
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.

* 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!

Brand New Private Luxury Suite Open Consept living
Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax GO Station. 18 min to Toronto Pan Am Sports Centre. Drive or GO to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa.

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 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.

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.

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
Popular amenities for Oshawa family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Cottage in Ajax

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

Horse Farm Luxury Estate

Bright&Spacious Top-Floor Suite w/ hot tub

The Country Guest House

The Bubble Glamping Dome

Cyberspace - no cleaning fees, New Private Hot Tub

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

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

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Keyless | Parking | 2 Q Beds | Toronto Hub | SPA

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

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

Ravine Paradise ! heated pool and hot tub!

Backs onto nature near IBM and Hospital

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

Mackenzie Cottage

The Ridge Roost - Uxbridge Township

Airbnb King & Queen/Wifi/ near Toronto & Casino

Private Suite with Pool Access

Oasis by the Lake
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 CAD | $127 CAD | $130 CAD | $136 CAD | $140 CAD | $153 CAD | $158 CAD | $164 CAD | $148 CAD | $146 CAD | $144 CAD | $147 CAD |
| 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 260 vacation rentals in Oshawa

Nightly prices starting at
Oshawa vacation rentals start at $28 CAD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
260 of Oshawa vacation 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
Destinations to explore
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Mount Pocono Vacation rentals
- Capital District, New York Vacation rentals
- Grand River Vacation rentals
- Island of Montreal Vacation rentals
- Northeast Ohio Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Rentals with a washer and dryer Oshawa
- Apartment rentals Oshawa
- Rentals with a firepit Oshawa
- Rentals with pools Oshawa
- Fitness-friendly rentals Oshawa
- Cottage rentals Oshawa
- Private suite rentals Oshawa
- Rentals with a fireplace Oshawa
- Mansion rentals Oshawa
- House rentals Oshawa
- Rentals with lake access Oshawa
- Rentals with a hot tub Oshawa
- Rentals with outdoor seating Oshawa
- Rentals with a patio Oshawa
- Pet-friendly rentals Oshawa
- Townhouse rentals Oshawa
- Rentals with beach access Oshawa
- Family-friendly rentals Durham Region
- 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
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Christie Pits Park
- Toronto City Hall
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Nathan Phillips Square




