
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.

Pool, Wifi, Free parking, Golf, FIFA, Laundry, BBQ
Welcome We share with you our ⭐️⭐️⭐️⭐️⭐️ ‘super clean’ and pet friendly home -Free parking, -EV Charger, -Fast Wifi, -Indoor Fireplace (downstairs in the winter months only) -two outdoor fire pits (Solo Stove) -Full Kitchen, -Air Conditioning, -Peloton, -Hot Tub -Loft -Smart TV, -Washer and Dryer Oak Bay Golf Course, large yard, seasonal shared pool. Children's supplies -Crib, -toys, -playmat and custom dog 🐾house Minutes from Georgian Bay Island National Park in Muskoka.

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!

Log Cabin on the Lake Bed and Breakfast
Log Cabin on the Lake Bed and Breakfast We provide a 1st morning continental breakfast A Lakefront getaway for couples with an amazing view. Experience tiny home living in a custom built Log Cabin. Landscaping provides privacy for all parties (owner next door) we have parking for a boat , with 2 launches within 5 min. One into Morrison Lake the other into the Trent Severn . cross country skiing, ice fishing, water skiing swimming boating. Ready to escape, our Log Cabin could be it.

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)

HOME ON BAY
A tranquil, beautiful & cozy 4-bedroom home for families and friends getting together. Walking distance to lake, groceries, LCBO, pharmacy, pub and restaurant. Close to numerous resorts and parks for summer and winter fun. Spacious kitchen and backyard deck are fully equipped with all your needs. Guests will enjoy all the entertainments both inside and outside all year round.. Daily rate is for 8 guests or less. No parties nor smoking allowed.

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.

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

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

JJ’s small town country retreat

Bright & Spacious Family Home Close to Ski Hill

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

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

King Bed*Pool*Fireplace*BBQ*Smart TV
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Cozy 1-Bedroom Romantic Retreat with full Kitchen

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

Base of Blue Mountain, Modern Studio

Oasis Spa w/ Private Sauna!

Utopia villa and spa

Private 2BR Condo | 4 Beds+Pool+Resort

Creekside Smart Studio at Blue Mountain
Private, pet-friendly home rentals

*NEW* Cozy 3-bedroom cottage on Sunset Beach

Georgian Bay Waterfront Cottage with Sandy Beach

Cozy Riverfront Cottage with Dock

The Hudson - Riverside Cabin, Bracebridge

Steps From the Beach and Hiking Trails!

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

Hidden Gem

Georgian Bay Water/Beach front Cottage
When is the best time to visit Midland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 CAD | $166 CAD | $165 CAD | $174 CAD | $173 CAD | $253 CAD | $259 CAD | $286 CAD | $294 CAD | $210 CAD | $183 CAD | $218 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 60 vacation rentals in Midland

Nightly prices starting at
Midland vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 2,610 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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
- Kee To Bala
- Burl's Creek Event Grounds
- Casino Rama Resort
- Menominee Lake
- Awenda Provincial Park
- Wasaga Beach Area
- Wye Marsh Wildlife Centre
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Killbear Provincial Park
- Centennial Beach




