Southport Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Southport has to offer?

Oceanfront Cabin-Castle in Maine Woods : This holiday home rental outside of Southport is located by the ocean, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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Holiday Rentals in Southport

"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "

"One of our best stays at a vacation rental. Cosy, immaculate and well equipped house with everything needed for a comfortable family stay. A short walk into town is a bonus. "

"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "

"Very clean, amazinv views, perfect weekend!!!! "

"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."

"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "

"We loved this place. Even better in person than the pictures. Gorgeous setting on Ocean Point in a quiet neighborhood. Very nicely appointed, it meets all your needs and when the thermostat acted up the property manager was quick to respond and provide space heaters until hvac could come the next morning. We highly recommend and will stay here again. "

"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "

"Absolutely beautiful views. Very well appointed and comfortable. "

"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"

"This was the first trip to Maine for most of this group, and it’s safe to say we’re all in love. Being on the water was wonderful, and we enjoyed the amazing views as well as the hikes and adventures on the rocks during low tide. The pictures of the house don’t do the woodwork justice, and the grill made mealtimes easy. My only flag - the upstairs bathroom only had a tub and no shower, and with a number of girls in the group with long hair, it required some scheduling of shower time. We...

"Six of us stayed at Sea Eagle and enjoyed every minute of this well appointed and thoughtfully decorated house. If you are considering Boothbay, I highly recommend. The location can’t be beat, the house has everything you need to include comfy beds and nice linens, plenty of places to enjoy the company of others or enjoy some solitude. It really is a gem. We look forward to returning. "

"Well taken care of and maintained. Comfortable."

"Comfortable, peaceful. Everything we needed for mussels, steamers and lobster Nice to have working dock in front of us for lobsters"

"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."

"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "

"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "

"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."

"Very cozy house in an absolutely lovely spot. We really enjoyed the outdoor space and the peace and quiet. "

"Spacious house with nice views."

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Other types of properties in Southport you may be interested in

"They thought of everything, including binoculars. We watched seabirds and lobstermen working and didn't leave the house until late in the day for the Botanical Gardens. They only communicate through Vacasa,email, and text. Good communication, though. Final payment is through Vacasa. "

"lovely people. great bed. perfect location. overall, just terrific."

includes taxes & fees

10 Feb - 11 Feb

"We stay here often and are always pleased with the staff and room. "

includes taxes & fees

9 Mar - 10 Mar

Find out more about Southport

Everything you need to know about Southport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southport holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southport holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southport holiday rentals we have selected for you start as low as 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 holiday 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 holiday.

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 holiday rentals in Southport?

Yes, there are holiday rentals close to the most popular sights in Southport, or you can select a more secluded 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 holiday rentals that Southport has to offer?

Oceanfront Cabin-Castle in Maine Woods: This holiday home rental outside of Southport is located by the ocean, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Southport?

With 26 Expedia holiday rentals, you're guaranteed 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, Hendricks Head Light and Southport Memorial Library are other places worth a visit.

What’s a holiday rental in Southport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southport. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.

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Southport Holiday Rentals

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Holiday Rentals in Southport

Stunning oceanfront cottage w/ private deck and Atlantic views

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Oceanfront Cabin-Castle in Maine Woods

1 room luxury ocean front studio cottage

A Charming Waterfront Cottage with Touches of Elegance

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Popham Beach Direct Oceanfront Cottage Steps to the sand

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Full sized home

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

Make Shimmering River Retreat your Maine Coastal getaway!

Beautiful House just a step from ocean

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Other types of properties in Southport you may be interested in

Stunning oceanfront cottage w/ private deck and Atlantic views

The Brunswick Hotel

Residence Inn Bath Brunswick Area

Find out more about Southport

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