Pigeon Bay Cottages - Vacation Rentals in Whitby

Two bedroom basement apartment From US $108
         

10.0 (1 Review)
Apartment
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Cozy Whitby Retreat - 2 Bedroom Private House From US $255
         

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One bedroom apartment/suite From US $125
         

10.0 (21 Reviews)
Apartment
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Cozy Clean & Bright - Host your family Christmas in our magnificent home From US $575
         

Stylish 3 BR Apt w/Free Parking, Wifi & Patio From US $226
         

10.0 (2 Reviews)
Apartment
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  • Pet Friendly

Luxury Places to Stay in Whitby

Over 191+ Luxury Places to Stay in or Near Whitby
Entire 4 Bedroom Home in Whitby From US $580
         

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Stylish 3 BR Apt with Free Parking, Wifi and Patio From US $480
         

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2.0 (1 Review)
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Willow Nest - 5 Beds, 2.5 Baths, 3 Park, Thermea Spa From US $407
         

10.0 (1 Review)
House
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Executive Corporate Homestay for Tourists/Newcomers From US $404
         

Spacious Lakeside Retreat within GTA Conservation Area with Wildlife. From US $375
         

10.0 (6 Reviews)
Cottage
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Largest ensuite bedroom in a guest house From US $370
         

6.0 (4 Reviews)
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Beautiful 3 bedroom Entire detached home From US $317
         

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9.5 (9 Reviews)
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  • Balcony/Terrace
Luxe 4BR Retreat w Heated Pool Hot Tub and BBQ From US $317
         

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Top-Rated Vacation Rentals with a Pool in Whitby

Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Whitby
Holiday Inn Express Whitby by IHG From US $117
         

9.2 (1128 Reviews)
Hotel
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  • Pool
Poolside entire lower level apt From US $96
         

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9.1 (9 Reviews)
House
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Holiday Inn Express Whitby Oshawa by IHG From US $181
         

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8.7 (620 Reviews)
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Residence Inn by Marriott Whitby From US $110
         

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8.4 (1006 Reviews)
Hotel
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Luxury home 4BR, Pool, & 5 Mins to 401 From US $211
         

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8.4 (5 Reviews)
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Residence Inn by Marriott Whitby From US $239
         

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8.3 (319 Reviews)
Hotel
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Luxe 4BR Retreat w/Heated Pool, Hot Tub & BBQ From US $118
         

6.0 (1 Review)
House
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Whitby

Over 29+ Pet-Friendly Vacation Rentals in or Near Whitby
Cozy Retreat Great for Short/Long Term Stays. From US $198
         

8.8 (3 Reviews)
Apartment
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Modern Luxury Home From US $66
         

9.4 (6 Reviews)
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Fabulous 3 bedroom in Whitby From US $201
         

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Fabulous 3 bedroom in Whitby From US $178
         

6.0 (3 Reviews)
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Chic & Bright 1BR Apt with Free Wifi & Parking From US $81
         

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4BR 2.5WR Townhouse Downtown Whtiby From US $171
         

10.0 (1 Review)
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Spacious 2 beds Apartment in Downtown Whitby From US $151
         

5.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Laundry
See More Pet-Friendly Vacation Rentals in Whitby on PetFriendly.io

Large Vacation Homes & Villas in Whitby

Over 20+ Large Vacation Homes & Villas in or Near Whitby
Comfort King - 4 Bedroom House From US $291
         

4.0 (2 Reviews)
House
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  • Designated Smoking Area
Whitby Hideout - 3BR, 5BD, 3WR, Pool Table, Sauna From US $180
         

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9.0 (4 Reviews)
House
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  • View
Cozy 4-Bedroom Home with Large Yard in Whitby From US $305
         

Quaint 4-bedroom house with AC in charming Whitby on From US $562
         

Luxury 6BR House in Whitby From US $443
         

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Wheelchair Accessible Vacation Homes in Whitby

Over 4+ Wheelchair Accessible Vacation Homes in or Near Whitby
Quality Suites From US $130
         

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7.7 (707 Reviews)
Hotel
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Quality Suites Whitby From US $93
         

8.2 (1079 Reviews)
Hotel
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  • TV
Motel 6-Whitby, ON - Toronto East From US $87
         

5.6 (526 Reviews)
Hotel
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  • Pet Friendly
Motel 6 Whitby, ON - Toronto East From US $97
         

6.0 (1003 Reviews)
Hotel
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  • TV

Whitby Vacation Rentals and Airbnb Places to Stay Under $200

Over 105+ Whitby Vacation Rentals and Airbnb Places to Stay Under $200
Beautiful & Spacious 1 Bedroom Apartment From US $92
         

10.0 (2 Reviews)
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Guest Suite in Whitby From US $119
         

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9.6 (15 Reviews)
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Basement apartment in Whitby. From US $135
         

10.0 (1 Review)
Apartment
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Fabulous 2-bedroom apartment with AC in charming Whitby From US $99
         

10.0 (1 Review)
Apartment
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Clean and Modern Guest Suite in Whitby From US $125
         

9.8 (26 Reviews)
Apartment
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Cozy Whitby Retreat (Private 2 Bedroom Townhouse) From US $148
         

9.0 (4 Reviews)
House
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Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry From US $195
         

9.0 (2 Reviews)
House
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  • TV

Instantly Bookable Vacation Homes in Whitby

Over 65+ Instantly Bookable Vacation Homes in or Near Whitby
Charming Townhouse Retreat Near Nordic Spa From US $221
         

9.2 (22 Reviews)
House
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  • TV
Stylish 3BR Whitby Home in Prime Location From US $207
         

8.0 (3 Reviews)
House
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Finesse - 3 bedroom house From US $291
         

6.0 (1 Review)
House
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Townhouse near the conservation areas From US $238
         

5.0 (4 Reviews)
House
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Peace of Mind From US $67
         

2.0 (1 Review)
Apartment
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About Whitby Vacation Rentals

With more than 200 Whitby vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pigeonbaycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Whitby.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Pigeonbaycottages Whitby, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Whitby. Places to stay near Whitby are 803.72 ft² on average, with prices averaging $195 a night.

Pigeonbaycottages makes it easy and safe to find and compare vacation rentals in Whitby with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Whitby

Type Count
Vacation Homes 133
Holiday Apartments 51
Hotels with Suites 10
Cottages 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in Whitby

Pro Tip: Pigeonbaycottages makes it easy to compare the best listings on Pigeonbaycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pigeonbaycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Whitby.

Weather in Whitby

View the weather forecast for Whitby before booking your Whitby Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Whitby Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Whitby?
How many vacation rentals have private pools in Whitby?

There are 1 vacation rentals with private pools near Whitby. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Whitby?

Currently, the total number of properties listed in 2026 is over 200 in the Whitby area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Whitby.