Holiday rentals in Southwest Harbor

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Top-rated holiday rentals in Southwest Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The charming A-frame cabin is framed by lush trees, featuring a sloped roof and a welcoming red door. The front deck hosts two seating areas, complemented by vibrant seasonal flowers in terracotta pots, creating a serene outdoor space.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 222 reviews

Poet's Cabin - Year-round Acadia A-Frame Getaway

If you're looking for a beautiful cabin in the woods on the Quietside of Mount Desert Island, you've found it! A perfect spot for couple's getaways, solo travelers, families of 3 & friends. Cute, cozy & charming, Poet's Cabin is newly renovated w/ Brentwood queen bed, sleep sofa, stainless oven, dishwasher & microwave. Serene porch to relax on. Private yet convenient setting - close to ocean, hikes, downtown Southwest Harbor, 5min from Acadia's Seawall, Bass Harbor Light, Echo Lake Beach & more.

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 127 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
A newly constructed yurt is surrounded by tall trees in a forest setting. It features a green exterior with large windows and a welcoming front porch. The structure is elevated on a wooden deck, providing access to the serene lawn area shaded by scattered trees.
Yurt in Southwest Harbor
4.99 out of 5 average rating, 143 reviews

Old Acadia Ranger Yurt at Long Pond

Newly Constructed. Old Acadia Ranger Yurt, a 25 ft. Yurt nestled in the pine and maple forest 1/4 mile from Long Pond and Acadia National Park hiking trails. New construction includes a full bath with a large walk-in shower, kitchen with gas stove/oven, microwave, refrigerator, dinette table w/ seating. Bedding includes, 1 Queen sized bed, 1-fold down double couch, Queen bed in loft, and 1 rollaway cot. Towels and bedding provided. Four (4) guests only (no exceptions). Pets are not permitted.

Top guest favourite
An inviting living area features large windows that bring in natural light and offer views of the surrounding forest. A cozy seating area includes a gray sofa and a wooden dining table with chairs. A wooden cabinet adds warmth, while a soft area rug contrasts with the hardwood floor.
Cabin in Eastbrook
4.95 out of 5 average rating, 302 reviews

Hemlock Cabin.

Nestled in beautiful Hemlock grove is this cozy cabin. Its equiped with all the necessities of home to make your stay comfortable. Guests will have private access to Scammons Pond, also known as, R. Lyle Frost Managment Area. Its a fun place to kayak and fish. From the cabin its about a 45 minute drive to Acadia National Park or Schoodic Point. Besides Acadia, there is local hiking, nearby shopping, local restaurants, the Sunrise Trail, and other Maine adventure just waiting to be explored.

Guest favourite
A fire pit area is surrounded by four Adirondack-style chairs, set on a grassy patch. Views of the harbor and surrounding trees provide a tranquil backdrop, with the cottage’s red exterior visible in the corner of the image. The scene captures a peaceful outdoor gathering space.
Cottage in Southwest Harbor
4.97 out of 5 average rating, 156 reviews

Southwest Harbor Cottage

Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Top guest favourite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 420 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Guest favourite
A light-filled living area features a comfortable couch draped with a quilt. A rustic wooden coffee table sits on a soft area rug, while a simple TV stand holds an entertainment console. A staircase leads to the upper level, complemented by nautical decor.
Barn in Tremont
4.88 out of 5 average rating, 330 reviews

The Seamist Cottage - Converted Historic Barn

Cozy, fully converted historic barn within easy walking distance to the rocky shore of Bass Harbor, a busy lobstering port. An ideal, pet friendly, home base while exploring Acadia National Park. The Seamist is located on "the quietside" of the island. Six minutes from Southwest Harbor and thirty minutes to Bar Harbor, the Seamist also offers guests private hot tub access! Two guests maximum, not a suitable space for children. Please keep allergies in mind when booking. No smoking.

Guest favourite
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.
Cottage in Southwest Harbor
4.91 out of 5 average rating, 136 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.

