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Holiday houses in Midland

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Quick stats about holiday rentals in Midland

  • Total holiday rentals

    Explore 180 holiday rentals in Midland

  • Nightly prices starting at

    Midland holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Midland holiday rentals include Wi-Fi 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 holiday rentals in Midland

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The master bedroom features a spacious bed with a decorative 'RELAX' pillow. Natural light fills the room through a window adorned with dark curtains. Wall art depicting serene landscapes complements the calming neutral tones, while a stylish lamp and small seating area add functional decor.
Loft in Midland
4.89 out of 5 average rating, 412 reviews

Nest By The Bay - Downtown Midland / Private Loft

Ideally located in downtown Midland, Nest By The Bay blends comfort and style, with everything you need just steps away. Park your car and enjoy a walkable GBay Getaway with shops, restaurants, and the waterfront close by. Midland Harbour is a short stroll from your door. Experience festivals, theatre, artisan shops, and a growing culinary scene year-round. Travelling with others? Ask about our second suite, “Perch By The Bay.” A two-night stay is preferred. We look forward to hosting your stay.

LocationValueKitchen

Top Guest favourite
The historic Beck House, a striking Victorian structure, stands with a distinctive red façade and slate roof. A spacious porch with white railings invites guests, while the well-kept lawn adds to its charm. A wooden sign identifies the property, blending history with a warm welcome.
Apartment in Penetanguishene
4.9 out of 5 average rating, 548 reviews

The Haunted House Apt 302

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

ValueFamilyBiking

Top Guest favourite
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, 177 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.

ValueFamilyBackyard

Guest favourite
A modern kitchen features natural wood cabinetry and a large marble countertop island with seating. Stainless steel appliances, including an electric stove and refrigerator, are visible. The space is well-lit with recessed lighting, and decorative plants add a touch of warmth.
Apartment in Midland
4.91 out of 5 average rating, 156 reviews

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.

ValueLocationWi-Fi

Top Guest favourite
A quaint blue cottage features a welcoming front deck with two yellow chairs facing the lush green lawn. The cottage is surrounded by trees and showcases large windows that bring natural light into the interior.
Tiny home in Waubaushene
5 out of 5 average rating, 267 reviews

Saltbox by the Bay | Views, Bikes, Beaches & Vetta

*SUMMER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the lake. Walk along or ride our guest bikes on the Tay Shore Trail. Visit nearby beaches & Quayle's Brewery. Pamper yourself at Vetta Spa & explore charming towns around Georgian Bay.

ValueFamilyWi-Fi

Top Guest favourite
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.

FamilyValueOutdoor spaces

Top Guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guesthouse in Barrie
5 out of 5 average rating, 296 reviews

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

FamilyLocationAir conditioning

Top Guest favourite
The exterior of the Hillside Studio is depicted, showcasing a modern design with a combination of brick and wood siding. A small balcony with a black railing is featured on the upper level, while large windows allow for natural light. A clear blue sky complements the structure.
Guesthouse in Midland
5 out of 5 average rating, 39 reviews

Hillside Studio • Midland • Small Town Escape

Welcome to the Hillside Studio — a bright and spacious 900 sq. ft. private guesthouse in the heart of Midland. Perched on a hillside, this modern one-bedroom retreat is designed for comfort and relaxation for 1–2 guests. Perfectly located for exploring Georgian Bay: • 10-minute walk to Downtown Midland and Little Lake Park • 10-minute drive to Midland Golf and Country Club/Brooklea • 20 minutes to Tiny Beaches/Awenda Provincial Park • 30 minutes to Vettä Nordic Spa/Quayle’s Brewery

LocationNearbyQuiet

Guest favourite
A bright bedroom features a spacious, inviting bed adorned with soft white linens. A tray holding a book, a candle, and glasses of wine rests on the bed. Framed photographs of coastal scenes hang above the headboard, complemented by a lamp casting a gentle glow.
Apartment in Midland
4.97 out of 5 average rating, 73 reviews

Hidden Gem

Welcome to your cozy 1 bedroom basement apartment nestled in a quiet neighbourhood. Enjoy the convenience of being close to amenities, ski hills, bike trails and beautiful Georgian Bay beaches. Step outside to your cozy backyard patio, perfect for morning coffee or evening relaxation. Guests can hit the slopes, partake in local festivals, soak in the beaches or bike to explore the trails, this location caters to your adventurous spirit providing the warmth, comfort relaxation afterwards.

