Holiday houses in Oshawa

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Top-rated holiday rentals in Oshawa

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Superhost

Apartment in Oshawa

4.71 out of 5 average rating, 68 reviews

A luxurious one bed apartment and kitchenette

"Cozy and stylish one-bedroom retreat perfect for solo travelers or couples. Enjoy comfort, convenience, and a homey atmosphere, just steps away from local attractions. Your ideal getaway awaits!" Laundry service: Host provides a wash and fold service at no extra cost, for guests with extended stays of 2days Health and Wellness: Exercise corner to help you stay in shape while we host you. Garage parking, second car parks outside the driveway. self check-in check in through the Garage entrance

Top Guest favourite

Guest suite in Ajax

4.99 out of 5 average rating, 141 reviews

Brand New Private Luxury Suite Open Consept living

Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax Go Station. 18 min to Toronto Pan Am Sports Centre. 30 min to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa village

Superhost

Home in Oshawa

4.76 out of 5 average rating, 51 reviews

Cozy Basement Suite w/ Parking & Private Entry

Welcome to your modern Oshawa retreat! Kick back and relax in this calm, stylish Oshawa basement apartment.Newly built and modern,it offers fast Fibe internet,a Smart TV with Netflix,and 2 free parking spaces.Guests enjoy complimentary coffee, tea, and a light breakfast.Conveniently located near bus stops, shops, and restaurants, with quick access to Highway 401.Close to Ontario Tech University and Durham College,this private retreat is perfect for work or leisure—your ideal home away from home.

Guest favourite

Apartment in Windfields

4.95 out of 5 average rating, 44 reviews

Double Bedroom Stylish Unit with separate entrance

Unwind in our 2BR basement haven, a stylish retreat with immaculate interiors and ample space. Enjoy the convenience of a separate entrance in a family-friendly neighborhood, centrally located near grocery shops, gas stations, and Costco. Fully furnished with modern appliances, this chic apartment offers a perfect blend of comfort and style. Relax in the spacious living areas, equipped with all the amenities you need for a seamless stay. Book now for a memorable experience in this modern oasis!

Top Guest favourite

Guest suite in Whitby

5 out of 5 average rating, 32 reviews

Charming private basement Suite, washroom &kitchen

Kick back and relax in our stylish and peaceful basement suite! Perfect for two people or solo travellers. Conveniently located minutes away from highway 401, 407, and a few minutes away from the Whitby Go Station; where you can take a quick and comfortable train ride to Downtown Toronto! There is also a local bus stop right outside of the house. You can find many grocery stores, convenience stores, restaurants (fast food and fine dining), entertainment, gyms, parks and much more close by.

Top Guest favourite

Apartment in Windfields

4.96 out of 5 average rating, 150 reviews

Family Friendly | HOT TUB | Near Toronto & 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.

Guest favourite

Apartment in Donevan

4.93 out of 5 average rating, 833 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.

Superhost

Home in Bowmanville

4.76 out of 5 average rating, 115 reviews

Home in bowmanville

Premium accommodation for travellers and bussiness people, Entire private one bedroom unit with full kitchen and bathroom, seperate side entrance with Clean and spacious rooms. 6 minutes to highway 401 . Many restaurants are near by. Free private parking . Ready to have your coffee and toast and enjoy your trip to Bowmanville. One hour to Toronto downtown.This place is a premium accommodation, not animal friendly so please don’t book with your pet. Strictly No doping allowed.

Top Guest favourite

Guest suite in Oshawa

4.97 out of 5 average rating, 36 reviews

New Elegant Suite, Free Parking

Discover comfort and style in our modern lower level suite, perfectly located in the heart of Oshawa. Just 13 minutes from the Oshawa Go station, this brand new, fully furnished home offers easy access to local colleges and downtown. Ideal for students, couples, or small families, enjoy a safe, luxurious stay with the convenience of free parking. The separate entrance ensures privacy in this cozy retreat. Book now for a blend of modern luxury and prime location!

Top Guest favourite

Apartment in Whitby

4.96 out of 5 average rating, 390 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🍷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😊

Top Guest favourite

Home in Oshawa

4.92 out of 5 average rating, 105 reviews

Cozy Basement Suite in Oshawa

Welcome to Your Home Away From Home! Nestled in a peaceful neighborhood, our charming basement suite offers the perfect blend of comfort and convenience for travelers, whether you're here for business or leisure. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

Guest favourite

Home in Whitby

4.85 out of 5 average rating, 199 reviews

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.

Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.