House vacation rentals in Pickering

4.87 out of 5 average rating, 200 reviews

The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.

Home in Whitby

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

A cozy living area is presented with a light-colored couch adorned with throw pillows, facing a circular coffee table. Two armchairs are placed on a soft area rug. An accent mirror reflects the space, while a plant adds a touch of greenery to the corner.

4.81 out of 5 average rating, 108 reviews

Spacious Basement with Separate Entrance!

Open concept basement apartment (No walls separating rooms) 1 Queen bed and a Futon folds out into a Double bed . Accommodates Family of 4, NOT 4 Adults (2Adults/2children) . Separate entrance/ONE prkg spot. Located in a quiet neighbourhood in Pickering that borders Toronto. Walking distance from Rouge National Urban Park, Hiking Trails, plaza, and public Transit. 5 minutes drive from U Of T (Scarborough) Close to Toronto Zoo, PanAm Center, Go Stn and Hwy- 30 mins to Downtown Toronto

4.96 out of 5 average rating, 141 reviews

Home in Oak Ridges

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

4.99 out of 5 average rating, 357 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Adorable — One Bedroom Guest Unit in Vaughan, ON

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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.

4.84 out of 5 average rating, 116 reviews

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!

4.91 out of 5 average rating, 183 reviews

A spacious sleeping area is highlighted by a comfortable bed adorned with patterned bedding. A bright seating area features a vibrant red couch and a blue chair, complemented by natural light from large windows. A flat-screen TV stands on a modern media console.

Home in Bedford Park

Uptown Separate Bright Suite ( Free Parking )

Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

A cozy living space features a modern television stand with a flat-screen TV, accentuated by a bold artwork. A gray couch with yellow cushions invites relaxation, complemented by a light rug atop wooden flooring. Large windows allow natural light to brighten the room.

4.85 out of 5 average rating, 215 reviews

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

A bright living area features a neutral-toned sofa positioned across from a wooden coffee table adorned with a small vase of colorful flowers. A wall art piece of abstract design adds visual interest. The open layout includes doorways leading to the kitchen and bedrooms.

4.86 out of 5 average rating, 150 reviews

Walk to Lake | 2BR Family Suite | Near Toronto

✨ Prime Location – 3 mins to HWY 401, Pickering GO & Town Centre 🌊 In West Shore — walk to the beach, lighthouse & Lake Ontario! Perfect for sunrise & family strolls. 🛌 Fully private walk-up basement suite — no shared spaces, clean & comfy • 2 comfortable bedrooms + spacious living room 🚗 Free parking for 2 vehicles 🍳 Full kitchen for easy meals 👨‍👩‍👦 Ideal for families & travelers exploring Toronto 🌟 Enjoy complete privacy, comfort & beachside vibes in Pickering!

The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.

4.98 out of 5 average rating, 130 reviews

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.

5 out of 5 average rating, 122 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

A modern living space is displayed, featuring a wall-mounted television above a sleek dark cabinet. To the right, a laundry area is visible with stacked washer and dryer units. Light hardwood flooring runs throughout the space, contributing to a clean and contemporary look.

4.93 out of 5 average rating, 129 reviews

Luxurious, modern basement unit

Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking

4.86 out of 5 average rating, 206 reviews

A modern living area features a pair of vibrant blue sofas arranged around a decorative area rug. Large windows allow natural light to brighten the space, complemented by a sleek kitchen with dark cabinetry and stainless steel appliances visible in the background.

Home in Whitby

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.

Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.

Popular amenities for Pickering house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 160 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

Year-Round Heated Pool & Hot Tub Family Oasis

5 out of 5 average rating, 3 reviews

Home in Markham

Backs onto nature near IBM and Hospital

4.9 out of 5 average rating, 92 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Rouge

Ravine Paradise ! heated pool and hot tub!

4.8 out of 5 average rating, 20 reviews

Home in North York

Luxe, Family-Friendly Oasis Home With Outdoor Pool

4.85 out of 5 average rating, 88 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in North York

Toronto Pool Retreat

4.85 out of 5 average rating, 96 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

4.91 out of 5 average rating, 327 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in West Queen West

Victorian Studio in King West – TIFF/FIFA Ready

4.95 out of 5 average rating, 122 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

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Weekly house rentals

5 out of 5 average rating, 17 reviews

A modern dining area is shown with a round table surrounded by four upholstered chairs. A statement light fixture hangs above the table. Large windows adorned with sleek blinds provide natural light, while a dark accent wall and stylish clock add a contemporary touch.

