Holiday houses in Oshawa

Studio by the woods

Enjoy a modern and private studio that features a private entrance & self check-in, full kitchen, full bathroom, and a cozy full bed—designed for a comfortable stay. Located 5min drive from Thermea Spa, restaurants, cafés, hiking trails and GO Transit for easy access to Whitby and TOR. Features: ✔️Premium essentials ✔️Full kitchen & Bathroom ✔️Filtered drinking water ✔️Soft, chlorine free water ✔️Separate entrance & Self check-in ✔️Complimentary Parking (1 spot) ✔️Coffee & Tea ✔️Coin laundry

Stylish Modern Basement Suite for Rest & Comfort

Enjoy this stylish one-bedroom basement apartment in Whitby, thoughtfully furnished for comfort and relaxation. The space features a private entrance, full kitchen, comfortable living area, full private washroom, smart 50"TV, glass shower, fresh towels, laundry access, Wi-Fi, free parking. Ideal for families, couples, travelers. Located near Whitby GO Station for easy access. The basement has two completely separate apartments, offering a peaceful and convenient stay. I hour from FIFA Stadium!

Absolutely gorgeous basement guest suite!

Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Spacious and cozy 1 bedroom professional suite.

Welcome to your next home-away-from-home! This stylish, fully furnished 1-bedroom apartment is designed for the professional on the go. Located in the safe and sought after neighborhood of North Glen (The Glens) in Oshawa, this space offers a perfect balance of comfort and convenience, making it ideal for short-term stays. Whether you're here for a work project, corporate assignment, or temporary relocation, this apartment provides everything you need to feel settled and productive.

Together Time, Just 5 Mins to Hwy 401

Bright Walkout Basement Suite with Comfort and Style This inviting suite features two cozy bedrooms, one stylish bathroom, and a spacious open-concept living area with a fully equipped kitchen. Large windows fill the space with natural light and offer lovely backyard views. one free parking. Enjoy the convenience of in-suite laundry (available for an additional fee), a generous yard to relax in, and a nearby playground—perfect for families or professional, longer stays.

The getaway spot

Step into a space designed for comfort, relaxation, and connection. Our Airbnb blends cozy charm with modern touches, giving you everything you need for a memorable stay. A fully private unit with a separate entrance, featuring a spacious king bedroom and walk-in ensuite. The bathroom offers heated floors, a large shower, and a deep soaking tub. A modern kitchen and high-ceiling living room create a warm, inviting space to relax.

Ultra Luxury Suite in Oshawa

Welcome to your ultra-luxury 1-bedroom basement suite in the heart of Oshawa! Enjoy a stylish open-concept living space with modern finishes, a fully equipped kitchen, spa-inspired bathroom, and cozy bedroom retreat. Perfect for couples, solo travelers, or business guests. Located in a quiet neighborhood with easy access to transit, shopping, and dining. Your private getaway awaits comfort, class, and convenience all in one.

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.

Family Friendly | HOT TUB | Near Toronto & UOIT

Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, and in-suite laundry. Relax in the hot tub after exploring local trails, parks, and farms. Close to Ontario Tech University, Durham College, shops, and restaurants. Easy access to Durham Transit, GO Bus/Train, and Highway 407. Ideal for couples, professionals, or small families.

Summer Getaway with HotTub, PoolTable • Sleeps 10+

Escape to a stylish home near Toronto, perfect for up to 10 guests. This family-friendly retreat features a private hot tub, indoor pool table, backyard bbq grill: gass, dedicated workspace, and a beautiful backyard oasis. Enjoy modern amenities, a fully equipped kitchen, and easy access to the city. Ideal for family getaways or celebrations with friends.

Newly Renovated Sun Filled Apt w/ Parking

This bright and unique apartment is equipped with 11ft ceilings and everything 2-3 guests would need to have a memorable experience while staying in Durham Region. With a kitchen equipped with enough utensils and supplies to make your favourite meals, your own personal washer/dryer, free parking and a King sized bed what more could you ask for :)