Holiday rentals in Whitby

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Top-rated holiday rentals in Whitby

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

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Top guest favourite
Guest suite in Whitby
4.98 out of 5 average rating, 65 reviews

Studio by the woods

Enjoy a modern and private studio that features a private entrance & self check-in, full kitchen, full bathroom, and a cozy full bed—designed for a comfortable stay. Located 5min drive from Thermea Spa, restaurants, cafés, hiking trails and GO Transit for easy access to Whitby and TOR. Features: ✔️Premium essentials ✔️Full kitchen & Bathroom ✔️Filtered drinking water ✔️Soft, chlorine free water ✔️Separate entrance & Self check-in ✔️Complimentary Parking (1 spot) ✔️Coffee & Tea ✔️Coin laundry

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
4.87 out of 5 average rating, 214 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.

Guest favourite
Home in Ajax
4.96 out of 5 average rating, 204 reviews

Brand New 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.

Superhost
Flat in Whitby
4.82 out of 5 average rating, 11 reviews

Stylish Modern Basement Suite for Rest & Comfort

Enjoy this stylish one-bedroom basement apartment in Whitby, thoughtfully furnished for comfort and relaxation. The space features a private entrance, full kitchen, comfortable living area, full private washroom, smart 50"TV, glass shower, fresh towels, laundry access, Wi-Fi, free parking. Ideal for families, couples, travelers. Located near Whitby GO Station for easy access. The basement has two completely separate apartments, offering a peaceful and convenient stay. I hour from FIFA Stadium!

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.
Flat in Whitby
4.93 out of 5 average rating, 165 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
Flat in Whitby
5 out of 5 average rating, 17 reviews

Charming private Guest Suite near Thermea Spa

This charming, beautifully appointed private apartment evokes a sense of calm and effortless elegance where cottage-core decor meets modern comfort. A cozy and impeccably clean retreat thoughtfully designed for rest and relaxation. Featuring an open area living space with inviting chairs and sofa with plush pillows, a perfect place for unhurried conversations by the electric fireplace. The bedroom, a restful escape with high quality mattress & linens, plush bedding and pillows for comfort.

Guest favourite
Guest suite in Pickering
4.9 out of 5 average rating, 323 reviews

Hot Tub Oasis | 35 Min to DT | Main Floor Suite

Completely private studio suite kitchenette (no full kitchen)(no stove)(no oven) Airbnb is a separate unit with a separate entrance Exclusive hot tub access Modern space with Fireplace and 55 inch smart TV for streaming Fast Wi-Fi Approximately 30 minutes from downtown Toronto 15min to Thermea Spa, Frenchman’s Bay, Durham Live Casino, Toronto Zoo/Porsche Experience Center Parking spot for SUV size car. Trucks will not fit. Safe and secure with a disclosed exterior entrance camera

Top guest favourite
A cozy living area features a soft gray sofa adorned with a light pink throw and an orange pillow. A modern TV is mounted on the wall opposite a white media console. A cheerful yellow accent wall is visible beside a small dining table, creating an inviting space.
Guest suite in Whitby
4.93 out of 5 average rating, 44 reviews

Keyless | Parking | 2 Q Beds | Toronto Hub | SPA

- 5 Min Drive away from: Thermaspa, Walmart, HWY 401, Starbucks - Portable heater provided - Full sized kitchen, with full sized Fridge and Dishwasher - Open concept space with private bathroom - 2 Queen beds, 2 3 pc Bathrooms, and fast Wi-Fi - Kettle, microwave, and coffee station included - Convenient location near transit, shops and restaurants NOTE: This a 1/3 below ground BASMENT APARTMENT. Other guest(s) MAY be occupying the Upper levels. This is a LEGAL bsmt apt. City approved!

Top guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 328 reviews

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 your own 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.

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.86 out of 5 average rating, 119 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Top guest favourite
A cozy living space is highlighted by a wooden dining table surrounded by upholstered chairs. A kitchen area features a bar counter and modern appliances, while a comfortable seating area boasts plush chairs and a stone fireplace. A large wall screen displays a vibrant gaming scene.
Guest suite in Whitby
4.96 out of 5 average rating, 158 reviews

Maple Edge

In Whitby's sought-after Sommerset neighborhood, this Airbnb promises a perfect getaway. The well-appointed space includes a queen-sized bed for restful nights, a fully-equipped kitchen for delightful meals, and a spa-inspired bathroom with a deep-soaking tub and luxurious rainfall shower. Just minutes from Thermea Spa, guests can seamlessly transition from the Airbnb's comforts to the therapeutic wonders of Therma, creating an ideal haven for relaxation.

Guest favourite
A cozy living area is furnished with a light-colored sofa and two blue armchairs, creating a comfortable seating arrangement. A glass coffee table sits at the center, and a television is mounted on the wall displaying content. A piece of abstract wall art adorns the space.
Guest suite in Whitby
4.84 out of 5 average rating, 243 reviews

Two Bedroom Basement Apartment

Have fun with the whole family at this stylish place. This space has all the amenities including Free WIFI, Netflix, Laundry, and a full Kitchen. Only 6 minutes drive from highway 401, 10 mins drive from Oshawa Mall, 5 mins drive from down town Whitby, and 5 mins drive from Whitby Entertainment Centrum (Landmark Cinemas and Restaurants, Good Life Gym). Also close by are other kids entertainment places such as, Flying Squirrel, Sky Zone, and Reptilia.

