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Our top choices for Southport holiday homes

1. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!Bath
8.0 out of 10, Very good, (31 reviews)
The price is NZ$319
includes taxes & fees
24 Nov - 25 Nov

2. 1920s Riverfront Cottage – Historic Maine Charm
1920s Riverfront Cottage – Historic Maine CharmEdgecomb
9.6 out of 10, Exceptional, (5 reviews)
The price is NZ$593
includes taxes & fees
10 Nov - 11 Nov

3. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/ACGeorgetown
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$668
includes taxes & fees
10 Nov - 11 Nov

4. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.Bath
8.2 out of 10, Very good, (21 reviews)
The price is NZ$338
includes taxes & fees
26 Nov - 27 Nov

5. Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.2 out of 10, Wonderful, (12 reviews)
The price is NZ$367
includes taxes & fees
12 Nov - 13 Nov

6. Charming Historic home steps away from downtown
Charming Historic home steps away from downtownBath
9.4 out of 10, Exceptional, (3 reviews)
The price is NZ$1,115
includes taxes & fees
17 Nov - 18 Nov

7. 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 FriendlyBoothbay Harbor
8.0 out of 10, Very good, (2 reviews)
The price is NZ$1,229
includes taxes & fees
20 Nov - 21 Nov

8. Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
The price is NZ$1,152
includes taxes & fees
15 Nov - 16 Nov

9. Award Winning Luxury Carriage House a short stroll from town!
Award Winning Luxury Carriage House a short stroll from town!Bath
10.0 out of 10, Exceptional, (14 reviews)
The price is NZ$828
includes taxes & fees
15 Nov - 16 Nov

10. 2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
9.8 out of 10, Exceptional, (7 reviews)
The price is NZ$417
includes taxes & fees
17 Nov - 18 Nov

11. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
The price is NZ$1,935
includes taxes & fees
10 Nov - 11 Nov

12. Captains Watch: A Coastal Escape
Captains Watch: A Coastal EscapeWest Point
8.8 out of 10, Excellent, (3 reviews)
The price is NZ$496
includes taxes & fees
15 Nov - 16 Nov

13. Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Joyful Maine Escape: A Three-Bedroom Water View TownhouseEdgecomb
10.0 out of 10, Exceptional, (56 reviews)
The price is NZ$710
includes taxes & fees
10 Nov - 11 Nov

14. Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.4 out of 10, Exceptional, (23 reviews)
The price is NZ$502
includes taxes & fees
10 Nov - 11 Nov

15. 3 Bedroom Happy Cottage 15
3 Bedroom Happy Cottage 15Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
The price is NZ$802
includes taxes & fees
10 Nov - 11 Nov

16. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
The price is NZ$627
includes taxes & fees
10 Nov - 11 Nov

17. 2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.Bath
8.8 out of 10, Excellent, (29 reviews)

18. Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (10 reviews)
The price is NZ$642
includes taxes & fees
16 Nov - 17 Nov

19. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick 3BR Bungalow By Bowdoin With Fenced-In BackyardBrunswick
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$1,235
includes taxes & fees
10 Nov - 11 Nov

20. Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to BowdoinBrunswick
8.8 out of 10, Excellent, (28 reviews)
The price is NZ$722
includes taxes & fees
1 Dec - 2 Dec
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.
Learn more about Southport
Nestled on a picturesque island, this coastal gem invites visitors to explore Hendricks Head Beach and its historic lighthouse. Spend your days enjoying fresh seafood at local restaurants, visiting the Hendricks Hill Museum, or taking a short trip to nearby Boothbay Harbour Marina.

Photo by Melissa Hoyer
Open Photo by Melissa Hoyer
















































































