
Family-friendly holiday rentals in Oshawa
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oshawa
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

One bedroom apartment/guesthouse.
Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

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.

Spacious Upstairs Studio apartment (800 sq. ft)
Newly constructed, large, bright, quiet (800 sq. ft) loft in our house. Only 2.5 km from highway 401, 15 km from 407 and 21 km to Canadian Tire Motorsport Park. This self contained bachelor style apartment with kitchenette and laundry facilities, is accessed through a private entrance. The full second story of our house, looks onto the treetops from all directions. Close to stores/restaurants but away from traffic. You will have a key to lock the side door entrance and the Airbnb space.

Just like home
This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Waffles, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

Cozy one bedroom apt- Host pays Airbnb guest fee
Home away from home near Hydro, Mosport/Canadian Tire Racetrack, Hwy 401 & Toronto as well as the airport with public transport nearby. You’ll love my place because it’s a nice neighbourhood and great location. Lots of light in this lower inlaw suite. Comfy bed plus full sized futon and blowup mattress to fit extra guests comfortably. Full kitchen, private bath with tub, great shower & electric fireplace... great for local workers, couples, solo & business travelers, and families.

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.

Home in bowmanville
Premium accommodation for travellers and bussiness people, Entire private one bedroom unit with full kitchen and bathroom, seperate side entrance with Clean and spacious rooms. 6 minutes to highway 401 . Many restaurants are near by. Free private parking . Ready to have your coffee and toast and enjoy your trip to Bowmanville. One hour to Toronto downtown.This place is a premium accommodation, not animal friendly so please don’t book with your pet. Strictly No doping allowed.

Two Bedroom Basement Apartment
Have fun with the whole family at this stylish place. This space has all the amenities including Free WIFI, Netflix, Laundry, and a full Kitchen. Only 6 minutes drive from highway 401, 10 mins drive from Oshawa Mall, 5 mins drive from down town Whitby, and 5 mins drive from Whitby Entertainment Centrum (Landmark Cinemas and Restaurants, Good Life Gym). Also close by are other kids entertainment places such as, Flying Squirrel, Sky Zone, and Reptilia.

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😊

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

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.

Family Friendly | HOT TUB | Near Toronto & UOIT
Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, full kitchen, 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.
Popular amenities for Oshawa family-friendly rentals
Family-friendly home rentals with a hot tub

“Lakeside Dreams”: All season HotTub w/lake views

East Beach Waterfront Cottage

The Country Guest House

The Bubble Glamping Dome

Cyberspace - no cleaning fees, New Private Hot Tub

2 Bedroom Modern Basement Apartment

3300ft² Luxury Villa | 3 Lvls | 3 TVs | HotTub & BBQ

Hot Tub | Firepit | Backyard | Arcade | Games
Family- and pet-friendly home rentals

GTA Suite | Lakeridge Ski Resort | Pickering GO

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

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

Private Guesthouse in Bowmanville

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

RavineVista Sanctuary

Double Bedroom Stylish Unit with separate entrance

Keyless | Parking | 2 Q Beds | Toronto Hub | SPA
Family-friendly home rentals with a pool

Beautiful Cottage in Ajax

Private Home + PS4 + Foosball: 5 Bedrooms, 3 Baths

Redwood Haven East: Your Dream Getaway in Uxbridge

Mackenzie Cottage

The Ridge Roost - Uxbridge Township

Guesthouse on Horse Farm

Airbnb King & Queen/Wifi/ near Toronto & Casino

Private Suite with Pool Access
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 AUD | $136 AUD | $139 AUD | $145 AUD | $149 AUD | $163 AUD | $169 AUD | $175 AUD | $158 AUD | $155 AUD | $154 AUD | $157 AUD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Oshawa

Total holiday rentals
Explore 260 holiday rentals in Oshawa

Nightly prices starting at
Oshawa holiday rentals start at $30 AUD per night before taxes and fees

Verified guest reviews
Over 6,400 verified reviews to help you choose

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
260 of Oshawa holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oshawa rentals

4.7 Average rating
Oshawa stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Island of Montreal Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Townhouse rentals Oshawa
- Fitness-friendly rentals Oshawa
- House rentals Oshawa
- Rentals with a washing machine and dryer Oshawa
- Private suite rentals Oshawa
- Rentals with a hot tub Oshawa
- Rentals with a fireplace Oshawa
- Rentals with outdoor seating Oshawa
- Cottage rentals Oshawa
- Apartment rentals Oshawa
- Rentals with a patio Oshawa
- Rentals with pools Oshawa
- Rentals with beach access Oshawa
- Mansion rentals Oshawa
- Rentals with a fire pit Oshawa
- Pet-friendly rentals Oshawa
- Rentals with lake access Oshawa
- Family-friendly rentals Durham
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Rouge National Urban Park
- Christie Pits Park
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Lakeridge Ski Resort




