House holiday rentals in Whitby

4.93 out of 5 average rating, 431 reviews

Home in Pickering

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

LocationValueCleanliness

An open-concept living and dining area is presented with a cozy sofa and a modern big-screen TV mounted on the wall. A stylish dining table surrounded by chairs is set with placemats. Soft lighting and potted plants enhance the inviting atmosphere.

4.97 out of 5 average rating, 33 reviews

Cozy Opulent Retreat (COR) with Jacuzzi tub

Welcome to COR! 40% OFF/MONTHLY Your gorgeous and luxurious walk-up basement suite, equipped for both short and long term stays, with free Wifi and parking. Warmth and luxury create the perfect escape in this beautifully designed space featuring an open-concept full kitchen, dining, and living area with a cozy fireplace and a big-screen TV. You will feel right at home with an in-suite laundry (washer/dryer), and elegant touches throughout. Perfect for work, family, leisure or romantic stays.

ValueLocationIndoor spaces

4.95 out of 5 average rating, 214 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.

LocationValueBack garden

A cozy living space features a modern television stand with a flat-screen TV, accentuated by a bold artwork. A gray couch with yellow cushions invites relaxation, complemented by a light rug atop wooden flooring. Large windows allow natural light to brighten the room.

4.84 out of 5 average rating, 256 reviews

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

FamilyValueView

4.86 out of 5 average rating, 130 reviews

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

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!

LocationFamilyCondition

4.99 out of 5 average rating, 162 reviews

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

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)

LocationFamilyCheckout

4.92 out of 5 average rating, 261 reviews

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

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.

FamilyValueComfort

A cozy bedroom features a spacious bed with elegant bedding, flanked by two nightstands. A dresser is positioned against the wall, and natural light filters through a window, illuminating the soft grey walls and light-colored flooring.

4.99 out of 5 average rating, 186 reviews

Private Sauna Suite Retreat

1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 65 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

LocationFamilyAmenities

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.

4.99 out of 5 average rating, 137 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.

LocationValueAccuracy

4.94 out of 5 average rating, 178 reviews

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

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.

FamilyLocationIndoor spaces

The exterior of the home is showcased, featuring a brick facade with large windows and a prominent balcony. A garage is visible at the ground level, while snow is partially covering the driveway, creating a serene winter atmosphere.

4.8 out of 5 average rating, 170 reviews

Cozy Home

This home is situated in a newly developed quite neighborhood, suitable for relaxing after your long day of adventures. This home has 3 Bedrooms and 3 beds which accommodations for maximum 6 people. Lines and bed sweets are provided along with minimal kitchen utensals. There are no Homes in front and allows for the sun to light up your morning with a small balcony perfect to sip your morning coffee.

ValueFamilyBeach

4.9 out of 5 average rating, 105 reviews

2 bedroom basement apartment for short stay

This is basement apartment in the house. It’s a beautiful and quiet neighborhood. Luxury basement, with Video surveillance outside the house for security and all facilities including Netflix.Close to hwy 401 , Oshawa university, Whitby mall, Oshawa mall, Grocery (Metro, Sobey’s, Freshco ) , Dollarama, restaurants, Kiwani Hydenshore Park, public transport 2 mins away. Free parking is available.

FamilyLocationComfort

Popular amenities for house rentals in Whitby

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.8 out of 5 average rating, 10 reviews

Home in Markham

Walk-out Luxury basement with Gym & Theatre

ValueLocationAmenities

An aerial view showcases a spacious retreat surrounded by lush greenery. A sparkling pool is featured alongside a shaded seating area and a gazebo, enhancing the outdoor living experience. The property is framed by trees, providing a sense of privacy and tranquility.

4.91 out of 5 average rating, 85 reviews

Beautiful Cottage in Ajax

LocationFamilyHot tub

4.94 out of 5 average rating, 242 reviews

A private hot tub is positioned on a wooden deck beneath a lattice covering, allowing for relaxed soaking. Lounge chairs are arranged nearby, and vibrant greenery and decorative flowers provide a natural backdrop. A swimming pool can be seen in the distance, enhancing the outdoor ambiance.

