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Pet-friendly holiday rentals in Orangeville

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Orangeville

  • Total holiday rentals

    Explore 10 holiday rentals in Orangeville

  • Nightly prices starting at

    Orangeville holiday rentals start at €34 per night before taxes and fees

  • Verified guest reviews

    Over 750 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Orangeville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orangeville rentals

  • 4.9 Average rating

    Orangeville stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Orangeville

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

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Top guest favourite
An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.
Guest house in Orangeville

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

4.96 out of 5 average rating, 404 reviews
Top guest favourite
A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.
Flat in Horning's Mills

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

4.96 out of 5 average rating, 345 reviews
Guest favourite
The historic log cabin from the 1850s is surrounded by lush greenery. A covered porch with wooden beams invites relaxation, while hanging flower baskets add subtle color. The peaked roof and wooden siding emphasize the cabin's rustic charm in a serene forest setting.
Cabin in Erin

1850 Settler's Cabin in Private Forest

Our beautiful 1850 settler's log cabin is simply furnished and does not have plumbing. Electricity is powered by a honda generator. Fresh drinking water is supplied. Bathroom is a clean, private outhouse and guests have access to our centralized guest shower facility on premises from 6-9 am/pm daily. As your Bed and Breakfast host we will personally greet you and check you in and always remain on property while offering you privacy. We are designed for a quiet, peaceful rustic getaway.

4.95 out of 5 average rating, 202 reviews
Guest favourite
Home in Caledon

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

4.86 out of 5 average rating, 273 reviews
Guest favourite
An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.
Cabin in Erin

Cabin stay and play! 10 mins to Canadian Open!

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

4.9 out of 5 average rating, 546 reviews
Top guest favourite
A charming stone house is set against a backdrop of lush greenery. The facade features large windows and a welcoming porch. A well-kept lawn leads to the entrance, offering a serene view of the surrounding trees.
Cabin in Arthur

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side!.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom and queen bed in aw/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly!

4.99 out of 5 average rating, 429 reviews
Top guest favourite
A cozy living area features a light-colored sofa with decorative cushions, a coffee table, and a wall-mounted television. A slim electric fireplace is situated beneath the TV. To the rear, a fully equipped kitchen can be seen, enhancing the space's functionality.
Guest suite in Orangeville

Garden Studio Orangeville

🌿 Country-Soul, Town-Heart Haven: Walk to Cafes, Mins to Premium Spas & PGA Golf. A newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.

5.0 out of 5 average rating, 202 reviews
Guest favourite
The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.
Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

Escape to the countryside this spring 🌸 Unwind in the hot tub or pool, enjoy cozy fires under the stars, and soak in the peaceful charm of Alton. Perfect for a relaxing getaway, girls weekend, or quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

4.96 out of 5 average rating, 130 reviews
Top guest favourite
Cabin in Guelph/Eramosa

Fern Hill Cabin

Escape to a hand-built Amish timber cabin on a peaceful 6-acre farm. Surrounded by willow trees, sheep, pigs, chickens, and a 150-year-old barn. It's your own country-spa retreat! Swim in the spring-fed pond, relax in the beautiful wood burning sauna, stargaze at night, and enjoy a compostable toilet with an unforgettable view! Restored century-old windows let in soft light and rustic charm. Ideal for anyone seeking quiet, nature, and a breath of fresh air.

4.99 out of 5 average rating, 109 reviews
Top guest favourite
A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.
Cottage in St. Jacobs

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

4.99 out of 5 average rating, 207 reviews
Guest favourite
A charming yellow house features a wide front porch with wooden seating and a grill. Lush greenery surrounds the porch, enhancing the outdoor space. The entrance is framed by a pair of glass doors flanked by symmetrical windows, inviting guests into the home.
Home in Orangeville

Central OVille,3 bed Victorian, walk to Lake, pets

This 3 bedroom (4 beds), 1,500 sqft unit with new Gas Fireplace and central A/C sleeps 6 adults comfortably. Bedroom 1 has a queen-sized bed, another a double bed while Bedroom 3 contains two separate single beds. There is large and beautiful private deck and fenced back yard that contains a full-sized BBQ The unit contains: Washer and dryer (within the unit), hard-wood floors, and free high-speed unlimited internet and HD Cable.

4.93 out of 5 average rating, 120 reviews
Top guest favourite
A comfortable living area is arranged with dark leather seating, including two recliners and a sofa. A wooden coffee table is centrally positioned, and a flat-screen television is mounted on the wall opposite. Soft lighting is provided by two lamps, enhancing the serene ambiance.
Guest suite in Fergus

The Wellington Suite

Our basement suite has a separate entrance through the garage. We are located at the north end of Fergus, a 5 minute drive to down town Fergus and 8 minutes to down town Elora for shops and restaurants. 8 minutes to the Sports Plex where the Scottish Festival, and other events are held. 5 minutes to the Elora Gorge. We are pet (Dog) friendly. Please enquire if you want to bring a pet other than a dog.

