Apartment holiday rentals in Collingwood

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, 208 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)

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.

4.92 out of 5 average rating, 115 reviews

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.

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.

4.94 out of 5 average rating, 147 reviews

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.

4.9 out of 5 average rating, 130 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.

4.91 out of 5 average rating, 178 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.

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, 485 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.

4.87 out of 5 average rating, 185 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, 353 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 (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)

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.

4.81 out of 5 average rating, 107 reviews

Gorgeous Studio Condo in Blue Mountains Sleeps 4

Our fully renovated modern condo studio comfortably sleeps 4 with 1 full bathroom and with a full Kitchen. This condo offers all the luxury feeling of a boutique hotel, with the amenities of your home. Free Wifi, Cable TV, King Size Bed, Full Sofa Bed, Stand up Rain Shower and tons of Free Parking. We are located less than a 5 min drive from The Blue Mountains Village, Ontario's premium four seasons getaway, our location will make your stay a bit more special.

An open-concept studio unit is shown, featuring a cozy living area with a dark sectional sofa and a wooden coffee table. The king bed is visible in the background, accompanied by modern bedding. The kitchen area includes a bar with stools and is equipped with countertop appliances.

4.97 out of 5 average rating, 148 reviews

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

Newly renovated studio unit at the mountainside North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * Double Pull Out Sofa * Remodeled Washroom *Equipped Kitchen with Keurig * Modern, Stylish Decor *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)!

Popular amenities for Collingwood apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A cozy living area features a comfortable sofa facing a mounted flat-screen TV, complemented by a fireplace beneath. Large windows with sheer curtains provide natural light and an outdoor view. A small dining table is visible on the patio, enhancing the space.

4.64 out of 5 average rating, 509 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

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!

A light-filled living area is furnished with a plush sofa adorned with decorative cushions. A round coffee table sits in the center, accompanied by stylish accent chairs. Natural elements are present, such as a potted plant and woven decorative items, enhancing the serene ambiance.

4.83 out of 5 average rating, 35 reviews

Oasis of luxury: 1 bdrm retreat w/Hot Tub Access

4.95 out of 5 average rating, 22 reviews

Apartment in Dundalk

Cozy Dundalk Stay |Basement Suite w/ Side Entrance

A bright living area features a brown leather sofa and a dark coffee table on a patterned rug. An adjacent dining space includes a small table and chairs. Natural light enters through a door leading to an outdoor deck, enhancing the welcoming ambiance.

4.96 out of 5 average rating, 53 reviews

Stylish Private Suite

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.

4.93 out of 5 average rating, 15 reviews

1BR Friday Harbour Retreat | Balcony + Pool Access

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.

4.6 out of 5 average rating, 383 reviews

The Perfect Getaway in Renovated Corner Unit

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.

5 out of 5 average rating, 43 reviews

Grandpa Jake's

Private apartment rentals

4.95 out of 5 average rating, 21 reviews

Apartment in Barrie

Modern apartment in Barrie, Ontario

4.86 out of 5 average rating, 59 reviews

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.

Apartment in Oro

Large Resort Studio Suite Near Horseshoe

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

A spacious living area is presented with a comfortable sectional sofa facing a wall-mounted television. Natural light enters through the window, enhancing the neutral color palette. A dining table is visible in the foreground, complemented by a cozy fireplace and decorative elements.

4.91 out of 5 average rating, 23 reviews

Stylish 1 bedroom Pet friendly Condo by Sage Homes

5 out of 5 average rating, 4 reviews

Cozy Ground-Level Getaway at Friday Harbour Resort

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.

4.97 out of 5 average rating, 39 reviews

Fantastic 1 Bdrm With A View.

4.8 out of 5 average rating, 5 reviews

Apartment in Flesherton

Cozy Retreat Near Eugenia Falls

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, 55 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

Apartment rentals with a hot tub

A modern kitchen features sleek white cabinetry and a spacious island with three bar stools. In the background, a comfortable sofa is placed across from a glass coffee table, complementing the clean, minimalistic aesthetic. Natural light fills the open space, enhancing the airy ambiance.

4.86 out of 5 average rating, 50 reviews

Luxury Suite | Pool & Hot Tub | Nature View

Friday Harbour — A European-Style Lakeside Resort

An indoor pool area features a clear blue water surface under a high wooden ceiling. In the upper right corner, a snow-covered ski hill hosts skiers enjoying the slopes. The lower left displays outdoor amenities, showcasing a resort-style pool with surrounding lounge areas. On the lower right, two individuals relax in a hot tub, surrounded by serene spa facilities.

4.83 out of 5 average rating, 23 reviews

King Suite-Pool, Hot tub - Near Horseshoe Valley

A bright living area features a modern gray sofa and a circular glass coffee table. Large sliding glass doors lead to the balcony, with views of outdoor seating. Framed art pieces adorn the wall, while a potted plant adds a touch of greenery to the space.

4.8 out of 5 average rating, 10 reviews

The Harbour - Superb Suite

4.57 out of 5 average rating, 23 reviews

Private Balcony Suite with Jacuzzi Off of Bedroom!

New place to stay

Forest-view retreat with direct patio access

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, 40 reviews

Modern Luxury Delight with a Pool and Hot Tub

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.