Best Vacation Homes in Oshawa
Apartment
10.0(31 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
CA $151/Night
7 Nights - CA $1,059
Apartment
10.0(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
1754.52 ft²
Oceanfront
Skiing- Fireplace/Heating
Ocean View
CA $510/Night
7 Nights - CA $3,573
Bed & Breakfast
9.8(66 Reviews)
1 Bedroom
1 Bath
Spa- Balcony/Terrace
Breakfast- Kitchen
CA $166/Night
7 Nights - CA $1,163
House
10.0(27 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
CA $189/Night
7 Nights - CA $1,320
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
150.69 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
CA $75/Night
7 Nights - CA $524
Apartment
10.0(21 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
Internet
CA $171/Night
7 Nights - CA $1,196
House
10.0(12 Reviews)
1 Bedroom
1 Bath
4 Guests
980 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $210/Night
7 Nights - CA $1,471
Apartment
10.0(8 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $191/Night
7 Nights - CA $1,336
Oshawa Luxury Rentals
House
3 Bedrooms
2 Baths
10 Guests
Hot Tub- Fireplace/Heating
- Air Conditioner
- Internet
CA $4,765/Night
7 Nights - CA $33,357
House
10.0(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $1,533/Night
7 Nights - CA $10,729
Cottage
10.0(1 Review)
5 Bedrooms
3 Baths
15 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,425/Night
7 Nights - CA $9,976
House
10.0(16 Reviews)
5 Bedrooms
3 Baths
15 Guests
5400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $1,343/Night
7 Nights - CA $9,404
House
10.0(1 Review)
5 Bedrooms
6 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,336/Night
7 Nights - CA $9,352
House
6.4(8 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $1,335/Night
7 Nights - CA $9,346
House
10.0(1 Review)
4 Bedrooms
3 Baths
9 Guests
3600 ft²
- Spa
- Fireplace/Heating
Pool- Ocean View
CA $1,276/Night
7 Nights - CA $8,933
House
7.8(8 Reviews)
8 Bedrooms
5 Baths
22 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,210/Night
7 Nights - CA $8,466
Oshawa Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
CA $311/Night
7 Nights - CA $2,175
Villa
9.8(25 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Breakfast
CA $229/Night
7 Nights - CA $1,606
CA $136/Night
7 Nights - CA $950
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
6 Guests
807 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $309/Night
7 Nights - CA $2,161
House
9.8(12 Reviews)
4 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
CA $238/Night
7 Nights - CA $1,663
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $199/Night
7 Nights - CA $1,393
House
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
Child Friendly
CA $118/Night
7 Nights - CA $827
House
9.6(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Child Friendly
Security/Safety
CA $200/Night
7 Nights - CA $1,402
Oshawa Large Vacation Homes
Cottage
10.0(42 Reviews)
5 Bedrooms
1 Bath
8 Guests
1400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $624/Night
7 Nights - CA $4,371
New
Villa
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
1700.7 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
CA $607/Night
7 Nights - CA $4,247
Cottage
5 Bedrooms
3 Baths
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $1,219/Night
7 Nights - CA $8,530
House
10.0(8 Reviews)
6 Bedrooms
2 Baths
12 Guests
3498 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $872/Night
7 Nights - CA $6,104
Villa
9.3(18 Reviews)
3 Bedrooms
1 Bath
7 Guests
2195.84 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
CA $400/Night
7 Nights - CA $2,801
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $626/Night
7 Nights - CA $4,379
Apartment
10.0(6 Reviews)
1 Bedroom
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $489/Night
7 Nights - CA $3,425
House
10.0(4 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $490/Night
7 Nights - CA $3,432
Why Choose Rent By Owner for your Oshawa Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Oshawa Vacation Rentals
Where are the best neighborhoods to stay in Oshawa?
When planning your stay in Oshawa, Ontario, exploring the different neighborhoods can help you find the perfect setting for your visit. Whether you're looking for vibrant areas close to local amenities or quiet, residential communities, Oshawa offers a variety of options that cater to diverse preferences. Each neighborhood provides its own unique charm and atmosphere, making it easier for you to select a location that aligns with your travel needs. By choosing a well-suited area, you'll enjoy a more comfortable and convenient experience as you explore everything Oshawa has to offer.
