, The living space is tastefully decorated with a queen sofa bed. Walk to the beach, Bearskin neck, restaurants, Shalin Liu music center, art galleries and shops.

Guest favorite

Rental unit in Marblehead

4.98 out of 5 average rating, 231 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.

Guest favorite

Home in Newbury

4.93 out of 5 average rating, 30 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.

Guest favorite

Home in Salem

4.94 out of 5 average rating, 144 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.

Guest favorite

Home in Ipswich

4.91 out of 5 average rating, 35 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.

Guest favorite

Guest suite in Marblehead

4.9 out of 5 average rating, 263 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.

Superhost

Rental unit in Rockport

4.79 out of 5 average rating, 184 reviews

Rockport's Best Kept Secret: 2 Bed/1 Bath on Bears

Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Loft, with exposed beams and hooks embedded in posts from mending sails. Enjoy a small Juliette style balcony overlooking Bearskin Neck from the comfort of this two bedroom, two bathroom property. Located in a prime location close to the ocean, restaurants, shops, and beaches, you won't want to miss out on this one-of-a-kind experience!

Superhost

Rental unit in Lynn

4.8 out of 5 average rating, 299 reviews

Modern Studio in Lynn, MA Between Salem & Boston

We are completely keyless! Enjoy this second floor 465 square foot studio loft apartment with a full kitchen, 11+ feet high beamed ceilings, and large windows! This unit features a couch, flat screen TV, full sized bed, linens, dish detergent, and toiletries! Located on the outskirt of downtown Lynn, we are in close proximity to Boston, as well as Salem and other North Shore towns! Enjoy our smart TV and free WiFi!