Vacation rentals in Southport

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Top-rated vacation rentals in Southport

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

Guest favourite

Guesthouse 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)

Jan. 19 – 26

$245 CAD per night
Guest favourite

Apartment 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.

Oct. 21 – 28

$147 CAD per night
Guest favourite

Guesthouse in Harpswell

4.95 out of 5 average rating, 428 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

Nov. 5 – 12

$203 CAD per night

Popular amenities for Southport vacation 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 vacation rentals in Southport

Guest favourite

Guest suite in Boothbay

4.95 out of 5 average rating, 86 reviews

Linekin Guest Suite

Apr. 22 – 29

$122 CAD per night
Guest favourite

Cottage in Southport

5.0 out of 5 average rating, 37 reviews

THE COVE: New England Charm / Sprinkle of Nautical

Feb. 24 – Mar. 3

$881 CAD per night
Guest favourite

Cottage in Southport

5.0 out of 5 average rating, 17 reviews

Decker Cove Year Round Cottage

Oct. 26 – Nov. 2

$319 CAD per night
Guest favourite

Cottage in Boothbay

5.0 out of 5 average rating, 100 reviews

Cottage in the woods on Ocean Point

May 6 – 13

$211 CAD per night
Guest favourite

Tiny homes in Georgetown

5.0 out of 5 average rating, 54 reviews

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

Nov. 7 – 14

$248 CAD per night
Superhost

Home in Southport

5.0 out of 5 average rating, 4 reviews

Southport Island Cottage- Walkable To Cozy Harbor

Oct. 16 – 23

$545 CAD per night
Guest favourite

Apartment in Boothbay

5.0 out of 5 average rating, 25 reviews

The Chickadee's Nest

Oct. 23 – 30

$235 CAD per night
Guest favourite

Cottage in Georgetown

4.98 out of 5 average rating, 98 reviews

Cottage on Todd Bay

Oct. 21 – 28

$240 CAD per night
Guest favourite

Home in Southport

4.91 out of 5 average rating, 11 reviews

Cozy Harbor Waterfront

May 30 – Jun. 6

$880 CAD per night
Superhost

Cottage in Southport

4.88 out of 5 average rating, 8 reviews

Steamboat Landing Cottage

Jan. 10 – 17

$1,087 CAD per night
Guest favourite

Home in Boothbay Harbor

5.0 out of 5 average rating, 68 reviews

Pinkham Cove - Water Front Cottage

Mar. 6 – 13

$592 CAD per night
Guest favourite

Apartment in Woolwich

5.0 out of 5 average rating, 25 reviews

Cozy, MidCoast Apartment

Jun. 1 – 8

$205 CAD per night

Quick stats about vacation 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

4.6K reviews

Nightly prices starting at

$82 CAD before taxes and fees

Destinations to explore

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