
Holiday rentals in Oshawa
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Top-rated holiday rentals in Oshawa
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Oshawa
Guest favourite

Home in Pickering
5 out of 5 average rating, 10 reviewsHome away home
ChrispenRating, 5 stars1 month ago
The property was exactly as described, if not better. The host's attention to detail was evident throughout the home. The kitchen was fully equipped with modern appliances and a wide array of utensils, making meal preparation a breeze. The living area was spacious and comfortable, and cozy, which makes you relax. Bedrooms were immaculate, with high-quality linens and storage space. Quiet neighborhood, conveniently close to local stores and places. Everything is within easy reach. I highly recommend to anyone seeking a comfortable and convenient stay. The host's dedication to providing an exceptional experience is truly commendable.
Guest favourite

Home in Oshawa
4.97 out of 5 average rating, 29 reviewsCheerful 4 bedroom over 3350 sq ft living area
SydneyRating, 5 stars6 months ago
Spent a wonderful weekend at this home while visiting family nearby! The house is very spacious and the kitchen was stocked with all the dishes and cookware we needed to make our own meals. The en-suite bathrooms for each bedroom was a great bonus. We were all very impressed, and would happily stay here again next time!
Superhost

Home in Pickering
4.74 out of 5 average rating, 31 reviewsStunning Farmhouse In Pickering!
AswinRating, 5 stars1 week ago
This place was a gem. we found JP absolutely from nowhere when our booking to another property was cancelled in the last moment and JP was our savior for the weekend getaway. serenity and beauty at its peak. be it with your family or friends I would recommend this property to anyone. don't forget to go for a walk in the woods that's within the property. I will revisit this place in summer as well. Thank you JP for being an amazing host.
Guest favourite

Home in Port Perry
4.93 out of 5 average rating, 217 reviewsHome away from home with a hot tub and pool
KristinaRating, 5 stars4 months ago
We had the most wonderful stay in such a clean and beautiful home. Perfectly equipped with everything we needed for a family of 6 to have a comfortable stay. A bedroom full of toys kept our little kids very entertained. Instructions were very clear and the hosts were very quick to respond to questions. The property was very close to everything we needed: walmart, restaurants, shopping. Felt like a safe and peaceful area. We would love to stay here again when visiting family.
Guest favourite

Guest house in Uxbridge
4.96 out of 5 average rating, 136 reviewsGuesthouse in nature mins to Ski hills and Spa!
SandraRating, 5 stars1 month ago
Charming and cozy home for a weekend getaway! It is conveniently located near “downtown” Uxbridge, yet distant enough to be surrounded by nature 🌲
Guest favourite

Home in Pickering
5 out of 5 average rating, 5 reviews6 beds Full house W ravine view
BilalRating, 5 stars2 months ago
Jeya’s place was amazing. Me and my family had an amazing time. Met my every expectation on top of being a very informative host. Will highly recommend.
Guest favourite

Townhouse in Ajax
4.89 out of 5 average rating, 35 reviewsCharming 3-Bedroom Townhome with Modern Amenities
OluwakemiRating, 5 stars1 day ago
this property is a masterpiece, cosy yet spacious with all modern amenities in place. plenty of everything . Fully stocked kitchen, toiletries and tools. It was a 5 star accommodation. The host was very helpful and promptly attended call out even though no emergencies actually occurred. This is a 5 star property and one of the best i have stayed in Toronto
Superhost

Home in Pickering
4.85 out of 5 average rating, 46 reviewsToronto Vacation DecemberPromotion/Park/Zoo/Casino
Huy LongRating, 5 stars1 month ago
Great host! Great response time and services!
Quick stats about holiday rentals in Oshawa
Total rentals
680 properties
Total number of reviews
13K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
400 properties have a dedicated workspace
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
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- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Hudson Valley Holiday rentals
- Montreal Holiday rentals
- Family-friendly rentals Oshawa
- Rentals with a washing machine and dryer Oshawa
- Rentals with a firepit Oshawa
- Rentals with lake access Oshawa
- House rentals Oshawa
- Pet-friendly rentals Oshawa
- Cottage rentals Oshawa
- Rentals with pools Oshawa
- Rentals with a patio Oshawa
- Flat rentals Oshawa
- Rentals with outdoor seating Oshawa
- Fitness-friendly rentals Oshawa
- Rentals with a fireplace Oshawa
- Private suite rentals Oshawa
- Rentals with beach access Oshawa
- Rentals with a hot tub Oshawa
- Yurt Rentals United States
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- Holiday Chalets United Kingdom
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- The Danforth Music Hall
- Metro Toronto Convention Centre
- CF Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Massey Hall
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Harbourfront Centre
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Royal Ontario Museum
- Royal Alexandra Theatre
- Casa Loma
- BMO Field
- Lakeridge Ski Resort
- Ed Mirvish Theatre
- Dufferin Grove Park