Holiday rentals in Oro

4.88 out of 5 average rating, 105 reviews

Home in Little Lake

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.

4.85 out of 5 average rating, 252 reviews

Guest suite in Moonstone

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

4.89 out of 5 average rating, 112 reviews

Guest suite in Barrie

Cozy Barrie Guest Suite near RVH&Georgian College

Make yourself at home in our cozy yet spacious basement suite. Just steps from Royal Victoria Hospital & Georgian College, Access to HWY 400 nearby, you're also minutes to downtown Barrie's scenic waterfront. A clean, modern space designed for convenience — ideal for short or long stays. Your cozy getaway awaits Key Highlights >In-suite laundry >Self-check in >Smart TV with Netflix, Youtube & PrimeVideo >Queen bed >Equiped kitchen with all necessary cooking utensils >Wifi extender for fast wifi

4.99 out of 5 average rating, 178 reviews

Guest house 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.

Superhost

Guest house in Shanty Bay

4.85 out of 5 average rating, 109 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, 147 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!

4.98 out of 5 average rating, 175 reviews

Guest suite in Coldwater

Tranquil Retreat private Hot Tub Horseshoe Valley

Welcome to the “Tree House”—a peaceful retreat nestled in a forested, rural setting. Perfect for guests seeking rest, relaxation, and a close connection with nature. Take in panoramic woodland views from the spacious deck. Unwind in the private outdoor hot tub—gazing up at the stars overhead. On cooler evenings, curl up by the cozy gas fireplace with a glass of wine. Whether you're here to disconnect or explore, we offer the perfect balance of comfort and natural beauty.

Place to stay in Oro Station

4.96 out of 5 average rating, 92 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

Apartment in Oro

4.76 out of 5 average rating, 269 reviews

Cozy Deluxe Studio at Horseshoe Valley

Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, 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!

5 out of 5 average rating, 149 reviews

Guest suite in Barrie

Entire Private Basement Suite

Newly built Spacious Basement with all amenities that you may require for your stay. Features a queen bed, private bathroom and kitchen. Free Parking in driveway is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.

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!

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Popular amenities for Oro holiday rentals

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Other great holiday rentals in Oro

4.92 out of 5 average rating, 83 reviews

Apartment in Barrie

Luxury 3 BR condo w/ private Jacuzzi/ decks/ bbq.

EmilyRating, 5 stars2 weeks ago

Perfect getaway with lots of walkable restaurants to downtown Barrie

5 out of 5 average rating, 15 reviews

Guest suite in Coldwater

Spacious 3 Bedroom Suite Near Ski Hills/Vetta Spa

JahanRating, 5 stars10 months ago

I recently stayed at Margaret’s Airbnb that exceeded all expectations. From the moment we arrived, the hosts were incredibly welcoming and kind. They had thoughtfully provided us with a variety of snacks and filled the fridge with beverages, making us feel right at home. The space itself was lovely, spacious, and impeccably clean. It was clear that the hosts took great care in maintaining the property. One of the highlights was the amazing gaming tables, which provided hours of entertainment. In the evenings, we enjoyed gathering around the campfire place, which added a perfect touch to our stay. The overall ambiance of the place was cozy and inviting, making it a truly relaxing retreat. I can't recommend this Airbnb enough. The hosts went above and beyond to ensure we had a fantastic experience. This place is a gem, and I would highly recommend it to anyone looking for a wonderful getaway. It's simply amazing!

4.96 out of 5 average rating, 54 reviews

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

StephanieRating, 5 stars1 week ago

My family and I had the best time at Friday Harbour accommodated my Adriana. Her place was beautiful and clean. Literally everything we needed was already thought of and stocked. The condo was walking distance to the main boardwalk area where we found lots to do. My family and I will definitely revisit this condo soon!

4.98 out of 5 average rating, 54 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

AnthonyRating, 5 stars1 week ago

Jack was an amazing host!! Extremely friendly, responsive and helpful throughout the entire process, before & during the stay, and morning of check out. Provided us with very clear instructions including a map if we needed, as well as linked us to the local events / dining page for the resort. The place was spotless! Matched the listing page. Would definitely recommend reserving one of Jack's listings after the great experience we had.

Superhost

Flat in Shanty Bay

4.83 out of 5 average rating, 48 reviews

Gym+Pool+PetFriendly+KingBeds

SonalRating, 5 stars1 month ago

Sean is very Friendly and Professional. He responds to messages quickly. He is an amazing host where he is checking in on us ensuring if we needed anything he is only a phone call away. We have been going to the Resort for years. Easy to get too, very peaceful and the Units are so simple but nice. Not many places take pets but Sean's does which helped us alot. The beds are super comfortable, probably the best sleep I have had in a long time. Kitchen was equipped with everything we needed for our Stay. The Kids loved the gym to work out and then we spend quite a few hours at the pool. The fire pit was nice to sit at especially with the chilly weekend we just had. We will be back for sure to be Sean's Guest.

5 out of 5 average rating, 12 reviews

Cabin in Tiny

The Beach House, Georgian Bay, Beach View w/ Sauna

SamRating, 5 stars1 week ago

My family and I had a great time at Adam’s cottage! Incredible view of the lake, the lake water was crystal-clear. Beach house was well maintained and very clean, the interior decor was stunning! Beach house/garage had all the amenities you will need! The 2 paddle boards and 2 bikes were a great edition! we enjoyed walks/bike rides through the trails in the neighbourhood. We will definitely come back, HIGHLY recommend! Adam was very helpful, insightful, and gave fast replies! Great host!