
House vacation rentals in Midland
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Top-rated house rentals in Midland
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Popular amenities for Midland house rentals
House rentals with a pool

Cute and Cozy House
After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.

Nice retreat pool, sauna, hottub
Beautiful home. Outside was stunning. Pool stones are wobbly (be extremely careful sitting on the side)

Serene Escape: A Nature Getaway
We had a lovely stay, everything was great. Kitchen was well equipped. Only issue is that there were no towels at all. Which was communicated but we were expecting at least a kitchen rag or hand towels in the washroom.

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd
This was a great home with lots to do inside. We enjoyed all of the games and pool table. Shuttle service was easy to use and only a short ride away to the village. The beds were comfortable and lots of space inside for our family. Brendan was friendly and responsive!

Spacious 4BR Snowbridge Home with Shuttle Access
Very nice and spacious home with plenty of room for a large group to spread out. Loved the open concept kitchen and dining area and felt plenty close to Blue Mountain village and skiing.

Serene mountainside home View/Shuttle Bus/Pool
We had a wonderful stay - Brendan's place was clean, organized and in a great area (close to village). Brendan was responsive and helpful and I would recommend this place to relax and enjoy Collingwood.

Luxury Family Home Indoor Pool Hot Tub Lake Access
The place was beautiful and the pool was perfect for a winter get-away. They were super responsive the entire time and check-in/out was super easy.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.
Weekly house rentals

King Beds with Home Gym and Large Backyard Oasis
Very nice place in a quiet neighbourhood.. steps away from my nature trail

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe
The place was incredible! My friends and I had an amazing weekend here -everything was just as described, if not better. It was comfortable, clean, and had everything we needed for a great stay. I’d highly recommend this spot to anyone looking for a relaxing and enjoyable getaway. I’ll definitely be looking to stay here again in the future!

Great Family Get Away - Wasaga Beach (2) wifi
Rocco was an incredible host, accommodating to every extent possible. The place was spotless, equipped with everything you could ever need, and just steps away from the beach. To top it off, there's an amazing ice cream shop just two steps away—what more could you ask for? Rocco truly made us feel right at home and ensured our stay was comfortable and enjoyable from start to finish. I can't recommend this place enough! I just hope this review doesn’t come back to bite me, as it might mean less availability in the future for us! Def looking forward to our next visit!

Entire House w/ Games Room- by Beaches & Downtown
Great place, will stay again

Townhouse 5 min to Wasaga Beach
This is a beautiful home. It is very clean and perfect for anyone. We definitely recommend staying here and would come back again. The owners were extremely responsive to any of our questions.

***** Wares Muskoka Lakes Estate
Fantastic hosts and a beautiful place to stay. Hosts were very informative, responsive and flexible. Home was clean and exactly as depicted in the photos. The location is perfect for a relaxing get away with lots to do in the surrounding area. Overall a great experience and would definitely recommend.

Sandy beach getaway
We had an amazing stay at the cottage. Everything was spotless and welcoming. Kitchen had everything we needed and we enjoyed our meals on the large deck. Located in a quiet and peaceful area. Short walk to a beautiful, clear, sandy beach. We enjoyed many spectacular sunsets. Great beach for kids. We enjoyed our stay and would highly recommend.

JJ’s Collingwood bar & games house.
Jer was a very good host, the place was beautiful, bunch of games to play, had a lot of fun. The surroundings are beautiful 10 min walk to park and beach. 10 minutes drive to blue mountain. The place was really good.
Private house rentals

All season/Ski/Waterfront/Fish Modern Cottage
Lily was a great host, she was very responsive and friendly throughout our entire stay. Accommodations were clean and accurately depicted! Smooth check-in and check-out.

The Old Millinery House
We had a wonderful stay at the Old Mill in Shelburne. The property is charming and full of character, offering both comfort and tranquility. Lynn is a generous and thoughtful host, making our visit truly special. Highly recommended!

Luxury 3-Bedroom Detached House | 2 Free Parking
A perfect location and a lovely home. The kitchen is huge and gorgeous with amazing appliances. The refrigerator freezer is spectacular! As described, the kitchen only has basic supplies so bring your own necessities like sugar, spices, plastic wrap, and fry pan. We loved how inviting the home is—lots of healthy plants, lovely artwork, and beautiful linens. Bedrooms and living rooms are spacious too. Mehdi was available to answer any questions before our stay and made check out easy with some helpful reminders. We would definitely stay there again.

