
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.

* HOT TUB* Guest Suite - Minutes to the Beach!
Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

Full independent basement unit (separate entrance)
Enjoy this independent, bright, spacious & serene space in a family friendly and safe neighbourhood! Full basement with separate entrance, private full kitchen, private full bathroom, queen bed, TV (BellFibeTV, SportsNet,TSN,Netflix..), 1.5G Fibre Wifi, cookware, utensils. Walk to major Rds: Taunton & Thickson, amenities & bus stops. 10 min drive: GoTrain, 401, 407 All sheets & pillow cases are washed and sanitized before guests check-in. No pet, No smoker, No guest! Under video surveillance!

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 in 2021, 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.

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.

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 Room 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.

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

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

Bright&Spacious Top-Floor Suite w/ hot tub

Home away from home with a hot tub and pool

Downtown Markham Unionville

The Country Guest House

The Bubble Glamping Dome

2 Bedroom Modern Basement Apartment

3300ft² Luxury Villa | 3 Lvls | 3 TVs | HotTub & BBQ
Family- and pet-friendly home rentals

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

The Cozy Cove Studio

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

Private Guesthouse in Bowmanville

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

Double Bedroom Stylish Unit with separate entrance

Modern 4BR Home in North Oshawa

NEWLY RENOVATED, 3 Bdrm Modern Oasis W/ Parking!!!
Family-friendly home rentals with a pool

Beautiful Cottage in Ajax

Horse Farm Luxury Estate

Backs onto nature near IBM and Hospital

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

Mackenzie Cottage

The Ridge Roost - Uxbridge Township

KING & QUEEN, Royal Design, A+ Private Access

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 | $139 AUD | $140 AUD | $143 AUD | $150 AUD | $154 AUD | $168 AUD | $174 AUD | $180 AUD | $163 AUD | $160 AUD | $159 AUD | $162 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 $31 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
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Christie Pits Park
- Royal Woodbine Golf Club