Top Airbnb Luxury Rentals In Oshawa, Canada

airbnb oshawa luxury
| 3 min read

Looking to feast your eyes on the Canadian automotive that date way back to 1902? Or maybe you are out to meet the joy that comes with a walk in the park. Oshawa city is just where you should be, it boasts over 130 parks, lying on the shore of Lake Ontario and home to the Canadian Automotive Museum. With the numerous recreation centers, it is not only a laid-back place to go on holiday but also to live. But then, your holiday would not be amazing without a luxurious place to lay your head after that walk in the park or maybe that adrenaline pump after skateboarding now would it? Worry not, we got you a selection of amazing, luxury and definitely affordable vacation rentals. Keep reading for a list of the top Airbnb luxury rentals in Oshawa, Canada.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 03, 2024.

1. Cedar treehouse (from USD 372)

Located one hour away from the city of Toronto, on a vast private forest is this amazing Airbnb cedar treehouse. The interior is everything antique and the gazebo gives you a breathtaking view through the surrounding trees. There is a beautiful hiking trail, and several pools for a great swim and skating in winter. The 300 acres (121 hectares) of land will give you an escape from the world if you are a private person. It is in close proximity to hotels and a golf course, and you can have a toast to life at the nearby winery while making new friends.

Stayed at this property?
Port Perry, Ontario, Canada
23.25 km (14.5 mi) from The Oshawa Valley Botanical Gardens
531 reviews   Superhost Wifi Available
Treehouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
tree house is comfortable and has everything you need
spring fed pond was so beautiful to swim in
we had the best sleep and loved going to bed and waking to the sounds of nature
clean comfortable quiet
very clean and easy to navigate
very clean very well taken care of
the treehouse itself is beautiful and clean and has everything you could need for a wonderful stay
the space was beautiful clean and had great amenities
oliver and frank were amazing hosts
hosts were wonderful too
oliver and frank were great hosts who take great care of their property
thank you frank & oliver for being great hosts
frank and oliver are also very gracious hosts
great cabin and location to unwind
great location very private perfect place to relax and switch off
absolutely recommend the location is stunning and the treehouse is so cozy
this is a great location for a little rnr
the municipality is beautiful and there are many shops and places worth visiting in the surrounding areas
Read more reviews

2. Cozy, beautiful poolside studio (from USD 50)

Fire up the grill in the amazing covered patio with dimmable lighting and pour some drinks in a romantic night dinner with your loved one as you stay in this amazing cozy poolside studio. Ideal for a night or more stay, this studio features a comfortable double-sized Murphy bed, a three-piece washroom and an all efficient kitchen with a microwave oven, a small fridge, a coffee maker and kitchen utensils. For the nature lovers, there is an amazing trail, the Doris McCarthy trail to the shorelines of Lake Ontario, so go ahead and book this amazing studio.

Stayed at this property?
Toronto, Ontario, Canada
34.25 km (21.3 mi) from The Oshawa Valley Botanical Gardens
553 reviews   Superhost Wifi Available
Private room 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the murphy bed and couch are very comfortable
the back deck and yard are a peaceful oasis and the pool is inviting
pool and patio area look amazing
love the space perfect size for a quick weekend trip bed couch and the tv was much appreciated
the pool looks amazing (it was still too cold to indulge)
great clean space however small
it was clean and comfortable
a very clean place inside and out
extremely clean and bedding was comfortable
place is very clean and quiet
the hosts were wonderful
great apartment and very nice hosts
hosts were so nice and accommodating and helpful
the host was friendly and very accommodating
they were amazing hosts and so sweet
great flat close to go station
good size suite located in a quiet neighbourhood
great places to eat near by
very good location near to public transportation and kindly hosts
an enjoyable and trustworthy stay close to the city
Read more reviews

3. Modern house in Oshawa

This brand new house in Oshawa can sleep up to four guests. The rental has two bedrooms, each with a comfortable queen bed. Room darkening shades in the bedrooms allow you to adjust the amount of natural light you want filtering into your rooms. You also have private access to the bathroom, spacious living room, and the kitchen. Head to the balcony with a sitting arrangement and enjoy the evening breeze. The availability of a gaming console, Wi-Fi and TV makes this accommodation ideal for those who want to spend more time indoors.

Stayed at this property?
Oshawa, Ontario, Canada
6.77 km (4.3 mi) from The Oshawa Valley Botanical Gardens
10 reviews   Wifi Available
ENTIRE HOME 2 Beds 6 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
owner is responsive via text
very comfortable clean and the host is very responsive
Read more reviews

4. Bright house in North Oshawa

This charming house is located on a quiet street in North Oshawa. This two-story house is perfect for a group of friends or business travelers as well as for a big family. This bright Airbnb vacation home has five comfortable bedrooms; one with a king bed and the others with a queen bed each. The indoor fireplace in the living room is perfect for guests visiting here during cooler months. Free parking on premises is available for those traveling by car. This rental also allows you to bring along a furry friend. Shopping options and restaurants are located nearby, adding to the convenience of the accommodation.

Stayed at this property?
Oshawa, Ontario, Canada
3.97 km (2.5 mi) from The Oshawa Valley Botanical Gardens
5 reviews  
Entire house 5 Beds 5 Bedrooms 3 Bathrooms
Top guest reviews
beautiful place big house clean and it was easy to get in it
our host was very attentive and we felt welcomed
this place is located in a great area
Read more reviews

5. Modern and classy studio unit

End your day in a joyful mood and wake up smiling in this beautifully furnished and stylish sanctuary away from the town’s hustle and bustle yet close to public transport. The walls are highly insulated making the place quite private to allow you to unwind after a long day of sight-seeing. Talk to the host in advice to register a car and provide parking at just 8 USD a night.

Stayed at this property?

35.18 km (21.9 mi) from The Oshawa Valley Botanical Gardens
88 reviews  
Entire apartment 1 Bed 2 Guests

6. Private, spacious bungalow

Enjoy staying close to eateries and shopping outlets while in this private bungalow. This rental can comfortably accommodate two guests in its two spacious bedrooms. The fact that it’s found in a quiet neighborhood makes it a great option for anyone from families to couples to even a group of friends on vacation. You can take advantage of the lush lawns outside by spending time basking in the Oshawa sun, or simply chill out on the deck. Inside, all the creature comforts of a modern home are available, from an elegant, well-equipped kitchen to a chic living area.

Stayed at this property?

1.85 km (1.2 mi) from The Oshawa Valley Botanical Gardens
58 reviews   Wifi Available
Entire guest suite 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the beds are comfortable and so is the family furniture
this place was clean and all appliances worked
the house is very clean and equipped
great place house was very clean
rabia's place was a great space clean tidy and welcoming
the apartment is clean spacious and an excellent getaway
rabia is a great host
amazing bungalow and kind host
nice bungalow attached to the hosts's home
rabia has been a fantastic host
rabia was very kind and her place was beautiful
really clean and calm place close to restaurants supermarkets and relatively close to the 401 highway
great place extremely clean and good location in north oshawa
excellent immaculate option if you're looking for a place to stay in oshawa
good place a comfortable stay
Read more reviews

Oshawa awaits you

whether you crave a month off, a week off or just a quick getaway within the town, we thought you would love our favorite destinations in Oshawa, the city where fun never stops. While a change of clothes may top your list, how about in addition you pack a pair of binoculars, some hiking shoes and an adventurous spirit, then book one of our luxurious rentals and let’s meet in Oshawa.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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All the way from Africa, a tree hugger and constantly dancing to the music in her head, Norah is a young writer with a love for adventure, books, movies and poems. She is still trying to figure out...Read more

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