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Portland and Casco Bay Area Vacation Rentals with pool(44)

44 Results
  • 7 BR,
  • 7 BA,
  • Sleeps 12
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
$500
per night
2 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
1 Review
$1,700
per week
7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
$160
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(12)
  • 9 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night minimum stay
(3)
$295 - $680
per night
3 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
3 - 6 night minimum stay
(8)
$200 - $429
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
2 Reviews
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
$8,000
per week
7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
$950
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 20
  • 2 BR,
  • Sleeps 5
7 night minimum stay
25 more choices from the HomeAway Network
  • 4 BR,
  • 2 BA,
  • Sleeps 7
2 - 3 night minimum stay
(3)
$275 - $400
per night
2 - 5 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
1 Review
$325
per night
5 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
5 night minimum stay
$1,430
per night
2 - 7 night minimum stay
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 7 night minimum stay
(11)
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
$1,975
per week
7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
(3)
$286
per night
1 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
1 - 3 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 Reviews
$229 - $257
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 14
2 night minimum stay
(24)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
(3)
$950 - $1,200
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(3)
 

Recent Portland and Casco Bay Area Reviews

Ideal home for Chebeague Island vacation

5 of 5
It's difficult to do this house justice in a review here, but I'll give it a try. The house is a short hop from the ferry, and sits atop a knoll with superb sunset views over Casco Bay towards Cousins Island. Two tennis courts and the Great Chebeague Golf Course sit immediately across the road. The grounds around the house are well-tended, and there is plenty of room for a friendly (or in our case, highly competitive) game of croquet or cross-country bocce. The interior of the house has been refinished with all the conveniences, and light pours into the living space off the kitchen. The main house has plenty of room for family and friends, with additional space in the bunkhouse for a pile of kids. There is also an extra fridge in the bunkhouse, which takes care of food storage for a week. Once you've gotten your bearings in the house, throw a leg over your bicycle and roam. The beaches are fabulous on the northeastern edge of the island, and the rocky bluffs overlooking looking south from Deer Point will offer you welcome sanctuary. You can try for catching squid at night off the pier at Casco Bay landing (we caught a sack full), stop in the museum for curiosities, or have a cup of tea on the porch at the Niblic watching sailboats circle around Crow Island. For that matter, sign up for a bit of sailing at the Chebeague Island Sailing School, and be in the sailboat that someone at the Niblic is watching. There can be no higher recommendation for this house that I can give than this: we will go back next summer, and every other summer we can manage it. I recommend that you rent this house, too. Just please don't try to book it for the week we are there!
  • Submitted: Mar 8, 2015
  • Stayed: Aug 2014

Wonderful Fall Getaway on the Water

5 of 5
We spent a splendid, blissful week at Kap's home in Freeport. It offered all the amenities that were advertised. It's impeccably clean, an idyllic setting with gorgeous views of the bay, and is wonderfully appointed. Our son, a Bowdoin alumnus, particularly liked its close proximity to the college -- it was homecoming weekend -- and the hot tub that provided a comfy way to take in the amazing night sky. We enjoyed the surprisingly balmy weather, fall leaves, and nearby attractions and shopping (Freeport outlets, Bow Street Market). An afternoon trip to the botanic gardens in Boothbay was very worthwhile. Our thanks to Kap and her attentive and helpful property manager, Lisa, for providing excellent customer service. We hope to make a return visit and would certainly recommend the property to others.
  • Submitted: Nov 5, 2014
  • Stayed: Oct 2014

Peaceful!

4 of 5
A quaint little guest house on a lovely farm. It was perfect for us, well equipped kitchen, washer and dryer and plenty of space. Well located in an idyllic, pastoral area outside of portland. Not to far if you want to visit Kennebunkport or Portland but quiet and away from it all. My son loved the owner's dog and their chickens! We had a couple dinners that we made with produce from their garden and eggs from the hens. Highly recommend!
  • Submitted: Sep 14, 2014
  • Stayed: Sep 2014