
Vacation rentals with a kayak in Kennebunk
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Kennebunk
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Lovely Waterfront Suite, New Hampshire Seacoast
Cozy waterfront one-bedroom suite on the New Hampshire Seacoast, perfect for a relaxing escape. Just minutes from Portsmouth and Durham, it’s ideal for a romantic getaway, attending a local event, or visiting the University of New Hampshire. Enjoy a private patio and waterfront deck featuring a seasonally heated dome and a year-round fire pit. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here.Peaceful coastal charm near the New Hampshire–Maine border.

Historic Kennebunkport home .3 mile to Dock Square
Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

Luxury Year-round Treehouse with private hot tub
Cliff House is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

RK North : All season Waterfront cottage with dock
Waterfront get away !You will love the cottage in any season - right on the pond! Enjoy a private dock, swimming and floating right at your door. Relax at the fireplace under twinkle lights , enjoy birdwatching, hiking and swimming during your stay. Lots of ATV and snowmobile trails near by. A close drive to Kennebunkport where your find beach’s , shops and restaurants galore. The cottage has 2 kayaks and a canoe for use during your stay. There are 2 Smart TVs for streaming. Shows and DVD

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

#2Marsh Views, Cozy quiet spot on river&preserve
Enjoy this 2nd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit. **(Waivers must be signed for kayak & bike usage)

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Popular amenities for Kennebunk kayak rentals
House rentals with a kayak

Beautiful lake-side home close to Portland Maine

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Sanctum by the Lake

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Gorgeous Waterfront Home with Dock and Beach

Old Falls Retreat-4BR w Gorgeous River View & Pool

Lobster Boats & Harbor View Pine Point Home

Blue Breeze - Private lakefront w/ Hot Tub
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Tranquil waterfront cottage

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Little Red Lake House

Cozy camp near highland lake

Waterfront Escape

Peaceful Lakeside Maine Retreat
Cabin rentals with a kayak

Cozy cottage near the lake

Idyllic Lakeside Cabin Winter Getaway

Rustic Log Cabin on Pawtuckaway Lake

Bear Paw

The Conscious Cabin | Getaways + Retreats

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Bear Cabin
Quick stats about vacation rentals with a kayak in Kennebunk

Total vacation rentals
Explore 20 vacation rentals in Kennebunk

Nightly prices starting at
Kennebunk vacation rentals start at G$25,104 GYD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Kennebunk vacation rentals include wi-fi access

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

4.9 Average rating
Kennebunk stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Condo rentals Kennebunk
- Rentals with breakfast Kennebunk
- Family-friendly rentals Kennebunk
- Rentals with a sauna Kennebunk
- Fitness-friendly rentals Kennebunk
- Private suite rentals Kennebunk
- Waterfront rentals Kennebunk
- Guesthouse rentals Kennebunk
- House rentals Kennebunk
- Hotel rooms Kennebunk
- Rentals with a hot tub Kennebunk
- Cabin rentals Kennebunk
- Rentals with a fireplace Kennebunk
- Rentals with outdoor seating Kennebunk
- Beachfront rentals Kennebunk
- Rentals with a washer and dryer Kennebunk
- Apartment rentals Kennebunk
- Rentals with pools Kennebunk
- Cottage rentals Kennebunk
- Pet-friendly rentals Kennebunk
- Rentals with an EV charger Kennebunk
- Rentals with a fire pit Kennebunk
- Rentals with a patio Kennebunk
- Rentals with beach access Kennebunk
- Rentals with a kayak York County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Scarborough Beach
- Crane Beach
- York Harbor Beach
- Popham Beach State Park
- North Hampton Beach
- Willard Beach
- East End Beach
- Short Sands Beach
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
- Gunstock Mountain Resort
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Footbridge Beach
- Bear Brook State Park
- Funtown Splashtown USA





