Southport Island, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Southport Island, Maine on RentalSaver.com!

Southport Island Rentals

From $287 per night (USD)
VRBO
Stunning oceanfront cottage w/ private deck and Atlantic views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serene Newagen House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $287 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Romley House | Deck & New Luxe Kitchen | Near Boothbay Harbor
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Romley House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $254 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Beachfront Delight with detached guesthouse, private beach access, Dog-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Deep Cove Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $487 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Decker Cove Southport Paradise with Central Air Conditioning
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Brand new construction in 2019. 3 bed, 3 bath home. Partial view of Decker Cove from all bedrooms, walking distance to R ...
From $541 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Secluded Dog-Friendly Getaway w/ Free WiFi, Private Washer/Dryer, Furnished Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Island Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $353 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Decker Cove Cottage, new in 2020!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our cottage is brand new, built in 2020, Radiant Heat on both 1st and 2nd floor. Enjoy the tranquility of a cozy cottage ...
From $305 per night (USD)
Expedia
From $1144 per night (USD)
VRBO
Piffi Biff: Watch Whales & Lobster Boats from This Classic Oceanfront Gem!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. STAY THE ...
From $1144 per night (USD)
VRBO
From $1222 per night (USD)
Expedia
A SLICE OF HEAVEN | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
THIS HOME RENTS WEEKLY, FRIDAY - FRIDAY, JUNE, JULY, AND SEPTEMBER ONLY _______________________________________________ ...
From $1222 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Charming Two-Bedroom Ocean-View Cottage in Quiet Southport
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on Southport Island, this cottage is a dream for travelers looking to enjoy the slower pace of life. Sip your mo ...
From $202 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Charming 3-bedroom cottage in Southport with water views and close to Boothbay.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a fabulous 3-bedroom cottage in Southport. This welcoming retreat features a queen bed, bunk bed, twin bed, an ...
From $279 per night (USD)
VRBO
From $690 per night (USD)
VRBO
Stunning Renovated Waterfront Home with Private Deepwater Dock; Windows Galore!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
On the water with expansive views and a private deepwater dock on the property for your boat. This location cannot be be ...
From $690 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Updated Cottage on Water’s Edge with Deepwater Boat Dock!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the water with deepwater dock for your boat - this location cannot be beat. This cottage is located on Southport Isla ...
From $272 per night (USD)
VRBO
From $174 per night (USD)
VRBO
3 one-bedroom fully equipped cottages with free WIFI /weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Dockside Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + ...
From $174 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Waterfront Cottage With An Awesome View Of Capital And Burnt Island
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Two story home, with 3 bedrooms upstairs and Bathroom down stairs.Large living area with a beautiful view of the ocean a ...
From $189 per night (USD)
VRBO
From $536 per night (USD)
VRBO
Steamboat Landing Cottage: Water Views, Nearby Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Steamboat Landing - Southport Island, Maine. Nestled between Sheepscot Bay and Boothbay, Southport Island is connected ...
From $536 per night (USD)
VRBO
From $841 per night (USD)
VRBO
Saltwater farmhouse on 2+ acres of waterfront with private dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Hartwell House has origins in the 1770s and expanded in the 1800s and 1970s. It is in a protected cove off Ebenecook Ba ...
From $841 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Snowman Cottage -- Southport Enjoy water views of Cape Harbor and the open ocean from nearly every room in this 3-bedroo ...
From $315 per night (USD)
VRBO
From $164 per night (USD)
VRBO
Charming Plumpoint Cottage On Southport Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the serenity of beautiful Southport Island in a classic Maine cottage with a peek at Decker's Cove. Walk to Robins ...
From $164 per night (USD)
VRBO
From $164 per night (USD)
VRBO
3 Bedroom Classic Maine Cottage, Close To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Open floor plan cottage, on wooded, private lot, less than 5 minute walk to beautiful, perfect-for-kids beach. Well equ ...
From $164 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Only 12 minutes from Coastal Maine Botanical Gardens, home of Gardens Aglow. Welcome to this modern architectural gem tu ...
From $665 per night (USD)
Expedia
From $631 per night (USD)
VRBO
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Let it all go! Come here for peace and respite. Welcome to quintessential Maine summer living! Enjoy stunning ocean v ...
From $631 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Waterfront Retreat on Southport Island - Pet-Friendly, Sleeps 6
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to your coastal escape! This 3-bedroom, 1.5-bath waterfront home is tucked away on Southport Island, a hidden ge ...
From $437 per night (USD)
Expedia
From $1068 per night (USD)
VRBO
Miradon Ocean Estate: Expansive Ocean Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Miradon Ocean Estate affectionately known as “Ole Gusty”, is an extraordinary oceanfront retreat. Designed to showcase p ...
From $1068 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Cedar Cove was completed in 2023 and designed for tranquility: find yourself surrounded by woods and water, in a beauti ...
From $413 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Waterfront cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful Cottage on Southport Island with access to dock and kayaks. Cozy, the perfect getaway. Gorgeous sunsets. Priv ...
From $432 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Boothbay Open Plan 1- Bedroom Apt. Woods & Water. Southport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on Southport Island, we are near the water, and adjacent to Capitol Island. This detached garage apartment is sp ...
From $182 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Harborview Perch... spacious & open floorplan, privacy, harbor view, amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Harborview Perch": comfortable & inviting with spectacular, elevated views of Boothbay Harbor! "Harborview Perch" a ...
From $316 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Historical New England home, outdoor shower , Dog-friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Firehouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $266 per night (USD)
Expedia
Click For Pricing
VRBO
Remodeled Cottage with AC, Private W/D, Full Kitchen, and High-Speed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Little Cottage in the Woods Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
Click For Pricing
VRBO
From $367 per night (USD)
Expedia
Cozy Ocean Side Cottage with screened in Sun room! 5 minutes from Private beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
TheCottageAtFiveIslands.com The Cottage is a fully furnished 900 sq ft two bedroom with full kitchen, bathroom and livi ...
From $367 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy the peaceful tranquility of this lakefront retreat just 5 minutes from the quaint seaside shops and restauran ...
From $275 per night (USD)
VRBO
From $907 per night (USD)
VRBO
Newly Restored 1920's Vintage Boathouse.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Impeccably restored former boathouse. Very unique property that features a spectacular view of Boothbay Harbor and the o ...
From $907 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Charming coastal cottage with high-speed WiFi, furnished deck, gas grill, & dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Shutters Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $267 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Enjoyable 1-bedroom rustic cottage in Southport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Get ready to relax in this welcoming 1-bedroom rustic cottage in Southport. This gorgeous retreat features a cozy queen ...
From $229 per night (USD)
Expedia
From $1261 per night (USD)
VRBO
Ocean front cottage on a drive-on island in Boothbay Harbor, Maine
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Exquisitely maintained 5 bedroom/2 bathroom cottage right on the ocean. Family owned since 1891. Step back in time into ...
From $1261 per night (USD)
VRBO
From $916 per night (USD)
Expedia
Breathtaking Oceanfront Views, Private Dock & Osprey Nest at Merwick Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. WEEKLY SPECIAL AVAILABLE! ___ ...
From $916 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Southport ME Waterfront - Cozy Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Enjoy an island getaway on a private island off Southport, ME yet only 10 minutes to Boothbay Harbor. The house sits on ...
From $381 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Stunning Ocean Front Estate with a Private Dock
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Relax and unwind in this spacious and peaceful oceanfront setting just minutes from fine dining, hiking trails, shopping ...
From $921 per night (USD)
Expedia

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Southport Island Rentals

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Results: 38 Rentals