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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Top guest favorite

A bright and airy living space features large windows offering views of the serene lake. A dining table with six chairs and a cozy seating area with a navy sofa enhance the room. Natural light floods in through the windows, highlighting the warm wood accents.

Cottage in Wales

4.96 out of 5 average rating, 56 reviews

Sunset and Sunrise views at this lake cottage.

Ready to relax and have fun! Just bring your clothes, everything else is here at this cottage named Tramonto Sul-Lago – Sunset over lake. You and up to 6 guests will enjoy all amenities! You won’t want to miss sunrise either, it creates reflections of nature on the water. Grab a kayak and go for a paddle, set up a yard game, head to the dock with a fishing pole, pull up some chairs to the fire pit (firewood provided). The back yard is a private oasis. Winter offers skating and ice fishing!

Top guest favorite

Cabin in Thompson

5 out of 5 average rating, 113 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Guest favorite

Several rustic cabins are nestled among tall trees in a wooded area. The ground is covered with pine needles and patches of snow. The buildings feature natural wood exteriors, with one cabin visible in the foreground and a larger structure further back.

Tiny home in Holland

4.96 out of 5 average rating, 101 reviews

C. Chief Cook delightful tiny house

Enjoy peaceful surroundings of this rustic destination. Come relax at this former camp under renovation. Hang out by Lake Siog where you can paddle board, kayak, use the rowboat, find a meditation site, light a campfire or just rock on the hammock. Lake Siog has a number of hiking and biking trails and the Quinebog River Canoe Trail. We are close to the Brimfield Antique Flea Market, Palmer Antique Co-ops, Old Sturbridge Village and restaurants, wineries, and breweries like Treehouse Brewery.

Superhost

A charming lake house is positioned by the water, featuring a quaint peaked roof and large front windows that bring in natural light. A porch offers seating, while a grill is visible to the left. Surrounding greenery enhances the tranquil setting.

Home in Westminster

4.82 out of 5 average rating, 149 reviews

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

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Guest favorite

A two-story lakeside home is depicted, surrounded by trees and greenery. A private dock extends into the water, accompanied by kayaks and a spacious deck. Natural stone steps lead from the dock to the house, providing access to the patio and outdoor living space.

Home in Sturbridge

4.96 out of 5 average rating, 168 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

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 tot. 4th bed is futon in finished walkout bsmt with 3rd full bath. Min 3 night stay. Base weekday $375, Weekend $475. 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

A tranquil lake view showcases calm waters reflecting the clear blue sky. A private dock extends into the lake, while lush green grass provides a serene foreground. The distant shoreline features a line of trees and subtle residential structures, enhancing the peaceful setting.

Home in Wales

4.96 out of 5 average rating, 27 reviews

Charming water front cabin with boat dock

Escape to our charming lakefront cabin! This cozy retreat offers a peaceful getaway with direct access to the sparkling waters and a private dock for swimming, fishing, and kayaking. Unwind on the inviting covered porch sipping your morning coffee while mesmerizing a spectacle sunrise or gather for a barbecue while relishing the panoramic lake views. Whether you're seeking a romantic weekend or an outdoor adventure, this lakeside haven promises an unforgettable experiences!

Guest favorite

Cottage in Mendon

4.95 out of 5 average rating, 79 reviews

Lake Front with Hot Tub and New Fitness Studio

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Tastefully decorated with rustic charm, it accommodates 7 guests, ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Guest favorite

The exterior of the Photographer's Hut showcases dark wood siding with a modern roof. A view of Tully Pond is visible directly across from a grassy area, offering a serene lakeside setting framed by trees.

Tiny home in Orange

4.94 out of 5 average rating, 348 reviews

The Photographer's Hut: A Sweetwater Stay

The Photographer's Hut is the twin to the Writers Retreat. Fitted with two porches, space for four guests, and decorated with photography memorabilia and antique cameras. A beautiful spot ideal for daydreaming and looking out onto the serenity of the pond. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

Top guest favorite

A spacious deck overlooks the serene lake, where an American flag gently flutters in the breeze. Comfortable seating, including a white armchair and wooden table, offers a perfect spot to enjoy the water views and surrounding greenery.

Cottage in Sturbridge

4.93 out of 5 average rating, 148 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.

Guest favorite

A well-maintained lake house is visible from the water, featuring a spacious deck with an umbrella and outdoor seating. Below, a variety of water activities equipment is arranged next to the dock, with stone steps leading from the dock to the yard, surrounded by green grass.

Home in Brimfield

5 out of 5 average rating, 12 reviews

Little Alum-Lakefront Home

Relax with the whole family at this peaceful place to stay. Completely remodeled 3 bed 1 1/2 bath 3 season lake house. Amenities include a private dock, kayaks, paddle boards, paddle boat, and a rowboat. We have an oversized deck with an outdoor kitchen area as well as a seating area with a propane fireplace and a high-top picnic table for a beautiful view of the lake.

Top guest favorite

A view of the cabin and neighboring house is presented, surrounded by trees. The yard is partially covered with fallen leaves, revealing patches of green grass. A gravel driveway leads towards the entrance, providing access to the property.

Cabin in Webster

4.93 out of 5 average rating, 164 reviews

The Camp

We are in the Tri-State area, an hour west of Boston, 25 minutes South of Worcester. Nothing beats Lake living...the sunsets, the backyard to play badminton or croquet, kayaking, canoeing, the paddle boating, SWIMMING, having a camp fire or going to the city! Your cabin OF 650sq. ft. Is next to my home and steps to our beach. WiFii, one tv with ROKU.

Guest favorite

A grassy area leads to the calm pond, framed by lush greenery. A stone seating area and a green canoe are visible near the water's edge. A paddleboat can be seen floating in the background, while gentle clouds drift across a blue sky.

Guest suite in Charlton

4.86 out of 5 average rating, 410 reviews

Baker Pond Hideaway

Out in the country, on a lovely pond, we are in the woods with our own private beach. The rustic in-law apartment is on the ground floor of our house - bedroom (with small kitchenette) and bath, and a private entrance. Great for walks and canoeing and fishing and biking. We are only 65 miles from Boston, 15 minutes to Sturbridge Village.