Cottage holiday rentals in Southwest Harbor

4.94 out of 5 average rating, 118 reviews

Harborside~Seaglass Beach~Dock~5 min to Acadia

Harborside on Main is a lovingly restored, traditional coastal New Englander cottage located on the hillside above beautiful Southwest Harbor, just 1 mile from Quietside Acadia’s best oceanfront hiking trails. Steps outside the maritime village of SW Harbor with semi-private ocean access, seaglass beach, dock, firepit, and a short walk to all village amenities: the town pier, local bars, restaurants with live outdoor music overlooking the marina, & a private charter on a wooden Friendship sloop.

4.99 out of 5 average rating, 754 reviews

A cozy porch is featured at the entrance, highlighted by rustic wooden beams and comfortable seating. Surrounding greenery and distant crops create a serene countryside backdrop, enhancing the peaceful setting of the cottage.

Cottage in Trenton

Whitetail Cottage by the River, 10 mi to Acadia NP

Whitetail by the River- 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 &cozy for more Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

4.96 out of 5 average rating, 381 reviews

The one-story cottage is surrounded by trees, situated on a grassy area. A gravel path leads up to the front door, which is flanked by a small porch. Two lawn chairs are positioned nearby, inviting relaxation in the tranquil setting.

Cottage in Bar Harbor

Ledgewood Grove Cottage in Bar Harbor

Year-round! This tidy cottage comes fully equipped for a pleasant stay in Bar Harbor. The perfect location, tucked off the main road with easy access, puts guests a 10 min. drive from downtown Bar Harbor, and a 6 min. drive from the Acadia National Park entrance and visitor center. This property is located just a few minutes walk from the Free Acadia Shuttle bus route(seasonal). Ledgewood Grove includes a full-size washer/dryer, WIFI, TV, outdoor gas grill, & much more! Rental Lic.#: VR1R26-097

A modern guest house is nestled among trees, showcasing natural materials and a welcoming entrance. The surrounding ground is covered in autumn leaves, with greenery present in the foreground. A gazebo structure is visible in the background, enhancing the tranquil outdoor environment.

4.94 out of 5 average rating, 381 reviews

Lamoine Modern Guest House

Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows (without coverings) looking out to the woods. Close enough to Bar Harbor/Acadia National Park (45 min) but removed from the chaos. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

A cozy cottage is nestled on a waterside deck, surrounded by lush greenery. The scene features a calm harbor reflecting the blue sky and fluffy clouds, with rocky shores and distant homes visible along the waterfront.

4.92 out of 5 average rating, 145 reviews

Seaside Cottage, Southwest Harbor & Acadia

Our cozy family cottage on the "Quiet Side" of Mount Desert Island has panoramic views of Southwest Harbor and the Cranberry Islands. Watch the tide and boats come and go from your bed! High tide splashes below the cantilevered deck. Quaint downtown shopping & dining is just 3/10 mile along a sidewalk. Several access points to Acadia National Park less than 5 miles away; downtown Bar Harbor is a 25 minute drive. The cottage is ideal for couples or families with supervised children.

A charming converted barn stands in a natural setting. The exterior features a sloped roof and two prominent doors flanked by large windows, all painted in a crisp white. A wooden deck with white railings offers an inviting entry, surrounded by a gravel driveway and trees.

4.94 out of 5 average rating, 178 reviews

The Carriage House

The Carriage House is a charming converted barn in Southwest Harbor within walking distance of downtown. Multiple Acadia National Park access points are within 2 miles of the Carriage House. Bar Harbor and the Park Loop Road are 20 minutes away. A perfect hideaway for 2 people looking for a quaint retreat. The Carriage House was recently renovated and air conditioning recently added. The perfect spot for a getaway. 3 night minimum stay unless otherwise indicated on the calendar.

4.98 out of 5 average rating, 247 reviews

An outdoor space presents a manicured lawn with a picnic table and chairs. A hammock is suspended between two trees, while a propane grill is positioned nearby. The cottage features a welcoming entrance with vibrant seating and flower pots adding a touch of greenery.

Cottage in Tremont

Evergreen | ♥Romantic Retreat | Cozy & quiet+ WiFi

Retreat to the cozy cottage in Bernard, a lovely fishing village on Mount Desert Island “the quiet side”. Take a short 5-min walk to the ocean or drive to Acadia National Park, only 10 min away. The local area offers plenty of restaurants, stores, hiking, and outdoor activities. Located 10 minutes to Southwest Harbor and 30 minutes from Bar Harbor. ✔ Fully Equipped Kitchen ✔ Comfy BR w/ Queen Bed ✔ Outdoor Area (Porch, Seating, fire pit, propane grill) ✔ High-Speed Wi-fi

A bright and airy sunroom features large windows allowing natural light to fill the space. An inviting wooden bench sits against the wall, complemented by a colorful rug. Bar stools are positioned along the counter, enhancing the open design of the room.

