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Vacation Rentals in Southport, ME and nearby

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All 85 Rentals in the Southport Area
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From
$458
Per Night
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1 / 22
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Southport
6 Bedrooms, 6 Bathrooms, Sleeps 12
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From
$900
Per Week
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1 / 12
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Southport
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$527
Per Night
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1 / 31
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Quiet Harbor East Boothbay
1 Bedroom, sleeps 2
$179 - $253 / night
152 LOOP ROAD | INDIAN POINT, GEORGETOWN, MAINE |
2 Bedrooms, sleeps 4
$374 - $495 / night
The Seahorse Boothbay Harbor
2 Bedrooms, sleeps 3
$190 - $212 / night
WHITELY’S WHARF | BARTER’S ISLAND | LEWIS COVE | BEAUTIFUL WATER VIEWS | OPEN WRAP-AROUND DECK
3 Bedrooms, sleeps 6
$418 - $528 / night
From
$462
Per Night
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1 / 35
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 7
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From
$545
Per Night
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1 / 34
Southport
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$442
Per Night
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1 / 31
Southport
3 Bedrooms, 3 Bathrooms, Sleeps 5
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From
$371
Per Night
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1 / 17
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$451
Per Night
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1 / 19
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$438
Per Night
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1 / 35
Southport
5 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$394
Per Night
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1 / 18
Southport
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$398
Per Night
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1 / 28
Southport
2 Bedrooms, 2 Bathrooms, Sleeps 4
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The following rentals are within 5 miles of Southport, Southport Island, Maine.

