
Vacation rentals with a kayak in Kennebunk
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Top-rated kayak rentals in Kennebunk
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LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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
The Canopy 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.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

#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)

☀ 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!

Gorgeous Waterfront Home with Dock and Beach
Looking for a wonderful location to enjoy a week this summer in Maine? We have a beautiful location right on the water for you and your family to enjoy. HAVE A BOAT and want to bring it with you? We have a deep water dock. Ask us about details and cost. House is on a dead end road. Come & enjoy the Maine coast! We are located 2 miles from Portsmouth, and there are numerous activities to do in this area. Golfing, Boating, Swimming, Outlet shopping and of course the Beach!

Rustic Log Cabin on Pawtuckaway Lake
Our Cabin is located on Pawtuckaway Lake in Nottingham, NH where there is year round enjoyment! This is an older cabin built in 1970, with rounded logs and lots of warmth and charm. There is a beach area for swimming, patio for hanging out enjoying the views with a firepit as well as a dock for sunbathing and fishing. There is a public boat launch on the lake if you want to bring your own boat. Close to Pawtuckaway state park for hiking and mountain biking.

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.

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

The Red Lake House
(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

Beautiful, spacious studio, 1 mile to beaches
Our spacious suite with private bath is comfortable, well appointed, close to everything. 1 mile to the beach. Many extras included ! The suite consists of a large studio, with private bath. The second room rents for $55 per night for a second or third person in the group and shares the bath. Free amenities include use of beach parking pass, chairs, pack-n-play, kayaks, gas grill, picnic table, fire pit
Popular amenities for Kennebunk kayak rentals
House rentals with a kayak

Lakefront Getaway

Warm Lakefront Log Cabin · Hot Tub · Game Room

Beautiful lake-side home close to Portland Maine

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Charming Carriage House on Historic Scenic Farm

Lakefront, Dock, Kayaks, & SUPs-Windham Wind Down

Luxury 6 bedroom Beach House 50 ft from beach

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

Tranquil waterfront cottage

Gorgeous Romantic Lakefront Getaway

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Tiny Lakefront Cottage

RK North : All season Waterfront cottage with dock

Conway Waterfront Base for Your Family Memories!

The Loon's Nest Cottage
Cabin rentals with a kayak

Lakefront New England Retreat | Hot Tub | Pups ok

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

Fresh Snow This Week! Hot Tub & Dreamy Views

The Conscious Cabin | Getaways + Retreats

Harolds Camp: Lake Winnipesaukee Waterfront w/dock

Bear Cabin

Peaceful and Rustic Lakeside Cabin

Barrett’s Cabin-Ski Pleasant Mountain
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 ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 830 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!
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- Rentals with a kayak York County
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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Scarborough Beach
- Crane Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- North Hampton Beach
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Bear Brook State Park
- Crescent Beach State Park
- Footbridge Beach
- Pleasant Mountain Ski Area




