
House vacation rentals in Midland
Find and book unique houses on Airbnb
Quick stats about house rentals in Midland

Total vacation rentals
Explore 70 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at G$8,369 GYD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Midland vacation rentals include wi-fi access

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

4.7 Average rating
Midland stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Midland
Guests agree: these houses are highly rated for location, cleanliness, and more.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7
4.9 out of 5 average rating, 145 reviews
White Rolling Sands of Penetang by Theatre
Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.
4.97 out of 5 average rating, 178 reviews
The Boutique Retreat
Steps to the longest and best fresh water beach in the world and just an hour outside Toronto, The Boutique Retreat is a must stay! Gorgeous designer house with everything you could ask for-comfy beds, great coffee maker, big TV and fully equipped kitchen. Imagine the best retreat ever- huge hot tub, amazing sauna, bonfire lounges ,cold plunge pool, Pinterestable Silo Lounge , French country Bbq area plus more . This is place is the coolest ever and just waiting for you and your friends!
4.93 out of 5 average rating, 99 reviews
Waterfront Cottage Over-the-Water view w BBQ& Wifi
Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!
4.83 out of 5 average rating, 320 reviews
Stanley House
Relax with the whole family at this peaceful place to stay. Feel home being away from home. Comfortable all finished bungalow. Located north end of Barrie. Walking distance to enclosed shopping centre “Georgian Mall” which offers over 150 stores to explore. House amenities include: 4 bedrooms with queen size beds; 3 full bathrooms; linen, towels and toiletries ( shampoo/conditioner/ body wash) and laundry all available to your comfort. Each floor have TV for your feel more comfortable.
4.98 out of 5 average rating, 124 reviews
Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.
4.98 out of 5 average rating, 191 reviews
Ski, Swim, Soak, Boat & Golf
Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.
4.85 out of 5 average rating, 112 reviews
Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.
4.85 out of 5 average rating, 159 reviews
Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
4.98 out of 5 average rating, 162 reviews
Luxury Home Mins to Lake & Beach
Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach
4.92 out of 5 average rating, 142 reviews
Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12
If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.
4.79 out of 5 average rating, 183 reviews
Bright basement apt with private entrance, Barrie
Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.
4.96 out of 5 average rating, 162 reviewsPopular amenities for Midland house rentals
House rentals with a pool

Casa ~ Pool ~ Fire Pit ~ BBQ
4.77 out of 5 average rating, 106 reviews
Serene mountainside home with View/Shuttle Bus
4.93 out of 5 average rating, 248 reviews
Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
4.84 out of 5 average rating, 293 reviews
Rivergrass Oasis | Near Blue Mtn Walk-Shuttle
4.86 out of 5 average rating, 133 reviews
The Castle
4.87 out of 5 average rating, 103 reviews
King Bed, Pool, Gym, Ravine View, Your Getaway!
4.8 out of 5 average rating, 127 reviews
Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
4.87 out of 5 average rating, 152 reviews
Blue Mountain Village Townhome 4 Bedroom w Shuttle
4.82 out of 5 average rating, 129 reviewsWeekly house rentals

Welcoming Waterfront Cottage
4.95 out of 5 average rating, 41 reviews
The Midland Nest | A Stylish Home Away From Home
4.93 out of 5 average rating, 27 reviews
Bayside Serenity | Parking | Midland Cottage
4.97 out of 5 average rating, 30 reviews
Steps From the Beach and Hiking Trails!
4.97 out of 5 average rating, 66 reviews
Close to Hospital and school 4 bedroom bungalow
4.86 out of 5 average rating, 85 reviews
Modern Beach House on Georgian Bay STRTT-2026-089
4.93 out of 5 average rating, 69 reviews
Georgian Bay Water/Beach front Cottage
4.97 out of 5 average rating, 64 reviews
Home Grandview
4.97 out of 5 average rating, 35 reviewsPrivate house rentals

Private log cottage on 2 acres
4.7 out of 5 average rating, 267 reviews
Family & Friends Retreat
4.97 out of 5 average rating, 36 reviews
Paradise Point Steps from Georgian Bay Great WIFI
4.93 out of 5 average rating, 46 reviews
Hillside House, 5 beds, 4 bdrms, and pullout couch
4.92 out of 5 average rating, 38 reviews
Snow valley ski (12km)Scandinavian therapy retreat
5.0 out of 5 average rating, 23 reviews
6 Bdrm Lake view, Luxury, Modern Cottage w Hot Tub
4.75 out of 5 average rating, 44 reviews
The Beau at Belle-eau-Claire
4.83 out of 5 average rating, 6 reviews
Your Happy Place
4.93 out of 5 average rating, 14 reviewsWhen is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,773 GYD | G$35,358 GYD | G$36,614 GYD | G$30,755 GYD | G$33,266 GYD | G$35,777 GYD | G$49,167 GYD | G$46,656 GYD | G$46,865 GYD | G$44,773 GYD | G$43,309 GYD | G$44,773 GYD |
| 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 |
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Menominee Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Centennial Beach
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





