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.

%{current} / %{total}1 / 1
Guest favourite
A contemporary kitchen is highlighted by sleek cabinetry and a spacious island with bar seating. Stainless steel appliances, including a refrigerator and oven, are visible. Soft lighting enhances the modern design, and a mirror reflects the lush greenery in the corner, adding depth to the space.
Flat in Oakville
4.95 out of 5 average rating, 111 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

Guest favourite
A hand-lettered card features the phrase 'Let's make this Fall unforgettable,' surrounded by an elegant floral design. The card is set against a vibrant background of autumn leaves in shades of red, orange, and yellow, highlighting the seasonal theme.
Home in Oakville
4.92 out of 5 average rating, 106 reviews

Sun-kissed 3BR family home in a quiet neighborhood

♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!

Superhost
Apartment in Oakville
4.85 out of 5 average rating, 41 reviews

Charming spacious townhome in Prime Oakville

Welcome to our spacious and inviting retreat! Nestled in a prime location in Oakville, this entire house offers a perfect blend of comfort and convenience. Unwind in the ample living spaces, and relish the privacy of having the entire house to yourself. With nearby attractions and a tranquil atmosphere, our Airbnb is your ideal home away from home. Explore the city by day which is 30 min drive, and return to the spacious serenity of your temporary abode by night. Your perfect getaway awaits

Top guest favourite
A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.
Flat in Oakville
4.98 out of 5 average rating, 131 reviews

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Guest favourite
A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.
Home in Oakville
4.98 out of 5 average rating, 116 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

Superhost
An open living area features light wood flooring and modern recessed lighting. A kitchen is visible in the background, showcasing sleek cabinetry and appliances. A colorful wall art piece depicting a serene landscape adds a touch of color. A bathroom is accessible through a door on the right.
Flat in Oakville
4.8 out of 5 average rating, 71 reviews

Elegant Suite: Private Entrance & Full Amenities

This stylish and cozy 1-bedroom basement apartment is perfect for small families or couples. Enjoy complete privacy with a separate entrance in a quiet suburban neighborhood. Centrally located with easy access to major highways, this beautifully furnished space offers year-round comfort—warm and inviting in the winter, cool and refreshing in the summer. Equipped with all the essentials for a convenient and relaxing stay, this immaculate apartment is your ideal home away from home.

Guest favourite
A comfortable living area is featured, showcasing a spacious sofa and armchair on a patterned rug. Shelves with decorative items line one wall, and natural light enters through a nearby window. A coffee table is positioned centrally, enhancing the inviting ambiance.
Flat in Oakville
4.96 out of 5 average rating, 85 reviews

Cozy Basement Apartment in Oakville

Welcome to Your Cozy Oakville Basement Apartment! