
Holiday rentals in Southport Island
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Top-rated holiday rentals in Southport Island
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Southport Island holiday rentals
Other great holiday rentals in Southport Island
Top guest favourite

Guest house in West Bath
5 out of 5 average rating, 35 reviewsSpruce Ledge Boathouse
Top guest favourite

Flat in Boothbay Harbor
4.98 out of 5 average rating, 82 reviewsPenthouse Master Bedroom
Top guest favourite

Home in Boothbay Harbor
5 out of 5 average rating, 19 reviewsTown’s End Cottage
Guest favourite

Home in Boothbay Harbor
4.97 out of 5 average rating, 96 reviewsThe Rowe House
Guest favourite

Home in Southport
5 out of 5 average rating, 9 reviewsSouthport, ME Waterfront- (Boothbay region)
Top guest favourite

Home in Phippsburg
5 out of 5 average rating, 9 reviewsHouse 18 minutes to Popham 9 minutes to Bath
Guest favourite

Home in Boothbay
5 out of 5 average rating, 6 reviewsMoon Tide Cottage with Rocky Coast Rentals
Top guest favourite

Flat in Wiscasset
5 out of 5 average rating, 62 reviewsBright apt on quiet Westport Isle with river view
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
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- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Funtown Splashtown USA
- Ferry Beach
- East End Beach
- Pemaquid Point Lighthouse
- Samoset Resort
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Dunegrass Golf Club
- Palace Playland
- Fox Ridge Golf Club
- Brunswick Golf Club
- Wolfe's Neck Woods State Park
- Pebbly Beach
- Crescent Beach State Park
- Portland Museum of Art
- Freddy Beach
- Prouts Neck Country Club
- Maine Maritime Museum
- Bradbury Mountain State Park