
Pet-friendly holiday rentals in Oshawa
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Oshawa
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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!

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.

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.

Romantic & Cozy Countryside luxury loft with views
Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

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.

“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!

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.

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.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 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!

Brand New Luxurious 4B Townhouse
Experience Luxury & Cozy Living at Our Place - Book Now Before Spots Fill Up! ★ Spacious Brand New Townhome ★ Fully equipped with luxurious furnishings throughout ★ Multiple Queen-sized beds with premium mattresses for ultimate comfort ★ High-speed internet up to 1GB for seamless connectivity ★ Smart TV in the living area for your entertainment ★ Open-concept design with a fully stocked kitchen for all your culinary needs ★ And MANY more amenities

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!

Spacious Guest Suite near 401 with parking
Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. License Number RHSTR2025001
Popular amenities for Oshawa pet-friendly home rentals
Pet-friendly house rentals

Welcome to 'Lake House" Spacious 3B/2.5 bath home

Oshawa Hideaway with separate entrance

Cozy private backyard garden studio

3 bedroom bungalow in South Ajax

Cozy 4BR Near 401, 407 & Toronto

Cozy Modern Home in Bowmanville 3Br - New Downtown

The Cozy Home. Beautiful 3 Bedroom Getaway

Rouge Hill Retreat srt-2310-hbprvw-rnwl-2509
Pet-friendly home rentals with a pool

Horse Farm Luxury Estate

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Waterfront community ideally for long stays

Mackenzie Cottage

Cozy Winter Retreat In Toronto w/ Fireplace

Entire Modern Home | Spacious | Near Lake & Park

Private Suite with Pool Access
Private, pet-friendly home rentals

1 Bedroom, 2 Bed, Bath & Kitchen Basement Suite

Sage Garden: Premium Apt 2B/1B, Kitchen, Parking!

Luxurious Private Suite by the Lake

Queen of Hearts: Cozy Private Apt 1B/1B,Kitchen,5G

Safari Retreat: Apt 2B/1B, 5G, Kitchen, Parking!

Beautiful 3 Bedroom Townhouse w/ Private Backyard

40min DT Toronto | PickeringGO | Lakeridge SkiResort

Stonehenge Off Grid Cabin
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $107 SGD | $106 SGD | $102 SGD | $117 SGD | $119 SGD | $121 SGD | $125 SGD | $130 SGD | $121 SGD | $110 SGD | $108 SGD | $112 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are pet-friendly in Oshawa

Total holiday rentals
Explore 140 holiday rentals in Oshawa

Nightly prices starting at
Oshawa holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 3,000 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
140 of Oshawa holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oshawa rentals

4.6 Average rating
Oshawa stays receive an average rating of 4.6 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- York University
- Christie Pits Park




