Oshawa vacation rentals

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Top-rated vacation rentals in Oshawa

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Whitby
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😊
May 11 – 18
$82 per night
4.97 out of 5 average rating, 308 reviews
Guest favorite
Guest suite in Whitby
Spacious 2 bedroom basement apt & 1 parking spot
Spacious Pvt basement apt<5min from 407, Oshawa ExecAirport, golf course & <10min from 401. Walking distance from grocery stores, restaurants, bus stop and golf range. The space.. BR1(queen) & BR2 (queen) for 4 guests. Living room offers couch, sofa bed, games, 39" TV (Netflix) with WiFi & workspace Kitchenette Includes fridge, coffee maker, kettle, microwave &dishes Washroom Clean 4 pc BR with towels & toiletries Access Separate Access from Garage to the suite NO(smoking/pets/Party)
Apr 26 – May 3
$71 per night
4.82 out of 5 average rating, 103 reviews
Guest favorite
Apartment in Whitby
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!
Oct 29 – Nov 5
$72 per night
4.94 out of 5 average rating, 144 reviews

Popular amenities for Oshawa vacation rentals

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
Landmark Cinemas 24 Whitby21 locals recommend

Other great vacation rentals in Oshawa

Guest favorite
Guest suite in Whitby
Ocean Pearl Luxury Suite
Jun 6 – 13
$78 per night
4.91 out of 5 average rating, 186 reviews
Guest favorite
Guest suite in Ajax
Hiker's Haven
May 1 – 8
$53 per night
4.86 out of 5 average rating, 164 reviews
Superhost
Guesthouse in Newcastle
Waterside Nature Cabin - Private & Comfortable
Aug 8 – 15
$60 per night
4.9 out of 5 average rating, 244 reviews
Guest favorite
Guesthouse in Oshawa
Your Spacious & Comfortable Getaway in Oshawa.
May 30 – Jun 6
$68 per night
4.95 out of 5 average rating, 43 reviews
Guest favorite
Guest suite in Oshawa
Spacious, Cozy Bsmt Suite: Sep Entrance + Parking
Oct 18 – 25
$58 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Guest suite in Whitby
Entire basement apartment 2 beds and 1 full bath
Dec 13 – 20
$70 per night
5.0 out of 5 average rating, 48 reviews
Superhost
Townhouse in Oshawa
Newly Built Modern 4BR Townhouse w/ Parking
Jan 7 – 14
$112 per night
4.81 out of 5 average rating, 21 reviews
Guest favorite
Home in Courtice
Entire basement: separate entrance - 1 bed 1 bath
Apr 30 – May 7
$74 per night
4.9 out of 5 average rating, 21 reviews
Guest favorite
Guesthouse in Courtice
Nash's Comfy Hideaway
Oct 12 – 19
$74 per night
4.82 out of 5 average rating, 51 reviews
Guest favorite
Apartment in Oshawa
Newly Renovated Sun Filled Apt
Nov 26 – Dec 3
$91 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Guest suite in Whitby
The "Guest House" Luxury Bsmt Apt
Oct 16 – 23
$96 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Guest suite in Bowmanville
★Luxurious & Comfy ~ ♛Queen Beds ~ Workspace ~ Pkg
Jun 13 – 20
$81 per night
4.85 out of 5 average rating, 62 reviews

