Southern Maine Vacation Rentals

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USA > Maine > Southern Maine

Make Southern Maine your next getaway—choose from 137 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


House rentals

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Condo rentals

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Southern Maine vacation rentals for every getaway

Dog-friendly Hot tub Internet
Seafarer Resort- Can't Quit Ogunquit 3D Tour
1 Bed | 1.5 Bath | Sleeps 6 (4 Adults Max)

Seafarer Resort- Can't Quit Ogunquit - Ogunquit, ME

From $134
On Da Beach at Camp Ellis 3D Tour
2 Bed | 1.5 Bath | Sleeps 6

On Da Beach at Camp Ellis - Saco, ME

From $584
Union Street Retreat 3D Tour
2 Bed | 1 Bath | Sleeps 4

Union Street Retreat - Kennebunkport, ME

From $160
Belle Of Maine Condo 108 3D Tour
1 Bed | 1 Bath | Sleeps 4

Belle Of Maine Condo 108 - Wells, ME

From $91
Wellington Manor 130 3D Tour
0 Bed | 1 Bath | Sleeps 4

Wellington Manor 130 - Wells, ME

From $109

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Recent Southern Maine vacation rental reviews

The condo was beautifully decorated and very clean. It was close to restaurants shops and the beach. We were able to go downstairs in the morning to get breakfast and our coffee. Don’t let the outside fool you because the inside is stunning. The only negative is the hallway going up the stairs it could’ve been cleaner. Other than that we had an amazing time. We will definitely return next year.
Elizabeth A. | Sep 2021
My family (6 adults and 2 9-year olds) had a wonderful long weekend at these two cottages. There is so much space - and all of it was very clean and comfortable - for everyone though we spent most of our time out on the chairs and picnic tables looking at the ocean. It was really nice having the firepit. It was a very comfortable walk into town.
Ingrid L. | Sep 2021
The home was beautiful. Very well stocked. Coffee maker and Keurig. Plenty of pots, pans, dishes, etc; as well as extra sheets, towels, pillows, blankets. Even has a wine fridge! We loved the deck. Quiet neighborhood, backyard very private. Great neighborhood to walk to dog. The Webber grill was awesome! The beds were comfortable. Mini splits in the master and living room kept us cool when it was muggy. Home is very spacious, plenty of room to spread out and not feel like we were on top of each other. Open kitchen, dining, living room so we could all be together. Very clean with extra paper towels, toilet paper, trash bags. It was a 10 minute walk to short sands beach, quick 5 minute drive to the Nubble and 3 minutes to Long sands. My only complaint is the check in time, 4pm. By the time you get in the house, unpack, etc. the day is sort of gone and feels like a waste. But other than that we loved this rental and would definitely stay here again!
Kristina G. | Sep 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.