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Southern Maine Vacation Rentals

1 - 24 of 24 rentals
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The Beach House - Old Orchard Beach, ME Vacation Rental

The Beach House

Old Orchard Beach, ME
4 Bed 1.5 Bath Sleeps 10
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Historical York Ocean View Retreat - York, ME Vacation Rental

Historical York Ocean View Retreat

York, ME
5 Bed 1.5 Bath Sleeps 10
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York Family Retreat - York, ME Vacation Rental

York Family Retreat

York, ME
8 Bed 4 Bath Sleeps 20
- 215 215 215 215 - - 215 255 255 255 240 - - 240 255 255
York Starfish Haven - York, ME Vacation Rental

York Starfish Haven

York, ME
5 Bed 2.5 Bath Sleeps 9
- - 140 145 140 - - 145 190 190 190 180 - - 180 190 190
Nubble  Light Beach House - York, ME Vacation Rental

Nubble Light Beach House

York, ME
5 Bed 2.5 Bath Sleeps 10
150 150 150 150 150 150 150 150 160 160 160 160 265 265 160 160 160
The Dunegrass Cottage - Old Orchard Beach, ME Vacation Rental
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Woodland - Portland, ME Vacation Rental

Woodland

Portland, ME
3 Bed 1.5 Bath Sleeps 8
- 90 99 99 90 - - - - - - - - - 99 115 115
The Post Road Cottage - Wells, ME Vacation Rental

The Post Road Cottage

Wells, ME
1 Bed 1 Bath Sleeps 4
- - - - - - - - 75 75 75 75 99 99 75 75 75
Cozy Wells Oasis - Wells, ME Vacation Rental

Cozy Wells Oasis

Wells, ME
0 Bed 1 Bath Sleeps 4
70 70 70 70 70 90 90 70 75 75 75 75 99 99 75 75 75
Grand Avenue Escape - Old Orchard Beach, ME Vacation Rental
- - - - - - - - 130 135 135 135 180 180 135 135 135
Little Sea Star Castle - York, ME Vacation Rental

Little Sea Star Castle

York, ME
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - 190 195
Grandeur On The Green - Kennebunkport, ME Vacation Rental

Grandeur On The Green

Kennebunkport, ME
5 Bed 3.5 Bath Sleeps 14
400 400 400 400 400 400 400 400 400 400 400 400 400 400 400 400 400
The Shore Road Escape - Cape Elizabeth, ME Vacation Rental
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David's Hideaway - York, ME Vacation Rental

David's Hideaway

York, ME
3 Bed 2 Bath Sleeps 6
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The Artist Shack - Wells, ME Vacation Rental

The Artist Shack

Wells, ME
1 Bed 1 Bath Sleeps 4
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Willard Square Getaway - South Portland, ME Vacation Rental
- - - - - - - - - - - - - - - 135 140
Cozy Wells Getaway - Wells, ME Vacation Rental

Cozy Wells Getaway

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - - - - - - 70 70 70 70 99 99 70 70 70
As Good As It Gets - Kennebunkport, ME Vacation Rental

As Good As It Gets

Kennebunkport, ME
3 Bed 2.5 Bath Sleeps 9
- 169 169 169 169 169 169 169 169 169 169 169 175 175 169 169 169
Willard Square Overlook - South Portland, ME Vacation Rental
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Drakes Island Luxury Ocean Retreat - Wells, ME Vacation Rental
190 195 195 195 195 235 235 195 360 360 360 360 450 450 360 360 360
Willard Retreat - South Portland, ME Vacation Rental

Willard Retreat

South Portland, ME
2 Bed 1 Bath Sleeps 6
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The Ocean Street Barn House - South Portland, ME Vacation Rental
90 99 99 99 99 125 125 99 135 - - - - - - - -
The Beach House at Kennebunk - Kennebunk, ME Vacation Rental

The Beach House at Kennebunk

Kennebunk, ME
5 Bed 4.5 Bath Sleeps 10
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The Mountain Road Estate - York, ME Vacation Rental

The Mountain Road Estate

York, ME
4 Bed 3 Bath Sleeps 8
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About Southern Maine

Southern Maine rated 4.8 out of 5 based on 212 reviews Southern maine ,
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!

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

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!

Photo credit: Allan Wood Photography via Shutterstock
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