
Vacation rentals with a kayak in Boothbay Harbor
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Boothbay Harbor
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Cozy waterfront home on Merrymeeting Bay.
Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

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.

Maine lakehouse-Ice fishing, skiing, snowmobiling
Beautiful lake living & winter activities, 2.5 hours from Boston, 40 min. from Portland. Near skiing- 1:20 from Sunday River, 1:10 Pleasant Mtn., 1:05 Mount Abram Ski Area, 0:20 Lost Valley. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances. Minutes to Lewiston/Auburn - close to dining and stores. Well known ice fishing spot , cross-country skiing nearby too. Fire pit, great sunsets.

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!

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.

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!

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!

Sweet Fern Cabin on Merrymeeting Bay
Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

SILVER MOON, a Yurt for All Seasons
Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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!).
Popular amenities for Boothbay Harbor kayak rentals
House rentals with a kayak

Mirror Pond Cottage

Lakefront summer getaway cabin for 6

Waterfront Gem walkable to Restaurants!

Maine Waterfront Hideaway

Beautiful lake-side home close to Portland Maine

LUX Designer Private Waterfront

Riverside

Entire House/Mill/modern vintage on 35 Acre Pond
Cottage rentals with a kayak

Tranquil waterfront cottage

Lakefront Home, Sandy Beach, Belgrade Lakes

Cozy camp near highland lake

Waterfront Cottage

Ice Fishing | Dog Friendly | Lake Great Pond

RK North : All season Waterfront cottage with dock

The Loon's Nest Cottage

Peaceful Cottage on Maine Flower Farm
Cabin rentals with a kayak

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Sister A-Frame in Woods (A)

McKeen's Riverside Retreat

Rustic Family Cabin on China Lake

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

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Get away at Crystal Lake

Cozy Lakefront Cabin in Freedom, ME
Quick stats about vacation rentals with a kayak in Boothbay Harbor

Total vacation rentals
Explore 40 vacation rentals in Boothbay Harbor

Nightly prices starting at
Boothbay Harbor vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Boothbay Harbor vacation 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!
Destinations to explore
- Plainview Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Quebec City Area Vacation rentals
- Mont-Tremblant Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Boutique hotels Boothbay Harbor
- Beachfront rentals Boothbay Harbor
- Cottage rentals Boothbay Harbor
- Rentals with beach access Boothbay Harbor
- Fitness-friendly rentals Boothbay Harbor
- House rentals Boothbay Harbor
- Condo rentals Boothbay Harbor
- Apartment rentals Boothbay Harbor
- Rentals with a home theater Boothbay Harbor
- Rentals with pools Boothbay Harbor
- Rentals with a hot tub Boothbay Harbor
- Rentals with a fireplace Boothbay Harbor
- Rentals with a fire pit Boothbay Harbor
- Rentals with a washer and dryer Boothbay Harbor
- Cabin rentals Boothbay Harbor
- Rentals with outdoor seating Boothbay Harbor
- Rentals with breakfast Boothbay Harbor
- Waterfront rentals Boothbay Harbor
- Pet-friendly rentals Boothbay Harbor
- Family-friendly rentals Boothbay Harbor
- Hotel rooms Boothbay Harbor
- Rentals with a patio Boothbay Harbor
- Rentals with a kayak Lincoln County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- East End Beach
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Palace Playland
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Hills Beach
- Portland Museum of Art
- Rockland Breakwater Light
- Fortunes Rocks Beach
- Aquaboggan Water Park
- Pineland Farms
- Bug Light Park




