Southport Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Southport vacation rentals

Beach nearby

Across the road from Pemaquid Beach — wooded king-bed cabin for couples

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"I wish we had more time to spend here! The cabin was well stocked and the location was out of the way, but close enough to sites and eateries "
United States
Sarah D.
The price is ￥26,448
￥48,921 total
includes taxes & fees
Jun 8 - Jun 9
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Terrace/patio

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very Good, (8 reviews)
"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "
United States
Nichole W.
The price is ￥16,013
￥26,190 total
includes taxes & fees
Jun 8 - Jun 9
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (37 reviews)
"Great place to stay and pet friendly. "
United States
Kevin M.
The price is ￥14,426
￥24,460 total
includes taxes & fees
Jun 8 - Jun 9
Get in touch with nature.
Outdoor dining

Captain's Guest Room. The authenticity & value in one place. Walk to everything!

Captain's Guest Room. The authenticity & value in one place. Walk to everything!
Bath
8.2 out of 10, Very Good, (21 reviews)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
The price is ￥18,273
￥23,412 total
includes taxes & fees
Jun 10 - Jun 11
Captain's Guest Room. The authenticity & value in one place. Walk to everything!
1 bedroom, iron/ironing board, bed sheets

Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great experience, great location! Would highly recommend."
United States
Lynn R.
The price is ￥10,259
￥30,428 total
includes taxes & fees
Jun 8 - Jun 9
Cheerful Cottage Close to Everything 12
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (9 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is ￥16,350
￥35,992 total
includes taxes & fees
Jun 9 - Jun 10
Modern style in historic building in downtown Bath
Outdoor dining

Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (2 reviews)
"We recently stayed at the Tiny Cottage in Edgecomb, Maine, and truly enjoyed our visit. Except for a small initial issue, which was promptly and professionally addressed, everything was wonderful. The location is perfect for exploring the area, and the cottage itself was spotless, comfortable, and well-maintained. A lovely and relaxing getaway spot!"
United States
Elaine
The price is ￥13,625
￥33,395 total
includes taxes & fees
Jun 8 - Jun 9
Tiny Cottage Near Everything 10
Beach nearby

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great beach cottage !"
United States
Gwen M.
The price is ￥23,803
￥49,533 total
includes taxes & fees
Jun 8 - Jun 9
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Exterior

Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great central location"
United States
Bruce O.
The price is ￥16,510
￥38,290 total
includes taxes & fees
Jun 9 - Jun 10
Spacious 1 Bedroom Cottage Close to Everything 3
2 bedrooms, iron/ironing board, bed sheets

Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (3 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is ￥13,945
￥34,970 total
includes taxes & fees
Jun 9 - Jun 10
Cheerful Cottage with Loft 9
Property grounds

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!

Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is ￥21,319
￥26,732 total
includes taxes & fees
Jun 8 - Jun 9
Captain's House 1BR Suite. Walk to everything. Large yard. Pets welcome!
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (152 reviews)
"Such a fabulous stay. The space was bright, clean, and comfortable, and the special touches made it feel even more welcoming. It was larger than expected, and we loved having a mini fridge and coffee machine, perfect for slow mornings or a little wine and cheese at the end of the day. We’d return in a heartbeat."
Canada
Coral
The price is ￥19,075
￥24,286 total
includes taxes & fees
Jun 8 - Jun 9
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Hair dryer, towels, soap, shampoo

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is ￥26,608
￥39,136 total
includes taxes & fees
Jun 8 - Jun 9
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (6 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is ￥16,830
￥33,861 total
includes taxes & fees
Jun 9 - Jun 10
Mid Coast Getaway w/ water views
Hair dryer, towels

Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
The price is ￥24,685
￥46,475 total
includes taxes & fees
Jun 9 - Jun 10
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Smart TV

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is ￥39,672
￥98,978 total
includes taxes & fees
Jun 8 - Jun 9
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Exterior

Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick

Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Topsham
The price is ￥16,830
￥51,695 total
includes taxes & fees
Jun 21 - Jun 22
Westwind on Winter St - 2 bedroom townhouse apartment near downtown Topsham/Brunswick
Iron/ironing board, travel crib, WiFi, bed sheets

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is ￥22,441
￥78,972 total
includes taxes & fees
Jun 8 - Jun 9
Fully Renovated "Saltbox" Home in Boothbay
House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is ￥27,089
￥59,984 total
includes taxes & fees
Jul 2 - Jul 3
1 Mi to Maine Street! Mcm-style Home in Brunswick
TV, fireplace, books

1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.4 out of 10, Exceptional, (8 reviews)
"There were a number of great details, snacks, art, pottery and the story of the house and owner (worth reading)."
United States
Seraphina E.
1 Mi to Maine Street! MCM-Style Home in Brunswick
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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"The views of the harbor just sitting on deck outside your room are amazing!!!"
Michael 2-night trip
Posted 11 hours ago
Tugboat Inn

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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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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This vacation home rental outside of Southport is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Southport?

With 27 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. Southport Memorial Library and Burnt Island Living Lighthouse are a couple of places you'll find in the larger area.

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.