Holiday rentals in Oakville

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oakville

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

Guest favourite

Barn in Hamilton

4.94 out of 5 average rating, 144 reviews

The Barn-Fieldstone Suite

You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive

29 Aug – 5 Sept

£127 per night
Guest favourite

Home in Mississauga

4.94 out of 5 average rating, 108 reviews

Atelier by René

Welcome to Atelier by René. A space so cozy and unique, you may never want to leave. Former recording studio turned into loft-like living with soaring 12 foot ceilings. Stylish finishes and decor complete the suite for the ultimate feeling of "home". Perfect for both short and long stays, this suite can accommodate up to 4 people. Enjoy breakfast on the private terrace, movie dinners in front of the 80" TV or explore the neighbourhood while being centrally located to parks, shops and transit.

22–29 Apr

£110 per night
Guest favourite

Flat in Oakville

4.98 out of 5 average rating, 45 reviews

Condo Style Basement in Oakville (Walk Up)

Looking for a cozy and comfortable place to stay during your next vacation or business trip? This spacious and stylish Airbnb accommodates up to 6 guests! Our beautiful space features everything you need to feel right at home! This condo style basement apartment is located in Oakville, one of Ontario’s most desirable neighbourhoods. 2 bedrooms with walk in closets 2 full bathrooms Sofa-come bed Contemporary chef kitchen (including utensils ) TV with Disney Plus and Netflix Dryer and washers

30 Nov – 7 Dec

£112 per night

Popular amenities for Oakville holiday rentals

Stay near Oakville's top sights

Oakville Place36 locals recommend
Costco Wholesale6 locals recommend
Metro30 locals recommend
Lakeside Park26 locals recommend
Coronation Park12 locals recommend
Bronte Creek Provincial Park60 locals recommend

Other great holiday rentals in Oakville

Guest favourite

Apartment in Oakville

4.97 out of 5 average rating, 37 reviews

Modern high tech condo

13–20 Sept

£110 per night
Guest favourite

Flat in Oakville

4.96 out of 5 average rating, 23 reviews

Modern-Stylish SmartTech Oakville Condo

9–16 Jan

£94 per night
Guest favourite

Flat in Oakville

4.95 out of 5 average rating, 19 reviews

Condo in Oakville

7–14 Jun

£125 per night
Guest favourite

Apartment in Oakville

4.94 out of 5 average rating, 18 reviews

Brand New Oakville Condo and Entertainment Oasis

6–13 Apr

£116 per night
Guest favourite

Guest house in Oakville

5.0 out of 5 average rating, 37 reviews

140 - Olde Oakville Downtown Heritage District

20–27 Jan

£186 per night
Guest favourite

Home in Oakville

4.84 out of 5 average rating, 76 reviews

Basement Apartment ( separate entrance)

20–27 Jul

£74 per night
Guest favourite

Flat in Oakville

4.93 out of 5 average rating, 14 reviews

Spacious Studio Apartment

22–29 Mar

£92 per night
Guest favourite

Home in Oakville

4.84 out of 5 average rating, 44 reviews

Beautiful Detached Oakville Home (4Beds & 3Baths)

14–21 Feb

£167 per night
Guest favourite

Flat in Oakville

4.92 out of 5 average rating, 76 reviews

Luxury Self Contained 2 Bedroom Lower Level Suite

8–15 Dec

£108 per night
Guest favourite

Home in Oakville

4.94 out of 5 average rating, 54 reviews

Sun-kissed 3BR family home in a quiet neighborhood

17–24 Sept

£139 per night
Guest favourite

Townhouse in Oakville

4.86 out of 5 average rating, 42 reviews

Sweet and Cozy 3 beds TownHouse

29 Apr – 6 May

£119 per night
Guest favourite

Apartment in Oakville

4.95 out of 5 average rating, 41 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

17–24 Sept

£120 per night

Quick stats about holiday rentals in Oakville

Total rentals

860 properties

Rentals with dedicated workspaces

550 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

140 properties allow pets

Family-friendly rentals

400 properties are a good fit for families

Total number of reviews

13K reviews

Destinations to explore