Holiday rentals in Ajax

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Top-rated holiday rentals in Ajax

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Pickering
4.93 out of 5 average rating, 392 reviews

“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!

Guest favourite
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, 773 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 favourite
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
4.97 out of 5 average rating, 175 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.

Guest favourite
An open-concept dining area is visible, featuring a wooden dining table surrounded by black chairs. A large clock adorns the wall above the table. Natural light filters through the window, illuminating the space. A staircase with dark wooden steps leads to the upper floor.
Home in Ajax
4.94 out of 5 average rating, 85 reviews

Entire Home - Spacious 4 Bedroom Near Deer Creek

Long term discount available. Please contact. Beautiful fully furnished modern home with 4 bedrooms + loft and 3.5 baths, located in a highly sought-after area of Ajax. Suitable for families, large groups and business travelers. Easy access to 401, 407, 412 and public transportation. Close drive to shopping, parks, 45 minute drive to downtown Toronto and Pearson Airport. Close to Deer Creek Convention Center & Golf, Ajax Casino, Shopping Centers (Pickering Town Center, Riocan Durham Center)

Guest favourite
A modern two-story house features a welcoming front porch supported by white columns. Large windows adorn the upper level, with a stone pathway leading to the entrance. The driveway accommodates two garage doors, enhancing the home's curb appeal in a suburban neighborhood.
Guest suite in Ajax
4.78 out of 5 average rating, 202 reviews

Finished 2 BR Apartment in an Upscale Area of Ajax

Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

Top guest favourite
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.
Flat in Lynde Creek
4.92 out of 5 average rating, 145 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 favourite
Guest suite in Ajax
4.96 out of 5 average rating, 560 reviews

Bright Private Suite w/Separate Entrance & Patio

PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Microwave, Two Mini Fridges, Coffee/Hot Water Tea Maker. Please note: not a full kitchen. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway ( 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.

Guest favourite
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, 120 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!

Guest favourite
A cozy living area is presented featuring a plush gray sofa adorned with blue and gold cushions. Abstract wall art in black and gold is displayed prominently. A glass coffee table sits on a patterned rug, complemented by decorative plants and a television on a white console.
Townhouse in Pickering
4.99 out of 5 average rating, 74 reviews

New Modern Condo in Pickering

Amazing Destination Private and cozy newly built 2 bedroom Condo/Townhome 2 Full Bathrooms, Family Room and Full kitchen Friendly community, minutes away from Major Shopping Centres, Pickering Casino, Golf Courses, Sports Complex, City Parks, Night Clubs and more 20 min drive to Lakeridge Ski Resort (Skiing, Snowboarding, Tubbing and more) *PLEASE NOTE: Due to severe pet allergies, we cannot accommodate service animals. We appreciate your understanding and cooperation in the matter.*

Guest favourite
Home in Pickering
4.86 out of 5 average rating, 157 reviews

Walk to Lake | 2BR Family Suite | Near Toronto

✨ Prime Location – 3 mins to HWY 401, Pickering GO & Town Centre 🌊 In West Shore — walk to the beach, lighthouse & Lake Ontario! Perfect for sunrise & family strolls. 🛌 Fully private walk-up basement suite — no shared spaces, clean & comfy • 2 comfortable bedrooms + spacious living room 🚗 Free parking for 2 vehicles 🍳 Full kitchen for easy meals 👨‍👩‍👦 Ideal for families & travelers exploring Toronto 🌟 Enjoy complete privacy, comfort & beachside vibes in Pickering!

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 favourite
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.
Home in Ajax
4.99 out of 5 average rating, 143 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 • 55 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.

Popular amenities for Ajax holiday rentals

When is the best time to visit Ajax?

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Avg. price$84 SGD$86 SGD$84 SGD$87 SGD$92 SGD$95 SGD$100 SGD$102 SGD$97 SGD$91 SGD$88 SGD$89 SGD
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Frequently Asked Questions

  • What are the best places to stay in Ajax?

    Ajax has a mix of welcoming neighborhoods, with options for family homes, waterfront areas, and townhouses near parks or local shops. Staying around the waterfront, Pickering Village, or near local parks is often recommended for those looking to explore on foot.

  • What are the best things to do in Ajax with kids?

