Holiday houses in Ontario

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Top-rated holiday rentals in Ontario

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Guest favourite
The exterior of a two-story cottage features a large deck with a yellow kayak resting against the wall. Snow blankets the ground, and tall trees provide a natural backdrop. A white picket fence defines the front yard, enhancing the inviting atmosphere of the property.
Cottage in Rochester
4.91 out of 5 average rating, 259 reviews

Quiet 2 bedroom cottage with deck by Seabreeze

If you're looking for a place to kick back and relax in style look no further. Comfortable and aesthetically pleasing this chic 2 bedroom renovated cottage is only a ten minute ride from downtown and a short walk away from Seabreeze and the Irondequoit Bay small boat harbor. This is an owner operated cottage, no seedy management op. Airbnb automatically categorizes us as a "lake front" property but it is more of a "lake view" property. No direct lake access, but you can see it from the patio.

Top Guest favourite
A charming Victorian home is featured, showcasing a spacious front porch with white railings and a variety of outdoor seating options. Lush green trees and well-maintained landscaping enhance the inviting exterior. The structure is complemented by a large driveway and a fenced area at the back.
Home in Charlotte
4.95 out of 5 average rating, 147 reviews

Victorian Home-2Br/2Ba w/ Huge Porch & Game Room!

I hope your stay leaves you with memories of happy laughter and good times! I hope you always look back on the fond memories, including: Premium Mattresses & Linens for your comfort! Fully equipped kitchen! Games for the kids! Outdoor Furniture and BBQ Grill! In the neighborhood: Abbotts Frozen Custard Windjammers Mr. Dominick's at the Lake Hose 22 Whiskey River Bill Grays Other Attractions: Ontario Beach Ontario Beach Park Antique Dentzel Carousel Charlotte Genesee Lighthouse Charlotte Pier

Top Guest favourite
A bright living space features large windows allowing natural light to fill the room. A comfortable sectional sofa with decorative pillows faces a circular coffee table. A wooden desk with a chair is beside a plant, creating a cozy workspace. Two armchairs are positioned opposite the sofa.
Apartment in Neighborhood of the Arts
4.98 out of 5 average rating, 454 reviews

Quiet, Comfortable Stay | King Bed, Desk & Parking

Ideal for work trips, family visits, university stays, or attending local weddings and events. IG @roccitystays TIP: Add us to your wish list; click the ♥ in the top right corner to find us easily • Bright, renovated unit - quiet, safe street • Neighborhood of the Arts • Steps to Strathallan Hotel, Memorial Art Gallery • Walk to theatre, museums, food/drink, nightlife, shopping • Close to airport, 490, colleges • Historic home with modern conveniences • AC: May-Oct • EV charger by request

Top Guest favourite
A modern kitchen is presented, featuring white cabinetry and stainless steel appliances. A farmhouse-style table with baskets is positioned near the entrance, and a stylish rug covers the floor. Natural light illuminates the space, creating a bright and functional cooking area.
Apartment in Penfield
4.97 out of 5 average rating, 178 reviews

Amazing Apt. Fantastic area, close to city

Cozy up in this comfortable and spacious 1 bedroom apartment in historic Penfield Four Corners on the east side of Rochester. Safe, suburban town setting just 8 miles from downtown Rochester. Walking distance to many great local restaurants and coffee shops. Newly renovated with new **king size bed** and queen sofa bed with additional 4” memory foam for extra comfort. Fully equipped kitchen with new appliances to make you feel right at home. Wegmans and Target are just up the road.

Top Guest favourite
A serene shoreline is depicted with a gently sloping pebbled beach leading to calm waters. Lush trees provide shade near the property, while a set of white steps ascends from the beach to a cottage nestled behind the foliage.
Cottage in Ontario
5 out of 5 average rating, 106 reviews

The Lake Nest

If you’re looking for a lovely retreat to hang your hat, unwind and experience a comfortable and tranquil place to watch the sunsets and enjoy a big exhale-The Lake Nest is for you! Minutes from Rochester and close to shops, stores and restaurants -this country cottage is the perfect spot to enjoy beautiful Lake Ontario. Updated with all modern amenities and conveniences, the Lake Nest is the ideal location for boating, fishing, hiking, checking out wineries or visiting lovely parks.

