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

Southport Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Southport vacation rentals

A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

1. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (128 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is ￥31,374
￥53,861 total
includes taxes & fees
Nov 10 - Nov 11
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A backyard with a red Adirondack chair, a barbecue grill, and a wooden treehouse.

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 ￥17,507
￥27,802 total
includes taxes & fees
Oct 26 - Oct 27
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A narrow hallway with a window on the right, leading to a room with a visible door.

3. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (13 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is ￥15,687
￥34,711 total
includes taxes & fees
Oct 26 - Oct 27
Modern style in historic building in downtown Bath
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 ￥33,037
￥62,529 total
includes taxes & fees
Nov 1 - Nov 2
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A silver convertible car parked in front of a red house with a garden.

5. 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 ￥19,373
￥29,838 total
includes taxes & fees
Oct 26 - Oct 27
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

6. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (63 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is ￥37,978
￥86,366 total
includes taxes & fees
Oct 26 - Oct 27
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

7. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
6.4 out of 10, (5 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is ￥27,452
￥41,037 total
includes taxes & fees
Oct 31 - Nov 1
Renovated The Driftwood Cabin at White Anchor Inn
A wooden deck with a glass door leading to a room.

8. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is ￥13,491
￥32,839 total
includes taxes & fees
Oct 26 - Oct 27
Tiny Cottage Near Everything 10
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

9. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is ￥24,425
￥49,706 total
includes taxes & fees
Nov 2 - Nov 3
A Spacious Vacation Cottage in Sheepscot Harbour
Two Adirondack chairs facing a body of water with a bridge in the background.

10. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is ￥27,672
￥53,759 total
includes taxes & fees
Oct 28 - Oct 29
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

11. Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2
Edgecomb
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. The cottage had everything that we needed. The cottage was clean and well stocked with the essentials for our visit. Thank you for a nice stay."
United States
Terrence F.
The price is ￥16,942
￥38,328 total
includes taxes & fees
Oct 28 - Oct 29
Spacious 1 Bedroom Cottage Close to Everything 2
A small cabin with a wooden deck, surrounded by trees in a wooded area.

12. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is ￥19,295
￥41,235 total
includes taxes & fees
Oct 26 - Oct 27
Spacious 1 Bedroom Cottage Close to Everything 3
A two-story house with a covered porch, a garage, and a front yard with potted plants.

13. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
The price is ￥14,903
￥19,664 total
includes taxes & fees
Nov 3 - Nov 4
Large suite/private bath/private entrance on quiet street near Thomas Bay
A cabin with a large wooden barrel-shaped structure attached to the main building, featuring a warm interior light.

14. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is ￥44,219
￥75,915 total
includes taxes & fees
Nov 1 - Nov 2
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

15. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is ￥15,060
￥36,106 total
includes taxes & fees
Oct 27 - Oct 28
Cheerful Cottage with Loft 9
A wooden deck with a view of a lake and trees.

16. 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 ￥29,962
￥61,871 total
includes taxes & fees
Nov 2 - Nov 3
1920s Riverfront Cottage – Historic Maine Charm
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.

17. 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
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is ￥32,472
￥40,182 total
includes taxes & fees
Oct 26 - Oct 27
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

18. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
The price is ￥11,917
￥53,215 total
includes taxes & fees
Oct 28 - Oct 29
Historic Bath's, Home Away from Home
A cabin with a wooden exterior, a glass door, and a sign indicating it is a camp.

19. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Very nice and very quiet "
United States
justin s.
The price is ￥21,915
￥56,375 total
includes taxes & fees
Nov 16 - Nov 17
Tiny A-Frame Romantic Getaway
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

20. 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 ￥49,414
￥114,391 total
includes taxes & fees
Oct 30 - Oct 31
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
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

Cod Cove Inn, BW Signature Collection

Cod Cove Inn, BW Signature Collection

8/10 Good
"Everything was very nice. great balcony was lovely. Breakfast was great. I would only comment on the unpleasant smell of the room. It got better after opening the door to the balcony. But lovely place."
Judith 1-night trip
Posted 3 hours ago
Cod Cove Inn, BW Signature Collection

Find out more about Southport

Search for holiday rentals in Southport on Expedia! You can easily find your home rentals, villas, holiday apartments in Southport using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in Southport while they last

Look no further and take a look at our great range of rental properties in Southport!

Frequently asked questions

Can I find vacation rentals in Southport?

Yes, we offer vacation rentals close to well known sights in Southport, or you can go with a more remote option if you're looking for a relaxing stay. Discover why Southport is known for its waterfront and seaside. While you're here, grab a bite or have a drink at the seafood restaurants.

What are some of the best vacation rentals that Southport has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental outside of Southport is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Southport?

With 26 Expedia vacation rentals, you're sure to find just the right place for your Southport stay.

What’s there to see and do in Southport?

Cultural attractions include Hendricks Hill Museum, whereas Hendricks Head Beach is a spot to enjoy nature. While here, Robinson's Wharf and Southport Memorial Library are other places worth a visit.

What’s a vacation rental in Southport like?

Vacation rentals are private properties where you can stay for a long or short time in Southport. Vacation rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.