Oshawa holiday rentals
We found 486 holiday rentals — enter your dates for availability
Find the perfect holiday home within close proximity to Oshawa, ON (YOO-Oshawa Municipal). Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a hot tub and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Oshawa, ON (YOO-Oshawa Municipal)
Showing deals for:7 Nov - 14 Nov
Image gallery for Superhouse for all!
8.48.4 out of 10 rating
Very good
(5 reviews)
Superhouse for all!
Pickering, ON
15% off
Price is S$4,612
S$4,612
S$659 per night
includes taxes & fees
Image gallery for Assets Event Venue Modern interior with elegant Décor
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Assets Event Venue Modern interior with elegant Décor
Whitby, ON
7% off
Price is S$16,493
S$16,493
S$2,356 per night
includes taxes & fees
Image gallery for Newly Renovated Home in Whitby
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Newly Renovated Home in Whitby
Whitby, ON
7% off
Price is S$2,047
S$2,047
S$292 per night
includes taxes & fees
Image gallery for Tree House getaway with swimming, 18km of Hiking and MTN Biking Trails.
1010 out of 10 rating
Exceptional
(9 reviews)
Tree House getaway with swimming, 18km of Hiking and MTN Biking Trails.
Scugog, ON
8% off
Price is S$3,266
S$3,266
S$467 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Cottage Sunset Lakeview 1hr from Toronto with NEW HOT TUB!!
9.09.0 out of 10 rating
Wonderful
(23 reviews)
Beautiful Waterfront Cottage Sunset Lakeview 1hr from Toronto with NEW HOT TUB!!
Scugog, ON
6% off
Price is S$3,228
S$3,228
S$461 per night
includes taxes & fees
Image gallery for 1820 Log Cabin on Private 300 acres. Mtn biking, Hiking, x-country Skiing
1010 out of 10 rating
Exceptional
(17 reviews)
1820 Log Cabin on Private 300 acres. Mtn biking, Hiking, x-country Skiing
Scugog, ON
21% off
Price is S$3,025
S$3,025
S$432 per night
includes taxes & fees
Image gallery for 4000 Sq. Ft. English-Style Stone House
1010 out of 10 rating
Exceptional
(16 reviews)
4000 Sq. Ft. English-Style Stone House
Uxbridge, ON
24% off
Price is S$5,857
S$5,857
S$837 per night
includes taxes & fees
Image gallery for Experience Blissful Lakeside Living: Retreat with Stunning Views, Beach Access
1010 out of 10 rating
Exceptional
(6 reviews)
Experience Blissful Lakeside Living: Retreat with Stunning Views, Beach Access
Bowmanville, ON
7% off
Price is S$2,746
S$2,746
S$392 per night
includes taxes & fees
Image gallery for Modern luxury suite near historic downtown Port Perry
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Modern luxury suite near historic downtown Port Perry
Port Perry, ON
17% off
Price is S$1,092
S$1,092
S$156 per night
includes taxes & fees
Image gallery for Downtown Apartment 6 or 7 People
8.48.4 out of 10 rating
Very good
(5 reviews)
Downtown Apartment 6 or 7 People
Bowmanville, ON
8% off
Price is S$973
S$973
S$139 per night
includes taxes & fees
Image gallery for Urban Haven: 2BR/2BA+Office, Kitchen, Dining
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Urban Haven: 2BR/2BA+Office, Kitchen, Dining
Clarington, ON
8% off
Price is S$1,119
S$1,119
S$160 per night
includes taxes & fees
Image gallery for 3 Bedrooms Markham Private HOME w Parking 3-6Guests
1010 out of 10 rating
Exceptional
(13 reviews)
3 Bedrooms Markham Private HOME w Parking 3-6Guests
Markham, ON
6% off
Price is S$1,721
S$1,721
S$246 per night
includes taxes & fees
Image gallery for Stylish 2BR: w/free parking & streaming!
