Vacation rentals with a kayak in Worcester County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Worcester County kayak rentals

House rentals with a kayak

Guest favorite
Two kayaks are displayed on a black rack, one in a light cream tone and the other in a teal hue. The backdrop features a textured stone wall, and the area is surrounded by greenery, providing a natural setting for water activities.
Home in Holland
4.79 out of 5 average rating, 47 reviews

Cozy two bedroom cottage with lake access

HaleyRating, 5 stars6 months ago
We were in town visiting my son who goes to school in Boston. The views were gorgeous and the area is great for long walks. The space was exactly as described with all the amenities. Would love to come back when it’s warmer and enjoy the lake.
Guest favorite
A serene view of the lakefront home is presented, featuring a sandy beach and a wooden dock extending into the calm waters. Surrounding trees display autumn colors, and the stone-lined shoreline reflects the tranquil lake, creating an inviting atmosphere for relaxation.
Home in Rindge
4.94 out of 5 average rating, 33 reviews

Magic Lakehouse, Waterfront, Private Beach & Dock

CarrieRating, 5 stars7 months ago
Our stay at the Magic Lake house was wonderful. There is plenty of room, it is very well stocked with games, books, toys, and yard games, and the lake was beautiful to kayak. We enjoyed cooking out, sitting by the fire pit in the evenings, and hanging out on the deck. Such a great place to visit with family. Hannah and Dave were very timely in sending information and answering any questions we had. We would definitely stay there again!
Guest favorite
A serene lakeside scene depicts two individuals in a small boat, gliding peacefully on calm waters. A sandy beach is visible in the foreground, leading to a stone dock equipped with two turquoise lounge chairs, perfect for relaxing by the water's edge.
Home in Woodstock
4.92 out of 5 average rating, 37 reviews

Country Lake Oasis

ErinRating, 5 stars5 months ago
Cute little lake house! Wish we stayed here during warm weather to take advantage of all of the fun lake activities right outside the door!
Superhost
Home in Winchendon
4.95 out of 5 average rating, 22 reviews

Amazing Lakefront Home with Pool- Tatum's Place

NidhiRating, 5 stars1 week ago
Great stay overall — just be mindful of seasonal comfort! We had a lovely time at this beautiful property — it’s well-maintained, peaceful, and has a lot of charm. The host was responsive and check-in was easy. Just a heads-up for future guests: the property has seasonal settings, so you’ll either get heat or A/C depending on the time of year, not both. It made things a bit uncomfortable during a weather transition, but manageable. Still, the beauty and uniqueness of the space definitely made up for it. Would recommend with that one caveat in mind!
Guest favorite
Home in Shrewsbury
5 out of 5 average rating, 12 reviews

Lake "Island" near Boston

OliviaRating, 5 stars1 month ago
Really cool place! Very peaceful and quiet!
Top guest favorite
Home in Ashburnham
5 out of 5 average rating, 42 reviews

Escape to the Lake!

ChristienneRating, 5 stars2 weeks ago
5 of us stayed at Michelle’s place for 2 nights for my 2 year olds birthday and my 5 year olds spring break. It was the perfect place to stay with the kids as they LOVED the play room and all the toys. We took a day trip to Great Wolf Lodge which was only 25 mins away. We also went for a nice hike at Dunn State Park that was 15 mins away. The kids had a great vacation and the adults enjoyed the beautiful lake views and hot tub. We would definitely stay again.
Guest favorite
Home in Orange
4.98 out of 5 average rating, 41 reviews

Spacious Waterfront w/ Hot Tub & Yogo Studio

NatalieRating, 5 stars1 month ago
A fantastic getaway on the quiet and peaceful Lake Tully, complete with all the amenities you could need. We took the canoe and kayaks out and had a great time catching bass. The spacious backyard gave the kids plenty of room to run and play, and the hot tub was a great bonus. We would absolutely stay here again!
Superhost
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
4.93 out of 5 average rating, 28 reviews

Charming lakeside cottage.

