Vacation rentals in Whitby

A rooftop terrace features an expansive seating area with grey wicker furniture arranged around a central table. Lush greenery outlines the space, providing a vista of the city skyline under a partly cloudy sky.

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

4.99 out of 5 average rating, 140 reviews

A spacious bedroom features large windows that provide a clear view of the surrounding trees and outdoor park area. A shelf with books and decorative items displays alongside a small table adorned with seasonal decorations, creating a calm and inviting environment.

Home in The Beaches

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

4.78 out of 5 average rating, 9 reviews

Guest suite in Uxbridge

Hilltop Getaway|Scenic Views |Back to ForestTrails

Escape to this stunning hilltop 2-bedroom Airbnb, nestled on 22 acres of beautiful woodland just 2 minutes from Lake Ridge Ski Resort.Enjoy breathtaking panoramic views of the mountains from your private retreat, perfect for those seeking both relaxation and adventure This cozy unit is ideal for hikers, with direct access to Glen Major Forest and scenic trails right at your doorstep There is no living room, you will have 2 bed rms, 1 washroom and a kitchen This unit is a portion of main cottage

4.87 out of 5 average rating, 69 reviews

The exterior view of the lakeside retreat displays a modern blue structure with large glass doors leading to the living area. A spacious wooden patio features a dining table surrounded by chairs, while a hammock is positioned for relaxation. Lush greenery and the lake can be seen in the background.

Home in Bowmanville

*Lakeside Retreat: Viva La Vida*

Modern Aesthetic meets Lakeside Luxury with Close Proximity to a lot of Activities! - 3 Beds/1.5 Bath to sleep 8 - 2 Queen size beds & 4 single bunk bed spaces - 60'' Flat-screen TV ( Amazon Prime, Netflix, Smart TV) - Fully equipped kitchen with modern appliances - Coffee Machine - Cozy living room with ample seating - Outdoor furniture for lakeside relaxation - In-suite Washing machine & Dryer - 1000 MBPS Wi-Fi - Washer and dryer for your convenience - 3 car parking space - Large patio

4.71 out of 5 average rating, 52 reviews

A spacious living area features a wooden ceiling with skylights and large windows overlooking the woods. A red leather sectional sofa and a wooden coffee table are centered around a small wood stove, with two chairs positioned nearby. Indoor plants are present, adding a touch of greenery.

Cottage in Port Hope

Tranquil 3 bedroom cottage among woods & creek

Leave your stress behind as you retreat into this tranquil oasis and stroll the scenic 37 acres of private enchanted forest and flowing creek. Relax and wander the woods taking in the view from windows, chairs, logs . Be inspired as you explore the many lovely nooks and crannies. Just 75 minutes east of Toronto downtown, near to the Ganaraska forest, Brimacombe ski resort, Ganaraska tree top trekking, Rice lake, Cobourg beach, the heritage community of Port Hope with its water front trails

5 out of 5 average rating, 20 reviews

Home in Courtice

Home away from Home

Private, relaxing, bright one bedroom , 900 sq ft walk-out basement apartment. This home is nestled on a quiet court which backs on to a forested ravine. Enjoy relaxing on the backyard patio with your morning coffee or evening wine and enjoy the tranquil nature setting. The home features a beautiful kitchen, large breakfast island, open concept living room with work space, cozy gas fireplace, large bedroom with walk-in closet and a beautiful 3pc bathroom with frameless glass shower.

A modern living space features large windows with city views, complemented by a stylish dining area. A marble coffee table sits centrally, while a sleek TV unit and vibrant yellow dining chairs enhance the contemporary design. Unique wall patterns add visual interest.

4.93 out of 5 average rating, 14 reviews

Beautiful 1BR Condo Coveted Yorkville!

Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 500ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Guest suite in The Beaches

An aerial view captures a wide sandy beach bordered by calm waters, with scattered sunbathers and colorful umbrellas. Lush greenery lines the shore, and a spacious grassy area extends inland, offering inviting spaces for leisure and activities.

4.88 out of 5 average rating, 147 reviews

Beaches-Fresh and cozy guest suite in fab location

Fully self-contained suite. Enjoy a friendly place in a great location to explore the city. Charming one bedroom suite will meet all your needs. Five minute walk to the Beach and boardwalk. Fully equipped kitchen with wifi and TV. The property is located in the Beach neighborhood with equal access to Leslieville. Fun and friendly areas to explore. Beautiful parks, great restaurants, cafes, patios and interesting shops. 2 streetcar routes with 24 hour access are steps away.

4.92 out of 5 average rating, 116 reviews

A cozy outdoor seating area features comfortable gray wicker furniture arranged around a wooden deck, with decorative flower boxes enhancing the backdrop. Surrounding greenery provides a serene atmosphere, complemented by clear blue skies and a nearby heating element for cooler evenings.

