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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 decorative wooden tray is displayed on a table, featuring the words 'Guest Cottage' and 'Make Yourself at Home.' A silver pitcher holds a bouquet of pale pink peonies, adding a touch of elegance to the inviting setting. Natural light filters in through nearby windows.

Cottage in Brimfield

4.99 out of 5 average rating, 75 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.

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

4.9 out of 5 average rating, 201 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

Top guest favorite

A calm pond is depicted, surrounded by lush greenery and trees. Sunlight reflects off the water, creating a shimmering effect. Lily pads are visible on the surface, with a rustic stone pier in the foreground, adding a natural touch to the serene landscape.

Cabin in Thompson

4.99 out of 5 average rating, 148 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.

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, 68 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.

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, 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.

A wooden dock extends into a calm lake, with the reflection of the colorful sunset visible on the water's surface. Lights are strung along the dock, and a chair is positioned on the left side, creating a serene lakeside atmosphere.

Cottage in Mendon

4.94 out of 5 average rating, 105 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!

A serene lakeside view is presented, with a wooden dock extending over calm waters. A small table holds a bottle of wine and two glasses, while two wooden chairs are positioned invitingly nearby. Lush greenery frames the scene, creating a tranquil atmosphere.

Home in Sturbridge

4.85 out of 5 average rating, 68 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.

A small rowboat rests on the shore of a calm lake, with two oars placed inside. The scene is framed by lush green grass and dense trees lining the opposite shore, while soft clouds drift above, reflecting the tranquil waters.

Home in Holland

4.93 out of 5 average rating, 106 reviews

D. Chief's Lodge Cheerful Cabin at the Camp

Year round house: you'll have a great time at this comfortable place to stay. Camp Mishnoah, a former Girl's Club Camp, is undergoing restoration into a wellness retreat. This rental is a stand alone house. A very comfortable queen size bed and a single bed in a separate bedroom, lodge style living room with a vaulted ceiling, full kitchen, bathroom with shower and a half bath. Access to the pond and hiking trails. Nearby Sturbridge Village and Tree House Brewery.

Top guest favorite

A welcoming living area features a vibrant red sofa and a matching chair arranged around a small white side table. Natural light fills the room through two windows, illuminating a decorative rug on polished wooden floors. A bookshelf is positioned nearby, housing various games and books.

Apartment in Leicester

4.98 out of 5 average rating, 85 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.

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

4.94 out of 5 average rating, 35 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.

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

4.91 out of 5 average rating, 166 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 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

4.9 out of 5 average rating, 174 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.

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Popular amenities for Worcester County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

A vibrant sunset is reflected on the calm surface of the lake, with hues of orange, pink, and purple blending in the sky. Silhouetted trees line the edges, framing the serene waterway and scenic backdrop of rolling hills.

Home in Holland

4.8 out of 5 average rating, 56 reviews

Cozy two bedroom cottage with lake access

Lounge chairs in vibrant colors are arranged next to the tranquil lake, framed by colorful autumn foliage. The calm water reflects the tree-lined hills, creating a peaceful setting. A dock extends into the water, inviting relaxation and leisure activities.

Home in Holland

5 out of 5 average rating, 15 reviews

Private Lakefront Home with Beach

Home in Woodstock

4.92 out of 5 average rating, 53 reviews

Country Lake Oasis

The A-frame house is presented against a backdrop of snow-covered ground, with the warm glow of late afternoon sunlight illuminating its wooden exterior. Surrounding trees stand bare, adding to its serene winter setting. A private staircase leads to the entrance.

Home in Shrewsbury

4.92 out of 5 average rating, 25 reviews

Lake "Island" near Boston

Top guest favorite

The exterior of the home features a large deck with railings and a walkway leading to the front entrance. A covered hot tub is visible on the patio, surrounded by greenery, creating a serene outdoor setting.

Home in Ashburnham

5 out of 5 average rating, 51 reviews

Escape to the Lake!

The image captures a serene view of the lake with calm waters reflecting the surrounding greenery. A private dock and various boats are visible, enhancing the outdoor atmosphere. Lush trees frame the scene, providing a natural backdrop to this tranquil lakeside setting.

Home in Holland

4.93 out of 5 average rating, 14 reviews

Cozy Lake Retreat | Halloween Decorated Getaway

A modern two-story house with large triangular windows is set against a twilight sky. The elevated structure features a spacious deck wrapped with a railing, providing outdoor seating options. The ground level showcases garages, and soft lighting highlights the exterior architecture.

