
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 €61 per night before taxes and fees

Verified guest reviews
Over 850 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.

Luxurious 5 bedroom on the ocean, w/ dock & kayaks
Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

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.

Airstream on a goat farm
Welcome to a truly unique stay! Our property is home to two special ventures—our goat rental business, Scapegoats, and our nonprofit animal sanctuary, Mousam Misfits. While goats are part of the charm, they’re just the beginning—you may also see a variety of rescued animals during your visit. If you love animals and a one-of-a-kind experience, you’ll feel right at home here! We are about 150 ft from the Mousam River, and guests have access to kayaks (for free!) BTW***WE LOVE CANADIANS!! 🇨🇦

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.

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)

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”

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!

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.

Lovely Waterfront Seacoast Suite
Cozy waterfront suite , king size bedroom 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.
Popular amenities for kayak rentals in Kennebunk
House rentals with a kayak

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

Epsom Lakefrnt Escape~Dock~Grill~Firepit-Woodstove

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

Waterfront Gem walkable to Restaurants!

Sanctum by the Lake

Beautiful lake-side home close to Portland Maine

Gorgeous Waterfront Home with Dock and Beach

Waterfront, Wood stove & Private beach, Solo Stove
Cottage rentals with a kayak

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Gorgeous Romantic Lakefront Getaway

Cottage on the lake! Includes kayaks & rowboat!

The Loon's Nest Cottage

Beautiful Lakeside Cottage

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Eclectic Lakefront Cottage on Great East Lake

RiverPine Retreat - Clean & Bright Waterfront Home
Cabin rentals with a kayak

Riverfront cabin between Portland & White Mtns.

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

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

Waterfront,Hot tub,Private dock,Freshly renovated

Barrett’s Cabin-Lakes Region-Private Trails

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

Private cabin with lake access, hot tub & firepit!

Bear Cabin
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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





