Vacation rentals in Harpswell

Two wooden Adirondack chairs are positioned on a stone patio facing a serene body of water. A small fire pit, surrounded by stones, is visible in the background, framed by lush greenery and tall trees.

4.96 out of 5 average rating, 70 reviews

Private oceanfront cottage, great views, and float

Cozy cottage on Quahog Bay . Open space Livingroom / kitchen area offers beautiful views of the bay . Second floor is one large bedroom with large windows overlooking the bay. Beautiful recently renovated bathroom with large walk in shower . Wake up to gorgeous sunrises and end your day with a moonrise. Watch a large variety of birds soar over head . Laze on the large deck or walk down to the large private float, go for a swim or venture out on a kayak ride . Enjoy the patio and fire pit area .

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.

4.89 out of 5 average rating, 63 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.

A bright bedroom features large windows offering views of the ocean and surrounding trees. Two comfortable chairs with decorative pillows are positioned near a side table with a lamp. A spacious bed is dressed in crisp white bedding, enhancing the serene ambiance.

5 out of 5 average rating, 18 reviews

oceans edge private home | full AC

Uniquely private location, down the peninsula in Harpswell. Perched on the rocky shore. Open ocean, crashing waves, distant islands, birds and breezes. An uncluttered classic Maine home in a remarkable location. Walk to local cove beach. Secluded. Flanked by two shingled homes only visible through the trees. Two large decks, one covered. Guests and neighbors do swim off the rocks at low tide, but it looks precarious to me. Lounge on the rocks in comfy chairs or just never leave the decks.

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.

4.97 out of 5 average rating, 63 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, 122 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!

4.98 out of 5 average rating, 57 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.

5 out of 5 average rating, 14 reviews

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

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.

The living room features two comfortable sofas arranged around a central coffee table. Large windows provide views of the water, while a TV is mounted on a wall. Soft lighting and natural wood beams enhance the inviting space.

4.96 out of 5 average rating, 28 reviews

Oceanfront Serenity – Stargaze & Unwind-

Enjoy panoramic ocean views from this charming Harpswell cottage on Sebascodegan Island. With a private dock, kayaks, large deck, and cozy interior, it’s the perfect coastal escape. Sleeps 5 adults comfortably. Close to Brunswick, many Harpswell coastal hiking trails, fresh lobster, and beaches. Summer stays require a 7-night minimum (Sun–Sun); shorter spring/fall stays welcome. Relax, explore, and experience the magic of coastal Maine—just steps from the water!

4.95 out of 5 average rating, 468 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!

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, 209 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, 208 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

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Harpswell vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Harpswell

A cozy studio space is highlighted by a comfortable queen Murphy bed dressed in soft bedding. Natural light enters through a window beside a wooden armchair and small dining table. A mix of wooden furniture and shelves provides functional storage in a tranquil atmosphere.

Guest suite in Harpswell

5 out of 5 average rating, 3 reviews

Long Point Studio

4.96 out of 5 average rating, 25 reviews

A charming cottage is situated on a grassy lot, surrounded by tall trees. The building features a wraparound porch and is located near Harpswell Sound, with clear blue water visible in the background under a sunny sky.

Cabin in Harpswell

Waterledge Cottage - Orrs Island, Maine

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, 6 reviews

Oceanfront cottage on tranquil cove in Harpswell

A charming house is set amidst a grassy area, featuring a wraparound porch with wooden railings and steps leading to the entrance. Tall trees provide shade, and the exterior is adorned with light-colored siding and contrasting blue trim.

5 out of 5 average rating, 11 reviews

Cricket Lodge

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, 38 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

A charming cottage is nestled by a calm waterway, surrounded by tall trees displaying autumn colors. A small dock extends into the water, while patches of green grass create a natural setting. Soft shadows cast by the trees enhance the peaceful ambiance of the property.

4.9 out of 5 average rating, 20 reviews

Cozy Waterfront Cottage

A tranquil coastal scene captures a rocky shoreline during low tide. Various textures of stones and seaweed are visible along the water's edge, while gentle waves lapping against the rocks reflect the clear blue sky and surrounding greenery.