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Portland and Casco Bay Area Ski Vacation Rentals(100)

100 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)
$214 - $375
per night
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
1 Review
$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
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night min stay
(50)
$295 - $464
per night
3 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 7 night min stay
(14)
  • 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
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
$350 - $471
per night
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night min stay
(14)
$125 - $135
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 180 night min stay
(6)
$467 - $2,000
per week
7 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 30 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 night min stay
$130 - $165
per night
2 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 night min stay
1 Review
$225 - $395
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
(10)
  • 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)
$200 - $400
per night
1 - 3 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(14)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(11)
$429 - $600
per night
2 - 7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 15
2 - 7 night min stay
(6)
$267 - $416
per night
3 - 7 night min stay
  • 2 BR,
  • Sleeps 4
3 - 7 night min stay
(6)
  • 3 BR,
  • 1 BA,
  • Sleeps 10
2 - 7 night min stay
(37)
  • 9 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night min stay
(3)
 

Recent Portland and Casco Bay Area Reviews

Pondsea Place

5 of 5
What a magnificent home! We will all remember this trip for the rest of our lives as we logged some great conversation and laughs amidst the beautiful Peak's Osland backdrop. Thanks to Carolyn!
  • Submitted: May 21, 2015
  • Stayed: May 2015

Excellent amenities & amazing views!

5 of 5
Friendly Cottage is new and the decor reflects a relax upscale cottage, just what you'd expect to stay in right on the ocean! The views are spectacular and it is the perfect location to be in if you want to explore Maine! There is nothing these owners could improve on it exceeded my expectations and the love & care they put into making this cottage welcoming and inviting is reflected inside & out! In a word...PERFECT!
  • Submitted: May 19, 2015
  • Stayed: May 2015

Deering St. Apartment

5 of 5
Tony Holt's lovely apartment sits on quiet residential Deering St. Yet it is just a 3 minute walk to the old town with its fabulous restaurants and surprisingly rich Portland Museum of Art. The apartment is beautifully and tastefully appointed. Also it is very spacious, comes with a Jacuzzi, Bose stereo equipment, a very modern kitchen and genuinely beautiful art work on the walls. The owners are very very nice people. I would book this apartment anytime I stay in Portland which I hope is in the near future. Rating wise we give this apartment all of the stars. Wren and Bob Castleton, NY
  • Submitted: May 17, 2015
  • Stayed: Apr 2015