Pet-friendly holiday rentals in Halton Hills

4.97 out of 5 average rating, 380 reviews

A chestnut horse stands near a wooden fence, gazing towards the camera. The background features a hazy sunrise, casting a warm glow over the field and creating a tranquil atmosphere.

Tiny home in Action

Farmview Sunrise Cabin located at Molinaro Farm

Welcome to our Farmview Sunrise tiny cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and miniature goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings. We offer a complementary breakfast for our guests. Our in house chef can also accommodate vegan/plant based

PetsOutdoor spacesLayout

4.99 out of 5 average rating, 158 reviews

Home in Guelph

The Hat Maker's house near University of Guelph

I love a clean and bright space decorated with flowers. You can expect that and a quiet environment where you can hear the birds chirping and not much else. There is a plaza across the street with lots of food shopping, the UofG is a 7 minute walk and the local mall is 15 minutes by foot if you like to spend time there. This house is perfect for people who want to relax and cook while they are in town. There is plenty of space (2,300 sq ft) to socialize and unwind with four large bedrooms.

Outdoor spacesWalkabilitySleep quality

4.9 out of 5 average rating, 107 reviews

Home in Brampton

The Urban Nest

The Urban Nest: Spacious 3BR Oasis Close to YYZ⁠ 📍 PERFECTLY POSITIONED FOR TRAVEL & ENTERTAINMENT: Located in a vibrant, accessible area of Brampton, you are minutes away from excellent local dining, shopping, and major transit routes. If you are in town for big games or events, you will love how easily you can navigate to the main venues while returning to a quiet, peaceful neighborhood at night. Our summer calendar fills exceptionally fast. Secure your stay at The Urban Nest today!

PetsWalkabilityLaundry

4.91 out of 5 average rating, 628 reviews

Guesthouse in Guelph

Sweet Studio Cottage ~Spacious Yard ~Nature Haven

Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

PetsWalkabilityHiking

4.93 out of 5 average rating, 120 reviews

An open living area features a cozy seating arrangement with a sofa and a day bed, which can extend to a king bed. A modern kitchen with sleek cabinetry is visible alongside a small dining table. A fireplace adds an element of warmth to the space.

Bungalow in Georgetown

Modern Stay • Prime Location • Double Parking

Newly renovated, 1-bedroom walkout basement apartment! ✅ 750 sq. ft. of open space with large windows, making it bright and airy Cozy living area with: ✅ Sofa ✅ Day bed that extends to a king bed ✅ Fireplace ✅ Smart TV Modern kitchen equipped with: ✅ Dishwasher ✅ Microwave ✅ Washer and dryer ✅ Coffee machine ✅ Oven, toaster, etc. ✅ Outdoor area with a patio and BBQ ✅ 2 Parking Spots on driveway Perfect for family vacations or business trips! 😊

WalkabilityPetsFamily

An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.

4.91 out of 5 average rating, 110 reviews

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

WalkabilityPetsCheck-in

4.99 out of 5 average rating, 113 reviews

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.

PetsOutdoor spacesIndoor spaces

4.92 out of 5 average rating, 188 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

PetsOutdoor spacesBathroom

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.

4.76 out of 5 average rating, 119 reviews

Spacious, Pet Friendly Basement Apartment

Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

WalkabilityPetsAmenities

4.84 out of 5 average rating, 233 reviews

The open-concept living area showcases a comfortable gray sofa and armchairs, complemented by a wooden coffee table atop a patterned rug. Bright overhead lighting enhances the spaciousness, while a dining table is visible in the background. Wall art adds a touch of personality to the modern surroundings.

Guest suite in Brampton

Studio 8848 | 3BR+2BATH | Sleeps 8

Modern 3BR, 2-bath suite with private entrance, backing onto a peaceful ravine with no rear neighbours. Spacious, stylish, and perfect for families, groups, or business travelers. Enjoy a quiet corner lot, fully equipped kitchen, fast WiFi, and all the comforts of home. A relaxing retreat just minutes from Toronto Pearson Airport, Mississauga, Toronto Downtown, highways, and city amenities. We look forward to hosting your stay!

PetsComfortHospitality

4.9 out of 5 average rating, 552 reviews

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

Erin Cabin & Bunkie. Your fall colour experience!

Escape to this unique and tranquil private retreat in Erin. Located just 350m from Calerin Golf Course and only 5 minutes from downtown Erin. Enjoy a private hot tub, BBQ, patio dining area, fire pit, pool table, games and acres of groomed trails. The cozy cabin features a queen bed, with a separate heated bunkie offering a second double bed. An optional pull-out bed is also available.

Outdoor spacesWalkabilityAir conditioning

4.92 out of 5 average rating, 230 reviews

Two brown horses are depicted in a snow-covered outdoor setting, closely positioned with their noses touching. Flakes of snow gently fall around them, creating a serene winter scene, while a house and snow-covered trees are subtly blurred in the background.

Bungalow in Hamilton

Horse Ranch with Hot tub

Your very own house with lots of open space outdoors. Equipped with wifi and many home comforts. Enjoy taking a dip in the Hot tub, feeding and petting horses, walking forest trails, BBQ, have a picnic for lunch. Options are limitless to spend your time in the country and take a break from the city life. Relax with whole family or friends at this peaceful place to stay!

