Holiday houses in Durham

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Top-rated holiday rentals in Durham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.

Home in Whitby

4.88 out of 5 average rating, 227 reviews

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

Top Guest favourite

Home in Ajax

4.95 out of 5 average rating, 235 reviews

Exclusive Private Luxury Suite Open Consept living

Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax GO Station. 18 min to Toronto Pan Am Sports Centre. Drive or GO to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa.

Top Guest favourite

The kitchen area features sleek black cabinetry contrasted by white countertops, providing a modern aesthetic. A dining table with wooden chairs is positioned near the window, enhancing natural light. Essential appliances, including a microwave and coffee maker, are neatly arranged for convenience.

Apartment in Whitby

4.94 out of 5 average rating, 197 reviews

Absolutely gorgeous basement guest suite!

Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Top Guest favourite

Home in Pickering

4.97 out of 5 average rating, 34 reviews

Luxury 4BR Retreat ~ Spacious Home ~ Pickering

Welcome to our Newly Furnished and Professionally Cleaned home in Pickering ✓ 4 Bedroom, 3.5 washroom ✓ Fully equipped kitchen for preparing meals ✓ Cozy Family Rooms ✓ Brand New High-quality Linens, Comfy Beds ✓ 85" Smart TV, High-speed WiFi ✓ In suite washer & dryer ✓ Backyard with green scenic view ✓ Free parking! ✓ Safe neighbourhood ✓ Enjoy easy access to the Toronto Zoo, Canada’s largest, located just 10 minutes away. Book your stay with confidence and make unforgettable memories!

Guest favourite

A modern living space is visible, featuring a combination of comfortable seating with two dark armchairs and a sleek sofa. A wall-mounted television is positioned above a contemporary electric fireplace. Natural light filters through partially open blinds on large windows.

Home in Whitby

4.89 out of 5 average rating, 89 reviews

Whitby/Ajax: 2300sqft & Tall+Equipped Kitchen+EV

Welcome to your modern home in Durham! Located across from a playground and splash pad, and just minutes from the Thermëa Spa Village (Nordic Spa), it’s the perfect getaway. Features: - 4 Spacious Bedrooms - 2.5 Luxurious Bathrooms <5 minutes drive to shopping, groceries, and fine dining, combining convenience with tranquility. Enjoy a spacious kitchen, EV Charger, free Wi-Fi, and easy self check-in. Early check-in and late check-out available upon request. Your perfect retreat awaits!

Top Guest favourite

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

4.87 out of 5 average rating, 141 reviews

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!

Top Guest favourite

The living room features a large sectional sofa and a coffee table with a decorative plant. A modern gas fireplace is situated beneath a wall-mounted television displaying a streaming service. Sunlight fills the space through multiple windows, creating a bright and cozy atmosphere.

Home in Pickering

4.99 out of 5 average rating, 171 reviews

Toronto [45 mins] Sleep 8| Free Parking | Backyard

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

Guest favourite

The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.

Home in Bowmanville

4.92 out of 5 average rating, 278 reviews

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

Guest favourite

Home in Whitby

4.96 out of 5 average rating, 50 reviews

Entire Detached House; 3+1 Bedrooms; 3 Parkings

Enjoy a completely independent, bright, and peaceful detached house in a safe, family-friendly neighborhood-perfect for relaxation or adventure. Located just 6 minutes from Ontario’s largest thermal spa, Thermea Spa Village Whitby, and close to ski resorts (Lakeridge 20 min, Dagmar 16 min), this home is ideal for spa lovers, families, and winter-sport getaways. 30-min drive to Toronto, or 50-min by GO Train to Downtown Toronto! Three parking spots!

Guest favourite

Home in Oshawa

4.89 out of 5 average rating, 150 reviews

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!

Guest favourite

The modern townhome exterior features a clean brick facade and large windows providing ample natural light. A set of steps leads to the main entrance, framed by black railings on either side. A small potted plant sits at the base of the steps.

Townhouse in Pickering

4.89 out of 5 average rating, 122 reviews

The Cyberspace (No cleaning fees, 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!

Guest favourite

An open-concept living area features a large wall-mounted television against a marble design backdrop. A round coffee table is placed on a patterned area rug, with modern furnishings surrounding it. Soft lighting is provided by ceiling spots and highlighted elements on display.

Home in Oshawa

4.96 out of 5 average rating, 102 reviews

Ultra Luxury Suite in Oshawa

Welcome to your ultra-luxury 1-bedroom basement suite in the heart of Oshawa! Enjoy a stylish open-concept living space with modern finishes, a fully equipped kitchen, spa-inspired bathroom, and cozy bedroom retreat. Perfect for couples, solo travelers, or business guests. Located in a quiet neighborhood with easy access to transit, shopping, and dining. Your private getaway awaits comfort, class, and convenience all in one.