Vacation rentals in Harpswell

A serene waterfront view showcases a vibrant sunset reflected on calm waters. Silhouetted trees frame the scene, highlighting the tranquil atmosphere created by the array of warm colors in the sky and the peaceful surrounding landscape.

4.9 out of 5 average rating, 61 reviews

Basin Cove Retreat: Perfect to explore Mid-Coast

Welcome to our peaceful waterfront cottage on Basin Cove, perfect for year-round relaxation. This cozy 2-bedroom, 1-bath retreat offers serene water views and breathtaking sunsets. Just 12 miles from Brunswick, 30 mins from iconic LL Bean in Freeport, and an hour from Portland, you'll enjoy both tranquility and convenience. Ideal for a quiet winter escape or a summer adventure. The cottage is close to Live Well Farm and Bowdoin College, providing the perfect blend of relaxation and exploration.

The modern cottage features a two-story design with a gray exterior and large windows. Hammock chairs are suspended from the upper balcony, which overlooks the manicured green lawn, surrounded by trees. A pathway leads to the front entrance, enhancing the property's spacious outdoor setting.

4.98 out of 5 average rating, 61 reviews

New Modern Cottage with Ocean Views & Wildlife

The Salty Roost, a modern Scandinavian-inspired guest cottage is positioned on one acre adjacent to our main home in a coastal neighborhood. This property offers distance water views of Middle Bay, dock/water access, on-site parking, grill, hammock chairs, kitchen with all the amenities, WIFI, washer and dryer combo unit, hardwood floors. The cottage is minutes from great restaurants, breweries, hiking trails, and shopping. The most amazing sunsets will surely bring joy to your stay.

Superhost

An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.

4.89 out of 5 average rating, 120 reviews

Rising Tide Times - quintessential Maine cottage

Out of State guests please read the Maine State COVID-19 restrictions currently in affect. 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!

Apartment in Orr's Island

The exterior of the multi-unit house is shown, featuring a light gray facade and a red roof. An expansive wooden deck is visible on the second level, overlooking the green lawn. Bright flowers adorn the entrance, adding a touch of color to the outdoor space.

4.95 out of 5 average rating, 101 reviews

Shore House, Leona Unit - Ocean Front Property

This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

4.98 out of 5 average rating, 54 reviews

The exterior of a two-story home is showcased, featuring a light gray façade with white trim. A spacious yard is visible, surrounded by trees and a circular driveway. A small balcony is located on the second floor, and large windows invite natural light into the sunroom.

Townhouse in Harpswell

Tower Hill House Harpswell, Orr’s Island, Maine

Gather with family (including pooches!) and friends at our airbnb in Maine. Explore the coast, shops and restaurants or simply relax! Curl up with a book in the cozy reading nook, play board games or put together a puzzle on the game table. Enjoy a game of croquet or corn hole, dine alfresco, sit by the fire pit on a chilly evening. Source ingredients from local farmers and fishermen and prepare a meal in the fully equipped kitchen or enjoy dining at our local restaurants.

A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.

4.89 out of 5 average rating, 160 reviews

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Superhost

An aerial view of the Orchid Harbor cottage is captured, showcasing the surrounding landscape and coastal waters of Casco Bay. The image features the expansive lawn, nearby homes, and a serene shoreline, with glimpses of the water's edge and distant landforms.

4.78 out of 5 average rating, 46 reviews

Orchid Harbor, Bailey Island 3BR

Welcome to Orchid Harbor, a classic New England-style cottage home with stunning southerly views of Casco Bay. Perfectly located in the heart of Bailey Island, it's within walking distance of Cook's Lobster & Ale House, Morse's Seafood Grille, the historic Cribstone Bridge, and the Salt Cod Cafe. You'll love the breathtaking sunsets painting the sky. Enjoy easy water access, perfect for launching a kayak to explore the coast of Harpswell or combing the shoreline for treasures.

Superhost

A charming waterfront cabin is surrounded by lush greenery, with a welcoming red exterior and a pitched roof. A path leads to the entrance, which is framed by large trees. The scenic view of the water can be seen in the background, hinting at a peaceful atmosphere.

Cabin in Harpswell

5 out of 5 average rating, 10 reviews

Waterfront Log cabin on the bay. Dog Friendly!

"BAY VIEW" is a beautiful waterfront cabin just feet from the shore of Casco Bay's Merriconeag Sound, which separates the two sides of Harpswell. Smell the salt air, listen to the sounds of waves lap the shoreline and watch the eagles, sea gulls and local Lobstermen haul their traps. You may even see seals at play in the waters. Whether at sunrise or the end of the day, there is something for your senses to take in as you relax on the deck enjoying the coast of Maine.

4.95 out of 5 average rating, 466 reviews

The studio's interior displays rustic charm with original rough-hewn beams overhead. A spacious bed is visible in the back area, while a comfortable seating arrangement and TV are situated in the front. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

Guesthouse in Harpswell

Harpswell Studio on Waterview Property! Lobster!

Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

4.93 out of 5 average rating, 160 reviews

A cozy living area features a comfortable gray sofa arranged near a light wooden coffee table. A large TV displays a streaming service, while natural light enters through expansive windows adorned with soft curtains. A small kitchenette is visible in the background.

