
Pet-friendly vacation rentals in Midland
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Midland

Total vacation rentals
Explore 60 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 2,700 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

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 pet-friendly home rentals in Midland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Summer Getaway - 3 min walk to Beach, Clean & Cozy
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

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.

Serenity, Simplicity and Stone
This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

The Cottage on Coldwater; where bay & trail meet.
Georgian Bay on one side and the Tay Trail on the other, this lakeside cottage offers gifts for all seasons. With spectacular views of the bay ready 4 ice fishing, sledding, skiing and snow shoeing over winter; hiking, biking, boating and swimming over summer with infinite possibilities in between, we're sure Waubaushene will suit your needs. Close to quaint Coldwater stores, kilometers of Parks, a short drive to 2 ski hills and just off Hwy 400, this hidden gem can accommodate adventure.

Charlie the Cottage | Hot Tub | Trail | Hike/Run
Modern cottage with sunset views of Georgian Bay right on the paved Tay Shore Trail for running/biking/snowshoeing. Newly renovated from top to bottom! Enjoy the 500 sqft deck with year round Hot Tub, BBQ and patio table. Fire pit in the backyard. The house is on a large lot surrounded by evergreens for privacy. Across the trail you can access the water, 5 min walk to a sandy beach. 1.5hrs from Toronto, 30mins north of Barrie, 12mins to Mt St Louis Moonstone for skiing.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds) $100 flat fee

Chirping-Paradise Glamping Dome
Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.

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.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.

Cozy Beach Cottage with Pool | Georgian Bay
Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay in Tiny township. Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.

Unique TinyHome
This is a unique space with great attention placed on details. I design and build unique livable spaces catered to the individual needs of my clients. I invite you to come experience high quality living in a modern tiny home and experience sustainable, affordable living in just 286 square ft.
Popular amenities for Midland pet-friendly home rentals
Pet-friendly house rentals

Birdsong, the perfect Blue Mountains getaway

Paradise Point Steps from Georgian Bay Great WIFI

Luxury Guest House with Private Hot Tub and Trails

Steps From the Beach and Hiking Trails!

Driftwood on 6th Heritage Downtown Collingwood

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Georgian Bay Water/Beach front Cottage

Beachy Blue Bay Cottage - licence #STRTT-2025-194
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Cozy 1-Bedroom Romantic Retreat with full Kitchen

White Cedar Chalet (Pool & Free Village Shuttle)

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

Oasis Spa w/ Private Sauna!

Utopia villa and spa

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Pool, Wifi, Free parking, Golf, Laundry, BBQ
Private, pet-friendly home rentals

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

Bunkie in the Pines

Georgian Bay retreat - apartment in Midland

Blue Mountain Gallery Getaway

The Beach House, Georgian Bay, Beach View w/ Sauna

Casa Tranquility

Hidden Gem

Tiny A-Frame near the Bruce Trail
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 573 | ﺩ.ﺇ 569 | ﺩ.ﺇ 466 | ﺩ.ﺇ 470 | ﺩ.ﺇ 466 | ﺩ.ﺇ 683 | ﺩ.ﺇ 698 | ﺩ.ﺇ 771 | ﺩ.ﺇ 793 | ﺩ.ﺇ 566 | ﺩ.ﺇ 492 | ﺩ.ﺇ 588 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Georgian Bay Islands National Park
- Menominee Lake
- Taboo Muskoka Resort & Golf
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Centennial Beach
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Three Mile Lake
- Sibbald Point Provincial Park
- Sunset Point Park
- Couchiching Beach Park





