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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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Guest favourite
The sleeping area is defined by a cozy queen bed, featuring decorative pillows with intricate patterns. Soft lighting is provided by wall-mounted lamps on either side, against a calming blue accent wall. Minimalist artwork is displayed above the bed, enhancing the space's modern design.
Guest suite in Pickering
4.96 out of 5 average rating, 188 reviews

Private | WiFi | Q Bed | TV | Desk | Café | Park

- Free street parking - Great pitstop for travels along the 401 (exit 399) - Open concept space with private bathroom - Queen bed, fast Wi-Fi, and mini kitchen bar - Kettle, microwave, and coffee station included - Cozy workstation for remote work or email - Convenient location near transit, shops and restaurants - Pickering Casino (10 min drive), Pickering Golf club (2 min drive), Bubble tea, Rollz Ice Cream, Good Life, Shawarma, Mexi Guac within a 4 min drive -A cozy ~200 sq ft resting place

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
Guest suite in Pickering
4.91 out of 5 average rating, 300 reviews

Urban Hot Tub Oasis/Separate/Unit/ Entry/DT 30 min

Completely private studio suite kitchenette (no full kitchen) Exclusive hot tub access for ultimate relaxation Modern space with Fireplace and smart TV for streaming Fast Wi-Fi and dedicated parking included Approximately 30 minutes from downtown Toronto Conveniently located near Thermea Spa and Frenchman’s Bay, Pickering Casino Resort & Toronto Zoo 10 dollar paid parking spot for SUV size car. Trucks will not fit. Safe and secure with a disclosed entrance camera and responsive hosting

Top guest favourite
The living room features two couches, one convertible into a bed, surrounding a coffee table. A fireplace is situated to the left, with a stack of wood beside it. A wall-mounted TV is visible, enhancing the space's functionality for relaxation and entertainment.
Guest suite in Pickering
4.97 out of 5 average rating, 103 reviews

Luxury Suite w/ Cafe & Sauna in Pickering

We welcome you to stay at our luxury suite that is perfect for a vacation retreat, visiting family/friends or for a business trip. Enjoy your own in-suite café, sauna, and fireplace. Our serene space will leave you relaxed from the very start to the end of your stay. There's plenty of room for yoga or stretching. Located just walking distance to Pickering’s beautiful waterfront, minutes to HWY 401, shopping, restaurants, and the GO Train Station that can take you to Downtown Toronto & more!

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, 176 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
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.

Guest favourite
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.
Home in Ajax
4.86 out of 5 average rating, 235 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!

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, 144 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.

Guest favourite
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.
Flat in Pickering
4.92 out of 5 average rating, 227 reviews

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.

Top guest favourite
A modern living space features a comfortable gray couch and two stylish lamps on side tables. A coffee table sits at the center, with a small dining area visible in the background. Natural light enters through large windows, enhancing the warm ambiance.
Guest suite in Ajax
4.78 out of 5 average rating, 130 reviews

Adorable 1-bedroom with free parking on premises

Forget your worries in this spacious and serene space. Enjoy this cozy, modern guest suite with a private bathroom, kitchen, workspace, HD TV with alexa fire stick Amazon Prime and fast wifi. Perfect getaway, 5 minutes walk to Ajax Waterfront Park and close to Casino Ajax, Rotary Park and general hospital. Note that this is a guest suite as a part of the main house where the landlord and their family live.

Guest favourite
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.
Home in Whitby
4.83 out of 5 average rating, 160 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.

Popular amenities for Ajax holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Ajax's top sights

Casino Ajax

53 locals recommend

Lynde Shores Conservation Area

45 locals recommend

Rotary Park

74 locals recommend

Other great holiday rentals in Ajax

Guest favourite
Guest suite in Ajax
4.86 out of 5 average rating, 73 reviews

2 Bdrm Bsmt Unit, Bath, Kitchen & PRKG. No Sharing

Top guest favourite
A seating area features a round glass dining table surrounded by four red chairs, each set with white plates. A cozy sofa with orange and yellow accents is positioned nearby. A fireplace adds warmth to the space, while a beach-themed artwork adorns the wall.
Home in Pickering
5 out of 5 average rating, 42 reviews

Home away home

Top guest favourite
The cozy living area features a plush gray sofa adorned with yellow throw pillows and a coordinating blanket. A stylish coffee table sits centrally, surrounded by two bright yellow armchairs. A smart TV is mounted on a marbled wall, enhanced by warm ambient lighting.
Flat in Ajax
4.98 out of 5 average rating, 44 reviews

Tranquil Haven: Luxurious 2BR Retreat Near Hwy 401

Superhost
A bright living area features a curved, cream-colored sofa beside a decorative bench with a textured cushion. A large abstract painting adorned with earthy tones hangs on the wall, complemented by a stylish light fixture above. Natural light filters in through the nearby window.
Home in Whitby
4.86 out of 5 average rating, 78 reviews

Designer Detached Home|Steps to Thermea|Corner Lot

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

Superhost
The exterior of the home features a brick façade with a prominent arched window above the entrance. A paved driveway leads to a double garage with brown doors. Well-maintained shrubs and trees frame the entrance, contributing to a tidy appearance. A light cloud cover enhances the neutral tones.
Home in Ajax
4.76 out of 5 average rating, 17 reviews

Cozy 4BR Near 401, 407 & Toronto

Top guest favourite
Home in Pickering
4.96 out of 5 average rating, 48 reviews

Luxurious Home Away From Home

A light-filled living area is presented with a neutral color palette and minimalistic decor. A comfortable gray sofa is positioned beside a round glass coffee table, and large windows invite natural light, while a sleek entertainment unit complements the space.
Townhouse in Pickering
4.82 out of 5 average rating, 130 reviews

Gorgeous 2-BR Townhouse with full stocked kitchen

When is the best time to visit Ajax?

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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 £7 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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