
Holiday rentals with a kayak in Kennebunk
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Kennebunk

Total holiday rentals
Explore 20 holiday rentals in Kennebunk

Nightly prices starting at
Kennebunk holiday rentals start at €105 per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Kennebunk holiday rentals include wifi 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!
Top-rated rentals with kayak in Kennebunk
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Moose Creek Lodge & Cabin
Located 5 mi. from Pine Point Beach in Scarborough near kayaking and Frith Farm with fresh food & pick-your-own flowers. Close to Portland, Portland Head Light, L.L. Bean, or Kittery outlets; 3-hrs to Acadia National Park. Hosts live in an upper Suite in the house with separate entrances. Lower Suite includes (kitchen, 1 bath), salt-water Hot Tub, picnic table, Cabin, & parking next to the house surrounded by beautiful gardens & woods. VACATIONLAND! Dogs allowed but not cats due to allergies.

Luxury Year-round Treehouse with private hot tub
Skyframe 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.

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

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.

#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!

Charming Designer Cottage on Marsh
Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful 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.

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.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.
Popular amenities for kayak rentals in Kennebunk
House rentals with a kayak

Little Lakehouse, the Lookout

Stunning Dock Sq Waterfront Home

Waterfront Gem walkable to Restaurants!

Beautiful lake-side home close to Portland Maine

Charming Carriage House on Historic Scenic Farm

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

Gorgeous Waterfront Home with Dock and Beach

“A Beary Happy Place” stunning home, views & more
Cottage rentals with a kayak

“Stay Awhile in the Lake's Region”

Cottage on the lake! Includes kayaks & rowboat!

Lovely cottage on Sunrise Lake, Middleton, NH.

Waterfront Escape

Cozy Waterfront Cottage w/ Private Dock & Kayaks

The Loon's Nest Cottage

Beautiful Lakeside Cottage

Recently renovated waterfront! Cedar Side Cottage
Cabin rentals with a kayak

Idyllic Lakeside Cabin Winter Getaway

Rustic Log Cabin on Pawtuckaway Lake

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

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

Private cabin with lake access, hot tub & firepit!

Bear Cabin

Adorable log cabin on the lake.

Riverfront cabin between Portland & White Mtns.
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- Rentals with a kayak York County
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- Sebago Lake
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Scarborough Beach
- North Hampton Beach
- Crane Beach
- Footbridge Beach
- East End Beach
- Cape Neddick Beach
- Gooch's Beach
- Popham Beach State Park
- King Pine Ski Area
- Salisbury Beach
- Jenness Beach
- Gunstock Mountain Resort
- Hills Beach
- Wolfe's Neck Woods State Park





