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House vacation rentals in Oshawa

Find and book unique houses on Airbnb

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Popular amenities for Oshawa house rentals

House rentals with a pool

Guest favorite
A spacious living area features a comfortable light-colored sofa and a wooden coffee table centered on a soft area rug. A flat-screen television is mounted on the wall, and large glass doors provide access to an outdoor space, illuminated by recessed lighting.
Home in Ajax
4.93 out of 5 average rating, 43 reviews

Beautiful Cottage in Ajax

StéphaneRating, 5 stars2 weeks ago
The only 4 star that was given was simply because the place was slightly more dated than advertised. Absolutely everything was wonderful and being "dated" had no effect on our stay - just a simple observation.
Guest favorite
A clear blue pool is surrounded by a paved area, featuring several black lounge chairs positioned for relaxation. A green inflatable float rests in the water alongside a blue float. A wooden structure is visible in the background, providing additional amenities.
Home in Port Perry
5 out of 5 average rating, 6 reviews

Horse Farm Luxury Estate

AndreaRating, 5 stars7 months ago
While journeying from the UK to Port Perry, we were fortunate to stay at the Horse Farm Luxury Estate for a week in September. Situated next to a riding school, the tranquil area was perfect for relaxation. Horses grazed in the paddock beside the house – their beauty admired from a distance as per the rule 'do not touch the horses'. The house's position was ideal for exploring the surrounding area, including Port Perry, with easy access to nearby highways for visits to Oshawa, Toronto, and even Niagara Falls. The spacious house had numerous amenities, such as a basement games room and a ground floor club area with a bar. A conservatory connected to a deck and hot tub. Anthony's great communication and assistance made our stay stress-free after a long journey. I highly recommend Horse Farm Luxury Estate for a comfortable stay in Port Perry.
Top guest favorite
Home in Scarborough
4.98 out of 5 average rating, 43 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

CarmalettaRating, 5 stars1 month ago
This house was beautiful! Comfortable and relaxing the master shower was to die for! On top of that jasmine and Keith really was proactive and attentive to us and whatever we needed they were able to supply us with and was really kind sweet and amazing couple to work with over all! Definitely will book here again
Superhost
A bright living room features a comfortable gray sectional sofa facing a sleek coffee table. Decorative art hangs on the wall above the sofa, and natural light enters through a nearby window. A television is mounted on the wall, adding a touch of entertainment to the space.
Home in Oshawa
4.77 out of 5 average rating, 26 reviews

PS4 + BBQ: 5 Bedooms, 3 Bathrooms - 2 Units in 1!

DawneRating, 5 stars3 weeks ago
Varun is a wonderful host, very friendly and responsive and wanting to ensure our stay was great. His listing was as described, very clean, looks newly renovated, and was perfect for our team. The two units provided lots of room and we really appreciated the two kitchens! Would recommend this listing.
Superhost
The serene pool area is illuminated by soft fairy lights, creating a calming atmosphere as the sun sets in the background. Multiple lounge chairs are positioned around the pool, offering a perfect spot to relax and enjoy the scenic views of the surrounding nature.
Home in Scarborough
4.91 out of 5 average rating, 67 reviews

Ravine Paradise ! heated pool and hot tub!

ChanthruRating, 5 stars2 months ago
Preston was a great host. The property is beautiful with a great view in the backyard. A very clean property as well. Preston was very accommodating, and very responsive. Definitely will book again.
Guest favorite
The exterior of a spacious single-story home is presented, featuring a dark green facade and a welcoming front porch. A wooden railing surrounds the porch, and a stone pathway leads to the entrance. Lush greenery and trees provide shade and natural beauty in the surroundings.
Home in Uxbridge
5 out of 5 average rating, 31 reviews

Redwood Haven East: Your Dream Getaway in Uxbridge

MustafaRating, 5 stars2 months ago
An incredibly cozy and clean retreat, me and my friends could not have asked for a better weekend escape. Close to ski resorts while also being close to the city and infrastructure, this place is incredible value! But most of all Youseff and his son are so helpful, amazing hosts ❤️
Superhost
A modern living room features a gray sectional couch paired with two mustard yellow armchairs. A wooden coffee table sits at the center, displaying a decorative vase with white flowers. Soft lighting illuminates the space, complemented by light-colored walls and a decorative plant in the corner.
Home in Pickering
4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Huy LongRating, 5 stars1 month ago
Great host! Great response time and services!
Guest favorite
A modern dining area is highlighted by a marble table surrounded by sleek black chairs. A gray sectional sofa is positioned nearby, creating a comfortable living space. Natural light filters through the room, enhancing the contemporary decor, which includes a mounted TV and a vibrant green plant.
Home in Scarborough
4.95 out of 5 average rating, 100 reviews

New Cstm Bld 2 BDRM Cozy Suite-Heated Flrs-Game Rm

MelissaRating, 5 stars1 week ago
In ALL honesty, this has been one of the best Airbnb experiences I have ever had! The attention to detail this place has is amazing! There was a wine bottle waiting for us, snacks, chocolate, water sooo much stuff. We arrived late and didn’t get a chance to buy anything on the way this saved us! Really wasn’t expecting that. Home is beautiful brand new, super clean! Quiet calm area, wasn’t able to use the pool since it’s cold out still but I will def want to be back here in Summer. Best of all pet friendly! Thank you for a great experience Natalie your a great host and thank you for allowing us to leave a little later due to our late check in. Such a great experience.

