Holiday rentals in Whitby

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Top-rated holiday rentals in Whitby

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Guest favourite
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.
Guest house in Whitby
4.96 out of 5 average rating, 227 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.

Top guest favourite
A spacious living area showcases a comfortable gray sofa facing a television on a light-colored media console. A dining table with chairs is positioned nearby, alongside a fully equipped kitchen with white cabinetry and modern appliances. Natural light enters through a window, enhancing the bright ambiance.
Guest suite in Whitby
4.9 out of 5 average rating, 103 reviews

Full independent basement unit (separate entrance)

Enjoy this independent, bright, spacious & serene space in a family friendly and safe neighbourhood! Full basement with separate entrance, private full kitchen, private full bathroom, queen bed, TV (BellFibeTV, SportsNet,TSN,Netflix..), 1.5G Fibre Wifi, cookware, utensils. Walk to major Rds: Taunton & Thickson, amenities & bus stops. 10 min drive: GoTrain, 401, 407 All sheets & pillow cases are washed and sanitized before guests check-in. No pet, No smoker, No guest! Under video surveillance!

Top guest favourite
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.
Flat in Whitby
4.95 out of 5 average rating, 250 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 favourite
A well-maintained exterior of a single-story brick residence is highlighted, featuring a manicured lawn and vibrant flowerpots along the entrance. A vehicle is parked in the driveway, and decorative accents add a welcoming touch to the home.
Flat in Donevan
4.93 out of 5 average rating, 857 reviews

Just like home

This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Waffles, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

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, 255 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 in 2021, 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.

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, 128 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 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
4.95 out of 5 average rating, 130 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
4.83 out of 5 average rating, 206 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 favourite
Flat in Windfields
4.96 out of 5 average rating, 157 reviews

Family Friendly | HOT TUB | Near Toronto & UOIT

********* The hot tub will be out of service from Dec 4–Dec 11****** Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, full kitchen, and in-suite laundry. Relax in the hot tub after exploring local trails, parks, and farms. Close to Ontario Tech University, Durham College, shops, and restaurants. Easy access to Durham Transit, GO Bus/Train, and Highway 407. Ideal for couples, professionals, or small families.

Top guest favourite
Flat in Whitby
4.96 out of 5 average rating, 400 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😊

Top guest favourite
The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.
Home in Ajax
5 out of 5 average rating, 124 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Guest favourite
A small dining area is created with a round table covered by a patterned tablecloth. Two black chairs flank the table, which features a subtle floral centerpiece. A scenic landscape photograph hangs on the wall, adding visual interest to the space.
Home in Oshawa
4.92 out of 5 average rating, 119 reviews

Cozy Basement Suite in Oshawa

Welcome to Your Home Away From Home! Nestled in a peaceful neighborhood, our charming basement suite offers the perfect blend of comfort and convenience for travelers, whether you're here for business or leisure. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

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 1,170 holiday rentals in Whitby

  • Nightly prices starting at

    Whitby holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 28,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    470 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,150 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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