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
A comfortable living area is presented with a blue sofa adorned with decorative pillows and a round coffee table. A cozy armchair is positioned nearby. Green plants are placed around the space, complementing the light-colored walls and accent artworks.
Flat in Whitby
4.9 out of 5 average rating, 48 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
Guest suite in Toronto
4.81 out of 5 average rating, 58 reviews

New bright lower unit apartment

A newly renovated legal, spacious, bright apartment (lower unit of a raised bungalow) with a new kitchen and bathroom. Accommodates four persons, one queen bed and one-day bed with trundle. This is a private unit with a separate entrance. Located in the central Toronto area, 5-10 min walk to transit (TTC Route 24 A, B, C- 3 minutes walking and 54 A, B C –Walking 8 min), grocery store, shopping malls, 5 min drive to parks, gas stations, bank and library. Five minutes' drive to Highway 401 & 404.

Guest favourite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.97 out of 5 average rating, 559 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
An aerial view of Olive & Willow Lodge reveals a spacious green lawn surrounded by trees. The white house is centrally located, with a driveway leading to the entrance. Scenic highways are visible along the property's edge, enhancing the natural tranquility of the setting.
Home in Uxbridge
4.91 out of 5 average rating, 32 reviews

Private & Serene 10-Acre Willow Retreat

No parties, weddings, or events permitted. Welcome to Olive & Willow Lodge! Nestled next door to Dagmar Ski Resort’s 18 scenic runs, with Lakeridge Resort minutes away, our warm and cozy home offers everything you need for a relaxing stay. Snuggle into comfy beds, cook your favorite meals in our fully stocked kitchen, and unwind in our beautifully designed bathrooms. Just 10 minutes from Uxbridge, Whitby, and more—and an hour from Toronto—this peaceful lodge is perfect for a quiet getaway.

A spacious queen bed is adorned with patterned linens and multiple decorative pillows. A bedside table with a lamp adds soft lighting, creating a calming environment for relaxation.
Flat in Brampton
4.92 out of 5 average rating, 48 reviews

Amazing Location-Luxury for Tourists & Bus People

- You get an apartment for a max of 2 persons, with all amenities listed. - Not a shared place - If you are two people, ensure you pay for the additional guest. -Guests living in the GTA are advised not to reserve instantly. - Street parking is available on street & on-site. - Amazing location to all amenities in the GTA, Airport & Niagara Falls - Walking distance to Mount Pleasant Go-Station, connecting ALL Greater Toronto Area - PL YOU CAN NOT CANCEL AFTER RESERVATIONS INSTANTLY

A modern architectural structure contrasts with a traditional stone building, illuminated under a twilight sky. Sharp, angular glass designs create dynamic shapes, while warm light spills from the historic facade, enhancing the visual interest of the scene.
Home in Scarborough
4.74 out of 5 average rating, 68 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

Flat in Downtown Toronto
New place to stay

2 Bedroom Condo with city views

About the unit: ➜ Located 7 minutes from CN Tower, Metro Toronto Convention Centre, Rogers Centre ➜ Free secured parking for 1 car ➜ View of the lake / CN tower ➜ 24HR self check-in ➜ Over 800 ft² of space ➜ Walk score of 90 - Excellent! ➜ Transit score of 91 - Excellent! oms ➜ 2 bedrooms and 1 Full Bathroom ➜ Full sets of hotel quality bedding and fresh towels. ➜ Fully equipped kitchen with appliances including fridge and stove. ➜ In-suite washer and dryer

Home in Ajax
4 out of 5 average rating, 5 reviews

Prestige Accommodation

Prestige Accommodation is located in a quiet residential area close to all amenities, including restaurants, shopping, groceries, and gas stations. A 5-minute walk leads to a trail, small forest, and lake surrounded by mature trees. It is 18 km from Lakeridge Ski Resort and within walking distance of Casino Ajax, with parks, trails, and attractions like the Toronto Zoo nearby. Bring the whole family or enjoy your stay with friends.

Superhost
Flat in Whitby
5 out of 5 average rating, 3 reviews

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.

A serene pool reflects the clouds above, with vibrant turquoise water inviting relaxation. A furnished gazebo is visible in the background, accompanied by red Adirondack chairs positioned nearby, surrounded by lush greenery and a fenced area.
Guest suite in Uxbridge
4.74 out of 5 average rating, 27 reviews

Forest Retreat | Winter Sanctuary in the Woods

Private hilltop retreat on 22 acres with panoramic winter views, just 2 minutes from Lake Ridge Ski Resort. Cozy 1-bedroom with a flexible living room that converts to a second bedroom. Enjoy peaceful privacy, snow-covered forests, stunning sunrises and sunsets, and direct access to Glen Major Forest for winter hikes and snowshoeing. Perfect for couples, families, and outdoor lovers seeking comfort and nature.

Home in Richmond Hill
New place to stay

Harmonia luxury basement

This stylish Basement with Shared Entrance is perfect for group trips. It can accommodate up to 4 guests and it is just a few minutes to Yonge St, Shops, Restaurants, Transit & More. Enjoy Easy Access To Lake Wilcox Park With Its Waterfront Boardwalk, Splash Pad, Playground, Skate Park, Beach Volleyball Courts & More, Plus Nearby Oak Ridges Community Centre With Pool, Fitness & Recreation Facilities

Guest favourite
A living and dining area is shown, featuring a wooden table surrounded by six chairs. Two comfortable sofas are positioned nearby, with decorative pillows adding color. A wall-mounted photograph and a small plant can be seen, enhancing the inviting ambiance of the space.
Flat in Milton
4.83 out of 5 average rating, 228 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.

Popular amenities for Scarborough ski-in/out rentals

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

  • Total holiday rentals

    Explore 20 holiday rentals in Scarborough

  • Nightly prices starting at

    Scarborough holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 310 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Scarborough holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Scarborough rentals

  • Nearby attractions

    Scarborough’s top spots include Aga Khan Museum, Ontario Science Centre and Toronto Zoo

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