Home in Port Perry

Home away from home with a hot tub and pool

FamilyValueComfort

4.91 out of 5 average rating, 116 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

FamilyLocationAmenities

5 out of 5 average rating, 7 reviews

Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

ComfortHospitalityHot tub

4.86 out of 5 average rating, 106 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

ValueLocationOutdoor spaces

4.86 out of 5 average rating, 97 reviews

The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.

Home in Uxbridge

The Ridge Roost - Uxbridge Township

LocationValueHospitality

4.9 out of 5 average rating, 102 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

ValueFamilyTV

Weekly house rentals

A spacious lounge area features a large sectional sofa adorned with patterned throw pillows. A light-colored coffee table sits on a decorative rug, with artwork displayed on the wall. Soft lighting enhances the cozy atmosphere of this stylish retreat.

5 out of 5 average rating, 42 reviews

Serene Urban Retreat/15 min walk from Thermea Spa

FamilyLocationNearby

A well-appointed bedroom features a spacious bed with neutral bedding and decorative pillows. A comfortable armchair sits in the corner, accompanied by a patterned rug. Artwork is displayed on the wall above the bed, while a closet and door provide easy access to the room.

4.97 out of 5 average rating, 36 reviews

King Bed | 5 mins to Thermea Spa | 15 mins to Whitby GO

ValueLocationQuiet

4.99 out of 5 average rating, 86 reviews

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

Ultra Luxury Suite in Oshawa

LocationValueWifi

4.67 out of 5 average rating, 3 reviews

Ravine Oasis | Hot Tub, Sauna, Gym & Golf

FamilyAmenitiesCleanliness

A light-filled living area showcases comfortable seating arrangements, including a plush couch and chair. A large television is positioned on a stylish stand. Hardwood flooring complements the soft color of the walls, creating a welcoming ambiance. Natural light floods in through the bay windows.

4.7 out of 5 average rating, 99 reviews

Bright and Spacious Whole House 5 BR free parking

ValueFamilyCheck-in

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.

4.91 out of 5 average rating, 77 reviews

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

FamilyLocationGetting around

5 out of 5 average rating, 7 reviews

1 Bedroom Basement Apartment

LocationComfortHospitality

4.95 out of 5 average rating, 81 reviews

Cheery 1941 Historic Home in Ajax

LocationFamilyQuiet

Private house rentals

5 out of 5 average rating, 4 reviews

The Whitby Hideaway - modern, private patio

LocationNearbyComfort

4.83 out of 5 average rating, 72 reviews

Stylish 4BR Townhouse (TV in every room, GameRoom)

LocationValueComfort

A well-lit game room features a classic pool table with a green felt surface and wooden frame. Above the table, three green lamps provide ample illumination. In the background, a sleek bar counter and seating area are visible, creating an inviting entertainment space.

5 out of 5 average rating, 67 reviews

Private Family Friendly Suite - Separate Entrance

LocationFamilyAccess

A modern living area is highlighted by a sectional sofa facing a wall-mounted TV. Natural light filters through large windows adorned with light grey curtains. The space features a sleek kitchenette in the background, with ample storage and contemporary appliances. A textured area rug adds warmth to the flooring.

4.85 out of 5 average rating, 75 reviews

Natural Sunlit Entire Apartment Stay

LocationValueComfort

5 out of 5 average rating, 13 reviews

Home in Bowmanville

4BR Executive Home + Office & Luxury Deck

LocationHospitalityBathroom

5 out of 5 average rating, 23 reviews

Beautiful Private Detached Home in Ajax!

LocationFamilyAmenities

A modern living room features a spacious sectional sofa in light gray, accompanied by a white coffee table. An area rug with soft blue hues anchors the space. In the background, a full kitchen with white cabinetry and stainless steel appliances is visible, along with a stacked washer and dryer.

4.8 out of 5 average rating, 46 reviews

Clean 1BR Basement Retreat | Near 412 & Thermea

LocationValueIndoor spaces