
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 $153 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.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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!

Brand new Scandinavian cottage: dock & kayaks!
Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

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!

Cottage in the woods on Ocean Point
Secluded getaway in the woods close enough to see and hear the ocean and catch amazing sunsets. Charming 1BR + Loft, 1BA cottage situated among an acre of Ocean Point fir trees providing privacy and a quiet get away. Less than 100yd walk to the shore, beach and path at Grimes Cove, Ocean Point Inn Restaurant & Bar, and daily activities at the community "casino" building with playground, tennis, pickle ball, basketball, and Sunday softball. Harbor is 20 mins away for exploring.

Modern Treehouse w/Water Views+Cedar Hot Tub
Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Treehouse With Hot Tub Close to Sunday River!
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.
Popular amenities for Boothbay Harbor kayak rentals
Holiday House Rentals with a Kayak

Mirror Pond Cottage

Lakefront winter getaway cabin for 6

Waterfront Gem walkable to Restaurants!

Beautiful lake-side home close to Portland Maine

Waterfront Home with Dock & Sauna - Sleeps 14

Riverside

Lakefront: Private Hot Tub, Sauna & Free Massages!

Sunset & Lake View, Theater, HTub, Xbox, Woodstove
Cottages with a kayak

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Tranquil waterfront cottage

Private Waterfront Home with Kayaks and Firepit

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Lake Great Pond| Dog Friendly | Boat Launch

Hidden Haven A Rustic Retreat In St. George, Maine

RK North : All season Waterfront cottage with dock

Peaceful Lakeside Maine Retreat
Cabin rentals with a kayak

Sister a-frame in Woods (A)

McKeen's Riverside Retreat

Rustic Family Cabin on China Lake

Lakefront Cottage/Private Midcoast Maine

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

Get away at Crystal Lake

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)

Cozy Lakefront Cabin in Freedom, ME
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Quebec City Area Holiday rentals
- Laval Holiday rentals
- Mont-Tremblant Holiday rentals
- Family-friendly rentals Boothbay Harbor
- Rentals with pools Boothbay Harbor
- Rentals with a washing machine and dryer Boothbay Harbor
- Rentals with beach access Boothbay Harbor
- Hotel rooms Boothbay Harbor
- Cabin rentals Boothbay Harbor
- House rentals Boothbay Harbor
- Pet-friendly rentals Boothbay Harbor
- Fitness-friendly rentals Boothbay Harbor
- Condo rentals Boothbay Harbor
- Beachfront rentals Boothbay Harbor
- Rentals with a fireplace Boothbay Harbor
- Rentals with a hot tub Boothbay Harbor
- Rentals with an EV charger Boothbay Harbor
- Rentals with a fire pit Boothbay Harbor
- Rentals with outdoor seating Boothbay Harbor
- Apartment rentals Boothbay Harbor
- Rentals with a home theatre Boothbay Harbor
- Boutique hotels Boothbay Harbor
- Cottage rentals Boothbay Harbor
- Rentals with a patio Boothbay Harbor
- Rentals with breakfast Boothbay Harbor
- Waterfront 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
- Scarborough Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Portland Museum of Art
- Fortunes Rocks Beach
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Aquaboggan Water Park
- Bug Light Park
- Reid State Park





