Ski-in/Ski-out holiday rentals in Scarborough

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

Top-rated ski-in/out rentals in Scarborough

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Uxbridge
4.92 out of 5 average rating, 24 reviews

Cozy 3-Bdrm Lodge beside Dagmar & Lakeridge Resort

The stove has been newly replaced based on guest feedback! Welcome to Olive & Willow Lodge! Nestled next door to Dagmar Ski Resort's 18 scenic runs, with Lakeridge Resort just mins away, our warm and cozy home offers everything you need for a relaxing stay. Snuggle into comfy beds, cook your favorite food in our fully stocked kitchen, and unwind in our luxuriously beautiful bathrooms. Just 10 mins from Uxbridge, Whitby, and more, and an hour from Toronto, this peaceful lodge is perfect for all.

Guest favourite
Home in Oakville
5 out of 5 average rating, 9 reviews

Entire home in Oakville, Canada

Welcome to your stylish, brand-new home in Oakville! This spacious property features 4 bedrooms and is centrally located near shopping, transit, lake, and parks. Enjoy easy access to attractions in Toronto and Niagara, making it perfect for families or business travelers. Inside, you'll find modern decor, a fully equipped kitchen, and a cozy living area. Unwind on the patio or catch up on your favorite shows with high-speed Wi-Fi and smart TV access. Book your stay today for a memorable getaway.

Guest favourite
Flat in Whitby
4.89 out of 5 average rating, 36 reviews

Luxury Escape Apt to Relax with Kitchen & Parking

Welcome to the Most Relaxing & Prestigious Neighborhood in Whitby. ★ Separate entrance for ultimate privacy ★ Elegant, high-end furnishings and modern finishes ★ Ultra-fast Wi-Fi (3000 Mbps), perfect for streaming or remote work ★ Complimentary one on-site parking - extra parking available upon request ★ 50" Smart TV with Netflix and Plush Double-sized beds ★ Fully stocked kitchen with cookware, utensils, & essentials ★ Dedicated workstation ideal for business travelers or remote professionals

Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 556 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Guest favourite
Flat in Brampton
4.91 out of 5 average rating, 47 reviews

Amazing Location-Luxury for Tourists & Bus People

- You get an apartment for a maximum of 2 persons. - Maximum of 2 Guests in 1 bedroom -Guests living in the Greater Toronto Area are advised not to reserve instantly. - Street parking is available on the street and on-site. - Amazing location to all amenities in the GTA, Pearson International Airport and Niagara Falls - Walking distance to Mount Pleasant Go-Station, connecting ALL Greater Toronto Area - On request 2 bedrooms, bathroom maximum of four people in the big place, plus amenities

Superhost
Flat in Windfields
4.81 out of 5 average rating, 113 reviews

Vacation Retreat•4BR 4BA•Hot Tub•BBQ•Near Toronto

YOUR IDEAL GETAWAY AWAITS 🛏️ 4 Bedrooms and 4 Bathrooms 🛁 Relax in the private hot tub after a long day 🎱 Have fun with friends and family around the pool table 🛋️ Stylish and comfortable with all the essentials 🛣️ Just minutes from Toronto, close to HWY 407 🌳 Enjoy both city access and a peaceful space 🎯 Pool table for fun and entertainment 📶 Free high-speed Wi-Fi ⚠️ Note: Basement not included in rental Perfect for a weekend escape, family trip, or special celebration!

Guest favourite
Home in Scarborough
4.77 out of 5 average rating, 56 reviews

Specious Suite at Main floor close to VP Station

Welcome to CATTALA Guest Suite. This Suite is rarely find, Cause of The Place is located at Victoria Park Ave & Danforth Ave, Toronto. 15 minutes away from Downtown, With walking distance Subway, restaurants, groceries, Banks, Gym, etc. Newly full renovated luxurious living, bedrooms, dining & washrooms, with equipped chef kitchen. Enjoy your stay at this peaceful & convenient located modern home with free parking. You get all support through your stay in this Guest Suite

Superhost
Guest suite in Uxbridge
4.78 out of 5 average rating, 18 reviews

Forest Retreat | Pool, BBQ & Fall Colors

Hilltop retreat on 22 acres with panoramic views, just 2 min from Lake Ridge Ski Resort. Perfect for a cozy fall escape. Features: 1 bedroom + living room (convertible to 2nd bedroom) Pool still open for refreshing swims BBQ for outdoor dining under the trees Direct access to Glen Major Forest hiking & biking trails Peaceful privacy with sunrise & sunset views Vibrant fall colors and crisp country air Ideal for couples, families & adventurers seeking both comfort and nature.

Flat in Whitby
New place to stay

1 Bed, Bath & Kitchen Basement Available Monthly

Welcome to this charming 1-bedroom apartment, thoughtfully designed to accommodate up to 3 guests. It features a comfortable Queen bed and a versatile sofa bed, a full bathroom, and a well-equipped kitchen for all your culinary needs. Nestled in a quiet, mature, and family-friendly neighborhood with convenient access to all amenities. Enjoy effortless connectivity to major highways, with a bus stop right at your doorstep.

Top guest favourite
Home in Whitby
4.96 out of 5 average rating, 72 reviews

Entire Brand new 3 bedroom house

Walking distance from the thermea spa village ! Great new home for family , travellers and workers. Amazing location! 2 Minutes from highway 412 and 407. 2 minutes to Walmart and shop, restaurants and gas station. Only 30 mins away from Downtown Toronto , 3 bedrooms ,Over 2300 sqft. of living space(basement is not open to guests), Free Wifi. Fully furnished with all amenities and essentials included.

Flat in Milton
4.83 out of 5 average rating, 222 reviews

2 Cozy bedrooms in a spacious basement

Looking for a place to stay and get a good days rest while in Milton for business or pleasure? I have 2 cozy bedrooms in my home. Parking available upon request. We are close to many restaurants, 2 KMs to the GO station and local public transit is at our door step. Our home is an ideal location for travelers/family for skiing at Kelso or hiking at Rattlesnake Point. We are happy to host you.

Flat in Uxbridge

Oasis in Goodwood

Relax with the whole family at this peaceful place to stay. Unwind in this serene, stylish space equipped with all brand-new appliances and furniture. Enjoy the convenience of a separate entrance and your own reserved driveway parking spot. Ideal for professionals and families with kids seeking a peaceful escape. Book your stay today!

Popular amenities for Scarborough ski-in/out rentals

Quick stats about holiday rentals that are ski-in/out in Scarborough

  • Total rentals

    10 properties

  • Nightly prices starting at

    $26 SGD before taxes and fees

  • Total number of reviews

    240 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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