Southport Vacation Rentals from $153: Search Short-Term Rentals

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Our top choices for Southport vacation rentals

1. Seabreeze 1 | Oceanfront 2 Queens + Fireplace

Boothbay Harbor

$835 nightly

Aug 30 - Aug 31

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

2. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor

Terry F.

$662 nightly

Sep 5 - Sep 6

Total with taxes and fees

3. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Erik P.

$388 nightly

Aug 17 - Aug 18

Total with taxes and fees

4. Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens

Boothbay Harbor

Sharon H.

$624 nightly

Sep 1 - Sep 2

Total with taxes and fees

5. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

East Boothbay

Andy H.

$563 nightly

Aug 10 - Aug 11

Total with taxes and fees

6. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

East Boothbay

Judith

$501 nightly

Sep 5 - Sep 6

Total with taxes and fees

7. Little Spruce Cottage | Wood Stove + Porch

Boothbay Harbor

$818 nightly

Aug 30 - Aug 31

Total with taxes and fees

8. Pelican Cottage | 2 BR + Waterfront Porch

Boothbay Harbor

$901 nightly

Aug 9 - Aug 10

Total with taxes and fees

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Top Southport Hotel Reviews

Flagship Inn and Suites

10/10 Excellent

"The room was very clean, the staff was kind and helpful we had to ask for help with our TV. They were quick getting us all set. The breakfast is very good. Will be staying there again."

The Brunswick Hotel

8/10 Good

"***Read on, to see why we didn't have a 5-star experience. We loved Brunswick (and Bath)! The Brunswick Hotel is a lovely place with a fantastic location and lots of parking, and it's clear that when they did a complete remodel a few years ago, they spent a lot of money. The finishes in our room were top rate. The bed is great. Our (deluxe King) room was large. Staff was great. I'm deducting one star because, when they did the remodel, they didn't add any sound insulation in the ceilings and walls. We heard our neighbor above clomping on our ceiling at both 9pm and 6am. We heard our neighbor to the side talking normally (not shouting or angry). That's not acceptable for a hotel room that costs $300 per night. Other (smaller) negatives: They offer free coffee in the lobby in the mornngs; it was only so-so quality--I didn't finish my cup. Wouldn't cost much to make that a great coffee experience. And this is a pet peeve of mine: There's no exhaust fan in the bathroom. As (surprisngly) humid and hot as it is in Brunswick right now (early August 2026), that's a significant oversight. But, overall, this is a great place. There are many things to like."

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 $153 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.

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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?

Generational Southport Property w/ Private Beach Newly Available for Rent!: This Southport vacation home rental is located on the beach and has a fireplace, a balcony, and laundry facilities to put you at ease in your new surroundings. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Southport?

With 29 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. Southport Memorial Library and Burnt Island Living Lighthouse are a couple of places you'll find in the larger area.

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.

Southport Vacation Rentals

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Check prices for these dates

Our top choices for Southport vacation rentals

1. Seabreeze 1 | Oceanfront 2 Queens + Fireplace

2. Boothbay Harbor, The Francis Greene House, downtown

3. Boothbay Harbor, 2-Story Cottage, downtown

4. Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens

5. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

6. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

7. Little Spruce Cottage | Wood Stove + Porch

8. Pelican Cottage | 2 BR + Waterfront Porch

9. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

10. Harold Room 8 | 2 Queens + Gable Windows

11. Crow's Nest | Panoramic Ocean Views - Queen

12. All Aboard Cottage

13. Seabreeze 2 | Oceanfront King + Fireplace

14. Windward Suite | Harbor View + Enclosed Porch

15. Sunset B | Oceanfront King Suite + Fireplace

16. Admiral's Quarters | Harbor Views + Private Deck

17. Druce Room 1 | Ocean Deck + French Doors

18. Holland Room 2 | Lighthouse View + Ocean Deck

19. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

20. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Find vacation rentals that suit your style

Top Southport Hotel Reviews

Flagship Inn and Suites

Find out more about Southport

Explore a world of travel with Expedia

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