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 $1029 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 $1029 per night (USD)
VRBO
From $359 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 $359 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Classic Waterfront Cottage on Townsend Gut - Southport! Perched right at the water’s edge on scenic Townsend Gut, Class ...
From $444 per night (USD)
VRBO
From $218 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 $218 per night (USD)
VRBO
From $196 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 $196 per night (USD)
VRBO
Click For Pricing
Expedia
Steamboat Landing Cottage: Water Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Steamboat Landing - Southport Island, Maine. Nestled between Sheepscot Bay and Boothbay, Southport Island is connected ...
Click For Pricing
Expedia
From $331 per night (USD)
VRBO
A Cozy Retreat on Southport Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cute-as-a-button waterfront cottage is located on Southport Island across the swing bridge from Boothbay Harbor. `P ...
From $331 per night (USD)
VRBO
From $1074 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 $1074 per night (USD)
VRBO
From $674 per night (USD)
VRBO
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 $674 per night (USD)
VRBO
From $327 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 $327 per night (USD)
VRBO
From $199 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 $199 per night (USD)
VRBO
From $199 per night (USD)
Expedia
3 one-bedroom fully equipped cottages with free WIFI /weekly rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Tan Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + resta ...
From $199 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Water's Edge - Waterfront Cottage on Southport - Wrap-Around Porch!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Charming Waterfront Cottage with Stunning Views of Townsend Gut - Southport! Nestled right on the waterfront of Townse ...
From $495 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Oceanview Cabin Retreat in Southport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The sound of the waves will greet you even before you can lay your eyes on the ocean. Sunset views from the front porch ...
From $699 per night (USD)
VRBO
From $238 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 $238 per night (USD)
Expedia
From $208 per night (USD)
VRBO
One bedroom in United States of America, Southport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tucked away on Southport Island is this little guest house for two. Located just across the swing bridge from Boothbay H ...
From $208 per night (USD)
VRBO
From $838 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 $838 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $742 per night (USD)
Expedia
Experience coastal charm at the Pine Cliff Dweller in Southport, ME.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Pine Cliff Dweller: Classic Coastal Comfort and Panoramic Views Perched on a cliff overlooking the entrance to Boothbay ...
From $742 per night (USD)
Expedia
From $1145 per night (USD)
VRBO
Experience lakeside luxury at Piffi Biff, a spacious 5-bedroom cabin on Southport, ME.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Piffi Biff: A Large Historic Home on Southport Island Welcome to Piffi Biff, a stunning historic cottage perched on the ...
From $1145 per night (USD)
VRBO
From $1061 per night (USD)
Expedia
A SLICE OF HEAVEN | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Luxury Oceanfront Living on Southport Island Step into a home that looks like it was plucked from the pages of a luxury ...
From $1061 per night (USD)
Expedia
From $489 per night (USD)
VRBO
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 $489 per night (USD)
VRBO
From $4638 per night (USD)
Expedia
Oceanfront Private Beach on Southport with Home Completely Remodeled in 2026
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Get ready to enjoy amazing afternoon sun on your own private sandy beach. The westerly facing house, deck, and beach ma ...
From $4638 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Cottage at Island Point; Charming Coastal Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cottage at Island Point – Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Come experienc ...
From $467 per night (USD)
VRBO
From $230 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 $230 per night (USD)
VRBO
From $515 per night (USD)
VRBO
Waterfront Retreat on Southport Island - Pet-Friendly, Sleeps 6
Bedrooms:
2
Bathrooms:
3
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 $515 per night (USD)
VRBO
From $1790 per night (USD)
Expedia
Raven Haven: A luxurious 6-bedroom waterfront retreat in stunning Southport, ME.
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
New For 2026! Raven Haven: A Majestic Coastal Retreat on Southport "My grandkids love the Ravens football team -- we cal ...
From $1790 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Ticket Office: Traveler’s Quaint Coastal Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Situated in the heart of midcoast Maine, the “Ticket Office” is the perfect stay for a quick coastal stay. This tiny hou ...
From $295 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Charming 4BR, 2BA Southport retreat for up to 8 guests.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pinecroft by Cottage Connection is a welcoming four-bedroom retreat in Southport, Maine, offering a comfortable and easy ...
From $795 per night (USD)
Expedia
From $863 per night (USD)
VRBO
Charming 3BR cottage with king bed and two twin rooms in Southport.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Snuggery: A Classic Maine Summer Home Reborn After a brief hiatus, we are thrilled to welcome The Snuggery back into ...
From $863 per night (USD)
VRBO
Click For Pricing
Expedia
New! Above garage loft style apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A modern, thoughtfully designed home offering comfort, style, and convenience. Ideal for solo travelers, couples, or bus ...
Click For Pricing
Expedia
From $656 per night (USD)
VRBO
Waterfont Southport, Maine Cottage - Beautifully appointed 3-bedroom getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Southport at this lovely house. With three bedrooms featuring two queen beds and a twin bed, ...
From $656 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Waterfront Southport Cottage w/ Private Dock Quiet Coastal Retreat.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Escape to the quieter side of coastal Boothbay Harbor at this classic waterfront cottage on beautiful Southport Island, ...
From $971 per night (USD)
Expedia
From $552 per night (USD)
VRBO
Charming coastal retreat, sleeps 8 with Newagen Seaside Inn Amenities!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to the Salty Dog Cottage… Located at the southern end of the island of Southport, our cottage provides everythin ...
From $552 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Relax in Blue Haven, a cozy 2-bedroom home in Southport, ME, perfect for 2-4 guests.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Haven: Modern Coastal Comfort Near Robinson's Wharf Welcome to Blue Haven, a beautifully renovated home on Southpo ...
From $445 per night (USD)
Expedia

Search Your Destination Now!

Southport Island Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 36 Rentals