4.94 out of 5 average rating, 143 reviews

Cheerful 3-Bedroom Cottage moments from ocean

Mimi's Cottage is your getaway home located in the heart of Mount Desert Island. Acadia National Park is next door, as well as lighthouses, the ocean, and many outdoor activities for the whole family. We offer a welcoming rental experience for large and small groups. We are within moments of the ocean and our quaint little village of Southwest Harbor. Mimi's Cottage is thoughtfully furnished for young and old, and offers the perfect space for your Downeast Maine adventures.

4.97 out of 5 average rating, 233 reviews

The exterior of the Craney House is shown, featuring a light grey shingle facade and a welcoming porch. A vibrant tree stands nearby, surrounded by a grassy lawn and flower beds. The pathway leads from the house to the street, indicating a peaceful residential setting.

Cottage in Mount Desert

Craney "Tree" House near Acadia

Craney House is a comfortable place with character—good for couples, solo adventurers, business travelers, and families (with kids). We affectionately call it our "tree house" because of the jungle that used to obscure the house. We love Otter Creek for its quieter access to what Acadia has to offer—close to the Park Loop Rd, carriage and hiking trails, but it's also only about 5 miles away from Bar Harbor and 10 miles to Seal Harbor.

4.91 out of 5 average rating, 172 reviews

Cottage in Gouldsboro

Shore Haven - Oceanfront Home in Corea by the Sea

Peak Season (July & August 2027): Weekly rentals only, Sunday arrival/departure. Enjoy this charming cedar-shingled cottage with 1,850 sq. ft. of single-level living. Features include an open-concept kitchen, dining, living, and sunroom area with spectacular ocean views, 3 bedrooms, 2 baths, and a library off the main bedroom with a double bed. Beautifully landscaped grounds slope gently to 240 feet of dramatic oceanfront.

A modern living area is highlighted by a blue sofa adorned with decorative pillows and a wooden coffee table. A cozy stove rests in the corner, providing warmth. Light enters through a nearby window, illuminating artwork on the walls and creating a calm atmosphere.

4.98 out of 5 average rating, 126 reviews

Schoolhouse, a Boutique Home & Writer's Studio

A former schoolhouse reimagined by NYC architect Wake Design, this Scandinavian-modern retreat sits a block from the harbor on the serene "quietside" of Mount Desert Island. A separate exterior dwelling offers guests a private escape for work or solitude. Inside, Bosch and Café appliances, Ann Sacks tiles, custom woodwork, original local art, and the finest linens reward every glance. Vespa charging and parking for two.

A view from above captures the cottage set amidst a grassy area, surrounded by trees. In the background, the ocean extends towards the horizon, with hints of shoreline visible. The structure is positioned to showcase its proximity to nature.

4.97 out of 5 average rating, 132 reviews

Meadow Point Cottage

Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Popular amenities for Southwest Harbor cottage rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Superhost

A row of rustic cottages is set against a backdrop of lush greenery and tall trees. Each cottage features a red door with window shutters and picnic tables positioned on a gravel path, inviting guests to enjoy the outdoors.

Cottage in Trenton

11 Cute 1Br Acadia Cottage Open Hearth Inn

4.91 out of 5 average rating, 172 reviews

4.93 out of 5 average rating, 435 reviews

A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.

Cottage in Deer Isle

Beachfront Guest Cottage - Year-round Hot Tub!

4.92 out of 5 average rating, 135 reviews

A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.

Cottage in Searsport

Canoe House Bungalow and Spa Retreat, Searsport

4.89 out of 5 average rating, 195 reviews

The exterior of a two-story house is surrounded by a green lawn and neatly trimmed bushes. The home features multiple windows and a balcony. A flag is displayed on a pole, while trees and landscaping create a natural backdrop.

Cottage in Verona Island

Nashport on the Penobscot

Superhost

A wooden dock extends over calm waters, accompanied by two Adirondack chairs positioned to enjoy the view. Lush green trees frame the scene, while distant hills are visible in the background, creating a serene lakeside atmosphere.

Cottage in Ellsworth

Lakeview Cottage

4.88 out of 5 average rating, 65 reviews

4.92 out of 5 average rating, 90 reviews

A charming hand-built house is set against a backdrop of colorful autumn foliage. Warm light spills from the windows, highlighting the natural wood exterior and inviting porch. The surrounding yard features well-maintained landscaping with stone steps leading up to the entrance.

