
Family-friendly holiday rentals in Whitby
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Whitby

Total holiday rentals
Explore 530 holiday rentals in Whitby

Nightly prices starting at
Whitby holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 13,290 verified reviews to help you choose

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
530 of Whitby holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Whitby rentals

4.7 Average rating
Whitby stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Whitby
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.
FamilyIndoor spacesQuiet

Cheerful 4-bedroom home with huge patio
This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.
KitchenIndoor spacesAccuracy

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.
Indoor spacesFamilyLocation

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.
KitchenFamilyGetting around

Serenity Suite w/Sauna-Your Entire Apt Awaits You
LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!
FamilyKitchenLocation

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!
Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, 2 Queen Beds and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.
Indoor spacesKitchenCheckout

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.
FamilyIndoor spacesWifi

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.
Indoor spacesKitchenCondition

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa
★ "Very nice apartment! Clean, spacious, and modern'' ★ ☞ Fully Private unit!!! ☞ Fully equipped kitchen!!!! With all required machines and pots ☞ Extended Kitchen Island ☞ All rooms w/ queen + Sheets and Duvet !!!!!! ☞ 55” smart Samsung TV w/ Netflix + Samsung sound bar with Sub ☞ Central AC + Heating ☞ Onsite washer + dryer ☞ Parking → 1 on the driveway!!!! ☞ 700mbps wifi ☞ Open Concept 5 mins → Thermëa spa village 12 mins → Whitby and Ajax GO Station
Indoor spacesFamilyHospitality

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.
KitchenIndoor spacesBreakfast

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.
Indoor spacesKitchenCheckout

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.
Indoor spacesFamilyAmenities
Popular amenities for Whitby family-friendly rentals
Family-friendly home rentals with a hot tub

4BR Retreat with Hot Tub, Bbq and Pool Table
FamilyKitchenQuiet

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

Home away from home with a hot tub and pool
FamilyKitchenHot tub

Downtown Markham Unionville
Indoor spacesKitchenAir conditioning

Ravine Paradise ! heated pool and hot tub!
Indoor spacesKitchenSleep quality

Family Friendly | HOT TUB | Near Toronto & UOIT
FamilyIndoor spacesCondition

Stylish Condo | Walk to BMO Field + Free Parking
Indoor spacesFamilyHot tub

Romantic Nature Retreat - Hydrotherapy Suite
Indoor spacesKitchenCheck-in
Family- and pet-friendly home rentals

Treehouse on private, isolated forest (300 acres)
Indoor spacesFamilyView

Toronto Island Wonderland View
Indoor spacesFamilyBack garden

Spacious Guest Suite near 401 with parking
Indoor spacesFamilyTV

The Cozy Cove Studio
KitchenIndoor spacesGetting around

Willow Nest - 5 Beds, 2.5Baths, 3Park, Thermea Spa
KitchenFamilyHospitality

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

Modern 4BR Home in North Oshawa
FamilyKitchenTV

Serene Stays - Pickering (5Beds, 2.5Baths, 4Park)
Indoor spacesFamilyDecor
Family-friendly home rentals with a pool

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

Luxury CN Tower and Lake View Penthouse Sleeps 10
FamilyIndoor spacesGrill

Stunning Skyline View Condo, Steps to CN Tower
Indoor spacesFamilyBathroom

Modern 1+Den condo steps away from CN Tower & Lake
Indoor spacesFamilyOutdoor spaces

The Fort York Flat
FamilyIndoor spacesPool

Artsy and Comfy Home with a View
Indoor spacesFamilyAmenities

2BR Across from CN Tower & MTCC
Indoor spacesFamilyAir conditioning

Closest condo to Rogers Centre/CN tower in Toronto
KitchenFamilySolo travel
When is the best time to visit Whitby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $127 SGD | $127 SGD | $126 SGD | $122 SGD | $133 SGD | $141 SGD | $150 SGD | $154 SGD | $139 SGD | $135 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- Montreal Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- House rentals Whitby
- Fitness-friendly rentals Whitby
- Pet-friendly rentals Whitby
- Rentals with lake access Whitby
- Rentals with a washing machine and dryer Whitby
- Cottage rentals Whitby
- Rentals with outdoor seating Whitby
- Townhouse rentals Whitby
- Rentals with breakfast Whitby
- Waterfront rentals Whitby
- Rentals with beach access Whitby
- Flat rentals Whitby
- Private suite rentals Whitby
- Rentals with a firepit Whitby
- Rentals with pools Whitby
- Rentals with a hot tub Whitby
- Rentals with an EV charger Whitby
- Rentals with a fireplace Whitby
- Rentals with a patio Whitby
- Family-friendly rentals Durham
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Scarborough Town Center





