Apartment vacation rentals in Grey Highlands

4.96 out of 5 average rating, 449 reviews

A cozy seating area features two rattan swivel chairs with a view of Georgian Bay through large windows. The hardwood floor is complemented by a small round side table, while a potted plant adds a touch of greenery to the inviting space.

Apartment in Meaford

Sunrise and Bayview with Kayaks & Bikes

🌊 Bright and inviting waterfront/view ground level apartment in the heart of Meaford. 👋Entire apartment to yourself 👥Ideal for a romantic getaway 🏔20 minute drive to Blue Mountain attractions. 2 hours from Bruce Peninsula National Park 🏖 5 minute stroll to the Harbour and Sandy Beach or a pebble beach right across the road ! 🚶‍♂️Walking distance to Meaford Hall 🍽Dining options a block away:) Kayaks, Bikes, Floaties, snowshoes and snorkels are complimentary. Come and discover our gem of a town

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

4.97 out of 5 average rating, 212 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convection oven combo along with a stove top *Shuttle Service *Year Round Hot Tub *Pool (closed for the winter season- to reopen Spring '26) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

4.98 out of 5 average rating, 108 reviews

A spacious living area features a comfortable gray sectional sofa and a decorative accent chair. A modern television is mounted on the wall, while a coffee table sits atop a patterned rug. Large windows allow natural light to illuminate the room, providing views of the greenery outside.

Apartment in Minesing

The Loft at Bryn Mawr House

Welcome to your ideal Ontario getaway! Our full luxury suite offers a king-size bed, living room with a pull-out , fully-equipped kitchen, and ample parking . Enjoy our 11 acres, a fire pit, pond, and horseshoe area. Explore numerous provincial snowmobile trails, hiking, kayaking and canoeing in the Minesing Wetlands We're central to Blue Mountain, Horseshoe Valley and Snow Valley ski resorts. And Wasaga Beach is just around the corner! Your unforgettable Ontario adventure awaits – book now!

Apartment in Penetanguishene

The historic Beck House, a striking Victorian structure, stands with a distinctive red façade and slate roof. A spacious porch with white railings invites guests, while the well-kept lawn adds to its charm. A wooden sign identifies the property, blending history with a warm welcome.

4.89 out of 5 average rating, 525 reviews

The Haunted House Apt 302

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

Apartment in Wasaga Beach

The exterior of the house is showcased with a large, angled roof and expansive glass windows reflecting the evening light. A spacious deck presents colorful chairs in pink and yellow, surrounded by sandy beach and foliage, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 419 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

A cozy sleeping area is highlighted by a black wooden bed frame with a crisp white bedding set. Decorative pillows are arranged on the bed, while a framed image of a bear adorns the wall. Soft bedside lighting is provided by sconces, complementing the mirror opposite.

4.91 out of 5 average rating, 180 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

Apartment in Horning's Mills

A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.

4.96 out of 5 average rating, 321 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

4.85 out of 5 average rating, 123 reviews

A cozy seating area is presented with a soft beige couch featuring two textured white throw pillows. The backdrop is adorned with a vibrant tapestry depicting intricate patterns in blue, red, and black colors, adding a decorative touch to the space.

Apartment in Owen Sound

One bedroom apartment on the river, with hot tub

WINTER SPECIAL Keep it simple at this peaceful and centrally located place. 30 to 40 minutes to Port Elgin and Southampton, and 75 minute drive to Tobermory. The hot tub is always waiting. Full kitchen and bathroom available for your own use. New queen size bed replacing the queen sized pull out couch. In the warmer weather there is two kayaks and a canoe available for guests use plus four adult life jackets. Also close to Harrison park and the mill dam and you can go by river.

4.8 out of 5 average rating, 255 reviews

A well-lit living area features a light-colored sofa and a patterned accent chair. A wooden coffee table sits in front of the sofa, alongside a small lamp. A small window brings in natural light, highlighting the simple decor and neutral tones of the space.

Apartment in Meaford

Birch & Bannock UNIT 2

Spend the day exploring and come home to this fully equipped space to relax. Located steps from the beach and trails, and close to the centre of town, great restaurants, Meaford Hall, Bruce Trail and skiing. We love dogs! There's a fenced in dog park and a leash free beach steps from our place . That same park and its trails are leash free from November - April. For peace of mind and convenience, we provide free on-site parking and a universal EV charger for those who may require it.

4.93 out of 5 average rating, 129 reviews

A modern living area is presented with two light grey sofas facing a glass coffee table, which rests on a decorative rug featuring shades of blue and neutral tones. Natural light enters through two windows, highlighting the stylish wall decor.