Guesthouse in Brunswick

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.

4.98 out of 5 average rating, 207 reviews

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

4.92 out of 5 average rating, 202 reviews

A spacious two-story home is shown with a welcoming front porch adorned with rocking chairs. Solar panels are visible on the roof, which is complemented by several skylights. Surrounding greenery enhances the peaceful setting under a partly cloudy sky.

Apartment in Harpswell

Comfortable studio apartment in quiet location

Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Harpswell vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Harpswell cottage rentals

4.99 out of 5 average rating, 122 reviews

An aerial view captures a vibrant coastal community surrounded by lush greenery. Numerous boats are anchored in the calm waters, while marinas and a network of roads lead to charming homes. The scene conveys the essence of a working waterfront with a sense of tranquility.

Cottage in South Bristol

Cottage, mooring, and wharf in a fishing village

4.98 out of 5 average rating, 126 reviews

A single-story cottage is framed by trees, featuring a wooden deck with a railing and a red front door. A vegetation-lined pathway leads to the entrance. A vehicle is parked nearby on a gravel drive, while vibrant flowers add a touch of color to the exterior.

Cottage in Georgetown

Cottage on Todd Bay

4.95 out of 5 average rating, 126 reviews

A cozy living area features a warm color palette with a sectional sofa adorned with textured blankets and cushions. A rustic coffee table sits in front of a mounted television. Natural light floods the space, highlighted by wall art depicting wildlife and an appealing area rug.

Cottage in Yarmouth

Private cozy cottage in historic coastal Yarmouth

4.92 out of 5 average rating, 189 reviews

The serene view showcases a sunrise over the calm waters of the Sasanoa River, reflecting golden hues. Lush greenery frames the scene, while the distant treeline adds depth to the landscape. Soft clouds linger above, enhancing the tranquil atmosphere of the setting.

Cottage in Woolwich

Pet Friendly Audubon Bring Your Fishing Gear!

4.93 out of 5 average rating, 259 reviews

A serene waterfront scene captures the sun setting over a calm bay, with reflections in the water. In the foreground, tall grasses and wildflowers frame the image, leading to a dock with two Adirondack chairs arranged for relaxation.

Cottage in South Hiram

Cozy waterfront home on Merrymeeting Bay.

4.91 out of 5 average rating, 274 reviews

A circular tree swing hangs from a sturdy branch, overlooking a spacious green yard. The view includes a serene body of water with a dock and distant islands framed by trees under a clear blue sky.

Cottage in Friendship

Our charming,oceanfront, Bradford point cottage

4.98 out of 5 average rating, 293 reviews

The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.

Cottage in Edgecomb

Charming Cottage With Spectacular Water View

4.99 out of 5 average rating, 406 reviews

The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.

Cottage in Pownal

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

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Other great vacation rentals in Harpswell

A wooden pier extends over the calm, clear waters of Basin Cove, surrounded by lush greenery. Sunlight creates reflections on the surface of the water. The pier features a square opening, allowing for unobstructed views of the scenic shoreline.

5 out of 5 average rating, 3 reviews

Oceanfront cottage on tranquil cove in Harpswell

An outdoor patio area is featured with a large glass table surrounded by six chairs. A charcoal grill is positioned to one side, and flowering plants are placed in pots around the wooden deck. Views of the water and trees are visible in the background.

4.86 out of 5 average rating, 164 reviews

Quaint & Peaceful Designer's Oceanfront Cottage

A dining table is set with a bowl of fresh salad, complemented by a glass of red wine. In the background, the sun sets over the water, casting a warm golden light through large windows that frame the peaceful waterfront view.

4.89 out of 5 average rating, 9 reviews

Sunset Stunner w/summer dock

A charming cottage exterior is showcased, featuring gray siding and a sloped roof. Large windows allow for natural light, while a welcoming porch adds to the home’s appeal. Lush green landscaping surrounds the cottage, contributing to a picturesque setting in a tranquil environment.

4.97 out of 5 average rating, 36 reviews

Cottage with Ocean Views on Pott’s Point

The cabin's exterior is showcased with a spacious deck leading to the water. Sunlight illuminates the area, highlighting the wood siding and natural surroundings. Lush trees provide a sense of privacy, while a clear view of the water is visible in the background.

4.71 out of 5 average rating, 56 reviews

Oceanfront Harpswell Home with amazing views

The image features a serene waterfront view across calm waters, with a grassy foreground leading to a wooden dock extending into the bay. The distant shoreline is visible, punctuated by trees and buildings under a clear blue sky.

Apartment in Harpswell

4.83 out of 5 average rating, 266 reviews

Sunny Apartment on the Ocean.

5 out of 5 average rating, 13 reviews

The exterior of the guest house is shown at dusk, with large glass windows offering a glimpse of the warm interior. A circle of adirondack chairs surrounds a fire pit, set in a woodsy area with sparse snow on the ground, under a canopy of trees.

Home in Phippsburg

House 18 minutes to Popham 9 minutes to Bath

A wooden dock extends over the calm water of Quahog Bay, surrounded by lush greenery. Pink flowers bloom prominently in the foreground, complementing the scenic view of boats in the distance and the dense forested shoreline.