    Families often spend time at Ajax Waterfront Park for trails and playgrounds, and visit Rotary Park for outdoor fun. Many enjoy exploring local recreation centers with swimming pools and seasonal programs for all ages.

  • What are some of the best things to do in Ajax?

    Explore waterfront trails, stroll through Greenwood Conservation Area, or learn about local history at Pickering Village. Ajax also has lively parks, art murals, and community events throughout the year.

  • How is the weather in Ajax?

    Ajax experiences cold winters, with temperatures around 20–33°F (-7–1°C), and mild to warm summers, reaching 65–81°F (18–27°C). Spring and fall are often moderate and pleasant, with rainfall spread across the seasons.

  • What are the best places to visit in Ajax?

    Ajax has scenic spots like Ajax Waterfront Park and Lynde Shores Conservation Area, and the historic neighborhood of Pickering Village, known for its unique shops and eateries. Greenwood Conservation Area draws those who enjoy nature walks and birdwatching.

  • What are some hiking trails in Ajax?

    Explore the trails along Greenwood Conservation Area, where forested paths and open meadows welcome hikers. Ajax Waterfront Park also has multi-use paths for walking, cycling, and enjoying views of Lake Ontario.

  • What are some family activities we can do in Ajax?

    Families frequently explore Rotary Park’s playgrounds and outdoor spaces, or participate in swimming and recreational programs at the Ajax Community Centre. Seasonal events and walks along the waterfront trail are also popular.

  • What are some of the best day trip ideas from Ajax?

    Many visitors explore nearby conservation areas, beaches, and wineries, or discover larger urban attractions in the Greater Toronto Area. Art galleries, museums, and cultural festivals around the region add variety to day trips.

  • Are there any pet friendly accommodations available in Ajax?

    Ajax has many pet-friendly stays, especially in neighborhoods close to the waterfront or conservation areas. Several local parks, including Ajax Waterfront Park, make it easy to enjoy the outdoors with your pet.

  • What are some local tips for visiting Ajax?

    Bring layers for changing weather and comfortable shoes for exploring the waterfront trails and conservation areas. Weekend farmers’ markets and food trucks often feature local produce and treats, so check for pop-up events during your stay.

  • What is Ajax known for?

    Ajax has scenic lakefront trails, diverse parks, and a history rooted in a major World War II munitions plant and its connection to the HMS Ajax. The town is often recognized for its green spaces and locally inspired public art.

  • What are the best hidden gems to explore in Ajax?

    Pickering Village is often mentioned for its local shops and historic buildings, while Paradise Beach is a quieter spot to relax by the lake. Murals and public gardens throughout town reward those who explore beyond the main streets.

  • What are the best foods to try in Ajax?

    Ajax’s diverse food scene includes Caribbean specialties, South Asian cuisine, European bakeries, and classic Canadian fare. Fish and chips, local farm-to-table dishes, and multicultural street foods are frequently suggested.

  • What should I bring for a trip to Ajax?

    Pack layers, a waterproof jacket, and comfortable walking shoes for parks and trails. If you plan to explore nature reserves or the waterfront, a reusable water bottle and sun protection are helpful.

  • What is the nightlife in Ajax like?

    Ajax has a mix of laid-back bars, patios, and live music venues, especially around Pickering Village. Many locals enjoy cozy cafés or sports pubs for a casual night out with friends.

  • What are the most popular events or festivals in Ajax?

    Ajax hosts community festivals in summer, Canada Day celebrations, and multicultural events at parks and civic spaces. Outdoor concerts and annual art fairs are also widely attended throughout the warmer months.

  • Are there family friendly vacation rentals in Ajax?

    Family-friendly vacation rentals are common in Ajax, especially in residential neighborhoods near parks or the waterfront. Many homes have amenities such as kitchens, laundry, and backyard spaces suitable for children.

  • When is the best time to visit Ajax?

    Late spring through early fall is often recommended for comfortable temperatures and community festivals. Warmer months typically have lush scenery, outdoor activities, and local markets.

Quick stats about holiday rentals in Ajax

  • Total holiday rentals

    Explore 600 holiday rentals in Ajax

  • Nightly prices starting at

    Ajax holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    590 of Ajax holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ajax rentals

  • 4.7 Average rating

    Ajax stays receive an average rating of 4.7 out of 5 from guests

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