
Holiday rentals with a kayak in Essex County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Essex County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

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.

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!

Harborfront Retreat on Bearskin Neck
Experience true waterfront living at this private retreat perched directly over Rockport Harbor. Enjoy coffee on your patio as boats drift by and take in peaceful harbor views from one of Rockport’s most iconic locations. Step outside to beaches, art galleries, boutiques, and fresh seafood dining — all just moments away on foot. Perfect for couples or small families seeking a relaxing coastal escape. Inside, historic charm meets modern comfort with exposed beams, a welcoming living space, and

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!

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.

Downtown 1 bedroom w parking
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.

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 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 nearby. Parking for 3 cars. Minutes from Canobie Lake Park & Tuscan Village. 5 Wedding venues w/in 5 miles. Short drive to NH seacoast, white mountains &foliage.

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.

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 and a queen pull-out couch Ample street parking available.

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.

Northridge View
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.
Popular amenities for kayak rentals in Essex County
House rentals with a kayak

2BR cottage with fireplace, beach access, kayaks

5BR Luxe Lakehouse: Gym, Spa, Bar, Garage

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Dotey Cottage

Big Island Pond Lake House Hampstead

Andover 3 Bedrooms 2 Baths, Free Parking, Location

River Retreat - Close to Boston

Elegant Bayview Victorian Home; walk to beach
Cottage rentals with a kayak

Black Cove Cottage by the Sea

*Cozy 2 bdrm Cottage (Pet Friendly)*

Cottage on the Water

Cottage with stunning ocean view and private beach
Other holiday rentals with a kayak

Lakeside Retreat

Retreat at Perkins Park

Bright and open modern farmhouse

Waterfront 2 Bedroom on private cove in Salem NH.

Lake House in the City

Oceanfront - 4BR/3BA Plum Island Beach House

Walk-to-ocean beach suite |4 beds| Private parking

Cozy Lakefront cottage with firepit.
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Boston University
- Boston Seaport
- New England Aquarium
- Freedom Trail
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- York Harbor Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- North Hampton Beach
- Prudential Center
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