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

Southport Rentals

Filter

Popular Areas

From $3693 per night (USD)
VRBO
Indulge in Oceanfront Luxury: Primary Suites & Breathtaking Scenery
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
THIS HOME RENTS WITH A 4-NIGHT MINIMUM, JUNE-SEPTEMBER STAY FOR A WEEK FOR A SPECIAL RATE! ___________________________ ...
From $3693 per night (USD)
VRBO
From $675 per night (USD)
Expedia
NEW FOR 2024 | SEA MIST | 4 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
THIS HOME RENTS WITH A 7-NIGHT MINIMUM, JUNE-LABOR DAY 4-NIGHT MINIMUM IN FALL. STAY THE WEEK FOR A SPECIAL RATE! ____ ...
From $675 per night (USD)
Expedia
From $1343 per night (USD)
VRBO
Spacious Spruce Point Waterfront Retreat: Walk to the Inn & Enjoy Easy Access to Boothbay Harbor!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
THIS HOUSE RENTS WITH A 4-NIGHT MINIMUM STAY FOR A WEEK OR LONGER FOR A SPECIAL RATE! _________________________________ ...
From $1343 per night (USD)
VRBO
From $819 per night (USD)
Expedia
Edge Of The Sea | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS HOME RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER __________________________________________________________ ...
From $819 per night (USD)
Expedia
From $1163 per night (USD)
VRBO
CLIFF COTTAGE | TOWNSEND GUT | 4 Bed, 2.5 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBER 4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON. Welco ...
From $1163 per night (USD)
VRBO
Click For Pricing
Expedia
THE LEDGE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
THIS PROPERTY RENTS SATURDAY - SATURDAY, TWO WEEKS MINIMUM _____________________________________________________________ ...
Click For Pricing
Expedia
From $431 per night (USD)
VRBO
Beautiful Ocean Point Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
From $431 per night (USD)
VRBO
From $824 per night (USD)
Expedia
Beautiful Ocean Point Escape, Tennis courts and a short walk to The Wilson Chapel. Short walk to Grimes Cove for swimming.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Greyview Cottage was built in 1895 and is located in the heart of a thriving summer community where kids still ride thei ...
From $824 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Charming Cottage with Panoramic Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to our charming shingle style cottage nestled on Shore Road! As you step inside, the bright and airy atmosphere ...
From $452 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Seawood Sunset Cottage: Southport Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Seawood Sunset Cottage – Southport Island, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Built by an artist ...
From $310 per night (USD)
Expedia
From $910 per night (USD)
VRBO
Waterfront Home on Decker Cove
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sit out on the covered porch or open deck and enjoy the boating activity out on Townsend Gut and across the protected co ...
From $910 per night (USD)
VRBO
From $344 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 $344 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Woodlandview Lodge with Porch and Garden|Fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the rich heritage and peaceful atmosphere in Boothbay Harbor when you book a stay in our lovely Lodge Room! Ide ...
From $505 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Cottage at Island Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cottage at Island Point – Southport, Maine. Hosted by Of Sea and Pine, Maine Vacation Rentals Come experience the c ...
From $379 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ocean Breeze Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $407 per night (USD)
VRBO
From $835 per night (USD)
Expedia
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $835 per night (USD)
Expedia
From $662 per night (USD)
VRBO
Antiques Road Show at the Botanical Gardens this is the place to stay.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover this 3-bedroom gem in the highly desired Sprucewold area of Boothbay Harbor. This newly built house offers all ...
From $662 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Cozy Waterfront Cottage with Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Step into the charm of coastal Maine at The Lilly Pad, a lovingly restored 1940s cottage nestled on the tranquil shores ...
From $324 per night (USD)
Expedia
Click For Pricing
VRBO
4 Bedroom House in Ocean Point
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome to your perfect coastal escape! Nestled at the end of a private driveway, this charming 2-bedroom, 1.5-bath cott ...
Click For Pricing
VRBO
From $348 per night (USD)
Expedia
Charming 3-Bedroom Cabin with Beach Access and Forest Views in Boothbay Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to this peaceful cabin nestled in Sprucewold, Boothbay Harbor, Maine. The upstairs bedroom features a luxurious k ...
From $348 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Stunning home overlooking the water!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $425 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Adorable apartment in Boothbay Harbor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $296 per night (USD)
Expedia
