Townhome vacation rentals in Grey Highlands

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, 349 reviews

Great kitchen, comfy beds, games, walk 2 village +

You will love our fully renovated condo (inside & out) with quality mattresses, fully stocked kitchen, beautiful bathrooms, on demand hot water, ski locker, free parking & home comforts. Trust our 340+ reviews telling stories of amazing stays & memories made! Perfect location! Only a 5 minute stroll to the village is something you will be sure to enjoy. NETFLIX, cable & unlimited wifi, a cozy gas fireplace, quality towels/ linens + games/ legos...message us with any questions or to book now.

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, 151 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.

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.

4.97 out of 5 average rating, 237 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

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, 132 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 open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.

4.94 out of 5 average rating, 548 reviews

3BR Sierra Scandi Chic - Closest to Village

Treat yourself to a getaway at our uncluttered, spacious, and fully-equipped 3 bedroom end-unit stacked townhouse at 110 Fairway Court. Just a 5 minute walk from the village and facing the Monterra golf course 1st hole, you’ll enjoy beautiful views of the mountain and easy access to village activities. With over 1,600 square feet of living space and all the comforts of home, our place has everything you need for a relaxing stay. Taxes include 13% HST and 4% municipal accommodation tax

4.84 out of 5 average rating, 117 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, 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.

4.88 out of 5 average rating, 143 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.

4.94 out of 5 average rating, 122 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!

4.85 out of 5 average rating, 268 reviews

Happy Valley Retreat at Rivergrass

Our condo at Rivergrass is in the heart of the best skiing in Ontario. The unit sleeps 8 and is a 2-minute walk to the village at Blue Mountain. After a day of activities, spend time relaxing in the hot tub or by the fireplace. The Condo is fully stocked with linens, towels, kitchen necessities, BBQ and outdoor ski locker. Automated self check-in, ample parking and we're available 24/7 to answer any questions you have. STA LicenceLCSTR20220000126

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.

4.87 out of 5 average rating, 207 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

Popular amenities for Grey Highlands townhouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

Townhouse in Collingwood

3.75 out of 5 average rating, 4 reviews

Townhomes on Trafalgar Rd w/outdoor pool access

Townhouse in Barrie

New place to stay

Cozy Barrie retreat near lake Simcoe & parks.

4.94 out of 5 average rating, 112 reviews

A light-filled room features a single bed adorned with numerous pillows and a soft duvet. Built-in shelving allows for easy organization. The room's large window provides natural light, enhancing the warm and inviting ambiance while offering views of the outdoor surroundings.

Private room in Barrie

Zen | Best Location & Brekkie

An aerial view captures the modern condo-style rental alongside the river, with Georgian Bay visible in the background. The image highlights the proximity to the beach and nearby amenities, with an outdoor area featuring a dock for watercraft and a spacious beach area for visitors.

4 out of 5 average rating, 15 reviews

Beach1*com - Beach House at Beach Area 1

Private room in Orangeville

A modern living space features a plush gray sofa and a sleek glass coffee table atop a dark area rug. A unique white hanging chair with red cushions is positioned next to long black curtains. A large TV setup with a textured wall serves as a focal point.

Konia Suite - Room A in The Elegant Home

Private room in Barrie

4.78 out of 5 average rating, 9 reviews

Separate Room with a Toilet and a Bathroom:

A view through an open door reveals a serene river scene. Wooden decking extends along the water's edge, with several blue boat covers neatly arranged. Lush green trees line the opposite bank, while a cloudy sky adds a soft light to the setting.

Wasaga beach 1 waterfront home

4.91 out of 5 average rating, 35 reviews

A cozy room is shown with a spacious bed covered in a light pink blanket. A wall-mounted television is positioned adjacent to the bed. A white nightstand with a lamp and a dresser are visible, along with a soft rug on the floor. Natural light filters in through a window, enhancing the serene atmosphere.

Private room in Barrie

Ensuite “Cutesy”room in brand new townhouse.

Townhouse rentals with a washer and dryer

A spacious living room features high ceilings with abundant natural light from multiple windows. A large sectional sofa and a cozy armchair are arranged around a stylish coffee table. A modern fireplace is set against a white stone wall, complemented by a mounted television.

4.83 out of 5 average rating, 223 reviews

Top Location 3 BDRM, Private Sauna, Mountain Views

The spacious vacation home is set in a grassy area, featuring a combination of wood and beige siding. Large windows allow natural light to fill the interior, and a private balcony extends from the upper level, offering outdoor seating options. A BBQ grill is positioned on the patio.

4.97 out of 5 average rating, 117 reviews

Luxury Vacation Home at Blue Mountain Village

A bright living area features a grey sofa and two wooden chairs, creating a comfortable seating arrangement. A coffee table sits in the center, while a flat-screen TV is positioned nearby. Large glass doors lead to an outdoor space, with soft light illuminating the room.

4.83 out of 5 average rating, 219 reviews

Sierra Views - Steps to Blue Mountain Village!

4.98 out of 5 average rating, 45 reviews

Townhouse in Midland

3BR Townhome – Wright Dr Midland Near Little Lake

The living area features a modern sofa and a daybed, surrounded by large windows that allow natural light to fill the space. A coffee table sits in front, complemented by a patterned area rug. Adjacent, the dining area with a large table provides seating for gatherings.

4.87 out of 5 average rating, 187 reviews

Modern Home less than 5 mins walk to Village & Ski

4.59 out of 5 average rating, 17 reviews

Swimming Pool - Walk to Village, Golf & Skiing

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, 146 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.

4.87 out of 5 average rating, 63 reviews

Cozy Coastal Comfort - Your Sweater Season Getaway

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

A spacious living area is presented with a large mounted television on the wall. A marble coffee table is centered on a soft area rug, surrounded by a mix of seating options, including leather sofas and a light fabric chair. Decorative plants and a cozy throw enhance the relaxed ambiance.

5 out of 5 average rating, 24 reviews

Modern home 1 min walk to Wasaga Beach

4.98 out of 5 average rating, 101 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

4.86 out of 5 average rating, 73 reviews

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.

Townhouse in Barrie

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

4.84 out of 5 average rating, 63 reviews

A private patio is showcased beneath a spacious deck, framed by lush greenery. The outdoor area features a table with four chairs, providing a comfortable space for dining. A storage shed is visible beside the patio, complementing the home's modern design.

Townhouse in Collingwood

Welcome to PonyTrail ski golf spa sleeps 6

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, 71 reviews

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

4.79 out of 5 average rating, 19 reviews

Townhouse in Barrie

Modern farmhouse #1