Holiday rentals with a kayak in Worcester County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Worcester County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Superhost
A serene waterfront view reveals a calm lake reflecting clear blue skies. A grassy area leads to a sandy beach, with an American flag gently waving nearby. The scene is framed by trees and manicured foliage, providing a peaceful outdoor retreat.
Home in Worcester
4.75 out of 5 average rating, 159 reviews

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.

Superhost
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
4.88 out of 5 average rating, 210 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 favourite
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, 161 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.

Top Guest favourite
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, 89 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.

Top Guest favourite
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 favourite
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, 127 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.

Top Guest favourite
Cottage in Mendon
4.95 out of 5 average rating, 122 reviews

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

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!

Guest favourite
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
4.86 out of 5 average rating, 76 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 favourite
A cozy house is framed by tall trees, with a snow-covered landscape surrounding it. The exterior features a combination of warm wooden siding and a brick chimney. A large screened porch is visible, offering a seamless connection to nature.
Home in Holland
4.94 out of 5 average rating, 112 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.

Guest favourite
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, 59 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.

Top Guest favourite
A spacious yellow home is surrounded by freshly fallen snow, showcasing a covered porch and a garage. Snow-laden trees stand nearby, and a light fixture adds a touch of charm. The scene conveys a peaceful winter atmosphere.
Home in Westminster
4.94 out of 5 average rating, 137 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

Top Guest favourite
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, 77 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.

Popular amenities for Worcester County kayak rentals