DignaRating, 5 stars6 months ago
If you're looking for serenity in a GORGEOUS atmosphere, do yourself a favor and stay here. The pond (it's a lake IMO, but it's technically a pond on Google Maps) is BEAUTIFUL. The available petal boat, canoes and other water craft are a wonderful amenity to have there. Sitting on the dock, enjoying the ducks swim and fly by was the highlight of my morning. The property is WELL hidden in the woods. It's on a steep-ish slope, so if you think it's not there, just keep driving down the hill. :) This house included EVERYTHING that we needed. We just brought clothes and food. I suggest ordering at the Walmart in West Boylston and picking up groceries on your way in. We didn't get to eat/shop at the ice cream/market nearby, but it looked super cute. There are also a few other markets nearby that sold all sorts of yummy, local harvests. My son LOVED the inside swing; there are about fiddy-'leven board games; and the wooden blocks, LEGO and kids books were a very welcome addition. A GEM!

Cottage rentals with a kayak

Superhost
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

AdamRating, 5 stars4 months ago
Absolutely beautiful location. Home was very cozy. Love the kitchen! Brian is a great host. Extremely proactive, helpful and gave great recommendations. Neighborhood is quiet and those around are friendly. Definitely recommend staying at this location again. Wish I would have stayed in warmer weather to utilize the property to its full potential.
Guest favorite
A serene lakeside view is presented, showcasing calm waters reflecting a clear blue sky. Wooden docks extend into the lake, with a grassy area in the foreground featuring a red bench, inviting moments of relaxation and connection with nature.
Cottage in Holland
4.9 out of 5 average rating, 41 reviews

The Maybrook: Lake & Sauna

BlertaRating, 5 stars2 weeks ago
We loved our spring break at Kyle’s place. It is beautiful and in a great location. My kids had a hard time leaving this morning. They are already planning our next vacation there.
A lakeside cottage is visible from across the water, surrounded by vibrant autumn foliage. The calm water reflects the colors of the trees and the structure, providing a serene view. The property features a small deck extending towards the lake.
Cottage in Ashburnham
4.88 out of 5 average rating, 125 reviews

"Trails End" Lakeside Cottage in Small Town USA

PaulRating, 5 stars1 month ago
Great setup on the lake. Our kids really enjoyed watching the ducks from the porch. The pellet stove was nice to fire up in the morning. Everything was on par with the price.
Superhost
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
4.84 out of 5 average rating, 43 reviews

Cozy, 3BR lake-side retreat and outdoor oasis

GraceRating, 5 stars2 months ago
Was a great stay for my family and I.
Guest favorite
A paddle board rests on the shore next to a blue and black lawn chair. The calm water reflects surrounding trees and houses, creating a serene lakeside scene. A grassy area leads to the water's edge, enhancing outdoor accessibility.
Cottage in Westminster
4.98 out of 5 average rating, 60 reviews

Cottage @ Partridge Pond

JenniferRating, 5 stars2 months ago
Todd was so great to work with. Extremely responsive and helpful! His place was so cute, very clean and very well appointed. It has everything you could ever need and very organized. We rented it to ski at Wachusetts and it was great location( only 15 mins away). We would rent again. Thank you!
Guest favorite
Three kayaks in colors of pink and green are stored on a gravel area near the water. A set of stone steps leads from the kayaks up to a wooded area, surrounded by greenery. Natural stone creates a border along the lakeside, enhancing the outdoor setting.
Cottage in Holland
4.95 out of 5 average rating, 82 reviews

Cozy Lakefront Cottage

JohnRating, 5 stars6 months ago
Lovely rustic cottage on a picture perfect lake. Dawn was a wonderful host and made sure we had everything we needed to enjoy our stay. Will stay again!
Top guest favorite
Cottage in Brimfield
4.98 out of 5 average rating, 66 reviews

Cheerful 2 bedroom cottage with lake access.