4.97 out of 5 average rating, 103 reviews

Popular amenities for Orangeville pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
Home in Elora-Salem

Private Elora Studio Downtown

4.98 out of 5 average rating, 260 reviews
Top guest favourite
An expansive wooden deck features built-in seating and a sunken fire pit. The space is complemented by a BBQ station with a retractable cover, surrounded by lush greenery. A series of red outdoor chairs invite relaxation while the sky showcases a mix of clouds and sunlight.
Home in Kitchener

LUX 4BR• Theatre Room • Chef Kitchen • Unique Deck

4.96 out of 5 average rating, 158 reviews
Guest favourite
An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.
Home in Badjeros

JJ’s small town country retreat

4.94 out of 5 average rating, 196 reviews
Top guest favourite
A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.
Home in Elora-Salem

Elora Heritage House

4.97 out of 5 average rating, 891 reviews
Superhost
An aerial view of the Orangeville Retreat House is presented, showcasing the home's expansive front yard surrounded by lush greenery. A winding driveway leads to the garage, while solar panels are visible on the roof, highlighting the property's integration with nature.
Home in Orangeville

Mono Forest Stay & Event Space

4.65 out of 5 average rating, 46 reviews
Top guest favourite
A brightly lit living area features a red sofa adorned with decorative pillows. A wooden coffee table sits on a light rug, while large windows allow natural light to flood in, offering views of the surrounding greenery.
Home in Grand Valley

House on the bank of river

4.78 out of 5 average rating, 98 reviews
Superhost
The exterior of a country house is presented, featuring a red metal roof and three dormer windows. A spacious porch is visible, furnished with seating. Surrounding greenery and seasonal foliage enhance the natural setting. Bright blue skies complete the serene atmosphere.
Home in Mono

Country Retreat in Hockley Valley

4.77 out of 5 average rating, 81 reviews
Guest favourite
Home in Shelburne

Serene Paradise - Farmhouse with Pond & Hottub

4.82 out of 5 average rating, 22 reviews

Pet-friendly home rentals with a pool

Guest favourite
Cottage in Innisfil

Utopia villa and spa

4.91 out of 5 average rating, 288 reviews
Top guest favourite
Guest house in Breslau

House on the Hill

4.97 out of 5 average rating, 225 reviews
Superhost
A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.
Guest house in Mississauga

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

4.89 out of 5 average rating, 114 reviews
Guest favourite
Camper van/Motorhome in Lisle

Givi’s Cozy Camper: Warm & Welcoming

4.93 out of 5 average rating, 120 reviews
Guest favourite
A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.
Apartment in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

4.9 out of 5 average rating, 167 reviews
Superhost
A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.
Home in Milton

Spacious, Pet Friendly Basement Apartment

4.75 out of 5 average rating, 117 reviews
Top guest favourite
Flat in Waterloo

Charming Hideaway: 1-bedroom Apartment

4.99 out of 5 average rating, 113 reviews
Guest favourite
A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.
Apartment in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

4.82 out of 5 average rating, 121 reviews

Private, pet-friendly home rentals

Top guest favourite
An open concept living area features rustic wood beams and sliding barn doors. Comfortable wicker chairs are paired with a wooden coffee table, while a cozy sofa adds to the inviting space. The modern kitchen is visible in the background, creating a seamless flow.
Guest house in Mansfield

Brookside Cottage - Charming Rural Getaway Mulmur

4.99 out of 5 average rating, 122 reviews
Superhost
A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.
Cabin in Caledon East

Bunkie in the Forest

4.86 out of 5 average rating, 162 reviews
Guest favourite
A bright living area features a modern fireplace surrounded by decorative plants. A dark wooden coffee table and a light-colored sofa are highlighted in the cozy space. Large windows allow natural light, offering views of the outdoors complemented by artwork on the walls.
Apartment in Elora-Salem

(A) Elora Grand River Suite

4.88 out of 5 average rating, 189 reviews
Guest favourite
An industrial-style apartment features a spacious open living area with a dark leather couch and a wooden coffee table. A staircase leads to an upper sleeping area, while concrete walls provide a modern backdrop. Natural light enters from nearby windows, enhancing the interior space.
Farm stay in Southgate

Loft Where City Meets Country With Hot Tub

4.86 out of 5 average rating, 227 reviews
Top guest favourite
A serene scene at dusk captures three animals, including a cow and two horses, walking along a path in a pasture. Sunlight filters through trees in the background, creating a warm glow over the landscape.
Farm stay in Orangeville

3 separate sleeping rooms on 23-acre horse farm

4.98 out of 5 average rating, 59 reviews
Guest favourite
Guest house in Orangeville

Ballo - GuestHouse

4.89 out of 5 average rating, 9 reviews
Top guest favourite
An outdoor seating area features a gazebo with comfortable seating and a decorative rug. The surrounding garden showcases various plants and flowers, alongside a pathway leading to the guest home. The structure is nestled among trees, contributing to a serene setting.
Guest house in Mono

Mono Countryside Home & Farm

4.93 out of 5 average rating, 70 reviews
Top guest favourite
Farm stay in Elora-Salem

Irvine Estate Elora

4.91 out of 5 average rating, 34 reviews

Destinations to explore