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Vacation rentals in Southport

Vacation rentals in Southport

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Southport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cliff House - Premier Ocean Front Fall Specials
Entire cottage · 6 guests · 4 beds · 2.5 baths

Cliff House - Premier Ocean Front Fall SpecialsLocated in the Juniper Point community, Cliff House is both private and connected to the activities of a vibrant and welcoming traditional summer vacation resort. There is no more beautiful spot on the Maine coast. Comfortable both indoors and outdoors, it is full of light and charm, surrounded by ocean, trees, osprey, seagulls, seals and the occasional bald eagle. Within sight is a dock for swimming or boating, and up the road 200 yards are clay tennis courts. Wifi is excellent.

Cottage on Todd Bay
SUPERHOST
Entire cottage · 6 guests · 4 beds · 1.5 baths

Cottage on Todd BayThe cottage is fully booked for the autumn, but there may be cancellations, and we're beginning to take next season's reservations starting in May. We may need to raise our nightly rate, but you can reserve at this season's prices until the New Year. We thank all of our guests who came in 2020 and managed to have a good time in spite of quarantining, masking, and social distancing. We're looking forward to a beautiful, quiet autumn here -- and new guests on Todd Bay in 2021!

Vintage Airstream on the coast.
SUPERHOST
Camper/RV · 2 guests · 1 bed · 1 bath

Vintage Airstream on the coast.⚠️ If traveling from out of state, please see Maine’s government site for travel restrictions and quarantine information. Our property is on the coast of Maine. We are on the Sheepscot River, a tidal river that leads to the Atlantic and Boothbay Harbor You’ll love our place because of the outdoors space and quiet neighborhood. It is great for couples, families (with kids), and furry friends (pets). Note: Cell service is spotty here.

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Popular amenities for Southport vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Southport

The Coal Shack: Harborfront Studio
Entire house
The Coal Shack: Harborfront Studio
Sunnymeade
SUPERHOSTEntire apartment
Sunnymeade
Oceanfront Cottage, Maine Midcoast, Indian Point
Entire house
Oceanfront Cottage, Maine Midcoast, Indian Point
Southport Island Cottage with Deck, Chef's Kitchen
Entire cottage
Southport Island Cottage with Deck, Chef's Kitchen
CHARMING CABIN: lakefront,nestled in nature,canoe
SUPERHOSTEntire cabin
CHARMING CABIN: lakefront,nestled in nature,canoe
Charming Cottage with a deep water dock and float
SUPERHOSTEntire house
Charming Cottage with a deep water dock and float
Seaside Apartment for Two
SUPERHOSTEntire apartment
Seaside Apartment for Two
Chic Boothbay Harbor Studio Cabin
Entire bungalow
Chic Boothbay Harbor Studio Cabin
Ocean Harbor apartment
SUPERHOSTEntire apartment
Ocean Harbor apartment
Harbor's Edge
Entire cottage
Harbor's Edge
Cozy Pemaquid Hide-a-way
SUPERHOSTEntire house
Cozy Pemaquid Hide-a-way
Walkable Boothbay Harbor Home with Cottage
SUPERHOSTEntire house
Walkable Boothbay Harbor Home with Cottage
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