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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.

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Guest suite in Moonstone

4.83 out of 5 average rating, 164 reviews

SKI, Trails HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

May 13 – 18

R2,437 ZAR per night

Home in Penetanguishene

4.97 out of 5 average rating, 143 reviews

White Rolling Sands of Penetang by Theatre

Enjoy a firepit in the private backyard of a large deep lot backing onto woods with trails. Local walking and cycling routes, or stay home and enjoy the veggie and flower gardens from 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 are nearby.

May 30 – Jun 6

R2,229 ZAR per night

Cottage in Waubaushene

4.81 out of 5 average rating, 126 reviews

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.

May 5 – 12

R2,500 ZAR per night

Tiny home in Baysville

4.95 out of 5 average rating, 103 reviews

Grandview Lake Cabin, Muskoka

A cozy Tiny Cabin located just off the shore of beautiful Grandview Lake, In Baysville Muskoka. The perfect pine cabin for a couple looking to recharge, slow down and enjoy the simple pleasures in life with the tranquil surroundings of nature. Private access to lakefront with a canoe and acres of forests for exploring are only steps outside your door. Unplug and get back to nature or enjoy modern living on the lake. 45-60 minute drive from both Algonquin and Arrowhead provincial parks.

Sep 5 – 12

R2,818 ZAR per night

Apartment in Orillia

4.95 out of 5 average rating, 146 reviews

Your Downtown *Hot Tub* Getaway!

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine in the private hot tub area, immersing yourself in the cinematic feel of the 65" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

Jan 17 – 24

R2,189 ZAR per night

Cottage in Port McNicoll

4.98 out of 5 average rating, 125 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

Jan 17 – 24

R2,160 ZAR per night

Dome in East Gwillimbury

4.92 out of 5 average rating, 130 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Nov 22 – 27

R3,486 ZAR per night

Cottage in Port Severn

4.86 out of 5 average rating, 130 reviews

Cottage "Down By The Bay"

1 bdrm cottage in beautiful Port Severn, ON with firepit, WIFI, Heat and AC. Great location year round. Located on the main road into Honey Harbour, ON and close to amenities such as Tim Hortens, LCBO, gas stations and restaurants. Near water and beaches (NOT A WATERFRONT- Port Severn Park and Beach is 7 min drive) Right beside entrance to OFSC trails for snowmobiling Mount ST. Louis is a 20 min drive Fishing/ice fishing options nearby

Dec 7 – 14

R1,658 ZAR per night

Cottage in Tiny

4.95 out of 5 average rating, 196 reviews

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.

Jul 22 – 29

R7,540 ZAR per night

Guest suite in Uxbridge

4.96 out of 5 average rating, 165 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Nov 4 – 11

R2,416 ZAR per night

Tiny home in Waubaushene

4.97 out of 5 average rating, 289 reviews

Unique Tiny Home

This truly 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 275 square ft.

Jul 13 – 20

R2,043 ZAR per night

Home in Kawartha Lakes

4.98 out of 5 average rating, 111 reviews

nortehaus - Nordic and Japanese inspired escape

Nestled above the ground, surrounded by river and trees, nortehaus was designed as a getaway and grounding space, away, but not too far from the city. Drawing from Nordic and Japanese influences, nortehaus honours simplicity, good company, sustainability, and all things hygge.

Aug 6 – 13

R9,031 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Midland pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Penetanguishene

4.98 out of 5 average rating, 150 reviews

Lafontaine Beach Paradise

Dec 27 – Jan 3

R9,417 ZAR per night

Home in Gravenhurst

4.9 out of 5 average rating, 339 reviews

*Muskoka Bay Resort* All Season Modern Loft 3 Beds

May 12 – 19

R3,276 ZAR per night

Home in Bracebridge

4.93 out of 5 average rating, 340 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Sep 10 – 17

R5,416 ZAR per night

Home in Meaford

4.96 out of 5 average rating, 134 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Nov 23 – 30

R3,140 ZAR per night

Home in Meaford

4.96 out of 5 average rating, 110 reviews

Close to Hiking & Beach with Large Fenced in Yard

Nov 22 – 29

R2,839 ZAR per night

Home in Orillia

4.85 out of 5 average rating, 203 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

Jan 27 – Feb 3

R5,891 ZAR per night

Home in Collingwood

4.87 out of 5 average rating, 134 reviews

JJ’s Collingwood bar & games house.

Dec 14 – 21

R4,137 ZAR per night

Home in The Blue Mountains

4.91 out of 5 average rating, 167 reviews

Views Mountains Sauna/Shuttle/Pool/Entertainment

Oct 18 – 25

R7,781 ZAR per night

Pet-friendly home rentals with a pool

Tiny home in Meaford

4.85 out of 5 average rating, 257 reviews

Tiny Home Nestled between Thornbury & Meaford

Sep 24 – Oct 1

R1,890 ZAR per night

Guesthouse in Orangeville

4.95 out of 5 average rating, 310 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Sep 16 – 23

R2,915 ZAR per night

Condo in The Blue Mountains

4.89 out of 5 average rating, 350 reviews

Base of Blue Mountain, Modern Updated Studio

Jul 7 – 14

R2,460 ZAR per night

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Jul 9 – 16

R1,573 ZAR per night

Treehouse in Port Perry

4.98 out of 5 average rating, 533 reviews

Treehouse on private, isolated forest (300 acres)

Dec 1 – 8

R7,070 ZAR per night

Condo in Oro

4.88 out of 5 average rating, 119 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

Jan 28 – Feb 4

R2,716 ZAR per night

Apartment in The Blue Mountains

4.89 out of 5 average rating, 674 reviews

Brookside Studio at Blue Mountain - King Bed

May 9 – 16

R1,871 ZAR per night

Cottage in Lafontaine

4.8 out of 5 average rating, 196 reviews

Beach house (with pool open May-Oct)

Dec 21 – 28

R6,392 ZAR per night

Private, pet-friendly home rentals

Guesthouse in Gravenhurst

4.92 out of 5 average rating, 121 reviews

Waterfront Guest Cabin in Muskoka

May 27 – Jun 3

R3,493 ZAR per night

Cottage in Tiny

4.94 out of 5 average rating, 118 reviews

Cozy 4 Season Family Cottage

Sep 23 – 30

R3,162 ZAR per night

Cottage in Tiny

4.96 out of 5 average rating, 109 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Feb 22 – Mar 1

R5,252 ZAR per night

Cottage in Waubaushene

4.86 out of 5 average rating, 396 reviews

Modern Cottage w/ Hot Tub on Trail - Hike/Run

Jun 9 – 16

R5,035 ZAR per night

Condo in Meaford

4.95 out of 5 average rating, 118 reviews

Steps to Georgian Bay

Jun 4 – 11

R2,172 ZAR per night

Townhouse in Port Severn

5.0 out of 5 average rating, 152 reviews

Oak Bay Dog Friendly Free Parking Wi-Fi Hot Tub

Nov 30 – Dec 7

R6,420 ZAR per night

Tiny home in Bracebridge

4.9 out of 5 average rating, 168 reviews

Teremok Log Cabin & Cedar Hot Tub & Sauna on Wood

Nov 12 – 19

R3,282 ZAR per night

Bungalow in Victoria Harbour

4.91 out of 5 average rating, 118 reviews

HOME ON BAY

Oct 7 – 14

R4,458 ZAR per night

Quick stats about vacation rentals that are pet-friendly in Midland

Total rentals
90 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
R928 ZAR before taxes and fees

Destinations to explore