Cuckold Lighthouse built in 1896 at the entrance to Boothbay Harbor visible from the tip of Southport Island

Southport Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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 ￥28,216
￥51,201 total
includes taxes & fees
Jun 21 - Jun 22
Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Terrace/patio

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very Good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥24,837
￥37,028 total
includes taxes & fees
Jun 22 - Jun 23
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (38 reviews)
"Great place to stay and pet friendly. "
United States
Kevin M.
The price is ￥14,429
￥24,465 total
includes taxes & fees
Jun 17 - Jun 18
Get in touch with nature.
Fridge, microwave, stovetop, coffee/tea maker

Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is ￥19,559
￥41,967 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 1 Bedroom Cottage Close to Everything 5
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 ￥19,880
￥42,492 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 1 Bedroom Cottage Close to Everything 3
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 ￥19,078
￥24,290 total
includes taxes & fees
Jun 17 - Jun 18
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
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 ￥33,667
￥58,715 total
includes taxes & fees
Jun 17 - Jun 18
Camp Forever cottage
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 ￥18,597
￥39,070 total
includes taxes & fees
Jun 21 - Jun 22
Tiny Cottage Near Everything 10
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 ￥26,600
￥39,124 total
includes taxes & fees
Jun 20 - Jun 21
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
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 ￥28,202
￥51,176 total
includes taxes & fees
Jun 23 - Jun 24
Across the road from Pemaquid Beach — quiet wooded king-bed cabin
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 ￥23,808
￥49,543 total
includes taxes & fees
Jul 1 - Jul 2
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Property grounds

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is ￥21,323
￥26,737 total
includes taxes & fees
Jun 17 - Jun 18
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
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 ￥21,162
￥44,064 total
includes taxes & fees
Jun 29 - Jun 30
Cheerful Cottage with Loft 9
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 ￥48,497
￥110,355 total
includes taxes & fees
Jun 21 - Jun 22
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Outdoor dining

Captain's Guest Room. Authenticity. Value. Near everything. No fees.

Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Bath
8.2 out of 10, Very Good, (22 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 ￥18,267
￥23,404 total
includes taxes & fees
Jun 17 - Jun 18
Captain's Guest Room. Authenticity. Value. Near everything. No fees.
Interior

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (6 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 ￥40,401
￥74,060 total
includes taxes & fees
Jun 17 - Jun 18
3 Bedroom Happy Cottage 15
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (61 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 ￥47,271
￥75,803 total
includes taxes & fees
Jun 20 - Jun 21
Centerview cottage
Iron/ironing board, travel crib, WiFi, bed sheets

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is ￥36,535
￥96,064 total
includes taxes & fees
Jun 18 - Jun 19
Fully Renovated "Saltbox" Home in Boothbay
Interior

Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin

Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin
Brunswick
8.6 out of 10, Excellent, (7 reviews)
"We loved the area. Host was friendly and attentive. Immensely enjoyed our stay"
United States
THERESA A.
The price is ￥28,042
￥54,669 total
includes taxes & fees
Jun 17 - Jun 18
Cute 1st Floor 1BR Downtown Brunswick @ Bowdoin
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 ￥25,238
￥43,021 total
includes taxes & fees
Jun 21 - Jun 22
Mid Coast Getaway w/ water views
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

10/10 Excellent
"Clean throughout the property."
cheryl 1-night trip
Posted 9 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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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.