Vacation rentals with a kayak in Worcester County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Worcester County

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Guest favorite

Home in West Brookfield

4.94 out of 5 average rating, 49 reviews

Hillside Hideaway

Prepare for the perfect New England getaway when you book this Massachusetts lake retreat in West Brookfield! Bring friends & family and relax in this beautiful 3-bedroom, 2-bathroom vacation rental house boasting 1,700 square feet of open concept space and a wraparound porch. Your group of 8 will have walking access to the lake and outdoor fire pit for evenings under the stars. *New for Fall 2024* We have partnered w/ Chef Perkins to offer in-home private cooking! See menu for booking details!

Guest favorite

Cottage in Brimfield

4.98 out of 5 average rating, 60 reviews

Cheerful 2 bedroom cottage with lake access.

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Guest favorite

Home in Sturbridge

4.96 out of 5 average rating, 168 reviews

Sturbridge MA 3 BR 2 1/2 Bath Home on Cedar Lake

Fully equipped w/open lake view living space w/gas fpl. Direct access to Lake w/private dock, (2) kayaks, decks, patio, grill & fire pit. Pvt master bed/bath and 2nd bed w/lake view/deck access. Base rate up to 5 people. $50/each add pers-night max 8 total. 4th bed is futon in part finished walkout bsmt/concrete floor. Min 3 night stay pref. Base weekday $315, Weekend $365. Premium rates seasonally/holidays. Local tax added by AirBnB. Ck-out 11 AM, Ck-in 3 PM unless arranged. Sorry no more pets.

Guest favorite

Home in Shrewsbury

5 out of 5 average rating, 6 reviews

Lake "Island"

This place is a hidden gem! Enjoy the amazing lifestyle on Lake Quinsigamond, while being close to the city center of Worcester (only 10min). 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 from Cape Cod. This 2 bedroom A-frame house and cabin are on a 5 acres property (2,000 feet of shoreline). Minimum of three nights. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

Guest favorite

Cabin in Athol

5 out of 5 average rating, 28 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

Located on a large serene pond, The Retreat at Eagleville is perfect for fishing enthusiasts, nature lovers, family fun, and anyone looking for an escape from the hustle of the city. Enjoy glamping amenities including a soaking tub, fully-equipped kitchen, outdoor BBQ & griddle, and a covered pavilion with picnic table. Relax by the firepit, unwind in the hammock, or lounge in Adirondack chairs. ☞ Complimentary fire wood for first fire ☞ No checkout rules ☞ All linens provided ☞ Self Check-in

Guest favorite

Home in Westminster

4.9 out of 5 average rating, 157 reviews

Lakefront; view of ski mtn, firepit, dock, kayaks

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 favorite

Home in Ashburnham

4.94 out of 5 average rating, 47 reviews

Lake House with Island and boats!

This is a wonderful place to put aside your busy life. No matter the season, our lake home is the feel of relaxation, cozy and comfort. Whatever yours is, you will have the best of all seasons here. Spring flowers popping up, summer water fun, beautiful fall foliage and winter ice-skating, just to name a few. Start the day with a warm cup of coffee watching the sun rise over the trees. Fill the rest with fun and adventures. Finish it with a campfire, s'mores and a nice glass of wine.

Guest favorite

Home in Ashburnham

5 out of 5 average rating, 27 reviews

Escape to the Lake!

Relax with family or friends at this little slice of heaven directly on Sunset Lake. The west facing views make the lake live up to its name. We purchased this home in fall 2023 so all furniture, paint and fixtures are relatively new! While this home is outdoor living at its best, we do have WiFi and TV for those who want it. There are 2 kayaks for use as well as a covered hot tub with lake views. You can walk into the shallow water from shore and jump off the dock with ease.

Superhost

Home in Sturbridge

4.9 out of 5 average rating, 42 reviews

Chic & Modern Studio Lakefront House with Loft

Indulge in a remarkable escape at our elegant and enchanting lake house! Tucked away on the stunning Cedar Lake, your personal 3 season porch, patio, and dock await as our inviting haven combines serene relaxation with thrilling adventures. Discover the meticulously appointed main living space, accompanied by a generously equipped full-sized kitchen and bathroom. With ample space for 2 adults and 2 children, our abode is the ultimate family sanctuary or a secluded romantic haven.

Guest favorite

Cabin in Winchendon

5 out of 5 average rating, 10 reviews

The little house on Mirror Pond

Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace currrently noy hooked up) with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Guest favorite

Rental unit in Leicester

4.98 out of 5 average rating, 63 reviews

Sunny 2-Bdrm Apartment at the Barred Owl Retreat

This 2-bedroom apartment at the Barred Owl is on the second floor of historic home on the Worcester/Leicester line near all Central MA attractions. Wander the trails by streams and ponds; visit with chickens; hike; kayak. We will share fresh eggs, vegetables, and flowers from the gardens. Meditate, rest in the hammock. Can be rented as 2 bedroom or 4 bedroom. (see other listing) Kitchen is small but has all you need; there is AC for warm summer days.

Guest favorite

Cottage in Westminster

5 out of 5 average rating, 52 reviews

Cottage @ Partridge Pond

Relax on Partridge Pond. Great for paddle boarding and swimming or just hanging out on the deck/dock and grilling. Great local restaurants and Wachusetts brewery 5 min up the road and Wachusetts ski area 10 min away. Local hiking trails and golf course nearby. Newly furnished. Updated utilities. Quiet area and a great retreat. Year round entertainment. We enjoy our time here. This is a ‘pet-free’ property.