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Portland and Casco Bay Area Ski Vacation Rentals(105)

105 Results
  • 5 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
(11)
$2,000 - $2,800
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(10)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night min stay
(49)
$295 - $464
per night
3 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night min stay
(13)
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
$115 - $135
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 5 night min stay
(5)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(3)
$525 - $600
per night
3 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
2 Reviews
$350 - $471
per night
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night min stay
(14)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night min stay
(3)
$467 - $2,000
per week
7 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 30 night min stay
$130 - $165
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
4 night min stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
  • 5 BR,
  • 3 BA,
  • Sleeps 10
28 night min stay
$225 - $395
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(10)
$215 - $328
per night
2 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(9)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night min stay
(12)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 7 night min stay
(30)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(13)
$200 - $400
per night
1 - 3 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night min stay
(3)
  • 4 BR,
  • 2 BA,
  • Sleeps 7
4 night min stay
(6)
$55 - $300
per night
1 - 90 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 90 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(11)
$195
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
(3)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
13 night min stay
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 10
2 - 7 night min stay
(37)
 

Recent Portland and Casco Bay Area Reviews

We'll be back- and we can't wait!!

5 of 5
Our family spent a magical weekend together here. Plenty of room for all. The views are amazing and when the fog rolled in we enjoyed gathering around the fire, visiting, reading, or playing board games around the massive table. There was not a pot or pan we could have wished for- the kitchen is well equipped. The beds were more than comfortable and the hammock on the upper deck perfect for an afternoon nap. A stroll to Cat's cove to sit and enjoy the sounds of this quaint fishing village and the feel of the ocean air as we reflected about how very fortunate we are to have found such a paradise completed our stay. We did explore the area a bit and look forward to coming back with more time to enjoy the many opportunities for several interesting hikes near by and hopefully time to rent a kayak to explore the nearby coves and islands. Bill was welcoming and helpful, but not intrusive- it was nice knowing he was close by should we need something- but honestly we wanted for nothing other than more time to spend at this amazing home! We will plan accordingly on our next visit!! Thanks you for a weekend of very special memories!!
  • Submitted: Apr 13, 2015
  • Stayed: Apr 2015

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