
Holiday rentals with a patio in Midland
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Midland

Total holiday rentals
Explore 110 holiday rentals in Midland

Nightly prices starting at
Midland holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 4,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Midland holiday rentals include wifi access

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

4.8 Average rating
Midland stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with patio in Midland
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

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.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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 Bay View Cottage w/hot tub
Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 6 adult.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

Newly Built Woodsy Retreat - Your Perfect Escape
Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

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.

House on the Hill, HotTub, Relaxation, Bike Trails
Experience the perfect blend of historic charm and modern comfort in this century home. Bask in the refreshing breeze from Georgian Bay and enjoy the tranquility it brings. Explore nearby downtown shops, take advantage of the Trans Canada Trail for walking, running or biking, and discover a variety of local attractions just minutes away.
Popular amenities for rentals with patio in Midland
Flat rentals with a patio

Private 1 Bedroom Suite

Cozy getaway for two with hot tub!

L&S Comfy Suite

Guest suite near the lake

Gorgeous Studio Condo in Blue Mountains Sleeps 4

Blue Mountain Studio Retreat

Spacious Hideaway in Nature

Studio at Blue-KingBed/Pool/HotTub/Shuttle
House rentals with a patio

The Artist’s House B&B | Blue Mountain Area

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

2 min walk to the lake & 20 min drive to Blue Mnt

King Bed, Pool, Gym, Ravine View, Your Getaway!

JJ’s small town country retreat

Paradise Point Steps from Georgian Bay Great WIFI

Bright basement apt with private entrance, Barrie

Hillside House, 5 beds, 4 bdrms, and pullout couch
Apartment rentals with a patio

Lovely 3 Bedroom Condo with Stunning View and Pool

Newly renovated 1 bedroom condo with free parking

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Cozy 1-Bedroom Romantic Retreat with full Kitchen

3 Peaks at Blue Mountains, your luxury staycation!

Cozy & Charming Retreat at Blue Mountain

Exceptional 2+1 ground floor condo @Friday Harbour

Bohemian Luxury at Friday Harbour Resort Simcoe
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 SGD | $215 SGD | $209 SGD | $184 SGD | $204 SGD | $206 SGD | $217 SGD | $222 SGD | $230 SGD | $198 SGD | $181 SGD | $207 SGD |
| 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Laurentides Holiday rentals
- Cleveland Holiday rentals
- Rentals with a kayak Midland
- Rentals with a hot tub Midland
- Fitness-friendly rentals Midland
- Beachfront rentals Midland
- Rentals with pools Midland
- Rentals with lake access Midland
- Rentals with a fireplace Midland
- Flat rentals Midland
- Rentals with outdoor seating Midland
- Waterfront rentals Midland
- Rentals with an EV charger Midland
- Rentals with a firepit Midland
- Pet-friendly rentals Midland
- House rentals Midland
- Rentals with beach access Midland
- Cabin rentals Midland
- Family-friendly rentals Midland
- Rentals with a washing machine and dryer Midland
- Cottage rentals Midland
- Rentals with a patio Simcoe County
- Rentals with a patio Ontario
- Rentals with a patio Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Three Mile Lake
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Scandinave Spa Blue Mountain
- Wasaga Beach Area
- Awenda Provincial Park
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park
- Sibbald Point Provincial Park





