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

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 guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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!

Waterfront Private Apartment just 5 min to LLBean!
Guest apartment with king bed, private entrances, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 8 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

Coastal Waterfront Tiny home 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!

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

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!

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.

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.
Popular amenities for kayak rentals in Boothbay
House rentals with a kayak

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Waterfront Gem walkable to Restaurants!

New Modern Cottage with Ocean Views & Wildlife

Coastal Farmhouse for Families | HotTub + Firepits

Classic NewEngland Waterfront

Waterfront Home Phippsburg Maine

Entire House/Mill/modern vintage on 35 Acre Pond

Lakefront: Private Hot Tub, Sauna & Free Massages!
Cottage rentals with a kayak

Tranquil waterfront cottage

Waterfront cottage with spectacular sunset views!

Quiet Waterfront Cottage on cove

Cozy camp near highland lake

Hidden Haven A Rustic Retreat In St. George, Maine

Cozy waterfront home on Merrymeeting Bay.

Our charming,oceanfront, Bradford point cottage

Megunticook Retreat
Cabin rentals with a kayak

Lake Cabin in the Trees

McKeen's Riverside Retreat

Rustic Family Cabin on China Lake

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

Oceanview Cabin Retreat in Southport

Four-Season Luxury Lakefront Cabin Close to Camden

Welcome to "The Cottage" at "The Shore".

Price's Point - Cabin on the water
When is the best time to visit Boothbay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 226 | € 209 | € 213 | € 251 | € 246 | € 264 | € 301 | € 319 | € 246 | € 247 | € 255 | € 247 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Quick stats about holiday rentals with a kayak in Boothbay

Total holiday rentals
Explore 80 holiday rentals in Boothbay

Nightly prices starting at
Boothbay holiday rentals start at € 102 per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Boothbay holiday rentals include wifi access

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

4.9 Average rating
Boothbay stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Rentals with pools Boothbay
- Rentals with a firepit Boothbay
- Rentals with an EV charger Boothbay
- Rentals with an accessible-height bed Boothbay
- Cottage rentals Boothbay
- Rentals with breakfast Boothbay
- Boutique hotels Boothbay
- Family-friendly rentals Boothbay
- Rentals with lake access Boothbay
- Rentals with a washing machine and dryer Boothbay
- Flat rentals Boothbay
- Rentals with outdoor seating Boothbay
- House rentals Boothbay
- Pet-friendly rentals Boothbay
- Rentals with a fireplace Boothbay
- Hotel rooms Boothbay
- Beachfront rentals Boothbay
- Cabin rentals Boothbay
- Rentals with beach access Boothbay
- Waterfront rentals Boothbay
- Rentals with a cinema Boothbay
- Rentals with a patio Boothbay
- Fitness-friendly rentals Boothbay
- Rentals with a hot tub Boothbay
- Rentals with a kayak Lincoln County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Ferry Beach
- Palace Playland
- Fox Ridge Golf Club
- Hunnewell Beach
- Freddy Beach
- Maine Maritime Museum
- Lighthouse Beach
- Bear Island Beach
- Brunswick Golf Club




