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

Total holiday rentals
Explore 30 holiday rentals in Boothbay Harbor

Nightly prices starting at
Boothbay Harbor holiday rentals start at $156 NZD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Boothbay Harbor holiday rentals include Wi-Fi access

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

4.8 Average rating
Boothbay Harbor stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Accommodation with a Kayak in Boothbay Harbor
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Waterfront Farmhouse with Modern Flair!
On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

The Stilt House
Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

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!

Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

Nebi—Private Yacht on Scenic Damariscotta River
With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Modern Treehouse with hottub + Water Views
Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
Popular amenities for Boothbay Harbor kayak rentals
Holiday House Rentals with a Kayak

Mirror Pond Cottage

Lakefront summer getaway for 6

Riverside

Lakefront: Private Hot Tub, Sauna & Free Massages!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Charming Historic Freeport House

Brand new Scandinavian cottage: dock & kayaks!
Cottages with a kayak

Rising Tide Times - quintessential Maine cottage

Lake Great Pond| Dog Friendly | Boat Launch

Hidden Haven A Rustic Retreat In St. George, Maine

Waterfront Cottage

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Cozy waterfront home on Merrymeeting Bay.

Our charming,oceanfront, Bradford point cottage

The Loon's Nest Cottage
Cabin rentals with a kayak

Water View Cabin, Lake & Ocean Access, near town

Sister a-frame in Woods (A)

McKeen's Riverside Retreat

Hobb’s House - Year Round Log Cabin on the Water

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

Private cabin with lake access, hot tub & firepit!

Barrett’s Cabin-Lakes Region-Private Trails

Cozy Lakefront Cabin in Freedom, ME
Destinations to explore
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- Condo rentals Boothbay Harbor
- Rentals with a kayak Lincoln County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Bug Light Park
- Cellardoor Winery
- Aquaboggan Water Park





