Ski-in/Ski-out holiday rentals in Oro-Medonte

Find and book unique ski-in/ski-out homes on Airbnb

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Popular amenities for Oro-Medonte ski-in/ski-out rentals

Ski-in/ski-out house rentals

Home in Innisfil
4.73 out of 5 average rating, 56 reviews

Luxurious Lake front Island Townhome, Innisfil, ON

KittyRating, 5 stars11 months ago
We had a great stay, thank you Galib. The place was very clean and there was a lot of space for our group of 8 to use. The rooftop patio was very convenient for us to watch the Victoria Day fireworks organized by the resort!
Home in Waubaushene
4.56 out of 5 average rating, 9 reviews

Waterfront Beach House in Tay

NeelRating, 5 stars7 months ago
I wanted to take a moment to share my heartfelt gratitude for the incredible stay I experienced at your property. From the moment I arrived, it became clear that my expectations were not just met, but exceeded in every way possible. The amenities provided were exactly as described on Airbnb, and I can't emphasize enough how much I appreciated the cleanliness and meticulous maintenance of the property—it truly enhanced my overall experience and contributed to a perfect getaway. Moreover, Host’s friendly and prompt communication made it incredibly easy for me to feel at home during my visit. It was such a pleasure interacting with you, and it added a personal touch to my stay that I will always remember.
Home in Gilford
4.53 out of 5 average rating, 38 reviews

Beautiful House by Lake Simcoe

TeraRating, 5 stars1 month ago
Beautiful scenery. Perfect for a winter getaway with ice fishing right in your backyard! Very spacious and accommodating. Would love to visit in the summer. Great overall!
Home in Stayner
4.68 out of 5 average rating, 72 reviews

Paradise Retreat: 7B/4.5B Blue Mountain/ Wasaga

MohammedRating, 5 stars2 weeks ago
It’s really a beautiful place,clean, good surroundings,same as in the pictures,we had a great time there I would recommend it for anyone looking for something special,the host was very friendly and helpful all the time. I’ll definitely come back again with my friends. Thanks again 🤝🏾
Superhost
Home in Wasaga Beach
5 out of 5 average rating, 4 reviews

Your home away from home

JenniferRating, 5 stars2 months ago
We loved our stay. Such a clean and beautiful space. It had everything we needed and a lot of space for the 9 of us to celebrate my birthday. The hot tub was great after a day of skiing and snowboarding. The host is very responsive too. Amazing overall!
Guest favourite
Home in Little Lake
4.86 out of 5 average rating, 92 reviews

Lakefront detached house on the little lake

AlbertRating, 5 stars2 weeks ago
We had a peaceful and pleasant stay! The place was clean, quiet, and just what we needed for a short getaway. The host was amazing—very kind, responsive, and helpful throughout. Would definitely recommend this place to anyone looking for a calm and comfortable experience.
Home in Midland
4.67 out of 5 average rating, 12 reviews

Luxurious spacious bright home (Three Bedrooms)

JasonRating, 5 stars3 days ago
A remarkably spacious and large home. A wonderful place to stay for a few days. Highly recommended! The value was exceptional.

Family-friendly, ski-in/ski-out home rentals

Private room in Hawkestone
4.64 out of 5 average rating, 33 reviews

Amazing LAKEHOUSE suite 2

OctavioRating, 5 stars56 months ago
Beautiful property, very quiet and peaceful. The accommodation are clean and private.
Guest favourite
Chalet in Creemore
5 out of 5 average rating, 26 reviews

Creemore/Mulmur Country Estate Pool/Tennis/Hot Tub

RonenRating, 5 stars8 months ago
Had the best time for our bachelor party at Mountain Ash Farm! Patricia and Ron were responsive and super helpful. Will be coming back here!
Home in Mansfield
4.55 out of 5 average rating, 20 reviews

Peace and Quiet at our Vacation home

KylieRating, 5 stars32 months ago
Pleasantly surprised by the cleanliness and size of the chalet. Much nicer than the photos depicted. Perfect location for a lot of day trips since the location is very central.
Private room in Hawkestone
4.66 out of 5 average rating, 29 reviews

Amazing LAKEHOUSE room 6

NatashaRating, 5 stars8 months ago
It was easy to communicate with Yuling for booking and check-in, and Andy was a welcoming host! It was a great place to stay for a music festival at Burl's Creek. I was in Room 6 and it is small but pleasant, and conveniently has a mini fridge/freezer. The washroom is separate, a couple of doors down, but intended for Room 6 only. It's on a very nice property with plenty of seating options in the backyard.
Private room in Hawkestone
4.85 out of 5 average rating, 26 reviews

Amazing LAKEHOUSE suite# 7

Angela & EdRating, 5 stars7 months ago
Lovely hosts - very welcoming and kind. The room and space were very clean and view beautiful!
Cottage in Oro Station
4.57 out of 5 average rating, 7 reviews

