Owner Direct Vacation Rentals in Whitby

The Best Owner Direct Vacation Rentals in Whitby. Explore thousands of vacation home rentals, large cabins, and villas near Whitby

Whitby Hideout - 3BR, 5BD, 3WR, Pool Table, Sauna From US $180
         

|
9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Fabulous 3 bedroom in Whitby From US $201
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Stylish 3 BR Apt with Free Parking, Wifi and Patio From US $162
         

|
2.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Chic and Bright 1BR Apt with Free Wifi and Parking From US $142
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 1-bedroom basement apartment- Venus near Thermea Spa Whitby
New
From US $67
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy Whitby Retreat From US $91
         

8.5 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Whitby

Over 182+ Luxury Places to Stay in or Near Whitby
Quaint 4-bedroom house with AC in charming Whitby on From US $745
         

Entire 4 Bedroom Home in Whitby From US $581
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 3-bedroom house in lovely Whitby area From US $518
         

New
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Cozy Clean & Bright - Host your family Christmas in our magnificent home From US $491
         

Luxury home 4BR, Pool, & 5 Mins to 401 From US $427
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Executive Corporate Homestay for Tourists/Newcomers From US $404
         

Top-Rated Vacation Rentals with a Pool in Whitby

Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Whitby
Holiday Inn Express Whitby by IHG From US $117
         

9.2 (1120 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Poolside entire lower level apt From US $96
         

|
9.1 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Whitby Oshawa by IHG From US $205
         

|
8.7 (620 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Whitby From US $99
         

|
8.4 (1009 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Whitby From US $145
         

|
8.3 (319 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxe 4BR Retreat w/Heated Pool, Hot Tub & BBQ From US $171
         

6.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxe 4BR Retreat w Heated Pool Hot Tub and BBQ From US $317
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Whitby

Over 34+ Pet-Friendly Vacation Rentals in or Near Whitby
Motel 6-Whitby, ON - Toronto East From US $87
         

5.6 (521 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fabulous 3 bedroom in Whitby From US $201
         

6.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Rita's Kunjo - 2BR, 3BD, 2WR, Full Ktchn, Living From US $109
         

|
9.1 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Urban Retreat 4BR From US $169
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Retreat Great for Short/Long Term Stays. From US $198
         

8.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Comfy Basement Suite in Quiet Neighbourhood From US $128
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Whitby on PetFriendly.io

Large Vacation Homes & Villas in Whitby

Over 19+ Large Vacation Homes & Villas in or Near Whitby
3 bedroom new build home in Durham region From US $261
         

7.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Glamorous 5 BR Getaway Mins Away From Thermea Spa From US $292
         

4.0 (5 Reviews)
House
  • Pet Friendly
  • TV
  • Child Friendly
Luxury 6BR House in Whitby From US $443
         

New
House
  • Security/Safety
  • Child Friendly
Spacious 5-bedroom house in charming Whitby with WiFi and AC From US $434
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Modern Luxury Retreat - Thermea Spa From US $313
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Cozy 4-Bedroom Home with Large Yard in Whitby From US $305
         

Wheelchair Accessible Vacation Homes in Whitby

Over 3+ Wheelchair Accessible Vacation Homes in or Near Whitby
Quality Suites From US $130
         

|
7.7 (785 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Motel 6 Whitby, ON - Toronto East From US $125
         

6.0 (1016 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Quality Suites Whitby From US $89
         

8.2 (1010 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Whitby Varoom and Airbnb Places to Stay Under $200

Over 102+ Whitby Varoom and Airbnb Places to Stay Under $200
Home of Sweet Dream From US $81
         

|
8.2 (24 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Little Haven Loft
New
From US $116
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Lakeridge Motel From US $113
         

7.2 (7 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Bedding/Linens
Ravine Retreat - 3RM Suite, 2BD, 1 WR, Pool, Sauna From US $99
         

|
9.0 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Cozy Haven Retreat 2Bed Basement From US $111
         

|
8.5 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
LOVE and Relax at Dream Catcher Retreat From US $98
         

|
9.2 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View

Instantly Bookable Vacation Homes in Whitby

Over 73+ Instantly Bookable Vacation Homes in or Near Whitby
Home of Sweet Dream From US $103
         

8.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
One bedroom apartment/suite From US $117
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Affordable 4 bedroom house close to Highway 401 From US $149
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Whitby·Vacation home with heated pool From US $170
         

6.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Modern 3BR 2.5BA Townhome, 2 min to the Beach, BBQnn From US $235
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy Private space in Whitby From US $107
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Whitby Vacation Rentals

With more than 191 Whitby vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect 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 Ownerdirect 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 905.73 ft² on average, with prices averaging $195 a night.

Ownerdirect 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 127
Holiday Apartments 48
Hotels with Suites 9
Cottages 3
Villas 2

Use these Quick Filters to Find a Vacation Rental in Whitby

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect 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