Pet-friendly holiday rentals in Oshawa

4.96 out of 5 average rating, 51 reviews

The kitchen features modern cabinetry with a light finish and stainless steel appliances, including an oven and refrigerator. A black dining table with four chairs occupies the space, complemented by a small potted plant as a centerpiece. Ample lighting enhances the bright atmosphere.

Flat in Windfields

Double Bedroom Stylish Unit with separate entrance

Unwind in our 2BR basement haven, a stylish retreat with immaculate interiors and ample space. Enjoy the convenience of a separate entrance in a family-friendly neighborhood, centrally located near grocery shops, gas stations, and Costco. Fully furnished with modern appliances, this chic apartment offers a perfect blend of comfort and style. Relax in the spacious living areas, equipped with all the amenities you need for a seamless stay. Book now for a memorable experience in this modern oasis!

Cabin in Whitchurch-Stouffville

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

4.99 out of 5 average rating, 119 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

4.88 out of 5 average rating, 16 reviews

An outdoor seating area is presented with a glass-top table surrounded by four red cushioned chairs. A large red umbrella provides shade, while a grill is positioned nearby. The space is bordered by trees, creating a private and relaxed atmosphere.

Bungalow in Whitby

2 BHK home 5 min from Go Train

7 min walk from Whitby train and Lake, this is a 2 BR house that offers accommodation with a 2 private parkings The self contained apartment is located in a brightly lit lower floor features, a separate entrance, a living room, and a fully equipped kitchen & laundry room. Guests can enjoy sun bathing in the garden or a barbque grill with your family. The backyard is shared however the guests have a private entrance. The pool is opens in june until September For monthly discounts contact us

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, 102 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.

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.

4.85 out of 5 average rating, 118 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!

4.96 out of 5 average rating, 154 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.

Flat 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, 17 reviews

A cozy living area features a dark sectional sofa accompanied by a comfortable armchair. A round coffee table sits on a plush rug, and natural light enters through two windows. A flat-screen television is mounted on the wall, with additional lighting provided by a standing lamp.

Flat in Oshawa

Spacious and cozy 1 bedroom professional suite.

Welcome to your next home-away-from-home! This stylish, fully furnished 1-bedroom apartment is designed for the professional on the go. Located in the safe and sought after neighborhood of North Glen (The Glens) in Oshawa, this space offers a perfect balance of comfort and convenience, making it ideal for short-term stays. Whether you're here for a work project, corporate assignment, or temporary relocation, this apartment provides everything you need to feel settled and productive.

4.98 out of 5 average rating, 264 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.

4.87 out of 5 average rating, 104 reviews

A bright and open living area features a green velvet couch with decorative cushions, positioned next to a low white coffee table. Framed artwork adorns the walls, complemented by greenery in the corner. A light-colored rug adds warmth to the polished floor.

Townhouse in Whitby

NEWLY RENOVATED, 3 Bdrm Modern Oasis W/ Parking!!!

Welcome to your home away from home!!! A Clean, Cozy and Visually Interesting Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, a bunk bed and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

4.92 out of 5 average rating, 13 reviews

Home in Oshawa

RavineVista Sanctuary

Welcome to RavineVista Sanctuary, your luxurious escape in Oshawa. This contemporary home blends modern elegance and natural serenity, perfect for families, couples, or business travelers. The bright living area features plush grey sofas, a flat-screen TV, and expansive windows offering nature views. The sleek, fully-equipped kitchen is a chef’s dream. Luxurious bedrooms to ensure a restful stay. Relax on the private patio and enjoy the picturesque ravine backdrop.

4.91 out of 5 average rating, 45 reviews

A modern living area is highlighted by a large black sectional sofa adorned with colorful throw pillows. A light wood coffee table sits atop a soft area rug, with a potted plant nearby. Light streams through large windows dressed with stylish shades, creating a bright and inviting space.

Townhouse in Oshawa

Brand New Luxurious 4B Townhouse

Experience Luxury & Cozy Living at Our Place - Book Now Before Spots Fill Up! ★ Spacious Brand New Townhome ★ Fully equipped with luxurious furnishings throughout ★ Multiple Queen-sized beds with premium mattresses for ultimate comfort ★ High-speed internet up to 1GB for seamless connectivity ★ Smart TV in the living area for your entertainment ★ Open-concept design with a fully stocked kitchen for all your culinary needs ★ And MANY more amenities

4.92 out of 5 average rating, 133 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 close to 401

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 Oshawa pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.96 out of 5 average rating, 24 reviews

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

A comfortable living area is showcased with a light blue sofa, complemented by decorative pillows and a throw blanket. Two small wooden tables are positioned in front of the sofa on a textured area rug. A room divider holds decorative items, creating separation from the sleeping area. Natural light floods in through large sliding doors adorned with light curtains.

4.89 out of 5 average rating, 36 reviews

Cozy private backyard garden studio

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, 72 reviews

Cheery 1941 Historic Home in Ajax

The exterior of the home features a brick façade with a prominent arched window above the entrance. A paved driveway leads to a double garage with brown doors. Well-maintained shrubs and trees frame the entrance, contributing to a tidy appearance. A light cloud cover enhances the neutral tones.