Oro Lakeshore Rustic Cottage Salt Water Pool

Aaron & JonRating, 5 stars8 months ago
We stayed here with a big group of friends and we absolutely had a blast! The pool was a lot of fun, house was well-stocked with kitchen and living room things, extra pool towels, had a bunch of the streaming services set up on TV with a guest account, and even board games. You can tell someone did/does actually live here when it's not an airbnb. My one complaint was that although they were extremely responsive, respectful and helpful while we were at the house, it took a LOT to get answers (there would be multiple days without replying to questons, and having to constantly send reminder texts to answer simple questions) at the very start in preparation for the trip. It made me very apprehensive about the trip, BUT ultimately the place ended up exceeding our expectations and we have all agreed we'd want to return next year!
Chalet in Moonstone
4.86 out of 5 average rating, 259 reviews

Private Modern Chalet Getaway at Forest's Edge

DavidRating, 5 stars4 months ago
Amazing experience. We really enjoyed our stay. Ray was very helpful. 5 Star Host 🙏

Ski-in/ski-out condo rentals

Guest favourite
Condo in Innisfil
4.92 out of 5 average rating, 74 reviews

Family-friendly luxury getaway at Friday Harbour

PaulaRating, 5 stars1 month ago
We love Friday Harbour! We've visited both in the summer and winter, and there's always something to do, though it's a lot quieter in the winter, as expected. This condo is relatively small in common/living space, but it's perfect for a quick weekend visit. My only complaint, due to no fault of the owners, of course, is that the whole place is a maze to navigate. If you park underground, it's tricky to find the correct door to enter, and if you're exploring the resort, it's easy to mistake the wrong building. Secondly, it was extremely windy when we were there, and the wind was deafening throughout the building. It sounded like the windows were going to come right off.
Top Guest favourite
Condo in Oro-Medonte
5 out of 5 average rating, 11 reviews

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

EmilyRating, 5 stars1 month ago
We had a little girls spa weekend. This location fit beautiful as Vetta was a 5 min walk!! The Airbnb had their own little spa, with a sauna, hot tub, pool (inside and outside) and a gym…beautiful amenities! The Airbnb itself was spotless, perfect to dine in (everything you need in a little kitchenette) the little thoughtful snacks were a pleasant surprise! The thoughtful basket in the bathroom “in case you forgot” so helpful and cute! We were 3 girls and it was a perfect amount of space. We would definitely stay here again! And next would go skiing as the ski hill is right there (5-7 minute walk) !! Great location, amazing hosts, great restaurant called the ktchn (very worth it, make a reservation) the best meal I have had in a while! Amazing views!
Top Guest favourite
Condo in Innisfil
4.96 out of 5 average rating, 72 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

SarahRating, 5 stars5 days ago
Ana Maria’s place is a little slice of coastal heaven! Bright, airy, and full of charm—it felt like walking into a Pinterest board in the best way. We loved all the little details and the peaceful vibe. Such a great spot to unwind, explore, and feel a little fancy while doing it. Would absolutely come back for another dreamy stay!
Condo in Shanty Bay
4.64 out of 5 average rating, 22 reviews

Stunning Condo with Access to Pool

RuowenRating, 5 stars7 months ago
Great location, rooms were clean, definitely recommend and will come back
Condo in Innisfil
4.49 out of 5 average rating, 41 reviews

Romantic stay at Friday Harbour

TrinityRating, 5 stars2 months ago
great host , definitely recommend it’s in a great location with many activities to do.
Superhost
Private room in Oro-medonte
4.58 out of 5 average rating, 12 reviews

Margarita Vacation Getaway 2

RobertRating, 5 stars7 months ago
What a rock solid place to stay! Such a beautiful area tucked into the Horseshoe Valley area. An absolutely beautiful drive out to the accommodations, with very clear directions. The host was amazing! The host provided very detailed instructions for arrival which left little room for confusion. Very easy access to the place, accessible at any time of the night. it has a very nice little patio area in front. When you walk in, you are greeted with a nice big open room with a very comfy king bed. you have a nice little kitchenette area, and the bathroom is quite large with a nice shower. there is a nice seating area and a smart TV if you want to relax in the evening. The area is GORGEOUS and they offer a lot of shared amenities, including BBQ area, and indoor pool/hot tub. The ONLY complaint I have with the whole area is the odd (heated!!) pool access times. they are only open noon-8pm. which is basically the main time people are out exploring the area. Will definitely come back again!!
Condo in Oro
4.81 out of 5 average rating, 57 reviews

Carriage Country Club Home Away From Home

LeeanneRating, 5 stars3 months ago
This is my favourite place to stay when visiting Vetta spa or skiing in the area. Even though there are only 2 bedrooms, it sleeps plenty as there are 2 pull out couches as well that are quite comfortable. It’s great for a girl’s weekend or family with kids. Love it every time!

Quick stats about holiday rentals that are ski-in ski-out in Oro-Medonte

  • Total rentals

    110 properties

  • Nightly prices starting at

    $47 AUD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Oro-Medonte
  6. Ski-in/ski-out rentals