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

Home in West Brookfield

4.94 out of 5 average rating, 50 reviews

Hillside Hideaway

Prepare for the perfect New England getaway when you book this Massachusetts lake retreat in West Brookfield! Bring friends & family and relax in this beautiful 3-bedroom, 2-bathroom vacation rental house boasting 1,700 square feet of open concept space and a wraparound porch. Your group of 8 will have walking access to the lake and outdoor fire pit for evenings under the stars. *New for Fall 2024* We have partnered w/ Chef Perkins to offer in-home private cooking! See menu for booking details!

Guest favorite

Home in Shrewsbury

5 out of 5 average rating, 7 reviews

Lake "Island"

This place is a hidden gem! Enjoy the amazing lifestyle on Lake Quinsigamond, while being close to the city center of Worcester (only 10min). 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 from Cape Cod. This 2 bedroom A-frame house and cabin are on a 5 acres property (2,000 feet of shoreline). Minimum of three nights. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

Guest favorite

Home in Westminster

4.9 out of 5 average rating, 157 reviews

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

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

Cabin in Thompson

5 out of 5 average rating, 107 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

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

Cabin in Athol

5 out of 5 average rating, 32 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

Located on a large serene pond, The Retreat at Eagleville is perfect for fishing enthusiasts, nature lovers, family fun, and anyone looking for an escape from the hustle of the city. Enjoy glamping amenities including a soaking tub, fully-equipped kitchen, outdoor BBQ & griddle, and a covered pavilion with picnic table. Relax by the firepit, unwind in the hammock, or lounge in Adirondack chairs. ☞ Complimentary wood for 1st fire ☞ No checkout rules ☞ Linens provided ☞ Self Check-in

Guest favorite

Home in Sturbridge

5 out of 5 average rating, 24 reviews

Lake House in Sturbridge w/All the Views!

Welcome! This full amenity 3BD/2BA Lakeside hideaway sleeps 8 on a private street, offering a perfect escape for large groups. Whether you are returning from an active day on the Lake and want a relaxing hot tub, this place will surpass all your expectations! ✔ 3 Comfortable Bedrooms – Sleeps 8 ✔ Screened in porch ✔ Hot Tub (5/6 Person) ✔ Dock on the Lake ✔ Outdoors (Deck, firepit, Boathouse) ✔ Smart TV - DirecTV ✔ Fast 1Gig Wi-Fi by Spectrum ✔ Over 200 feet of Lake front access

Superhost

Home in Sturbridge

4.91 out of 5 average rating, 43 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

Cabin in Winchendon

5 out of 5 average rating, 14 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 currrently noy hooked up) 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

Rental unit in Leicester

4.99 out of 5 average rating, 67 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.

Guest favorite

Cottage in Winchendon

4.97 out of 5 average rating, 34 reviews

Top 10 of VRBO -Copley's Lakefront Cottage on Lake

A very unique, beautifully designed Belgium Farm House on Lake Monomonac, who's waters straddle both Massachusetts and New Hampshire. Your own sandy beach and dock 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

Cottage in Westminster

5 out of 5 average rating, 54 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.