Holiday rentals with a kayak in Middlesex County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Middlesex County

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

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Superhost
A serene waterfront view reveals a calm lake reflecting clear blue skies. A grassy area leads to a sandy beach, with an American flag gently waving nearby. The scene is framed by trees and manicured foliage, providing a peaceful outdoor retreat.
Home in Worcester
4.75 out of 5 average rating, 159 reviews

Private waterfront home!

“La Casita” is a private waterfront home near Umass medical! Modern 1-2 bedroom home with a Master Bedroom on the second floor and a multi use room that can be used as a 2nd bedroom with a full size futon. There is a 3 season porch with a dining nook which leads out to a big outdoor deck. There are multiple ceiling fans and water toys for renters use. No pets or smokers. This is a quiet, family oriented neighborhood with another home on the lot with small children so calm renters only please.

Superhost
Aerial view of a peninsula with mixed trees and open water surrounding it, showcasing the tranquil shoreline. Power lines can be seen above, and various watercrafts are visible in the distance, emphasizing the serene atmosphere of the location.
Home in Shrewsbury
4.83 out of 5 average rating, 30 reviews

Lake "Island" near Boston

This place is a hidden gem! It is a lake peninsula. Enjoy the amazing lifestyle on Lake Quinsigamond, while being only 10min from the center of Worcester. Even if you come to work in the area it feels like being on vacation. Lots of fun things all year around and only 40min to Boston, 1.5hr to Cape Cod beaches. This 2 bedroom A-frame house and 1 BDR cabin are on a 5 acres property (2,000 feet of shoreline). Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

Guest favourite
Home in Westminster
4.89 out of 5 average rating, 222 reviews

Lakefront, view of ski mtn, fireplace, sauna

Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

Guest favourite
The exterior of a charming colonial-style townhouse is shown, framed by vibrant autumn foliage. A well-maintained front yard with manicured grass and decorative bushes leads to a welcoming entrance, highlighted by a stone pathway and a classic white porch railing.
Home in Andover
4.9 out of 5 average rating, 20 reviews

Andover 3 Bedrooms 2 Baths, Free Parking, Location

Welcome to the historic Shawsheen village in Andover! This 3-bedroom townhouse is right off the I-495 exit and offers easy access. A Dunkin and the highly-rated Shawsheen Luncheonette are within a 3-minutes' walk. 3-5 minutes' drive to Whole Foods, Stop and Shop, Market Basket, and the train station. 7 Minutes to Phillips Academy. Ideal for remote/group work with multiple work spaces. Public transit to downtown Boston is easy, just hop on the Andover train station and leave the car behind!

Top guest favourite
A cozy living area features a dark sectional sofa and a light wood coffee table positioned on a textured area rug. A television is mounted on the wall across from the seating, complemented by a small lamp on a side table. Natural light filters through multiple small windows.
Flat in Wayland
4.95 out of 5 average rating, 41 reviews

Cozy lakeside retreat

Take it easy at this unique and tranquil getaway a perfect spot to recharge and enjoy all Dudley Pond has to offer.Relax on the deck overlooking the water OR explore on a canoe, kayak, or paddleboard OR walk to TheChat (an old speakeasy) for yummy drinks and food. Centrally located in the Metrowest suburbs close to the Mass turnpike and public transportation to downtown Boston. Close to Babson, Wellesley College, Boston University, Brandeis, Framingham State for graduation or parent weekends.

Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 373 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.

Superhost
A welcoming living area features a large sectional sofa adorned with decorative pillows and a warm throw. A round coffee table sits centrally, while a wooden dining table for four is positioned nearby. Natural light enters through multiple windows, highlighting the wooden flooring.
Home in Melrose
4.78 out of 5 average rating, 55 reviews

Quiet Entire house, Boston close, MBTA, com rail

QuietSingle family house in premier North of Boston neighborhood. Wonderful for people not great with stairs. Master bedroom, bathroom, Washer/Drier/Dishwasher, kitchen, living room all on same 1st floor. 2 Big TV, BBQ, fire pit, WiFi, backyard patio, radiant floor heating, basketball hoop, scenic walking trails around nearby tri-ponds (w/ fishing), central location to Rte.1, 93 and 95. Walk to the commuter rail, MBTA orange line or 137 Bus route. Have it all, enjoy the city in suburban quiet.

Guest favourite
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.87 out of 5 average rating, 39 reviews

Hidden Gem near Boston w/ Private lake access

Waterfront 3BR home 1 mile from commuter rail to Boston. 1 mile from Blue hills ski. 2.2 miles from New England's 1st and only TopGolf. This 3BR, 2.5 BA features an open floor plan w/ view of your private lake from the kitchen and dining rooms. Head downstairs to play pool, ping pong or darts. Or relax by the fire and watch tv (all streaming channels). Warmer months turns into a resort: Fishing, boating, swimming, grill, fire pit, furnished cabanas, hiking the blue hills and much much more.

Superhost
Flat in Cambridge
5 out of 5 average rating, 7 reviews

Updated 3 Room Apartment, King bed

Spacious first-floor apartment in a Cambridge two-family house. King-size purple mattress, fully stocked kitchen, living room/office. Full Alexa automation lights and locks. Bikes available with locks and helmets. Located in a great neighborhood a few blocks from the river, public transportation(Buses, Red and Green Line trains), and grocery stores. Walking distance to MIT, Harvard, BU, Cambridge central square, and Boston. Bikes with a helmet and lock are available during your stay.

Guest favourite
Flat in Cambridge
4.92 out of 5 average rating, 12 reviews

2bed Condo in Cambridge w/balcony Garage Parking

2BR Apartment w Balcony in the Heart of Cambridge Welcome to your stylish home away from home! This modern 2-bedroom apartment is located in one of Cambridge's most desirable neighborhoods - just steps from the Charles River, MIT and Kendall Square, and easy access to downtown Boston. • Two beautifully furnished bedrooms with plush mattresses and hotel-style bedding • Private balcony • Bright and open layout • Fully equipped kitchen • Rooms with smart TV and high-speed Wi-Fi

Top guest favourite
A log cabin is surrounded by tall trees and lush greenery, situated on the shore of a tranquil lake. A wooden dock extends into the lake, with two kayaks and a rowboat visible nearby, offering a serene setting for relaxation.
Cabin in Groton
4.94 out of 5 average rating, 69 reviews

Secluded Rustic Lakeside Cabin - Perfect Escape

Take it easy at this peaceful and secluded lakefront getaway. Escape to our log cabin nestled in the woods on the shores of a pristine lake in Groton, Massachusetts, less than an hour from Boston. The cabin blends rustic charm with modern comfort and offers a quiet setting to relax and unwind. Enjoy lake views, fresh air, and the sounds of nature. This home is best suited for quiet family vacations and responsible adult travelers seeking a peaceful lake retreat.

Guest favourite
The exterior of a modern home features natural wood shingles and multiple large windows. A well-maintained lawn with diverse greenery surrounds the structure, with colorful plants visible near the base. A wooden deck with stairs leads to a screened-in porch, enhancing outdoor accessibility.
Home in Groton
4.89 out of 5 average rating, 28 reviews

Peaceful home in the woods

Relax with the whole family at this peaceful home in Groton. Private setting off the main road with 10 acres abutting Groton conservation land. A quarter mile walk in the woods right off the property takes you to the beautiful Wattles Pond. Enjoy the open layout with plenty of natural sunlight, cozy living areas, designated office to work from home, and screened in porch overlooking the forest. Your perfect escape that will surely provide lots of relaxation.

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