Apartment holiday rentals in Collingwood

4.96 out of 5 average rating, 455 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, 229 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 (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

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, 329 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 the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

4.92 out of 5 average rating, 115 reviews

A welcoming exterior view features a large, charming house with yellow siding and a brown roof. The entrance is adorned with colorful flower pots filled with vibrant plants, and a well-maintained pathway leads to the front door. Lush greenery surrounds the property.

Apartment in Collingwood

Private, spacious 3 bedroom flat.

Available with negotiation for seasonal rental, private 1300sff flat, with very comfortable beds and linens. Living area has lazy boy sofas for comfort. Parking for 2 vehicles max during evening hours, with a large, private mudroom to store skis or bikes safely. Located above our residence and flower studio. Minutes from skiing, golfing, and the longest freshwater beach in the world. Walk into Collingwood downtown for fantastic shopping, restaurants, brew houses, pubs, entertainment and more.

4.98 out of 5 average rating, 114 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.

4.9 out of 5 average rating, 535 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.

4.93 out of 5 average rating, 165 reviews

The living area features an inviting seating arrangement with a dark couch, complemented by a light coffee table. A round dining table with black chairs is positioned nearby. A fireplace and large glass doors that lead to a patio add warmth and natural light to the space.

Apartment in Collingwood

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking

Welcome to your cozy retreat in Collingwood. Nestled in Cranberry Village, this 2-bedroom condo offers a private entrance and all the comforts of home. Enjoy the convenience of being within walking distance to a bars, restaurants, and cafés, while also being a short drive from Blue Mountain, Scandinavian Spa, and the charming shops and restaurants of Downtown Collingwood. Whether you're planning a family vacation, a romantic getaway, or a business trip, this space is perfect for all occasions.

4.91 out of 5 average rating, 143 reviews

A modern kitchen features natural wood cabinetry and a large marble countertop island with seating. Stainless steel appliances, including an electric stove and refrigerator, are visible. The space is well-lit with recessed lighting, and decorative plants add a touch of warmth.

Apartment in Midland

Loft By The Bay

Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

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.

4.9 out of 5 average rating, 190 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 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, 495 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.

The bedroom features a spacious bed with light blue and white bedding, complemented by decorative pillows. A piece of coastal artwork adorns the wall above the bed. Natural light filters in through the window, illuminating the light-colored walls and wooden ceiling beams.

4.88 out of 5 average rating, 203 reviews

1BR Boutique Suite #7 - 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

The airy studio unit features a spacious king bed framed by green accent walls. A cozy sectional sofa is positioned in front of a coffee table. Natural light filters through window shutters, highlighting the adjacent balcony with Muskoka chairs.

4.96 out of 5 average rating, 379 reviews

Studio at Blue-KingBed/Pool/HotTub/Shuttle

Welcome to our studio unit in the mountainside North Creek Resort! *King bed *sofa bed-double sized memory foam mattress *SMART TV, High-Speed Rogers Ignite WIFI and TV *Cookware, Utensils and Keurig *freshly painted *remodeled washroom Property Features: *Shuttle Service *Year Round Hot Tub *Pool (Scheduled to open Fri May 15 2026- Tues Oct 13 2026) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)

Popular amenities for Collingwood apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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.

4.95 out of 5 average rating, 62 reviews

Treehouse Suite | Steps to Barrie Waterfront

5 out of 5 average rating, 57 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, 33 reviews

Tranquil Forest Oasis

4.96 out of 5 average rating, 25 reviews

Apartment in Dundalk

Cozy Dundalk Stay |Basement Suite w/ Side Entrance

5 out of 5 average rating, 59 reviews

A bright bedroom features a spacious, inviting bed adorned with soft white linens. A tray holding a book, a candle, and glasses of wine rests on the bed. Framed photographs of coastal scenes hang above the headboard, complemented by a lamp casting a gentle glow.

Apartment in Midland

Hidden Gem

5 out of 5 average rating, 47 reviews

An aerial view of a spacious brick home surrounded by lush greenery and vibrant autumn foliage. The property features a circular above-ground pool, a fenced garden area, and several trees scattered throughout the yard, creating an inviting outdoor atmosphere.

