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

Holiday Homes in Southport

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southport holiday homes

A backyard with a red Adirondack chair, a barbecue grill, and a wooden treehouse.

1. Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,

Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,
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 AU$268
includes taxes & fees
31 Oct - 1 Nov
Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,
A silver convertible car parked in front of a red house with a garden.

2. 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)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$272
includes taxes & fees
31 Oct - 1 Nov
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

3. 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 AU$270
includes taxes & fees
1 Nov - 2 Nov
Mid Coast Getaway w/ water views
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

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 AU$557
includes taxes & fees
2 Nov - 3 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A lakeside cabin with a deck overlooking the water, surrounded by trees.

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 AU$519
includes taxes & fees
2 Nov - 3 Nov
1920s Riverfront Cottage – Historic Maine Charm
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

6. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is AU$271
includes taxes & fees
31 Oct - 1 Nov
Captains Watch: A Coastal Escape
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

7. 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 1920
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AU$965
includes taxes & fees
17 Nov - 18 Nov
Across the road from Pemaquid Beach: a 4-bedroom Maine home built in 1920
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.

8. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 AU$342
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

9. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.4 out of 10, Exceptional, (22 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AU$213
includes taxes & fees
2 Nov - 3 Nov
Fantastic Waterfront Views
A modern kitchen with dark cabinetry, a stainless steel range, and a window with a view of greenery.

10. 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)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is AU$680
includes taxes & fees
15 Nov - 16 Nov
Award Winning Luxury Carriage House a short stroll from town!
A wooden deck with a view of a lake, a small building, and surrounding trees.

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, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is AU$582
includes taxes & fees
2 Nov - 3 Nov
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

12. 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
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is AU$1,006
includes taxes & fees
7 Nov - 8 Nov
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

13. 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 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 AU$1,609
includes taxes & fees
12 Nov - 13 Nov
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

14. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is AU$769
includes taxes & fees
30 Nov - 1 Dec
3 Bedroom Happy Cottage 15
A lakeside property with a deck, picnic table, and barbecue grill.

15. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is AU$507
includes taxes & fees
1 Nov - 2 Nov
Camp Forever cottage
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.

16. 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)
"Nice place for the money spent"
United States
Kevin P.
The price is AU$378
includes taxes & fees
2 Nov - 3 Nov
2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
A covered porch with a view of a lake and trees.

17. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
Mere Point Sunrise Views at Eastern Shore!
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

18. 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, (5 reviews)
"Great location and super clean house"
United States
Gary R.
The price is AU$1,027
includes taxes & fees
8 Nov - 9 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

19. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is AU$590
includes taxes & fees
16 Nov - 17 Nov
Orchid Harbor, Bailey Island 3BR
A living room with a grey sofa, a coffee table, and a dining area with a wooden table and chairs.

20. 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
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is AU$593
includes taxes & fees
1 Nov - 2 Nov
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

Relax Inn

Relax Inn

8/10 Good
"Clean room and was just right for a quick night away at reasonable price."
Jennifer 1-night trip
Posted 9 hours ago
Relax Inn

Find out more about Southport

Southport Holiday Homes information

Number of reviews
297
Accommodation
620 Holiday Homes
Lowest Price
AU$213
Highest Price
AU$1,609

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