Townhouse holiday rentals in Lake Simcoe

A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.

4.96 out of 5 average rating, 359 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, 143 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, 220 reviews

Townhouse in Port Severn

Pool, Wifi, Free parking, Golf, 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.

4.98 out of 5 average rating, 121 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.

4.92 out of 5 average rating, 110 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.

4.82 out of 5 average rating, 129 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! 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 there is no dishwasher.

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, 156 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!

4.85 out of 5 average rating, 170 reviews

Townhouse in Orangeville

Stylish 3 Bedroom Getaway in Orangeville

Nestled among tree sculptures and lakes, just steps away from downtown and minutes from the serene beauty of Island Lake Conservation Area. Our urban oasis is complete with a comfortable bed, fully equipped kitchen, chic living area, and private balconies. Be transported through time as you wander the streets of downtown, admiring vintage architecture and vibrant culture. Experience the magic of nature and city living combined in one unforgettable stay!

A spacious living room features comfortable leather couches arranged around a central coffee table. A stone fireplace adds warmth, while large windows provide natural light and views of the outdoors. A flat-screen TV is mounted above the fireplace, complementing the stylish decor.

4.95 out of 5 average rating, 129 reviews

The Parker House: Gorgeous Light & Spacious Chalet

The Parker House is a fabulous townhome in the middle of all the action! Only a ten minute walk to the Blue Mountain Village, minutes to Craigleith, Alpine, Osler and Georgian peaks. A short drive to Collingwood & Georgian Bay. This home is a beautifully decorated spacious retreat, great for all seasons. A park with a playground and tennis courts are steps from the front door in addition to all of the activities and amenities Blue Mountain has to offer!

The exterior of a multi-level condo building is highlighted, featuring a central chimney and triangular rooflines. Wooden balconies provide outdoor space on both levels, with a sign indicating unit number 7 prominently displayed. Clear blue skies add to the inviting atmosphere.

4.86 out of 5 average rating, 220 reviews

Private condo getaway at base of Blue Mountain

Open loft condo at the base of The Blue Mountains, wifi, air conditioning, parking, self check-in, ski-in/out at north chairlift. Sleeps 4 - 5, with 2 full bathrooms, full kitchen with granite counter tops, fireplace, free parking. Seasonal Outdoor pool and year round shared hot tub. 2 min to beaches and village. Surrounded by nature trails. Walk to ski lift. Fun family or getaway retreat with year round activities. Rental License #LCSTR202200000099