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Vacation rentals with a kayak in Woodstock

Find and book unique kayak rentals on Airbnb

Quick stats about vacation rentals with a kayak in Woodstock

  • Total vacation rentals

    Explore 30 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at G$25,087聽GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Woodstock vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodstock rentals

  • 4.9 Average rating

    Woodstock stays are highly rated by guests鈥攁veraging 4.9 out of 5!

Top-rated kayak rentals in Woodstock

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.
Home in Woodstock

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

4.99 out of 5 average rating, 159 reviews
Top guest favorite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

5.0 out of 5 average rating, 213 reviews
Superhost
A hot tub bubbles gently, surrounded by towering trees and a serene view of Moose Pond. The water reflects the clear blue sky and is framed by a tranquil landscape, creating a peaceful atmosphere for relaxation.
Cabin in Bridgton

Waterfront,Hot tub,Private dock,Freshly renovated

Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s鈥檓ores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

4.82 out of 5 average rating, 191 reviews
Top guest favorite
A spacious lakefront home is depicted against a backdrop of lush greenery. A large deck with seating is visible, complemented by colorful landscaping. The yard, featuring well-kept grass, offers ample space, while the sun casts gentle shadows across the scene, inviting outdoor relaxation.
Home in Woodstock

One of a kind Lakefront home near Sunday river

Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

4.88 out of 5 average rating, 140 reviews
Guest favorite
A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.
Farm stay in Norway

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

4.94 out of 5 average rating, 246 reviews
Guest favorite
Home in Norway

Lakefront, Gas Fireplace, Hot tub, Private, Fall

Escape to ultimate privacy at this secluded WATERFONT cabin, the last house on a quiet road in Norway, Maine鈥攏o neighbors in sight. This modern 3BR/2BA retreat offers AC, dishwasher, and a home gym. Step out to your private waterfront on tranquil Sand Pond, with a dock, kayaks, canoe, and SUP for swimming. Relax in Hot tub, play pool or cozy up by the gas stove with stunning lake views. Enjoy the large yard, outdoor shower, and spacious porch with a gas firepit. Perfect for families and pets

4.95 out of 5 average rating, 102 reviews
Guest favorite
The chalet-style cabin is surrounded by lush greenery and features a wooden exterior with large windows. A quaint balcony adorns the front, allowing for natural light to fill the space. A gravel pathway leads to the inviting red front door.
Cabin in Woodstock

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

4.97 out of 5 average rating, 177 reviews
Top guest favorite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.96 out of 5 average rating, 201 reviews
Top guest favorite
Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

5.0 out of 5 average rating, 247 reviews
Guest favorite
Cabin in Woodstock

Private Lakefront Cabin in Woods near Sunday River

Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Hike, kayak, swim, fish in pristine lake in Summer. Ski, skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

4.95 out of 5 average rating, 177 reviews
Guest favorite
A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.
Dome in Buckfield

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

4.86 out of 5 average rating, 285 reviews
Top guest favorite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

4.92 out of 5 average rating, 150 reviews

Popular amenities for Woodstock kayak rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favorite
Home in Norway

Open concept 4 bedroom Lakehouse

4.98 out of 5 average rating, 105 reviews
Top guest favorite
Home in Greenwood

Bright, Vintage Maine Home, Awaiting Adventure!

4.95 out of 5 average rating, 181 reviews
Top guest favorite
A contemporary home is positioned in a scenic landscape, surrounded by vibrant fall foliage and rolling hills. The structure features a metal roof and large windows, while a gently sloping yard leads to wooded areas in the background, creating a serene retreat.
Home in Bethel

Modern Sunny and 12 minutes to Sunday River

4.95 out of 5 average rating, 107 reviews
Top guest favorite
Two red Adirondack chairs are positioned on a wooden deck, facing a scenic view of a pond surrounded by autumn foliage. Trees display vibrant fall colors, enhancing the tranquil atmosphere. A railing encloses the deck, providing an inviting space for relaxation.
Home in West Paris

Lakefront Chalet in gorgeous Western Maine

4.96 out of 5 average rating, 114 reviews
Guest favorite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

4.97 out of 5 average rating, 147 reviews
Guest favorite
Home in Auburn

The Loons' Nest: Lakefront oasis w/ hottub

4.9 out of 5 average rating, 125 reviews
Guest favorite
A two-story cabin is surrounded by snow-covered trees, showcasing a green metal roof and warm wood siding. Large windows offer views of the winter scenery. A wooden deck with a railing extends from the main level, inviting outdoor relaxation in the serene setting.
Home in Bridgton

Fish Tales Cabin

4.96 out of 5 average rating, 148 reviews
Top guest favorite
The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.
Home in Waterford

Maine Lakes Region house (private hot tub)

4.85 out of 5 average rating, 253 reviews

Cottage rentals with a kayak

Top guest favorite
Cottage in Oxford

Thompson Lake, No Cleaning Fee Pine Point Cottage,

4.96 out of 5 average rating, 188 reviews
Superhost
A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.
Cottage in Parsonsfield

