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Vacation rentals in Harpswell

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Top-rated vacation rentals in Harpswell

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Top guest favorite

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

4.99 out of 5 average rating, 402 reviews

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

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Top guest favorite

The cabin, designed with a modern aesthetic, features dark exterior walls and large circular windows. A cozy seating area is visible through the glass doors, which are framed by lush greenery and natural landscaping, inviting relaxation in a serene environment.

Cabin in Georgetown

4.99 out of 5 average rating, 141 reviews

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 acres with a pond minutes from one of the best beaches in Maine. Unwind in your private outdoor cedar glass sauna w/forest views & refresh in our seasonal outside shower! * Minutes to Reid State Park & 5 Island🦞 * Fire Pit * Family Own & Run * Gas Grill * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Rain Shower * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * Smart TV * Generator

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.

Cottage in Harpswell

4.9 out of 5 average rating, 58 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 cozy living area features a queen-sized futon covered in a light throw, set on wide-plank wood floors. A colorful area rug lies under a glass coffee table. Tall bookshelf walls house various books, and natural light is welcomed through skylights.

Guest suite in Brunswick

4.88 out of 5 average rating, 100 reviews

Private guest suite in historic Maine cottage

Come enjoy a relaxing stay in the upstairs of a cozy, historic home nestled on the beautiful coast of Maine. The house is within a 2 minute walking distance from Simpson's Point where you can enjoy swimming, picnics, sunsets, and stargazing. You can expect peaceful, quiet days and evenings with the option to bathe in a skylight-lit bathtub/shower and snuggle up in comfy beds lit by twinkle lights. Rental includes entire upper floor with private entrance along with tv/internet (Netflix only).

Four wooden lounge chairs are arranged around a small table on a grassy lawn, overlooking a rocky shoreline. The calm ocean stretches into the distance, framed by a clear sky with soft clouds.

Home in Harpswell

4.95 out of 5 average rating, 128 reviews

Brand new Scandinavian cottage: dock & kayaks!

Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

Top guest favorite

The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.

Home in Georgetown

5 out of 5 average rating, 103 reviews

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. The intrepid visitor can scramble along the shore. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

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.

Home in Harpswell

4.9 out of 5 average rating, 117 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!

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, 8 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.

Top guest favorite

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

4.95 out of 5 average rating, 465 reviews

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 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

4.93 out of 5 average rating, 158 reviews

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.

Top guest favorite

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.

Home in Harpswell

4.98 out of 5 average rating, 206 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.

Top guest favorite

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

4.92 out of 5 average rating, 201 reviews

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

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Convenient locations with everyday essentials

Popular amenities for Harpswell vacation rentals

Laptop-friendly workspace

Cottage rentals in Harpswell

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

4.99 out of 5 average rating, 120 reviews

Cottage, mooring, and wharf in a fishing village

Top guest favorite

A renovated cottage is situated on a spacious lawn, surrounded by lush greenery. A large deck extends from the front, providing outdoor seating space. The cottage features a gray shingle exterior and multiple windows, with a clear blue sky overhead.

Cottage in St. George

5 out of 5 average rating, 106 reviews

Private, Oceanfront House in St. George, Maine

Top guest favorite

The cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 416 reviews

The Cottage at the McCobb House

Top guest favorite

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

4.98 out of 5 average rating, 124 reviews

Cottage on Todd Bay

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

4.96 out of 5 average rating, 120 reviews

Private cozy cottage in historic coastal Yarmouth

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

4.92 out of 5 average rating, 187 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

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 Topsham

4.93 out of 5 average rating, 258 reviews

Cozy waterfront home on Merrymeeting Bay.

Top guest favorite

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

4.91 out of 5 average rating, 271 reviews

Our charming,oceanfront, Bradford point cottage

House rentals in Harpswell

A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.

Home in West Bath

4.86 out of 5 average rating, 125 reviews

Oak Leaf

Top guest favorite

The colonial-style country home is set amidst lush greenery, featuring a spacious front yard with landscaped shrubbery and trees. The exterior showcases white siding and black shutters, while a welcoming porch is visible on one side, inviting guests to enjoy the natural surroundings.

Home in Brunswick

4.98 out of 5 average rating, 114 reviews

Historic Maine Farmhouse - The Harding Farm

A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.

4.9 out of 5 average rating, 347 reviews

Gorgeous Studio on the Kennebec

The exterior of a spacious white house is showcased, featuring multiple windows that allow natural light to illuminate the interior. The building has a sloped roof, and a porch area is visible on the right side, surrounded by a green lawn and landscaping.

