Boothbay Harbor vacation rentals

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Condo in Old Orchard Beach

A sandy pathway is bordered by tall grasses, leading directly to a calm blue ocean. The serene waters meet a light sky, creating a tranquil scene that suggests easy access to the beach.

4.73 out of 5 average rating, 118 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

4.98 out of 5 average rating, 330 reviews

A wooden dock extends over vibrant green marshland, leading to a serene body of water. Lush trees and rolling grass create a peaceful backdrop, emphasizing the natural beauty of the surroundings.

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

4.94 out of 5 average rating, 126 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.89 out of 5 average rating, 303 reviews

The A-frame cabin features a wooden deck supported by a sturdy frame, providing access to outdoor seating and a hot tub. Large windows offer views of the surrounding trees, while a snow-covered ground adds to the tranquil winter setting.

Tiny home in Harrison

Million $ views, Hot Tub, Crooked River- Private

Secluded A-frame nestled along Crooked River, breathtaking views and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Cottage in South Thomaston

A serene ocean view showcases a sailboat gliding across calm waters, framed by lush greenery and a rocky coastline. The expansive sky is filled with soft clouds, creating a tranquil atmosphere that invites relaxation and reflection.

4.95 out of 5 average rating, 104 reviews

Cottage by the sea private oceanfront shoreline

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

5 out of 5 average rating, 6 reviews

A wooden dock extends into a calm lake, leading to a small boat anchored at the end. The water reflects a clear blue sky, with gentle ripples across the surface, and green hills visible in the distance.

Home in Harrison

2BR Lake House on Private Beach w/hot tub & sauna

Romantic getaway or peaceful family vacation, this lake house is right on a private beach, and perfect all year round!The beach is literally your back yard! Experience beautiful views while enjoying a cozy outdoor fire. Relax and take amazing sunset pics in the covered hot tub, or unwind indoor w/the sauna and fire place. Cook up a delicious meal in the fully stacked kitchen. Centrally located near hiking trails, and 45min from North Conway outlets. Book now and make memories! ✨

Townhouse in Kennebunkport

A sandy beach scene is captured, featuring colorful kayaks arranged neatly in the foreground. Sunbathers and beachgoers enjoy the sunny weather, with umbrellas dotting the shoreline. A smooth ocean extends to the horizon, framed by a clear blue sky.

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

4.99 out of 5 average rating, 123 reviews

A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.

Cottage in Belfast

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Townhouse in Old Orchard Beach

An inviting entryway is presented with a white wicker table and two blue-accented chairs. A large sign displays the name 'Beach House' against a turquoise background. Decorative items, including a glass jar and framed message, enhance the welcoming atmosphere, complemented by light-colored siding.

4.89 out of 5 average rating, 9 reviews

Unit 3 Getaway - Perfect for Families!

Unit 3 **Have a large group ask us about renting all 3 units sleeps 22** This 2 bedroom, 2 bath unit has been completely renovated. Only steps to the beach, this basement unit is literally just one block away from public beach access, and will sleep up to 6 people. Off-street parking, private picnic area and large gas BBQ grill. You will need to bring your own sheets, pillow cases and towels. Check in Saturday after 3PM, check out the following Saturday by 10AM.

Apartment in Kennebunkport

A wooden dining table is surrounded by six matching chairs on a spacious deck. A small vase filled with colorful flowers sits at the center of the table. Beyond the deck, trees provide a lush backdrop, with green views extending toward the distant golf course.

4.93 out of 5 average rating, 29 reviews

Charming Kennebunkport

This gorgeous one bedroom apartment features floor-to-ceiling windows overlooking the prestigious Cape Arundel Golf Course and Kennebunk River. With hardwood floors throughout, updated stainless appliances, a private deck with teak furnishings, and views in all directions, this apartment is even more spectacular than the pictures show. If traveling with a larger group, consider booking the downstairs 2 bedroom apartment as well.

A small cabin features a welcoming front porch with two red adirondack chairs. The exterior is light-colored with blue shutters and a white door. A wooden ramp and steps provide access, surrounded by grass and shaded by trees, offering a comfortable entrance to the space.

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Boothbay Harbor vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Monthly stays

Gym

Stay near Boothbay Harbor's top sights

Coastal Maine Botanical Gardens162 locals recommend

Robinson's Wharf38 locals recommend

Hannaford Supermarket34 locals recommend

Maine State Aquarium32 locals recommend

Boathouse Bistro | Tapas Bar & Restaurant30 locals recommend

Ports of Italy, Boothbay Harbor30 locals recommend

Home rentals in Boothbay Harbor

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

A two-story house is presented with a light blue exterior and a red front door. Large windows allow natural light to fill the sunroom, surrounded by trees and a lawn that enhances the outdoor space.

4.84 out of 5 average rating, 55 reviews

Summer Vacation Rental with 3 beds/2 bath

4.99 out of 5 average rating, 139 reviews

A two-story Victorian house is framed by large trees and a white picket fence. Lush greenery surrounds the home, enhancing the exterior’s classic charm. Multiple windows reflect natural light, while a staircase leads to the front door, inviting guests into the space.

Home in Portland

Distinctive Home & Garden

4.89 out of 5 average rating, 222 reviews

A welcoming entryway is featured, showcasing wooden flooring and large windows with blinds that allow natural light. A comfortable brown chair is positioned near the entrance, complemented by a side table and a decorative lamp. Stairs are visible leading to the upper level.

Home in Scarborough

Adorable Beach House Across the Street From Beach!

The exterior of the home features a wooden deck with railing, accessible from the front area. A well-maintained lawn is visible in the foreground, bordered by a low stone wall. Parking spaces are available nearby, with neighboring homes partially visible.

