Apartment holiday rentals in Midland

4.94 out of 5 average rating, 107 reviews

A spacious living area is illuminated by recessed ceiling lights. A comfortable sofa faces a flat-screen television, while a neutral-toned area rug adds warmth. A kitchenette with modern cabinetry includes coffee-making facilities, and a dining table with chairs invites relaxed meals.

Flat in Barrie

Spacious very clean, Entire Private Guest Suite

Come and enjoy our private, spacious, and bright 1 bedroom guest suite located in the West Barrie. Enjoy the private entrance and the entire basement unit. Walking distance to Ardagh Bluffs, trails, and bus stop. 10 min drive to HWY 400, shopping areas, and Lake Simcoe. 15 min drive to Snow Valley Ski Resort. - Free parking spot - Free 200 mbps Wifi - Private entrance Kitchenette, Fridge/Freezer, Stove/Oven, Microwave, Toaster, Dishwasher, Laundry, Flat iron, closets - No Smoking - No Pet

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.

4.98 out of 5 average rating, 192 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, 105 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.

Flat 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!

4.89 out of 5 average rating, 516 reviews

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.

Flat in Penetanguishene

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.

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.

4.9 out of 5 average rating, 123 reviews

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, 167 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.

4.99 out of 5 average rating, 100 reviews

A charming two-story house is captured against a clear blue sky. The exterior features horizontal grey siding, wooden accents, and a balcony above the entrance. A stone facade frames the lower part of the structure, while a garage door adds to the home's appeal.

Flat in Penetanguishene

By The Bay spacious one bedroom

This unique place has a style all its own and only steps away from , beaches , water front dining and theater! With all the amenities of home you'll be comfortable to stay for the weekend or extended stays. Fully equipped kitchen with convection oven , dishwasher , microwave, keurig coffee maker and built in washer/ dryer . Spacious bathroom with an over sized walk in shower . And to end the day enjoy the full sized bed room and closet to unpack luggage with a queen size Endy foam mattress .

The living area features a blend of modern and rustic design elements, including a dark leather sofa and patterned area rug. Natural light fills the space from a nearby window, highlighting wooden beams and art pieces on the walls. A coffee table and comfortable seating create an inviting atmosphere.

4.9 out of 5 average rating, 154 reviews

In-town Muskoka Hideaway

Join us in Muskoka to kick back and relax in this handsomely curated space with a large kitchen for entertaining. Enjoy the beautiful backyard from the large private deck and have access to a large firepit area surrounded by mature trees. The footpath right next to the property leads to Bracebridge Falls, Kelvin Grove Park and all the shops on Main St. within 2 minutes. Escape to small town Bracebridge with access to all that Muskoka has to offer only a short stroll, canoe or car ride away.

5 out of 5 average rating, 101 reviews

The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.

Flat in Alcona

Spacious Apartment 5 Minute Walk to Innisfil Beach

Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue &15 minutes from Friday Harbour Resort! NO CLEANING FEES!

A hot tub is positioned on a wooden deck, surrounded by natural greenery. Nearby, a fire pit emits a warm glow, creating a cozy atmosphere. Soft outdoor lighting complements the setting, with views of the landscape visible in the background.

4.98 out of 5 average rating, 402 reviews

The Muskoka River Chalet - The King's Den

Welcome to Muskoka River Chalet! **Please read full listing description before booking.** Relax in your fully private one-bedroom walkout apartment with private kitchen, cozy living room, featuring smart TVs and toasty fireplaces. Explore our shared outdoor spaces along 60' of waterfront. Indulge in the hot tub for relaxation. Just minutes walking to town for shopping, dining, and nightlife. Book now for a perfect blend of comfort and convenience!

A modern garage apartment is displayed, featuring a neutral-toned exterior with a large garage door and a side entrance. A spacious driveway is visible, providing ample parking space. The entrance is highlighted by a white door, and trees are partially visible in the background.

4.95 out of 5 average rating, 169 reviews

Chez Nous Midland

Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

The living area features a sectional couch positioned near a small white coffee table, creating a comfortable gathering space. A doorway leads to a staircase, while a kitchenette is visible in the background. Natural light enters through a nearby window, enhancing the neutral decor.