Popular amenities for Whitby holiday rentals

When is the best time to visit Whitby?

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Frequently Asked Questions

  • What are the best places to stay in Whitby?

    Whitby has welcoming neighborhoods near the waterfront, downtown, and around park areas that are frequently suggested for stays. Consider rentals with easy access to local trails, shopping, and green spaces for a well-rounded visit.

  • What are the best things to do in Whitby with kids?

    Explore Lynde Shores Conservation Area for wildlife sightings, discover interactive exhibits at the local museum, or visit public parks with playgrounds and splash pads. Seasonal festivals and farmers markets also invite family-friendly fun.

  • What are some of the best things to do in Whitby?

    Wander Whitby’s waterfront trails, connect with history at the local museum, or visit Lynde Shores Conservation Area for birdwatching. The town also has art galleries, bustling markets, and frequent community events.

  • How is the weather in Whitby?

    Whitby has cold winters around 20–33°F (-7–1°C), with spring and fall bringing milder temperatures near 29–66°F (-2–19°C). Summers are generally warm, with highs near 81°F (27°C), inviting outdoor activities.

  • What are the best places to visit in Whitby?

    Explore Port Whitby and its marina, visit Lynde Shores Conservation Area for nature walks, or stop by the local history museum. The downtown district has inviting shops, art spaces, and lively public squares.

  • What are some hiking trails in Whitby?

    Whitby has scenic hiking trails in Lynde Shores Conservation Area, Heber Down Conservation Area, and along its waterfront paths. Many trails invite birdwatching, peaceful forest walks, and routes suitable for various activity levels.

  • What are some family activities we can do in Whitby?

    Families often enjoy exploring local parks, visiting Lynde Shores Conservation Area, and engaging with hands-on exhibits at the museum. Seasonal festivals and farmers markets encourage community fun for all ages.

  • What are some of the best day trip ideas from Whitby?

    Plan a day exploring nearby conservation areas, visiting art galleries in surrounding towns, or discovering regional history museums. Scenic farms and lakefront parks around the area also make for enjoyable outings.

  • Are there any pet friendly accommodations available in Whitby?

    Whitby has pet-friendly rental options throughout the town, especially near parks and waterfront areas. Enjoy walking with your pet at dog-friendly green spaces for a relaxing stay.

  • What are some local tips for visiting Whitby?

    Dress in layers for changing weather, and check for local community events or farmers markets during your visit. Early mornings along waterfront trails are often peaceful, and many parks have picnic spots.

  • What is Whitby known for?

    Whitby is known for its picturesque waterfront, conservation areas, and a blend of historic and modern community spaces. The town frequently hosts local art showcases and seasonal festivals celebrating its vibrant spirit.

  • What are the best hidden gems to explore in Whitby?

    Seek out Heber Down Conservation Area for quiet forest walks, discover small art galleries, or explore neighborhood coffee shops away from the main streets. Local gardens and markets sometimes feature unique finds.

  • What are the best foods to try in Whitby?

    Whitby has diverse cuisine; visitors frequently suggest local bakeries, fresh Ontario produce at farmers markets, and Canadian favorites like butter tarts. Many restaurants serve international dishes reflecting the area's cultural mix.

  • What should I bring for a trip to Whitby?

    Pack clothing layers to match the season, comfortable shoes for walking trails, and rain protection in spring or fall. A reusable water bottle and sun protection are useful for outdoor activities.

  • What is the nightlife in Whitby like?

    Whitby’s nightlife centers on relaxed pubs, casual bars, and occasional live music venues around downtown. Local cafes sometimes host evening gatherings, and weekend nights feature community events or art shows.

  • What are the most popular events or festivals in Whitby?

    Whitby has annual celebrations like music and food festivals in summer, farmers markets throughout the warmer months, and holiday events in winter. Outdoor concerts and art shows are frequently suggested by locals.

  • Are there family friendly vacation rentals in Whitby?

    Family-friendly rentals are available in Whitby’s residential neighborhoods, often near parks, schools, and cultural attractions. Many listings feature amenities suited to groups and young travelers, creating a welcoming atmosphere.

  • When is the best time to visit Whitby?

    Late spring through early autumn is often recommended for comfortable temperatures and outdoor festivals. In winter, the town has a quieter atmosphere and scenic waterfront views, though outdoor activities may be limited.

Quick stats about holiday rentals in Whitby

  • Total holiday rentals

    Explore 1,230 holiday rentals in Whitby

  • Nightly prices starting at

    Whitby holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 31,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    730 properties have a dedicated workspace

  • Wifi availability

    1,210 of Whitby holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Whitby rentals

  • 4.7 Average rating

    Whitby stays receive an average rating of 4.7 out of 5 from guests

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