Holiday houses in Oshawa

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Top-rated holiday rentals in Oshawa

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Guest favourite

Apartment in Whitby

4.97 out of 5 average rating, 313 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😊

16–23 Aug

$196 NZD per night

Guest favourite

Apartment in Oshawa

4.99 out of 5 average rating, 73 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

Experience comfort and convenience in this newly built 1-bedroom basement apartment with a work study, kitchen and onsite laundry. Relax in the hot tub after a busy day exploring the local farms, hiking trails, and parks nearby. Close to Ontario Tech University, banks, grocery stores, restaurants, and bars. Access to Durham Transit, GO bus & train, and located just 5 mins off highway 407. Ideal for couples or small families with a child. Book now for a hassle-free stay in Oshawa, Ontario.

4–11 Nov

$151 NZD per night

Guest favourite

Apartment in Whitby

4.95 out of 5 average rating, 151 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!

6–13 Oct

$146 NZD per night

Guest favourite

Apartment in Oshawa

4.95 out of 5 average rating, 614 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.

8–15 Oct

$99 NZD per night

Guest favourite

Home in Whitby

4.78 out of 5 average rating, 201 reviews

Entire House, Central Whitby on a quiet street

NO CLEANING FEE, ENTIRE HOUSE 4U. Two nights minimum, thank you. Cute house w/new modern appliances, hardwood floor in Central Whitby. Backyard and patio for your relaxing moments. ABSOLUTELY NO PARTIES, no indoor SMOKING (of any kind). Only the no. of people who booked to be in the house. This is a quiet neighbourhood and should stay the same, there are party rooms avail on this site:) Again, many thanks. I don't charge any cleaning fee, but please be considerate.

17–24 Apr

$203 NZD per night

Guest favourite

Guesthouse in Oshawa

4.96 out of 5 average rating, 48 reviews

Your Spacious & Comfortable Getaway in Oshawa.

Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. Note: Adults only, No pets allowed, Check-in - 3 pm, Check-out - 11 am.

25 Jun – 2 Jul

$144 NZD per night

Guest favourite

Apartment in Oshawa

4.92 out of 5 average rating, 142 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

2–9 Oct

$186 NZD per night

Guest favourite

Guest suite in Oshawa

4.9 out of 5 average rating, 157 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.

28 Apr – 3 May

$140 NZD per night

Guest favourite

Home in Oshawa

4.87 out of 5 average rating, 142 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

1–8 Jul

$136 NZD per night

Superhost

Townhouse in Oshawa

4.83 out of 5 average rating, 23 reviews

Newly Built Modern 4BR Townhouse w/ Parking

Discover family comfort in our newly built modern townhouse in Oshawa's desirable community featuring a spacious 2,000 sq ft layout, 4 bedrooms, 2.5 baths and contemporary furnishings, and unobstructed views of the park, ideal for a relaxing stay. Located minutes to Durham College, Ontario Tech University, North Oshawa Costco and Thermea Spa Village. Free parking included.

9–16 Dec

$245 NZD 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

22–29 Oct

$231 NZD per night

Guest favourite

Guest suite in Whitby

4.9 out of 5 average rating, 457 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

$130 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Oshawa holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Oshawa's top sights

Oshawa Centre81 locals recommend

Tribute Communities Centre21 locals recommend

Metro10 locals recommend

Iroquois Park Sports Centre13 locals recommend

Durham College9 locals recommend

Sky Zone Trampoline Park55 locals recommend

Other great holiday rentals in Oshawa

Guest favourite

Guest suite in Oshawa

5.0 out of 5 average rating, 12 reviews

Spacious, Cozy Bsmt Suite: Sep Entrance + Parking

1–8 Nov

$125 NZD per night

Guest favourite

Guest suite in Oshawa

4.85 out of 5 average rating, 13 reviews

Stylish Retreat in North Oshawa

4–11 Jan

$169 NZD per night

Guest favourite

Guest suite in Whitby

5.0 out of 5 average rating, 22 reviews

Maple Edge

22–29 Nov

$183 NZD per night

Guest favourite

Apartment in Oshawa

4.95 out of 5 average rating, 21 reviews

Oasis by the lake

13–20 Nov

$133 NZD per night

Superhost

Apartment in Oshawa

4.83 out of 5 average rating, 18 reviews

Relaxation Haven: Cozy 2-Bed Basement Dwelling

10–17 May

$160 NZD per night

Superhost

Apartment in Oshawa

4.79 out of 5 average rating, 14 reviews

Safe Haven

14–21 Dec

$180 NZD per night

Guest favourite

Guesthouse in Courtice

4.83 out of 5 average rating, 53 reviews

Nash's Comfy Hideaway

29 Oct – 5 Nov

$161 NZD per night

Guest favourite

Home in Oshawa

4.94 out of 5 average rating, 16 reviews

Urban Osasis Private Guest House Oshawa by Hwy401

11–18 Jul

$171 NZD per night

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Quick stats about holiday rentals in Oshawa

Total rentals	610 properties
Rentals with dedicated workspaces	360 properties have a dedicated workspace
Rentals with a pool	20 properties have a pool
Pet-friendly rentals	110 properties allow pets
Family-friendly rentals	210 properties are a good fit for families
Total number of reviews	11K reviews

Holiday houses in Oshawa

Top-rated holiday rentals in Oshawa

Apartment in Whitby

Apartment in Oshawa

Apartment in Whitby

Apartment in Oshawa

Home in Whitby

Guesthouse in Oshawa

Apartment in Oshawa

Guest suite in Oshawa

Home in Oshawa

Townhouse in Oshawa

Guest suite in Uxbridge

Guest suite in Whitby

Holiday rentals for every style

Apartments

Houses

Hotels

Popular amenities for Oshawa holiday rentals

Stay near Oshawa's top sights

Other great holiday rentals in Oshawa

Guest suite in Oshawa

Guest suite in Oshawa

Guest suite in Whitby

Apartment in Oshawa

Apartment in Oshawa

Apartment in Oshawa

Guesthouse in Courtice

Home in Oshawa

Quick stats about holiday rentals in Oshawa

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore