Vacation Rentals in Oshawa

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Oshawa holiday rentals
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786 Holiday rentals and Airbnb in Oshawa

Select Top Kid-Friendly Holiday Rentals in Oshawa

Compare family holiday rentals in Oshawa with space and amenities for all.

Stylish Home Near Luxury Spa & Go Station - Oshawa
No reviews

Stylish Home Near Luxury Spa & Go Station

apartment, Oshawa
This downtown Whitby flat offers a prime location, placing you within easy reach of the beach, Landmark Cinemas Whitby, and All or Nothing Distillery, with Lake Ontario and Darlington Provincial Park just a short distance away.
This spacious 4-bedroom, 2-bathroom maisonette provides Wi-Fi, air conditioning, a private garden, and a terrace, alongside practical amenities like laundry facilities, making it ideal for families seeking access to outdoor pursuits such as kayaking, cycling, and hiking.
3 Br Getaway W/ Heated Pool 40 Min To Toronto - Oshawa
8.7 29 reviews

3 Br Getaway W/ Heated Pool 40 Min To Toronto

apartment, Oshawa
This Oshawa house rental, sleeping six, boasts three bedrooms, two bathrooms, a swimming pool, and parking; precise location details and distances to local attractions like Lake Ontario and Oshawa's downtown core are unavailable.
The property includes air conditioning and a kitchen, offering family-friendly amenities within a peaceful atmosphere; further details regarding the house's interior design, size, and proximity to parks are needed for a complete assessment.
Modern Home Away From Home In Courtice - Oshawa
9.2 25 reviews

Modern Home Away From Home In Courtice

apartment, Oshawa
This three-bedroom flat is located in a prime Oshawa district, offering convenient access to local amenities and attractions.
This spacious property features a fully equipped kitchen, a saltwater swimming pool, an outdoor BBQ grill, and a finished basement, comfortably accommodating up to eight guests.
4br Whitby Home Near Thermea Spa & Go Station - Oshawa
9.8 312 reviews

4br Whitby Home Near Thermea Spa & Go Station

apartment, Oshawa
This four-bedroom bungalow is situated in a peaceful neighbourhood in Whitby, just a short walk from the Ash Creek Channel Trail and within easy reach of the GO station, Iroquois Park and Port Whitby Marina. The property has received excellent ratings for its cleanliness, location and overall user experience.
The home is ideal for families or groups of up to ten guests, with a spacious living area, a fully equipped kitchen and three bedrooms each accommodating two adults. The apartment also offers a range of amenities and activities, including a private deck and backyard, a fitness centre, a garden, and access to Netflix, Disney+ and Spotify.

Best Oshawa holiday rentals with parking

Modern 1br  Private Entry  Kitchen & W/d - Oshawa
9.6 31 reviews

Modern 1br Private Entry Kitchen & W/d

apartment, Oshawa
This private one-bedroom basement flat is located in North Oshawa, offering convenient access within 2 kilometres of Durham College and Ontario Tech University, as well as local shops.
This self-contained unit accommodates up to four guests and features a full kitchen, private laundry, air conditioning, and ample closet space, with free street parking available.
4br 4ba3000ft²majestic Homeoshawa-fits8 - Oshawa
9.5 16 reviews

4br 4ba3000ft²majestic Homeoshawa-fits8

apartment, Oshawa
This Oshawa apartment, near Lakeview Park Beach (driving distance unspecified, but described as 'minutes' away), offers a convenient location for exploring the area.
The spacious four-bedroom, three-and-a-half-bathroom dwelling sleeps eight guests and boasts a fully equipped kitchen, a jacuzzi, a fitness centre, and private parking for two vehicles, alongside a dedicated office space.
Whitby Cozy 2 Bedroom For Family - Oshawa
No reviews

Whitby Cozy 2 Bedroom For Family

apartment, Oshawa
This apartment offers a peaceful retreat in a quiet district of Oshawa, located 5 km from the Robert McLaughlin Gallery, 3 km from the Oshawa Centre, and 4 km from the Canadian Automotive Museum.
This 2-bedroom, 2-bathroom flat accommodates up to 4 guests and includes a kitchen with a fridge and microwave, air conditioning, and parking, with public transport readily accessible for exploring the area.
4br Whitby Home | 45 Min To Toronto | Parking - Oshawa
10 4 reviews

4br Whitby Home | 45 Min To Toronto | Parking

apartment, Oshawa
This family home is located in the Pringle Creek neighbourhood of Whitby, 5 minutes by car from Whitby town centre and 10 minutes by car from Lake Ontario's waterfront.
This property offers 4 bedrooms, sleeping up to 8 guests, with a large, fenced garden featuring outdoor seating and a gas BBQ, and includes 3 dedicated workspaces.

Frequently asked questions about holiday rentals in Oshawa

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Find Holiday Rentals with Balconies in Oshawa

Relax outdoors and watch the town come alive from the elevated vantage of holiday rentals with a balcony in Oshawa.