LocationParkingAmenities

Top Guest favourite
Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.
Guesthouse in Victoria Harbour
4.96 out of 5 average rating, 300 reviews

Sunset Beach Cottage

Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

LocationFamilyBarbecue

Top Guest favourite
A modern garage apartment is displayed, featuring a neutral-toned exterior with a large garage door and a side entrance. A spacious driveway is visible, providing ample parking space. The entrance is highlighted by a white door, and trees are partially visible in the background.
Apartment in Midland
4.95 out of 5 average rating, 214 reviews

Hosted by Nous Midland

Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

FamilyLocationComfort

Guest favourite
A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.
Cottage in Tiny
4.93 out of 5 average rating, 360 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

LocationValueBiking

Popular amenities for Midland holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Midland's top sights

Wye Marsh Wildlife Centre

233 locals recommend

Discovery Harbour

152 locals recommend

Martyrs Shrine

133 locals recommend

Ste-Marie Among the Hurons

84 locals recommend

Galaxy Cinemas

73 locals recommend

King's Wharf Theatre

66 locals recommend

Other great holiday rentals in Midland

Guest favourite
A comfortable living area features a dark leather sectional sofa and a matching armchair. A modern coffee table sits in front of the seating, while a sleek television is mounted on a stand. Light wooden flooring adds a relaxed ambiance, and a doorway leads to additional rooms.
Guesthouse in Midland
4.89 out of 5 average rating, 27 reviews

Guest unit

ValueLocationLayout

Guest favourite
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, 36 reviews

Welcoming Waterfront Cottage

FamilyLocationCleanliness

Guest favourite
Holiday home in Midland
4.85 out of 5 average rating, 71 reviews

Georgian Bay retreat - apartment in Midland

FamilyValueTV

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

LocationFamilyComfort

Guest favourite
A spacious bedroom features a four-poster bed with a neutral-toned blanket and ample pillows. Soft lighting is provided by two bedside lamps on wooden nightstands. Natural light floods through three windows, illuminating a cozy seating area with a wooden rocking chair.
Home in Midland
5 out of 5 average rating, 37 reviews

The Wright House - Modern 3BDRM home in Midland!

ValueFamilyHot tub

Superhost
Home in Midland
4.86 out of 5 average rating, 7 reviews

The Midland Nest | Cozy 2BR Walkout Suite

LocationFamilyCheck-in

Top Guest favourite
Townhouse in Midland
4.98 out of 5 average rating, 51 reviews

3BR Townhome | Georgian Bay | Free Parking

FamilyLocationNearby

Guest favourite
A spacious living area features a cozy sectional sofa adorned with various decorative pillows. A woven coffee table complements the natural tones of the room. Large windows provide ample daylight, while a flat-screen TV is mounted above a white fireplace, enhancing the room's inviting ambiance.
Bungalow in Midland
4.94 out of 5 average rating, 72 reviews

Boho Hideaway w/ Hot Tub, Sauna & Games

FamilyLocationLayout

When is the best time to visit Midland?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$174 AUD$180 AUD$156 AUD$171 AUD$185 AUD$201 AUD$207 AUD$211 AUD$205 AUD$177 AUD$176 AUD$178 AUD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Midland?

    Stays around the waterfront, historic downtown, and peaceful residential neighborhoods in Midland are frequently suggested for their access to attractions and local dining. Vacation rentals often provide flexible accommodation options for different travel groups.

