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

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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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Superhost

Home in Little Lake

4.86 out of 5 average rating, 124 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.

Superhost

Apartment in Shanty Bay

4.75 out of 5 average rating, 4 reviews

Lux 2BD Apartment in Horseshoe Valley, Oro-Medonte

Kick back and relax in this calm, stylish space. Both East and West exposure to catch sunrises and sunsets ☀️ This stunning 2 bedroom condo features a 2-person hot tub (jacuzzi) with 2 full bathrooms, including showers Sleeps 6+ people: 2 King Beds with Marriott mattresses for comfy dreaming, 2 Queen Sofas (1 Twin Air-Mattress is optional for the 7th person) 🛌 The open-space kitchen is in the living room, while a kitchenette is in the second bedroom 3 TV’s, 2 balconies and 1 Gas Fireplace

Guest favourite

Cottage in Victoria Harbour

4.85 out of 5 average rating, 53 reviews

Guest Fav!Lakehouse •Hot Tub•Game Room•supperclean

Discover Our intimate home where You have access to the entire property. fully renovated , well equipped situated on the very southern point of Georgian bay in Victoria Harbour,Our lake front cottage is Less than 2 hours drive from the GTA . Delight in expansive waterfront views, mesmerizing sunrise ,a fire pit, BBQ, Pool table , game room and a year-round Jacuzzi Hot Tub. LCBO & Foodland 5 minutes away Also Take advantage of plenty outdoor activities such as bike riding And kayaking

Top guest favourite

Home in Barrie

5 out of 5 average rating, 11 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!

Guest favourite

Apartment in Oro-Medonte

5 out of 5 average rating, 15 reviews

NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna

Welcome to Highland Estate Private Condominiums, where modern comfort meets the beauty of the great outdoors. Nestled at the top of Horseshoe Valley Resort (just a 3-minute walk to the top of Horseshoe Hill), this cozy and stylish condo is perfect for: • Skiers & Snowboarders craving direct access to slopes • Sports Enthusiasts seeking golf, hiking, mountain biking, and more • Families looking for an active and relaxing getaway • Couples seeking a romantic retreat with serene surroundings

Superhost

Apartment in Oro

4.79 out of 5 average rating, 112 reviews

Spacious King Studio - Pool, Hottub, Kitchenette

Experience luxury and convenience in our spacious studio condo overlooking Horseshoe Valley. Just 20 mins to Barrie or Orillia, our condo offers onsite amenities like indoor/outdoor pool, hot tub, sauna, fitness centre, fire pit, BBQs, and kids play area. Indulge in Vetta Spa nearby, explore the many hiking trails around, ski at Horseshoe Valley or tee off at fantastic golf courses. Explore dining, shopping and nightlife in Craighurst, Barrie, or Orillia. Your perfect getaway awaits!

Guest favourite

Flat in oro- medonte

4.9 out of 5 average rating, 77 reviews

Oro-medonte/in/out pool/ski-2

relax with the whole family at this peaceful Highland Estate (Carriage hills )at 90 highland dr, Oro-medonte, ont, L0L 2X0! A beautiful resort with recreation activities for everyone. Outdoor / insdoor swimming pool, public bbq, hiking and mountain biking. Its located near Horse and Mount st louis Moonstone ski resorts. Also nearby is the Vetta nordic Spa and a beautiful golf resort. 2 min walk to the pool Close to Centennial park- barrie Couchiching Beach-orrila Treetop trekking!!

Guest favourite

Flat in Shanty Bay

4.83 out of 5 average rating, 59 reviews

Gym+Pool+PetFriendly+KingBeds

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

4.94 out of 5 average rating, 86 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, 98 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.

Superhost

Home in Barrie

4.94 out of 5 average rating, 176 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.

Guest favourite

Home in Uxbridge

4.93 out of 5 average rating, 59 reviews

Lakeside Lodge Scott’s Vacation House Rules (Reno)

🌲 As Seen on Scott’s Vacation House Rules (2025!) 🌲 Welcome to Uxbridge Lakeside Lodge – Where Luxury Meets Nature Completely renovated by Scott McGillivray’s expert team, this spectacular retreat has been professionally designed to blend luxury vibes with a warm country lodge feel. Featured on Scott’s Vacation House Rules 2025, this is not just a getaway — it’s a destination.