Scarborough
Located just a short drive from Oshawa, Scarborough offers convenient access to diverse dining and shopping options, making it an ideal base for exploring the region. Its proximity to major transit routes ensures easy travel throughout the area while providing comfortable stays in well-appointed vacation rentals.
View 252+ Rentals in ScarboroughLakeview
Situated along the shores near Oshawa, Lakeview presents peaceful surroundings with scenic views, perfect for a relaxing getaway. With its tranquil atmosphere and easy access to local attractions, this neighborhood is an excellent choice for booking memorable vacation rentals in the region.
View 133+ Rentals in LakeviewBest Times to Visit Oshawa
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you can enjoy the area's attractions and natural beauty at their best, making it an ideal destination for your next vacation rental experience.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll enjoy pleasant weather that encourages outdoor activities and exploration in this popular destination.
Average Temperature Daytime: around 25°C - Nighttime: around 15°C
Fall (September to November)
As the region's foliage reaches its peak, you'll experience mild temperatures and vibrant scenery, making it an ideal time for sightseeing and outdoor adventures.
Average Temperature Daytime: around 18°C - Nighttime: around 8°C
Off-Season Highlights
Winter (December to February)
During the colder winter months, fewer visitors come here, offering a quieter experience while you enjoy cozy evenings indoors or explore seasonal indoor attractions.
Average Temperature Daytime: -2°C - Nighttime: -10°C
Spring (March to May)
In early spring, the area sees less tourist traffic as the weather begins to warm, providing a peaceful environment to discover the local ambiance and enjoy moderate temperatures.
Average Temperature Daytime: around 10°C - Nighttime: around 2°C
Weekly Weather Forecast for Oshawa
How to Book Your Oshawa Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Oshawa
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor space with a patio or deck to relax and entertain amidst scenic surroundings.
- Access to well-maintained gardens or lush landscaping to enhance your outdoor experience.
- Make the most of outdoor dining areas perfect for enjoying meals in the fresh air.
- Take advantage of a barbeque grill to host cookouts during your stay in this inviting region.
- Utilize outdoor recreational amenities such as fire pits or seating areas for cozy evenings outside.
- Explore nearby walking trails or access to outdoor sports facilities, ideal for outdoor enthusiasts.
- Benefit from parking facilities with ample space for vehicles, ensuring convenience when exploring the area.
Top Attractions Around Oshawa
What attractions are nearby?
Discover a variety of outdoor activities, cultural experiences, and local dining options just moments from your vacation rental here in Oshawa, Ontario, allowing you to fully enjoy the vibrant charm and natural beauty of the region.
Family Activities
- Canadian Automotive Museum: Explore the fascinating history of the automotive industry through engaging exhibits that showcase classic cars and innovative vehicles.
- : Spend a relaxing day by the water at this scenic beach, perfect for swimming, picnicking, or enjoying the natural beauty of the region.
- : Discover walking trails and outdoor activities in this expansive conservation area, ideal for family adventures and nature observation.
- : Experience live performances and cultural events in a historic theater setting that offers entertainment options for all ages in this destination's vibrant arts scene.
Adult Activities
- Explore the Canadian Automotive Museum: Dive into the region's rich automotive history by viewing an impressive collection of vintage and classic cars that showcase the area's contribution to Canada's automotive industry.
- Visit Lake Ontario Park: Enjoy outdoor activities along the scenic shores of Lake Ontario, where you can relax, walk along the waterfront, or partake in picnics amid lush green surroundings.
- Experience the Oshawa Centre Shopping Mall: Discover a variety of retail stores and dining options at this shopping hub, perfect for indulging in leisure and entertainment during your stay.
- Attend local cultural events and festivals: Engage with the community through seasonal festivals and cultural celebrations that highlight the area's vibrant arts and heritage scene.
Other Places to Stay in Oshawa, ON
Lakeview
Uxbridge
Pickering
Whitby
Enniskillen
Courtice
Clarington
Bowmanville
Scugog
Port Perry
Oshawa Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to coincide your stay with festivals or community activities, enhancing your experience of Oshawa's vibrant local culture.
- Explore Neighborhoods and Surroundings: Take time to discover different neighborhoods in this region to find unique dining, shopping, and outdoor spots that showcase the area's diversity.
