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Portland and Casco Bay Area Vacation Rentals(49)

49 Results
  • 5 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
(10)
$250 - $421
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(22)
$2,000 - $2,800
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(10)
$190 - $271
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night minimum stay
(49)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$400 - $1,000
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(19)
$150 - $336
per night
3 - 7 night minimum stay
  • 2 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
$295 - $464
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night minimum stay
(13)
$643 - $650
per night
2 - 7 night minimum stay
  • 4 BR,
  • 5 BA,
  • Sleeps 12
2 - 7 night minimum stay
(11)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(3)
$525 - $600
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night minimum stay
(14)
  • 2 BR,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night minimum stay
(7)
$800 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$300 - $399
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
$375
per night
5 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 14
5 night minimum stay
$350 - $471
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(14)
$1,800 - $2,400
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(6)
  • 2 BR,
  • Sleeps 4
7 night minimum stay
2 Reviews
  • 7 BR,
  • 7 BA,
  • Sleeps 12
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(8)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$500
per night
2 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
4 - 180 night minimum stay
(42)
$471 - $500
per night
4 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 11
4 - 7 night minimum stay
(3)
$286 - $429
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
 

Recent Portland and Casco Bay Area Reviews

Stop your search now...You have found your rental!

5 of 5
This is it. If you are even considering this home, book it now! After this epic winter of snow storms, my family( 2 adults, a 3 year old & a dog) just needed a change in scenery & very spontaneously contacted Maggie. She was nothing short of accommodating & such a pleasure to get to know. You will feel immediately at home in this beautiful place & will fall in love with Portland. Maggie has done an exceptional job creating a family & pet friendly home to live in when you're away from home. Everything you need is there & it is beyond clean. It felt more like we were staying at a friends' house, rather than a rental. We are looking forward to coming back in the warmer months & exploring more of what Portland has to offer. I would recommend this (or any of her other properties) very highly!
  • Submitted: Mar 7, 2015
  • Stayed: Mar 2015

Delightful rental! Felt like home!

5 of 5
We arrived on Christmas Eve after a very stressful drive up from NYC solely due to rainy weather, walked in the door and our daughter commented, "it's everything I'd hoped it would be!!" That pretty much sums it up! Maggie was extremely helpful and accommodating. The house was not only clean but had touches of Christmas decorating which made us feel like we were home for the holiday. The back yard was charming and perfect for our dogs, the dog beach only a few blocks away made the dogs holiday quite wonderful! We had no snow but the three days of 45 degrees and sunny were delightful. We enjoyed walking around Portland and our jaunt up to Freeport. Thoroughly enjoyed the Cape Elizabeth lighthouse. We would highly recommend this rental to anyone looking for a home away from home. We hope to get back to Portland soon and most assuredly would stay here again!
  • Submitted: Jan 14, 2015
  • Stayed: Dec 2014

This place has it all

5 of 5
My friends and I rented Sea View on Bailey as a place for all of us to stay while at a tennis championship in Brunswick, ME. It turned out to be the perfect place for us and the house has everything you need to be comfortable, entertained and surrounded by beauty. In fact, I wrote an article about this lovely home and location on my blog: http://rock-paper-snips.com/2014/11/09/travel-journal-bailey-island-maine/
  • Submitted: Jan 8, 2015
  • Stayed: Aug 2014