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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Southport vacation 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.
The price is AED 731
AED 1,409 total
includes taxes & fees
2 Oct - 3 Oct
Boothbay Harbor, 2-Story Cottage, downtown
Property grounds

2. 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 AED 430
AED 669 total
includes taxes & fees
11 Sep - 12 Sep
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Outdoor dining

3. Perfect stopover, getaway & base to explore the Midcoast, or just chill in town.

Perfect stopover, getaway & base to explore the Midcoast, or just chill 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 AED 384
AED 619 total
includes taxes & fees
13 Sep - 14 Sep
Perfect stopover, getaway & base to explore the Midcoast, or just chill in town.
Desk, iron/ironing board, WiFi (free), 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 AED 805
AED 1,495 total
includes taxes & fees
29 Sep - 30 Sep
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Property grounds

5. 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 AED 815
AED 1,571 total
includes taxes & fees
6 Oct - 7 Oct
1920s Riverfront Cottage – Historic Maine Charm
Coffee/tea maker, fridge, microwave, oven

6. 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 AED 1,396
AED 2,730 total
includes taxes & fees
14 Sep - 15 Sep
Boothbay Harbor, The Francis Greene House, downtown
Interior

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

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is AED 1,653
AED 3,203 total
includes taxes & fees
13 Sep - 14 Sep
Classic Maine Waterfront Home on the Back River – Trevett
Terrace/patio

8. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is AED 531
AED 1,783 total
includes taxes & fees
20 Sep - 21 Sep
Tide Haven Cottage on Bay Point
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 AED 482
AED 917 total
includes taxes & fees
20 Sep - 21 Sep
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 AED 675
AED 1,151 total
includes taxes & fees
16 Sep - 17 Sep
2 bedroom w/ expansive water views
Terrace/patio

11. 2BR Apt. Authenticity. Value, Near everything. Yard, deck,. treehouse. No fees.

2BR Apt. Authenticity. Value, Near everything. Yard, deck,. 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 AED 683
AED 849 total
includes taxes & fees
14 Sep - 15 Sep
2BR Apt. Authenticity. Value, Near everything. Yard, deck,. treehouse. No fees.
Property grounds

12. 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 AED 823
AED 1,562 total
includes taxes & fees
15 Sep - 16 Sep
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Exterior

13. 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.
The price is AED 1,332
AED 3,466 total
includes taxes & fees
21 Sep - 22 Sep
Charming Historic home steps away from downtown
Terrace/patio

14. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (67 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,333 total
includes taxes & fees
11 Sep - 12 Sep
Camp Forever cottage
Property grounds

15. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is AED 808
AED 1,348 total
includes taxes & fees
13 Sep - 14 Sep
Captains Watch: A Coastal Escape
Beach

16. 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
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 AED 964
AED 1,464 total
includes taxes & fees
23 Sep - 24 Sep
Fantastic Waterfront Views
Interior

18. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (13 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 AED 1,109
AED 1,904 total
includes taxes & fees
14 Sep - 15 Sep
3 Bedroom Happy Cottage 15
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 AED 1,195
AED 3,180 total
includes taxes & fees
30 Sep - 1 Oct
Fort Popham Ocean Estate
Coffee/tea maker, fridge, microwave, oven

20. 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, (13 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is AED 1,928
AED 2,726 total
includes taxes & fees
11 Sep - 12 Sep
Award Winning Luxury Carriage House a short stroll from town!
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

Fishermans Wharf Inn

Fishermans Wharf Inn

8/10 Good
"Room was nice. I loved having the balcony overlooking the harbor. Parking was on site and convenient. We were right in the middle of town walking distance to everything BBH has to offer."
JOSEPH 2-night trip
Posted 9 hours ago
Fishermans Wharf Inn