Apartment in Shelburne

L&S Comfy Suite

Beautiful inviting space for families as well as individuals. Brand New Fully renovated area with lots of amenities for the whole family. 2 Great size bedroom with queen size beds. Jack And Jill full washroom with an amazing shower that boast body jets. Comes with all the bells and whistles. Open concept with Living room, Dining room, Full Kitchen, Washer and Dryer, free parking, work area ideal for remote work, and lots more…. NO UNREGISTERED GUESTS ARE ALLOWED AS PER HOUSE RULES.

Apartment in Wasaga Beach

The spacious bedroom features a king-sized bed adorned with decorative pillows, complemented by a wooden bedside tray. An armchair occupies one corner, with a desk and paddles adorning the wall. Floor-to-ceiling windows illuminate the room, while exposed wooden accents add a rustic touch.

4.95 out of 5 average rating, 486 reviews

The Upper Deck

The upper deck is an amazing one bedroom studio with a full newly renovated bathroom, a sweet kitchenette, an amazing king size bed, a 65 “ inch HD smart Samsung TV with a live edge counter- a great workspace or eating area. One wall is floor to ceiling windows -lots of great natural light!!! Outdoors has an amazing hot tub , rustic firepit area , a beautiful covered outdoor eating area with Bbq and you can hear the lake!! Note- the studio is a separate but is part of a house.

A serene bedroom features a queen bed adorned with soft blue and white linens. Natural light floods the space through a nearby window, illuminating the beach-themed artwork above the headboard. Sleek wooden beams contrast with the light-colored walls, enhancing the open feel of the suite.

4.84 out of 5 average rating, 275 reviews

1BR Boutique Suite #6 - The Lake at Blue Mountains

Experience The Comforts of Home While You're Away & we are pet friendly! All rental check-ins are “non contact/digital” and every suite has it’s own heating and cooling system (no shared air)! All our suites are fully contained and separated with concrete walls & outside access only (no shared hallways or doors). Your safety is our priority! Just drive-up and check yourself in safely. Located in a quiet community, we ask that there are no parties or events

Popular amenities for Grey Highlands apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A bright living area is showcased, featuring a comfortable sofa and a coffee table set on a patterned rug. A wall-mounted television is positioned above a black fireplace, while large windows allow natural light to fill the space. Dining and kitchen areas are visible in the background.

4.76 out of 5 average rating, 42 reviews

Experience Ski in/Ski out Condo at Blue Mountain!

4.95 out of 5 average rating, 22 reviews

Apartment in Dundalk

Cozy Dundalk Stay |Basement Suite w/ Side Entrance

4.89 out of 5 average rating, 38 reviews

SerraVista - Outdoor Pool / Walk to Village

4.91 out of 5 average rating, 32 reviews

A modern kitchen is displayed, featuring sleek white cabinets and dark granite countertops. Illuminated by pendant lights, the space includes a double sink and an island with seating. Stainless steel appliances and a mosaic backsplash add to the contemporary design while maintaining an organized feel.

Apartment in Barrie

Clean, bright and cozy walkout basement

An open-concept living and dining area features a large wooden table with gray chairs. A comfortable gray sofa and armchairs are arranged around a coffee table. Large windows offer views of the mountains, framed by yellow drapes, and a light fixture hangs above the dining table.

5 out of 5 average rating, 70 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Apartment in Penetanguishene

A spacious outdoor deck is illuminated by soft lights, featuring a wooden seating area and a small round table. Surrounding greenery provides a natural backdrop, enhancing the serene environment. The deck invites relaxation and outdoor gatherings.

4.88 out of 5 average rating, 33 reviews

Guest suite near the lake

5 out of 5 average rating, 74 reviews

A tranquil pond is surrounded by lush greenery and features fountains that gently spray water into the air. The area is well-maintained, providing a serene landscape for relaxation and contemplation.

Apartment in Erin

Country Getaway in Erin

4.96 out of 5 average rating, 81 reviews

An open-concept living area features a modern gray sofa adorned with colorful accent pillows. A sleek coffee table is positioned in front, and a large flat-screen TV is visible on a stand. Bright natural light filters through window coverings, illuminating the warm wood flooring.

Apartment in Brampton

2 bedroom Stacked condo Brampton

Private apartment rentals

4.95 out of 5 average rating, 59 reviews

An open-concept living and dining area features a comfortable pullout sofa, lounge chair, and dining table with four chairs. Natural light fills the space through large windows, while a decorative electric fireplace adds warmth and charm. Tasteful decor includes a soft area rug and wall art.

