Holiday rentals in Oshawa

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Top-rated holiday rentals in Oshawa

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Guest favourite

Rental unit in Windfields

4.94 out of 5 average rating, 16 reviews

2BR Style Haven: Spotless Charm

Unwind in our 2BR basement haven, a stylish retreat with immaculate interiors and ample space. Enjoy the convenience of a separate entrance in a family-friendly neighborhood, centrally located near grocery shops, gas stations, and Costco. Fully furnished with modern appliances, this chic apartment offers a perfect blend of comfort and style. Relax in the spacious living areas, equipped with all the amenities you need for a seamless stay. Book now for a memorable experience in this modern oasis!

Guest favourite

Rental unit in Pickering Beach

4.81 out of 5 average rating, 126 reviews

Luxurious Private Suite by the Lake

Welcome to your home away from home! This is an entire private apartment that is equipped with all your needs for a relaxing stay. It includes: Luxurious Bathroom with Soaker Tub Private Patio with Seating Roku TV with Cable, Netflix & Featured Apps Stainless Steel Appliances including Toaster, Microwave, Fridge, Keurig Coffee Maker & Kettle Air Conditioning & Heat Provided Clean Towels, Fresh Linens, Toiletries & Snacks Provided Birthday and Anniversary Packages upon Request and much more

Guest favourite

Rental unit in Whitby

4.95 out of 5 average rating, 189 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!

Guest favourite

Rental unit in Oshawa

4.94 out of 5 average rating, 680 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.

Guest favourite

Home in Bowmanville

4.91 out of 5 average rating, 123 reviews

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

Guest favourite

Guest suite in Whitby

4.84 out of 5 average rating, 108 reviews

Two Bedroom Basement Apartment

Have fun with the whole family at this stylish place. This space has all the amenities including Free WIFI, Netflix, Laundry, and a full Kitchen. Only 6 minutes drive from highway 401, 10 mins drive from Oshawa Mall, 5 mins drive from down town Whitby, and 5 mins drive from Whitby Entertainment Centrum (Landmark Cinemas and Restaurants, Good Life Gym). Also close by are other kids entertainment places such as, Flying Squirrel, Sky Zone, and Reptilia.

Guest favourite

Rental unit in Windfields

4.92 out of 5 average rating, 156 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 #202410032

Guest favourite

Guest suite in Oshawa

4.9 out of 5 average rating, 162 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.

Guest favourite

Home in Oshawa

4.87 out of 5 average rating, 164 reviews

Whole place! Best Stay in Oshawa Close to hwy 401

★ Why book a room when you can have a luxurious 1 bedroom detached house where you will enjoy a stylish experience. ★ Everything is brand new and decorated with love. ★ Its approx. 03 minutes drive to highway 401 and around 05 minutes to restaurants and stores. ★ 47 amenities have been added so far for your stay ★ Last but not least, price is very affordable and it's not a basement

Guest favourite

Guest suite in Uxbridge

4.96 out of 5 average rating, 179 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

Guest favourite

Home in Whitby

4.91 out of 5 average rating, 185 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.

Guest favourite

Rental unit in Oshawa

4.87 out of 5 average rating, 254 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.