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

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

4.92 out of 5 average rating, 26 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 favorite

A lakefront cottage is positioned among trees, with a spacious lawn leading down to the water. A newly installed dock extends into the lake, while various colorful kayaks and paddle boards are neatly arranged on the grass. The sun sets, casting a warm glow over the scene.

Home in Westminster

4.89 out of 5 average rating, 203 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 favorite

The exterior of a renovated cabin features a light yellow façade and a gray metal roof. A small wooden deck with a railing provides access to the entrance, which showcases a black door with a glass panel. Surrounding trees add to the natural setting.

Tiny home in Holland

4.96 out of 5 average rating, 113 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.

Top guest favorite

A comfortable sofa is positioned near a window with sheer curtains, allowing natural light to illuminate the space. A decorative pillow with text is placed on the sofa, while a glass of wine rests on a wooden table outside, visible through the window.

Cabin in Winchendon

4.96 out of 5 average rating, 72 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 (our apologize but it is currently not working) 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

The exterior of the house features blue siding with white trim and a welcoming red front door. A small porch is adorned with an American flag. Surrounding greenery and a gravel pathway lead to the entrance, with trees providing a natural backdrop.

Home in Sturbridge

4.96 out of 5 average rating, 172 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 vibrant sunset paints the sky in hues of pink, orange, and purple above a tranquil lake. The water reflects the colorful sky, creating a serene atmosphere. Silhouettes of trees line the horizon, enhancing the peaceful view.

Home in Webster

4.86 out of 5 average rating, 126 reviews

Webster Waterfront Cottage Nestled in the Pines

Light, bright sunny home nestled in the pines on a quiet dead end road. It's the perfect spot to relax, go swimming, kayaking, fishing or just sit on the dock and relax. There is an outdoor patio area overlooking the lake with a table/chairs, a gas grill for BBQs and a gas firepit for s'mores. Open kitchen/dining/living room with room to spread out. Kitchen has everything you need a Keurig, pots/pans, basic spices, garbage bags etc. AC in the 2 queen bedrooms, no AC in full bedroom.

Guest favorite

A serene lakeside view is captured under a moonlit sky, reflecting soft light on the calm water. The cottage is illuminated, with string lights adorning the outdoor seating area, creating a peaceful ambiance. Across the lake, homes are faintly visible along the shoreline.

Cottage in Mendon

4.94 out of 5 average rating, 108 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. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Superhost

A serene three-season porch is showcased, featuring large windows that provide views of the lake and surrounding greenery. Comfortable seating is arranged around a wooden coffee table, with a dining table nearby. Bright natural light fills the space, enhancing the tranquil atmosphere.

Home in Sturbridge

4.85 out of 5 average rating, 73 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

A modern kitchen is highlighted with sleek black cabinetry and stainless steel appliances. A wooden island with two stools offers practical seating. Large windows bring in natural light, with views of the surrounding greenery, enhancing the space's openness.

Guesthouse in Winchendon

4.98 out of 5 average rating, 54 reviews

Copley’s Guest House on Lake Monomonac

A very unique, beautifully designed Belgium Farmhouse Guesthouse located above a garage on Lake Monomonac. You will have your own access to kayaks and a paddle board to enjoy everything the lake has to offer. All seasons can be thoroughly enjoyed here; boating, fishing, swimming and other water sports in the summer, vibrant colors and crisp air of fall, in the winter enjoy iceskating and fishing, then end the day with a good book by the fireplace.

Guest favorite

A serene lakeside view is presented, with several docks extending into the water. Leafless trees frame the scene, while a grassy area leads to the water's edge, creating an inviting space for outdoor activities.

Home in Sterling

4.92 out of 5 average rating, 37 reviews

Charming lakeside cottage.

Charming lakeside cottage is the perfect place to enjoy coffee in the am or a paddle at sunset. This home has 1.5 baths, and 2 bedrooms. The smaller bedroom has a queen bed. The larger bedroom has 2 sets of trundle beds to sleep 4 people. The kitchen is fully stocked with all you need to entertain just bring food. We have some toys for kids if needed. We have a few kayaks and a pedal boat you can use at your own risk or bring your own.

Guest favorite

A spacious deck extends over the lake, featuring two comfortable chairs positioned for serene views. Lush greenery surrounds the area, and the calm water reflects the deck's inviting atmosphere. A white railing enhances safety while offering unobstructed access to the water.

Cottage in Sturbridge

4.91 out of 5 average rating, 170 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.

A serene lake scene is captured at sunset, with golden sun reflections shimmering on the water's surface. Silhouettes of trees line the horizon, and a few ducks can be seen floating peacefully on the lake.

Cabin in Webster

4.9 out of 5 average rating, 175 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.