From $1155 per night (USD)
VRBO
Miradon Ocean Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Miradon Ocean Estate affectionately known as “Ole Gusty”, is an extraordinary oceanfront retreat. Designed to showcase p ...
From $1155 per night (USD)
VRBO
From $587 per night (USD)
Expedia
Morning Sun | Spruce Point | 1 Bedroom | 1 Bathroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
THIS HOME RENTS WEEKLY, JUNE-SEPTEMBER. 4 NIGHT MINIMUM IN FALL. WEEKLY SPECIAL AVAILABLE! Morning Sun: Your Cozy Carr ...
From $587 per night (USD)
Expedia
From $962 per night (USD)
VRBO
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Situated on the Eastside of the quintessential Maine harbor town of Boothbay Harbor, this home is just a short walk acro ...
From $962 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Ship's Wheel - Charming Ocean View in Ocean Point!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Ship's Wheel, an awesome place to chill! Combine an authentic Maine camp with great amenities and linens, in ...
From $441 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Sail Loft - Upscale Oceanfront on a Pier near BBH!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water tha ...
From $449 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Ocean views, private beach, garden patio, red clay tennis, dock access, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover this brilliant 2-bedroom cottage in Boothbay Harbor. This fifth generation cottage features a cozy king bed and ...
From $429 per night (USD)
Expedia
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Enchantingly beautiful with views of Five Islands Harbor and Ocean
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautiful new home nestled in Five Islands with views of the harbor and ocean. Open concept kitchen/living room with a s ...
From $524 per night (USD)
Expedia
From $629 per night (USD)
VRBO
JONES COTTAGE - Town of Boothbay Harbor
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
THIS PROPERTY ONLY RENTS ON A SATURDAY TO SATURDAY SCHEDULE - 7 NIGHT MINIMUM REQUIRED ROOM LAYOUT: 1st Floor: Kitchen ...
From $629 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Gracious 4-bedroom house in Southport on Townsend Gut with a private pond.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This Southport Island house boasts 4 inviting bedrooms with 2 queen beds, 1 full bed, and 1 twin (convertible to king) i ...
From $600 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Oceanfront House with Deck, Cozy Loft, and Direct Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Five Islands Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Cedarbush Cabin - Waterfront Cottage - walk to Robinson's Wharf!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Mid-Century Modern Charm on the Waterfront! Discover the charm of coastal Maine at Cedarbush Cabin, a classic mid-centu ...
Click For Pricing
VRBO
From $501 per night (USD)
Expedia
Samoset House - Large Family Cottage - Water Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious Family Retreat with Stunning Water Views – Sheepscot Bay & River! Bring the whole family to this large, comfo ...
From $501 per night (USD)
Expedia
Click For Pricing
VRBO
Osprey Perch Cottage - Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy Getaway with Water Views - Southport! Nestled in a peaceful spot with beautiful water views, Osprey Perch Cottage ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Osprey Perch - Large Family Cottage - Waterfront
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
Stunning Cliffside Cottage with Harbor Views! Perched on a 50-foot cliff with breathtaking views of the harbor, Mouse I ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Colburn Cottage - Whole Home
Bedrooms:
2
Bathrooms:
7
Sleeps:
12
Perfect Family Vacation Spot on Capitol Island – Spacious Waterfront Retreat! Gather your loved ones and escape to this ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Colburn Cottage - Downstairs - Waterfront + Beach!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect Family Vacation Spot – Beachfront Bliss! This charming seaside retreat offers everything you need for a relaxin ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Cove Point House - Water Views of Decker's Cove!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Waterfront Retreat with Stunning Views of Decker's Cove - Southport! Relax and unwind at Cove Point House, a beautiful ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Colburn Cottage - Upstairs
Bedrooms:
1
Bathrooms:
5
Sleeps:
7
Perfect Family Vacation Spot – Coastal Comfort Awaits! Looking for the perfect place to unwind with the family? Welcome ...
Click For Pricing
Expedia
From $412 per night (USD)
VRBO
Charming 3-bedroom cottage in Southport with water views and close to Boothbay.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to a fabulous 3-bedroom cottage in Southport. This welcoming retreat features a queen bed, bunk bed, twin bed, an ...
From $412 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Spruce Ledge by Sea Maine
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and mo ...
From $595 per night (USD)
Expedia

Search Your Destination Now!

Southport Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 144 Rentals