- Utilize Public Transit and Local Transportation: Make the most of accessible transit options in here to easily explore attractions without the hassle of parking or traffic concerns.
- Communicate Your Needs Clearly When Booking: Provide detailed preferences and requirements during your reservation process to ensure your vacation rental aligns perfectly with your plans here.
Transportation Options
- Oshawa Transit System: This reliable public transportation network offers convenient bus routes throughout the area, making it easy to explore without a car.
- GO Transit Rail Service: Connecting here to Toronto and other regional destinations, the GO Transit rail provides a comfortable and efficient way to travel to and from the region.
- Taxis and Rideshare Services: Available locally, these options offer flexible and direct transportation for quick trips within the city or to nearby attractions.
- Car Rentals: Several car rental agencies operate in the region, giving you the freedom to explore Oshawa and its surroundings at your own pace.
Local Customs Options
- Local Hospitality: Visitors often notice the warm and welcoming attitude that characterizes the community here, reflecting a deep-rooted respect for hospitality in this region.
- Festivals and Events: Participating in regional festivals provides a glimpse into the area's vibrant cultural traditions and community spirit.
- Indigenous Heritage: Respect for Indigenous history and customs is an integral part of the local identity, celebrated through various community initiatives.
- Public Etiquette: Politeness and community-mindedness are highly valued here, making interactions with locals both pleasant and memorable.
Frequently Asked Questions About Oshawa?
1. What are the top vacation rentals in Oshawa?
There are a lot of options in Oshawa. If you plan on staying in the Oshawa area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oshawa:
- Entire Lakefront Cottage + BoathousenCozy & Peaceful with Stunning Views
- 💫 DreamCatcher Modern Romantic Suite w/Fireplace Pool Table near Thermea Spa
- Cosy 3-Bedroom Home in Quiet Cul-de-Sac
- RedDore - 2 Bedroom Cozy Basement Suite
- King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
- One bedroom apartment/suite
- 3-Bed 3-Bath Cozy Vacation House in Ajax, Greater Toronto Area, ON, Canada
- 4000 Sq. Ft. English-Style Stone House
- Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
- Luxury Remodel w HOT TUB, 6 Bdrm w 3 King beds.
2. How many vacation rentals have private pools in Oshawa?
There are 23 vacation rentals with private pools near Oshawa. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Oshawa are best for families?
If you are looking for a family-friendly vacation home in Oshawa, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oshawa:
4. How many Rentbyowner vacation rentals are available in Oshawa?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1035 in the Oshawa area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oshawa.
5. What is the cancellation policy for vacation rentals in Oshawa, Ontario?
Cancellation policies vary by listing, so you should review the specific property's terms before booking. Details regarding refunds and any applicable fees are provided in the listing description or can be clarified by contacting the property owner directly.
6. How do I ensure my booking in Oshawa is secure and guaranteed?
Bookings are secured through a trusted platform that offers secure payment options. Confirm all details with the property owner and review the listing's reviews and ratings to ensure a reliable stay in this area.
7. Are linens and kitchen essentials provided in the vacation rentals here?
Most listings include basic amenities such as linens, towels, and kitchen essentials. However, it's advisable to verify these details within the listing or contact the host directly to confirm what is included during your stay.
8. Can I find pet-friendly vacation rentals near Oshawa?
Yes, there are pet-friendly accommodations available in this region. Make sure to filter your search for pet-friendly options and review the host's pet policy before completing your reservation.
9. What should I know about check-in and check-out times for rentals in this destination?
Check-in and check-out times are specified in each listing. It's recommended to communicate with the property owner ahead of your arrival to confirm timings and any additional instructions for a smooth check-in process.
Oshawa Top Rated Vacation Rentals
House
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $117/Night
7 Nights - CA $817
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
CA $147/Night
7 Nights - CA $1,032
Bed & Breakfast
9.8(38 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
CA $142/Night
7 Nights - CA $994
House
9.3(10 Reviews)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Pool
- View
- Parking
- Air Conditioner
CA $131/Night
7 Nights - CA $916
CA $160/Night
7 Nights - CA $1,121
Hotel
9.2(514 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
CA $182/Night
7 Nights - CA $1,274
CA $139/Night
7 Nights - CA $976
Hotel
9.0(1011 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
CA $155/Night
7 Nights - CA $1,084
