A lighthouse on a rocky island with waves crashing against it.

Southport Holiday Rentals

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Our top choices for Southport holiday rentals

1. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is NZ$923
includes taxes & fees
6 Oct - 7 Oct
3 Bedroom Happy Cottage 15

2. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
The price is NZ$459
includes taxes & fees
7 Oct - 8 Oct
Harold Room 8 | 2 Queens + Gable Windows

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

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (63 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is NZ$973
includes taxes & fees
4 Oct - 5 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

4. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is NZ$642
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown

5. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$399
includes taxes & fees
11 Oct - 12 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn

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

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is NZ$868
includes taxes & fees
1 Nov - 2 Nov
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

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

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is NZ$704
includes taxes & fees
25 Oct - 26 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

8. Oriole Suite | Stone Fireplace + Woodland

Oriole Suite | Stone Fireplace + Woodland
Boothbay Harbor
The price is NZ$1,022
includes taxes & fees
4 Oct - 5 Oct
Oriole Suite | Stone Fireplace + Woodland

9. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (89 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is NZ$534
includes taxes & fees
27 Oct - 28 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

10. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is NZ$395
includes taxes & fees
5 Oct - 6 Oct
Modern style in historic building in downtown Bath

11. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is NZ$716
includes taxes & fees
27 Oct - 28 Oct
1920s Riverfront Cottage – Historic Maine Charm

12. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.8 out of 10, Excellent, (5 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is NZ$375
includes taxes & fees
5 Oct - 6 Oct
Tiny Cottage Near Everything 10

13. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is NZ$1,252
includes taxes & fees
24 Oct - 25 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

14. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is NZ$461
includes taxes & fees
4 Oct - 5 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

15. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is NZ$314
includes taxes & fees
5 Oct - 6 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.

16. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (70 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is NZ$534
includes taxes & fees
26 Oct - 27 Oct
A Spacious Vacation Cottage in Sheepscot Harbour

17. Druce Room 1 | Ocean Deck + French Doors

Druce Room 1 | Ocean Deck + French Doors
Boothbay Harbor
The price is NZ$727
includes taxes & fees
7 Oct - 8 Oct
Druce Room 1 | Ocean Deck + French Doors

18. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is NZ$360
includes taxes & fees
3 Oct - 4 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

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

Crow's Nest | Panoramic Ocean Views - Queen
Boothbay Harbor
The price is NZ$701
includes taxes & fees
4 Oct - 5 Oct
Crow's Nest | Panoramic Ocean Views - Queen

20. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (172 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is NZ$288
includes taxes & fees
11 Oct - 12 Oct
Large suite/private bath/private entrance on quiet street near Thomas Bay
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southport. Seeing all the best attractions is bound to make you fall in love with Southport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southport short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Southport?

Yes, there are holiday rentals close to the most popular sights in Southport, or you can select a more secluded 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 holiday rentals that Southport has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Southport is located on the beach, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Southport?

With 26 Expedia holiday rentals, you're guaranteed 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, Robinson's Wharf and Southport Memorial Library are other places worth a visit.

What’s a holiday rental in Southport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southport. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.