Holiday rentals with a kayak in Essex County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Essex County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.

Cottage in Essex

4.96 out of 5 average rating, 128 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.

ValueLocationAir conditioning

Guest favourite

The living room features exposed wooden beams and a cozy seating arrangement. A plush sofa is accented with patterned cushions, while a decorative coffee table sits atop a soft area rug. Natural light filters through the windows, illuminating a rustic ambience.

Apartment in Rockport

4.8 out of 5 average rating, 209 reviews

Captains Quarters- Coastal Retreat Walk To Beach

Stay just steps from Rockport’s beautiful beaches, shops, and dining in this charming coastal retreat. Perfect for couples or small families, Captain’s Quarters offers comfort, convenience, and classic seaside charm in an unbeatable walkable location. Spend your days at Front Beach, exploring Bearskin Neck’s galleries and boutiques, or enjoying fresh seafood by the harbor — all within easy walking distance. Return to a peaceful space designed for relaxation after a day by the ocean. Inside you

ValueLocationWi-Fi

Top Guest favourite

Home in Plum Island

4.89 out of 5 average rating, 56 reviews

The Beach Plum Cottage

Nestled by the sea, charming 2-bedroom cottage offers a perfect escape,wake to gentle waves, explore sandy shores, and unwind in cozy spaces. With free parking for 2cars, it’s ideal for families or couples seeking a stress-free getaway, whether sandcastles or quiet moments by the water. The kitchen is fully stocked, and bed, bath, and beach linens are provided so you can simply relax and enjoy your ocean retreat. 2adult bicycles, 1 kayak, a beach umbrella, beach chairs, beach toys kids under 10.

LocationOutdoor spacesWalkability

Top Guest favourite

Apartment in Medford

4.93 out of 5 average rating, 395 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.

ValueOutdoor spacesParks

Guest favourite

Home in Newbury

4.89 out of 5 average rating, 9 reviews

Parker River House! Riverfront Pet Friendly

Relax and unwind at this beautifully renovated 3-bedroom, 2-bath home on the Parker River. Excellent lay out for up to 4 adults and 5 children as well as one or two dogs. Just minutes from Newburyport, local beaches, and scenic coastal charm. Perfect for families, friends, or couples looking to experience the best of the North Shore. End your days in a cozy screened in porch relaxing and watching boats drift by, or by the fire pit while grilling dinner. 10 minute ride to the commuter rail.

LocationOutdoor spacesAccuracy

Top Guest favourite

A cozy seating area features two armchairs facing large windows that provide a clear view of the lake. Natural light enters, illuminating the wooden floor and a round coffee table adorned with a small plant. The decor emphasizes tranquil lakefront living.

Home in Amesbury

4.87 out of 5 average rating, 101 reviews

2 bedroom waterfront retreat all seasons

Take it easy at this unique and tranquil getaway right on the lake. AMAZING lake views! Enjoy taking the canoe out for a day of fishing from your backdoor or lounge in the backyard with a good book. Feeling adventurous ? a quick drive and you can be at many nearby beaches ( Plum island, Salisbury, Hampton) or in downtown Newburyport or Portsmouth for a day of sightseeing/shopping. Lake Attitash is a popular fishing spot for largemouth Bass, Chain Pickerel, Brown Bullhead, or Sunfish. Welcome!

ValueOutdoor spacesView

Top Guest favourite

A serene view of the calm lake is presented, framed by trees and surrounding greenery. The water reflects the clear sky, while homes are visible along the bank, creating a peaceful landscape perfect for relaxation.

Guesthouse in Salem

4.93 out of 5 average rating, 150 reviews

Lake Front Private Guest House in So. 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) w/additional queen futon. Unit is clean & comfortable with 2 smart tv's, wifi, Keurig, microwave, minifridge/freezer. Explore lake using 2 available kayaks. Two public beaches nearby. Parking for 3 cars. Minutes from Canobie Lake Park, Tuscan Village & 5 popular wedding venues. Short drive to So Maine, NH seacoast, white mountains & foliage.

ValueOutdoor spacesFamily

Guest favourite

Apartment in Marblehead

4.92 out of 5 average rating, 62 reviews

Mugford Manor

This charming one-bedroom apartment is located on the second floor of the Samuel Striker House, built in 1725. Our property is within whistling distance to Old Town Marblehead, rich in colonial and revolutionary history and provides numerous shopping and dining options. Conveniently situated near the MBTA bus stop and only a ten-minute drive from downtown Salem, which features a variety of attractions and amenities. 1 queen bed, 1 queen pull-out couch Ample street parking available.

Outdoor spacesValueComfort

Top Guest favourite

A light-filled living area features a soft grey sofa adorned with textured cushions, complemented by two cozy armchairs. A wooden coffee table sits atop an area rug, while a woven basket and a small indoor plant add subtle greenery. Natural light invites a calm ambiance.

Bungalow in Plum Island

5.0 out of 5 average rating, 145 reviews

The Bungalow Luxe & Cozy Retreat by the Sea

The Bungalow is a coastal chic dream built for two! A newly updated & thoughtfully designed gem, nestled at the northern-most point of Plum Island, Newburyport, MA (not more than 100 paces from the ever watchful beacon of the famous Plum Island Lighthouse). Whether relaxing at the beach, paddling around the Basin, biking to one of the island stores or restaurants , or simply exploring the pristine Federal Wildlife Refuge, a special experience & adventure awaits you at The Bungalow!

LocationOutdoor spacesAir conditioning

Guest favourite

A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.

Home in Salem

4.94 out of 5 average rating, 194 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.

LocationValueDecor

Top Guest favourite

A bright and airy living area features large glass doors offering panoramic views of the water. Comfortable seating is positioned to take advantage of the scenic landscape, while light-colored walls enhance the spacious atmosphere. A ceiling beam adds architectural interest to the room.

Home in Ipswich

4.93 out of 5 average rating, 73 reviews

Northridge Vista

Escape the everyday in this spacious, serene retreat on Great Neck. Wake to breathtaking sunrises and unwind with glowing sunsets. This three-level home offers a bright, fully equipped kitchen, dining area, comfortable bedrooms, and a full bath, plus sunny workspaces and a relaxing deck. Walk to private Clark Beach or public Pavilion Beach, and enjoy walking, biking, and kayaking. Seven miles from the stunning Crane Estate and Beach, with excellent restaurants and live music nearby.

LocationValueLayout

Guest favourite

A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.

Guest suite in Marblehead

4.91 out of 5 average rating, 316 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.

LocationOutdoor spacesTV