Pet-friendly vacation rentals in Oshawa

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!

Finished 2 BR Apartment in an Upscale Area of Ajax

Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

The Cozy Cove Studio

Cozy and private 1-bed studio, ideal for short or extended stays, well-equipped for convenience and relaxation. ✔︎ Spacious private suite with full Bath ✔︎ 55-inch 4K TV with Netflix, Prime, Crave, Fibe TV, YouTube, etc ✔︎ Super Fast WiFi ✔︎ Self check-in ✔︎ Workstation ✔︎ 5 mins drive - 401, Downtown, Malls, Grocery, Pharmacy, Restaurants, Cineplex. ✔︎ Free Parking on driveway ✔︎ In Unit Washer & Dryer ✔︎ Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

Bright 1-BR Walk-Out Suite | Private & Workspace

Escape to your own private, brand-new 1-bedroom guest suite in a quiet Ajax neighbourhood. This stunning walk-out apartment is exceptionally bright and features its own dedicated entrance, ensuring 100% privacy for your stay. Inside, you'll find a sleek, modern space designed for comfort and convenience. Relax in the cozy bedroom and space, prepare a full meal in the brand-new kitchen, or sit or sleep in a convertible sofa bad. Perfect for couples, solo adventurers, or business travelers.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Grand Waterfront Retreat – Under 1hr from Toronto

Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from Toronto!

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, 2 Queen Beds and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

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.

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 a 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.

Embers Nest - 5 beds, 4 bath, 2 park, Thermea Spa

Welcome to your perfect Whitby getaway. Nestled in the heart of this quaint city, our home puts you just steps away from the area’s best restaurants, cozy cafés, relaxing spas, and local attractions. Designed with families in mind, the space is calm, minimal, and welcoming — perfect for both quiet nights in and busy days out exploring. Whether you’re planning a relaxing spa weekend, a foodie adventure, or a fun-filled family trip, everything you need is right outside your door.

Bright & Spacious 2 Bdrm Walkout

Welcome to my home where I'm happy to offer you a spacious, family-friendly walkout basement apartment with full-size windows throughout, 2 large bedrooms (queen beds), a 3-piece bathroom, full kitchen (stove, fridge, microwave, sink), dining and living areas. Enjoy backyard access with a barbecue, fire pit, and outdoor seating. Private entrance via the side of the house, no stairs. 1 driveway parking spot included. Clean, cozy, and ready for your stay! :)

Modern 4BR Home in North Oshawa

Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!