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Southern Maine Vacation Rentals

1 - 42 of 60 rentals
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The East Ender - Portland, ME Vacation Rental

The East Ender

Portland, ME
2 Bed 1 Bath Sleeps 4
- - - 289 286 267 - - - 315 333 292 - - - - -
York Family Retreat - York, ME Vacation Rental

York Family Retreat

York, ME
8 Bed 4 Bath Sleeps 20
- - - - - - 318 315 - - - - - - - - -
York Starfish Haven - York, ME Vacation Rental

York Starfish Haven

York, ME
5 Bed 2.5 Bath Sleeps 9
- - - - - - 469 489 629 - - - - - - - 629
 Knotty Dream - Scarborough, ME Vacation Rental

Knotty Dream

Scarborough, ME
0 Bed 1 Bath Sleeps 2
- 129 - - - - - - - - - 129 129 - - 129 -
Nubble  Light Beach House - York, ME Vacation Rental

Nubble Light Beach House

York, ME
5 Bed 2.5 Bath Sleeps 9
343 - - - - - - 338 - - - - - - - - 477
Thisgood Meadows - Kennebunk, ME Vacation Rental

Thisgood Meadows

Kennebunk, ME
4 Bed 1.5 Bath Sleeps 8
- - - - - - - - - - 415 - - - - - -
The Cottage at Long Sands - York, ME Vacation Rental

The Cottage at Long Sands

York, ME
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - 277 - -
Wellington Manor 215 - Wells, ME Vacation Rental

Wellington Manor 215

Wells, ME
0 Bed 1 Bath Sleeps 4
107 - - 117 118 123 116 - - - 115 117 116 129 123 - -
Camp Ellis Cottage - Saco, ME Vacation Rental

Camp Ellis Cottage

Saco, ME
3 Bed 1.5 Bath Sleeps 9 (7 Adults Max)
350 - - - - - - - - - - - - - - - -
Necessary Escape - York, ME Vacation Rental

Necessary Escape

York, ME
2 Bed 1 Bath Sleeps 4
193 - - 200 215 215 215 202 - - 204 214 198 - - - -
Surf Lane Escape - Kennebunk, ME Vacation Rental

Surf Lane Escape

Kennebunk, ME
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Sea Marsh Escape  - Wells, ME Vacation Rental

Sea Marsh Escape

Wells, ME
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Paradise Cove - Wells, ME Vacation Rental

Paradise Cove

Wells, ME
1 Bed 2 Bath Sleeps 6 (4 Adults Max)
- - - - - - - - - - - - - - - - -
The Retreat at Little Pond - Sanford, ME Vacation Rental

The Retreat at Little Pond

Sanford, ME
2 Bed 1 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Little Sea Star Castle - York, ME Vacation Rental

Little Sea Star Castle

York, ME
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - 381
Historic Charmer - Kennebunk, ME Vacation Rental

Historic Charmer

Kennebunk, ME
3 Bed 1.5 Bath Sleeps 8
- 313 - - - - - - - - - - - - - - -
Ocean Breezes - Wells, ME Vacation Rental

Ocean Breezes

Wells, ME
0 Bed 1 Bath Sleeps 4
- - 106 - - - - - - - - 93 - - - - -
The Artist Shack - Wells, ME Vacation Rental

The Artist Shack

Wells, ME
1 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Summer Sands Studio - Wells, ME Vacation Rental

Summer Sands Studio

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - 104 - - - 104 - - - 98 - - - - -
The Hoxie House - Old Orchard Beach, ME Vacation Rental

The Hoxie House

Old Orchard Beach, ME
5 Bed 2 Bath Sleeps 10
- - - 358 - - - - - - 379 383 - - - - -
David's Hideaway - York, ME Vacation Rental

David's Hideaway

York, ME
3 Bed 2 Bath Sleeps 6
- - - 232 235 - - - - - - - - - - - -
Old Port Charmer - Portland, ME Vacation Rental

Old Port Charmer

Portland, ME
3 Bed 1 Bath Sleeps 6
- - - - - - 296 297 - - 299 - - - - - -
Post Road Charmer - Wells, ME Vacation Rental

Post Road Charmer

Wells, ME
2 Bed 1 Bath Sleeps 4
- - - 159 - - - - - - - - - - - - -
Sea Rose - York, ME Vacation Rental

Sea Rose

York, ME
1 Bed 1 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
The Dunegrass Cottage - Old Orchard Beach, ME Vacation Rental
- - - - - - 329 329 - - 371 - - - - - -
Quintessential Room by the Sea - Wells, ME Vacation Rental
- 111 - - - - - - - - - - - - - - -
The Lighthouse Getaway - Wells, ME Vacation Rental

The Lighthouse Getaway

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - 105 117 - - -
Meme's Ocean Haven - Old Orchard Beach, ME Vacation Rental

Meme's Ocean Haven

Old Orchard Beach, ME
2 Bed 1.5 Bath Sleeps 5
- - - - 264 265 - - - - - - - - - - -
Cozy Wells Oasis - Wells, ME Vacation Rental

Cozy Wells Oasis

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - - - - - - - - 108 - - - - - -
The Post Road Cottage - Wells, ME Vacation Rental

The Post Road Cottage

Wells, ME
1 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
Sea Spray Village Getaway - Wells, ME Vacation Rental

Sea Spray Village Getaway

Wells, ME
2 Bed 1 Bath Sleeps 4
- - - - - - - - - - - 156 - - - - -
Wellington Manor 126 - Wells, ME Vacation Rental

Wellington Manor 126

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - - - - - - - - - - - - - - -
At Ease On Long Sands - York, ME Vacation Rental

At Ease On Long Sands

York, ME
4 Bed 3.5 Bath Sleeps 8
- - - - - 819 816 - - - - 810 835 869 827 - -
Summer Winds - Wells, ME Vacation Rental

Summer Winds

Wells, ME
0 Bed 1 Bath Sleeps 4 (2 Adults Max)
103 - - 107 - - - - - - - - 100 - - - 122
The Eastern Avenue Cottage - Wells, ME Vacation Rental

The Eastern Avenue Cottage

Wells, ME
2 Bed 1 Bath Sleeps 5
- - - - - - - - - - - - - - - - -
Wellington Manor 224 - Wells, ME Vacation Rental

Wellington Manor 224

Wells, ME
0 Bed 1 Bath Sleeps 4
- - 114 - - - - - - - - - 109 129 123 - -
Surfside - Cape Elizabeth, ME Vacation Rental

Surfside

Cape Elizabeth, ME
2 Bed 1 Bath Sleeps 4
- - - 229 244 243 230 - - - - - - 223 223 - -
Grandeur On The Green - Kennebunkport, ME Vacation Rental

Grandeur On The Green

Kennebunkport, ME
5 Bed 3.5 Bath Sleeps 14
509 - - - - - - - - - 561 589 584 581 533 - -
Sweet EmOcean - Ogunquit, ME Vacation Rental

Sweet EmOcean

Ogunquit, ME
4 Bed 3 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Sandy Toes Escape - Wells, ME Vacation Rental

Sandy Toes Escape

Wells, ME
0 Bed 1 Bath Sleeps 4
- - - - - - - - - 120 - - - - - - -
 Cove View - Wells, ME Vacation Rental

Cove View

Wells, ME
3 Bed 3 Bath Sleeps 10
- - - - - - - - - - - - - - - - -
Two-Bedroom House Steps to Wells Beach  - Wells, ME Vacation Rental
- - - - 218 218 - - - - - - - - - - 211
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About 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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