Southern Maine Vacation Rentals

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Make Southern Maine your next getaway

Characterized by its stunning rocky coastline, rolling mountains, parks, forests, and delicious seafood, Southern Maine is an American treasure no matter what time of year! With the White Mountains to the west, the Atlantic to the east, and the city of Portland towards the north, this beautiful area is a secluded gem. There's so much to explore when you stay in one of our Southern Maine vacation rentals.

Top Southern Maine property types

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House rentals

View 262 House rentals
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Cottages

View 81 Cottages
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Cabins

View 67 Cabins

Popular amenities for Southern Maine vacation rentals

Popular
Dog-friendly Hot tub Internet
Just Beachy
4 Bedroom | 3.5 Bath | Sleeps 10

Just Beachy - Kennebunk, ME

$334 avg / night
(excludes fees and taxes)
4.6 (35)
Coveside Carriage House
1 Bedroom | 1 Bath | Sleeps 4

Coveside Carriage House - Boothbay Harbor, ME

$141 avg / night
(excludes fees and taxes)
4.99 (69)
Après Chalet
4 Bedroom | 4 Bath | Sleeps 12

Après Chalet - Newry, ME

$383 avg / night
(excludes fees and taxes)
4.91 (22)
Casco Breeze
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Casco Breeze - Harpswell, ME

$168 avg / night
(excludes fees and taxes)
4.81 (48)
Riverbend Ski Retreat
1 Bedroom | 1 Bath | Sleeps 6

Riverbend Ski Retreat - Bethel, ME

$147 avg / night
(excludes fees and taxes)
4.67 (6)

View 530 more homes

Recent Southern Maine guest reviews

Great house, great veiw!
Adam B. | Feb 2026
Lovely unit. Private parking spot was a big plus. Walkable to old Port and all the great things to do in Portland.
Erin H. | Feb 2026
Our family of 5 had the best time skiing at Mt. Abram and relaxing at your chalet! It haf everything we needed for a long weekend. Thanks!
Parrie G. | Feb 2026
Southern Maine vacation rental FAQ

Yes, 208 of our Southern Maine homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 531 of our Southern Maine vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Southern Maine vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Southern Maine team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Southern Maine, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning


Kittery, ME

Often your first stop when entering vacation land in Maine is Kittery, a small coastal town near Portsmouth, NH. From lobster shacks, delicious restaurants, and shopping to kayaking and hiking, this great town has it all. Plus, it offers all the amenities of Maine with close proximity to New Hampshire and the city of Boston just 60 miles south.

Inland Maine

If you manage to tear yourself away from the rugged coastal attractions, inland Southern Maine has much to offer adventurers of all types. The town of Bethel provides a winter retreat with a great cross country ski scene, along with golfing in the summer. About 22 miles west of Portland, Sebago Lake also offers summertime fun with boating, swimming, fishing, and more.

Coastal towns in Maine

With 230 miles of coastline stretching from New Hampshire to Canada, it's easy to see why Maine's border with the Atlantic Ocean is its central selling point! Southern Maine vacation homes gravitate towards the adorable fishing towns and small cities of the coast.

Take a road trip along the many coastal towns from Kittery up to Portland, and enjoy great beaches, shops, and restaurants along the way. The small town of Ogunquit has a beautiful walkway along the ocean called Marginal Way. Nubble Lighthouse in York is also a popular historic site.

About 30 miles north of Portsmouth, the scenic coastal town of Kennebunk offers an array of fun activities. If you're in the area, stop by the President Bush Compound out on Walker's Point to take photos from a distance, then stroll through the picturesque streets of beautiful sea captain homes. From golfing and mountain biking to fishing and seafood, this historic coastal town offers something for everyone.

Portland, ME

Further north, about halfway up Maine's coastline, Portland is the state's most vibrant and populous city. The harbor provides lovely views of fishing and tourist boats coming and going, and nearby Commercial Street has plenty of shops and restaurants where you can enjoy the scenery.

With the ocean at hand, it's no wonder that Portland is known as a foodie heaven - there are endless options for dining on fantastic lobster, crab, clams, and more, not to mention numerous breweries to check out. There's also a wonderful arts scene to keep you occupied on rainy days. Our South Portland vacation rentals are always a nice home base for your visit.

Whether you're sampling lobster, hiking along the glittering coast, or exploring the deep woods, Southern Maine vacation rentals will not disappoint travelers of any age and interest.