Holiday rentals in Ajax

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ajax

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

Guest favourite

Flat in Whitby

4.97 out of 5 average rating, 310 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷, Whilst enjoying a good movie on HDTV using Chromecast. Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

15–22 Jul

$130 SGD per night
Guest favourite

Guest suite in Pickering

4.88 out of 5 average rating, 103 reviews

*Hotub* Walkout Patio* Separate Unit* Inlaw Suite!

Oasis of country & city life in North Pickering!! We offer an above ground (main floor) fully private in law suite in greater Toronto with a separate entrance! 8 min drive to train station to Toronto & half hour drive to downtown Toronto. Amenities include: free parking for a SUV size car, wifi, 4K tv/cable, air conditioning, fridge, keurig, kettle, microwave/air fryer, laundry, garden patio! and ***Jacuzzi ***Hotub with jets and LED lights 10-15 min drive to local attractions in listing pics!!

25 Apr – 2 May

$116 SGD per night
Guest favourite

Flat in Ajax

4.98 out of 5 average rating, 63 reviews

A Modern Country Retreat! No cleaning fees!

The Holmestead is a stunning, lower-level, 1500 sq ft , fully contained, modern apartment, beautifully decorated, located on a five acre property next to Greenwood Conservation area. Walk and bike in the forest and enjoy our beautiful garden and birdlife from the gazebo. This quiet and comfortable haven provides you with the best of both worlds. An ideal location to explore the Greater Toronto Area, with nature on your doorstep, and the airport and downtown Toronto an easy 40 minute drive away.

1–8 Jun

$179 SGD per night

Popular amenities for Ajax holiday rentals

Stay near Ajax's top sights

Pickering Town Centre45 locals recommend
Ajax Waterfront Park17 locals recommend
Costco Wholesale7 locals recommend
Pickering Casino Resort16 locals recommend
Metro6 locals recommend
Casino Ajax31 locals recommend

Other great holiday rentals in Ajax

Guest favourite

Guest suite in Ajax

5.0 out of 5 average rating, 28 reviews

Your Private Guest Suite

29 Apr – 6 May

$104 SGD per night
Guest favourite

Home in Ajax

4.97 out of 5 average rating, 60 reviews

Walkout 1 Bed, 1 Bath Bsmnt Apt

2–9 Oct

$86 SGD per night
Guest favourite

Guest suite in Ajax

4.97 out of 5 average rating, 31 reviews

1 bed, 1 bath beside Golf Course

1–8 Jul

$104 SGD per night
Superhost

Townhouse in Ajax

4.78 out of 5 average rating, 96 reviews

Cheerful 1 Bedroom Apartment with kitchennete

16–23 Mar

$98 SGD per night
Guest favourite

Home in Ajax

5.0 out of 5 average rating, 25 reviews

Modern 1BR Basement Suite in Ajax

10–17 May

$92 SGD per night
Guest favourite

Home in Ajax

4.87 out of 5 average rating, 23 reviews

Beautiful bright basement aptmnt

26 May – 2 Jun

$138 SGD per night
Guest favourite

Home in Ajax

4.92 out of 5 average rating, 13 reviews

Cozy Basement Apt near Lake

8–15 Sep

$108 SGD per night
Guest favourite

Guest suite in Ajax

4.96 out of 5 average rating, 80 reviews

Brand new 2bdr Executive Suite, heart of Pickering

5–12 Aug

$139 SGD per night
Guest favourite

Home in Ajax

4.87 out of 5 average rating, 99 reviews

Modern Comforts: Elegant 4 bedroom 2.5 Bathroom

28 Apr – 3 May

$206 SGD per night
Guest favourite

Guest suite in Ajax

5.0 out of 5 average rating, 21 reviews

Adorable 2 Bedroom legal basement with one parking

18–25 Jun

$119 SGD per night
Guest favourite

Flat in Pickering

4.94 out of 5 average rating, 100 reviews

Walk-out Basement Guest suite w/Fibe & Parking

21–28 May

$110 SGD per night
Guest favourite

Guest suite in Ajax

4.98 out of 5 average rating, 82 reviews

Quiet, bright studio 5 min walk to Lake Ontario

16–23 Mar

$108 SGD per night

Quick stats about holiday rentals in Ajax

Total rentals

500 properties

Wifi availability

490 properties include access to wifi

Rentals with dedicated workspaces

300 properties have a dedicated workspace

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

8.9K reviews

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Regional Municipality of Durham
  5. Ajax