
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.

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.

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.

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

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!

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.

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.

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.

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.

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.

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

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.

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.
Popular amenities for kayak rentals in Middlesex County
House rentals with a kayak

Worcester Home on Indian Lake w/ Shared Boat Dock!

Just Ducky

The Nutty Bird Lakehouse

Serenity in the city

Stunning Sterling Sanctuary: Unwind on the Water!

Lake front home on Lake Singletary

Bright and open modern farmhouse

Entire 1st Fl Condo, Lakeside, 5min walk to town
Cottage rentals with a kayak

Cozy cottage in a quiet, lake community

Waters Edge

Tranquil Waterfront Retreat

Cozy, 2BR lake-side retreat and outdoor oasis

Just Chill'inn Cottage

Beach & pond cottage ! Westford MA and Boston!
Other holiday rentals with a kayak

Lake House by White Pond - First Floor

My Favorite Boston place

Lakefront Cottage 2 Mi to Palladium in Worcester!

Close to Colleges: Worcester Apt w/ Lake Access!

Lake House by White Pond - Second Floor

H&H Boston
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- MIT Museum
- New England Aquarium
- Boston Convention and Exhibition Center
- Gillette Stadium
- Monadnock State Park
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center
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