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
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
4.9 out of 5 average rating, 29 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
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
4.89 out of 5 average rating, 44 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

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
4.91 out of 5 average rating, 47 reviews

Amazing Location-Luxury for Tourists & Bus People

- You get an apartment for a maximum of 2 persons, all amenities listed. - Not a shared place - Massage us if you have questions -Guests living in 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 - PL YOU CAN NOT CANCEL AFTER RESERVATIONS INSTANTLY

Guest favourite
The exterior of a spacious two-story home is displayed, featuring a bricked facade and a welcoming entrance. Parking spaces are visible for multiple vehicles, with decorative planters hanging by the door. Large windows allow for ample natural light, enhancing the overall curb appeal.
Private room in Uxbridge
5 out of 5 average rating, 6 reviews

Country Inn-Like RetreatTrail Views Explore 240 km

Large Country Inn-like retreat right near the Wooden Sticks Golf Club. Shared access to our large home, including an open concept kitchen 2 dining rooms, 2 living rooms and backyard with 2 gazebos, 2 barbeques and patio furniture. The bedroom includes a queen bed and access to the private bathroom. Walk to downtown Uxbridge with many shops, restaurants, pubs and Uxbridge Hospital. Explore the nearby trails, including around Mill Pond. Parking for 2 cars. Laundry included. No parties or events.

Guest favourite
A well-appointed bedroom features a queen bed with an array of pillows and a warm orange throw blanket. A dedicated workspace with a chair is present, alongside a nightstand. Natural light filters through large windows, offering views of the quiet street outside.
Private room in Whitby
4.95 out of 5 average rating, 40 reviews

Luxurious Cozy Modern Private Bedroom w/ TV R4

Step into your luxurious, private bedroom in peaceful North Whitby 10min driving from Highway 401! This cozy bedroom, situated in second floor is accessed through main door. Make the most of the dedicated workspace and share the spacious open-concept full kitchen, living/dining area. Delight in your fav shows on 40" dedicated TV or take relaxing walks to parks and amenities. Perfect for students or working professionals associated with Ontario Tech, DC, Trent, OPG, Amazon, Oshawa Airport.

Guest favourite
A private bedroom is presented with a spacious bed featuring a quilted coverlet and decorative pillows. A desk with an adjustable chair sits nearby, accompanied by a lamp. A wall art piece adds a subtle touch to the bright, inviting space.
Private room in Whitby
4.88 out of 5 average rating, 42 reviews

Luxurious Cozy Modern Private Bedroom Sep Entry R2

Step into your luxurious, private bedroom in peaceful North Whitby 10min driving from Highway 401! This cozy bedroom is accessed through separate entrance, guaranteeing your privacy. Make the most of the dedicated workspace and share the spacious open-concept full kitchen, living/dining area. Delight in your fav shows on a 60” TV or take relaxing walks to parks and amenities. Perfect for students or working professionals associated with Ontario Tech, DC, Trent, OPG, Amazon, Oshawa Airport.

Home in Scarborough
4.76 out of 5 average rating, 66 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

Top guest favourite
A historic log cabin is nestled among lush green trees, with sunlight filtering through the foliage. The building features multiple windows, and the surrounding lawn is well-kept, with a small seating area visible near the cabin's entrance.
Chalet in Port Perry
5 out of 5 average rating, 86 reviews

Historic Log Cabin circa 1820

This beautiful and historic log cabin displays all original axe huewn logs and sites on 300 acres of private property only 1 hour from downtown Toronto! from your doorstep you have access to ponds (10 minute walk) , mtn biking, xcountry skiing and hiking trails. All of this is contained on this private property. This beautiful cabin is rustic yet fully equipped with a full kitchen, bathroom, fire place, loft bedroom, and lots of comfortable seating.

Private room in Toronto

Vacation Rental Near YYZ , Clean and comfort

"Welcome to Your Upgraded Oasis in a Prime Location! 🏡 Our spacious house boasts 1 bedroom with 3 comfortable beds, accommodating up to 5 guests. It has been thoughtfully upgraded and newly renovated, featuring a host of modern amenities that ensure a delightful stay. 🚿 Our well-appointed washroom provides all the comforts of home, and there's plenty of space for you to roam and relax. ✈️ Just a short 8-10 minute drive from the airport

Superhost
Flat in Whitby

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.

Superhost
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.

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, 225 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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 250 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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