Weekly house rentals

Guest favorite
A spacious living area is illuminated by recessed lighting. Large windows with sheer curtains allow natural light to fill the room. A contemporary television is mounted above a modern fireplace, with a decorative vase positioned next to a low coffee table. Cushioned seating is arranged comfortably.
Home in Whitby
4.96 out of 5 average rating, 53 reviews

Brand new 3 bedroom house

JasonRating, 5 stars2 months ago
Wow! What a great house, huge, clean and we felt at home. We didn’t use the garden due to thick snow, but enjoyed watching the rabbits hopping around! We will definitely be back :)
Superhost
A cozy sleeping area features a queen bed dressed in floral bedding, complemented by decorative pillows. A lamp on a wooden nightstand provides soft illumination, while framed artwork of a heron adorns the wall, adding a touch of nature to the room.
Home in Pickering
4.91 out of 5 average rating, 11 reviews

Private Mainfloor One Queen Bedroom Apartment

BishoiRating, 5 stars32 months ago
This place is really great. It is located in a nice location. Jennifer is a nice caring person. She responds right away when we need anything. I really recommend the place for anyone.
Top guest favorite
A functional living area is highlighted by a black couch and a wooden dining table with black metal legs. Large windows allow natural light to fill the space, with sheer curtains offering a touch of privacy while maintaining brightness.
Home in Pickering
5 out of 5 average rating, 15 reviews

peace and tidy second floor unit separate entrance

JamalRating, 5 stars8 months ago
My son and I came to Canada for an end of the summer vacation. Sherry's home was perfect for what we needed. We spent most days driving around the Toronto area. At then end of the day it was nice to escape the busyness of Toronto and return to Sherry's place. There are several good restaurants, grocery stores and shopping centers in the area. The home was basic, very clean and just what we needed for our vacation.
Superhost
A cozy living space features a modern television stand with a flat-screen TV, accentuated by a bold artwork. A gray couch with yellow cushions invites relaxation, complemented by a light rug atop wooden flooring. Large windows allow natural light to brighten the room.
Home in Ajax
4.84 out of 5 average rating, 167 reviews

Moons & Noons -Separate Unit for your Comfort

YarianaRating, 5 stars1 week ago
It was great to stay here! It was clean and relatively quiet. The host was responsive and sent me all the information I needed. Would stay again.
Top guest favorite
The exterior of a spacious three-story house is presented, featuring a stone and brick facade. Large windows provide ample natural light, and a well-kept front yard is visible. A driveway accommodates multiple vehicles, with a blend of greenery enhancing the welcoming appearance.
Home in Ajax
4.95 out of 5 average rating, 222 reviews

Spacious 3 Bedroom walkout Basement Apartment

Terri-LynnRating, 5 stars4 days ago
Anne was a super sweet lady, very respectful and made my first stay at an air b and b seamless. She walked me through the unit because I was nervous to stay in a new place and told me if I ever needed anything to message her. Place is very clean as well!
Guest favorite
A bright living area features a neutral-toned sofa positioned across from a wooden coffee table adorned with a small vase of colorful flowers. A wall art piece of abstract design adds visual interest. The open layout includes doorways leading to the kitchen and bedrooms.
Home in Pickering
4.85 out of 5 average rating, 116 reviews

Lakeside Sweet Home

SharonRating, 5 stars3 weeks ago
Felt like home, and the host Charles is an amazing person.
Guest favorite
An open living area features warm wooden floors and a spacious layout. A modern sectional sofa and an elegant dining table are seen, complemented by large windows allowing natural light. A sleek fireplace adds a calming ambiance to the space.
Home in Oshawa
4.98 out of 5 average rating, 46 reviews

Home in Durham

Jassleen JoyRating, 5 stars5 days ago
The house was much bigger and cleaner than it looked in the pictures—such a pleasant surprise! The photos didn’t capture how nice it really is. We also brought our pet, and everything went smoothly. Thank you for a wonderful stay!
Superhost
A softly lit bedroom features a spacious bed dressed in a patterned duvet, flanked by two nightstands with lamps. Light-colored walls are complemented by decorative framed artwork. A rug lies beneath the bed, completing the serene atmosphere.
Home in Pickering
5 out of 5 average rating, 6 reviews

Beautiful 2 Bedroom Home Suite

ShabnamRating, 5 stars1 month ago
Nicest day. Nice hosting. Nice people very clean, really. We enjoy our stay. I hope everyone does.And we're gonna keep everytime staying here whenever we are here