4.77 out of 5 average rating, 386 reviews

1 Bedroom Hotel Style Short/Long term Available

Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

Popular amenities for Midland apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.97 out of 5 average rating, 61 reviews

A multi-level building showcases a welcoming entrance with a staircase leading to the upper floors. White railings and balconies are visible on each level, surrounded by manicured greenery and a stone pathway that enhances the inviting appearance.

Flat in Oro-Medonte

Oro-Medonte/(ski),in/out pool 1

5 out of 5 average rating, 3 reviews

Wynwood Suites Unit 2, located on Lake Muskoka

A well-appointed bedroom features a queen-sized bed dressed in white linens and a navy blue quilt. Two bedside tables hold lamps and personal items. A piece of artwork hangs above the bed, complementing the softly painted walls, and light wood flooring adds warmth to the space.

4.75 out of 5 average rating, 16 reviews

Cozy, renovated 1 bedroom apartment

A comfortable living area features a gray sofa and an accent chair, positioned around a wooden coffee table. A patterned area rug lies beneath, and natural light filters in through a large window. A doorway leads to the exterior.

4.98 out of 5 average rating, 80 reviews

Cozy Downtown Private Retreat

A modern kitchen is displayed featuring sleek white cabinetry and stainless steel appliances. A spacious island with a dual sink sits at the forefront, complemented by dark bar stools. Light walls and pendant lighting create a bright ambiance, enhancing the contemporary design.

5 out of 5 average rating, 17 reviews

MegaMindful Living AirBnB One

5 out of 5 average rating, 50 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.

Flat in Coldwater

Cozy in Coldwater

Flat in The Blue Mountains

5 out of 5 average rating, 4 reviews

Nordic Nook | Ski-In/Out + Shuttle + Hot Tub

4.94 out of 5 average rating, 18 reviews

King Bed Suite | Pool • Hot Tub • Gym Access

Private apartment rentals

4.82 out of 5 average rating, 34 reviews

PS5 * Pool * Hot Tub * FirePit

5 out of 5 average rating, 6 reviews

Flat in Oro

Resort Condo (2 Bedroom) near Horseshoe & Spa

4.95 out of 5 average rating, 44 reviews

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.

Flat in Collingwood

Stylish Private Suite

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, 58 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

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.

4.89 out of 5 average rating, 18 reviews

Stylish 1 bedroom Pet friendly Condo by Sage Homes

5 out of 5 average rating, 33 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.

Flat in Collingwood

Grandpa Jake's

5 out of 5 average rating, 37 reviews

A serene lakeside view is presented at dusk, showcasing a calm water surface reflecting moonlight. Stone pathways wind through the lawn, leading to seating areas by the water. Surrounding trees and distant lights from across the lake create a peaceful atmosphere.

Flat in Washago

Little slice of heaven!

4.96 out of 5 average rating, 24 reviews

A cozy bedroom features a spacious bed adorned with patterned bedding. A wooden dresser is positioned nearby, and a lamp provides soft lighting. Natural light filters through the window, which is dressed with dark curtains, and rustic wooden walls contribute to the cabin's charm.

Flat in Tiny

Cabin A in Wymbolwood Lodge

Apartment rentals with a hot tub

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, 501 reviews

Hidden Gem Escape at Blue Mtn @Great Rates@

A private patio features a round table and a relaxed seating area, overlooking the resort's pool and landscaped outdoor space. An umbrella provides shade, while modern buildings frame the view. The scene is set with clear skies, adding to the inviting ambience of the space.

5 out of 5 average rating, 8 reviews

A Sweet Penthouse @ the Harbour

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

A cozy seating area features a sofa and two matching armchairs, all with a multicolored tribal pattern. A small wooden coffee table is centrally placed on a textured area rug. Natural light enters through a window set in a triangular wall, highlighting the wooden accents.

4.97 out of 5 average rating, 29 reviews

Muskoka Loft

4.78 out of 5 average rating, 18 reviews

King Suite-Pool, Hot tub - Near Horseshoe Valley

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, 380 reviews

The Perfect Getaway in Renovated Corner Unit

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.

4.97 out of 5 average rating, 37 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.