
House vacation rentals in Midland
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Top-rated house rentals in Midland
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Paradise Point Steps from Georgian Bay Great WIFI
Welcome to the Paradise Point Cottage. From the moment you walk in you'll feel your stress melt away. The original wood workmanship has been maintained to preserve the cabin escape feeling. Watch the 75" smart TV or play games by the stone fireplace. Enjoy cooking in the large dine-in kitchen, a place perfect for creating memories. On a half-acre, this property has a view of the waterfront from the front & back, easy access to Georgian Bay, and snowmobiling from the front door. Don't miss out!

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.

Georgian Bay Water/Beach front Cottage
Amazing Waterfront & Sunset views. Trans CanadaTrail & Rotary Park literally a 30 second walk including a beach, skate park, Bball court & beach volleyball. Watch the most gorgeous sunsets from the colourful adirondack chairs on the front deck while enjoying your favourite beverage or watching the kids play in the park & splash pad. World famous Dock Lunch a short walk away. Area beaches 20 min drive. Snowmobile OFSC Distict 8 trail & icefishing. Ski Horseshoe & Mount St Louis 30 min drive.

Orillia TwnHse Oasis w King Bed
Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Cozy Cottage with Private Beach Access
This charming house with access to a private beach is just steps away, located in the heart of trendy Paradise Point. Many attractions nearby including Ste Marie Among the Hurons, Pioneer Village, biking and hiking trails. Cottage has a dedicated work space with very fast internet. *** UPDATE *** AC split heat pump system has been installed in the living room. Cools down the cottage or it can be used in the winter to heat up the cottage, providing comfortable environment during your stay.

The Midland Nest | A Stylish Home Away From Home
Bright, stylish, and comfortable, The Midland Nest is a 3-bedroom, 1-bath upper bungalow in central Midland, sleeping up to 6 guests. Cozy king, queen, and twin beds, a mid-century/retro inspired living area, and a fully equipped kitchen make it easy to relax and unwind. Step onto your private deck overlooking the spacious, tree-lined backyard. Centrally located near downtown, the harbour, restaurants, and attractions, it’s perfect for families, small groups, or visiting professionals.

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.

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.

Home Grandview
Amazing custom-built 3,400 sqf home overlooking the beautiful Georgian Bay, Magnus Beach is just across the road. 4 bedrooms, 3 full baths spacious kitchen, sunroom and wrap-around deck are fully equipped and stocked with all your needs. Pool table, Weber BBQ, Dynamic Infrared Sauna, fire pit, 1.5Gb WiFi, 3-car garage with EV Charger. Close to numerous resorts and parks for summer and winter fun. Guests will enjoy all the entertainments both inside and outside all year round.

King Bed, Pool, Gym, Ravine View, Your Getaway!
Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Get Some Fun in the Sun and Book Today

Modern Waterfront Home on Georgian Bay w/ Hot Tub!
Escape to a peaceful haven with this new and breathtaking modern waterfront cottage. Immerse yourself in the stunning views from the walkout deck with outdoor seating, a hot tub and a BBQ area. Quiet neighbourhood in Victoria Harbour on Georgian Bay. Short drive to charming town of Midland and nearby attractions such as the Tay Shore Trail and the Wye Marsh Wildlife Centre. This bright and beautifully finished home is less than a 2-hour drive from the GTA.

Steps From the Beach and Hiking Trails!
Relax with the whole family at this updated cottage. Three bedrooms include two double beds, and one twin bed that pulls out for an added guest. Hang out steps from three local beaches - one exclusively for neighbourhood residents! Cook delicious meals in the stylish, renovated kitchen. Two nearby parks for added family fun! BBQ in the backyard or roast marshmallows over the bonfire! Shallow sandy beach is perfect for water sports!
Popular amenities for Midland house rentals
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

2 Bd Boardwalk Condo Patio Oasis

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Home away from home with a hot tub and pool

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Serene mountainside home with View/Shuttle Bus

Lost in Hillsdale | Heated POOL | Near Horseshoe
Weekly house rentals

Farm House

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

Gleaming Family Friendly Vacation Home Near Beach

Entire Luxury Townhouse | Barrie Hideaway

Life is Better at the Cottage

Your Happy Place

6 Bdrm Lake view, Luxury, Modern Cottage w Hot Tub
Private house rentals

Waterfront Beach House in Waubaushene

Luxury Lakeview Stay w/ Jacuzzi | Downtown Barrie

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews

Muskoka Cottage on the Severn River

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

Hillside House, 5 beds, 4 bdrms, and pullout couch

Luxe Modern Retreat - Theatre, Hot Tub and Bar

Fireside Haven Chalet
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,787 GYD | G$35,369 GYD | G$36,625 GYD | G$34,113 GYD | G$37,462 GYD | G$41,229 GYD | G$49,182 GYD | G$46,670 GYD | G$46,880 GYD | G$44,787 GYD | G$43,322 GYD | G$44,787 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 |
Quick stats about house rentals in Midland

Total vacation rentals
Explore 50 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at G$12,557 GYD per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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
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- Rentals with a fireplace Midland
- Rentals with beach access Midland
- Rentals with lake access Midland
- Family-friendly rentals Midland
- Rentals with outdoor seating Midland
- Cottage rentals Midland
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- Rentals with a hot tub Midland
- Rentals with a patio Midland
- Waterfront rentals Midland
- Rentals with a kayak Midland
- Fitness-friendly rentals Midland
- Rentals with pools Midland
- Rentals with a fire pit Midland
- Beachfront rentals Midland
- Rentals with an EV charger Midland
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Wasaga Beach Area
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Wye Marsh Wildlife Centre
- Taboo Muskoka Resort & Golf
- Mono Cliffs Provincial Park
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park