8.48.4 out of 10 rating
Very good
(5 reviews)
Stylish 2BR: w/free parking & streaming!
Pickering, ON
11% off
Price is S$1,108
S$1,108
S$158 per night
includes taxes & fees
Image gallery for Entire 1 bedroom basement suite with separate entrance in North Oshawa
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Oshawa, ON
5% off
Price is S$1,102
S$1,102
S$157 per night
includes taxes & fees
Image gallery for Family Friendly | Cozy | HOT TUB | Near UOIT
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Family Friendly | Cozy | HOT TUB | Near UOIT
Oshawa, ON
7% off
Price is S$1,006
S$1,006
S$144 per night
includes taxes & fees
Image gallery for RedDore - 2 Bedroom Cozy Basement Suite
1010 out of 10 rating
Exceptional
(27 reviews)
RedDore - 2 Bedroom Cozy Basement Suite
Pickering, ON
8% off
Price is S$1,188
S$1,188
S$170 per night
includes taxes & fees
Image gallery for Beachy bungalow
1010 out of 10 rating
Exceptional
(7 reviews)
Beachy bungalow
Pickering, ON
8% off
Price is S$1,405
S$1,405
S$201 per night
includes taxes & fees
Image gallery for Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds.
1010 out of 10 rating
Exceptional
(5 reviews)
Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds.
Ajax, ON
8% off
Price is S$4,172
S$4,172
S$596 per night
includes taxes & fees
Image gallery for Oshawa Connect: Prime Location, Modern Space
8.08.0 out of 10 rating
Very good
(11 reviews)
Oshawa Connect: Prime Location, Modern Space
Oshawa, ON
8% off
Price is S$1,240
S$1,240
S$177 per night
includes taxes & fees
Image gallery for Dream Catcher Retreat - Luxurious Charming Modern Suite with splash of Glam
1010 out of 10 rating
Exceptional
(26 reviews)
Dream Catcher Retreat - Luxurious Charming Modern Suite with splash of Glam
Whitby, ON
8% off
Price is S$873
S$873
S$125 per night
includes taxes & fees
Image gallery for “Love by the Water: Cozy Loft, Romantic Retreat”
9.69.6 out of 10 rating
Exceptional
(8 reviews)
“Love by the Water: Cozy Loft, Romantic Retreat”
Bowmanville, ON
8% off
Price is S$1,358
S$1,358
S$194 per night
includes taxes & fees
Image gallery for Home in Durham
8.68.6 out of 10 rating
Excellent
(10 reviews)
Home in Durham
Oshawa, ON
17% off
Price is S$1,914
S$1,914
S$273 per night
includes taxes & fees
Image gallery for Charming 3-bedroom home in Whitby, just a short walk from Thermea Spa Whitby.
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 3-bedroom home in Whitby, just a short walk from Thermea Spa Whitby.
Whitby, ON
25% off
Price is S$1,825
S$1,825
S$261 per night
includes taxes & fees
Image gallery for GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
9.29.2 out of 10 rating
Wonderful
(14 reviews)
GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Ajax, ON
6% off
Price is S$789
S$789
S$113 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Oshawa
Cozy ensuite w/seperate entrance & balcony, 1 minute to grocery and Rotary Park
Sleeps 1 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Spacious, Stylish & Tranquil Gem near Town Center!
Sleeps 10 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Private Room Near Ontario Tech
Sleeps 2 · 1 bedroom · 1 bathroom
2.02.0 out of 10
1 review(1 review)
Brand new 3 bedrooms at Harmony road
Sleeps 6 · 3 bedrooms · 2+ bathrooms
4.04.0 out of 10
4 reviews(4 reviews)
Townhouse near the conservation areas
Sleeps 3 · 1 bedroom · 1 bathroom
4.04.0 out of 10
1 review(1 review)
Modern & Comfy Getaway | Near Delpark Homes Centre
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value