From
$229
Per Night
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1 / 18
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Arrowsic, ME
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed July 20, 2014
We have rented this cottage for 11 consecutive years, and it is truly the "best week of the year". It is immaculate and no detail has been overlooked. The owners are right next...
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From
$99
Per Night
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1 / 9
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Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed September 20, 2014
My husband and I are return visitors to Boothbay Harbor. Our choice of the 1890 House could not have been a better one! Karen P, our host, went out of her way to make our stay...
5 of 5 stars Reviewed October 20, 2013
My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B, which...
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From
$129
Per Night
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1 / 10
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East Boothbay, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed September 4, 2014
A comfy and clean cottage .Has a large deck with a spectacular view of the water. My sister and I spent our evenings sipping wine and listening to the waves lap against the rocks...
4 of 5 stars Reviewed July 7, 2014
Nice ocean view. Great location, not far from Boothbay Harbor, Pemaquid Lighthouse, and other main harbors and sights. Nice setup for a quick getaway. Clean and pet...
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From
$200
Per Night
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1 / 24
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Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 5
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4 of 5 stars Reviewed September 2, 2014
We found the cabin extremely quaint and accommodating. We enjoyed morning coffee on the screened in porch and made use of comfortable living room in the evenings. The owner was...
5 of 5 stars Reviewed August 5, 2014
This was our second year renting from the Taylors in their gorgeous cedar log cabin in Boothbay Harbor. It was great to be familiar with it, and to anticipate all that we were...
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From
$1,800
Per Week
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1 / 4
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East Boothbay, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$1,000
Per Week
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1 / 2
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Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$225
Per Night
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1 / 23
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Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$130
Per Night
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1 / 16
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Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed July 22, 2014
Loved cozy cottage, especially enjoyed morning coffee on the porch with its harbor views. It was great to be able to walk down the hill and cross the footbridge to the shops and...
5 of 5 stars Reviewed July 22, 2014
There is no better place on this earth to be than Boothbay Harbor in the summertime. The Cozy Cottage was ideal. Comfortable, charming, and so inviting. The front porch was a...
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From
$229
Per Night
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1 / 17
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Boothbay Harbor, ME
2 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed September 14, 2013
We spent a week in August at this property, We enjoyed the ability to walk to the shops and for meals to the local restaurants just a short distance away. Absolutely loved the...
2 of 5 stars Reviewed July 3, 2012
I have stayed in several rental properties year after year and I have never quite had an experience like this one - in fact all my other experiences have been positive. The condo...
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From
$125
Per Night
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1 / 9
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Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$258
Per Night
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1 / 9
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Georgetown, ME
3 Bedrooms, 1 Bathroom, Sleeps 6
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From
$130
Per Night
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1 / 10
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Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
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From
$329
Per Night
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1 / 7
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Boothbay Harbor, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$400
Per Night
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1 / 11
Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed September 24, 2014
It's not often you find a perfect vacation home. There's always something missing, a less than perfect view, noisy neighbors or an inconvenient location. NOT HERE! There are 3...
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From
$164
Per Night
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1 / 12
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Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed July 2, 2014
My family recently spent the week in the Portside condo and had such a fabulous time. The condo is beautifully furnished and maintained and right on the water. It is within...
5 of 5 stars Reviewed June 17, 2014
This lovely waterfront condo was cozy, comfortable, beautifully furnished, and very well equipped. It was so convenient to the shops and restaurants in the Boothbay Harbor area. A...
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From
$236
Per Night
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1 / 44
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Boothbay Harbor, ME
5 Bedrooms, 2 Bathrooms, Sleeps 10
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From
$105
Per Night
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1 / 24
Boothbay Harbor, ME
3 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed October 8, 2014
We rented Lakeside Cottage for a week's holiday. It was a perfect location, with a beautiful lake at the front door, and the ocean behind us. Easy drive to town and in fact to all...
5 of 5 stars Reviewed July 2, 2014
We stayed in the Lake View Cottage. The description doesn't do it justice and we loved it up there. Our son was especially excited that the beach was right across the way and that...
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From
$115
Per Night
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1 / 31
Georgetown, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed June 14, 2014
Scenic White Rocks cottage is ideally situated right on the water in friendly Georgetown, Maine. The cottage is delightfully cozy, has everything you could need and is situated...
5 of 5 stars Reviewed June 13, 2014
White Rocks defines the word cottage, a waterfront structure with charming quirks. It was designed and built by a boat builder and the water is closer than it looks in the...
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From
$1,500
Per Week
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1 / 22
Boothbay Harbor, ME
4 Bedrooms, 2 Bathrooms, Sleeps 7
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4 of 5 stars Reviewed August 15, 2014
Nice cabin feel with plenty of room inside and a nice big fenced in porch. The building was built in the early 1900's and still retains the old visible knob and tube wiring which...
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From
$4,500
Per Week
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1 / 27
Bayville, ME
6 Bedrooms, 4 Bathrooms, Sleeps 14
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From
$1,200
Per Week
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1 / 32
East Boothbay, ME
5 Bedrooms, 2 Bathrooms, Sleeps 8
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From
$1,025
Per Week
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1 / 26
Boothbay Harbor, ME
3 Bedrooms, 1 Bathroom, Sleeps 5
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From
$1,100
Per Week
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1 / 23
Arrowsic, ME
2 Bedrooms, 1 Bathroom, Sleeps 5
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From
$381
Per Night
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1 / 18
Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed July 27, 2014
This was our 2nd time here at Saltaire - and loved it again!! We were here 2 yrs ago with our 11 month old, and this time traveled with our 1yr and 3yr old children. A wonderful...
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From
$289
Per Night
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1 / 22
East Boothbay, ME
3 Bedrooms, 1 Bathroom, Sleeps 6
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From
$285
Per Night
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1 / 26
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$216
Per Night
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1 / 15
Georgetown, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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2 of 5 stars Reviewed June 28, 2014
I think perhaps this property would be great for one person but certainly not for a couple or a family. First of all, the bedroom downstairs has a full bed, not a queen as we were...
5 of 5 stars Reviewed August 29, 2013
Blackberry Cottage was wonderful. Located at the end of a slender peninsula south of Georgetown, Maine, it is located on a tidal bay. The bay goes from a sandy, walkable area to a...
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From
$216
Per Night
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1 / 10
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed September 28, 2014
We love comming to this cottage. It is one of the most relaxing places on earth. It has all the conviences of home with none of the stress. Close enought to loads of attractionsto...
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From
$257
Per Night
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1 / 11
East Boothbay, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability

  • Wheelchair access (3)
  • Elder access (10)
  • Suitable for children (16)
  • Pet friendly (40)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (61)
  • Grill (56)
  • Internet (40)
  • Fireplace (31)
  • Parking (27)
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Book Online(17)

Suitability

  • Wheelchair access (3)
  • Elder access (10)
  • Suitable for children (16)
  • Pet friendly (40)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (61)
  • Grill (56)
  • Internet (40)
  • Fireplace (31)
  • Parking (27)
  • View all amenities