DonalRating, 5 stars4 months ago
This place is bright with lots of natural light. Well equipped with very nice sun room and patio. Close to Old Sturbridge Village where the Christmas show was excellent. We had a relaxing and cozy dinner at the Duck. Gwendolyn was a gracious host keenly attentive to our arrival, weather, comfort and more. You will enjoy the cottage.
Top guest favorite
A spacious wooden table with benches is positioned beneath a screened-in porch, surrounded by lush greenery. Natural light filters through the screens, highlighting the inviting view of the water beyond, creating an ideal space for meals or relaxation.
Cottage in Holland
5 out of 5 average rating, 44 reviews

Blissfully Peaceful Cottage nestled on a lake

StephanieRating, 5 stars8 months ago
What an amazing stay! The place had great games and the porch was such a treat. The view from the fire pit was so relaxing and we enjoyed toasting smores while overlooking the lake. We ended up taking the folding chairs and playing catch by the lake, which was only a short walk away. Robert was responsive when we asked where to get firewood. We also enjoyed the Sturbridge coffee house and Maine Lobster (we liked it so much, we went twice)! We ended up going to the farmers market and flea market, which were great finds. Overall, a great stay with the kitchen utensils, bathroom necessities that you’d need. Close by the lake and a great neighborhood!

Cabin rentals with a kayak

Guest favorite
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
4.88 out of 5 average rating, 8 reviews

Rustic Log Cabin on the Lake

LeeRating, 5 stars8 months ago
We had a great visit to this cozy little cabin. Waking up on the sleeping porch with a towering view of the forest and lake was truly restful. A great time paddling and kayaking around the lake and hiking in the surrounding forest. And the kitchen was well enough stocked that we cooked together every meal and just enjoyed the view, no need for restaurants.
Top guest favorite
Cabin in Winchendon
4.95 out of 5 average rating, 42 reviews

The little house on Mirror Pond

ShamaraRating, 5 stars1 week ago
I don’t think there are enough allotted characters to rave about Michelle’s beautiful cabin. We have stayed at a lot of airbnbs ranging from modest to luxurious, and Michelle’s beautiful cabin is one of our faves. The attention to details throughout the cabin immediately stood out. Our stay was made comfortable either quality products provided such as; ultra soft bathroom and bedroom linens, the appliances, grill, comfortable beds, canoes, fire pit, ample pots, pans, bakeware, tupperware, spices, nice simple, but stand out decorations, soft throw blankets, and an attentive responsive host. Then there is outside. If you are seeking peace and serenity, the privacy, lake and firepit will be a perfect remedy. It’s a trivial bonus, but our cell phone reception was surprisingly excellent. Without a doubt, we will book this cabin in the near future.
Top guest favorite
A serene lakeside scene features a firepit surrounded by seating, with clear water reflecting the surrounding trees. A wooden dock extends into the lake, alongside a shoreline adorned with natural vegetation. The calm setting invites relaxation and connection with nature.
Cabin in Tyngsborough
5 out of 5 average rating, 40 reviews

Modern Rustic Elegance on a Lake - Perfect Escape

AnnaRating, 5 stars4 months ago
Had a wonderful stay . Very relaxing and enjoyable cabin
Top guest favorite
A comfortable living area features a dark sofa, a brown leather armchair, and a wooden coffee table. Wall art and photographs add character, while a unique light fixture hangs above. Natural light streams in from the window, illuminating the warm wood flooring.
Cabin in Athol
4.99 out of 5 average rating, 67 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

KevinRating, 5 stars1 day ago
Can’t say enough good things here. The location is amazing, the home is beautifully decorated. The sunsets are perfect. The hosts are there if you need anything and not if you prefer. Incredible value for the experience. We will be back !
Guest favorite
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
4.95 out of 5 average rating, 22 reviews

Secluded Rustic Lakeside Cabin - Perfect Escape

AnjaliRating, 5 stars1 month ago
Had a great stay at Eric and Irie’s Airbnb! The place was very clean, beautifully designed, and had amazing views. Eric and Irie were very responsive and prompt with our questions, making the stay even better. Overall, a wonderful experience, and I’d definitely book again in the future!
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, 9 reviews

Private Island on Webster Lake

RobinRating, 5 stars8 months ago
Booked this place as an end-of-summer get away with friends and family and couldn't have been happier with the place, the location, and the experience. We were nervous about operating the pontoon but a few YouTube videos helped and we figured it out quickly. Our 12 & 13 year old kids were also able to operate it and had so much fun taking us around the lake. We cooked at the house and also tried some local restaurants. Everyone on the lake was helpful and friendly and spoke highly of Giancarlo and Jill. What a great place to relax, play games, bird watch, paddle board, fish, and pontoon. Would definitely love to visit again.

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