Townhome holiday rentals in Simcoe County

A dining area features a wooden table set with a red-striped runner and natural decorations. In the background, the kitchen is visible, showcasing modern appliances and cabinetry. The living space is bright and welcoming, adorned with comfortable seating, including a grey couch and decorative accents.

4.96 out of 5 average rating, 355 reviews

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

You will love our renovated condo with quality mattresses, well stocked kitchen, great bathrooms, on demand hot water & walk out rear patio with BBQ and yard access. Heated outdoor pool in complex July/Aug Trust our 350+ reviews telling stories of amazing stays & memories made! The short 5 minute stroll to the village is something you will be sure to enjoy! NETFLIX, cable & unlimited WIFI, cozy gas fireplace, quality towels/ linens + games/ Legos...message us with any questions or to book now.

Townhouse in Wasaga Beach

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!

An open-concept living area features a spacious beige couch facing a wall-mounted television. A modern kitchen includes bar seating with two metal stools and a sleek countertop. Pendant lights with a golden hue hang above a white dining table surrounded by four wicker chairs, complemented by natural light from large windows.

4.91 out of 5 average rating, 160 reviews

Jewel of Blue Mountain- steps 2 village- sleeps 10

Welcome to the Jewel of Blue Mountain, a luxury retreat steps from Village nightlife, slopes, and restaurants. This spacious 4 bd 4 bth house is perfect for families, ski groups, and long weekends enjoying the full Blue Mountain experience. The modern open-concept main floor is ideal for gatherings—cozy up by the fireplace after a day on the slopes, relax on the large sectional, or enjoy a great meal at the huge dining table ONLY TWO PARKING SPACES ARE AVAILABLE LICENSE NO. LCSTR20230000046

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.

4.83 out of 5 average rating, 121 reviews

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.

Townhouse in Shanty Bay

Ravine Backyard, King Bed, Pool, Fun and Sun

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. Fix your own meals in the kitchen with Microwave and Electric Stove. Access your favorite Streaming-TV accounts like Netflix, Prime, and Disney+ Take your sweetie to Vetta Spa, and lots of activities in the area; literally the Best Retreat in Oro-Medonte. Book with Us Today! Please note the dishwasher is out of order.

A spacious living area features tall windows allowing natural light to fill the room. A large screen TV is mounted above a gas fireplace, surrounded by comfortable seating. Decorative pillows enhance the sectional sofa, and an elegant coffee table sits centrally, adding to the inviting atmosphere.

4.96 out of 5 average rating, 245 reviews

Après Blue- 2bed2bath w/Pool 6 min walk to village

Welcome to Apres Blue at Blue Mountain! Unbeatable location @ 110 Fairway Court, only a 5 minute walk to Blue Mountain Village, Ski lifts & Monterra Golf Course. Professionally decorated ground floor unit with full kitchen, gas fireplace, high speed internet, walk out private patio with outdoor dining area, private gas BBQ and shared seasonal pool. This spacious ground floor, 2 bedroom, 2 full bathroom end unit townhouse has everything you need to enjoy your stay! License #LCSTR20230000084

4.98 out of 5 average rating, 107 reviews

A spacious living area is highlighted by a stunning gallery wall featuring scenic photography. A comfortable gray sectional sofa and a cozy chair are positioned near a window, allowing natural light to illuminate the space. A gas fireplace adds warmth to the inviting setting.

Townhouse in Collingwood

Blue Mountain Gallery Getaway

Welcome to a cozy family escape featuring a stunning gallery wall showcasing scenic photography of South Georgian Bay. This peaceful retreat is just minutes from Blue Mountain Village or downtown Collingwood. Listen to the soothing sounds of the Cranberry Marsh Wetland, or walk to nearby Georgian Bay. Whether you’re hitting the slopes, the spas or the shops, unwind in a space that’s as inspiring as it is relaxing. Send us a message if you have any questions — we're always happy to help!

A spacious bedroom is showcased with a large bed dressed in neutral linens and accented by decorative pillows. Natural light enters through a window, illuminating the room's soft gray walls. A contemporary art piece adorns one wall, while a doorway leads to a bathroom.

4.91 out of 5 average rating, 137 reviews

Upgraded 3-Bed Chalet in Blue Mtn Village

Licensed with Town of Blue Mountain # LCSTR20220000176 Exquisite and modern three bedroom chalet at Mountain Walk. Right at Blue Mountain Village, ALL LINENS AND TOWELS INCLUDED. Ski hills and golf course. Accommodate up to 7 people and features beautiful kitchen, two and half baths and wood fireplace. Beautifully decorated with tons of upgrades and perfect location this condo offers best of both worlds. kitchen fully equipped! Perfect vacation getaway with all amenities of modern living.

An entertainment area is showcased, featuring a pool table with various colored balls scattered on its surface. A TV is mounted on the wall opposite a comfortable sofa, which is adorned with colorful cushions. Soft lighting enhances the inviting atmosphere.

4.91 out of 5 average rating, 103 reviews

New Cozy home walk Village/Shuttle Bus/ Pool Table

Beautifully decorated for comfort and cozy. Our vacation home would like to welcome you and your group. Your whole group will enjoy everything our home has to offer including a finished basement with entertainment games such as Pool table, Foosball table, more sitting area and an extra full bathroom as well. Our Kitchen is fully stocked. We have 4 comfortable beds, 2 Sofa beds and 4.5 bathrooms to share. Walk to the Blue Mountain Village is only 7 minutes or take a free shuttle bus.

The exterior of a multilevel condo is depicted, featuring a welcoming front entrance with steps leading to a covered porch. Lush landscaping surrounds the entryway, and a paved pathway leads to the door. Green grass and colorful plants enhance the inviting atmosphere.

4.85 out of 5 average rating, 279 reviews

Happy Valley Retreat at Rivergrass

Our condo at Rivergrass is in the heart of Blue Mountain. The unit sleeps 8 and is a 3-minute walk to the village. After a day of activities, spend time relaxing in the pool then enjoy the bbq on the deck overlooking the 18th hole at Monterra Golf. The Condo is fully stocked with linens, towels, kitchen necessities, BBQ and outdoor golf/ski locker. Automated self check-in, ample parking and we're available 24/7 to answer any questions you have. STA LicenceLCSTR20220000126

Townhouse in Wasaga Beach

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.

4.87 out of 5 average rating, 148 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!