Apartment in Barrie

Treehouse Suite | Steps to Barrie Waterfront

5 out of 5 average rating, 55 reviews

A well-furnished living area features a soft gray couch with decorative cushions, flanked by two light-colored armchairs. A wooden coffee table sits at the center, adorned with a decorative piece. Two lamps provide gentle lighting, enhancing the tranquil atmosphere.

Apartment in Coldwater

Cozy in Coldwater

5 out of 5 average rating, 64 reviews

Two lively donkeys are featured against a snowy backdrop. One donkey, wearing a halter, stands prominently, showcasing its expressive eyes, while the other donkey is positioned to the side, partially visible. The snow-covered ground suggests a crisp and serene outdoor setting.

Apartment in Owen Sound

The Roamin' Donkey

4.94 out of 5 average rating, 78 reviews

A dining area is presented with a wooden table and six folding chairs, positioned on a light wood floor. A decorative runner is centered on the table, while a view of the kitchen can be seen through a mirrored wall, highlighting the open-concept design.

Apartment in Barrie

Myra's Cozy Place in Barrie

4.97 out of 5 average rating, 61 reviews

A cozy retreat is partially hidden among snow-covered trees, showcasing a charming wooden structure with expansive balconies. A guest can be seen sitting on a chair, surrounded by the serene winter landscape, with trees blanketed in fresh snow adding to the tranquil atmosphere.

Apartment in Mono

Guest Suite in Hockley Valley

A modern living area is presented with a light-colored sofa and a cozy blue armchair. A coffee table adorned with flowers centers the space, while built-in shelves display decorative items and a television is mounted on the wall. Soft light filters through the windows, enhancing the serene atmosphere.

4.88 out of 5 average rating, 24 reviews

Perfect 2 bedrm resort style unit Getaway-Top Host

4.63 out of 5 average rating, 8 reviews

Sunseeker Friday Harbour • Luxury 2BR Ground Floor

Apartment in East Garafraxa

A serene pond is visible, reflecting sunlight through a misty atmosphere. Lush vegetation surrounds the water, with lily pads floating gracefully. Tall trees frame the image, enhancing the natural beauty of the outdoor space.

5 out of 5 average rating, 11 reviews

The October Sunrise Loft

Apartment rentals with a hot tub

4.68 out of 5 average rating, 102 reviews

The exterior showcases a multi-level brick structure with large windows. A spacious rooftop patio can be seen above a side entrance, offering an additional outdoor area. Snow covers the driveway, accentuating the architectural features of the building against a cloudy sky.

Apartment in Arthur

*HOME FOR NOW - Ground level apartment no stairs!

A modern kitchen features sleek appliances, ample counter space, and cabinetry, creating an inviting cooking area. An expansive outdoor pool area is surrounded by lounge chairs, providing a relaxed atmosphere. The marina glows with lights, showcasing boats and waterfront amenities, encapsulating serene evenings by the water.

4.94 out of 5 average rating, 16 reviews

1BR Friday Harbour Retreat | Balcony + Pool Access

Apartment in Horseshoe Valley

A modern building featuring large glass windows overlooks a refreshing pool. The pool is surrounded by a stone patio, and picnic tables are positioned nearby for comfortable outdoor seating. A life-saving ring is visible on the side of the pool for safety.

4.87 out of 5 average rating, 61 reviews

Large Resort Studio Suite Near Horseshoe

Skiers are seen on a ski lift ascending a snowy slope, surrounded by frosted trees glistening in sunlight. The lift chairs are black, suspended above a white winter landscape, with snow covering the ground and branches of surrounding trees.

4.61 out of 5 average rating, 386 reviews

The Perfect Getaway in Renovated Corner Unit

4.97 out of 5 average rating, 132 reviews

A spacious living area features a modern kitchen with stainless steel appliances and light cabinetry. A comfortable sofa is paired with a low coffee table, adorned with greenery. Natural light flows in through large windows, enhancing the inviting space.

Apartment in Coldwater

Cozy getaway for two with hot tub!

Apartment in Horseshoe Valley

A row of charming units features gabled roofs and inviting porches, framed by colorful trees and well-maintained landscaping. The path leads towards the units, which are complemented by lush lawns and seasonal foliage.

4.83 out of 5 average rating, 71 reviews

Gym+Pool+PetFriendly+KingBeds

An outdoor seating area is furnished with a large sectional sofa and a table, providing a comfortable space for relaxation. The balcony overlooks a pool surrounded by greenery and modern buildings, offering a serene view of the outdoor amenities.

4.98 out of 5 average rating, 41 reviews

Modern Luxury Delight with a Pool and Hot Tub

A modern kitchen features sleek cabinetry and stainless steel appliances, including an oven and refrigerator. A large island with seating for four is present, complemented by a minimalist design. Soft lighting illuminates the space, enhancing the clean lines and organized layout.