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

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

Top-rated ski-in/out rentals in Oro-Medonte

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

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Guest favourite

Home in Barrie

4.89 out of 5 average rating, 38 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.

Guest favourite

Guest house in Mansfield

4.99 out of 5 average rating, 94 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Guest favourite

Townhouse in Shanty Bay

4.94 out of 5 average rating, 16 reviews

Pristine Suite with Access to Pool and Gym!

Kick back and relax in this calm, stylish space. Much like a hotel room, this elegant suite on the ground floor features a King Bed and handsome Kitchenette. Replete with Streaming TV, Coffee Maker, Microwave, Dishes and Utensils, it is spacious so you won't feel cramped. We offer free parking and are located at the top of Horseshoe Valley, a stone's throw from Horseshoe Resort's Ski-Lift (top of the hill). This Resort Features a Dual Indoor and Heated Outdoor Pool; and lots of activities!

Guest favourite

Place to stay in Coldwater

4.98 out of 5 average rating, 51 reviews

Woodlands Retreat Cosy 2 bdrm Straw Bale Cottage

Woodlands Retreat Straw Bale Cottage is a warm, cosy, comfortable 2 bedroom, self contained one level space. As a new addition to the main house, the lock off door provides complete privacy. Nestled on beautiful acreage 10 mins from Mt. St. Louis Ski, surrounded by trees, birds, woods, wildlife and complete serenity, you will have a chance to find yourself again, unplug, reconnect with nature and recharge your batteries. Please note, our cottage is Not suitable for Children under 12.

Guest favourite

Home in Moonstone

5.0 out of 5 average rating, 11 reviews

Ski Cabin Bliss; Cozy Retreat

Welcome to Ski Cabin Bliss, your cozy Moonstone retreat! Perfect for ski enthusiasts and nature lovers, this 1BR cabin combines modern comforts with outdoor charm. Nestled in a peaceful forest, it's minutes from top ski resorts and winter wonderlands. Inside, enjoy a fully equipped kitchen, a snug living room, and a tranquil bedroom. Ideal for romantic getaways or small family adventures. Experience the magic of Moonstone in our inviting cabin, where every stay is a memorable one!

Superhost

Apartment in Shanty Bay

4.73 out of 5 average rating, 15 reviews

Lux Studio in Horseshoe Valley

Forget your worries in this spacious and Tranquil Studio condo with king bed & premium mattress. Walking distance to ski slopes . Wall mounted smart TV, and optional room divider for maximum privacy. This unit can sleep 4. The stylish sectional can be converted to increase additional sleeping for 2 more guests . This corner unit condo boasts additional windows with no units above. You will be nestled in Horseshoe Valleys serene, and inviting space for ultimate relaxation."

Superhost

Flat in Shanty Bay

4.86 out of 5 average rating, 37 reviews

PetFriendly+2 KingBeds+Gym+Pool+Netflix

Located just about 1.5 hours North of Toronto, this is the place you'll want to be. In an area where most units are similar, what makes this property unique is all the extra things we add to ensure you'll taken care of. Whether you aim to ski, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Guest favourite

Apartment in Innisfil

4.95 out of 5 average rating, 57 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

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."

Guest favourite

Place to stay in Oro Station

4.96 out of 5 average rating, 57 reviews

The Bunkie- A Cozy Modern Escape

Our cozy, modern Bunkie is nestled in a secluded forest setting with access to local trails and attractions. Whether you are seeking relaxation, adventure or exploration - this beautiful, four season destination will not disappoint. The bunkie has ski in ski out/ ride in ride out access to the Trails at Hardwood Ski and Bike for those who are interested. Trail passes are required, and available at a discount when staying at the bunkie. Contact us for more info.

Guest favourite

Flat in Angus

4.96 out of 5 average rating, 26 reviews

Entire 2 Bedroom Basement Apartment Angus - New

Spacious two-bedroom and one-bathroom basement apartment in Angus. Guests will have access to a fully stocked kitchen, washer/dryer, free high-speed internet 1500mbps & 50" smart TV with popular streaming services. All popular stores and amenities are nearby within five minutes. - 3 min to restaurants and groceries - 5 min to River & Fishing - 5 min to CFB Borden - 5 min to Trillium Trail - Different Ski resorts including blue mountain around 15 to 40 min

Guest favourite

Flat in Shanty Bay

4.93 out of 5 average rating, 29 reviews

Spacious Hideaway in Nature

Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Superhost

Bungalow in Orillia

4.87 out of 5 average rating, 209 reviews

Luxury, Spacious 4 bdrm Bungalow in South Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!