Pet-friendly vacation rentals in Pickering

Guest suite in Richmond Hill

A well-lit bedroom features a spacious bed dressed in a striped white duvet. Geometric patterned pillows add visual interest. A mirror and framed artwork are displayed above a wooden dresser, which holds decorative items and a stylish lamp, enhancing the room's modern decor.

4.95 out of 5 average rating, 104 reviews

Tranquil Ambience with a Private Washroom

A serene space, you'll find the ideal haven to rejuvenate and unwind from the day's hustle. The inviting, well-lit, and comfortable atmosphere will revitalise your spirits. This newly constructed guest area boasts contemporary touches and conveniences such as high-speed WiFi, a towel dryer, fresh linens & a luxurious queen-sized bed, creating a home-like retreat. Guests will enjoy the privacy of their bedroom, a personal 3-piece bathroom, a fully-equipped kitchen, and a dedicated workspace.

4.94 out of 5 average rating, 124 reviews

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

Modern Custom Built Walkout to Marble Pool Game RM

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

4.89 out of 5 average rating, 218 reviews

A modern kitchen area is displayed, featuring white cabinetry and stainless steel appliances. A sleek, circular coffee table is positioned in front of a comfortable white sofa, with light hardwood flooring throughout. Natural light illuminates the space from a nearby window, enhancing the contemporary décor.

Home in Mississauga

Private 1-br Apartment: Your Secluded Getaway!

Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

4.78 out of 5 average rating, 202 reviews

A modern two-story house features a welcoming front porch supported by white columns. Large windows adorn the upper level, with a stone pathway leading to the entrance. The driveway accommodates two garage doors, enhancing the home's curb appeal in a suburban neighborhood.

Guest suite in Ajax

Finished 2 BR Apartment in an Upscale Area of Ajax

Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

Guest suite in Bowmanville

The spacious studio features a queen-sized bed with a checkered comforter and decorative pillows. A large Samsung 55-inch Smart TV is positioned on the entertainment unit, offering various streaming options. A workstation is visible in the background, providing a comfortable space for productivity.

4.97 out of 5 average rating, 110 reviews

The Cozy Cove Studio

Cozy and private 1-bed studio, ideal for short or extended stays, well-equipped for convenience and relaxation. ✔︎ Spacious private suite with full Bath ✔︎ 55-inch 4K TV with Netflix, Prime, Crave, Fibe TV, YouTube, etc ✔︎ Super Fast WiFi ✔︎ Self check-in ✔︎ Workstation ✔︎ 5 mins drive - 401, Downtown, Malls, Grocery, Pharmacy, Restaurants, Cineplex. ✔︎ Free Parking on driveway ✔︎ In Unit Washer & Dryer ✔︎ Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

4.94 out of 5 average rating, 161 reviews

The spacious living area features a light-colored sectional sofa arranged around a circular coffee table. A large Smart TV is mounted on the wall, while abstract artwork adorns the walls. Natural light enters through double doors leading to the patio, complemented by a decorative plant.

Home in Markham

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

4.85 out of 5 average rating, 119 reviews

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

4.96 out of 5 average rating, 162 reviews

A comfortable sofa in a neutral brown tone is positioned in the living room, complemented by a decorative blanket. In the background, a modern kitchen with bar stools and a light-colored counter is visible, along with a window allowing natural light into the space.

Apartment in Pickering

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

4.94 out of 5 average rating, 591 reviews

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Cabbagetown

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

4.98 out of 5 average rating, 290 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

4.88 out of 5 average rating, 111 reviews

A spacious living area features a large sectional sofa facing a modern fireplace. Light wood flooring complements the warm color palette. An open floor plan is highlighted, with a view of the kitchen in the background, which includes sleek cabinetry and a large island.

Home in Oshawa

Modern 4BR Home in North Oshawa

Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!

4.92 out of 5 average rating, 138 reviews

The exterior of a modern home features a stone facade, highlighted by outdoor lighting. A decorative entrance is flanked by large planters filled with vibrant flowers. The driveway leads up to a garage with contrasting colors, enhancing the inviting atmosphere of the residence.

Guest suite in Oshawa

Spacious Guest Suite near 401 with parking

Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. License Number RHSTR2025001

Popular amenities for Pickering pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.8 out of 5 average rating, 44 reviews

A modern kitchen is featured, showcasing sleek stainless steel appliances including a refrigerator, microwave, and stove. White cabinets provide contrast against the light-colored backsplash, while a spacious countertop offers ample preparation space. The well-lit area enhances the kitchen's functionality and appeal.

Home in Wismer

Modern & Private 2BR Suite

4.9 out of 5 average rating, 481 reviews

A kitchenette area features modern cabinetry and countertop space, illuminated by recessed lighting. Decorative touches, including wall art and greenery, create a welcoming atmosphere. Appliances include a full fridge and microwave, with options for cooking, providing convenience for guests.