Swan Cove Waterfront Retreat
Evgenia's home was overall ABSOLUTELY STUNNING! From the beautiful water front views to the gorgeous amenities, my entire group was in awe of what was right in front of us. We had such an amazing stay, made even better memories and felt right at home during our stay. It was truly a great "home away from home" experience! We were so lucky to get the chance to feed the swans during our stay, we were shocked at the amount of wildlife that appeared thereafter. During our stay we were able to bring a boat & jet ski. We docked the jet ski at the property's dock and were able to launch the boat/jet ski at the Victoria Harbour in the area. Unfortunately we were unable to bring the boat to the home's dock due to low tide this year, but hopefully when we book again we can dock both at the house :) We would 100% recommend Evgenia's place for anyone looking for a quiet luxurious getaway with the most spectacular views!

Large 4 br and 3 full bathroom/Sauna by Village
We enjoyed our stay, lots of sleeping space , appreciated the fully equipped kitchen for cooking , and the large dining room table for eating together . All 3 showers and bathrooms were beautiful and newly renovated and enjoyed the sauna as well. The bonus was the games room area!

5+ bdr Cottage Collingwood Blue Mountain Singhamp
Nancy’s Airbnb was an absolutely fantastic experience! From the moment we booked, Nancy’s communication was flawless—prompt, clear, and incredibly friendly. She provided detailed instructions and helpful tips that made our stay seamless. The property itself was immaculate, cozy, and exactly as described, with thoughtful touches that made it feel like home. Nancy clearly takes pride in hosting, as every detail was carefully considered, from the well thought out social spaces to the well-stocked amenities. Her hospitality truly stood out—she was always available to answer questions and went above and beyond to ensure we had everything we needed. It’s rare to find a host so dedicated to creating a memorable experience. We couldn’t recommend Nancy’s Airbnb more highly and will absolutely stay here again!

BlueFornia Ski Snow Sweet Home Winter
beautiful and clean place. 100% privacy as it was surrounded by trees. . everything you needed was there. .would highly recommend

Luxurious Lake House for Family Stays
Absolutely stunning home on the water! Beautifully decorated and very well set up to host people. We had a wonderful time and the host was so quick to reply when we had any questions. We are looking forward to booking again in the future. The home is spotless. The beds are comfy, the hot tub was hot, the kitchen and appliances were unbelievably well thought out. The information given was so helpful in figuring out how to use everything. 10/10 experience and weekend. Thank you!!
Quick stats about house rentals in Midland
Total rentals
70 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Grand River Vacation rentals
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- Greater Toronto Area Vacation rentals
- Rentals with a patio Midland
- Rentals with a fireplace Midland
- Rentals with outdoor seating Midland
- Waterfront rentals Midland
- Rentals with a kayak Midland
- Fitness-friendly rentals Midland
- Rentals with a hot tub Midland
- Apartment rentals Midland
- Rentals with pools Midland
- Beachfront rentals Midland
- Cottage rentals Midland
- Rentals with a fire pit Midland
- Family-friendly rentals Midland
- Rentals with beach access Midland
- Cabin rentals Midland
- Rentals with lake access Midland
- Pet-friendly rentals Midland
- Kid-friendly rentals Midland
- Rentals with a washer and dryer Midland
- Rentals with an EV charger Midland
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Port Carling Golf & Country Club
- Snow Valley Ski Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Muskoka Lakes Golf and Country Club
- Beaver Valley Ski Club
- Devil's Glen Country Club
- Lake Joseph Golf Club
- Muskoka Bay Resort
- Alpine Ski Club
- National Pines Golf Club
- Windermere Golf & Country Club
- South Muskoka Curling and Golf Club
- The Georgian Bay Club
- The Georgian Peaks Club
- Toronto Ski Club
- Shanty Bay Golf Club
- Rocky Crest Golf Club
- The Club At Bond Head
- Muskoka Highlands Golf Links
- Craigleith Ski Club
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