20 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Homes
Townhomes
Barns
Boats
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Studios
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

20 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Portland Ski Vacation Rentals(20)

20 Results
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$190 - $271
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night minimum stay
(47)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
2 - 5 night minimum stay
(5)
$130 - $165
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
$160
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(12)
$300 - $425
per night
1 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 7
4 night minimum stay
(6)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(6)
$275 - $380
per night
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
(9)
$175 - $200
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 - 7 night minimum stay
(7)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
5 night minimum stay
(15)
$375 - $400
per night
4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
4 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(14)
$200 - $425
per night
1 - 3 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 4
7 night minimum stay
$1,200
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
Advertisement
 

Recent Portland Reviews

Cozy city retreat where I felt at home

5 of 5
Although it has been almost one year since we stayed at this adorable bungalow, it is still on my mind because my time there was so memorable in every way. But especially memorable because I felt at home from the moment I arrived. Maggie's house is a welcoming and cozy retreat. It has been tastefully renovated, it is clean, nicely decorated and it has every amenity that a traveler could want. There is a cooks kitchen, a comfortable living room with a gas fireplace, a half bath and laundry room on the first floor, two cozy bedrooms upstairs, another bathroom with a great shower and bathtub, and nice outdoor spaces. The house is located nearby restaurants & shops, a beach to stroll on, a beautiful light house with views of the sea and is a short distance from a great yoga studio — a necessity for us! Downtown Portland is just a short drive with all its wonderful places to eat and shop. Thank you Maggie for building this house. I can't wait to stay there again!
  • Submitted: Jan 18, 2015
  • Stayed: Mar 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

Family home that could make anyone happy

5 of 5
After living in Windham for most of my life, I was very hesitant when my dad told me we were moving to Portland. I had very high expectations for this house if he was having us move from a lake side property, to a house in the city. But I must say, my expectations were met and then some. I couldn't believe the size of the place, and how huge the yard was. Living here made it very easy to have friends stay over and be able to stay out of my dad’s hair. When we stayed there I had multiple gatherings of 40+ people, for things like prom and graduation, and everyone was comfortably moving around the house. The patio was a perfect background for pictures. The patio was actually one of my favorite things about the house; it is a beautifully built, and there was a guaranteed view of the sunset every night. With the huge field and the Portland Trail System near by, it was a nice way to get out of the city while still being there. Having the lawn maintained was another huge thing. As you can tell there is a lot of lawn to maintain so it was nice to have such a willing and helpful property manager to take care of things like that. Patrick was always friendly and never bothered by the tasks we asked him to do for us. I would most definitely recommend this house to anyone and everyone. It’s a less than 10 minute drive from the city, and about 20 minutes to surrounding towns like Windham, Westbrook, and Falmouth. One of my favorite activities while living there would have to be snow shoeing the trails in the winter; they lead to a big open field, about a 5-10 minute walk, that is good for dogs or kids, to go run around in. Having the convenience of Amato’s about 5 minutes away was also a plus of this estate.
  • Submitted: Sep 10, 2014
  • Stayed: Sep 2013