
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$25,106 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—averaging 4.9 out of 5!
Top-rated kayak rentals in Woodstock
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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!
LocationOutdoor spacesCheckout
4.99 out of 5 average rating, 158 reviews
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)
Outdoor spacesLocationCondition
5.0 out of 5 average rating, 212 reviews
Privacy, River, Pond, A frame Hot Tub, EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
Outdoor spacesLocationHot tub
4.9 out of 5 average rating, 365 reviews
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.
LocationOutdoor spacesCleanliness
4.88 out of 5 average rating, 139 reviews
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!
ValueLocationCheck-in
4.94 out of 5 average rating, 245 reviews
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!
ValueLocationCleanliness
4.97 out of 5 average rating, 177 reviews
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.
ValueLocationBeach
5.0 out of 5 average rating, 246 reviews
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.
LocationOutdoor spacesAmenities
4.95 out of 5 average rating, 177 reviews
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!
LocationValueHospitality
4.85 out of 5 average rating, 282 reviews
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.
LocationOutdoor spacesBathroom
4.92 out of 5 average rating, 149 reviews
Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*
Outdoor spacesLocationLayout
4.95 out of 5 average rating, 279 reviews
Open concept 4 bedroom Lakehouse
Experience Stunning Sunsets at This Private Lakefront Retreat Escape to this 4-bedroom lakefront home on Pennesseewassee Lake (Norway Lake). Perched on a scenic hillside, it offers breathtaking water views and year-round relaxation. Ideal for families and groups, this spacious retreat sleeps 12 guests with direct lake access. Enjoy snowmobiling, skiing, and ice fishing in winter, boating, swimming, and fishing in summer, or leaf-peeping in fall—a perfect getaway for any season.
Outdoor spacesLocationGrill
4.98 out of 5 average rating, 103 reviewsPopular amenities for Woodstock kayak rentals
House rentals with a kayak

Fish Tales Cabin
ValueLocationBathroom
4.96 out of 5 average rating, 148 reviews
Modern Sunny and 12 minutes to Sunday River
ValueOutdoor spacesHiking
4.95 out of 5 average rating, 107 reviews
Maine Lakes Region house (private hot tub)
ValueLocationIndoor spaces
4.85 out of 5 average rating, 253 reviews
Bright, Vintage Maine Home, Awaiting Adventure!
ValueOutdoor spacesWifi
4.95 out of 5 average rating, 180 reviews
The Loons' Nest: Lakefront oasis w/ hottub
Outdoor spacesLocationKitchen
4.91 out of 5 average rating, 124 reviews
Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
LocationOutdoor spacesComfort
4.97 out of 5 average rating, 147 reviews
Sunset Cove I
LocationOutdoor spacesHospitality
4.92 out of 5 average rating, 112 reviews
White Mountain Mansion -Secluded property, pets OK
LocationOutdoor spacesSkiing
4.9 out of 5 average rating, 106 reviewsCottage rentals with a kayak

Thompson Lake, No Cleaning Fee Pine Point Cottage,
ValueLocationLayout
4.96 out of 5 average rating, 186 reviews
RiverPine Retreat - Clean & Bright Waterfront Home
Outdoor spacesValueHeating
4.84 out of 5 average rating, 195 reviews
Recently renovated waterfront! Cedar Side Cottage
ValueOutdoor spacesAmenities
4.99 out of 5 average rating, 114 reviews
The Loon's Nest Cottage
LocationOutdoor spacesCondition
4.96 out of 5 average rating, 107 reviews
Waterfront Escape
ValueLocationCheck-in
4.95 out of 5 average rating, 432 reviews
Conway Waterfront Base for Your Family Memories!
ValueOutdoor spacesGrill
4.91 out of 5 average rating, 161 reviews
Cozy camp near highland lake
LocationValueFamily
4.83 out of 5 average rating, 174 reviews
Lovely Lakefront Cottage - Book Your Fall GetAway!
ValueLocationFamily
5.0 out of 5 average rating, 98 reviewsCabin rentals with a kayak

The Conscious Cabin | Getaways + Retreats
Outdoor spacesLocationCheck-in
4.96 out of 5 average rating, 201 reviews
Waterfront,Hot tub,Private dock,Freshly renovated
ValueLocationBiking
4.82 out of 5 average rating, 191 reviews
Lakefront Home w/ Dock | Porter Lake | Sugarloaf
LocationOutdoor spacesGrill
4.92 out of 5 average rating, 180 reviews
Tumbledown Cabin • 180° Views • Near Bethel
LocationOutdoor spacesRiver
4.96 out of 5 average rating, 112 reviews
Riverfront cabin between Portland & White Mtns.
ValueLocationHospitality
4.96 out of 5 average rating, 285 reviews
Cabin w/ Lake Access, Hot Tub, Kayaks, + Firepit!
LocationOutdoor spacesCondition
4.96 out of 5 average rating, 187 reviews
Rustic, cozy cabin on Sebago Lake. A hidden gem.
ValueOutdoor spacesComfort
4.93 out of 5 average rating, 183 reviews
Private cabin with lake access, hot tub & firepit!
ValueLocationAir conditioning
4.91 out of 5 average rating, 163 reviewsWhen is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$86,827 GYD | G$89,756 GYD | G$63,394 GYD | G$63,812 GYD | G$70,717 GYD | G$79,295 GYD | G$78,458 GYD | G$80,550 GYD | G$67,997 GYD | G$71,763 GYD | G$63,185 GYD | G$86,199 GYD |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Destinations to explore
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- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms
- Sunday River
- Mount Washington State Park
- Black Mountain of Maine





