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Portland and Casco Bay Area Ski Vacation Rentals(104)

104 Results
  • 5 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
(10)
$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
$295 - $464
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 5 night minimum stay
(5)
  • 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
$350 - $471
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(14)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$115 - $135
per night
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
$85 - $125
per night
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 9
  • 1 BR,
  • 1 BA,
  • Sleeps 3
4 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
  • 5 BR,
  • 3 BA,
  • Sleeps 10
28 night minimum stay
$130 - $165
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night minimum stay
$225 - $395
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(9)
$215 - $328
per night
2 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night minimum stay
(9)
$160
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(12)
$250 - $357
per night
1 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 7 night minimum stay
(30)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(13)
$200 - $400
per night
1 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
2 Reviews
$55 - $300
per night
1 - 90 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 90 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(11)
$195
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
13 night minimum stay
(4)
 

Recent Portland and Casco Bay Area Reviews

Beautiful. Perfect.

5 of 5
Beautiful property on beautiful Bailey Island. We were there in December, so there wasn't a whole lot going on, but we were looking for peace and quiet and the property delivered. I'm not exactly sure how old the property is, but it appeared brand new with all the amenities you could want -- the washer and dryer were very helpful. We had no problem keeping the cottage warm despite the cold temperatures outside. The owner, Eric, was very easy to deal with. He was available to answer any questions, but gave us the privacy we were looking for. Would certainly go back.
  • Submitted: Mar 8, 2015
  • Stayed: Dec 2014

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

Great view, beautiful house

5 of 5
The house is amazing and completely private/separate from the other house in the property. It has everything you could need from bikes to kayaks to lobster cracking tools. The house alone is an incredible value for the price, but in addition to the house, Joi and her husband run a 'ready to cook live lobster dinner shipping company' and she is currently offering a free lobster dinner for her guests which you can chose to prepare yourself or have cooked for you. We chose to cook ourselves, and it was the most memorable and fun experience we had on our trip. The dinner would have easily cost $300 at a restaurant, and tasted better than any lobster we've ever had. Finally, Joi is also a realestate agent and she arranged properties to show us while we were there. She is an amazing hostess and a stay at her place is highly recommended if you like lobster, are interested in buying property in the area, or just in need of a relaxing getaway in a very comfortable ocean view home.
  • Submitted: Nov 22, 2014
  • Stayed: Nov 2014