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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Guest favourite

Flat in Whitby

4.97 out of 5 average rating, 316 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷, Whilst enjoying a good movie on HDTV using Chromecast. Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

4–11 Aug

₹8,593 per night

Guest favourite

Guest suite in Courtice

4.98 out of 5 average rating, 110 reviews

***Cozyer n Courtice*** (private apt/own entry)

self-contained, private apt/suite/own entry. [Rates are CDN not US] Spacious bedroom/fireplace/4 piece bathroom. Private living/dining area with cable TV and Wifi. Own entry. Kitchenette/Small Sink/Fridge&Microwave (provide own dishes/cutlery). Located just 6 minutes north of the 401. Close proximity to the 407, 115 and soon to be 418 hwy. Close to Darlington Power Plant and other local businesses. GO/local bus service, restaurants and shopping. Please ask, if earlier check-in required.

28 Jun – 5 Jul

₹4,252 per night

Guest favourite

Flat in Whitby

4.95 out of 5 average rating, 155 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

24 Sep – 1 Oct

₹6,525 per night

Guest favourite

Flat in Oshawa

4.95 out of 5 average rating, 617 reviews

Just like home

This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Bacon, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

23–30 Sep

₹4,410 per night

Guest favourite

Flat in Pickering

4.94 out of 5 average rating, 110 reviews

Walk-out Basement Guest suite w/Fibe & Parking

My family of 4 lives upstairs and are available for any support, questions or concerns. We like to give our guests their privacy during their stay but I am available when needed. The unit comes with Bell Fibe wifi, free parking, and a tv with 1000+steaming channels, Netflix, Prime, AppleTV. Need a place to watch the game or fight?We got it! Our Airbnb is within driving distance to several popular restaurants, bars, shopping and casinos. An ideal central base to explore Pickering.

6–13 Dec

₹6,864 per night

Guest favourite

Flat in Oshawa

4.92 out of 5 average rating, 143 reviews

Modern, Cozy Getaway with a Great View !

This is a beautiful modern and private space, backing onto a scenic ravine. This suite is perfect for singles , couples, small families, professionals, mini getaway or anyone visiting the area. It includes a spacious bedroom with fireplace, a fully stocked eating area, a modern living room with a fireplace, bathroom with double vanity, laundry washer/dryer, free Wi-Fi, BBQ and contactless check-in/check-out. STR Operator Licence #202210008

24–31 Dec

₹8,688 per night

Guest favourite

Guest suite in Oshawa

4.9 out of 5 average rating, 158 reviews

Private guest suite close to downtown Oshawa

This 2-storey addition at the back of the house is perfect for solo travellers or a couple. It has a private entrance and is completely separate from the main house. The house is in a safe and quiet residential neighbourhood and it is a 15 minute walk to downtown Oshawa where there are restaurants, bars, and the Tribute Centre. It is also close to the GO bus (with access to the GO train into Toronto) and local buses.

7–12 May

₹6,342 per night

Guest favourite

Guest suite in Uxbridge

4.96 out of 5 average rating, 165 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

13–20 Nov

₹10,629 per night

Guest favourite

Guest suite in Whitby

4.9 out of 5 average rating, 458 reviews

Canadiana Suite private entry, walk to Thermëa Spa

We welcome travellers "from away" to our Canadiana themed guest suite. Here you will see Canadian artwork and sculptures and hopefully learn something new about Canada! In addition, we have refinished much of the furniture in the space ourselves. Each piece has its own story. We are located 2 km away from the Thermëa Spa, which attracts many of our Airbnb guests.

17–24 Jun

₹5,798 per night

Guest favourite

Home in Whitby

4.93 out of 5 average rating, 152 reviews

Beautiful stylish home

Perfect for SPA. SKI. OPG. Port Whitby, Marina. Sport Teams. ENTIRE HOME Renovated and newly furnished. All amenities: Internet, Wifi, Netflix, Disney+, Spotify, Bar, Bonzini Foosball Table, trail in your backyard, walking distance to GO, 3min to Hwy 401. Calm neighborhood with many facilities: restaurants, shopping centers, movie theatre, playdium and more.

1–8 Apr

₹10,381 per night

Guest favourite

Flat in Oshawa

4.89 out of 5 average rating, 220 reviews

Lovely 1-bedroom apartment rental in NE Oshawa

This stylish place to stay is perfect for a single individual or couple visiting Oshawa. (Adults only) A legal basement apartment with a queen bed, has a separate entrance, and includes all the amenities needed for a home away from home. Includes: Toaster, microwave, Keurig machine, dishes and cutlery, pots and pans, dishwasher, and laundry machines.

15–22 Oct

₹6,200 per night

Guest favourite

Home in Ajax

4.96 out of 5 average rating, 183 reviews

Spacious 3 Bedroom walkout Basement Apartment

Spacious cozy 3-bedroom entire walkout basement apartment ( not the entire house) with a separate entrance, located close to grocery stores ( Metro, Longos ,Shoppers )and other malls. Not far away from highway 401 and 407 . 5 mins to Deer Creek Golf & Banquet Facility, 15 mins drive to Lakeridge Ski resort.

21–28 Jun

₹8,318 per night