
Apartment holiday rentals in Midland
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Top-rated apartment rentals in Midland
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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!

The Haunted House Apt 301
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.

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.

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.

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.

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

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!

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.

Spacious Hideaway in Nature
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks by Lake Simcoe or explore nearby parks like Oro-Medonte Rail Trail. Discover local shops and eateries, or indulge in water activities and outdoor adventures. Our cozy Airbnb accommodates 4 guests, with a king-size bed and comfy couches. Experience the best of both worlds - a laid-back getaway and exciting local attractions.

Bracebridge river suite
A perfect suite for people who want to be close to downtown Bracebridge yet in a peaceful location near the river! Enjoy this spacious private suite with a queen size bed, a couch, a bar fridge, a microwave, a coffee maker, and a toaster oven! While guests do not have direct waterfront access, you get a slight river view, and the Wilson’s Falls walking trails just minutes away! Four minutes drive to town and all its amenities.

The Chieftain Suite
New apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park Place. Features a full kitchen with stainless steel appliances, large TV with Prime, and a fireplace outside for those chilly evenings. Perfect for business trips, romantic getaways, or relaxing nights away from home. Pull out couch that turns into a bed for extra guests!

Cozy getaway for two with hot tub!
Unwind in our peaceful guest suite attached to our home located near Mount St-Louis Moonstone, Vetta Nordic Spa and the cozy town of Coldwater. With its private entrance, hot tub (accessible daily between 8am and 10pm) and serene forest surroundings, this space is designed for guests who value calm, quiet and nature. We ask that guests share our appreciation for a tranquil environment.
Popular amenities for Midland apartment rentals
Weekly apartment rentals

Spacious Apartment 5 Minute Walk to Innisfil Beach

Highland Hidey Hole-Resort Amenities, Pet friendly

Cozy, renovated 1 bedroom apartment

Cozy Downtown Private Retreat

MegaMindful Living AirBnB One

Perfect 2 bedrm resort style unit Getaway-Top Host

Cabin A in Wymbolwood Lodge

Gorgeous Studio Condo in Blue Mountains Sleeps 4
Private apartment rentals

A Sweet Penthouse @ the Harbour

Treehouse Suite | Steps to Barrie Waterfront

Stylish Private Suite

SerraVista - Outdoor Pool / Walk to Village

Grove Street Suite

The Loft @ 89

Modern Luxury Delight with a Pool and Hot Tub

Cedar-View Studio with Hot Tub + PS4 Gaming
Apartment rentals with a hot tub

Oro-medonte/in/out pool/ski-2

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Alpine Bliss: King Bed/Pool/HotTub/Shuttle

King Bed Suite | Pool • Hot Tub • Gym Access

Gorgeous Two Bedroom Condo Overlooking Ski Hill

Stylish 1 bedroom Pet friendly Condo by Sage Homes

Trendy 1 Bdrm w/Pool & Hot Tub View

Modern Condo at Friday harbour/Pet Friendly
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £81 | £72 | £75 | £85 | £81 | £91 | £83 | £87 | £76 | £73 | £70 | £71 | 
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C | 
Quick stats about flat rentals in Midland

Total holiday rentals
Explore 30 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 2,390 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Midland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Midland rentals

4.9 Average rating
Midland stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with pools Midland
 - Rentals with lake access Midland
 - Rentals with a patio Midland
 - Rentals with a firepit Midland
 - Cottage rentals Midland
 - Pet-friendly rentals Midland
 - Rentals with a washing machine and dryer Midland
 - Rentals with a fireplace Midland
 - Rentals with outdoor seating Midland
 - Rentals with beach access Midland
 - Beachfront rentals Midland
 - Family-friendly rentals Midland
 - Rentals with a kayak Midland
 - House rentals Midland
 - Cabin rentals Midland
 - Rentals with an EV charger Midland
 - Fitness-friendly rentals Midland
 - Rentals with a hot tub Midland
 - Waterfront rentals Midland
 - Flat rentals Simcoe County
 - Flat rentals Ontario
 - Flat rentals Canada
 
- Blue Mountain Village
 - Snow Valley Ski Resort
 - Beaver Valley Ski Club
 - Osler Bluff Ski Club
 - Devil's Glen Country Club
 - Craigleith Ski Club
 - Rocky Crest Golf Club
 - Port Carling Golf & Country Club
 - Mount St. Louis Moonstone
 - The Georgian Peaks Club
 - Lake Joseph Golf Club
 - Muskoka Lakes Golf and Country Club
 - Muskoka Bay Resort
 - The Club At Bond Head
 - Windermere Golf & Country Club
 - Georgian Bay Islands National Park
 - The Georgian Bay Club
 - Barrie Country Club
 - Toronto Ski Club
 - Alpine Ski Club
 - Mansfield Ski Club
 - Hawk Ridge Golf & Country Club
 - Heritage Hills Golf Club
 - Springwater Golf Course