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

A patio with a round glass table and two chairs, overlooking a grassy area with trees.

1. 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, (14 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is CA $184
CA $277 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

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.
The price is CA $257
CA $506 total
includes taxes & fees
Oct 19 - Oct 20
Boothbay Harbor, 2-Story Cottage, downtown
A treehouse with a wooden staircase and a small building with a colorful mural.

3. 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, (30 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 CA $157
CA $248 total
includes taxes & fees
Sep 25 - Sep 26
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

4. 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
The price is CA $156
CA $347 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 1 Bedroom Cottage Close to Everything 5
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

5. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
The price is CA $333
CA $421 total
includes taxes & fees
Sep 28 - Sep 29
Harold Room 8 | 2 Queens + Gable Windows
A narrow hallway with a window on the right, leading to a room with a visible door.

6. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (12 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 CA $141
CA $314 total
includes taxes & fees
Sep 28 - Sep 29
Modern style in historic building in downtown Bath
A fenced garden area with a wooden gate, surrounded by greenery and trees.

7. 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 CA $190
CA $285 total
includes taxes & fees
Sep 25 - Sep 26
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A wooden staircase with a wooden railing, surrounded by green foliage.

8. 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 CA $165
CA $256 total
includes taxes & fees
Sep 25 - Sep 26
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.

9. 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)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is CA $341
CA $771 total
includes taxes & fees
Sep 26 - Sep 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.

10. 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, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $218
CA $322 total
includes taxes & fees
Oct 2 - Oct 3
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

11. 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.
The price is CA $201
CA $423 total
includes taxes & fees
Sep 27 - Sep 28
A Spacious Vacation Cottage in Sheepscot Harbour
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

12. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is CA $106
CA $258 total
includes taxes & fees
Sep 28 - Sep 29
Happy Cottage Near Everything 11
A spacious living room with large windows, a sofa, a chair, and a small table.

13. 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.
The price is CA $93
CA $388 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

14. 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.
The price is CA $203
CA $311 total
includes taxes & fees
Sep 30 - Oct 1
Renovated The Driftwood Cabin at White Anchor Inn
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 CA $152
CA $322 total
includes taxes & fees
Sep 28 - Sep 29
Cheerful Cottage with Loft 9
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

16. 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 CA $297
CA $556 total
includes taxes & fees
Oct 25 - Oct 26
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

17. 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
The price is CA $133
CA $286 total
includes taxes & fees
Sep 28 - Sep 29
Mid Coast Getaway w/ water views
A wooden deck with a view of a lake and trees.

18. 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 CA $279
CA $566 total
includes taxes & fees
Sep 28 - Sep 29
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.

19. 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
9.0 out of 10, Wonderful, (27 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $267
CA $331 total
includes taxes & fees
Sep 28 - Sep 29
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A two-story house with a covered porch, a garage, and a front yard with potted plants.

20. 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, (171 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is CA $181
CA $228 total
includes taxes & fees
Sep 28 - Sep 29
Large suite/private bath/private entrance on quiet street near Thomas Bay
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

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"They were very accomadating.Staff was very friendly.Beds were very comfortable.Every thing was clean.It was nice to walk next door for breakfast.Plenty of parking and close to your room."
Sheryl 2-night trip
Posted 8 hours ago
Flagship Inn and Suites

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southport vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southport vacation rentals we have selected for you start as low as CA $248 per night. Entering your travel dates in the search wizard 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. 

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 28 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.