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

A light green two-story home features a welcoming front porch with a railing. A colorful flag adds a touch of vibrancy. The landscaped front yard is accentuated by freshly green grass and budding plants. A vehicle is parked in the driveway beside the house.

4.83 out of 5 average rating, 60 reviews

Feb/April school breaks available. 8 bedrooms

4.64 out of 5 average rating, 50 reviews

A light green house exterior features a welcoming white door with a decorative frame. Steps lead up to the entrance, flanked by flowers in a planter. A mailbox displaying the number '33' is positioned beside the stairs, with well-maintained grass and shrubs surrounding the area.

Home in Rockland

Downtown "NamaStay"

4.95 out of 5 average rating, 305 reviews

The exterior of the home is featured, showcasing a single-story structure with a light grey façade. A brick pathway leads to the front entrance, accompanied by well-maintained lawns and decorative flower beds. Surrounding trees provide a natural setting, enhancing the peaceful atmosphere.

Home in Rockport

Sweet home away (pet friendly)

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Cottage rentals in Boothbay Harbor

Cottage in South Thomaston

A wooden staircase leads down to a serene waterfront area, surrounded by trees with autumn foliage. The calm river reflects the colors of the sunset, while adirondack chairs offer a place to relax and take in the views.

4.95 out of 5 average rating, 165 reviews

Timeless Tides Cottage

Cottage in Boothbay Harbor

The kitchen features wooden walls and a light-colored wooden countertop. A gas stove is positioned beside a window, allowing natural light. Open shelves hold glassware and kitchen essentials, while a small island with a fruit design provides additional counter space.

4.99 out of 5 average rating, 405 reviews

The Cottage at the McCobb House

4.92 out of 5 average rating, 137 reviews

A vibrant tree showcases bright red leaves, contrasted by hints of green from adjacent foliage. The scene captures the essence of autumn with nature's colors creating a warm visual display along the roadside.

Cottage in Norway

Cottage with Whirlpool tub - McLeod

4.97 out of 5 average rating, 108 reviews

A newly renovated cottage is nestled among trees, featuring a wooden exterior with shingle details. A spacious deck with a railing extends along the side, offering a view into the surrounding nature. Large windows allow natural light to enter the home.

Cottage in Lincolnville

The Cottage - close to Camden and Belfast

4.91 out of 5 average rating, 110 reviews

A wooden dock extends over the calm lake water, surrounded by lush greenery and rocks. The distant shoreline is outlined by trees under a cloudy sky, while a buoy can be seen floating in the water, adding a touch of color to the serene landscape.

Cottage in Raymond

Relax by a Quiet Lake

4.91 out of 5 average rating, 130 reviews

A fire pit area is surrounded by chairs, offering a cozy spot for gathering. String lights twinkle overhead, and a view of the water is visible through the trees. The scene captures a serene ambiance, ideal for evening conversations by the fire.

Cottage in Sidney

Waterfront Cottage

4.82 out of 5 average rating, 101 reviews

A cozy fire pit area is surrounded by several white Adirondack chairs and black wire stools. Warm light strings hang overhead, creating a relaxed atmosphere. In the background, a pond is visible with a kayak on the shore and trees providing natural privacy.

Cottage in Lyman

RK North : All season Waterfront cottage with dock

4.95 out of 5 average rating, 149 reviews

A sunlit sunroom features two white wicker chairs facing large windows that showcase a tranquil view of Brettuns Pond. Soft natural light enhances the warm atmosphere, while a textured area rug adds comfort to the wooden floor.

Cottage in Livermore

Bass Point Lakeside Cottage: Livermore, Maine

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Dog friendly vacation rentals in Boothbay Harbor

4.93 out of 5 average rating, 262 reviews

A yurt is set against a wooded backdrop, surrounded by trees. A wooden deck features a seating area and an umbrella, providing shade. Access to the deck is facilitated by a small ramp, ensuring easy entry.

Yurt in Lyman

Fire Fly Yurts on Funky Bow Lane

5 out of 5 average rating, 12 reviews

A cozy log cabin features a wooden deck with a railing and outdoor seating. Large windows offer views of the surrounding trees, enhancing the cabin's connection to nature. The structure is surrounded by greenery, providing a serene and inviting backdrop.

Cottage in Lincolnville

Lily Pond Studio Cabin #4

Place to stay in Owls Head

4.98 out of 5 average rating, 225 reviews

A comforting sweet off grid cabin near the beach!

4.91 out of 5 average rating, 116 reviews

A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.

Home in South Portland

Cottage style home 2 blocks from the beach!

Guest suite in Old Orchard Beach

A modern open-plan living area features a comfortable sofa with a decorative pillow. Bar stools line a stylish kitchen island illuminated by pendant lights. Natural light streams through several large windows, showcasing a clean and airy atmosphere. Light wooden flooring adds to the spacious feel.

4.9 out of 5 average rating, 162 reviews

Captain Cookie's sea cottage

4.88 out of 5 average rating, 51 reviews

A light-filled living area features a large flat-screen television mounted on the wall. A natural wood coffee table sits at the center, complemented by a dark shelving unit displaying books and decorative items. A sectional sofa with neutral upholstery offers comfortable seating.

Condo in Kennebunk

Cozy Contemporary River's Edge Retreat

4.96 out of 5 average rating, 56 reviews

A charming coastal cottage features a classic white shingle exterior with black shutters and a vibrant red door. Lush greenery and a stone wall line the front yard, providing an inviting entrance. The house is set in a peaceful neighborhood with a sunny atmosphere.

Home in Kennebunkport

Dog Friendly 3 BR Kennebunkport Cottage + Deck/BBQ