
Pet-friendly vacation rentals in Midland
Find and book unique pet-friendly homes on Airbnb
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.

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Woodland Muskoka Tiny House
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. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Waterfront Guest Cabin in Muskoka
Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.

Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina
*** MIN 3 NIGHTS STAY DURING LONG WEEKENDS HOLIDAYS, AND IN THE SUMMER*** Pack up the car and escape the city for a relaxing outdoors. Kayaking on a lake, swimming at the beach, laying in a hammock, grilling burgers, and making s'mores by the fire are among the many fun activities to enjoy at my cottage. Georgian Bay Retreat is an exclusive destination for families with kids or mature couples looking for an amazing time together, very close to the water.

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)

A-Frame hidden in 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.

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.

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 288 square ft.
Popular amenities for Midland pet-friendly home rentals
Pet-friendly house rentals

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

Chalet Retreat Sleeps 14 Near Snow Valley

Serene mountainside home with View/Shuttle Bus

Bright & Spacious Family Home Close to Ski Hill

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

Beachy Blue Bay Cottage - licence #STRTT-2025-194

King Bed*Pool*Fireplace*BBQ*Smart TV

JJ’s Collingwood bar & games house.
Pet-friendly home rentals with a pool

Cozy 1-Bedroom Romantic Retreat with full Kitchen

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

Oasis Spa w/ Private Sauna!

Utopia villa and spa

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

Base of the Mountain, 2 Bedroom Loft Condo.

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

CozyPeaceful LakeCottage HotTub Canada

Cozy Riverfront Cottage with Dock

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

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

Steps From the Beach and Hiking Trails!

Hidden Gem

Georgian Bay Water/Beach front Cottage

Welcome to waterfront paradise on Georgian Bay
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 CAD | $169 CAD | $168 CAD | $177 CAD | $176 CAD | $257 CAD | $263 CAD | $291 CAD | $299 CAD | $213 CAD | $186 CAD | $221 CAD |
| 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 |
Quick stats about vacation rentals that are pet-friendly in Midland

Total vacation rentals
Explore 70 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

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

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Midland vacation rentals include wifi 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
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Three Mile Lake
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Wasaga Beach Area
- Menominee Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Innisfil Beach Park
- Sunset Point Park
- Centennial Beach
- Couchiching Beach Park




