Southport Vacation Rentals
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47 rentals in Southport.
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Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic House Featured in March 2015 House Beautiful Magazine!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Cheerful Southport Isle Waterfront Cottage, "An Tigin"
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Updated Cottage on Water’s Edge with Deepwater Boat Dock!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Saltwater farmhouse on 2+ acres of waterfront with private dock
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Plumpoint Cottage On Southport Island
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A cozy retreat with cove views on Southport Island2 bedrooms, 1 bath, sleeps
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Stunning oceanfront cottage w/ private deck and Atlantic views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Juniper Point Cottage with dock, screened porch, close boat traffic
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Decker Cove Southport Paradise with Central Air Conditioning
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Cottage w/ Deck 2 Mi to Boothbay Harbor
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Cottage With An Awesome View Of Capital And Burnt Island
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Escape to the Sounds of the Sea and Breathtaking Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Seawood Rural Island Retreat | Chef’s Kitchen, Loft & Yard | 5 Mins to Water
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Two-Story Family-Friendly Home w/Free WiFi, Deck, Partial Ocean Views, and Grill
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Expect spectacular sunrises and sunsets from this charming Maine guest cottage.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Cottage Sitting On The Water's Edge Of Townsend Gut
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
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3 one-bedroom fully equipped cottages with free WIFI /weekly rental
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Renovated Upstairs Apartment in 1790's Sea Captain's House on Deckers Cove
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Bedroom Classic Maine Cottage, Close To Beach
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Newly Renovated 3 B/2.5B Suite in 1790's Sea Captains House
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Cottage with a dock & float on Townsend Gut w/one floor living
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sweet Little Guest Cottage Perfect for Two
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Island Cottage with Water Views on Both Sides
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront home
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Log Cabin on Southport Isl,10 acres, 400' waterfrt, deepwater dock, sunset views
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Charming waterfront Cottage with Private Dock & Furnished Deck
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront cottage
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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THE LEDGE ON SOUTHPORT ISLAND | OCEAN FRONT | CHARMING SUMMER COTTAGE |
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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Waterfront Retreat & Guest House | Private Dock, Kayaks | Lovely Cove Views
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Capitol Island Retreat | Exceptional Oceanfront Views | Marina & Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Three Bedroom Cottage on Southport Island overlooking Decker Cove
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Contemporary Cottage Nestled in the Pines at The Ocean’s Edge
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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PINE CLIFF DWELLER ON SOUTHPORT ISLAND | OCEAN FRONT COTTAGE | PRIVATE DOCK &
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Steamboat Landing Cottage
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Southport Cottage with Pool and Tennis Court Access
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brand new in 2020 Cozy Cottage
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Southport Island Cottage | Deck & New Luxe Kitchen | Near Boothbay Harbor
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Delight with guesthouse, sunset views, and private beach access
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Waterfront Gem at Capitol Island with Screened Porch, Balcony & Clubhouse
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Estate on Pratt's Island w/ Bunk House & Loft - Near Dining
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Adorable Guest House W/ Kitchenette, Gas Grill, Free WiFi & Great Location!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Delightful Dog-Friendly Home/Cottage W/ Free WiFi, Stunning Views, Full Kitchens
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Southport Island Cottage-Walkable to Cozy Harbor!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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1
Frequently Asked Questions about Southport
- Yes, here are some popular vacation rentals in Southport that have a pool:
- 3 Bedroom Classic Maine Cottage, Close To Beach
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
- Yes, here are some popular vacation rentals in Southport that have internet access:
- 3 Bedroom Classic Maine Cottage, Close To Beach
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
- Some of the most popular kid friendly rentals in Southport are:
- 3 Bedroom Classic Maine Cottage, Close To Beach
- Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
- Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.