Southport Vacation Rentals

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Vacation Rentals in Southport

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (7)
Enjoyable 1-bedroom rustic cottage in Southport.

Cozy Waterfront Cottage with Dock

10.0 out of 10, Exceptional, (2)
"My husband and I stayed at the cozy little cottage for a weekend getaway and everything about it was great. It was in the perfect location."
Cozy Waterfront Cottage with Dock

Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

9.6 out of 10, Exceptional, (74)
"Fantastic location, owners were nearby and easy to communicate with for any questions. Perfect views and cozy apartment for our family of 3. Would definitely stay here again!"
Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

3.0 star property
Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (20)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (111)
"My husband and our 1 year old daughter had a wonderful stay. The home is close to everything and has everything you may need. Would love to stay again. "
A Charming Waterfront Cottage with Touches of Elegance

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.4 out of 10, Good, (12)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is CA $124
CA $226 total
includes taxes & fees
Aug 13 - Aug 14
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (82)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes

Beautiful Studio in downtown Boothbay Harbor

9.0 out of 10, Wonderful, (8)
"Very cozy comfortable and convenient. Every thing we needed. "
Beautiful Studio in downtown Boothbay Harbor

Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

9.6 out of 10, Exceptional, (29)
"The cabin was very clean and a nice quiet location. Had everything we needed for a comfortable stay."
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (222)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Beautiful Oceanfront House- Stunning Water Views

9.8 out of 10, Exceptional, (9)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views

Phenomenal Home on Coast of Maine

9.0 out of 10, Wonderful, (40)
"Had a great stay. Killer views!!"
The price is CA $583
CA $874 total
includes taxes & fees
Aug 20 - Aug 21
Phenomenal Home on Coast of Maine

Large beautiful ocean front studio with private dock

10.0 out of 10, Exceptional, (33)
"Great place to relax and watch the seagulls and heron. Quiet even though there is a building in back of the boathouse that is a rental. General store and small restaurant just down the road. The king size bed was very comfortable. The boathouse has everything you need. "
Large beautiful ocean front studio with private dock

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

10.0 out of 10, Exceptional, (134)
"Wonderful hosts, truly made guests feel welcomed and valued. "
The price is CA $183
CA $230 total
includes taxes & fees
Aug 3 - Aug 4
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Captain's Quarters 2BR Apartment. Walk to Everything!

8.8 out of 10, Excellent, (5)
The price is CA $235
CA $362 total
includes taxes & fees
Aug 13 - Aug 14
Captain's Quarters 2BR Apartment. Walk to Everything!

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (32)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.

Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

2.0 star property
9.0 out of 10, Wonderful, (102)
"The place was very clean. Right on the water. Spectacular views. Sunrise in the morning. A great experience. A lovely get away. Want to go back again"
Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

Stover's Cove Beach Coastal Retreat

9.2 out of 10, Wonderful, (30)
"We enjoyed our stay. Nice quiet area. Short walk to a small beach which was great for beach walking and scenery. House has ample parking, plenty of bedroom space and a well stocked kitchen. We had 8 adults and did not feel cramped at all. Short drive (10-15 minutes) to coffee shops, market and restaurants. Would benefit from patio and outdoor furniture to allow guests to more fully enjoy the property and surrounding scenery "
Stover's Cove Beach Coastal Retreat

Oceanfront Cabin-Castle in Maine Woods

10.0 out of 10, Exceptional, (28)
"This was exactly what we needed. Peaceful and and super unique property with an excellent view. We loved having the state park right next door! "
Oceanfront Cabin-Castle in Maine Woods
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

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?

Cozy Waterfront Cottage with Dock: This Southport vacation home rental is located on the waterfront and offers a balcony, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave, and a coffee maker.

How many vacation rentals are there in Southport?

With 26 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, Hendricks Head Light 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.