Townhome holiday rentals in Oro-Medonte

4.89 out of 5 average rating, 95 reviews

An open-concept living area is featured, showcasing a modern kitchen with stainless steel appliances and a breakfast bar. Light wood flooring extends throughout, complemented by a cozy seating arrangement in the living room. Large windows allow natural light to brighten the space.

Townhouse in Midhurst

Periwinkle Paradise - 4 Bedroom Semi-Detached Home

Escape to serenity just 10 mins from downtown Barrie at this expansive semi-detached home. Boasting 6 bed, 3 bath, & a harmonious blend of boho chic decor & contemporary comforts, it's an inviting retreat for families & friends alike. Explore nearby attractions like Snow Valley Ski Resort, picturesque hiking trails, & rejuvenating spas, all just moments away. Whether you're seeking a weekend getaway or a relaxing stay-cation, this peaceful oasis offers the perfect blend of relaxation & adventure

A well-lit bedroom features a spacious bed adorned with a patterned duvet cover. Light curtains frame the windows, allowing natural light to illuminate the soft carpet. Two framed artworks are displayed above the bed, enhancing the room's simple elegance.

4.95 out of 5 average rating, 21 reviews

Townhouse 5 min to Wasaga Beach

Enjoy your beachside escape in our bright and welcoming 3-storey townhouse—perfect for families, couples, or small groups. Located just a 5-min drive from the beach & golf club, 18-min from New Casino, 3 min from Wasaga Arena, and 37-min drive from Blue Mountain Village, this home is an ideal base for year-round fun and outdoor adventure. **Please note that $1,000 direct security deposit is to be paid after booking is confirmed. The security deposit is released within 72 hours after check-out**

4.88 out of 5 average rating, 16 reviews

An open-concept living area features a gray couch and a black armchair, both set against a wall with adjustable blinds. A wooden coffee table rests atop a round woven rug, while a floor lamp provides soft lighting. Natural wood flooring enhances the warm ambiance.

Townhouse in Midland

TheLuxuryBayportBliss/BrndNew/30m frm MSLMoonstone

Welcome to your home away from home! This brand new 2-bedroom, 2-bathroom townhome is perfectly situated in Midland, ON—just a short stroll from the scenic Sunnyside Harbour and lakeside walk. 30mins from Wasaga and 1hr from Muskoka and amazing Blue Mountains. Explore the town, Awenda provincial park is 15 and Georgian Bay national park 40 min Whether you're here for a peaceful getaway, outdoor adventure, or a bit of both, this stylish retreat offers comfort, convenience, and a touch of luxury

An oval-shaped pool is situated just steps from the sandy beach. Surrounding the pool are several lounge chairs and a shaded gazebo. The calm water of the bay is visible in the background, creating a serene setting for relaxation.

4.97 out of 5 average rating, 139 reviews

Waterfront | Heated Pool, Beachfront, BBQ, AC

Enjoy your morning coffee on your waterfront balcony in your 2 bedroom townhouse, steps away from the beautiful sands of Wasaga Beach. Fall asleep to the rhythmic sounds of the water & watch stunning sunsets from your balcony. Cotton bed linens (680 thread count) & towels included Family friendly with pool & beach- perfect for a summer getaway Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun & making new memories!

4.99 out of 5 average rating, 212 reviews

Townhouse in Port Severn

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ

Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

5 out of 5 average rating, 23 reviews

Phoenix Farmhouse - Barrie Hockey Arena & 400 HWY

Situated just minutes from Barrie's core and only 10 min to Friday Harbour Resort, this newly built semi detached home will surely make you feel right at home with it's cozy modern farmhouse decor, fully stocked amenities and kid friendly rooms! Our home can be your home for your next escape from the city, come explore everything the area has to offer and stay for work or play! Conveniently located 3 min from Sadlon Hockey Arena, and Park Place Shopping/restaurants and 400 HWY & Mapleview!

A seasonal outdoor pool is showcased, surrounded by lounge chairs and a grassy area. A beach view extends in the background, where colorful umbrellas and visitors can be seen enjoying the sandy shore. The pool area is fenced, adding a sense of privacy.

4.92 out of 5 average rating, 66 reviews

Waterfront | Heated Pool, Beach, BBQ, AC

Enjoy your morning coffee on your waterfront balcony in your 2 bedroom townhouse, steps away from the beautiful sands of Wasaga Beach. Fall asleep to the rhythmic sounds of the water & watch stunning sunsets from your balcony. 680 thread count cotton bed linens & towels included Family friendly with pool & beach- perfect for a summer getaway Located on quiet Beach 4. ~1.5 hr drive from GTA, 20 min to Collingwood/Blue Mountain. 2 parking spots. Perfect for family fun & making new memories!

