Southport Vacation Rentals from $153: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southport vacation rentals

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

Boothbay

Cassie M.

$150 nightly

Sep 6 - Sep 7

Total with taxes and fees

2. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Erik P.

$341 nightly

Oct 2 - Oct 3

Total with taxes and fees

3. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Boothbay

Audreyana P.

$188 nightly

Sep 6 - Sep 7

Total with taxes and fees

4. Modern style in historic building in downtown Bath

Bath

Kristina M.

$215 nightly

Sep 8 - Sep 9

Total with taxes and fees

5. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

Bath

Esther

$145 nightly

Sep 7 - Sep 8

Total with taxes and fees

6. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Bath

michael

$149 nightly

Sep 7 - Sep 8

Total with taxes and fees

7. Tiny Cottage Near Everything 10

Edgecomb

Elaine

$215 nightly

Sep 7 - Sep 8

Total with taxes and fees

8. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

$232 nightly

Sep 7 - Sep 8

Total with taxes and fees

9. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

$247 nightly

Sep 14 - Sep 15

Total with taxes and fees

10. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

East Boothbay

Judith

$502 nightly

Sep 6 - Sep 7

Total with taxes and fees

11. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

East Boothbay

Elaine G.

$502 nightly

Sep 6 - Sep 7

Total with taxes and fees

12. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Georgetown

Palmer M.

$395 nightly

Sep 29 - Sep 30

Total with taxes and fees

13. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Boothbay

Joseph B.

$211 nightly

Sep 12 - Sep 13

Total with taxes and fees

14. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb

Ann M.

$278 nightly

Sep 6 - Sep 7

Total with taxes and fees

15. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

$277 nightly

Sep 8 - Sep 9

Total with taxes and fees

16. Get in touch with nature.

Richmond

Keith R

$140 nightly

Sep 9 - Sep 10

Total with taxes and fees

17. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

$294 nightly

Sep 22 - Sep 23

Total with taxes and fees

18. Holland Room 2 | Lighthouse View + Ocean Deck

Boothbay Harbor

$409 nightly

Sep 23 - Sep 24

Total with taxes and fees

19. Tiny A-Frame Romantic Getaway

Wiscasset

lisa s.

$372 nightly

Sep 9 - Sep 10

Total with taxes and fees

20. Renovated The Driftwood Cabin at White Anchor Inn

Boothbay

"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."

Abra H.

$239 nightly

Sep 12 - Sep 13

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Southport Hotel Reviews

Tugboat Inn

10/10 Excellent

"Fantastic location. Excellent restaurant. Bed needed replacement."

Topside Inn

10/10 Excellent

"This was by far our best Boothbay experience in over 28 years of vacationing there. Admittedly, this was a splurge we had to save up for, but it was worth every penny. Greg (the general manager) was exceptional in his efforts to welcome every guest and make sure they had what they need to have a wonderful stay. Housekeeping staff were ready to respond with smiles and "hellos." The evening bartender was top notch for her pours and for keeping on top of guests' needs. The morning breakfast crew were beyond compare in their agility in staying on top of clearing dishes and refreshing buffet components. ...And the CHEF! Gourmet breakfasts that are picture-worthy and 5-star in quality and taste. The property itself provides amazing views and comfortable furniture throughout, and it's worth mentioning the hospitality room that provides coffee, tea, sodas and light snacks 24-7. This all sounds too good to be true...but it is. We are already strategizing when/how to get back there. The only "catch" worth mentioning is because this wonderful inn is located on a hill overlooking the harbor, there is (obviously) a hill to drive or walk up to get to it. It is literally a five-minute walk to the downtown harbor area, which is perfect for shopping, sea excursions, and dining options. Getting back up takes a little bit of effort, but it is doable. My husband and I are obese and managed the walk up and down several times daily and have no qualms about returning to do that again"

Bluebird Ocean Point Inn

10/10 Excellent

"This place was idyllic. Our room had an incredible view of the harbor and there were lots of tables and chairs set up along the water. A very off the beaten path but we wanted for nothing. I could have spent our entire week here. Highly recommend. The area also has a large number of preserves for watching wildlife and hiking, it's also close to the coastal botanical gardens."

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 $153 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?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental outside of Southport is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.

Southport Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Southport vacation rentals

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

2. Boothbay Harbor, 2-Story Cottage, downtown

3. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

4. Modern style in historic building in downtown Bath

5. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

6. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

7. Tiny Cottage Near Everything 10

8. Cheerful Cottage with Loft 9

9. Spacious 1 Bedroom Cottage Close to Everything 5

10. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

11. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

12. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

13. Newly Renovated Cozy Cove Cabin at White Anchor Inn

14. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

15. Spacious 1 Bedroom Cottage Close to Everything 3

16. Get in touch with nature.

17. A Spacious Vacation Cottage in Sheepscot Harbour

18. Holland Room 2 | Lighthouse View + Ocean Deck

19. Tiny A-Frame Romantic Getaway

20. Renovated The Driftwood Cabin at White Anchor Inn

Find vacation rentals that suit your style

Top Southport Hotel Reviews

Tugboat Inn

Find out more about Southport

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app