342 Southwest Harbor Vacation Rentals & Short Term Rentals

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Compare Southwest Harbor vacation rentals from 7 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $25 to $2715 a night.

Information about Southwest Harbor

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

Looking for the perfect vacation rental for your Southwest Harbor getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Southwest Harbor offers 959 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 868 properties with high-speed internet, 61 full with jacuzzi and pool, and homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Southwest Harbor has 959 gorgeous homes with 321 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.

Search properties from 7 rental sites in Southwest Harbor where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 578 HomeAway rentals, 315 TripAdvisor short term rentals and 44 Booking.com vacation rentals.