
Holiday rentals in Whitby
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Top-rated holiday rentals in Whitby
Guests agree: these stays 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.

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. 30 min 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 village

* 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

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.

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!

Bright Private Suite w/Separate Entrance & Patio
PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Microwave, Two Mini Fridges, Coffee/Hot Water Tea Maker. Please note: not a full kitchen. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway ( 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.

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.

Urban HotTub Oasis/Separate Entrance/Unit/DT 30min
Completely private studio suite kitchenette (no full kitchen) Exclusive hot tub access for ultimate relaxation Modern space with Fireplace and smart TV for streaming Fast Wi-Fi and dedicated parking included Approximately 30 minutes from downtown Toronto Conveniently located near Thermea Spa and Frenchman’s Bay, Pickering Casino Resort & Toronto Zoo One parking spot for SUV size car. Safe and secure with a disclosed entrance camera and responsive hosting

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.

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😊

Ultra-Modern Luxury Retreat! Close to Thermea SPA.
COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.
Popular amenities for Whitby holiday rentals
Other great holiday rentals in Whitby

Serene Urban Retreat/15 min walk from Thermea Spa

Ultra Luxury Suite in Oshawa

Entire Brand new 3 bedroom house

Whitby/Ajax: 2300sqft & Tall+Equipped Kitchen+EV

Pinnacle of Luxury & Leisure 2 BR -2 BATH-Kitchen

Charming private basement Suite, washroom &kitchen

KING & QUEEN, Royal Design, A+ Private Access

Private Sauna Suite Retreat
When is the best time to visit Whitby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $85 SGD | $86 SGD | $85 SGD | $89 SGD | $90 SGD | $94 SGD | $95 SGD | $100 SGD | $94 SGD | $94 SGD | $93 SGD | $90 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 |
Frequently Asked Questions
Where should I stay in Whitby?
Make yourself at home in Whitby by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Lakeside, over 10 vacation rentals in Brooklin, and over 250 vacation rentals in Taunton.
Are there vacation rentals with a dedicated workspace in Whitby?
Yes! Work meets play with ease at over 650 vacation rentals in Whitby featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Whitby?
Four-legged friends are welcome in Whitby. Choose from more than 180 vacation rentals for guests traveling with pets.
Are there Whitby vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Whitby, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in condo rentals in Whitby?
Experience the best of Whitby with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Whitby have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Whitby. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Whitby have free parking?
Absolutely! We offer over 60 townhouse rentals with free parking in Whitby. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Whitby have a kitchen?
Absolutely! We offer over 640 house rentals with a kitchen in Whitby. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Whitby?
Whitby has more than 50 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do townhouse rentals in Whitby have air conditioning?
Absolutely! We offer over 70 townhouse rentals with air conditioning in Whitby. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Whitby

Total holiday rentals
Explore 1,170 holiday rentals in Whitby

Nightly prices starting at
Whitby holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 28,240 verified reviews to help you choose

Family-friendly holiday rentals
470 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
680 properties have a dedicated workspace

Wifi availability
1,150 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
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- Rentals with a fireplace Whitby
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Christie Pits Park
- Toronto City Hall
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate




