
Vacation rentals with a kayak in Greenwood
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Greenwood

Total vacation rentals
Explore 30 vacation rentals in Greenwood

Nightly prices starting at
Greenwood vacation rentals start at G$31,392 GYD per night before taxes and fees

Verified guest reviews
Over 1,930 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 Greenwood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greenwood rentals

4.9 Average rating
Greenwood stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated kayak rentals in Greenwood
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!
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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’mores 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.
LocationOutdoor spacesCleanliness

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.
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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!
LocationOutdoor spacesParking

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—no 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
ValueLocationGrill

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!
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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.
LocationOutdoor spacesLayout

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.
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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.
Outdoor spacesLocationQuiet

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 spacesValueBackyard

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 spacesLocationCheckout

Bright, Vintage Maine Home, Awaiting Adventure!
Ahh, FALL! 🍁 Enjoy the slower pace and countless hiking, biking and exploring opportunity in the mountains right here! Classic 3 bedroom, 1 bath centrally located Western Maine home, with hot tub! Much of the vintage charm remains in this early 1900's home, with modern comforts added throughout. This area offers four seasons of fun and you won't have to go far to find it! A mile to skiing & biking at Mt. Abram/15 minutes to Sunday River and five minutes to Bethel Village.
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Popular amenities for Greenwood kayak rentals
House rentals with a kayak

Maine Lakes Region house (private hot tub)
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Modern Sunny and 12 minutes to Sunday River
LocationOutdoor spacesAccuracy

Lakefront Chalet in gorgeous Western Maine
Outdoor spacesValueLaundry

The Loons' Nest: Lakefront oasis w/ hottub
Outdoor spacesLocationWalkability

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
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Sunset Cove I
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Private water access, Mountain View, Great Sunset
Outdoor spacesValueRiver

Waterfront Gem walkable to Restaurants!
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Cottage rentals with a kayak

Thompson Lake, No Cleaning Fee Pine Point Cottage,
LocationOutdoor spacesBiking

RiverPine Retreat - Clean & Bright Waterfront Home
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Recently renovated waterfront! Cedar Side Cottage
Outdoor spacesLocationBeach

Waterfront Escape
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Conway Waterfront Base for Your Family Memories!
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Cozy camp near highland lake
Outdoor spacesValueHeating

Lake Front 3 Season House with Private Deck
Outdoor spacesLocationLaundry

Lovely Lakefront Cottage - Book Your Fall GetAway!
Outdoor spacesValueWifi
Cabin rentals with a kayak

Tumbledown Cabin • 180° Views • Near Bethel
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Riverfront cabin between Portland & White Mtns.
LocationOutdoor spacesQuiet

The Conscious Cabin | Getaways + Retreats
LocationOutdoor spacesLong stay

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

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

Private cabin with lake access, hot tub & firepit!
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Idyllic Lakeside Cabin Winter Getaway
Outdoor spacesLocationLayout

Barrett’s Cabin-Lakes Region-Private Trails
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When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$86,851 GYD | G$89,781 GYD | G$64,458 GYD | G$68,016 GYD | G$70,737 GYD | G$74,295 GYD | G$77,015 GYD | G$80,155 GYD | G$68,016 GYD | G$71,783 GYD | G$62,993 GYD | G$86,642 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 |
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- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- East End Beach
- Omni Mount Washington Resort
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Attitash Mountain Resort
- Waterville Valley Resort
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms





