Townhome holiday rentals in Oro-Medonte

Townhouse 5 min to Wasaga Beach

Enjoy your beachside escape in our bright and welcoming 3-storey townhouse—perfect for families, couples, or small groups. Located just a 5-min drive from the beach & golf club, 18-min from New Casino, 3 min from Wasaga Arena, and 37-min drive from Blue Mountain Village, this home is an ideal base for year-round fun and outdoor adventure. **Please note that $1,000 direct security deposit is to be paid after booking is confirmed. The security deposit is released within 72 hours after check-out**

Periwinkle Paradise

Escape to serenity just 10 mins from downtown Barrie at this expansive semi-detached home. Boasting 6 bed, 3 bath, & a harmonious blend of boho chic decor & contemporary comforts, it's an inviting retreat for families & friends alike. Explore nearby attractions like Snow Valley Ski Resort, picturesque hiking trails, & rejuvenating spas, all just moments away. Whether you're seeking a weekend getaway or a relaxing stay-cation, this peaceful oasis offers the perfect blend of relaxation & adventure

TheLuxuryBayportBliss/BrndNew/30m frm MSLMoonstone

Welcome to your home away from home! This brand new 2-bedroom, 2-bathroom townhome is perfectly situated in Midland, ON—just a short stroll from the scenic Sunnyside Harbour and lakeside walk. 30mins from Wasaga and 1hr from Muskoka and amazing Blue Mountains. Explore the town, Awenda provincial park is 15 and Georgian Bay national park 40 min Whether you're here for a peaceful getaway, outdoor adventure, or a bit of both, this stylish retreat offers comfort, convenience, and a touch of luxury

Waterfront | Heated Pool, Beachfront, BBQ, AC

Enjoy your morning coffee on your waterfront balcony in your 2 bedroom townhouse, steps away from the beautiful sands of Wasaga Beach. Fall asleep to the rhythmic sounds of the water & watch stunning sunsets from your balcony. Cotton bed linens (680 thread count) & towels included Family friendly with pool & beach- perfect for a summer getaway Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun & making new memories!

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

Phoenix Farmhouse - Barrie Hockey Arena & 400 HWY

Situated just minutes from Barrie's core and only 10 min to Friday Harbour Resort, this newly built semi detached home will surely make you feel right at home with it's cozy modern farmhouse decor, fully stocked amenities and kid friendly rooms! Our home can be your home for your next escape from the city, come explore everything the area has to offer and stay for work or play! Conveniently located 3 min from Sadlon Hockey Arena, and Park Place Shopping/restaurants and 400 HWY & Mapleview!

Lake Simcoe Family Stay | 3BR+Rooftop+Pool+Kayaks

💎 Experience Lake Simcoe in 5-star luxury. Your premium escape is ready. 💎 Stylish 3BR/4BA Lake Simcoe retreat with: 3 premium beds + pull-out couch 2 full bathrooms + 2 half bathrooms Private rooftop patio + natural gas BBQ Heated seasonal pool (Victoria Day to September 14) + shoreline access 2 kayaks + guest-use boat launch Chef’s kitchen, smart TVs, blazing Wi-Fi Laundry + private parking ✔️ Family-ready, pet-welcoming, remote-work optimized ✔️ SuperHost-managed (STRA #2025-0050)

Luxury 4BR Stay by GO Train • Spacious & Elegant

Welcome to our comfort & style in our private 4BR and 3.5WR East Gwillimbury home - perfect for families and groups. ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen for preparing meals ✓ Smart TV & High-Speed Wi-Fi ✓ High-quality Linens. Comfy Beds ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Minutes from Mall & Hospital Book your stay with confidence and make unforgettable memories!

Beachfront Townhome with Bay Views

Escape to our modern 2200 sq ft beachfront townhome on Georgian Bay! This 4-bedroom home comfortably sleeps 10, perfect for families. Enjoy stunning views of the Bay and Blue Mountain from multiple private balconies. Steps to the beach and located next to the provincial park with kids playground and picnic area. A short drive to Blue Mountain Resort, Collingwood, Creemore and the Wasaga Beach Casino. Our beach house is the ultimate retreat for relaxation and adventure!

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub

Forget your worries in this spacious and serene space at Highland Estates. A designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Close to Vetta Spa and major Ski Hills; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note the dishwasher is out of order.

BBQ with Panoramic Harbour Views - Peaceful Escape

Experience unmatched tranquility and privacy at our stunning corner lot townhouse, nestled in a quiet and serene location yet close to all the vibrant amenities Friday Harbour Resort has to offer. Begin and end your day with breathtaking 180-degree views of the harbour. Enjoy your private patio, complete with outdoor furniture, a dining area, and a barbecue, or from the second-floor balcony, where you can watch boats and docks right at the canal within the resort.

Modern farmhouse #1

Welcome to this brand new stylish 3 storey townhome with 1750sq feet of living space and 2 car garage. Just a two minute walk to Shoppers Drug Mart, Starbucks and local plazas. Short drive to Barrie’s parklands, trails, arenas, waterfront, spas, and popular ski resorts like Snow Valley, Horseshoe Valley & Mount St. Louis Moonstone. Only an 8-14 minute drive to 10+ golf courses. 20 minute drive to Friday Harbour Resort. Easy Access to highway 400.