Home in Harpswell

4.78 out of 5 average rating, 59 reviews

Captain's House near Henry Allen's Lobster Shack

The historic home features a charming white exterior with black shutters and a prominent chimney. Lush green shrubs surround the house, enhancing its appeal. A soft sunlight casts gentle shadows on the manicured lawn, highlighting the inviting atmosphere of the property.

Home in Yarmouth

4.94 out of 5 average rating, 126 reviews

Historic, pastoral home in charming Yarmouth, ME!

A bright kitchen features a central island with bar seating, surrounded by modern cabinetry and stainless steel appliances. Large windows provide natural light, highlighting the rustic dining table, and wooden beams draw attention to the vaulted ceiling.

Home in Yarmouth

4.92 out of 5 average rating, 541 reviews

Beautiful Coastal Maine Getaway

A charming beach house is surrounded by trees, featuring a light green exterior with white trim. The front porch has steps leading to the entrance, which is framed by large windows. A landscaped yard with shrubs provides a welcoming view.

Home in Popham Beach

4.93 out of 5 average rating, 269 reviews

Classic Maine, Modern Comfort

Top guest favorite

A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.

5 out of 5 average rating, 107 reviews

Waterfront Farmhouse with Modern Flair!

Other great vacation rentals in Harpswell

Top guest favorite

The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.

Cabin in Freeport

5 out of 5 average rating, 55 reviews

The Maine Frame: Cozy Firepit 7 Mins to L.L. Bean

Top guest favorite

A bright kitchen space features green cabinets and a stainless-steel stove. A round dining table with red chairs sits by a large window, offering a view of the outdoors. A rustic area rug adds warmth to the wooden floor.

Farm stay in Brunswick

4.98 out of 5 average rating, 93 reviews

Brunswick Farm Stay

Top guest favorite

A bright living area is captured with hardwood flooring and a high tongue-and-groove ceiling. A plush sofa sits opposite a small coffee table, with shelves displaying books nearby. Windows frame the space, allowing natural light to illuminate the area.

Guesthouse in West Bath

5 out of 5 average rating, 35 reviews

Spruce Ledge Boathouse

The image captures a serene riverside scene along the New Meadows River during sunset. Calm waters reflect the clear blue sky, while trees line the banks. Nearby, natural elements like rocky shores and patches of snow create a peaceful outdoor setting.

Cottage in West Bath

4.91 out of 5 average rating, 80 reviews

Coastal Waterfront Tiny home in West Bath

The exterior of a light grey cottage is visible, framed by trees and a grassy area. A small porch with white railings is situated at the front, and several windows allow natural light. A glimpse of water can be seen in the background.

Home in Brunswick

4.85 out of 5 average rating, 61 reviews

Quiet Ocean View Cottage

Top guest favorite

A serene waterfront scene features two boats gently anchored in the calm water, surrounded by tall trees. A flagpole stands prominently, displaying the American flag and another flag. The lush green grass and foliage provide a natural frame to the tranquil coastal view.

Apartment in West Bath

5 out of 5 average rating, 47 reviews

Maine oceanfront getaway.

A geodesic dome is nestled among tall northern pines, featuring a large glass wall that offers views of the forest. Sunlight filters through the trees, creating a natural ambiance. An outdoor seating area with Adirondack chairs is visible nearby, inviting relaxation in a tranquil setting.

Dome in Freeport

5 out of 5 average rating, 3 reviews

Large, luxurious geodesic dome - 07

Exterior steps lead to a charming guesthouse with a screened porch. The house features light grey siding, multiple windows, and a gabled roof, surrounded by lush greenery and mature trees, creating a serene rural setting.

Guesthouse in Brunswick

4.98 out of 5 average rating, 47 reviews

Warm Sunny Guesthouse

Quick stats about vacation rentals in Harpswell

Total rentals
320 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
8.1K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

What types of vacation rentals are available in Harpswell?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Harpswell. From over 180 house rentals to over 80 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Harpswell?
Yes! Work meets play with ease at over 150 vacation rentals in Harpswell featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Harpswell?
Four-legged friends are welcome in Harpswell. Choose from more than 140 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Harpswell?
Experience the best of Harpswell with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Harpswell have self check-in?
Absolutely! We offer over 20 cottage rentals with self check-in in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Harpswell have a bbq area?
Absolutely! We offer over 40 cottage rentals with a bbq area in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Harpswell have wifi?
Absolutely! We offer over 80 cottage rentals with wifi in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Are there Harpswell vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Harpswell, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Harpswell have a gym?
Absolutely! We offer over 10 house rentals with a gym in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Harpswell?
Harpswell has more than 60 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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