
Holiday rentals with a pool in Oro-Medonte
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Top-rated rentals with a pool in Oro-Medonte
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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...

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private 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! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Marina view at Friday Harbour 2bd/2bth Pool option
This Black Cherry model condo is the most sought after layout at Friday harbour, featuring a spacious-well-designed kitchen, living room and balcony area with two bedrooms and two bathrooms ideal for families, couples, or solo travellers. Enjoy comfortable sleeping with a king bed in the master bedroom also featuring an ensuite bath and walking closet, and a Queen bed in the second bedroom. Enjoy a view of the beautiful landscaped courtyard out to the marina while lounging or eating outside.

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub
Forget your worries in this spacious and serene space at Highland Estates. You get a full designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the fully equipped 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 Fireplace isn't working.

Private 2BR Condo | 4 Beds+Pool+Resort
🌲Your private headquarters for adventure in Horseshoe Valley! 🌲 Private 4-Bed, 2-Suite Highland Estate retreat - perfect for families and groups. You’ll have the entire suite to yourself with no shared interior spaces. Unlike other Highland Estate listings, this one is fully private. Enjoy two bedrooms, 4 beds, a full kitchen, open-concept living with gas fireplace, two balconies, Wi-Fi, smart TVs, in-suite laundry, and premium resort-style amenities. Pet-friendly and SuperHost-managed.

Lovely king size room with kitchenette
An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

Farmhouse Guest Suite; Year round hot tub
Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

Spacious 1-br w jacuzzi 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!

Spacious Hideaway in Nature
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.
Popular amenities for Oro-Medonte rentals with a pool
House rentals with a pool

Cute and Cozy House

2 Bd Boardwalk Condo Patio Oasis

Our vacation home. Fully equipped. Pool. Fire Pit.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

Luxury Resort Villa on Muskoka Bay Golf Course

Luxury Family Home Indoor Pool Hot Tub Lake Access

Comfort, Luxury and Relaxation
Apartment rentals with a pool

Cozy Stays – Your Fall Getaway at Friday Harbour

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

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Cozy Studio + Kitchenette & 1 Free Parking

Friday Harbour Luxury Condo Escape, Sleeps 4

Serenity 1Bed+Sauna+HotTub+Indoor/OutdoorPool

Bohemian Luxury at Friday Harbour Resort Simcoe

Resort Condo (2 suites) near Horseshoe Valley
Other holiday rentals with a pool

Beautiful Two Bedroom Suite with Jacuzzi Tub

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

Highland Hidey Hole-Resort Amenities, Pet friendly

Friday Harbour Ground Floor w/ Large Terrance

Innisfil Resort - 3 Bed Condo Amazing Views

Private Balcony Suite with Jacuzzi Off of Bedroom!

Clean, bright and cozy walkout basement

NEW Luxurious Corner Unit at Friday Harbour Resort
When is the best time to visit Oro-Medonte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $140 SGD | $144 SGD | $143 SGD | $142 SGD | $153 SGD | $169 SGD | $185 SGD | $187 SGD | $160 SGD | $142 SGD | $139 SGD | $155 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with a pool in Oro-Medonte

Total holiday rentals
Explore 400 holiday rentals in Oro-Medonte

Nightly prices starting at
Oro-Medonte holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 13,860 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
390 of Oro-Medonte holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oro-Medonte rentals

4.7 Average rating
Oro-Medonte stays receive an average rating of 4.7 out of 5 from guests
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- Blue Mountain Village
- Toronto Zoo
- Rouge National Urban Park
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Craigleith Ski Club
- Gull Lake
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- The Georgian Peaks Club
- TPC Toronto at Osprey Valley
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- The Club At Bond Head
- Windermere Golf & Country Club
- Wooden Sticks Golf Club
- Georgian Bay Islands National Park
- The Georgian Bay Club
- Barrie Country Club