
Family-friendly vacation 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.

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.

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.

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.

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😊

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

Full basement with king size bed & extra mattress
Step into your second home! This beautiful walkout basement offers a private entrance, complete with a full bathroom and kitchen and a cozy bedroom. Your convenience is prioritized as you will be located a 3 minute drive to Walmart, Winners, and a handful of restaurants such as Swiss Chalet, Kelseys, and East Side, and East Side Marios. We've even saved you a parking spot in the driveway for hassle-free arrivals.

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.
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

Romantic Nature Retreat - Hydrotherapy Suite

The Bubble Glamping Dome
Family- and pet-friendly home rentals

The Farmhand’s Cottage

Convenient 2 bedroom home away from home.

Embers Nest - 5 beds, 4 bath, 2 park, Thermea Spa

Brand New Luxurious 4B Townhouse

Bright & Spacious 2 Bdrm Walkout

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Double Bedroom Stylish Unit with separate entrance

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

Private Walkout Suite | 3 PM Checkout | 1.5G Wifi

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

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

2 Bedroom Modern Basement Apartment
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ331 | ﺩ.ﺇ334 | ﺩ.ﺇ342 | ﺩ.ﺇ356 | ﺩ.ﺇ367 | ﺩ.ﺇ400 | ﺩ.ﺇ415 | ﺩ.ﺇ430 | ﺩ.ﺇ389 | ﺩ.ﺇ364 | ﺩ.ﺇ389 | ﺩ.ﺇ408 |
| 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 vacation rentals that are family-friendly in Oshawa

Total vacation rentals
Explore 280 vacation rentals in Oshawa

Nightly prices starting at
Oshawa vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
280 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
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
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- Financial District
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- Lakeridge Ski Resort
- York University
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