Ski-in/Ski-out holiday rentals in York

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

Top-rated ski-in/out rentals in York

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

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Guest favourite
An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.
Home in Barrie
4.86 out of 5 average rating, 140 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

A private outdoor space features a refreshing swimming pool surrounded by a wooden deck. Comfortable lounge chairs and umbrellas provide shaded seating areas. Lush greenery and colorful flowers line the perimeter, while a large glass door offers a view into the connected indoor living space.
Cottage in Oro Station
4.57 out of 5 average rating, 7 reviews

Oro Lakeshore Rustic Cottage Salt Water Pool

Escape to your year-round retreat in the heart of Oro-Medonte, where serenity meets adventure. Whether you're drawn to the snow-covered slopes or the sun-drenched landscapes, this charming cottage offers the perfect sanctuary for all seasons. Our spacious cottage is an ideal haven for ski enthusiasts, just moments away from the region's renowned slopes. In the summer, explore nearby attractions such as beautiful hiking trails, pristine lakes for swimming and fishing, or indulge in water sports.

A spacious outdoor deck provides a comfortable lounge area, featuring a sectional sofa, colorful accent chairs, and a dining table. A large yellow umbrella offers shade, while views of the private dock and calm waters create a serene setting for relaxation.
Home in Innisfil
4.72 out of 5 average rating, 74 reviews

Luxurious Lake front Island Townhome, Innisfil, ON

This luxurious 3 storey vacation home is located in the beautiful Friday Harbour Resort, in Innisfil, ON. The town home has been upgraded with state of the art appliances for the residents comfort. It is a corner unit, with Glass stair case. The resort itself has a variety of resources to keep everyone entertained during their stay. This includes access to a golf club, hiking, canoeing, kayaking, tennis, basketball and more. Along with the physical activities, there are also relaxing options

Guest favourite
An aerial view captures the expansive layout of Friday Harbour, showcasing various buildings along the marina and natural surroundings. A peaceful golf course is visible with a distinctive lighthouse, all framed by serene water reflections under a twilight sky.
Apartment in Innisfil
4.91 out of 5 average rating, 101 reviews

Family-friendly luxury getaway at Friday Harbour

Happy Holidays! At Canada's most sought after all seasons resort, you, your family, and friends can unwind to the peaceful serenity of Lake Simcoe, spend hours in the 200-acre Nature Preserve, experience unforgettable fine dining, or stroll along the beautiful boardwalk. Our one-of-kind 2-bedroom open concept luxury Corner unit with floor-to-ceiling windows will give you a taste of paradise - an hour away from the Greater Toronto Area! Come and enjoy all that Friday Harbour has to offer!

Guest favourite
A welcoming living area is highlighted by comfortable seating arrangements, including a sofa and two armchairs. A round coffee table sits in the center, surrounded by a soft area rug. A mounted television is above a modern fireplace, with natural light filtering through the windows.
Home in Barrie
5 out of 5 average rating, 15 reviews

Luxurious and Beautiful, Barrie

Welcome to our cozy retreat in Barrie, Ontario, just a short walk from the beautiful waterfront and popular beaches. Our home is perfect for a relaxing getaway or an adventurous weekend, offering modern amenities, a fully equipped kitchen, and a spacious outdoor patio in a quiet, family-friendly neighborhood. Our retreat offers year-round appeal, with activities like beach days in summer and skiing in winter. With free parking and easy access, we’re excited to host your unforgettable stay!

Flat in Innisfil

Luxury 2 BR/2Bth@ Friday Harbour

Enjoy staying at the prestigious FH Resort. Friday Harbour wasn’t designed to be a place. It was designed to be a destination. You can unwind, disconnect & reconnect all your senses with the healing powers of the forest & beautiful sunsets, truly feel relaxed. Whether you come to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of ways to enjoy your days- Enjoy All Friday Harbour Has to Offer! .