5 out of 5 average rating, 13 reviews

Cozy 4BR Near 401, 407 & Toronto

4.77 out of 5 average rating, 13 reviews

The bungalow exterior is showcased, featuring a well-maintained lawn and landscaped garden with shrubs and seasonal flowers. A covered porch is visible, and a seating area with chairs is arranged along the front. Clear blue skies and a few trees can be seen in the background.

Home in McLaughlin

Open-Concept Modern Farmhouse

4.84 out of 5 average rating, 49 reviews

The living area features a comfortable sofa adorned with decorative cushions, complemented by two accent chairs. A round glass coffee table sits on a textured area rug. Natural light enters through a large window, while a television is positioned on a stylish media console nearby.

Home in Vanier

The Cozy Home. Beautiful 3 Bedroom Getaway

A well-lit stone pathway leads to a welcoming entrance adorned with elegant landscaping. Lush green shrubs frame the steps, illuminated by soft lights at the base of sturdy stone pillars, creating an inviting atmosphere for guests.

4.91 out of 5 average rating, 22 reviews

Mid-century Modern Castle | King Bed+Free Parking

4.92 out of 5 average rating, 24 reviews

The cozy bedroom features a queen bed dressed in white linens with a decorative pillow. Natural light enters through a large window with sheer curtains. A smart TV is mounted on a small stand opposite the bed, enhancing the comfortable atmosphere.

Home in Bowmanville

Cozy 1Br Basement Apt - New Downtown Bowmanville

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 12 reviews

Flat in Pickering

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

4.99 out of 5 average rating, 71 reviews

The exterior showcases a two-story brick house surrounded by greenery, featuring a sloped roof and manicured lawn. A modern backyard pool is visible, inviting for outdoor relaxation. The interior consists of a living area with a piano and comfortable seating, creating a cozy atmosphere.

Home in Port Union

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

A paved walkway is lined by a sturdy black railing, leading along the tranquil shoreline. The peaceful blue waters of Lake Ontario stretch into the distance, with greenery and benches visible nearby, inviting relaxation and outdoor activities.

Townhouse in Bowmanville

4.68 out of 5 average rating, 19 reviews

Waterfront community ideally for long stays

Flat in Pickering

5 out of 5 average rating, 3 reviews

HUGE King & Queen Exclusive Playful Design

A spacious living area is highlighted by a large, light-colored sectional sofa and two blue accent chairs. A round coffee table sits in the center, surrounded by natural light from multiple windows. A dining table is visible in the background, along with modern decor elements on the walls.

4.65 out of 5 average rating, 17 reviews

Entire Modern Home | Spacious | Near Lake & Park

Guest house in Port Perry

A cozy living area is presented with a wooden futon and an armchair, accompanied by a coffee table. A flat-screen television hangs above a fireplace, while natural light enters through two large windows. Subtle artwork decorates the walls, enhancing the space's inviting feel.

5 out of 5 average rating, 3 reviews

Guesthouse on Horse Farm

4.82 out of 5 average rating, 11 reviews

A spacious living area is highlighted by a light-colored couch adorned with soft pillows. A glass coffee table sits in front, complementing the neutral decor. Natural light flows in from sliding doors that open to an outdoor area, enhancing the seamless connection to the outside.

Flat in Bowmanville

Private Suite with Pool Access

Home in Lakeview

Home away from home

Private, pet-friendly home rentals

5 out of 5 average rating, 5 reviews

Flat in Whitby

Luxury 1 Bedroom Fully Furnished Unit 2

4.88 out of 5 average rating, 42 reviews

A spacious bedroom is equipped with a comfortable bed topped with a dark blanket. A bedside lamp provides warm illumination beside a small nightstand. Natural light filters through a window, while the room features wooden flooring and softly lit recessed ceiling lights.

Flat in Oshawa

Guest Suite (Basement Unit)

5 out of 5 average rating, 3 reviews

Guest suite in Whitby

Willow Den: Modern Apt 1B/1B, Kitchen, Parking,5G!

4.92 out of 5 average rating, 25 reviews

The kitchen features modern appliances, including a stainless-steel refrigerator and a gas stove. A round table with two chairs is positioned in the space. Decorative elements include a small indoor plant and an overhead light fixture that enhances the room's functionality.

Guest house in CA

Adorable GH in beautiful Claremont/scenic view

A cozy living area features two black, upholstered armchairs positioned around a wooden coffee table. A flat-screen television is mounted on the wall above a contemporary media console, which houses an electric fireplace. A colorful abstract painting adds visual interest to the space.

Guest suite in Pickering

4.79 out of 5 average rating, 280 reviews

Rouge Basement · Sleeps 6 & Free Parking

4.85 out of 5 average rating, 59 reviews

A modern lounge area features a curved, light-colored sofa with a textured throw pillow. A round, soft coffee table sits in the center. Natural light enters through a small window, complemented by two sleek wall sconces enhancing the simple yet stylish decor.

Flat in Whitby

Modern & Luxurious Basement Stay

A spacious living area features two dark leather sofas facing a coffee table. A wall-mounted TV is positioned above an electric fireplace. Natural light enters through two large windows with soft shades, while a dining area with wooden chairs is visible in the background.

5 out of 5 average rating, 23 reviews

Just Like Home- Brand New 4 Bedroom Home