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566 Southwest Harbor Vacation Rentals & Short Term Rentals

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Compare Southwest Harbor vacation rentals from 11 rental sites including HomeAway, TripAdvisor, Expedia and more, from $71 a night.

Southwest Harbor Information

About Southwest Harbor

A little beach town in Maine, Southwest Harbor, gives you an idyllic summer getaway. Family vacations were made for towns like Southwest Harbor, where memories can be made and long summer days run into the next. Splash around at the beaches, or spend a relaxing day walking around and exploring the town. Southwest Harbor has the perks of a charming town as well as a beautiful natural setting.

Things to do in Southwest Harbor

Southwest Harbor is great to walk around after a sandy day at the beach, with lots of little shops, galleries and bakeries to check out, as well as many restaurants. Enjoy the sea along the coast of Southwest Harbor, or go more inland to Echo Beach. Look out onto the Bear Island Lighthouse, Sutton Island, and the Great Cranberry Islands from the coast— as well as the vast ocean. The Wendell Gilley Museum of Bird Carving features works from one of the early creators of this art form. The museum aims to connect art and the natural scenery of Maine, but is closed on Mondays.

Day trips from Southwest Harbor

Mount Desert Island is right next to Southwest Harbor, and makes for a magical day trip as part of Acadia National Park. Cadillac Mountain resides in the park, and has glorious sunsets as well as multiple hiking trails and paved roads. Visitors of the mountain go especially to see “the nation’s first sunrise.” Sand Beach in Acadia National Park is between mountains and the shores of Mount Desert Island, making it the most popular beaches to visit. Jordan Pond is another spot to stop off at in Acadia National Park. The clear-water pond can be very deep, and is better for admiring than for swimming.

Southwest Harbor accommodations

Southwest Harbor has a wide selection of beach house rentals or little bed and breakfasts and inns for shorter trips. Tripping can help you choose from the variety of rustic or quaint rentals to find what suits you. Get your classic New England summer home close to the water for family fun, and to cut down on travel! Whether you want to stay right in town or right along the coast, you’ll have the best of both worlds.

Transportation in Southwest Harbor

Walking around town is certainly the most relaxing way to travel in Southwest Harbor. Admiring the scenery, as well as exploring the local color is easy for pedestrians or bikers. Boating is another way to explore Southwest Harbor — as it is a harbor after all. It’s also a nice drive to Maine if you’re coming from neighbouring states, leaving you with the car for day trips.

Vacation Rentals in Southwest Harbor

Find the best Southwest Harbor vacation rentals on Tripping.com. With over 565 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Southwest Harbor range from $71 a night. Many rentals can also be booked directly online.

Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 515 homes in Southwest Harbor offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 24 rentals with pool or jacuzzi, or relax with the family in one of the 505 homes with cable TV.

For all those pet owners with dogs or cats, Southwest Harbor offers 199 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com.

Search properties from 11 vacation rental sites in Southwest Harbor where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 344 HomeAway rentals, 193 TripAdvisor short term rentals and 10 Expedia vacation rentals.