
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.

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.

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.

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.

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.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 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!

Entire House, Central Whitby on a quiet street
NO CLEANING FEE, ENTIRE/WHOLE HOUSE 4U. Two nights minimum, thank you. Cute house w/new modern appliances, hardwood floor in Central Whitby. Backyard and patio for your relaxing moments. ABSOLUTELY NO PARTIES, no indoor SMOKING (of any kind). Only the no. of people who booked to be in the house. This is a quiet neighbourhood and should stay the same, there are party rooms avail on this site:) Again, many thanks :) I don't charge any cleaning fee, but please be considerate.

Maple Edge
In Whitby's sought-after Sommerset neighborhood, this Airbnb promises a perfect getaway. The well-appointed space includes a queen-sized bed for restful nights, a fully-equipped kitchen for delightful meals, and a spa-inspired bathroom with a deep-soaking tub and luxurious rainfall shower. Just minutes from Thermea Spa, guests can seamlessly transition from the Airbnb's comforts to the therapeutic wonders of Therma, creating an ideal haven for relaxation.

Private Sauna Suite Retreat
1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 55 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

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.

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!

Spacious Guest Suite near 401 with parking
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 family-friendly rentals
Family-friendly home rentals with a hot tub

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

4BR Retreat with Hot Tub, Bbq and Pool Table

Home away from home with a hot tub and pool

Downtown Markham Unionville

Ravine Paradise ! heated pool and hot tub!

East Beach Waterfront Cottage

The Bubble Glamping Dome

2 Bedroom Modern Basement Apartment
Family- and pet-friendly home rentals

The Farmhand’s Cottage

Convenient 2 bedroom home away from home.

Brand New Luxurious 4B Townhouse

Bright & Spacious 2 Bdrm Walkout

Open-Concept Modern Farmhouse

Serene Stays - Pickering (5Beds, 2.5Baths, 4Park)

Finished 2 BR Apartment in an Upscale Area of Ajax

Lakefront getaway for two on Musselman's Lake
Family-friendly home rentals with a pool

Private Walkout Suite | 3 PM Checkout | 1.5G Wifi

Treehouse on private, isolated forest (300 acres)

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

Redwood Haven East: Your Dream Getaway in Uxbridge

Cedar Escape • Sauna • 10-Acre Private Forest

The Ridge Roost - Uxbridge Township

Private Suite with Pool Access

Modern Custom Built Walkout to Marble Pool Game RM
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 SGD | $117 SGD | $119 SGD | $125 SGD | $128 SGD | $140 SGD | $145 SGD | $150 SGD | $136 SGD | $127 SGD | $136 SGD | $143 SGD |
| 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 280 holiday rentals in Oshawa

Nightly prices starting at
Oshawa holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 7,180 verified reviews to help you choose

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
280 of Oshawa holiday rentals include wifi 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
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Toronto City Hall
- Christie Pits Park




