Southport Holiday Rentals

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Holiday Rentals in Southport

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (7)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is NZ$291
includes taxes & fees
24 July - 25 July
Captain's Quarters 1BR Apartment. Walk to everything.

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.0 out of 10, Good, (10)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is NZ$274
includes taxes & fees
22 July - 23 July
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The price is NZ$335
includes taxes & fees
28 July - 29 July
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very good, (2)
"clean, affordable accomadations. Manager helpful and responsive"
The price is NZ$759
includes taxes & fees
22 July - 23 July
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Mid Coast Getaway w/ water views

The price is NZ$469
includes taxes & fees
23 July - 24 July
Mid Coast Getaway w/ water views

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (60)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is NZ$669
includes taxes & fees
23 July - 24 July
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is NZ$561
includes taxes & fees
22 July - 23 July
Greenleaf Inn 3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Bluebird Ocean Point Inn | Ocean Point Two-Bedroom Suite | Free Coffee and Tea

The price is NZ$856
includes taxes & fees
23 July - 24 July
Bluebird Ocean Point Inn | Ocean Point Two-Bedroom Suite | Free Coffee and Tea

THE NOOK Apartment

The price is NZ$457
includes taxes & fees
13 Aug - 14 Aug
THE NOOK Apartment

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

9.0 out of 10, Wonderful, (4)
"Had a great stay here, the property was clean and came as advertised"
The price is NZ$779
includes taxes & fees
5 Aug - 6 Aug
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (19)
"Loved how walkable this property is! "
The price is NZ$477
includes taxes & fees
30 July - 31 July
Downtown Boothbay Harbor, 2-Story Cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (50)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is NZ$642
includes taxes & fees
24 July - 25 July
Camp Forever cottage

Escape to Positive Outlook

The price is NZ$672
includes taxes & fees
4 Aug - 5 Aug
Escape to Positive Outlook

Captain's Quarters 2BR Apartment. Walk to Everything!

8.8 out of 10, Excellent, (3)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
The price is NZ$437
includes taxes & fees
12 Aug - 13 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!

Tiny A-Frame Romantic Getaway

The price is NZ$1,037
includes taxes & fees
24 July - 25 July
Tiny A-Frame Romantic Getaway

Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

10.0 out of 10, Exceptional, (1)
"The greenleaf/admirals quarters was fantasic! John, was an unbelievable host. He made sure to give us a tour of the whole property, as well as made us feel welcome with an abundance of complementary items to include food and drink, as well as a bonfire at dusk with s’mores. All around fantastic experience. The room was extremely clean and comfortable and the whole place seems to have had brand new renovation. 100% recommend."
The price is NZ$585
includes taxes & fees
30 July - 31 July
Boothbay Harbors Garden Suite - Admiral's Quarters Room 9 - Fireplace & Stunning Harbor Views!

Award Winning Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (7)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is NZ$1,079
includes taxes & fees
29 July - 30 July
Award Winning Luxury Carriage House a short stroll from town!

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

9.0 out of 10, Wonderful, (19)
"Nice place, I'd stay again!"
The price is NZ$728
includes taxes & fees
4 Aug - 5 Aug
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (2)
"Great location. Very nice room. Jersey (manager) was very helpful. "
The price is NZ$658
includes taxes & fees
22 July - 23 July
Room 14 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

The price is NZ$2,558
includes taxes & fees
22 July - 23 July
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
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

Frequently asked questions

Can I find holiday rentals in Southport?

Yes, there are holiday rentals close to the most popular sights in Southport, or you can select a more secluded 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 holiday rentals that Southport has to offer?

Cozy Waterfront Cottage with Dock: This highly rated holiday home rental in Southport is located on the waterfront, and offers a balcony, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and a coffee maker.

How many holiday rentals are there in Southport?

With 27 Expedia holiday rentals, you're guaranteed 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, Hendricks Head Light and Southport Memorial Library are other places worth a visit.

What’s a holiday rental in Southport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southport. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.