Cottage in Brooksville

At the edge of the woods near the sea

4.89 out of 5 average rating, 57 reviews

A calm bay scene captures a historic shipwreck on the left, framed by leafy trees. The water reflects a soft sunset palette of pink and orange hues, blending into a serene horizon, while a sandy beach leads to the gentle shoreline.

Cottage in Penobscot

Beach cottage on Penobscot Bay

5.0 out of 5 average rating, 10 reviews

Cottage in Vinalhaven

Broom Island

Pet-friendly cottage rentals

The cottage displays a natural wood exterior, framed by vibrant green foliage. A large screened-in porch offers access to the surroundings. A picnic table sits nearby, inviting outdoor meals. Pink rhododendron flowers add a pop of color, enhancing the serene woodland setting.

4.97 out of 5 average rating, 136 reviews

Up Back Cottage

4.97 out of 5 average rating, 111 reviews

Aerial view of a charming cottage surrounded by lush greenery and water. A spacious rooftop deck offers panoramic views. The landscape includes rocky cliffs and forested areas, while a winding bike path is seen in the distance, highlighting proximity to outdoor activities.

Cottage in Gouldsboro

Stylish ocean-view home on Acadia's Schoodic Loop

4.89 out of 5 average rating, 166 reviews

A charming cottage exterior is framed by lush green grass and shrubs. A stone pathway leads to the entrance, while the sky above features soft clouds, suggesting a warm day. The cottage is adorned with wood shingles and large windows, providing a welcoming appeal.

Cottage in Deer Isle

Ferry Keeper’s Cottage: Deer Isle (Waterviews)

4.99 out of 5 average rating, 136 reviews

The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.

Cottage in Stonington

Stonington Harbor Cottage

4.98 out of 5 average rating, 162 reviews

A serene natural setting is depicted, featuring lush green grass and a variety of trees. Sunlight filters through the branches, illuminating a rocky area in the background. A small seating area is visible among the greenery, inviting relaxation in a peaceful environment.

Cottage in Bar Harbor

Acadia Access Cottage-Bar Harbor

5.0 out of 5 average rating, 232 reviews

A serene coastal scene depicts a rocky shoreline at low tide, with gentle waves lapping at the water's edge. Tall trees border the landscape, casting subtle shadows. The clear sky reflects soft light over the calm water, creating a peaceful atmosphere.

Cottage in Gouldsboro

Driftwood Cottage

5.0 out of 5 average rating, 116 reviews

The boathouse exterior features a two-story structure with a wraparound deck overlooking the harbor. A small patio area is furnished with a round table and four chairs. Lush green grass surrounds the building, and a winding brick path leads to the dock area by the water.

Cottage in Islesboro

Islesboro Boathouse

4.79 out of 5 average rating, 264 reviews

A white railing and sturdy bench overlook the calm waters of Graham Lake. Tall trees frame the view, creating a serene and peaceful atmosphere. The surface of the water reflects the blue sky and surrounding greenery, offering a glimpse of the natural beauty that surrounds the property.

Cottage in Ellsworth

Lakefront, near Bar Harbor, ME

Private cottage rentals

4.98 out of 5 average rating, 274 reviews

A charming one-story home features a mix of siding and large windows, offering ample natural light. A wraparound porch invites relaxation, complemented by a flowering bush nearby. Surrounding greenery enhances the tranquil setting, maintaining a connection with nature.

Cottage in Brooklin

Historic School House now with High Speed Internet

4.96 out of 5 average rating, 288 reviews

A serene waterfront scene showcases still waters reflecting a cloudy sky, framed by lush greenery and blooming wildflowers in shades of purple and pink. The shoreline features a mixture of pebbles and grass, inviting exploration and connection with nature.

Cottage in Bar Harbor

Acadia Sunrise at Bay Meadow Cottages

4.99 out of 5 average rating, 418 reviews

A spacious house is set among trees, featuring a wide front porch and multiple large windows. A gravel path leads to the entrance, bordered by greenery. The roof is covered with dark shingles, complementing the light-colored siding of the home.

Cottage in Hancock

Lillebo

4.97 out of 5 average rating, 155 reviews

Cottage in Ellsworth

Gateway Cottage Acadia Natl Park Bar Harbor

4.87 out of 5 average rating, 304 reviews

Cottage in Blue Hill

Brand new cottage close to downtown Blue Hill

The cottage exterior features a distinctive red metal roof and white siding, complemented by vibrant pink flowers and a well-manicured garden. The entrance, framed by greenery, includes steps leading up to a welcoming door.

4.99 out of 5 average rating, 181 reviews

Red roof cottage -Lamoine / Mount Desert area

4.91 out of 5 average rating, 66 reviews

Harborside Comfortable Cottage! [Mermaid Cottage]