272 Southwest Harbor Holiday Rentals

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Compare Southwest Harbor holiday rentals from 5 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $59 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

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Southwest Harbor offers 834 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $292 a night, or a long-term rental for an average price of $7087 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 587 of Southwest Harbor’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 31 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 585 cozy homes.

Traveling with pets? Choose from 245 pet-friendly rentals in Southwest Harbor for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 5 rental sites in Southwest Harbor where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 407 HomeAway rentals, 237 TripAdvisor short term rentals and 173 Booking.com vacation rentals.