Holiday Homes in Southport

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Southport holiday homes

TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is NZ$364
includes taxes & fees
3 May - 4 May
Mid Coast Getaway w/ water views
3 bedrooms, WiFi, bed sheets

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is NZ$490
includes taxes & fees
3 May - 4 May
Fantastic Waterfront Views
TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 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 NZ$364
includes taxes & fees
5 May - 6 May
2 bedroom w/ expansive water views
Interior

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (5 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 NZ$598
includes taxes & fees
4 May - 5 May
3 Bedroom Happy Cottage 15
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is NZ$564
includes taxes & fees
3 May - 4 May
Camp Forever cottage
Smart TV

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is NZ$1,223
includes taxes & fees
5 May - 6 May
Laughton House @ Pemaquid Beach
Property grounds

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Bath
8.6 out of 10, Excellent, (10 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is NZ$422
includes taxes & fees
13 May - 14 May
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is NZ$797
includes taxes & fees
10 May - 11 May
Centerview cottage
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is NZ$1,097
includes taxes & fees
27 May - 28 May
Mere Point Sunrise Views at Eastern Shore!
Exterior

Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
The price is NZ$1,354
includes taxes & fees
10 May - 11 May
Charming Historic home steps away from downtown
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is NZ$671
includes taxes & fees
14 May - 15 May
Full sized home
Beach

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 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.
The price is NZ$1,129
includes taxes & fees
3 May - 4 May
Pemaquid Escape | Curated Comfort + Hot Tub
Interior

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is NZ$1,194
includes taxes & fees
19 May - 20 May
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Desk, iron/ironing board, free WiFi, bed sheets

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 NZ$625
includes taxes & fees
5 May - 6 May
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Fridge, microwave, oven, stovetop

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, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is NZ$1,082
includes taxes & fees
8 May - 9 May
Award Winning Luxury Carriage House a short stroll from town!
Interior

Fort Popham Ocean Estate

Fort Popham Ocean Estate
Phippsburg
10.0 out of 10, Exceptional, (1 review)
"We stayed at the Fort Popham Ocean Estate in March 2026. It is a beautiful house equipped with all the comforts of home. It is a charming and cozy place to stay. The location was outstanding. Right on the water and walking distance to beautiful Popham Beach. Two things to note-the location is pretty remote which we knew and really enjoyed. Also, the lower level was significantly colder than the rest of the home which only matters if you are staying during the cold months.Overall we really...
United States
kathy f.
The price is NZ$1,147
includes taxes & fees
4 May - 5 May
Fort Popham Ocean Estate
Smart TV

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (5 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is NZ$774
includes taxes & fees
2 June - 3 June
Beautiful 3BR Home with Office in Town of Brunswick with King beds
On the beach, sun-loungers, beach towels

Spectacular waterfront home with panoramic views on 4 private acres !

Spectacular waterfront home with panoramic views on 4 private acres !
Harpswell
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful location, house, accommodations and views. Would recommend this location and owners highly."
United States
jeanette r.
Spectacular waterfront home with panoramic views on 4 private acres !
Property grounds

Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise
Harpswell
10.0 out of 10, Exceptional, (2 reviews)
"Great property"
United States
Scott D.
The price is NZ$2,861
includes taxes & fees
4 May - 5 May
Classic New England Waterfront House Big Lawn Beautiful Sunrise
Interior

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
9.0 out of 10, Wonderful, (26 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is NZ$705
includes taxes & fees
13 May - 14 May
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
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

2/10 Terrible
"Do not stay here. First room, no heat. Was moved to another room, found a bedbug and a large blood stain on the bed sheet. We stayed in this hotel previously, had a better experience, no issues. I would not stay here again."
Maxine 1-night trip
Posted 1 day ago
Flagship Inn and Suites

Find out more about Southport

Southport Holiday Homes information

Number of reviews
349
Accommodation
495 Holiday Homes
Lowest Price
NZ$364
Highest Price
NZ$2,861