
Townhome holiday rentals in Oshawa
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Top-rated townhouse rentals in Oshawa
Guests agree: these townhouse rentals are highly rated for location, cleanliness and more.

Brand New Modern Family Home
Welcome to your home away from home! This modern 3-bedroom townhouse blends comfort & style, perfect for families, friends, or business travelers. The open-concept living room offers plush seating, a large flat-screen TV, and contemporary decor. Enjoy cooking in the fully equipped kitchen. Each bedroom has comfy beds, premium linens, and tons of closet space. Located in a vibrant neighborhood near shops, restaurants, highways and great public transport options. We look forward to hosting you!

Home Away From Home
Experience luxury and comfort in our stunning 4+1 bedroom, 3.5 bathroom townhome. Designed for discerning travelers, our chic retreat offers: • 5-Star Hotel Like Amenities • Opulent Open Concept Living • Fully Equipped Gourmet Kitchen • Plush Sleeping Areas • Complimentary Coffee, Tea & Snacks • Free Netflix & High Speed Internet • Free Parking Perfect for families seeking quality time, friends gathering for a getaway or business travelers needing a serene base!

New Modern Condo in Pickering
Amazing Destination Private and cozy newly built 2 bedroom Condo/Townhome 2 Full Bathrooms, Family Room and Full kitchen Friendly community, minutes away from Major Shopping Centres, Pickering Casino, Golf Courses, Sports Complex, City Parks, Night Clubs and more 20 min drive to Lakeridge Ski Resort (Skiing, Snowboarding, Tubbing and more) *PLEASE NOTE: Due to severe pet allergies, we cannot accommodate service animals. We appreciate your understanding and cooperation in the matter.*

Beautiful 3 Bedroom Townhouse w/ Private Backyard
Kick back and relax in this calm and stylish space which is exceptionally adorned with amazing artwork throughout! This beautiful townhouse is located minutes to the 401 and 407 highways, the mall, waterfront trails, movie theatres and tons of restaurants! Whether looking for a family getaway or visiting from abroad, this is the perfect home for you with more than enough space to accommodate all your friends and family for a short or long term stay. Early check-in and late checkout!

Modern Port Union Townhouse - Port Union Paradise
Welcome to Port Union Paradise! It is the perfect place to work, relax, or entertain. Whether you’re trying to escape the bustle of the city, visiting family in nearby Scarborough or Pickering, you’ll be sure to have a comfortable stay in an aesthetic space. We hope you get to enjoy the unique DIY elements throughout the house. Close to the 401, Toronto Zoo, Rouge Urban National Park, Rouge Beach, waterfront, Pan Am Centre, Guild Inn Estate and Go Train Station (30 mins to downtown).

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.

Cyberspace - no cleaning fees, New Private Hot Tub
Private hot tub! No cleaning fees! This stylish modern townhome is the perfect place to stay for you and your family. Two car garage, 4 parking spots, 4 bedrooms, 4 bathrooms, pool & ping pong table, arcade game, Occulus, BBQ, exercise equipment, hot tub, walk to: store, pizza, and Cannabis shop. Fibreoptic internet for working from home/streaming. Local and trusted ride services available at competitive rates. USA friendly! Let me know if you’re celebrating something!

Cozy 2 Bedroom TownHome - Steps to Parks & Trails
Welcome to our home, nestled in the heart of Pickering! This charming property offers the perfect blend of comfort, convenience, and natural beauty. Corner townhome - 2 levels, 2 bedrooms / 2.5 baths / full kitchen. Open concept, Large windows with lots of natural lighting. Perfect to work from home & equipped with desk space for your laptop *Free Wifi * Work From Home *Long term rentals available 1 Free Underground Parking spot plus paid parking on street.

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

Stylish Newly Built Pickering Family Home
Make some memories and have fun at this unique, spacious, stylish and family-friendly place located in the heart of Pickering’s newly-built Seaton Community. Family-friendly parks and lovely forest trails are close by and on walking distance. 10 mins away from Pickering Town Centre (mall), Highway 401, the GO Train, numerous restaurants, and other attractions, as well as being only 30 minutes from Downtown Toronto.

Family-Friendly 3BR in Ajax | Free Parking
Enjoy a spacious 3BR, 2.5BA townhome in Ajax, minutes from Pickering Casino & Thermea Spa. The open-concept living room has cozy seating, a 65” smart TV, and plenty of natural light. Bedrooms include a King, Queen, and two Singles—ideal for families or groups of up to 6. Whether you’re planning a spa retreat, casino visit, or weekend getaway, this modern home offers comfort and convenience for a relaxing stay.

Modern Ajax House ~ Casino ~ Ajax ~ Parking ~ Wifi
Welcome to your home away from home! This bright, spacious 3BR, 2.5BA corner townhouse offers comfort, natural light, and 2 parking spots in a family-friendly Ajax neighbourhood. Enjoy fully furnished rooms, a cozy living area, and a fully equipped kitchen. Close to Ajax Downs, Costco, restaurants, spas, and Lakeridge Hospital—everything you need for a relaxing, enjoyable stay!
Popular amenities for townhouse rentals in Oshawa
Family-friendly townhouse rentals

Spacious and sunny bedroom

Home Away from Home

Fully Furnished 3-Story Suburban Townhouse

A bright room. Double bed and desk. Free parking.

Bright Room with Queen Bed in Pickering!

Sunshine & Smiles

Bright Cozy En-suite Room in Quiet Neighborhood

Your own room away from home
Townhouse accommodation with a washing machine and dryer

Cozy private den in Ajax, Ontario

Scarborough 2 Bedroom Townhouse

Fully Furnished Townhouse Ajax

Waterfront community ideally for long stays

Modern, Brand New, King Beds | THH

Entire home in Pickering 4 bedrooms 3 baths.

Bright&cheerful 1-bedrm newly renovated townhouse

Modern 3BR Townhouse Markham
Townhouse rentals with a patio

Home in Ajax

Stylish 3BDR in Pickering's Heart | Free Parking

Luxury new 3 bedroom home with indoor Fireplace

Gorgeous 2-BR Townhouse with full stocked kitchen

Modern 4beds+Office: Whole house with 4/5 parking

Condo loft( close to Durham college-Ontario tech )

Beautiful 3 bedroom townhouse with parking.

Chic Oasis: 4B/2.5B, Office, 5G, Kitchen, Parking!
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 SGD | $104 SGD | $104 SGD | $115 SGD | $119 SGD | $98 SGD | $117 SGD | $126 SGD | $133 SGD | $106 SGD | $139 SGD | $105 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 townhouse rentals in Oshawa

Total holiday rentals
Explore 30 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 770 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Oshawa holiday rentals include wifi access

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

4.8 Average rating
Oshawa stays are highly rated by guests – averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Christie Pits Park
- Toronto City Hall
- Royal Ontario Museum
- Royal Woodbine Golf Club
- Nathan Phillips Square



