Holiday rentals in Southport

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Top-rated holiday rentals in Southport

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

Guest favourite

Guest house in South Bristol

4.98 out of 5 average rating, 342 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

15–22 Dec

₹12,886 per night
Guest favourite

Flat in Edgecomb

4.91 out of 5 average rating, 296 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

5–12 Dec

₹8,282 per night
Guest favourite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 324 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

16–23 Jan

₹13,702 per night

Popular amenities for Southport holiday rentals

Stay near Southport's top sights

The Spa at Spruce Point Inn3 locals recommend
Robinson's Wharf38 locals recommend
Boathouse Bistro | Tapas Bar & Restaurant30 locals recommend
Boothbay Lobster Wharf10 locals recommend
Boothbay Harbor Maine Puffin Cruises24 locals recommend
McSeagull’s Restaurant25 locals recommend

Other great holiday rentals in Southport

Guest favourite

Cottage in Southport

5.0 out of 5 average rating, 37 reviews

THE COVE: New England Charm / Sprinkle of Nautical

23–30 Sep

₹47,824 per night
Guest favourite

Cottage in Southport

5.0 out of 5 average rating, 17 reviews

Decker Cove Year Round Cottage

27 Oct – 3 Nov

₹16,444 per night
Guest favourite

Cottage in Boothbay

5.0 out of 5 average rating, 100 reviews

Cottage in the woods on Ocean Point

6–13 May

₹11,894 per night
Guest favourite

Tiny home in Georgetown

5.0 out of 5 average rating, 54 reviews

Studio Cabin on Pond+Near Beach+Porch+AC+FirePit

6–13 Nov

₹13,041 per night
Superhost

Home in Southport

5.0 out of 5 average rating, 4 reviews

Southport Island Cottage- Walkable To Cozy Harbor

16–23 Oct

₹30,707 per night
Guest favourite

Flat in Boothbay

5.0 out of 5 average rating, 25 reviews

The Chickadee's Nest

17–24 Jan

₹12,033 per night
Guest favourite

Cottage in Georgetown

4.98 out of 5 average rating, 98 reviews

Cottage on Todd Bay

21–28 Oct

₹13,530 per night
Guest favourite

Home in Southport

4.91 out of 5 average rating, 11 reviews

Cozy Harbor Waterfront

30 May – 6 Jun

₹47,733 per night
Superhost

Cottage in Southport

4.88 out of 5 average rating, 8 reviews

Steamboat Landing Cottage

10–17 Jan

₹57,595 per night
Guest favourite

Flat in Woolwich

5.0 out of 5 average rating, 25 reviews

Cozy, MidCoast Apartment

1–8 Jun

₹11,561 per night
Guest favourite

Home in Boothbay Harbor

5.0 out of 5 average rating, 68 reviews

Pinkham Cove - Water Front Cottage

7–14 Mar

₹31,509 per night
Guest favourite

Guest house in Brunswick

4.94 out of 5 average rating, 87 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

24–31 Dec

₹7,405 per night

Quick stats about holiday rentals in Southport

Total rentals

220 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

4.6T reviews

Nightly prices starting at

₹5,003 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Lincoln County
  5. Southport