4.96 out of 5 average rating, 24 reviews

A private rooftop patio features comfortable seating and views overlooking Lake Simcoe. An outdoor pool with lounge chairs invites relaxation, while an interior view showcases a modern chef’s kitchen with sleek appliances and bar seating. Natural light fills the open living space through large windows.

Townhouse in Orillia

Lake Simcoe Family Stay | 3BR+Rooftop+Pool+Kayaks

💎 Experience Lake Simcoe in 5-star luxury. Your premium escape is ready. 💎 Stylish 3BR/4BA Lake Simcoe retreat with: 3 premium beds + pull-out couch 2 full bathrooms + 2 half bathrooms Private rooftop patio + natural gas BBQ Heated seasonal pool (Victoria Day to September 14) + shoreline access 2 kayaks + guest-use boat launch Chef’s kitchen, smart TVs, blazing Wi-Fi Laundry + private parking ✔️ Family-ready, pet-welcoming, remote-work optimized ✔️ SuperHost-managed (STRA #2025-0050)

An aerial view highlights the expansive sandy beach lined with greenery, showcasing the vastness of Georgian Bay. The beachfront townhomes are visible, with the waters meeting the sandy shore under clear blue skies.

4.88 out of 5 average rating, 147 reviews

Beachfront Townhome with Bay Views

Escape to our modern 2200 sq ft beachfront townhome on Georgian Bay! This 4-bedroom home comfortably sleeps 10, perfect for families. Enjoy stunning views of the Bay and Blue Mountain from multiple private balconies. Steps to the beach and located next to the provincial park with kids playground and picnic area. A short drive to Blue Mountain Resort, Collingwood, Creemore and the Wasaga Beach Casino. Our beach house is the ultimate retreat for relaxation and adventure!

A spacious living area features a comfortable tan sofa and modern black dining chairs surrounding a circular table. A gas fireplace and television are positioned against a light stone wall, while large windows allow natural light to fill the room. Decorative elements include a floor plant and a wine display.

4.83 out of 5 average rating, 120 reviews

Ravine Backyard, King Bed, Jacuzzi, Pool, Hot Tub

Forget your worries in this spacious and serene space at Highland Estates. A designer suite perfect for couples, equipped with a King Sized Bed, and a Jacuzzi for romantics. Prepare your own meals in the 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 dishwasher is out of order.

An outdoor patio area features a large dining table surrounded by black chairs, with additional seating options nearby. Lush green plants frame the space, while the tranquil water and modern townhouses create a serene backdrop during sunset.

5 out of 5 average rating, 15 reviews

BBQ with Panoramic Harbour Views - Peaceful Escape

Experience unmatched tranquility and privacy at our stunning corner lot townhouse, nestled in a quiet and serene location yet close to all the vibrant amenities Friday Harbour Resort has to offer. Begin and end your day with breathtaking 180-degree views of the harbour. Enjoy your private patio, complete with outdoor furniture, a dining area, and a barbecue, or from the second-floor balcony, where you can watch boats and docks right at the canal within the resort.

4.77 out of 5 average rating, 22 reviews

Modern farmhouse #1

Welcome to this brand new stylish 3 storey townhome with 1750sq feet of living space and 2 car garage. Just a two minute walk to Shoppers Drug Mart, Starbucks and local plazas. Short drive to Barrie’s parklands, trails, arenas, waterfront, spas, and popular ski resorts like Snow Valley, Horseshoe Valley & Mount St. Louis Moonstone. Only an 8-14 minute drive to 10+ golf courses. 20 minute drive to Friday Harbour Resort. Easy Access to highway 400.

Popular amenities for townhouse rentals in Oro-Medonte

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

The living and dining area features a cozy setting with a comfortable sofa, a gas fireplace, and an elegant dining table for six. Natural light fills the space through large windows, complemented by contemporary decor and a wine display on the wall.

4.79 out of 5 average rating, 34 reviews

2x King Bed, Pool, Ravine View, Jacuzzi, Gym, WiFi

An indoor swimming pool is depicted, surrounded by large windows allowing natural light to illuminate the area. A gym can be seen in the background, overlooking the pool. Several lounge chairs are positioned along the poolside, creating a relaxing environment.

