
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 $40 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.

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.
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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.
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The Artist's House B&B: Relax, Explore Collingwood
Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.
LocationFamilyKitchen

Historic Coach House hosted by John & Donna
Approx. 600 sq ft of living space. 2 guests. 1 large bedroom with queen canopy bed - includes linens. 1 bath with original claw tub and shower - includes soap, toilet paper, towels. Great location on historic street. Kitchen - fridge, stove, dishwasher, coffee maker, toaster Dining room with antique table and chairs. Sitting room. Free parking for 1 car on premises. Air conditioning and heating. Wi-Fi. Private entrance. Large deck. Minimum stay 2 nights. Please no pets. No smoking or vaping.
ValueLocationKitchen

Pool Table 10MinsToLakeSimcoe King Beds ProfDesign
Luxury! Pool Table! 75" Smart TV! Thoughtfully curated design! Unleash your inner chef in the gourmet kitchen with a gas stove, all your cooking & baking needs. Bask in the lofty 10' ceilings, and explore the vibrant neighbourhood with top-notch restaurants, shopping, golf courses, driving range, Hwy 400, serene lake and beach access, all within 5-10 mins. 25 Mins from Snow Valley & Horseshoe Valley Resort. Your luxurious escape awaits! 2 King Beds, 4 Queen Beds, 3 Single Pullout Mattresses!
ValueFamilyIndoor spaces

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.
ValueFamilyNearby

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.
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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.
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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
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100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.
ValueLocationTV

Mountain Cedar Chalet! Across from The Village
Luxury Directly Across from the Village! Unit 216 Mountain Walk Fully Renovated and Fully Stocked Modern kitchen with everything you need Coffee, teas, spices, oil, vinegar included Lots of linens, towels, extra blankets Balcony with BBQ Pack n' play, highchair Lego, playmobil, boardgames, XboxOne 2 TV with Netflix, Prime, Crave, Disney+, Cable Fast WiFi Free Parking for Three Cars NO. LCSTR20220000081
LocationFamilyPets

Woodland Muskoka Tiny House
**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** 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.
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Popular amenities for Midland house rentals
House rentals with a pool

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

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
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Rivergrass Oasis | Walk to Village & Pool
FamilyValueAmenities

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

Serene mountainside home with View/Shuttle Bus
LocationFamilyDecor

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
ValueLocationAmenities

Cozy Corner Townhome | Shuttle + Patio + Pool
ValueFamilyCondition

Blue Mountain Village Townhome 4 Bedroom w Shuttle
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Weekly house rentals

Paradise Point Steps from Georgian Bay Great WIFI
FamilyLocationSleep quality

Welcoming Waterfront Cottage
FamilyLocationWalkability

Retro Ranch on West Self checkin, free fast wifi,
ValueLocationHeating

Steps From the Beach and Hiking Trails!
FamilyValuePets

Georgian Bay Water/Beach front Cottage
ValueLocationNearby

Close to Hospital and school 4 bedroom bungalow
ValueFamilySleep quality

Cozy Cottage with Private Beach Access
FamilyValueAir conditioning

Home Grandview
LocationFamilyComfort
Private house rentals

Modern Beach House on Georgian Bay STRTT-2026-089
FamilyLocationNearby

4-season Muskoka Lakefront w sandy entrance
LocationNearbyHospitality

Your Happy Place
FamilyLocationPets

Moonstone chalet
FamilyValueCondition

Tiny Beaches Getaway
ValueLocationSleep quality

Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard
LocationFamilyBathroom

Stonegate Retreat | Sauna, Fire Pit, Lake Access
LocationFamilyOutdoor spaces

Fireside Haven Chalet
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When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 | $169 | $175 | $147 | $159 | $171 | $235 | $223 | $224 | $214 | $207 | $214 |
| Avg. temp | 19°F | 20°F | 30°F | 42°F | 54°F | 63°F | 68°F | 66°F | 60°F | 48°F | 37°F | 26°F |
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- Blue Mountain Village
- Wasaga Beach Area
- Snow Valley Ski Resort
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Casino Rama Resort
- Menominee Lake
- Kee To Bala
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Centennial Beach
- Sunset Point Park
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