Pet-friendly holiday rentals in Oshawa

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Top-rated pet-friendly home rentals in Oshawa

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Guest favourite

Apartment in Windfields

4.97 out of 5 average rating, 37 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

Cabin in Whitchurch-Stouffville

4.99 out of 5 average rating, 110 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Superhost

Guest suite in Windfields

4.71 out of 5 average rating, 24 reviews

Economy Stay With Workspace

Are you looking for a peaceful stay in Durham Region that won't break the bank? Look no further than this lovely 2 bed private space! Sleeping up to 4 people, it also has a dedicated workspace overlooking a large window in the spacious upper bedroom/living area. Expect comfort, privacy, and cleanliness! And a nice renovated space! Basic kitchen with 2 burner cooktop, microwave, sink, fridge. Full stacked washer/dryer. Unit is half on the main floor, half in the basement. Private Entrance.

Superhost

Cottage in Bowmanville

4.8 out of 5 average rating, 174 reviews

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

Top Guest favourite

Guesthouse in Oshawa

4.95 out of 5 average rating, 22 reviews

The Farmhand’s Cottage

*Welcome ! The Farmhand’s Cottage is an adult retreat, located on a country farm property. Open fields for as far as the eye can see, this quaint little farmhouse has everything you need to enjoy a relaxing getaway. Enjoy the outdoor pond and chair swing, or sit out on the private patio overlooking the farmers fields. We are just outside of Oshawa (15 minutes north , and 10 minutes off the 407). We are a 10 minute drive south of the beautiful and historic Port Perry lakefront & theatre.

Guest favourite

Home in Pickering

4.83 out of 5 average rating, 101 reviews

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!

Superhost

Cottage in Bowmanville

4.89 out of 5 average rating, 166 reviews

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

Top Guest favourite

Apartment in Pickering

4.95 out of 5 average rating, 124 reviews

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

Superhost

Apartment in Windfields

4.8 out of 5 average rating, 111 reviews

Vacation Retreat•4BR 4BA•Hot Tub•BBQ•Near Toronto

YOUR IDEAL GETAWAY AWAITS 🛏️ 4 Bedrooms and 4 Bathrooms 🛁 Relax in the private hot tub after a long day 🎱 Have fun with friends and family around the pool table 🛋️ Stylish and comfortable with all the essentials 🛣️ Just minutes from Toronto, close to HWY 407 🌳 Enjoy both city access and a peaceful space 🎯 Pool table for fun and entertainment 📶 Free high-speed Wi-Fi ⚠️ Note: Basement not included in rental Perfect for a weekend escape, family trip, or special celebration!

Superhost

Townhouse in Whitby

4.86 out of 5 average rating, 100 reviews

NEWLY RENOVATED, 3 Bdrm Modern Oasis W/ Parking!!!

Welcome to your home away from home!!! A Clean, Cozy and Visually Interesting 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, a bunk bed 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.

Top Guest favourite

Guest suite in Bowmanville

4.98 out of 5 average rating, 53 reviews

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, 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 ✔︎ Washer & Dryer ✔︎ Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

Superhost

Guest suite in Pickering

4.79 out of 5 average rating, 200 reviews

Muskoka on the City

Property situated on Rouge National Urban Park, close to Toronto zoon, seaton trail. step to beautiful lake and beach , you will enjoy hiking,kayak ,bike and fishing.Close to highway,resultant,shopping mall,public transport, Rouge Hill GO Station. bright in ground suite .kitchen ,dinning room in basement with TV, private bathroom(basement), and private entrance(back yard). Suite has a separate bedroom with a queen sized bed, free wireless internet, and full laundry.