  • What are the best things to do in Midland with kids?

    Midland has family activities like exploring local museums, interactive exhibits, and waterfront parks. Children often enjoy seasonal events, nature trails, and outdoor playgrounds around the community.

  • What are some of the best things to do in Midland?

    Explore waterfront walks, visit museums interpreting local history and Indigenous culture, and take part in harbor activities in Midland. The area has public art, community markets, and tranquil nature trails.

  • How is the weather in Midland?

    Midland has cold winters around 12–32°F (-11–0°C) with occasional snowfall and milder late summer days near 49–70°F (10–21°C). Spring and fall bring crisp air and changing colors; layered clothing suits the region’s varied weather.

  • When is the best time to visit Midland?

    Late spring through early fall is often recommended for milder temperatures, blooming wildflowers, and seasonal festivals in Midland. Winter appeals to travelers who enjoy snowy scenery and quiet outdoor walks.

  • What are the best places to visit in Midland?

    Popular sites in Midland include waterfront parks, local art murals, and museums interpreting regional history and Indigenous culture. The harbor area often features seasonal events and outdoor activities.

  • What are some hiking trails in Midland?

    Midland has forested walking paths, waterfront trails, and nature routes around local parks, inviting visitors to explore varied landscapes. Some trails are lined with interpretive signs or public art, adding interest to outdoor walks.

  • What are some family activities we can do in Midland?

    Families can enjoy waterfront strolls, hands-on museum exhibits, and nature trails in Midland. Seasonal festivals, guided boat tours, and outdoor playgrounds offer engaging options for children and adults alike.

  • What are some of the best day trip ideas from Midland?

    Discover surrounding communities known for arts, Indigenous heritage centers, or sandy beaches along Georgian Bay. Many guests choose to explore provincial parks, conservation areas, or visit regional historic sites outside Midland.

  • Are there any pet friendly accommodations available in Midland?

    Many vacation rentals in Midland’s waterfront, residential, and downtown areas welcome pets. Walking trails and open green spaces around town make it easy to spend time outdoors with your companion.

  • What are some local tips for visiting Midland?

    Join a guided public tour to learn about Midland’s murals and history, sample seasonal produce from local markets, and visit neighborhood cafes for community flavor. Early mornings on the waterfront are often quieter for reflection or photography.

  • What is Midland known for?

    Midland is known for its waterfront, vibrant mural art, and interpretation of regional and Indigenous history. The town has a reputation for community festivals, boating activities, and tranquil natural spaces.

  • What are the best hidden gems to explore in Midland?

    Midland has mural-lined laneways, small artisan studios, and tucked-away nature paths that invite visitors to explore local creativity and quiet spaces. Quaint cafes or bookshops are often recommended for a relaxed afternoon.

  • What are the best foods to try in Midland?

    Midland has locally rooted flavors, including fresh Georgian Bay fish, farm-sourced produce, and seasonal berry desserts. Many visitors enjoy Canadian classics such as butter tarts and poutine from neighborhood bakeries and eateries.

  • What should I bring for a trip to Midland?

    Pack layered clothing for changing temperatures, comfortable shoes for walking trails, and a sun hat or rain jacket depending on the season. A camera or notebook is useful for capturing murals, art, and local scenery.

  • What is the nightlife in Midland like?

    Midland’s nightlife centers around cozy bars, relaxed waterfront venues, and casual eateries. Occasionally, live music, local performances, or art events add vibrancy to evenings in the downtown area.

  • What are the most popular events or festivals in Midland?

    Midland has community festivals with live music, food vendors, and art displays, often recommended in summer or early fall. Waterfront celebrations and Indigenous cultural gatherings are highlights in the local calendar.

  • Are there family friendly vacation rentals in Midland?

    Vacation rentals welcoming families can be found in Midland’s residential, waterfront, and downtown neighborhoods. Many accommodations feature multiple bedrooms, living spaces, and access to parks or attractions.

Destinations to explore