Three snowmobiles are seen traveling along a snow-covered trail surrounded by tall, bare trees. The path is flanked by dense foliage, creating a natural corridor. Snow is kicked up from the tracks, highlighting the winter recreational activity.
Home in Shanty Bay

Nature Lovers Paradise

Nature surrounds our home. Year round getaway with lots close by. We are walking distance to the waterfront/ boat launch. A short drive to Barrie, Horseshoe Valley & Orillia. Fishing year round. Winter we have ski hills minutes away. Our home is attached to the groomed trails so you can cross country ski or snowmobile straight from our door! Very clean and fully sanitized estate home. **Please note: we DO live here, kitchen shared but you barely notice us. We stay out of your way

A cozy bedroom features a double bed adorned with several soft pillows against a calming gray wall. Light filters through sheer curtains, illuminating the space, complemented by a modern bedside lamp. An art piece sits above a small table, adding a personal touch.
Flat in Barrie
4.67 out of 5 average rating, 3 reviews

Beautiful Modern 2 Bedroom Apt.

Come stay in our spacious, entirely private and conveniently located apartment. I prefer hosting families, business travellers and mature groups. The neighbourhood is quiet, the unit is located in a lower level of a side-split home. → 2 large Bedrooms → 800ft² / 74m² of space → Fully Equipped Kitchen! → Smart TV → Outdoor Seating with Fire-pit area! → Fast Wifi → Designated Work Area → Lots of Natural Light with full windows → Very safe neighborhood → Pet Friendly, Fully Fenced in

Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 93 reviews

Luxury Getaway | Friday Harbour Condo

Book your accommodations with us & enjoy the prestigious FH Resort. FH wasn’t designed to be a place. It was designed to be a destination. Were you can unwind, disconnect & reconnect all your senses with the healing powers of the forest & beautiful sunsets, truly feel relaxed. Whether you come to take in the peaceful serenity of the lake, spend hours in the Nature Preserve or mingle with friends over a gourmet meal, there’s no shortage of ways to enjoy your days."

Top guest favourite
Flat in Innisfil
5 out of 5 average rating, 16 reviews

Relaxing Family 2BR Escape at Friday Harbour

Welcome to our spacious, newly renovated, one bedroom vacation retreat in Friday Harbour, designed with your friends and families’ comfort in mind! The home is equipped with highspeed internet, open concept fully equipped kitchen and a living area with 65" QLED Smart TV (Netflix, Amazon Prime, etc) perfect for gatherings. High countertop table or cozy convertible coffee table to enjoy your meals. Good nights’ rest guaranteed with hybrid mattress and extra pillows.

The living area is furnished with a light sofa and an accent chair, accompanied by a circular coffee table on a patterned rug. Large windows provide natural light and views of the outdoors. A modern kitchenette showcases sleek cabinetry and an island with seating.
Apartment in Innisfil
4.51 out of 5 average rating, 82 reviews

Romantic stay at Friday Harbour

Lakeside luxury at Friday Harbour Resort in Town of Innisfil. Steps from Lake Simcoe, offers upscale comfort and resort-style amenities. Enjoy a gourmet kitchen, spacious bedroom, and a large wrap-around balcony with panoramic forest views. Modern conveniences include in-unit washer/dryer. The Resort offers world-class amenities, including a golf course, marina, and exclusive Beach Club. Just steps from lake and restaurants!

Superhost
A cozy living area features an orange L-shaped sofa adorned with decorative pillows, paired with a round coffee table. A 55" smart TV sits on a sleek black stand against the wall, surrounded by neutral decor and natural light from the nearby window.
Home in Barrie
4.93 out of 5 average rating, 195 reviews

4 Bedroom Fully Private Townhouse in Barrie

This spacious four-bedroom, four-bath townhouse is in Barrie South. It is a fully private and independent house, so you will have full privacy in and out. Enjoy the beautiful lake, which is five minutes away. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet (1500mbps), and a 55" smart TV with popular streaming services. All popular stores and amenities are nearby, within five minutes.

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