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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southport vacation rentals

Terrace/patio

1. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
7.0 out of 10, Good, (4 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.
$205 nightly
The price is $223
Sep 28 - Sep 29
Total with taxes and fees
Renovated The Driftwood Cabin at White Anchor Inn
Property grounds

2. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (30 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
$314 nightly
The price is $342
Oct 19 - Oct 20
Total with taxes and fees
Boothbay Harbor, 2-Story Cottage, downtown
Interior

3. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 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.
$205 nightly
The price is $223
Sep 22 - Sep 23
Total with taxes and fees
Modern style in historic building in downtown Bath
Outdoor dining

4. 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
8.2 out of 10, Very good, (29 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
$152 nightly
The price is $166
Sep 22 - Sep 23
Total with taxes and fees
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Property grounds

5. 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.
$189 nightly
The price is $206
Sep 22 - Sep 23
Total with taxes and fees
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

6. 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, (13 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
$184 nightly
The price is $200
Sep 22 - Sep 23
Total with taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Outdoor dining

7. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.6 out of 10, Excellent, (4 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
$215 nightly
The price is $217
Sep 22 - Sep 23
Total with taxes and fees
Tiny Cottage Near Everything 10
Terrace/patio

8. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.6 out of 10, Excellent, (9 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
$212 nightly
The price is $231
Sep 28 - Sep 29
Total with taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Coffee/tea maker, fridge, microwave, stovetop

9. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
$233 nightly
The price is $245
Sep 22 - Sep 23
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
Pool

10. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
$275 nightly
The price is $300
Sep 28 - Sep 29
Total with taxes and fees
Harold Room 8 | 2 Queens + Gable Windows
Coffee/tea maker, fridge, microwave, oven

11. 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, (62 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
$491 nightly
The price is $535
Sep 22 - Sep 23
Total with taxes and fees
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Desk, iron/ironing board, WiFi (free), bed sheets

12. 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.
$385 nightly
The price is $409
Oct 18 - Oct 19
Total with taxes and fees
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Smart TV, DVD player, books, video library

13. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (69 reviews)
"Great place and great restaurants."
United States
Julie D.
$278 nightly
The price is $303
Sep 22 - Sep 23
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
Property grounds

14. Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!

Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!
Bath
8.2 out of 10, Very good, (20 reviews)
"Cute but aging small space, Near attractions"
United States
michael
$158 nightly
The price is $172
Sep 22 - Sep 23
Total with taxes and fees
Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!
TV, fireplace, books

15. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
$253 nightly
The price is $276
Sep 23 - Sep 24
Total with taxes and fees
1 Mi to Maine Street! MCM-Style Home in Brunswick
TV

16. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 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
$205 nightly
The price is $217
Sep 28 - Sep 29
Total with taxes and fees
Mid Coast Getaway w/ water views
2 bedrooms, iron/ironing board, bed sheets

17. 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.
$223 nightly
The price is $235
Sep 28 - Sep 29
Total with taxes and fees
Cheerful Cottage with Loft 9
Terrace/patio

18. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (48 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
$140 nightly
The price is $153
Sep 28 - Sep 29
Total with taxes and fees
Get in touch with nature.
Property grounds

19. 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.
$401 nightly
The price is $406
Sep 28 - Sep 29
Total with taxes and fees
1920s Riverfront Cottage – Historic Maine Charm
Property grounds

20. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
$231 nightly
The price is $252
Sep 27 - Sep 28
Total with taxes and fees
Top floor loft apartment in downtown Bath
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

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"Very nice at a reasonable cost. The restaurant is excellent."
Duane 2-night trip
Posted 3 hours ago
Smuggler's Cove Inn

Find out more about Southport

Everything you need to know about Southport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $166 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southport rentals

At Expedia, we put the best Southport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Beautiful house on the Harpswell Peninsula over looking Casco Bay: This vacation home rental outside of Southport is located by the ocean and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Southport?

With 29 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.