RiverPine Retreat - Clean & Bright Waterfront Home

4.84 out of 5 average rating, 196 reviews
Guest favorite
Cottage in Conway

Waterfront Escape

4.95 out of 5 average rating, 432 reviews
Top guest favorite
A cozy cottage is nestled among trees by the beach, featuring a sandy shoreline and stacks of kayaks nearby. A serene dock extends into the water at sunset, offering tranquil views. Inside, a modern kitchen with stainless steel appliances and ample counter space invites home-cooked meals.
Cottage in Sebago

Recently renovated waterfront! Cedar Side Cottage

4.99 out of 5 average rating, 114 reviews
Guest favorite
A cozy cottage exterior is depicted, featuring white siding and a green roof. A screened-in porch with comfortable seating is prominently displayed, along with a wooden entrance staircase. The surrounding area includes natural vegetation and a pathway made from red bricks, providing a welcoming access point.
Cottage in Standish

The Loon's Nest Cottage

4.96 out of 5 average rating, 107 reviews
Guest favorite
A charming cottage features a sloped metal roof and a welcoming entrance. Two chairs are positioned on the front porch, with a small table nearby. Lush green grass surrounds the cabin, complemented by flowerbeds and a large tree stump serving as a natural accent.
Cottage in Windham

Cozy camp near highland lake

4.83 out of 5 average rating, 174 reviews
Guest favorite
A stone fire pit is surrounded by several wooden Adirondack chairs on a grassy area by the water. Trees provide partial shade, and the calm lake reflects the evening light. The warmth of the fire draws attention in the gathering space.
Cottage in Conway

Conway Waterfront Base for Your Family Memories!

4.91 out of 5 average rating, 161 reviews
Top guest favorite
A serene lakeside scene is presented with two dark green Adirondack chairs positioned around a fire pit on a grassy area. A wooden dock extends into the lake, with a small boat resting beside it, surrounded by trees that frame the tranquil view.
Cottage in Raymond

Lovely Lakefront Cottage - Book Your Fall GetAway!

5.0 out of 5 average rating, 98 reviews

Cabin rentals with a kayak

Top guest favorite
A log cabin surrounded by trees is situated near the shoreline of the Ossipee River. A wooden deck extends from the cabin, and a red tandem kayak is positioned on a small dock, creating an inviting space for outdoor activities.
Cabin in Parsonsfield

Riverfront cabin between Portland & White Mtns.

4.96 out of 5 average rating, 285 reviews
Top guest favorite
A bright sitting area features large windows offering scenic views of Porter Lake and surrounding mountains. Wooden walls create a cozy atmosphere. A comfortable couch sits adjacent to a flat-screen TV. Nearby, a bookshelf displays a variety of books, enhancing the inviting space.
Cabin in Strong

Lakefront Home w/ Dock | Porter Lake | Sugarloaf

4.92 out of 5 average rating, 181 reviews
Guest favorite
A spacious living area is adorned with warm wooden paneling and large windows that overlook the natural surroundings. Comfortable seating includes a large sectional sofa and a dark coffee table, complemented by lamps that provide soft lighting. A television is positioned on a media unit against the wall.
Cabin in Denmark

Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!

4.96 out of 5 average rating, 188 reviews
Top guest favorite
A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.
Cabin in Raymond

Rustic, cozy cabin on Sebago Lake. A hidden gem.

4.93 out of 5 average rating, 183 reviews
Guest favorite
An aerial view captures a log cabin surrounded by lush green trees, showcasing its isolated position on three private acres. The cabin features a blue-green roof, with a driveway leading to parked vehicles nearby, emphasizing a serene and wooded environment.
Cabin in Bridgton

Private cabin with lake access, hot tub & firepit!

4.91 out of 5 average rating, 163 reviews
Top guest favorite
Cabin in Denmark

Barrett鈥檚 Cabin-Lakes Region-Private Trails

4.96 out of 5 average rating, 232 reviews
Guest favorite
A spacious outdoor patio is surrounded by a stone path and colorful garden beds. Multiple lounge chairs are arranged around a stone fire pit, creating a cozy gathering space. Large windows offer views of the surrounding trees and provide natural light to the cabin.
Cabin in Madison

Bear Cabin

4.9 out of 5 average rating, 181 reviews
Top guest favorite
A serene outdoor space is shown with a fire pit surrounded by wooden benches, nestled among tall trees. A calm pond reflects the vibrant colors of the surrounding landscape, while distant mountains create a tranquil backdrop beneath a clear blue sky.
Cabin in New Vineyard

Mill Pond Waterfront Cabin On The Way To Sugarloaf

4.94 out of 5 average rating, 161 reviews

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$86,759 GYDG$89,686 GYDG$63,345 GYDG$63,763 GYDG$70,662 GYDG$79,233 GYDG$78,397 GYDG$80,488 GYDG$67,944 GYDG$71,707 GYDG$63,136 GYDG$86,132 GYD
Avg. temp-10掳C-9掳C-3掳C4掳C11掳C16掳C19掳C18掳C14掳C7掳C1掳C-6掳C

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