Other great vacation rentals in Oshawa

Guest favorite
Home in Oshawa
Entire sweet house Central Oshawa
Jun 27 – Jul 4
$140 per night
4.89 out of 5 average rating, 80 reviews
Guest favorite
Guest suite in Whitby
Two Bedroom Basement Apartment
Sep 4 – 11
$72 per night
4.82 out of 5 average rating, 72 reviews
Guest favorite
Guesthouse in Oshawa
Basement suite with Home Theatre
Apr 16 – 23
$57 per night
4.8 out of 5 average rating, 41 reviews
Guest favorite
Home in Bowmanville
Cozy 2 bedroom basement unit
Jan 22 – 29
$81 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Guest suite in Whitby
Lynde Lodge
Jul 31 – Aug 7
$102 per night
4.98 out of 5 average rating, 41 reviews
Guest favorite
Home in Ajax
Ultra-Modern Luxury Retreat! Close to Thermea SPA.
Jul 23 – 30
$112 per night
5.0 out of 5 average rating, 61 reviews
Guest favorite
Guest suite in Oshawa
Cozy 2 bedrooms in the best area of Oshawa
Dec 15 – 22
$81 per night
4.89 out of 5 average rating, 66 reviews
Guest favorite
Home in Whitby
Cozy and Clean Home in Whitby-52
Sep 4 – 11
$130 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Guest suite in Whitby
Private | King | Fireplace | Pets | SPA | WiFi
Nov 30 – Dec 7
$100 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Apartment in Ajax
Luxurious Private Suite by the Lake
Sep 20 – 27
$60 per night
4.83 out of 5 average rating, 81 reviews
Superhost
Home in Oshawa
Urban Oasis: 3B/1B + Office, 5G, Kitchen, Parking
Apr 9 – 16
$83 per night
4.86 out of 5 average rating, 28 reviews
Superhost
Guest suite in Bowmanville
Minimalist Studio: 1B/1B+Office, Wi-Fi, Mini Bar!
Oct 24 – 31
$71 per night
4.79 out of 5 average rating, 62 reviews

Quick stats about vacation rentals in Oshawa

Total rentals

640 properties

Rentals with dedicated workspaces

370 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

10K reviews

Frequently Asked Questions

  • How is the weather in Oshawa?

    Oshawa experiences a temperate climate. Summer temperatures average around 77°F (25°C) while winter temperatures can drop to 16°F (-9°C). During winter, Oshawa is a destination for various snow-based activities.

  • What are some of the best things to do in Oshawa?

    Popular activities include exploring the Oshawa Museum, visiting the Robert McLaughlin Gallery, and taking a leisurely walk in the Oshawa Valley Botanical Gardens. For sports enthusiasts, catching an Oshawa Generals hockey game is a local favorite.

  • What is the best time of year to visit Oshawa?

    Summer, from June to August, is the most popular time to visit Oshawa. During these months, you can explore events like the Peony Festival in June and Fiesta Week in June, celebrating the city's multicultural heritage.

  • What are the best places to stay in Oshawa?

    Popular areas to stay in Oshawa include the downtown area for its close proximity to attractions, Lakeview for its beautiful vistas, and Stevenson for its quiet suburban charm. Choose a location that aligns with your travel preferences.

  • What are the best places to visit in Oshawa?

    Visitors to Oshawa frequently appreciate the Canadian Automotive Museum, which chronicles the country's car history. The Oshawa Zoo and Fun Farm is often recommended for families, housing over 40 species of friendly and tame animals. The Parkwood National Historic Site and the Robert McLaughlin Gallery are also among the popular attractions for culture and art enthusiasts.

  • What are some hiking trails in Oshawa?

    Hikers can explore trails like the Harmony Creek Trail, the Waterfront Trail, and the Second Marsh Wildlife Area. These trails provide a mix of urban and natural scenery, with opportunities to spot local wildlife.

  • What are some family activities to do in Oshawa?

    Families can explore the interactive exhibits at the Ontario Regiment Museum, enjoy picnics at Lakeview Park, or have fun at the Neb's Fun World for arcade games and bowling. The Oshawa Zoo and Fun Farm is often recommended for its variety of animals.

  • What are some of the best day trip ideas in Oshawa?

    Great day trip ideas include visiting the Canadian Automotive Museum, exploring the Parkwood National Historic Site, or spending a day at Darlington Provincial Park. Nature enthusiasts may enjoy a visit to the Oshawa Valley Botanical Gardens.

  • Are there vacation rentals with a dedicated workspace in Oshawa?

    Yes! Work meets play with ease at over 370 vacation rentals in Oshawa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oshawa?

    Four-legged friends are welcome in Oshawa. Choose from more than 110 vacation rentals for guests traveling with pets.

Destinations to explore