Family-friendly holiday rentals in Ajax

4.92 out of 5 average rating, 446 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!

KitchenFamilyBathroom

4.97 out of 5 average rating, 100 reviews

A contemporary living area is shown, featuring a plush green sofa and a round wooden coffee table. A flat-screen TV is mounted on the wall, with a modern lamp and a potted plant adding character to the space. Soft lighting creates a relaxed ambiance.

Apartment in Ajax

Miden Touch: Stylish Modern Basement w/ Workspace

Escape to our modern basement suite in Ajax, perfectly situated just 10 minutes' drive from Ajax Waterfront and close to the 401. This newly renovated space combines style, comfort, and convenience for an unforgettable stay. Enjoy a private entrance leading to a large bedroom with a plush queen bed and a stylish bathroom stocked with essentials. Relax in the contemporary living area, featuring a comfy sofa and smart TV with full kitchen, Wi-Fi, dedicated workspace and laundry facilities in unit.

FamilyKitchenBackyard

A spacious back deck features a hot tub and seating area, surrounded by greenery. Large glass doors provide a view into the living room, while a cooking area and dining table are positioned outdoors. A metal container holds beverages, inviting relaxation.

4.93 out of 5 average rating, 104 reviews

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

Bring your family or team together in this luxurious home! Beautifully refurnished in 2022, including a new hot tub and new hotel-quality mattresses & linens, this 4000 sq. ft house is ideally suited for large families or athletic teams. Featuring a remodeled kitchen w/ gas stove, 7 new beds (3 king), gym, office, smart TVs, 4 parking spaces & fast Wi-Fi. Only 5 minutes from the 401 & Ajax Go Train station, accessing the city is a breeze. Tennis + playground 50 meters away. *3 extra beds avail

Indoor spacesKitchenHot tub

4.95 out of 5 average rating, 222 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.

Indoor spacesKitchenCheck-in

4.93 out of 5 average rating, 184 reviews

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 Whitby

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.

FamilyIndoor spacesQuiet

4.9 out of 5 average rating, 343 reviews

Guest suite in Pickering

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

KitchenIndoor spacesAccuracy

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, 263 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!

KitchenFamilyAmenities

4.86 out of 5 average rating, 136 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!

Indoor spacesKitchenBackyard

4.78 out of 5 average rating, 151 reviews

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

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa

★ Very nice apartment! Clean, spacious, and modern ★ ☞ Fully Private unit!!! ☞ Fully equipped kitchen!!!! With all the 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 ☞ On-site washer + dryer ☞ Parking → 1 on the driveway!!!! ☞ 700mbps wifi ☞ Open Concept 5 mins → Thermëa spa village 12 mins → Whitby and Ajax GO Station

KitchenIndoor spacesHot tub

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.

4.98 out of 5 average rating, 197 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.

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 257 reviews

A cozy living area is presented with a grey sofa adorned with yellow cushions. A large TV is mounted on the wall, facing a white coffee table on a textured rug. A colorful abstract painting decorates one wall, complemented by a small indoor plant.

Apartment in Pickering

Lower Unit - Central location

Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

KitchenIndoor spacesAccuracy

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.

5 out of 5 average rating, 139 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.

KitchenIndoor spacesLayout

Popular amenities for Ajax family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.82 out of 5 average rating, 133 reviews

An outdoor dining area features a long table set with plates and glasses, complemented by decorative elements like flowers. Soft string lights illuminate the space above, creating a warm ambiance. Nearby, a spa-like hot tub is situated under a wooden gazebo.

Home in Oshawa

Summer Getaway with HotTub, PoolTable • Sleeps 10+

KitchenFamilyParking

4.88 out of 5 average rating, 196 reviews

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

“Lakeside Dreams”: All season HotTub w/lake views

FamilyIndoor spacesBeach

4.92 out of 5 average rating, 112 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

Indoor spacesFamilyNearby

4.99 out of 5 average rating, 185 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

KitchenIndoor spacesQuiet

4.92 out of 5 average rating, 118 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!

FamilyIndoor spacesGetting around

4.96 out of 5 average rating, 179 reviews

Apartment in Oshawa

Family Friendly | HOT TUB | Near Toronto & UOIT

KitchenIndoor spacesTV

4.86 out of 5 average rating, 108 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

KitchenIndoor spacesValue

4.86 out of 5 average rating, 144 reviews

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

The Bubble Glamping Dome

FamilyKitchenDecor

Family- and pet-friendly home rentals

4.81 out of 5 average rating, 43 reviews

A compact kitchen area features modern appliances, including a stainless steel stove and a microwave. A wooden table with two black stools provides a functional dining space. Light-colored walls and bright ceiling lights create a welcoming ambiance.

Guest suite in Pickering

GTA Suite | Lakeridge Ski Resort | Pickering GO

KitchenFamilyCleanliness

4.98 out of 5 average rating, 353 reviews

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

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Indoor spacesFamilyHiking

Shipping container in Clarington

An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.

4.98 out of 5 average rating, 117 reviews

Rustic Ridge

Indoor spacesFamilyCheck-in

5 out of 5 average rating, 18 reviews

Home in Pickering

Large house 3 bed 2 bath 2 parkings

FamilyIndoor spacesCheck-in

4.8 out of 5 average rating, 107 reviews

A modern lounge area features a curved, light-colored sofa with a textured throw pillow. A round, soft coffee table sits in the center. Natural light enters through a small window, complemented by two sleek wall sconces enhancing the simple yet stylish decor.

Apartment in Whitby

Modern & Luxurious Basement Stay

KitchenFamilyParking

4.79 out of 5 average rating, 295 reviews

Guest suite in Pickering

Rouge Basement · Sleeps 6 & Free Parking

FamilyKitchenBarbecue

4.69 out of 5 average rating, 26 reviews

Beautiful Private Detached Home in Ajax!

FamilyKitchenCleanliness

4.83 out of 5 average rating, 59 reviews

3 bedroom bungalow in South Ajax

Indoor spacesFamilyDecor

Family-friendly home rentals with a pool

5 out of 5 average rating, 204 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

Indoor spacesKitchenHospitality

Apartment in Downtown Toronto

4.92 out of 5 average rating, 157 reviews

Stunning Skyline View Condo, Steps to CN Tower

FamilyKitchenHot tub

4.97 out of 5 average rating, 115 reviews

The entrance features a wide stone staircase leading to double wooden doors with intricate designs. Potted plants add greenery on either side, while a pathway is lined with grass and nearby trees. The home's facade showcases classic stonework and a tiled roof.

Place to stay in Toronto

The Snug Oasis - Woodstock (Near Airport)

KitchenFamilyLaundry

5 out of 5 average rating, 158 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Indoor spacesKitchenGetting around

Condo in Downtown Toronto

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 156 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

Indoor spacesFamilyHot tub

Guest suite in Scarborough

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

4.9 out of 5 average rating, 142 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Indoor spacesKitchenHospitality

5 out of 5 average rating, 7 reviews

Apartment in Pickering

On The GO

LocationCleanlinessComfort