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

Holiday Homes in Southport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Southport holiday homes

Property grounds

1. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
Boothbay Harbor, 2-Story Cottage, downtown
Outdoor dining

2. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

Perfect stopover, getaway & great base to explore Maine or simply stay in town.
Bath
8.2 out of 10, Very good, (29 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 €140
includes taxes & fees
7 Sept - 8 Sept
Perfect stopover, getaway & great base to explore Maine or simply stay in town.
Property grounds

3. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
8.0 out of 10, Very good, (19 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is €144
includes taxes & fees
7 Sept - 8 Sept
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Desk, iron/ironing board, free WiFi, bed sheets

4. 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 €371
includes taxes & fees
29 Sept - 30 Sept
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Coffee/tea maker, fridge, microwave, oven

5. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (49 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
The price is €617
includes taxes & fees
10 Sept - 11 Sept
Boothbay Harbor, The Francis Greene House, downtown
Property grounds

6. 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 €362
includes taxes & fees
7 Sept - 8 Sept
1920s Riverfront Cottage – Historic Maine Charm
Terrace/patio

7. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is €432
includes taxes & fees
20 Sept - 21 Sept
Tide Haven Cottage on Bay Point
Interior

8. Classic Maine Waterfront Home on the Back River – Trevett

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is €741
includes taxes & fees
8 Sept - 9 Sept
Classic Maine Waterfront Home on the Back River – Trevett
TV

9. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is €249
includes taxes & fees
13 Sept - 14 Sept
Mid Coast Getaway w/ water views
TV

10. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is €255
includes taxes & fees
7 Sept - 8 Sept
2 bedroom w/ expansive water views
Property grounds

11. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is €375
includes taxes & fees
8 Sept - 9 Sept
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Terrace/patio

12. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is €323
includes taxes & fees
11 Sept - 12 Sept
Camp Forever cottage
Terrace/patio

13. Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (25 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is €202
includes taxes & fees
10 Sept - 11 Sept
Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
Interior

14. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (12 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 €443
includes taxes & fees
8 Sept - 9 Sept
3 Bedroom Happy Cottage 15
Exterior

15. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.0 out of 10, Wonderful, (2 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
Charming Historic home steps away from downtown
Property grounds

16. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is €362
includes taxes & fees
8 Sept - 9 Sept
Captains Watch: A Coastal Escape
3 bedrooms, WiFi, bed sheets

17. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (18 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is €378
includes taxes & fees
9 Sept - 10 Sept
Fantastic Waterfront Views
Beach

18. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
Pemaquid Escape | Curated Comfort + Hot Tub
Interior

19. Fort Popham Ocean Estate

Fort Popham Ocean Estate
Phippsburg
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful home with space for everyone. Great huge bathtub. So great that the rainy April didn’t matter a bit!"
United States
Jan L Baines C.
The price is €779
includes taxes & fees
11 Sept - 12 Sept
Fort Popham Ocean Estate
Property grounds

20. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (70 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is €407
includes taxes & fees
7 Sept - 8 Sept
Centerview cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southport Hotel Reviews

The Brunswick Hotel

The Brunswick Hotel

10/10 Excellent
"Beautiful hotel with everything you could imagine! Best value for money I have had in a long time!"
Anthony 1-night trip
Posted 4 hours ago
The Brunswick Hotel

Find out more about Southport

Southport Holiday Homes information

Number of reviews
234
Accommodation
622 Holiday Homes
Lowest Price
€140
Highest Price
€779