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Portland and Casco Bay Area Long Term Cottage Rentals(66)

66 Results
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$168 - $190
per night
4 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
4 - 7 night minimum stay
(6)
$200 - $310
per night
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 3 night minimum stay
(11)
$400 - $416
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(11)
$2,200
per week
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
$105 - $145
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(15)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(5)
$155
per night
5 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 night minimum stay
(13)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 90 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(11)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(4)
$2,800 - $3,200
per week
7 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
$182 - $220
per night
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(4)
$1,400
per week
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night minimum stay
1 Review
$200
per night
3 night minimum stay
  • 4 BR,
  • 1 BA,
  • Sleeps 8
3 night minimum stay
(4)
$2,000
per week
4 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 31 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
(3)
$132 - $200
per night
3 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$90 - $110
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
1 Review
$142 - $230
per night
5 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
5 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 6
5 - 7 night minimum stay
(14)
  • 4 BR,
  • 1 BA,
  • Sleeps 5
(3)
$850 - $950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
$2,000 - $3,000
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(3)
$233 - $1,700
per week
7 - 90 night minimum stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 4
7 - 90 night minimum stay
$1,500 - $2,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(6)
 

Recent Portland and Casco Bay Area Reviews

Rustic charm on Baily Island

5 of 5
My boyfriend and I stayed at windward ho for our anniversary in September, and it couldn't have been more perfect. The location is ideal with a view of the water. There is also beach access a short walk away. The cottage is well equipped with wifi, plenty of outlets, and everything you need in the kitchen. Although, it has plenty of modern amenities it also still has a rustic charm that is just want I wanted on a trip to Maine. Joan was very helpful and nice. I definitely would love to come back for a longer stay next year!
  • Submitted: Sep 30, 2014
  • Stayed: Sep 2014

Better Late than Never

4 of 5
We stayed for a week in your beautiful "cottage". Everything was perfect, especially having Lexi grazing in the yard next to us. The view from the deck was just wonderful while enjoying our coffee in the morning, glass of wine in the evening. My friend and I have both been to Bailey Island and thus the reason for coming back. Our memories of being there in the past with loved ones will live on forever . We love the Giant Stairs and being near Brunswick, and also the few restaurants on the island. We would definitely recommend the cottage and of course the location.
  • Submitted: Sep 29, 2014
  • Stayed: Jul 2014

Perfect Family Vacation

5 of 5
We are repeat renters- my family has rented Rockledge Cottage six times. This cottage is located on the best spot of the nicest beach (in our opinion) in Maine. You are able to see the ocean and hear the waves from virtually any room in the cottage. It is also very private. The cottage has a history, and the layout is unusual because it has been built onto the side of a rock. The kids love their bedrooms (one room has a reading nook with its own window and ladder!); another room sits on the top of the cottage with panoramic views on all four sides and has its own washroom. The kitchen was recently renovated and is very functional and charming. Cell phones and wifi always work. The owner has really thought of everything. At low tide you can usually walk to two islands just offshore. The beach is very long and never crowded. Percy's and Spinney's are a pleasant walk away through the woods (or along the beach) and there are lots of things to do in the immediate area - hiking, restaurants, shopping in Freeport, exploring Bath, Portland and the little towns up the coast. My family is always sad to leave Rockledge. The kids always ask to come back, despite the long drive from Toronto.
  • Submitted: Sep 25, 2014
  • Stayed: Aug 2014