Photo by Barbara Day

Holiday Homes in Whitby

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Featured Holiday Homes in Whitby

Cozy Whitby Retreat (Private 2 Bedroom Townhouse)

9.4 out of 10, Exceptional, (3)
"Very nice property. Host responds promptly. "
Cozy Whitby Retreat (Private 2 Bedroom Townhouse)

Ajax Suites

4.0 star property
2.0 out of 10, (2)
"This property (Executive Villa) should not be listed on Expedia. It is not fit to be rented. We arrived at the property to find a filthy house in serious dis-repair. The entire kitchen was filthy, not recent mess but years of baked on grease and dirt. Left over food and wrappers months old left in cupboards. Baseboards throughout the house had years of built up dirt. Ceilings had holes and water stains. Windows dirty and broken, such that bedroom windows could not close. This is not a case of...
Ajax Suites

Cozy Pickering Lakeside Home

10.0 out of 10, Exceptional, (1)
"I had a fantastic stay here! The house was clean, cozy, and exactly as described. One of the best parts is that it's just a 4-minute walk to the lake, which made it easy to enjoy the water, nearby beach, and beautiful parks. The location was perfect for relaxing outdoors. On top of that, the host/agent was extremely helpful and friendly, always quick to respond, helpful making sure I had everything I needed. I highly recommend this place and would love to stay here again!"
Cozy Pickering Lakeside Home

Charming Townhouse Retreat Near Nordic Spa

9.8 out of 10, Exceptional, (9)
"brand new place, feels like a home away from home."
Charming Townhouse Retreat Near Nordic Spa

Family-Friendly: Spacious Getaway

10.0 out of 10, Exceptional, (2)
"Very roomy and clean property, ideal for getaway from the city or to sleep inlaws visiting guests. Highly reccommended!"
Family-Friendly: Spacious Getaway

Brand New Luxury Entire Private Suite Open Concept Retreat, close to everything

10.0 out of 10, Exceptional, (4)
"So convenient to places. And especially the GO. Suite was immaculate. Definately would recommend staying here! Hosts were awesome at communication! Thanks so much!"
The price is AU$192
includes taxes & fees
3 Dec - 4 Dec
Brand New Luxury Entire Private Suite Open Concept Retreat, close to everything

2 Bedrooms in a Charming home for rent in a peaceful community in Pickering

2 Bedrooms in a Charming home for rent in a peaceful community in Pickering

Lakeside Retreat

9.0 out of 10, Wonderful, (4)
"New residential area with a large amount of condos. Nice view of the lake and a good amount of trails along the water. The host was very quick to respond whenever i had any questions. The unit was freshly cleaned prior to our arrival. We went in November as our plans were in Toronto but this would be a nice little summer getaway."
The price is AU$287
includes taxes & fees
26 Nov - 27 Nov
Lakeside Retreat

Adorable Full House Including Basement

9.2 out of 10, Wonderful, (5)
"Our stay was great! Was staying for my wedding night before and night of, house is big and bedrooms were fantastic however it really only slept 10 not 12. There was a small “pull out” that could have slept a small child or two but not 2 adults. There is also only one couch in the house so we had to have someone bring some of our own chairs. Other than that check in and out was smooth and easy and it was a great weekend. Thanks"
Adorable Full House Including Basement

3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees

9.6 out of 10, Exceptional, (4)
"Shawn and Priya are super hosts property was perfect for our needs they cared about their guest and will do their best to help you to have a successful family gathering they were easy and prompt to respond to my inquiries and all details were promptly given.. will recommend location if you have a family gathering will ensure you clearly specify what you want and hope everyone who enjoys their stay in the property take care of it like it was your own"
The price is AU$1,430
includes taxes & fees
26 Nov - 27 Nov
3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees

Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park

9.2 out of 10, Wonderful, (11)
"Owner was very quick to respond to inquiries and there was excellent communication throughout the booking process. The property is located in a nice area and very close to a park as well as the waterfront. Excellent location if you enjoy walking like I do. The amenities were OK. I wish the pool was cleaner - We used the scrubbing robot provided, but the algae settled onto the pool bottom each night and I think it needed some chemical upkeep. The pool cues are missing the felt tips, and the...
Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park

Dazzling Modern Home Next to Beach & Go Station

9.2 out of 10, Wonderful, (7)
"Enjoyed our stay at this spacious home. Accommodated us all nicely."
Dazzling Modern Home Next to Beach & Go Station

Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404

Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404

Beautiful New Townhouse in Quiet Neighbourhood

8.6 out of 10, Excellent, (20)
"Overall very nice but was not the cleanest when we got there. "
Beautiful New Townhouse in Quiet Neighbourhood

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

9.2 out of 10, Wonderful, (9)
"We’ll located and walkable to shopping and restaurants. No tv though. "
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

NEW Spacious Central Family Townhome 3Bdrm

NEW Spacious Central Family Townhome 3Bdrm

Luxury Family Home

10.0 out of 10, Exceptional, (4)
"The house was clean. The agent responded to all questions timely. checking out was a a piece of cake. We will rent it again."
Luxury Family Home

Modern bright cozy 3bed 3bath Vacation house in Ajax, GTA, ON, Canada

9.8 out of 10, Exceptional, (7)
"Property was exactly as posted. Spacious for our family of 4. Furniture wasn’t very comfortable to sit on in living room, and kitchen lacked some supplies - cling wrap, foil, etc. I wish the bathrooms had towel bars, no place to hang a hand towel anywhere. Host was very responsive and pleasant. Overall it was a good stay. "
Modern bright cozy 3bed 3bath Vacation house in Ajax, GTA, ON, Canada

Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room

9.2 out of 10, Wonderful, (11)
"We wanted a comfortable place with a kitchen that could accommodate all four of us in a pleasant neighbourhood that didn’t cost a fortune. This place ticked all the boxes!"
Spacious Hideaway near Toronto ~ Backyard, Parking, BBQ, Game-Room

Bowmanville Vacation Home

10.0 out of 10, Exceptional, (1)
"Our stay was brief but we felt most welcome! Thank you for all the personal touches to make our stay memorable!"
The price is AU$728
includes taxes & fees
26 Nov - 27 Nov
Bowmanville Vacation Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Whitby

Modern interior with elegant Décor

9.2 out of 10, Wonderful, (15)
"Amazing home and an even better backyard! Great for large groups as there is so much space. "
Modern interior with elegant Décor

One bedroom apartment/suite

10.0 out of 10, Exceptional, (10)
"Adorable spot. Perfect for 1-2 people. Everything was clean and well taken care of and the host was great to deal with. We would definitely stay here again"
The price is AU$175
includes taxes & fees
2 Dec - 3 Dec
One bedroom apartment/suite

Dream Catcher Retreat - Luxurious Charming Modern Suite with splash of Glam

10.0 out of 10, Exceptional, (24)
"The suite had everything we needed and the presentation when we walked in was inviting."
The price is AU$249
includes taxes & fees
26 Nov - 27 Nov
Dream Catcher Retreat - Luxurious Charming Modern Suite with splash of Glam
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.