Apartment in The Beaches

One bedroom vacation rental at The Beaches

Welcome to Our Cozy Retreat! Escape to our relaxing, perfectly situated in a prime location at the Beaches, a few minute walk to the: - Beautiful beaches - The vibrant waterfront boardwalk - Bike path and parks - A variety of delicious restaurants, pubs and shops Local Amenities including such as: - Spa and wellness services - Nail and hair salons - Flower, gift, and clothing shops - Grocery stores - Yoga studio - History Toronto (concert venue) - Theatre

Condo in Downtown Toronto

A modern living space features a queen bed and a cozy sofa. Large panoramic windows allow natural light to fill the room, offering stunning views of the city and lake. A dining area with stylish chairs complements the contemporary decor.

4.88 out of 5 average rating, 224 reviews

30+ floor condo in the sky overlooking CN Tower

- Perfect direct view of the CN Tower and Rogers Center. - 30th+ floor corner unit with floor to ceiling lake and city view panoramic windows - 3 mins walk to Rogers Centre(Blue Jays) & Air Canada Centre(Raptors, Maple Leafs) - 3 mins walk to CN Tower, Aquarium, waterfront trails & train station - Free wifi - Contemporary, quiet and perfectly central location for your Toronto getaway

5 out of 5 average rating, 41 reviews

A scenic outdoor area is depicted, featuring a dock extending into the lake. Adirondack chairs are arranged on a stone patio, with a pergola providing shade. Lush green grass and reeds border the water's edge, creating a peaceful lakeside setting.

Home in Uxbridge

Lakeside Lodge

Skiers dream. Close to Dagmar and Lakeridge ski resorts. Modern, fully renovated beautiful home/cottage. Make some memories at this unique and family-friendly place. Enjoy kayaking canoeing paddle boarding, fishing, outdoor fires, sunsets. Winter offers icefishing, close to ski hills with a warm fireplace to cozy up to after a day on the slopes.

4.84 out of 5 average rating, 97 reviews

A private hot tub is illuminated in a calming blue light, situated against a backdrop of brick walls. Soft lighting enhances the intimate setting, while a window allows for views of the surrounding area.

Guesthouse in Port Perry

No-matata

Sit back and Enjoy a Peaceful getaway on Scugog Island. Star Gaze at night while soaking in private Hot tub. Fire pit, bbq, outdoor patio, fully equipped kitchen The property sits on 10 Acres of Land Pet friendly Snow mobile from Front Yard Dagmar Ski Resort 20 Minutes away Downtown Port Perry 10 Mins away Blue Heron Casino 2 Minutes away Netflix

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Whitby vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Whitby's top sights

Oshawa Centre81 locals recommend

Deer Creek Golf Club7 locals recommend

Trent University Durham GTA4 locals recommend

Dagmar Ski Resort29 locals recommend

Parkwood Estate26 locals recommend

Whitby GO Station22 locals recommend

Other great vacation rentals in Whitby

An open kitchen and living area is presented, featuring sleek, modern cabinetry and appliances. A dining table with seating for four is visible, alongside a black leather couch. Natural light filters through large windows, highlighting the warm wooden flooring and decorative green plants.

5 out of 5 average rating, 5 reviews

The Snug 1+1 Suite w/ Free Parking

A spacious balcony offers sweeping views of downtown Toronto, showcasing urban landscapes and distant skyline features. Large glass panels create an unobstructed line of sight, while the building's modern architecture is evident in the design. Bright blue skies complement the cityscape.

4.8 out of 5 average rating, 81 reviews

Stylish Condo Heart of Downtown

5 out of 5 average rating, 3 reviews

The modern kitchen features stainless steel appliances and quartz countertops, complemented by an island with seating. A dining area is situated nearby, illuminated by natural light from large windows adorned with horizontal shades. Light wood flooring enhances the contemporary design.

Home in North York

Modern Home with Pool & Jacuzzi [no cleaning fee]

A modern living area features a cozy gray sofa adorned with soft cushions and a textured throw. A sleek entertainment center holds a 55" smart TV. Large windows provide panoramic views of the city, while light streams in, creating a bright atmosphere.

5 out of 5 average rating, 10 reviews

Bright & Stylish Suite | Prime Location + Parking

4.91 out of 5 average rating, 11 reviews

A spacious living area is captured from a high angle, featuring a large window allowing natural light to fill the room. A dining area and modern kitchen with dark cabinetry are visible in the background, while a potted plant adds a touch of greenery.

Home in Courtice

New Family Friendly Detached Home in Courtice

A spacious studio area features large floor-to-ceiling windows offering urban views. A comfortable bed, adorned with fresh linens, is positioned near a modern dining space. A stylish floor lamp provides soft lighting, while greenery adds a touch of nature to the contemporary decor.

4.87 out of 5 average rating, 45 reviews

Amazing 2-Bedroom Condo + 1 Free Parking

4.83 out of 5 average rating, 30 reviews

A modern living area is showcased, featuring a neutral-colored sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a potted plant and soft rug. Floor-to-ceiling windows allow natural light and provide a view of the cityscape.

Apartment in Fort York

Amazing Condo Heart of Downtown + 1 Free Parking