Home in Vaughan

Private Lower 1 BR + Sofabed Self Checkin with PKG

4.69 out of 5 average rating, 16 reviews

Home in Pickering

25 mins Toronto, Game Room, BBQ, Backyard, Garage

4.97 out of 5 average rating, 110 reviews

The exterior of the urban home is presented, featuring a dark blue façade and a sloped roof. A small, neatly landscaped front yard is enclosed by a black picket fence. Large windows allow for natural light, with a Canadian flag displayed proudly outside.

Home in Leslieville

Cozy Leslieville 2-Bedroom Home

4.9 out of 5 average rating, 213 reviews

An open-concept living area showcases a comfortable sofa and modern furnishings on a patterned area rug. Natural light streams through large windows, illuminating the space. A wooden floating staircase leads to the upper floor, while a stylish dining space and kitchen are visible in the background.

Home in Oakwood Village

Family Home Near St Clair W and Public Transport

4.99 out of 5 average rating, 170 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

4.98 out of 5 average rating, 64 reviews

A comfortable living area features a large sectional sofa adorned with decorative cushions. A rustic coffee table sits at the center, complemented by warm lighting from a stylish lamp. Natural light filters through two large windows, enhancing the room's inviting feel.

Home in Little Italy

Bellwoods Flat with Rooftop Patio & CN Tower View!

4.98 out of 5 average rating, 44 reviews

The front exterior of a spacious two-story home is shown, emphasizing a manicured lawn and a paved driveway leading to a double garage. A covered porch features two wooden chairs, while large windows invite natural light.

Home in Port Union

Rouge Hill Retreat srt-2310-hbprvw-rnwl-2509

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 557 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

4.86 out of 5 average rating, 202 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

4.97 out of 5 average rating, 105 reviews

A dining table with a circular glass top and four black chairs is positioned near large windows, offering expansive views of the Toronto skyline. A small potted plant adds a touch of greenery, while natural light fills the space, enhancing the modern interior.

Apartment in Fort York

The Farmer's Cottage

Condo in Humber Bay Shores

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.

4.81 out of 5 average rating, 114 reviews

Humber Bay Family Friendly condo w Terrace&Parking

Apartment in Harbourfront

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.

4.92 out of 5 average rating, 147 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

Condo in Entertainment District

A modern living area features a white sofa and a comfortable chair, positioned next to a coffee table. Large windows allow natural light to fill the space, complemented by potted plants. A flat-screen TV is mounted on the wall, enhancing the contemporary design.

4.89 out of 5 average rating, 131 reviews

Luxury Designer Condo, steps to CN tower

4.85 out of 5 average rating, 251 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!👌

Townhouse in West Queen West

A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.

4.75 out of 5 average rating, 177 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

Private, pet-friendly home rentals

Apartment in Downtown Toronto

A modern living area features a grey sofa with orange accent pillows and a flat-screen television on a sleek black cabinet. Natural light fills the space through large windows, complemented by potted greenery and a circular dining table with a simple wooden chair.

4.9 out of 5 average rating, 52 reviews

Bright Space w/ Private Patio & Premium Amenities

4.93 out of 5 average rating, 46 reviews

Apartment in Leslieville

Sunlit Designer Loft in Historic Church

4.92 out of 5 average rating, 26 reviews

Apartment in Toronto

Luxury Downtown Condo

4.95 out of 5 average rating, 21 reviews

A cozy living area is showcased, featuring a modern sofa and a spacious rug. A large wall-mounted Smart TV displays a serene forest scene, while a doorway leads to a fully equipped kitchen in the background, enhancing the inviting atmosphere.

Guest suite in Pickering

Safari Retreat: Apt 2B/1B, 5G, Kitchen, Parking!

4.72 out of 5 average rating, 57 reviews

A bright dining area features a round table surrounded by four white chairs. A large window with sheer curtains allows natural light to fill the space, revealing a view of greenery outside. A vase with pink flowers is placed at the center of the table.

Bungalow in Pickering

Entire Home Steps from Beach-prestigious location

Condo in Entertainment District

A calm bedroom is fitted with a spacious bed dressed in a green coverlet. Soft purple and blue decorative pillows are neatly arranged on the bed. Nightstands with matching lamps are placed on either side. Large windows provide natural light and showcase urban views.

4.89 out of 5 average rating, 27 reviews

One Bedroom Condo In Downtown

5 out of 5 average rating, 9 reviews

The exterior of a red brick townhouse is displayed, featuring multiple windows with white trim. A stone-accented entry leads to a front door, flanked by a small porch with white railings. A beige garage door and a parked silver SUV are visible in the foreground.

Home in Ajax

Stunning Home | Steps to Lake Ontario | 2 Ensuites