Vacation rentals in Whitby

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Top-rated vacation rentals in Whitby

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Guest favorite
A modern kitchen is presented, featuring sleek white cabinetry and a textured backsplash. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A countertop offers space for meal preparation, while a coffee maker and microwave add to the kitchen's functionality.
Guesthouse in Whitby
4.97 out of 5 average rating, 241 reviews

One bedroom apartment/guesthouse.

Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

Guest favorite
A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.
Guest suite in Pickering
4.87 out of 5 average rating, 772 reviews

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

Guest favorite
The spacious living area features a leather sectional sofa and a cozy ottoman, situated atop a soft area rug. A modern kitchen with an island and dark cabinetry is visible in the background, complemented by ambient blue lighting.
Guest suite in Ajax
4.96 out of 5 average rating, 170 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.

Top guest favorite
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 Lynde Creek
4.92 out of 5 average rating, 144 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 favorite
A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.
Apartment in Port Whitby
4.94 out of 5 average rating, 259 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Guest favorite
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
4.85 out of 5 average rating, 119 reviews

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 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 favorite
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, 292 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 a 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 favorite
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, 244 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.

Superhost
A modern living area features a gray sectional sofa and two light-colored chairs positioned around a glass coffee table. A wall-mounted television is situated above a contemporary electric fireplace, with a decorative plant adding a touch of greenery to the space.
Guest suite in Whitby
4.81 out of 5 average rating, 135 reviews

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa

★ "Very nice apartment! Clean, spacious, and modern'' ★ ☞ Fully Private unit!!! ☞ Fully equipped kitchen!!!! With all required machines and pots ☞ Extended Kitchen Island ☞ All rooms w/ queen + Sheets and Duvet !!!!!! ☞ 55” smart Samsung TV w/ Netflix + Samsung sound bar with Sub ☞ Central AC + Heating ☞ Onsite washer + dryer ☞ Parking → 1 on the driveway!!!! ☞ 700mbps wifi ☞ Open Concept 5 mins → Thermëa spa village 12 mins → Whitby and Ajax GO Station

Top guest favorite
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, 141 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 favorite
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, 222 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.

Top guest favorite
Apartment in Lynde Creek
4.96 out of 5 average rating, 414 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Popular amenities for Whitby vacation 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 vacation rentals in Whitby

  • Total vacation rentals

    Explore 1,250 vacation rentals in Whitby

  • Nightly prices starting at

    Whitby vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 30,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    510 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    740 properties have a dedicated workspace

  • Wi-Fi availability

    1,220 of Whitby vacation rentals include wi-fi 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

Destinations to explore

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