Home in West Brookfield

4.9 out of 5 average rating, 79 reviews

Hillside Hideaway

A charming lakefront cabin is seen from the front, surrounded by a well-maintained yard with green grass and a gravel driveway. Tall trees and shrubs provide a natural border, while the serene lake is visible in the background, enhancing the peaceful setting.

4.98 out of 5 average rating, 43 reviews

Charming water front cabin with boat dock

Cottage rentals with a kayak

The exterior of a cozy lake house is depicted, surrounded by trees and greenery. A pathway leads to the entrance, with windows featuring flower boxes. A clear view of the lake is visible in the background, along with a flag on the porch.

Cottage in Groton

4.92 out of 5 average rating, 49 reviews

Cozy, 2BR lake-side retreat and outdoor oasis

A charming blue cottage is set amidst colorful autumn foliage. The front features a well-maintained garden with ornamental flowers and a stone pathway leading to the entrance. A small seating area with chairs invites relaxation, complemented by a wooden railing along the deck.

Cottage in Holland

4.92 out of 5 average rating, 50 reviews

The Maybrook: Lake & Sauna

A scenic view of the lake at sunset, showcasing vibrant hues of orange and pink reflected on the calm water. A wooden dock extends into the lake, surrounded by trees and fallen leaves, creating a tranquil atmosphere.

Cottage in Dudley

4.85 out of 5 average rating, 48 reviews

Cozy, 3BR lake-side retreat and outdoor oasis

Top guest favorite

A charming light blue house is positioned near the water, surrounded by tall trees. A small deck with steps leads to the water's edge, which features a private dock. The grassy area in front adds to the serene outdoor setting.

Cottage in Orange

4.99 out of 5 average rating, 87 reviews

Lake House with view of mountain

The cottage is situated on a hill, surrounded by lush greenery. A wooden deck extends from the front, offering views through large windows. The natural landscape includes vibrant plants and foliage, complementing the cottage's inviting exterior.

Cottage in Holland

4.84 out of 5 average rating, 50 reviews

Quiet Cottage with Beautiful Views!

Top guest favorite

A tranquil scene of a calm lake reflecting lush green trees and charming homes along the shoreline. A wooden dock provides access to the water, while kayaks rest on the bank, inviting exploration of the serene surroundings.

Cottage in Westminster

4.99 out of 5 average rating, 70 reviews

Cottage @ Partridge Pond

A private outdoor patio area features a round table surrounded by four chairs, positioned on a brick surface. A swing chair is visible nearby. The peaceful lake view extends beyond, framed by trees and rolling hills under a bright blue sky.

Cottage in Holland

4.96 out of 5 average rating, 89 reviews

Cozy Lakefront Cottage

The exterior of an A-frame cottage features a sloped roof, with a welcoming entrance framed by large windows and shutters. A small deck area showcases two green chairs and a patterned mat, surrounded by natural landscaping and pathways leading to the property.

Cottage in Holland

5 out of 5 average rating, 10 reviews

Hamilton Cottage | Cozy Lakefront A-Frame

Cabin rentals with a kayak

A round wooden dining table is accompanied by four light-colored chairs, positioned near large windows. The views of lush greenery and the lake are visible through the windows, creating a bright and inviting space.

Cabin in Douglas

4.93 out of 5 average rating, 14 reviews

Rustic Log Cabin on the Lake

A calm lake is viewed at sunset, with vibrant hues of orange and yellow reflecting on the water's surface. Soft blue and gray clouds contrast the warm colors, while trees line the shore in silhouette against the fading light.

Cabin in Tyngsborough

5 out of 5 average rating, 41 reviews

Modern Rustic Elegance on a Lake - Perfect Escape

A cozy sunroom features two spacious daybeds adorned with soft blankets and cushions, positioned beside large windows that offer serene views of the pond. Natural light floods the room, highlighting wooden walls and a unique stained glass window at the peak of the ceiling.

4.96 out of 5 average rating, 90 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

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

4.93 out of 5 average rating, 45 reviews

Secluded Rustic Lakeside Cabin - Perfect Escape

Top guest favorite

A spacious deck with a dining table and comfortable seating overlooks Webster Lake. Lush trees provide a natural frame to the tranquil water view, with a boat gently bobbing in the distance under a clear blue sky.

Cabin in Webster

5 out of 5 average rating, 13 reviews

Private Island on Webster Lake

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