Top Guest favourite
A historic cobblestone building is surrounded by lush greenery. The front entrance features a welcoming door framed by large windows. A small bistro set stands on the front steps, and decorative potted plants add a touch of life to the landscape.
Home in Williamson
4.95 out of 5 average rating, 159 reviews

1845 School House in the Heart of Pultneyville

Fully renovated in the spring of 2021. According to the Pultneyville Historical Society, the first school, a small crude building, was built on this site in 1808. It burned in 1816 and was replaced by a larger schoolhouse. The cobblestone building was built in 1845 and served as a school until 1943 when the Williamson School District centralized. It is now a private residence. Notice the cobbles set at an angle. A metal bar circles the building as reinforcement — a modern addition.

Top Guest favourite
A two-story house is depicted, featuring a muted grey exterior and a large covered porch. Surrounding grass is well-maintained, and a large tree stump is visible in the foreground. The house is set amidst mature trees, offering a spacious outdoor environment.
Apartment in Walworth
4.93 out of 5 average rating, 127 reviews

Historical Yeoman Farm 2nd Floor Apt.

1400 sq. ft. apartment in the town of Walworth, NY. Entire second floor with its own separate entrance, located within walking distance to the supermarket and beautiful town park. Situated on 3 acres, it offers its own seclusion while being close to the amenities. Close by are numerous Golf courses as well as fine dining. Within a half hour drive are the Finger Lakes, Lake Ontario and Rochester. Enjoy this beautiful home with spring and summer views at their finest!

Top Guest favourite
Apartment in North Winton Village
4.95 out of 5 average rating, 120 reviews

Sunny 1 bdrm Apt in North Winton

Enjoy this well-appointed, freshly updated 1930s duplex in the heart of the North Winton Village neighborhood in Rochester, NY. This home is one block from Winton Rd, where you’ll find a wide array of restaurants, bars, shops, and even a public library, all just a 5 minute walk. We've taken care to equip this unit with everything you should need. However, should any issues arise, my partner and I live in other half the duplex and can readily assist you.

Guest favourite
An in-ground swimming pool is framed by lush greenery, featuring clear blue water and a gently sloping entry. The surrounding concrete deck is well-maintained, with space for lounging. A diving board is positioned at the far end, offering an inviting spot for summer fun.
Home in Penfield
4.84 out of 5 average rating, 179 reviews

Penfield-Webster Home w/Pool - Park Like Setting

Charming 19th century 2,300 sq.ft. farmhouse with 3 large bedrooms on 1 acre. Stately coffer ceiling in expansive living room. Recently update with refinished floors, paint and new kitchen appliances. Inviting breakfast room with french doors leading to side yard. Private 1+ acre yard with 18'x38' in-ground pool on park like setting directly across from Town Park. 5 minutes to shopping and entertainment and a short 15 min. drive to downtown Rochester.

Guest favourite
The open-plan living area features a modern kitchen with an island and contemporary appliances, including a dishwasher. A cozy seating area with a gray sofa and decorative accent pieces is visible, complemented by a dining table set for four. Natural light fills the space.
Apartment in Corn Hill
4.98 out of 5 average rating, 178 reviews

Cozy Downtown Apartment - 1BR

This 1-king bedroom apartment is tucked away in the historic Corn Hill neighborhood close to Downtown Rochester. Enjoy private parking right outside your door, a quiet stay in the corner of the city, and the beauty of this culturally rich community! A short walk to the central downtown area and quick access to I-490, this cozy unit has everything to make it your perfect city stay!

Top Guest favourite
Apartment in Corn Hill
4.98 out of 5 average rating, 173 reviews

Historic 1 BR Luxury Apartment

This spacious 1-bedroom apartment is conveniently located in the heart of Rochester. It is fully furnished and includes everything you will need to have a comfortable, enjoyable stay. This is one of three apartments located in a historic multi-unit home (Hosts occupy the main part of the house).

Top Guest favourite
The exterior of a two-story house showcases a combination of brick and blue siding with architectural detailing. A wide front porch with stone pillars is accented by a manicured lawn and pathway, leading to the entrance. The surrounding trees enhance the outdoor setting.
Guest suite in Rochester
4.95 out of 5 average rating, 167 reviews

Arts & Crafts In-law Suite

This house was built in then1920’s for the doctor that was in charge of Rochester General Hospital. The in-law suite was originally his office and his pharmacy. In the 1950’s the front porch was enclosed to accommodate the receptionist space….. locals can not book

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