4.68 out of 5 average rating, 66 reviews

Pristine King Bed Studio, Gym, Pool, Near VettaSpa

Townhouse in New Tecumseth

The exterior of a modern townhouse is displayed, featuring red brick walls and cream-colored accents. A well-maintained driveway leads up to a double garage, and a small garden is visible beside the entrance, showcasing manicured grass and a blooming bush.

4.84 out of 5 average rating, 154 reviews

Perfect Picturesque Getaway 40min from Toronto

Private room in Aurora

4.81 out of 5 average rating, 32 reviews

New Townhouse

4.88 out of 5 average rating, 147 reviews

Beachfront Townhome with Bay Views

The exterior of the house is showcased, featuring a modern two-story design with a combination of brick and siding. A covered front porch is visible, surrounded by black railings, with large windows reflecting natural light. A well-maintained lawn adds to the inviting appearance.

4.88 out of 5 average rating, 66 reviews

Cozy Coastal Comfort - Your Sweater Season Getaway

4.99 out of 5 average rating, 212 reviews

Townhouse in Port Severn

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ

4.93 out of 5 average rating, 59 reviews

The townhouse exterior showcases a traditional brick design with elegant architectural details. A welcoming entrance is highlighted by a stone walkway leading to the front door. Landscaping features flowering plants beside the steps, and a single-car garage is integrated into the façade.

Townhouse in Aurora

Dazzling Furnished 3 Bedroom Townhouse in Aurora.

Townhouse accommodation with a washing machine and dryer

4.81 out of 5 average rating, 21 reviews

Cozy 2BR Townhome—Steps to Plaza, 5 Mins to Beach!

Cozy Barrie retreat near lake Simcoe & parks.

4.81 out of 5 average rating, 16 reviews

3BR House near Blue Mountain • Ski Retreat + Beach

Townhouse in Newmarket

New place to stay

Luxury Townhome

A spacious living area features large glass windows that provide ample natural light. The room is furnished with a gray sectional sofa and a coffee table, surrounded by a dining table that accommodates guests. Elegant light fixtures add a stylish touch to the modern decor.

5 out of 5 average rating, 10 reviews

3000ft2 Waterfront Cottage Harbour Townhouse

A snowy hillside is featured, with skiers enjoying the slope under a bright sun. A series of ski lifts is visible, and a collection of bicycles is lined up nearby. The foreground includes a paved area reflecting the sunlight, adding a touch of brightness.

4.86 out of 5 average rating, 22 reviews

3 BDR Home - 30 mins to Blue Mountain. Skiers!

A charming two-story condo complex is showcased, featuring light blue siding and white trim. Balconies are visible on the upper level, and a short pathway leads to the entrance. Lush green grass surrounds the area, providing a welcoming outdoor space.

Oasis Family Cottage-Getaways

An outdoor balcony features a modern seating area with a large glass dining table surrounded by comfortable wicker chairs. A vibrant red umbrella provides shade, while the backdrop includes contemporary buildings and landscaped greenery.

4.86 out of 5 average rating, 14 reviews

Spacious home

Townhouse rentals with a patio

Two contemporary lounge chairs are positioned near a window, allowing natural light to fill the space. Soft, neutral curtains frame the window, while a small lamp stands beside one chair. A wooden storage unit with colorful bins is visible in the corner.

4.5 out of 5 average rating, 24 reviews

home@Wasaga Beach

5 out of 5 average rating, 24 reviews

Modern home 1 min walk to Wasaga Beach

The three-level townhouse features expansive glass doors and large windows, allowing natural light to fill the interior. Two spacious outdoor patios are visible, adorned with greenery. A serene evening sky provides a tranquil backdrop for this modern architectural design.

Luxury Designer Townhouse at Friday Harbour

A comfortable living area features dark leather seating arranged around a wooden coffee table. A flat-screen television is mounted on a wall, while natural light enters through a window, complementing the warm wooden flooring.

4.86 out of 5 average rating, 73 reviews

Full Townhouse -Trails, Lakes, Rinks, Golf & more!

5 out of 5 average rating, 6 reviews

Townhouse in Georgina

Cozy 4-Bedroom Townhouse | Steps to Lake Simcoe

A cozy living area is highlighted by a large sectional sofa that faces a modern fireplace. Bright windows provide ample natural light and offer views of greenery outside. A textured round ottoman sits in the center, complemented by a soft area rug underneath.

5 out of 5 average rating, 73 reviews

Beach Oasis - 1min walk to beach, close to Blue

Budget longterm stay Horseshoe resort Stay near XO