
Holiday rentals with a kayak in Worcester County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Worcester County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Otter's Paradise
Welcome to our luxurious lake house in Gardner, Ma! Located on a quiet private pond, this home feels just like a hotel while letting you enjoy the lake life. The house is cozy and well-furnished, offering beautiful views and a peaceful space to relax. You can enjoy fun outdoor activities like kayaking or fishing, simply unwind on the deck. 10 min away from Mt Wachusett, you can hit the slopes, hiking, nearby, you'll also find exciting activities like skydiving, ice skating, at trails and more.

Country Lake Oasis
Escape to tranquility at this waterfront retreat! Breathtaking sunset views over a pristine, swimmable lake with a sandy beach and floating dock. Newly updated home features a relaxing spacious deck, fully equipped kitchen and pristine wood floors. Nestled on a quiet dead-end street, this haven offers a kayak and paddle boat for water adventures. Embrace the serenity with an outdoor fire pit, fishing from the pier, and lakeside BBQs. Inside, discover an Experience rural beauty. Paradise awaits!

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.

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

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.

Wild Blueberry Farmhouse: Nature & Sports!
Welcome to Wild Blueberry Farmhouse, your private spring retreat in the heart of nature! Our home is the perfect place for families and friends to relax, unwind, and reconnect. Enjoy the warmer weather on our professional tennis, pickleball, and basketball court. Take a peaceful hike on the nearby trails. In the evening, gather around the outdoor fire table for s’mores and stargazing. Don’t miss the spring events at the Red Apple Farm, ranked among the best orchards in the country by USA Today!

FIFA 2026 Getaway | Near Stadium + Lake Access
Escape to this charming West Brookfield lake retreat, your perfect home base for the FIFA World Cup 2026! This inviting 3BR, 2BA home sleeps 8. Enjoy easy access to Gillette Stadium for match days, then come home to relax by the lake in a peaceful, crowd-free setting, ideal for fans, families, and friends looking to experience the best of both excitement and comfort. FIFA World Cop Venue: Gillette Stadium - 45–60 min drive Lake Wickaboag - 5min walk West Brookfield Town Common - 5 min drive

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.

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!

Stunning Sterling Sanctuary: Unwind on the Water!
Feel your worries drift away along the freshwater when you stay at this spacious 3-bedroom, 1.5-bath Sterling vacation rental! Nestled on the serene shores of East Waushacum Pond, this home ensures a fun-filled stay for all. Spend your days exploring the water-by kayak or paddle board-and put your toes in the sand at Sterling Town Beach! When the sun sets, cook a delicious dinner on the gas grill and roast s'mores over the fire for dessert. Adventure is calling -book now!

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.

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.
Popular amenities for kayak rentals in Worcester County
House rentals with a kayak

Renovated Lakefront 5BR • Sunsets • Sleeps 10-12

Chic & Modern Studio Lakefront House with Loft

Wake Up on the Water | Private Beach & Dock

Escape to the Lake!

Cozy Lake Retreat | Halloween Decorated Getaway

Charming water front cabin with boat dock

Lake House near Boston 1

Lake House in Sturbridge w/All the Views!
Cottage rentals with a kayak

The Maybrook: Lake & Sauna

Lake House with view of mountain

Cozy, 3BR lake-side retreat and outdoor oasis

Quiet Cottage with Beautiful Views!

Cozy Lakefront Cottage

Cheerful cottage by Little Alum Lake & Sturbridge

Hamilton Cottage | Cozy Lakefront A-Frame

Blissfully Peaceful Cottage nestled on lake
Cabin rentals with a kayak

Rustic Log Cabin on the Lake

Modern Rustic Elegance on a Lake - Perfect Escape

The Camp

Panoramic Sunroom | Soaking Tub | Modern Cabin

Secluded Rustic Lakeside Cabin - Perfect Escape

Private Island on Webster Lake
Destinations to explore
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- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
- Fenway Park
- TD Garden
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