Home in Stouffville

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

4.8 out of 5 average rating, 10 reviews

The image captures a compact bedroom featuring a spacious bed dressed in a patterned burgundy cover. A comfortable rocking chair sits beside the bed. In the background, light filters through a window covered with sheer curtains, and wooden cabinetry offers additional storage.

Home in North York

Private Bedroom, Bathroom, Kitchen -Basement Apt

4.81 out of 5 average rating, 21 reviews

6 beds Full house W ravine view

4.86 out of 5 average rating, 70 reviews

Luxury 3BDRM Home | Chefs Kitchen, Quiet & Privacy

4.89 out of 5 average rating, 9 reviews

An exterior view of a spacious detached house is presented, featuring a double garage and a paved driveway. Snow blankets the ground, and the brick facade complements the light blue sky. The adjacent properties are visible, highlighting a peaceful neighborhood setting.

Home in Oshawa

Lovely & Spacious place to stay

A comfortable living area is presented with a sectional sofa, two modern lamps, and a glass coffee table. Art pieces adorn the walls, while a TV is positioned on a white console. A small kitchenette, including a microwave and fridge, completes the space.

4.85 out of 5 average rating, 13 reviews

Cozy Apartment in Ajax ! Quiet & Comfortable Stay

A cozy bedroom features a spacious bed with elegant bedding, flanked by two nightstands. A dresser is positioned against the wall, and natural light filters through a window, illuminating the soft grey walls and light-colored flooring.

4.98 out of 5 average rating, 91 reviews

Private Sauna Suite Retreat

4.92 out of 5 average rating, 13 reviews

Home in Oshawa

Basement apartment in Oshawa

Private house rentals

A light grey sectional sofa is positioned in the corner of a welcoming living space. Two round wooden coffee tables sit on a patterned rug, complemented by small green potted plants. Wall art featuring animals adorns the walls, adding character to the area.

5 out of 5 average rating, 10 reviews

Enjoy this cozy 1 Bdrm Basement!

4.88 out of 5 average rating, 16 reviews

A modern living area features a light-colored sectional sofa and an entertainment center with a flat-screen TV. Natural light fills the space through large windows, revealing a peaceful outdoor view. The kitchen area includes sleek cabinets and a stainless steel fridge, enhancing the inviting ambiance.

Home in Whitby

Beautiful townhouse -20

5 out of 5 average rating, 29 reviews

An open bedroom area features a spacious queen bed covered with light blue bedding and a cozy sofa bed beside it. Large windows allow natural light in, and an electric fireplace is situated beneath the mantel, adding warmth to the room.

Home in Upper Beaches

New Entire Unit-Upper Beaches w/ Parking & Laundry

A modern living area features a gray sectional sofa with decorative pillows, complemented by a round coffee table. The kitchen bar is equipped with three stools, while large windows provide natural light and a view of greenery. A subtle area rug adds warmth to the floor.

4.88 out of 5 average rating, 33 reviews

Modern Nest - 5 Beds, 2.5 Baths, 3 Park, Backyard

A modern living area features leather seating arranged around a glass coffee table. A sleek, wall-mounted fireplace adds warmth. In the background, an open-concept kitchen is visible, equipped with contemporary appliances and a dining area with black chairs. Natural light enters through the windows.

5 out of 5 average rating, 18 reviews

Blue Dream: Modern Gem 6B/3.5B,Office,5G,Parking!

4.92 out of 5 average rating, 38 reviews

3 bedroom bungalow in South Ajax

The entrance features a white door framed by large windows, allowing natural light to enter. Decorative planters filled with vibrant flowers flank the steps, leading up to a welcoming mat. The exterior is complemented by dark shutters on either side.

4.94 out of 5 average rating, 70 reviews

Cheery 1941 Historic Home in Ajax

A modern kitchen is shown, featuring sleek cabinetry, open shelving, and an island with seating. A dining table is positioned nearby, surrounded by gray chairs. Two pendant lights hang overhead, illuminating the space. Stainless steel appliances are visible, enhancing the contemporary feel.