Holiday houses in Oro Station

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 382 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

4.99 out of 5 average rating, 178 reviews

Guesthouse in Barrie

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

Superhost

Guesthouse in Shanty Bay

4.85 out of 5 average rating, 107 reviews

New Charming tinyhome Experience

Come spend a few days in our warm and cozy hideaway. Enjoy the winter wonderland with some Snow shoeing, cross country skiing or Snowmobiling right from your backyard! OR, perhaps you would like to go to the new Vetta Spa only mins away. Or downhill, snowboard at Horseshoe or Moonstone? OR maybe you just want to disconnect from technology for awhile and reconnect with yourself or loved one. Please inquire if you would like more than 3 guests. The options are plentiful from this location.

5 out of 5 average rating, 144 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

4.94 out of 5 average rating, 166 reviews

The Friday Flat | Sunny Escape by the Marina

Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

4.97 out of 5 average rating, 139 reviews

Apartment in Orillia

Luxury 1 Bedroom Apt In The *HEART* Of Orilla

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine on the covered front porch, immersing yourself in the cinematic feel of the 75" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

4.99 out of 5 average rating, 106 reviews

Apartment in Innisfil

Modern Condo at Friday harbour/Pet Friendly

Welcome to Our Elegant Property We're driven by a genuine passion for creating exceptional guest experiences. Our goal is straightforward: to exceed your unique needs and desires during your stay. More than just providing a place to stay, we want to make your visit memorable and enjoyable. Feel free to reach out if you have any questions. We're here to ensure your stay is comfortable and stress-free. **Additional fees are applied for long term stays**

4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

Exquisite 1 Bedroom condo with separate pull out couch. Get ready to relax and unwind. Only 45 minutes from Toronto. Great getaway for couples, singles, work travelers and those just wanting to relax or some adventure. Enjoy the marina, boardwalk, shops, restaurants, nature trails, golf course and much more. Visit: friday harbour .com for complete list of activities and explore all that FH has to offer. Owner only restrictions apply.

Superhost

4.83 out of 5 average rating, 481 reviews

Lovely 2-bedroom at Friday Harbour

Friday Harbour Resort welcomes you to the start of something extraordinary. Friday Harbour was designed to be a destination. A destination you look forward to visiting all year round, where you can unwind and truly feel relaxed. Whether you arrive 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 way to enjoy your days.

Superhost

Cottage in Innisfil

4.88 out of 5 average rating, 316 reviews

Boardwalk Bliss For Two *1 hr From TO!*

Waterfront Escape – 1 Hour from Toronto! Enjoy a private, street-level retreat steps from the marina boardwalk! Perfect for a relaxing getaway or remote work, with fast WiFi and in-room entertainment. 🌊 Activities Nearby: Waterside Dining & Boardwalk Music Nature Trails, Golf & Spa 🚤 Optional Add-Ons: ✔ Boating Excursions (Pre-Book) ✔ Dining & Activity Combos 📆 Book Now – Dates Fill Fast!

4.71 out of 5 average rating, 328 reviews

Cottage in Barrie

The Guesthouse on the North Shore Trail

No Cleaning Fee for this well-appointed studio apartment just off the North Shore Trail that includes everything you’ll need for a comfortable and cozy stay. Newly renovated, this fully private unit includes a large screen TV, a queen size bed with a luxurious mattress, a pull-out double-sized sofa, a full kitchen with all the amenities; and a calming view of Lake Simcoe in any season.

4.95 out of 5 average rating, 419 reviews

Lovely Open Concept Friday Harbor Resort Condo

This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Oro Station holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Oro Station

4.97 out of 5 average rating, 102 reviews

Bungalow in Hawkestone

Water front Cottage Lake Simcoe Sauna Hot Tub

SarahRating, 5 stars1 week ago

This is our second stay at Olesea’s beautiful Airbnb. It’s perfect for families. The king beds are super comfy. The large kitchen and dining room table are perfect for family dinners. We played pool, soaked in the hot tub, sat by the dock with coffee, watched the boats go by, and walked to the nearby kid’s park. Our stay was perfect. Thank you again!

4.93 out of 5 average rating, 42 reviews

Cottage in Oro Station

Lake Simcoe south exposure lakefront with hot tub

KevinRating, 5 stars5 months ago

Great location, clean and tidy house

4.89 out of 5 average rating, 55 reviews

Home in Washago

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars6 days ago

Had a lovely stay! Lisa was so accommodating! Beautiful location.

5 out of 5 average rating, 6 reviews

Home in Willow Beach

Willow Beach Cottage

KathleenRating, 5 stars3 weeks ago

We had an amazing stay, the place was clean and comfortable. I had requested a pack n play for my 5 month old to sleep in and Kat had purchased one for our stay, which I really appreciated and it made our stay much more comfortable. The beds were comfortable, the backyard was beautiful, and Kat replied very quickly to any questions we had. I visit the area yearly and will most definitely be back!

5 out of 5 average rating, 43 reviews

Holiday home in Innisfil

Innisfil Resort - 3 Bed Condo Amazing Views

LindsayRating, 5 stars3 weeks ago

Location was perfect and the space was clean and comfortable. No need for extra pillows and blankets as it was all provided. Lots of space hanging out in the living room watching movies with a group of 7. Two bathrooms with teenage girls was necessary and helped with getting ready. Walking down to the pier was beautiful and dinner out was delicious! We would highly recommend this rental, responses were very quick and unit was clean!