
House holiday rentals in Midland
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Top-rated house rentals in Midland
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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

Sawdust city haus
Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Our vacation home. Fully equipped. Pool. Fire Pit.
Stylish. Privacy. Location. Our Vacation Home, is in vibrant Downtown Midland. We’ve recently renovated our amazing century home and it is ready for you to enjoy! – its beauty matches the beauty of the town. Our spacious home features a great backyard for you to relax in. When venturing out to explore the area we know you’ll enjoy Midland Harbour. This picturesque natural attraction has been a favourite of tourists and boaters from around the world. Our home is just a few minutes’ walk away!

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.

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.

A-Frame in the Woods of GeorgianBay, Muskoka
Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Woodland Muskoka Tiny House
Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Muskoka Hideaway-hot tub/private trails/wood stove
Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

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.

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. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Home in Barrie - Minutes to RVH & Georgian College
Minutes from RVH Hospital, Georgian College, Hwy 400, and the Barrie Waterfront. Clean, newly renovated, main floor of home in a quiet neighborhood. Your family will be close to everything when you stay at this centrally located place. Brand new tv in every room. Air mattress available by request. PLEASE inform us if you would like to use the couch as a bed so we can provide you extra linen. Thank you ☺️

Sauna*King Bed*Fireplace*SmartTV
The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Coffee & Espresso bar
Popular amenities for Midland house rentals
House rentals with a pool

Cute and Cozy House

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

2 Bd Boardwalk Condo Patio Oasis

Blue Mountain Retreat In Historic Snowbridge

Serene mountainside home with View/Shuttle Bus

KickBack in Beautiful tranquil central condo

Charming One Bedroom at Snowbridge

Luxury Resort Villa on Muskoka Bay Golf Course
Weekly house rentals

Cozy Home in Barrie

Lakefront Bungalow "Sunrise Bay" Kawartha Lakes

Farm House

Breezy Beach Vibes at Villa Tina

Private log cottage on 2 acres

Cozy Creek Side walkout basement.

The Allandale Residence

Fireside Haven Chalet
Private house rentals

Cozy Barrie Getaway① New 3BR Private Backyard 2car

Gleaming Family Friendly Vacation Home Near Beach

The Turquoise Cottage

3BR Spacious Home - KING BED

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

Bala Cranberry festival Oct 17 and 18

Victoria Harbor cottage

The Beau at Belle-eau-Claire
Quick stats about house rentals in Midland
Total rentals
60 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Northeast Ohio Holiday rentals
- Laurentides Holiday rentals
- Mont-Tremblant Holiday rentals
- Cleveland Holiday rentals
- Rentals with a hot tub Midland
- Pet-friendly rentals Midland
- Rentals with outdoor seating Midland
- Rentals with pools Midland
- Apartment rentals Midland
- Rentals with a washing machine and dryer Midland
- Fitness-friendly rentals Midland
- Rentals with a fire pit Midland
- Rentals with a kayak Midland
- Family-friendly rentals Midland
- Rentals with beach access Midland
- Rentals with lake access Midland
- Beachfront rentals Midland
- Rentals with a fireplace Midland
- Cottage rentals Midland
- Waterfront rentals Midland
- Rentals with a patio Midland
- Rentals with an EV charger Midland
- Cabin rentals Midland
- House rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Horseshoe Resort
- Snow Valley Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Craigleith Ski Club
- Devil's Glen Country Club
- Rocky Crest Golf Club
- Port Carling Golf & Country Club
- The Georgian Peaks Club
- Lake Joseph Golf Club
- Mount St. Louis Moonstone
- The Club At Bond Head
- Muskoka Lakes Golf and Country Club
- Georgian Bay Islands National Park
- Muskoka Bay Resort
- Windermere Golf & Country Club
- Barrie Country Club
- The Georgian Bay Club
- Alpine Ski Club
- Toronto Ski Club
- Hawk Ridge Golf & Country Club
- Mansfield Ski Club
- Heritage Hills Golf Club