Southport Vacation Rentals

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Vacation Rentals in Southport

Cozy Waterfront Cottage with Dock

8.8 out of 10, Excellent, (3)
"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

Enjoyable 1-bedroom rustic cottage in Southport.

10.0 out of 10, Exceptional, (9)
Enjoyable 1-bedroom rustic cottage in Southport.

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

9.6 out of 10, Exceptional, (75)
"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

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

$184 nightly
The price is $200
Aug 18 - Aug 19
Total includes taxes and fees
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

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."
$150 nightly
The price is $164
Aug 12 - Aug 13
Total includes taxes and fees
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (48)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes

Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor

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

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

9.6 out of 10, Exceptional, (30)
"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

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

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

10.0 out of 10, Exceptional, (5)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Gardens Aglow DISCOUNTS @ Ocean Point OCEANFRONT with private rugged BEACH

10.0 out of 10, Exceptional, (93)
"Everything was perfect!"
Gardens Aglow DISCOUNTS @ Ocean Point OCEANFRONT with private rugged BEACH

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

10.0 out of 10, Exceptional, (223)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

10.0 out of 10, Exceptional, (100)
"Adorable place, roomy, quiet, upscale yet felt just like home. Will definitely stay again! "
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Newly Renovated Cozy Cove Cabin at White Anchor Inn

10.0 out of 10, Exceptional, (1)
"As advertised, comfy bed cozy cabin. Would stay again "
$212 nightly
The price is $231
Aug 31 - Sep 1
Total includes taxes and fees
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (10)
"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

8.8 out of 10, Excellent, (41)
"Had a great stay. Killer views!!"
$531 nightly
The price is $569
Sep 9 - Sep 10
Total includes taxes and fees
Phenomenal Home on Coast of Maine

Large beautiful ocean front studio with private dock

10.0 out of 10, Exceptional, (35)
"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, (135)
"Wonderful hosts, truly made guests feel welcomed and valued. "
$149 nightly
The price is $162
Aug 17 - Aug 18
Total includes taxes and fees
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, (6)
$235 nightly
The price is $257
Aug 18 - Aug 19
Total includes taxes and fees
Captain's Quarters 2BR Apartment. Walk to Everything!
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.