
Family-friendly vacation rentals in Oshawa
Find and book unique family-friendly homes on Airbnb
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 G$4,179 GYD per night before taxes and fees

Verified guest reviews
Over 8,040 verified reviews to help you choose

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
260 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
Top-rated family-friendly rentals in Oshawa
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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 your own 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.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Cozy Lakeside Modern House 4Br - Steps To The Lake
Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

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!

The getaway spot
Step into a space designed for comfort, relaxation, and connection. Our Airbnb blends cozy charm with modern touches, giving you everything you need for a memorable stay. A fully private unit with a separate entrance, featuring a spacious king bedroom and walk-in ensuite. The bathroom offers heated floors, a large shower, and a deep soaking tub. A modern kitchen and high-ceiling living room create a warm, inviting space to relax.

Ultra Luxury Suite in Oshawa
Welcome to your ultra-luxury 1-bedroom basement suite in the heart of Oshawa! Enjoy a stylish open-concept living space with modern finishes, a fully equipped kitchen, spa-inspired bathroom, and cozy bedroom retreat. Perfect for couples, solo travelers, or business guests. Located in a quiet neighborhood with easy access to transit, shopping, and dining. Your private getaway awaits comfort, class, and convenience all in one.

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, 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.

Summer Getaway with HotTub, PoolTable • Sleeps 10+
Escape to a stylish home near Toronto, perfect for up to 10 guests. This family-friendly retreat features a private hot tub, indoor pool table, backyard bbq grill: gass, dedicated workspace, and a beautiful backyard oasis. Enjoy modern amenities, a fully equipped kitchen, and easy access to the city. Ideal for family getaways or celebrations with friends.

Modern basement suite near Durham college
Welcome to VersaSpacehub your serene escape in the heart of the Regional Municipality of Durham, Canada. This charming property offers a perfect blend of modern comfort and convenience, ideal for a relaxing getaway or a productive work-from-home experience. Step inside to discover a thoughtfully designed space that caters to your every need.
Popular amenities for Oshawa family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub Oasis | 35 Min to DT | Main Floor Suite

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

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

Home away from home with a hot tub and pool

Serenity Suite w/Sauna-Your Entire Apt Awaits You

* HOT TUB* Guest Suite - Minutes to the Beach!

The Cyberspace (No cleaning fees, Private Hot Tub)

Toronto Pool Retreat
Family- and pet-friendly home rentals

The Cozy Cove Studio

Ganaraska Forest Getaway

Rustic Ridge

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Deerleap Glamping Dome

Treehouse on private, isolated forest (300 acres)

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

Brand New Luxurious 4B Townhouse
Family-friendly home rentals with a pool

Bluffs Private Suite | Pool | Pets Ok | EV Charger

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Downtown Markham Unionville

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Spacious Downtown (midtown) 2bed 2 bath free parki

Large & Bright 2BR+Den in Midtown w/ Free Parking

Big Luxury Detach House For Short And Long Stay

The Ridge Roost - Uxbridge Township
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,104 GYD | G$20,686 GYD | G$20,268 GYD | G$20,268 GYD | G$20,895 GYD | G$22,776 GYD | G$23,612 GYD | G$24,447 GYD | G$22,149 GYD | G$20,686 GYD | G$22,149 GYD | G$23,194 GYD |
| 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 |
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- Sheppard–Yonge Station
- York University
- Coca Cola Coliseum
- The International Centre
- Cobourg Beach