PetsOutdoor spacesSleep quality

Popular amenities for Halton Hills pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 160 reviews

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

Outdoor spacesPetsBathroom

4.83 out of 5 average rating, 110 reviews

A spacious living area features a sectional sofa adorned with various cushions, arranged around a glass coffee table. Large windows allow natural light to flood the room, offering views of lush greenery. A decorative wall art piece and a potted plant add to the inviting atmosphere.

Home in Hamilton

Lovely Waterfront Getaway - HOT TUB & 2King Bed

WalkabilityOutdoor spacesIndoor spaces

4.9 out of 5 average rating, 189 reviews

A modern kitchen features sleek cabinetry and a large central island with seating for four. Pendant lights hang above the island, illuminating the space. Large sliding glass doors provide access to outdoor areas, enhancing natural light within the open layout.

Home in Hamilton

Luxurious 5BR Beach House with Firepit

WalkabilityOutdoor spacesBarbecue

4.83 out of 5 average rating, 109 reviews

Luxurious 4 Bedroom home.

PetsWalkabilityKitchen

4.96 out of 5 average rating, 133 reviews

The exterior of the house features a combination of stone and wooden siding, with a pronounced roofline. A welcoming pathway leads to a spacious front deck, surrounded by manicured greenery and landscaping. Large windows and a colorful door enhance the inviting appearance.

Home in Alton

Cozy Fall Escape | HotTub + Fire Pit + River

Outdoor spacesWalkabilityCondition

A spacious room features a modern geometric accent wall in various shades of blue, yellow, and green. A neatly made bed with soft linens is centered in the area, flanked by two bedside tables and lamps. A workstation with a comfortable chair is visible in one corner.

4.85 out of 5 average rating, 115 reviews

Family Home | Uptown Oakville | 40 Mins to Toronto

Outdoor spacesWalkabilityFamily

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

4.89 out of 5 average rating, 194 reviews

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

PetsOutdoor spacesHeating

4.81 out of 5 average rating, 125 reviews

A living room area features a double-sized futon adorned with various decorative pillows, situated against a light-colored wall. Two glass coffee tables are placed in front, complemented by a lamp with a soft glow. Artworks hang on the walls, contributing to the overall decor.

Home in Guelph

New 2 bedroom legal basement apartment

PetsWalkabilityAir conditioning

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 169 reviews

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.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

PetsWalkabilityComfort

4.86 out of 5 average rating, 275 reviews

A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

Condo in Mississauga

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

WalkabilityPetsParks

Guesthouse in Mississauga

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

WalkabilityPetsBathroom

4.89 out of 5 average rating, 116 reviews

Guesthouse in Orangeville

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.

Sunny Pines Farm Studio Tennis Court/Bruce Trail

WalkabilityPetsBarbecue

4.96 out of 5 average rating, 404 reviews

Apartment in Downtown Toronto

A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.

Canadiana Downtown Condo w/King Bed + Free Parking

WalkabilityPetsHeating

4.92 out of 5 average rating, 183 reviews

4.91 out of 5 average rating, 106 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

PetsOutdoor spacesCheck-in

4.86 out of 5 average rating, 219 reviews

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

Beautiful Penthouse with Breathtaking View

WalkabilityPetsDecor

Condo in Downtown Toronto

A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.

Rooftop Pool Condo with CN Tower View

Outdoor spacesWalkabilityQuiet

4.94 out of 5 average rating, 178 reviews

Private, pet-friendly home rentals

4.92 out of 5 average rating, 206 reviews

The image captures a serene view of the lakeside property, featuring a lush green lawn that slopes towards Lake Ontario. A sandy beach area and rocky shoreline are visible, framed by trees on both sides and calm turquoise water reflecting the clear sky.

Cottage in Hamilton

Lake Front Heaven - Gateway to Niagara/Vineyards

WalkabilityOutdoor spacesParks

4.86 out of 5 average rating, 164 reviews

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

Outdoor spacesPetsValue

5.0 out of 5 average rating, 153 reviews

Guest suite in Guelph

The Sunset Loft

Outdoor spacesWalkabilityAccuracy

Guest suite in Georgetown

A well-maintained exterior of a two-story home is presented, featuring a paved driveway leading to a three-car garage. Lush green lawns and a variety of trees enhance the welcoming facade. The clear blue sky complements the warm colors of the brick construction.

Guest Suite

Outdoor spacesPetsLocation

4.92 out of 5 average rating, 76 reviews

A spacious living area features a comfortable seating arrangement with soft couches and decorative cushions. Natural light filters through large windows, illuminating the central coffee table and dining setup adorned with flowers. A chandelier adds a touch of elegance to the inviting space.

4.86 out of 5 average rating, 36 reviews

Spacious house

WalkabilityTVValue

The exterior of a two-story home is showcased, featuring a combination of brick and siding materials. Large windows allow natural light to enter, and a well-maintained front pathway leads to the entrance. Neat landscaping includes small shrubs, providing a welcoming appearance.

4.78 out of 5 average rating, 51 reviews

Home far away from home

HeatingCheckoutHospitality

4.97 out of 5 average rating, 37 reviews

The historic farmhouse is set against a backdrop of lush greenery and flowering plants. The white exterior features traditional architecture, including multiple windows and a gabled roof. A vibrant sky with scattered clouds complements the serene outdoor setting.

Farm stay in Milton

Rustic Farmhouse w/ pool, tennis court on 100 Acre

PetsOutdoor spacesComfort

A modern living area is furnished with two blue accent chairs and a sleek coffee table. A wall-mounted television is positioned above a contemporary fireplace, creating a cozy focal point. Natural light enters through large windows, enhancing the clean and airy ambiance.