Apartment in Collingwood

Grandpa Jake's

Apartment in Port McNicoll

A deck area is furnished with several red Adirondack chairs and a fire pit, inviting relaxation by the waterfront. Lush greenery borders the space, while a wooden dock extends into the calm bay, offering scenic water vistas and a tranquil ambiance.

4.94 out of 5 average rating, 50 reviews

Welcome to waterfront paradise on Georgian Bay

An open-concept living area features rustic wooden beams and industrial metal accents. A comfortable gray sofa and two armchairs are arranged around a low table, while light wood flooring extends throughout the space. The well-lit area provides a welcoming atmosphere.

4.97 out of 5 average rating, 69 reviews

New Cozy Rustic Apt | Free Parking

Private apartment rentals

5 out of 5 average rating, 18 reviews

A spacious backyard is shown from above, featuring a gazebo with seating and a pathway lined with stepping stones. Lush greenery surrounds the area, complemented by flowering plants and a tranquil atmosphere. A shed is visible in the distance, adding to the outdoor charm.

Apartment in Alcona

Garden Oasis - 2Bed apt. Walk to Lake Simcoe!

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.

4.86 out of 5 average rating, 21 reviews

1BR Friday Harbour Retreat | Balcony + Pool Access

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.

4.93 out of 5 average rating, 87 reviews

Myra's Cozy Place in Barrie

4.95 out of 5 average rating, 88 reviews

A wooden deck features two lounge chairs positioned under a white pergola. Lush greenery surrounds the area, providing a sense of privacy. The entrance to the apartment is visible in the background, alongside a short staircase leading up to the entryway.

Apartment in Orillia

Cedar-View Studio with Hot Tub+ PlayStation Gaming

4.93 out of 5 average rating, 27 reviews

2 Bedroom Luxury Suite @ Friday Harbour Resort

A modern kitchen is visible, featuring stainless steel appliances and light gray cabinetry. A dining table with wooden chairs is positioned in the foreground, surrounded by a cozy sofa adorned with patterned cushions. Natural light pours in from a nearby window, enhancing the space's welcoming feel.

4.96 out of 5 average rating, 48 reviews

Cosy Apartment Downtown Barrie

4.78 out of 5 average rating, 9 reviews

Apartment in Flesherton

Cozy Retreat Near Eugenia Falls

Apartment in Victoria Harbour

A cozy bedroom is furnished with a double bed, adorned with a patterned duvet and decorative pillows. Two bedside tables hold lamps providing soft lighting. A mirror above the bed reflects the space, while a window offers natural light, enhancing the neutral tones of the decor.

5 out of 5 average rating, 19 reviews

Casa Tranquility

Apartment rentals with a hot tub

5 out of 5 average rating, 25 reviews

Apartment in Oro-Medonte

On the Fifth - Basement Apartment in the Country.

4.91 out of 5 average rating, 46 reviews

SerraVista - Outdoor Pool / Walk to Village

4.97 out of 5 average rating, 143 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!

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, 77 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

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, 42 reviews

Modern Luxury Delight with a Pool and Hot Tub

A contemporary living space features a spacious sofa with cozy blue pillows set against large windows. A round coffee table rests on a patterned rug, and stylish dining chairs surround a kitchen island in the open-concept design.

4.95 out of 5 average rating, 57 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

Apartment in Wasaga Beach

A spacious sleeping area is highlighted by a large king bed with crisp white bedding. A modern orange chair adds a pop of color beside the bed. Backlit by soft overhead lighting, the room features a mural of a serene landscape above the headboard.

4.78 out of 5 average rating, 55 reviews

Apartment with Jacuzzi/3 min walk to Beach

A spacious bed is centered within the room, adorned with patterned throw pillows and a soft blanket. Nightstands with lamps flank the bed, providing balanced lighting. A peaceful artwork featuring a cow hangs above the headboard, complemented by a plant on the side.