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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Southport holiday homes

A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

1. 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 £272
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A treehouse with a wooden staircase and a small building with a colorful mural.

2. 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 £136
includes taxes & fees
12 Oct - 13 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

3. 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 £138
includes taxes & fees
12 Oct - 13 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden staircase leading to a stone entrance of a building surrounded by trees.

4. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is £408
includes taxes & fees
13 Oct - 14 Oct
Fully Renovated "Saltbox" Home in Boothbay
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

5. 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 £304
includes taxes & fees
25 Oct - 26 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A wooden deck with a view of a lake and trees.

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 £300
includes taxes & fees
3 Nov - 4 Nov
1920s Riverfront Cottage – Historic Maine Charm
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

7. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 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 £168
includes taxes & fees
1 Nov - 2 Nov
Mid Coast Getaway w/ water views
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

8. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is £528
includes taxes & fees
18 Oct - 19 Oct
Charming Historic home steps away from downtown
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

9. 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 £183
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A wooden deck with a view of a lake, a small building, and surrounding trees.

10. 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)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is £306
includes taxes & fees
25 Oct - 26 Oct
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

11. 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 £187
includes taxes & fees
13 Oct - 14 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A bedroom with a white bed, a ceiling fan, and a view of the outdoors.

12. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is £503
includes taxes & fees
15 Oct - 16 Oct
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

13. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is £165
includes taxes & fees
19 Oct - 20 Oct
Captains Watch: A Coastal Escape
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

14. 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 £560
includes taxes & fees
30 Oct - 31 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

15. 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 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 £378
includes taxes & fees
1 Nov - 2 Nov
Award Winning Luxury Carriage House a short stroll from town!
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

16. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (52 reviews)
"Great space for our family and walking distance to everything by the harbor"
United States
Geoff R.
Boothbay Harbor, The Francis Greene House, downtown
A lakeside property with a deck, picnic table, and barbecue grill.

17. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £283
includes taxes & fees
12 Oct - 13 Oct
Camp Forever cottage
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

18. 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, (13 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is £889
includes taxes & fees
18 Oct - 19 Oct
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

19. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (20 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is £160
includes taxes & fees
28 Oct - 29 Oct
Fantastic Waterfront Views
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

20. 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 £393
includes taxes & fees
13 Oct - 14 Oct
3 Bedroom Happy Cottage 15
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

Newagen Seaside Inn

Newagen Seaside Inn

10/10 Excellent
"We were literally days away from the end of the season but had a wonderful experience. Dinner service was a bit slow but it was extremely busy and the service staff was so friendly."
Suzzane 1-night trip
Posted 3 hours ago
Newagen Seaside Inn

Find out more about Southport

Southport Holiday Homes information

Number of reviews
305
Accommodation
626 Holiday Homes
Lowest Price
£136
Highest Price
£889