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Southport Vacation Rentals

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Vacation Rentals in Southport

Last minute deal Ocean Point OCEANFRONT with private BEACH

Boothbay
10.0 out of 10, Exceptional, (101)
"Had a great stay! Such a beautiful secluded spot, but also close to boothbay harbor and a lot of other Maine coast activities. The apartment itself was clean and nice and everything was smooth and easy. Would definitely stay here again!"
United States
Richard L.
Last minute deal Ocean Point OCEANFRONT with private BEACH

1 room luxury ocean front studio cottage

Harpswell
9.6 out of 10, Exceptional, (171)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (44)
"Amazing views and good location "
United States
Adriana R.
Oceanfront Cabin-Castle in Maine Woods

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

Boothbay Harbor
9.2 out of 10, Wonderful, (62)
"We totally enjoyed our stay -walking distance to shops and restaurants."
United States
Pam K.
Newly Renovated Haven w/ Deck, Walk to Shops, Dining & Marina, Pet friendly

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views

Captain's Guest Room w/private bath. Walk to everything.

Bath
8.2 out of 10, Very Good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
Captain's Guest Room w/private bath. Walk to everything.

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor
10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat!

Boothbay Harbor
10.0 out of 10, Exceptional, (105)
"Lovely home and perfect location"
United States
Sara A.
8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat!

Quintessential Maine Oceanfront home

Bremen
10.0 out of 10, Exceptional, (80)
"Great place room for everyone. Hot tub was great. Lots of outdoor space and activities."
United States
Lucie F.
Quintessential Maine Oceanfront home

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay
7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
$184 nightly
The price is $200
Dec 8 - Dec 9
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Peaceful home with forest views & great yard - minutes to town

Wiscasset
7.8 out of 10, Good, (9)
"Fit our needs perfectly!"
United States
Aimee K.
Peaceful home with forest views & great yard - minutes to town

Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Boothbay Harbor
10.0 out of 10, Exceptional, (91)
"Beautiful home, very clean and great locations. "
United States
Chris N.
Newly renovated 3 bedroom, 2 bath bungalow, just steps to downtown BBH.

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
$440 nightly
The price is $480
Dec 8 - Dec 9
Total with taxes and fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Shipwright @ The Offshore House

Boothbay
9.4 out of 10, Exceptional, (13)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
$284 nightly
The price is $301
Dec 8 - Dec 9
Total with taxes and fees
Shipwright @ The Offshore House

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Westport
8.4 out of 10, Very Good, (49)
"This home was absolutely stunning! Beautiful inside, amazing view of the water. I loved sitting out on the porch so much. I would highly recommend!"
United States
Brian Q.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Boothbay Harbor
10.0 out of 10, Exceptional, (2)
"This location was very convenient for tour boat trips, restaurants and shopping. There are high end appliances and lighting, and the interior is furnished in a rustic dog-themed way. There is a dedicated parking space, which was wonderful as available street parking was limited over the holiday weekend."
United States
Steve K.
Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views!

Orr's Island
9.8 out of 10, Exceptional, (37)
"Great place! Very private and quiet. Really well done renovated cottage. Loved it"
United States
Tim T.
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views!

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
9.2 out of 10, Wonderful, (100)
"Wonderful location with a pleasant atmosphere and beautiful views!"
United States
Adriana G.
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Popham Beach Direct Oceanfront Cottage Steps to the sand

Phippsburg
9.8 out of 10, Exceptional, (69)
"It was everything we hoped for!"
United States
Kate L.
Popham Beach Direct Oceanfront Cottage Steps to the sand
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southport Hotel Reviews

Find out more about Southport

Everything you need to know about Southport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southport rentals

At Expedia, we put the best Southport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Southport?

Yes, we offer vacation rentals close to well known sights in Southport, or you can go with a more remote option if you're looking for a relaxing stay. Discover why Southport is known for its waterfront and seaside. While you're here, grab a bite or have a drink at the seafood restaurants.

What are some of the best vacation rentals that Southport has to offer?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental outside of Southport is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Southport?

With 24 Expedia vacation rentals, you're sure to find just the right place for your Southport stay.

What’s there to see and do in Southport?

Cultural attractions include Hendricks Hill Museum, whereas Hendricks Head Beach is a spot to enjoy nature. While here, Hendricks Head Light and Southport Memorial Library are other places worth a visit.

What’s a vacation rental in Southport like?

Vacation rentals are private properties where you can stay for a long or short time in Southport. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.