Find Vacation Rentals in Southwest Harbor

We have 360 properties to choose from
Southwest Harbor
Anytime
Guests
Southwest Harbor
Anytime
Guests

Popular Southwest Harbor Vacation Rentals

Find the perfect Southwest Harbor vacation rental

House Southwest Harbor
from $297 per night
House ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (39 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
House Southwest Harbor
-10%
$417
from $376 per night
House ∙ 9 guests ∙ 4 bedrooms
4.0
Very good (12 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vacasa
Details
Details
House Southwest Harbor
from $396 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (51 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
House Southwest Harbor
from $358 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
Outstanding (58 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
Cottage Southwest Harbor
from $422 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (25 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
House Southwest Harbor
from $346 per night
House ∙ 8 guests ∙ 3 bedrooms
4.4
Very good (12 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
House Southwest Harbor
from $628 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (28 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
Apartment Southwest Harbor
from $504 per night
Apartment ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
House Southwest Harbor
from $380 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Southwest Harbor, Hancock County, Maine, United States
Details
Vrbo
Details
Details
View more

Recommended Rentals With Pools

Condo  Southwest Harbor
from $351 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding (10 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pool
Details
Vrbo
Details
Details
House  Southwest Harbor
from $479 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pool
Details
Vrbo
Details
Details
House  Southwest Harbor
from $387 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (80 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pool
Details
Vrbo
Details
Details
View more

Pet-Friendly Homes and Apartments

House  Southwest Harbor
from $276 per night
House ∙ 6 guests ∙ 2 bedrooms
4.7
Excellent (39 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pet-friendly
Details
Vacasa
Details
Details
House  Southwest Harbor
from $466 per night
House ∙ 8 guests ∙ 3 bedrooms
4.4
Very good (34 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Southwest Harbor
from $286 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (87 ratings)
Southwest Harbor, Hancock County, Maine, United States
Pet-friendly
Details
Vrbo
Details
Details
View more

Best vacation rentals with a balcony

House  Southwest Harbor
from $489 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding (14 ratings)
Southwest Harbor, Hancock County, Maine, United States
Balcony
Details
Vrbo
Details
Details
House  Southwest Harbor
from $449 per night
House ∙ 8 guests ∙ 4 bedrooms
4.7
Excellent (28 ratings)
Southwest Harbor, Hancock County, Maine, United States
Balcony
Details
Vrbo
Details
Details
House  Southwest Harbor
from $526 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (39 ratings)
Southwest Harbor, Hancock County, Maine, United States
Balcony
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

How much does it cost to stay in Southwest Harbor?

Prices for a stay in Southwest Harbor begin at $244 per night.

How many vacation rentals are available in Southwest Harbor?

Tripping.com offers great selection on vacation rentals with 360 offers currently available in Southwest Harbor.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

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.

Popular Day Trips Near Southwest Harbor

Show more
image-tag