Superhost
An open-concept studio apartment features a spacious bed and a cozy seating area with a modern sofa. A loft area is visible, along with a well-equipped kitchen and dining table. Wooden beams add character to the ceiling, while a large light fixture offers subtle illumination.
Apartment in Bar Harbor
4.8 out of 5 average rating, 225 reviews

Precipice Studio w/Loft in the Heart of Bar Harbor

Located just a 5-minute drive from Acadia National Park. This studio apartment w/loft is ideal for exploring the best outdoor recreation in Maine! Walk just 3 minutes to sample a plethora of dining and shopping options in downtown Bar Harbor. It is nicely tucked away in a quiet neighborhood of historic Victorian homes just blocks away from stunning sunrises on the Shore Path and sunsets on the sand bar. Sleeps 4. No animals please, no exceptions, our cleaning lady is allergic.

Top guest favourite
A rustic cabin is nestled among trees, featuring a wraparound deck with sliding glass doors and multiple windows. The outdoor area includes a seating arrangement around a fire pit and a mix of stone and paved pathways, with natural landscaping enhancing the serene environment.
Cabin in Southwest Harbor
4.95 out of 5 average rating, 108 reviews

Seawall Cabin - Peaceful woods retreat in Acadia

Enjoy the peace, tranquility, and solitude of your private and secluded luxury cabin tucked into the woods and just minutes away from the ocean and some of Acadia's best oceanside views and hikes. A true nature retreat. Listen to the ocean waves and the clang of buoy bells around the fire pit at night. The charming town of Southwest Harbor is 7 minutes away. Walk to the legendary Charlotte's Lobster Pound at the end of the road. Easy and beautiful 25 minute drive to Bar Harbor.

Top guest favourite
The main living area is designed with an open concept, featuring large windows that provide sweeping views of the harbor. A comfortable sofa and a coffee table are present, alongside a modern television. The kitchen and dining area are visible in the background.
Apartment in Southwest Harbor
4.88 out of 5 average rating, 129 reviews

2BR Condo Downtown SWH + Ocean Views [Driftwood]

This newly renovated 4th Floor Condo was completed in 2022. Enjoy a private deck and your view of Southwest Harbor! The open concept design of the main living space of the home is great for groups to enjoy together! **In 2023 we switched from Window A/C Units to Portable A/C Units to reduce noise from road in bedrooms** Location Highlights: -4min Drive to Bass Harbor -18min Drive to Acadia National Park [Hulls Cove Entrance] -20min Drive to Downtown Bar Harbor

Guest favourite
The exterior view of a charming two-story building features blue and white striped awnings above large windows. The façade is painted in crisp white with a blue base, offering a welcoming appearance. A well-maintained sidewalk extends in front of the structure, bordered by a small parking area.
Flat in Southwest Harbor
4.94 out of 5 average rating, 276 reviews

Sea Breeze

This is a two bedroom and one and a half bath upstairs apartment. It is located in the center of downtown Southwest Harbor. Surrounded by restaurants, boutiques and art galleries. Walk downstairs to enjoy all Southwest Harbor has to offer. The apartment is walking distance to a working waterfront harbor where you can watch the fishing boats come and go. Mount Desert Island is surrounded by Acadia National Park all within a short drive from the apartment.

Popular amenities for Southwest Harbor holiday rentals

When is the best time to visit Southwest Harbor?

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Avg. price$261 SGD$235 SGD$247 SGD$261 SGD$332 SGD$392 SGD$425 SGD$435 SGD$391 SGD$363 SGD$269 SGD$264 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Southwest Harbor?

    Yes! Work meets play with ease at over 180 vacation rentals in Southwest Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Southwest Harbor?

    Four-legged friends are welcome in Southwest Harbor. Choose from more than 190 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Southwest Harbor?

    Experience the best of Southwest Harbor with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Southwest Harbor have self check-in?

    Absolutely! We offer over 80 house rentals with self check-in in Southwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southwest Harbor have wifi?

    Absolutely! We offer over 230 house rentals with wifi in Southwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southwest Harbor have a bbq area?

    Absolutely! We offer over 150 house rentals with a bbq area in Southwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Southwest Harbor?

    Southwest Harbor has more than 200 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Southwest Harbor vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Southwest Harbor, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about holiday rentals in Southwest Harbor

  • Total holiday rentals

    Explore 530 holiday rentals in Southwest Harbor

  • Nightly prices starting at

    Southwest Harbor holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 27,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    520 of Southwest Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Southwest Harbor rentals

  • 4.9 Average rating

    Southwest Harbor stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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  3. Maine
  4. Hancock County
  5. Southwest Harbor