
Holiday rentals with a pool in Ramara
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ramara
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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...

A "Peace" of Eden -- Private suite in country home
Quiet country setting surrounded by forest and farmland, bordering on the Altberg Wildlife Sanctuary Nature Reserve. Lower level suite with private entrance includes one separate bedroom, one bed with room divider in the common space, plus a full bath, kitchen facilities, and living area. Once called the "United Nations of birds", we are just a short drive from public beaches, lakes, the Victoria Rail Trail, and Monck's Landing Golf Course (stay and play package available). Fabulous star-gazing!

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.

Treehouse on private, isolated forest (300 acres)
You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

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

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 Harbour Luxury Condo Escape, Sleeps 4
The Holiday Markets are here, escape to our spacious, furnished, 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy this season with access to walking trails, boardwalk festivities, live music, events and weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Lau

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!
Popular amenities for Ramara rentals with a pool
House rentals with a pool

Cute and Cozy House

Home away from home with a hot tub and pool

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

Beautiful Cottage w Indoor Pool, Sauna, Pool Table

Luxury Family Home Indoor Pool Hot Tub Lake Access

Orilluxstay

Ski, Swim, Soak, Boat & Golf

House ~ Pool ~ Fire Pit ~ BBQ
Apartment rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Friday Harbour Ground Floor w/ Large Terrance

Luxurious Friday Harbour Condo

Perfect ~Huge Patio ~ 2BR ~ BBQ ~ Friday Harbour

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

Charming 2 Bed/2 Bath at Friday Harbour Resort

Private 2BR Condo | 4 Beds+Pool+Resort

FH Harbour Flats 2BR 2BA- Every Day is Friday
Other holiday rentals with a pool

Dave & Jenny’s Apartment.

El Edén, your dream vacation in Simcoe County

Luxury Modern Muskoka Retreat

Innisfil Resort - 3 Bed Condo Amazing Views

Nordic Elegance Villa in Muskoka

ScandinaVilla Retreat

Trendy 1 Bdrm w/Pool & Hot Tub View

Warm rustic luxury chalet near lake & skiing
Quick stats about holiday rentals with a pool in Ramara

Total holiday rentals
Explore 10 holiday rentals in Ramara

Nightly prices starting at
Ramara holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 300 verified reviews to help you choose

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

Wifi availability
10 of Ramara holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ramara rentals

4.8 Average rating
Ramara stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Simcoe County
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- Rentals with pools Canada
- Snow Valley Ski Resort
- Rouge National Urban Park
- Cedar Park Resort
- Lakeridge Ski Resort
- Mount St. Louis Moonstone
- Gull Lake
- Angus Glen Golf Club
- Port Carling Golf & Country Club
- Windermere Golf & Country Club
- The Club At Bond Head
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Lake Joseph Golf Club
- Wooden Sticks Golf Club
- Bigwin Island Golf Club
- Riverview Park and Zoo
- Georgian Bay Islands National Park
- Barrie Country Club
- Dagmar Ski Resort
- Pinestone Resort Golf Course
- Black Diamond Golf Club
- Hawk Ridge Golf & Country Club
- Mansfield Ski Club
- Cedar Brae Golf Club




