
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.

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.

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.

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!

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.

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.

OakRidge Retreat-HOT TUB 100s of acres WIFI
The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20-25 minutes from Mount St. Louis ski hill and several beaches.

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 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.

Loft on King - Downtown Midland
Welcome to the Loft on King! Our unique second floor rental that was built in 1880, is located in the heart of Downtown Midland, and is centrally located to many amenities including the waterfront, amazing restaurants, downtown shops and pubs that offer live music seasonally!
Popular amenities for Midland pet-friendly home rentals
Pet-friendly house rentals

JJ’s small town country retreat

Paradise Point Steps from Georgian Bay Great WIFI

Steps From the Beach and Hiking Trails!

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

Georgian Bay Water/Beach front Cottage

Orillia TwnHse Oasis w King Bed

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

Lakefront detached house on the little lake
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course

Treehouse on private, isolated forest (300 acres)

Cozy 1-Bedroom Romantic Retreat with full Kitchen

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

The Little Blue Spruce! Free shuttle to village
Private, pet-friendly home rentals

Georgian Gem

Georgian Bay Waterfront Cottage with Sandy Beach

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

Casa Tranquility

Hidden Gem

Welcome to waterfront paradise on Georgian Bay

Pete’s bike and stay

Hytte Away - Cabin Retreat with Sauna
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 |
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 220 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 & kid-friendly amenities

Rentals with dedicated workspaces
30 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
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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
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Three Mile Lake
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Kee To Bala
- Menominee Lake
- Wye Marsh Wildlife Centre
- Wasaga Beach Area
- Awenda Provincial Park
- Centennial Beach
- Casino Rama Resort
- Mono Cliffs Provincial Park
- Bass Lake Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- South Muskoka Curling and Golf Club





