Family-friendly vacation rentals in Oshawa

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Oshawa

  • Total vacation rentals

    Explore 260 vacation rentals in Oshawa

  • Nightly prices starting at

    Oshawa vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,040 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Oshawa vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oshawa rentals

  • 4.7 Average rating

    Oshawa stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Oshawa

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

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Guest favorite
French doors with multiple panes provide a view into the living space, where a neutral-toned sofa and wall art can be seen. A potted plant stands in the corner, while a rich wooden floor enhances the inviting atmosphere.
Guest suite in Oshawa
4.73 out of 5 average rating, 130 reviews

Basement suite with Home Theatre

Make some memories at this unique and family-friendly place. Come and enjoy this newly renovated basement suite with separate private entrance with free parking at premises. Entertain yourself with your favorite movies in your own personal home theatre on a 120" screen and 360 degree surround sound system. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

Guest favorite
A spacious living area is furnished with a light-colored tufted couch, positioned in front of large windows that provide ample natural light and views of greenery. Sleek side tables with decorative accents are placed on either side of the couch, enhancing the room's functionality.
Guest suite in Whitby
4.92 out of 5 average rating, 106 reviews

2 King beds| Park free| Kitchen| Thermea Spa| WiFi

Our modern suite is perfect for a peaceful getaway within the GTA. Hassle free self check-in. Great for work or relaxation. Equipped with a chef's kitchen, open living space & laundry. A ravine lot with large windows opening up to views of the city in winter and nature in the summer. 2 king bedrooms with one washroom. Work space setup with wifi . Access to patio and free parking on premises. This is a WALKOUT BSMT APT & some noise may be heard from the upstairs unit, we have 3 young kids.

Top guest favorite
The kitchen area features sleek black cabinetry contrasted by white countertops, providing a modern aesthetic. A dining table with wooden chairs is positioned near the window, enhancing natural light. Essential appliances, including a microwave and coffee maker, are neatly arranged for convenience.
Apartment in Whitby
4.94 out of 5 average rating, 177 reviews

Absolutely gorgeous basement guest suite!

Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Guest favorite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.86 out of 5 average rating, 133 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Guest favorite
The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.
Home in Bowmanville
4.92 out of 5 average rating, 266 reviews

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

Top guest favorite
Apartment in Whitby
4.96 out of 5 average rating, 420 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Guest favorite
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
4.9 out of 5 average rating, 136 reviews

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!

Guest favorite
Apartment in Oshawa
4.98 out of 5 average rating, 58 reviews

The getaway spot

Step into a space designed for comfort, relaxation, and connection. Our Airbnb blends cozy charm with modern touches, giving you everything you need for a memorable stay. A fully private unit with a separate entrance, featuring a spacious king bedroom and walk-in ensuite. The bathroom offers heated floors, a large shower, and a deep soaking tub. A modern kitchen and high-ceiling living room create a warm, inviting space to relax.

Guest favorite
An open-concept living area features a large wall-mounted television against a marble design backdrop. A round coffee table is placed on a patterned area rug, with modern furnishings surrounding it. Soft lighting is provided by ceiling spots and highlighted elements on display.
Home in Oshawa
4.99 out of 5 average rating, 86 reviews

Ultra Luxury Suite in Oshawa

Welcome to your ultra-luxury 1-bedroom basement suite in the heart of Oshawa! Enjoy a stylish open-concept living space with modern finishes, a fully equipped kitchen, spa-inspired bathroom, and cozy bedroom retreat. Perfect for couples, solo travelers, or business guests. Located in a quiet neighborhood with easy access to transit, shopping, and dining. Your private getaway awaits comfort, class, and convenience all in one.

Top guest favorite
A small dining area is created with a round table covered by a patterned tablecloth. Two black chairs flank the table, which features a subtle floral centerpiece. A scenic landscape photograph hangs on the wall, adding visual interest to the space.
Home in Oshawa
4.94 out of 5 average rating, 181 reviews

Cozy Basement Suite in Oshawa

Welcome to Your Home Away From Home! Nestled in a peaceful neighborhood, our charming basement suite offers the perfect blend of comfort and convenience for travelers, whether you're here for business or leisure. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

Top guest favorite
Apartment in Oshawa
4.96 out of 5 average rating, 178 reviews

Family Friendly | HOT TUB | Near Toronto & UOIT

Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, and in-suite laundry. Relax in the hot tub after exploring local trails, parks, and farms. Close to Ontario Tech University, Durham College, shops, and restaurants. Easy access to Durham Transit, GO Bus/Train, and Highway 407. Ideal for couples, professionals, or small families.

Guest favorite
Apartment in Oshawa
4.87 out of 5 average rating, 39 reviews

Modern basement suite near Durham college

Welcome to VersaSpacehub your serene escape in the heart of the Regional Municipality of Durham, Canada. This charming property offers a perfect blend of modern comfort and convenience, ideal for a relaxing getaway or a productive work-from-home experience. Step inside to discover a thoughtfully designed space that caters to your every need.

Popular amenities for Oshawa family-friendly rentals

When is the best time to visit Oshawa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,127 GYDG$20,708 GYDG$20,290 GYDG$20,290 GYDG$20,917 GYDG$22,800 GYDG$23,637 GYDG$24,473 GYDG$22,172 GYDG$20,708 GYDG$22,172 GYDG$23,218 GYD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C
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