
Holiday rentals with a kayak in Essex County
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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.

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!

The Waterline – A Private Harborfront Retreat
Stay in a cozy two-bedroom waterfront apartment in the heart of Bearskin Neck! The Waterline offers a charming ground-floor retreat with stunning views of the Rockport harbor and wharf. Relax in our beachside retreat adorned with nautical accents and stunning harbor and ocean views on our unique peninsula-bearskin neck. This beautifully updated space features two private bedrooms with queen beds, a cozy living area, and a private patio perfect for enjoying morning coffee, or picturesque sunsets

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.

Lakefront Island View Escape in Southern NH
Enjoy Island View Escape on beautiful Big Island Pond. You will have exclusive use of the main house and share outdoor space with us and our dog. Swim, kayak, fish for bass, perch and more. Join us on our pontoon boat for a lake cruise. Use the gas grill and firepit by the lake or sit on the deck watching sunsets and listening to loons. Near Rt 93, it's an easy commute to the NH seacoast, the White Mountains and Boston. Restaurants, golf, tax-free shopping and walking trails are all close by.

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.

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.

Spectacular pond view, suite on conservation land
Imagine sipping morning tea or coffee gazing at the view of the pond across the street. Or maybe relaxing in a screen porch watching yellow finches and hummingbirds flittering around the yard in season. Explore the trails on 180 acres of conservation land out our backdoor. Delight in the changing colors of leaves in the fall, and the sounds underfoot. After exploring Cape Ann or our award winning beaches, or dining on fresh New England seafood, how about a sunset canoe ride on the pond?

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
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.

Oceanfront Dock Escape ~ Kayaks & Paddleboards
This 4-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation to Gloucester, MA! • 13-minute drive to Wingaersheek Beach • 10-minute drive to Downtown Main Street in Gloucester • 2 inflatable Paddleboards • 4 Kayaks Available! • Outdoor Patio w/ Oceanfront Views • Large Jenga set • Fully Stocked Kitchen • Multiple Outdoor Spaces: Balcony/Deck • Family Friendly- Pack n Play & High Chair • Beach Essentials: Chairs, Umbrellas, Life Vests, Towels
Popular amenities for Essex County kayak rentals
Holiday House Rentals with a Kayak

Waterfront House on Plum Island with Great View

Private Beach!

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

Entire 2nd Floor Unit, Lakeside, 5min walk to town

Fresh Clean Annisquam Cottage

Dotey Cottage

Big Island Pond Lake House Hampstead

River Retreat - Close to Boston
Cottages with a kayak

Little Red Lake House

Lakefront cottage for a fun, relaxing getaway.

*Cozy 2 bdrm Cottage (Pet Friendly)*

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

4BR two-story riverfront retreat with a deck

Afternoon Delight: Toast the beauty of the river

Lakeside Retreat

2BR cottage with fireplace, beach access, kayaks

3BR marsh view house: fishing, beach, swim & deck

Bright and open modern farmhouse

Cambridge King Bed MIT Harvard Steps Away

Lake House in the City
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- Hampton Beach
- Ogunquit Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- Lynn Beach
- York Harbor Beach
- MIT Museum
- New England Aquarium
- Long Sands Beach
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
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