Unplugged Weekend - Vacation Rentals in Oshawa

Beautiful Breezy Lake House! From US $295
         

9.6 (4 Reviews)
House
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Rising Spirit Bed & Breakfast From US $123
         

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9.8 (65 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Business Services
A Ray of Sunshine on Scugog From US $198
         

New
Cottage
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  • Balcony/Terrace
Cosy 3-Bedroom Home in Quiet Cul-de-Sac From US $183
         

10.0 (27 Reviews)
House
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  • Parking
  • Pet Friendly
Enniskillen Vacation Home Retreat! From US $888
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Oshawa

Over 884+ Luxury Places to Stay in or Near Oshawa
Nice Room In Renovated Basement From US $3,684
         

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New
Villa
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Exquisite private Villa just outside of the city. From US $3,183
         

10.0 (1 Review)
Villa
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  • Parking
  • Pool
The Perfect Getaway from The Everyday !nFraser Beach Resort From US $1,125
         

10.0 (4 Reviews)
Cottage
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  • Pet Friendly
Ambassador style Smart home 5 min walk to beach From US $976
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Oshawa

Over 48+ Top-Rated Vacation Rentals with a Pool in or Near Oshawa
Home away from home family get away From US $107
         

10.0 (1 Review)
Apartment
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  • Pool
Our Valley View Bed & Breakfast From US $145
         

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9.8 (36 Reviews)
Bed & Breakfast
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  • Pool
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/WIFI+ Parking From US $120
         

Holiday Inn Express Whitby by IHG From US $117
         

9.2 (1120 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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Pickering Casino Resort Hotel From US $90
         

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9.0 (3753 Reviews)
Hotel
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Comfort Inn & Suites From US $99
         

8.8 (1011 Reviews)
Hotel
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  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Oshawa

Over 221+ Pet-Friendly Vacation Rentals in or Near Oshawa
Sleigh the Holidays! Entire Lakefront Cottage over Xmas or NYE! From US $353
         

10.0 (41 Reviews)
Cottage
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  • Pet Friendly
THE TARTAN HOUSE BED & BREAKFAST From US $163
         

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9.8 (46 Reviews)
Bed & Breakfast
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  • Pet Friendly
Luxury 4BR Villa From US $343
         

New
House
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  • Child Friendly
Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds. From US $441
         

10.0 (5 Reviews)
House
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  • Parking
  • Pet Friendly
Modern Nest - 4 BR House, 5 Beds, 2.5 Baths, 3 Park From US $306
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Clean & Bright - Host your family Christmas in our magnificent home From US $491
         

DT Retreat : Firepit, Backyard, Arcade From US $280
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Oshawa on PetFriendly.io

Large Vacation Homes & Villas in Oshawa

Over 116+ Large Vacation Homes & Villas in or Near Oshawa
Luxury 2-Bed Townhouse Near Waterfront & Downtown From US $135
         

10.0 (2 Reviews)
Villa
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  • Parking
  • Balcony/Terrace
Cozy 10acre Farm Cottage in Goodwood: @HermosoStay From US $890
         

New
Cottage
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Castle in Bowman*Close to Port Darlington*Whole House*Arcade*King Bed*Backyard* From US $352
         

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking) From US $248
         

10.0 (1 Review)
House
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  • Parking
  • Pet Friendly
Grand Waterfront Retreat – Under 1hr from Toronto From US $695
         

9.8 (21 Reviews)
Villa
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  • Pet Friendly
Spacious 5BR Home for Families/Business Travelers From US $295
         

9.6 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Oshawa

Over 26+ Wheelchair Accessible Vacation Homes in or Near Oshawa
Pickering Casino Resort From US $166
         

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8.6 (1261 Reviews)
Resort
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  • Pet Friendly
Great Blue Heron Hotel From US $84
         

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9.0 (797 Reviews)
Hotel
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  • TV
New Luxury Condo w/rooftop terrace pool by casino From US $109
         

10.0 (2 Reviews)
Condo
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  • Parking
  • Pet Friendly
Home Away From Home From US $71
         

New
Condo
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  • Pool
  • TV

Oshawa Varoom and Airbnb Places to Stay Under $200

Over 546+ Oshawa Varoom and Airbnb Places to Stay Under $200
Family Getaway From US $114
         

New
Apartment
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  • Pool
Susan's Sanctuary Bed & Breakfast From US $94
         

9.6 (10 Reviews)
Bed & Breakfast
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  • Parking
  • Balcony/Terrace
RedDore - 2 Bedroom Cozy Basement Suite From US $126
         

10.0 (27 Reviews)
House
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  • Parking
  • TV
One bedroom apartment/suite From US $124
         

10.0 (21 Reviews)
Apartment
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  • Security/Safety
  • Bedding/Linens
Vacation Home in Pickering From US $186
         

10.0 (6 Reviews)
Apartment
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  • Parking
  • TV

Instantly Bookable Vacation Homes in Oshawa

Over 408+ Instantly Bookable Vacation Homes in or Near Oshawa
Lakeside Serenity: A Modern 3BR Family Getaway From US $214
         

Lakeside Luxe From US $484
         

10.0 (4 Reviews)
House
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  • Parking
  • Security/Safety
Lake Breeze Apartment, EV Charging & Free Parking From US $133
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Country Guest House From US $104
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities

About Oshawa Vacation Rentals

With more than 20 Oshawa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Unpluggedweekend 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 Oshawa.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Unpluggedweekend Oshawa, 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 Oshawa. Places to stay near Oshawa are 859.35 ft² on average, with prices averaging $710 a night.

Unpluggedweekend makes it easy and safe to find and compare vacation rentals in Oshawa 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 Oshawa

Type Count
Vacation Homes 9
Cottages 4
Holiday Apartments 2
B&B 1
Cabin Rentals 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Oshawa

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

Weather in Oshawa

View the weather forecast for Oshawa before booking your Oshawa 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