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

Southport Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southport holiday rentals

A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

1. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (126 reviews)
"A delightful, restful place to come home to after our daytime adventures. Wendy was great to work with"
United States
jennifer r.
The price is HK$1,413
HK$2,498 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A wooden deck with a glass door leading to a room.

2. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is HK$675
HK$1,643 total
includes taxes & fees
20 Oct - 21 Oct
Tiny Cottage Near Everything 10
A narrow hallway with a window on the right, leading to a room with a visible door.

3. 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 HK$785
HK$1,737 total
includes taxes & fees
19 Oct - 20 Oct
Modern style in historic building in downtown Bath
A treehouse with a wooden staircase and a small building with a colorful mural.

4. 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 HK$730
HK$1,223 total
includes taxes & fees
22 Oct - 23 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

5. 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 HK$1,428
HK$2,883 total
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A coastal area with a beach, forested land, and a few buildings.

6. Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (22 reviews)
"The cabin was perfect; the location even better, and the hosts were everything you could wish for."
United States
Mia
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

7. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
7.0 out of 10, Good, (4 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is HK$1,373
HK$2,053 total
includes taxes & fees
25 Oct - 26 Oct
Renovated The Driftwood Cabin at White Anchor Inn
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

8. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is HK$730
HK$1,764 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 5
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

9. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is HK$1,052
HK$2,293 total
includes taxes & fees
25 Oct - 26 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

10. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
The price is HK$621
HK$2,681 total
includes taxes & fees
28 Oct - 29 Oct
Historic Bath's, Home Away from Home
A compact kitchen with a dining table, two chairs, a sofa, a lamp, and a refrigerator.

11. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
A wooden staircase with a wooden railing, surrounded by green foliage.

12. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is HK$969
HK$1,493 total
includes taxes & fees
20 Oct - 21 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

13. 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)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is HK$1,900
HK$4,321 total
includes taxes & fees
19 Oct - 20 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

14. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is HK$777
HK$1,832 total
includes taxes & fees
19 Oct - 20 Oct
Cheerful Cottage with Loft 9
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

15. 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 HK$1,653
HK$3,103 total
includes taxes & fees
1 Nov - 2 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A small cabin with a wooden deck, surrounded by trees in a wooded area.

16. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is HK$1,036
HK$2,157 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
Two Adirondack chairs facing a body of water with a bridge in the background.

17. 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, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is HK$1,169
HK$2,438 total
includes taxes & fees
26 Oct - 27 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A two-story house with a covered porch, a garage, and a front yard with potted plants.

18. 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, (175 reviews)
"Jeff and Susan are excellent hosts. They are very thoughtful and the little extras they provide really set their place a part from others."
United States
Miranda
The price is HK$746
HK$984 total
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A wooden deck with a view of a lake and trees.

19. 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 HK$1,515
HK$3,111 total
includes taxes & fees
20 Oct - 21 Oct
1920s Riverfront Cottage – Historic Maine Charm
A cabin with a wooden exterior, a glass door, and a sign indicating it is a camp.

20. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Nice tree surrounded property. We also woke up to snow which made the setting magical."
United States
lisa s.
The price is HK$1,217
HK$2,961 total
includes taxes & fees
8 Nov - 9 Nov
Tiny A-Frame Romantic Getaway
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

Flagship Inn and Suites

Flagship Inn and Suites

8/10 Good
"Good location, decent breakfast and rooms were average"
Tamara 1-night trip
Posted 12 hours ago
Flagship Inn and Suites

Find out more about Southport

Search for holiday rentals in Southport on Expedia! You can easily find your home rentals, villas, holiday apartments in Southport using one of the methods below:

  • View our selection of featured holiday rentals in Southport
  • Use the map to find apartments and other holiday homes in the Southport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southport while they last

Look no further and take a look at our great range of rental properties in Southport!

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.