
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 $237 NZD per night before taxes and fees

Verified guest reviews
Over 740 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

4.9 Average rating
Boothbay Harbor stays are highly rated by guests—averaging 4.9 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.

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.
Outdoor spacesLocationTV

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!
Outdoor spacesLocationIndoor spaces

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!
LocationValueGetting around

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.
ValueOutdoor spacesBarbecue

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.
ValueLocationAmenities

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!
ValueLocationBeach

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.
Outdoor spacesLocationDecor

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!).
Outdoor spacesValueAccess

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.
Outdoor spacesValueLong stay

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.
ValueOutdoor spacesHospitality

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!
LocationValueCleanliness

Rising Tide Times - quintessential Maine cottage
Classic Maine cottage on the end of a point, surrounded by water on 3 sides provides stunning views. The perfect backdrop for the quintessential cottage vacation. Features spacious decks, direct tidal access for kayaking, and outdoor firepit. 15 min to downtown Brunswick/45 min to Portland. We even have Kayaks onsite for guests to paddle around Cards Cove. Perfect for couples and families!
LocationValueParks
Popular amenities for Boothbay Harbor kayak rentals
Holiday House Rentals with a Kayak

Maine Waterfront Hideaway
ValueOutdoor spacesBreakfast

The Loons' Nest: Lakefront oasis w/ hottub
LocationOutdoor spacesPets

Lakefront: Private Hot Tub, Sauna & Free Massages!
LocationValueHiking

Beautiful Maine Lakeside Cottage
Outdoor spacesValueDecor

Beautiful lake house on Tacoma Lakes near Coast
LocationValueKitchen

Modern Lakefront Home w/ Hot Tub • Summer Vacation
ValueLocationSleep quality

Lakeside retreat on quiet cove on Cobbessee Lake!
ValueOutdoor spacesBackyard

Southport, views of Christmas cove (Boothbay area)
Outdoor spacesLocationNearby
Cottages with a kayak

Waterfront cottage with spectacular sunset views!
LocationOutdoor spacesBiking

Cozy Keyes Cottage | Lakefront • Dock • Kayaks
LocationOutdoor spacesPets

Cozy camp near highland lake
Outdoor spacesValueGetting around

Hidden Haven A Rustic Retreat In St. George, Maine
LocationValueHiking

Harbor Hideaway
Outdoor spacesLocationHiking

Cozy waterfront home on Merrymeeting Bay.
Outdoor spacesLocationParking

Our charming,oceanfront, Bradford point cottage
Outdoor spacesLocationAccess

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
Outdoor spacesValueKitchen
Cabin rentals with a kayak

Chesuncook Cabin by Sea Maine
LocationIndoor spacesNearby

Quaint Getaway Round Pond - Kayak, Bonfire, Fish
LocationOutdoor spacesHospitality

McKeen's Riverside Retreat
LocationValueBarbecue

Maybelle the Tiny Cabin on 100 acres
Outdoor spacesLocationAccess

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

Antique & totally upgraded Log Cabin. EV Charger
Outdoor spacesLocationNearby

Four-Season Luxury Lakefront Cabin Close to Camden
LocationOutdoor spacesQuiet

Sennebec Pond Cabins- Cabin #3
LocationOutdoor spacesCheckout
Destinations to explore
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- Pet-friendly 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
- Coastal Maine Botanical Gardens
- East End Beach
- Hills Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Maine Maritime Museum
- Rockland Breakwater Light
- Portland Museum of Art
- Bradbury Mountain State Park
- Bug Light Park
- Reid State Park
- Farnsworth Art Museum
- Camden Hills State Park





