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 G$8,365 GYD 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.

1 of 1 pages1 / 1
Top guest favorite
Home in Collingwood
4.92 out of 5 average rating, 113 reviews

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.

Superhost
A private swimming pool is surrounded by well-maintained gardens, featuring vibrant green shrubs and flowers. A spacious patio area with outdoor furniture is also visible. The clear blue sky enhances the serene ambiance of this inviting outdoor space.
Home in Midland
4.79 out of 5 average rating, 61 reviews

Charming Midland Oasis with Private Heated Pool

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!

Top guest favorite
A vibrant garden showcases a variety of colorful flowers, with a prominent rock identified by the number 14. Lush greenery surrounds the area, adding to the inviting outdoor space in front of a brick house. Well-maintained lawns complement the floral displays.
Home in Penetanguishene
4.97 out of 5 average rating, 176 reviews

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.

Top guest favorite
The large bedroom features a queen canopy bed with detailed linens. A decorative rug in warm tones complements the wooden furniture. Natural light filters through the window blinds, and a chair is situated in one corner, adding comfort to the space.
Home in Midland
5 out of 5 average rating, 95 reviews

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.

Top guest favorite
A dining area features a wooden table surrounded by high-backed blue chairs. A large television is mounted on a feature wall, while crystal chandeliers hang from the ceiling. A pool table is visible in the background, enhancing the inviting atmosphere of the space.
Home in Barrie
4.96 out of 5 average rating, 107 reviews

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!

Guest favorite
Home in Midland
4.92 out of 5 average rating, 24 reviews

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.

Top guest favorite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 177 reviews

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.

Top guest favorite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.97 out of 5 average rating, 153 reviews

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

Guest favorite
A sandy beach stretches out towards calm waters, complemented by a small dock and an island visible in the distance. Red and gray Adirondack chairs are setup in a semicircle on the beach, inviting relaxation under a clear blue sky dotted with clouds.
Home in Victoria Harbour
4.94 out of 5 average rating, 35 reviews

Welcoming Waterfront Cottage

Cozy yet stylish waterfront gem hidden in friendly Victoria Harbour minutes of driving from Midland, featuring spacious comfortable rooms, sandy beach with a dock for fun in the water, enclosed backyard great for the families with small children, an open concept main floor transitioning to the deck with stunning water views, and plenty of parking space - all in a peaceful neighborhood with a boat launching spot nearby, marina & local shops within walking distance.

Top guest favorite
A modern living space showcases a comfortable gray sectional sofa with colorful accent pillows. A small black table sits in front, complemented by a light area rug. The room is brightened by natural light flowing through two windows, enhancing the inviting atmosphere.
Home in Collingwood
4.95 out of 5 average rating, 212 reviews

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.

Guest favorite
The living area features a modern design with a stone fireplace and a mounted TV. Large windows allow natural light, while a spacious coffee table sits between a sectional couch and a sleek armchair. A neutral color palette is complemented by decorative plants.
Home in Blue Mountain Resort Area
4.96 out of 5 average rating, 423 reviews

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

Top guest favorite
An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.
Home in Gravenhurst
4.98 out of 5 average rating, 233 reviews

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.

Popular amenities for Midland house rentals

When is the best time to visit Midland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,755 GYDG$35,344 GYDG$36,599 GYDG$30,743 GYDG$33,252 GYDG$35,762 GYDG$49,147 GYDG$46,637 GYDG$46,846 GYDG$44,755 GYDG$43,291 GYDG$44,755 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C