Southport Holiday Rentals
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46 rentals in Southport.
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
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Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
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Updated Cottage on Water’s Edge with Deepwater Boat Dock!
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental
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Coastal Cottage - Panoramic Views - Pond & Nature
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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A Sweet Little Guest Cottage
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Charming Plumpoint Cottage On Southport Island
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Waterfront Cottage with a dock & float on Townsend Gut w/one floor living
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3 Bedroom Classic Maine Cottage, Close To Beach
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A Cozy Retreat on Southport Island
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Brand new in 2020 Cozy Cottage
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PINE CLIFF DWELLER | 2 Bed, 2 Bath
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Two-Story Family-Friendly Home w/Free WiFi, Deck, and Partial Ocean Views
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Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor
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Beachfront Delight with detached guesthouse, sunset views & private beach access
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Pratts Island Get Away
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Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic
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Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible
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Breathtaking Water Views on Southport Island
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Stunning oceanfront cottage w/ private deck and Atlantic views
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A Picturesque Cottage on Capitol Island, Maine
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LEDGEMERE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Waterfront Cottage with Private Dock
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Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
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Steamboat Landing Cottage
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Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
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Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
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Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
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Decker Cove Southport Paradise with Central Air Conditioning
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A SLICE OF HEAVEN | 4 Bed, 3 Bath
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished
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Oceanfront home
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PIFFI BIFF ON SOUTHPORT ISLAND | 5 Bed, 3 Bath
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Saltwater farmhouse on 2+ acres of waterfront with private dock
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Stunning Ocean Front Estate with a Private Dock
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CLIFF COTTAGE | TOWNSEND GUT | 4 Bed, 2.5 Bath
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Miradon Ocean Estate
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Seawood Sunset Cottage: Southport Island
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THE LEDGE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Home on Decker Cove
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW FOR 2024 | SEA MIST | 4 Bed, 1 Bath
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy Waterfront Cottage with Dock
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Generational Southport Property w/ Private Beach Newly Available for Rent!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cottage at Island Point
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-46 of 46
Frequently Asked Questions about Southport
- Yes, here are some popular holiday rentals in Southport that have a pool:
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
- Updated Cottage on Water’s Edge with Deepwater Boat Dock!
- Yes, here are some popular holiday rentals in Southport that have internet access:
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
- Updated Cottage on Water’s Edge with Deepwater Boat Dock!
- The best pet friendly rentals in Southport are:
- Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
- Coastal Cottage - Panoramic Views - Pond & Nature
- Waterfront Cottage with a dock & float on Townsend Gut w/one floor living
- Some of the most popular kid friendly rentals in Southport are:
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
- Coastal Cottage - Panoramic Views - Pond & Nature
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