Southern Maine Vacation Rentals

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USA > Maine > Southern Maine

Make Southern Maine your next getaway—choose from 131 great vacation rentals

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.

Explore Southern Maine house rentals, cottages, condo rentals, and more

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House rentals

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Cottages

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Condo rentals

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Southern Maine vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Lil' Cottage Retreat 3D Tour
2 Bed | 1 Bath | Sleeps 4

Lil' Cottage Retreat - York, ME

From $160
Ocean Nest Unit 6
2 Bed | 2 Bath | Sleeps 4

Ocean Nest Unit 6 - Old Orchard Beach, ME

From $145
Old Orchard Beach House 3D Tour
4 Bed | 2 Bath | Sleeps 12

Old Orchard Beach House - Old Orchard Beach, ME

From $302
Vitamin Sea Unit 7
1 Bed | 1 Bath | Sleeps 2

Vitamin Sea Unit 7 - Old Orchard Beach, ME

From $123
Belle Of Maine Condo 106 3D Tour
1 Bed | 1 Bath | Sleeps 4

Belle Of Maine Condo 106 - Wells, ME

From $98

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Recent Southern Maine vacation rental reviews

Great location, views and layout. We had 3 generations attending a family wedding in York. Everyone had the privacy they needed. The common area was beautiful with views to the ocean. I would highly recommend.
Nancy K. | Jun 2021
My girlfriends and I enjoyed an awesome stay at this beautiful home! It is spacious and the location right across from Long Sands Beach is perfect! It was very clean when we arrived. The kitchen is amazing and very well appointed. The deck overlooking the ocean is where we spent most of our time enjoying coffee in the morning and wine later in the day. We will be back!
Stephanie O. | Jun 2021
A very quiet, homey place!
Nancy H. | Jun 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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.