Holiday houses in Whitby

4.94 out of 5 average rating, 284 reviews

Condo in Pickering

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

4.97 out of 5 average rating, 189 reviews

Guesthouse in Whitby

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.

5 out of 5 average rating, 110 reviews

Home in Ajax

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

Cozy and welcoming, located in a quiet and family-friendly neighborhood; it is a terrific offering that will impress guests. It is centrally located in Ajax and 10 min from Thermea Spa, newly built with deluxe finishes situated within walking distance to superb services, including groceries, parks, and shops. The space is approximately 1,000 sq. ft in total, with in-floor heating. The modern electric fireplace sits in front of the expansive couch, with a TV with Netflix and Prime Video access.

4.86 out of 5 average rating, 187 reviews

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.

4.96 out of 5 average rating, 135 reviews

Apartment in Oshawa

Family Friendly | Cozy | HOT TUB | Near UOIT

Experience comfort and convenience in this newly built 1-bedroom basement apartment with a work study, kitchen and onsite laundry. Relax in the hot tub after a busy day exploring the local farms, hiking trails, and parks nearby. Close to Ontario Tech University, banks, grocery stores, restaurants, and bars. Access to Durham Transit, GO bus & train, and located just 5 mins off highway 407. Ideal for couples or small families with a child. Book now for a hassle-free stay in Oshawa, Ontario.

4.95 out of 5 average rating, 232 reviews

Apartment in Whitby

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!

4.97 out of 5 average rating, 176 reviews

Farm stay in Uxbridge

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.

4.91 out of 5 average rating, 228 reviews

Guest suite in Pickering

Urban HotTub Oasis/Separate Entrance/Unit/DT 30min

Completely private studio suite with cozy queen bed and 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

Superhost

Home in Ajax

4.84 out of 5 average rating, 177 reviews

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

4.84 out of 5 average rating, 164 reviews

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.

4.95 out of 5 average rating, 22 reviews

Modern and Cozy Home

Have fun with the whole family at this stylish place. Thermëa spa village just 5 mins walking way! Brand new house ,Walking distance from the thermea spa village ! Great new home for family , travellers and workers. Amazing location! 2 Minutes from highway 412 and 407. 2 minutes to Walmart and shop, restaurants and gas station. Only 30 mins away from Downtown Toronto , 3 bedrooms ,Over 2300 sqft. of living space.

4.96 out of 5 average rating, 56 reviews

Brand new 3 bedroom house

Walking distance from the thermea spa village ! Great new home for family , travellers and workers. Amazing location! 2 Minutes from highway 412 and 407. 2 minutes to Walmart and shop, restaurants and gas station. Only 30 mins away from Downtown Toronto , 3 bedrooms ,Over 2300 sqft. of living space（basement is not open to guests), Free Wifi. Fully furnished with all amenities and essentials included.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Whitby holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Whitby

4.9 out of 5 average rating, 89 reviews

Full independent basement unit (separate entrance)

Jethro Rating, 5 stars1 week ago

Sam was a great host, gave clear instructions on the check-in process and always responded to my messages in a short time. The Airbnb was spotless and the family above was really nice, overall my stay was very relaxing and hustle free. Will surely be staying here again

4.96 out of 5 average rating, 99 reviews

Entire basement , 1 B/R with 2 beds, 1 full bath

SaritaRating, 5 stars2 months ago

Jasmin was absolutely lovely - very helpful and easy to communicate with! Her space was beautiful! The photos do not do it justice! Tastefully and thoughtfully furnished; we felt right at home! It was also nice to have a parking spot on the driveway, and the location was very easy to find! Check in and check out were smooth and Jasmin was just a quick message away for any clarification! Thank you sooo much for being a wonderful host and for having us! 😸❤️

4.93 out of 5 average rating, 14 reviews

Urban Zen Retreat/Ontario Largest Spa 15min Walk

KelechiRating, 5 stars1 week ago

I recommend this house . Best place for a family vacation . Everything you will need is in this house . Host was responsive . And it’s 3 mins walk to Walmart and other stores

4.9 out of 5 average rating, 29 reviews

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

AnemoneRating, 5 stars1 month ago

This was a lovely place to stay for a stop-over after a weekend in Niagara and a day in Toronto - well situated for a trip back to Eastern Ontario the following day. The house is in a nice, peaceful and walkable neighbourhood. Imran and Ashley were great and responsive hosts.

4.93 out of 5 average rating, 40 reviews

Full Detached House: Luxurious, Bright & Spacious

CedricRating, 5 stars1 month ago

Very nice place to stay , all perfect.

4.95 out of 5 average rating, 97 reviews

Maple Edge

ShondelRating, 5 stars6 days ago

This place was amazing! And the bathroom!!!! Ughhh it was so amazing! The shower and the bed were my favourite part of the stay! Check in and check out went smoothly! The only thing I had an issue with was hearing literally everything happening upstairs including the loud footsteps that did end up waking me up by 6am! But other than that I had no complaints! And I will stay there again! I miss the bed and the shower!