Cozy Whitby Retreat (Private 2 Bedroom Townhouse) - Oshawa
9.0 4 reviews

Cozy Whitby Retreat (Private 2 Bedroom Townhouse)

apartment, Oshawa
This Whitby holiday home is situated approximately 3.9km from the Ontario Regiment Museum and 4.8km from the Whitby Museum & Children's Centre, offering easy access to local historical attractions and Oshawa Centre shopping.
This 121 square metre property boasts two bedrooms, three bathrooms, and sleeps four, featuring a fully equipped kitchen, free Wi-Fi, parking, and a private balcony.
Love And Relax At Dream Catcher Retreat - Oshawa
9.8 31 reviews

Love And Relax At Dream Catcher Retreat

apartment, Oshawa
This apartment is situated in Whitby, a town just outside of Oshawa, about 25 kilometres from the Toronto Zoo and 42 kilometres from the Ontario Science Centre. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The flat has one bedroom and one bathroom, spanning 70 square metres and comfortably accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, and a cosy fireplace, making it perfect for a relaxing getaway.
Stylish 3 Br Apt W/ Free Parking, Wifi & Patio - Oshawa
10 2 reviews

Stylish 3 Br Apt W/ Free Parking, Wifi & Patio

apartment, Oshawa
This three-bedroom Whitby apartment, a 13-minute walk (approx. 2km) from the Whitby Museum and Children's Centre, offers easy access to Lake Ontario (8km) and Darlington Provincial Park.
Sleeping six guests, this self-catering property boasts a fully equipped kitchen, Wi-Fi, air conditioning, a private balcony, garden, on-site parking, and a workspace; nearby attractions include the Ontario Regiment Museum and Lynde Shores Conservation Area.
Charming Townhouse Retreat Near Nordic Spa - Oshawa
9.0 24 reviews

Charming Townhouse Retreat Near Nordic Spa

apartment, Oshawa
This Whitby holiday home, situated approximately 9.6km from the Whitby Museum and Children’s Centre, and Ontario Tech University, offers convenient access to Lake Ontario.
Sleeping six guests, this three-bedroom, three-bathroom property boasts a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi.

Best Oshawa holiday rentals with air conditioning

State-of-the-art Sun Filled 3bdrm Loft W/ Parking - Oshawa
10 8 reviews

State-of-the-art Sun Filled 3bdrm Loft W/ Parking

apartment, Oshawa
This Oshawa apartment rental, a spacious three-bedroom duplex, offers convenient access to local amenities, though its precise Oshawa location within a residential area isn't specified.
The 3-bedroom, 2.5-bathroom property features a king-size bed, twin beds, a queen bed, and two couches, accommodating up to eight guests, and includes a fully equipped kitchen, in-unit laundry, and shared backyard access.
Entire Detached House; 3+1 Bedrooms; 3 Parkings - Oshawa
9.9 41 reviews

Entire Detached House; 3+1 Bedrooms; 3 Parkings

apartment, Oshawa
This detached house for rent in Whitby is located 6 kilometres from Thermea Spa Village Whitby, 16 kilometres from Dagmar ski resort and 20 kilometres from Lakeridge ski resort, with Toronto accessible within a 30-minute drive.
This family-friendly accommodation offers 4 bedrooms, 2 bathrooms, parking for 3 vehicles plus street parking, and sleeps up to 8 guests with a fully equipped kitchen, in-house laundry, and high-speed Wi-Fi.
Quiet Retreat - Oshawa
10 6 reviews

Quiet Retreat

apartment, Oshawa
This private, self-contained one-bedroom basement flat is situated in Oshawa's McLaughlin neighbourhood, offering convenient access to restaurants, shopping, Costco, and grocery stores within a few kilometres, and is also in close proximity to Trent University, Durham College, and Ontario Tech.
The suite accommodates two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, a comfortable living area with a 4K Smart TV, air conditioning, and keyless entry, with optional BBQ access available on request.
Ultra Luxury Suite In Oshawa - Oshawa
10 93 reviews

Ultra Luxury Suite In Oshawa

apartment, Oshawa
This ultra-luxury basement suite in Oshawa offers a private and quiet getaway, conveniently located for easy access to local shops and restaurants.
The self-contained apartment sleeps two guests and features a fully equipped kitchen, a spa-inspired bathroom, and stylish open-plan living space.

Your Curated List of Premium Holiday Rentals in Oshawa

Indulge in an upscale urban escape featuring elegant living spaces and concierge quality at luxury holiday rentals in Oshawa.

Guest Suite (Basement - Ac Unit) - Oshawa
9.7 46 reviews

Guest Suite (Basement - Ac Unit)

apartment, Oshawa

Find Holiday Rentals in the CBD of Oshawa

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Oshawa.

Cozy Clean And Stylish - Oshawa
10 6 reviews

Cozy Clean And Stylish

apartment, Oshawa
Open-concept Modern Farmhouse - Oshawa
9.6 15 reviews

Open-concept Modern Farmhouse

apartment, Oshawa
3br Chic Home + Ev Charger + Gym | Harmony Creek - Oshawa
9.7 7 reviews

3br Chic Home + Ev Charger + Gym | Harmony Creek

apartment, Oshawa
One Bedroom Apartment, 2 Beds, Bright & Spacious. - Oshawa
10 2 reviews

One Bedroom Apartment, 2 Beds, Bright & Spacious.

apartment, Oshawa
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