Holiday houses in Oro Beach

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 384 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...

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Cottage in Innisfil

4.85 out of 5 average rating, 332 reviews

Cabin retreat with hot tub & trails near the beach

Beautiful, modern, pet-friendly cottage nestled in the trees. Located on a large, private lot secluded at the end of a small gravel road. The huge yard backs onto a forest with an extensive trail network meandering a peaceful river steps from your backdoor. Mapleview beach is a short walk down the road along with many other scenic beaches in the area. The cottage is warm, cozy and fully equipped. Offering high-speed internet and smart TVs, brand new hot tub, BBQ, outdoor firepit, and boardgames.

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.

4.97 out of 5 average rating, 197 reviews

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

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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, 167 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

4.88 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.

4.99 out of 5 average rating, 216 reviews

Boho by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

4.71 out of 5 average rating, 330 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, 420 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

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Other great holiday rentals in Oro Beach

4.97 out of 5 average rating, 103 reviews

Bungalow in Hawkestone

Water front Cottage Lake Simcoe Sauna Hot Tub

SarahRating, 5 stars2 weeks 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 stars6 months ago

Great location, clean and tidy house

5 out of 5 average rating, 5 reviews

Bungalow in Georgina

Dave & Jenny’s Apartment.

JyotikaRating, 5 stars1 week ago

We had a wonderful stay! Everything was clean, well-maintained, and just perfect. We really enjoyed our time here. The hosts were kind, responsive, and made us feel completely at home. The backyard was so cool and beautiful — it really added to the experience. Would definitely love to come back again!

5 out of 5 average rating, 7 reviews

Home in Willow Beach

Willow Beach Cottage

DaleRating, 5 stars1 week ago

We have been staying at Kats place for almost 3 months as we had a fire at our house, they were very accommodating , friendly and very supportive when we needed anything. The house is a great place to relax and just get away from the Every day life. If your looking for a great place to stay and close to the beach you have to check out Kats place. Thank you Mike and Kat!!!!

Home in Hawkestone

4.88 out of 5 average rating, 33 reviews

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

SimranRating, 5 stars4 weeks ago

The place was absolutely amazing, even better than the photos! It had everything you could possibly need for a relaxing and fun weekend away from the city. The space was clean, beautifully decorated, and thoughtfully stocked with all the essentials. The host was incredibly responsive and made sure everything went smoothly. I would definitely love to come back, highly recommend it to anyone looking for a peaceful escape!

Houseboat in Hawkestone

4.73 out of 5 average rating, 188 reviews

Amazing BOATHOUSE LAKEVIEW

ParidhiRating, 5 stars8 months ago

It was such a beautiful stay. We loved the cute cabin experience right next to water. Everything was dreamy. I would recommend my friends and family for a stay here.

Home in Hawkestone

5 out of 5 average rating, 3 reviews

Waterfront Bliss on Lake Simcoe

CesarRating, 5 stars10 months ago

Jacob was a great host and helped us with all our booking needs to make the perfect getaway to celebrate our aunt and uncle. The place was better than the pictures and the dock was so peaceful in the morning with our coffee. The space was beautiful as very friendly and welcoming place and there is shops nearby for anything you need. We will definitely be back and are looking to make this a yearly getaway.