Private house rentals

Guest favorite
A seating area features a round glass dining table surrounded by four red chairs, each set with white plates. A cozy sofa with orange and yellow accents is positioned nearby. A fireplace adds warmth to the space, while a beach-themed artwork adorns the wall.
Home in Pickering
5 out of 5 average rating, 10 reviews

Home away home

ChrispenRating, 5 stars1 month ago
The property was exactly as described, if not better. The host's attention to detail was evident throughout the home. The kitchen was fully equipped with modern appliances and a wide array of utensils, making meal preparation a breeze. The living area was spacious and comfortable, and cozy, which makes you relax. Bedrooms were immaculate, with high-quality linens and storage space. Quiet neighborhood, conveniently close to local stores and places. Everything is within easy reach. I highly recommend to anyone seeking a comfortable and convenient stay. The host's dedication to providing an exceptional experience is truly commendable.
Top guest favorite
A spacious living area features a sectional sofa adorned with decorative pillows and a cozy throw. A round coffee table with a gold metal base sits in front of the sofa, accented by a small potted plant. Natural light enters through the two windows flanking the room.
Home in Markham
5 out of 5 average rating, 12 reviews

Beautiful Cozy Private House at Markham

LiviaRating, 5 stars2 weeks ago
We had a great stay! The place was clean, comfortable, and exactly as described. July was very responsive and made check-in and communication super easy. Would definitely stay here again!
Guest favorite
A bright living area is presented with a light-colored sectional sofa and a round coffee table. Natural light enters through large, partially covered windows. The open kitchen, visible in the background, features modern cabinetry and appliances. A soft area rug adds warmth to the hardwood floor.
Home in Whitby
5 out of 5 average rating, 9 reviews

Spacious 5BR Home/Office -GTA, Whitby, 401,407,404

NickyRating, 5 stars8 months ago
We had a fantastic stay at Linda's place in Whitby! Linda was the perfect host—she provided all the amenities we needed and was incredibly responsive to any requests we had. The house itself was a cozy 5-bedroom home, perfect for our family. It was spotlessly clean and had a warm, welcoming atmosphere. We couldn't have asked for a better experience. Highly recommend staying here!
Guest favorite
The modern kitchen features stainless steel appliances, including a double-door refrigerator and wall ovens. A spacious central island with seating for four is highlighted by stylish pendant lights. Large windows allow natural light to illuminate the white cabinetry and tiled flooring.
Home in Whitby
5 out of 5 average rating, 6 reviews

Modern & spacious airy home backing on ravine

ShujatRating, 5 stars6 months ago
Enn is fantastic host and took care of us during a long stay at her place. She keeps it immaculate and tastefully decorated. Questions were answered quickly. Our needs were met 110% and would recommend her for families looking for long term stays.
Guest favorite
A welcoming exterior of a two-story home is showcased, featuring a combination of brick and stone materials. Flanking the entrance are landscaped areas with potted plants. A white car is parked on the paved driveway, with green trees visible in the background.
Home in Pickering
4.83 out of 5 average rating, 6 reviews

4 Beds Lux Home W ravine view.

ZaheenRating, 5 stars5 months ago
Wonderful stay! The place was clean, well-maintained, and in a beautiful, peaceful location. The host was communicative, very responsive and extremely accommodating to all our needs. Highly recommend!”
Top guest favorite
A spacious outdoor deck overlooks a green backyard, featuring a large tree and colorful play equipment. A dining set with six chairs is positioned on the deck, inviting casual gatherings. The yard is enclosed with a privacy fence, providing a tranquil outdoor space.
Home in Pickering
4.98 out of 5 average rating, 47 reviews

Near Toronto - Beautiful Home {Full property}

NeginRating, 5 stars3 months ago
Joseph was a great, responsive host. The place was immaculate. Lots and lots of amenities and the house felt so cozy. This is a kid’s haven. So so many amazing toys! I recommend this place to anyone.
Superhost
An open dining area features a modern white table surrounded by sleek chairs, centered on a textured rug. A cozy seating area is visible in the background, with soft lighting from ceiling fixtures creating a bright and inviting environment.
Home in Courtice
5 out of 5 average rating, 4 reviews

Family Friendly Home in Courtice

AnthonyRating, 5 stars3 days ago
Overall a very good place. It was located near our destinations during a weekend east of Toronto.
Superhost
The exterior of a substantial two-story house features a brick facade with light-colored accents. Two garage doors are visible, complemented by a front porch with a decorative railing. Windows are prominently placed on the upper level, allowing natural light into the home.
Home in Windfields
4.86 out of 5 average rating, 14 reviews

SunCity 7BedRoomS detached house

JanessaRating, 5 stars4 months ago
The house was exactly what we needed for a few families to stay together for our hockey tournament that was at the university campus. Bed linens were clean with lots of extra blankets if needed, kitchen had most of the necessities, perfect bedroom to bathroom ratio. Kathi was a great host and was very responsive. Instructions to get in and what was needed at checkout were clear. Thanks for the stay!

Quick stats about house rentals in Oshawa

  • Total rentals

    430 properties

  • Total number of reviews

    6.8K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    260 properties have a dedicated workspace

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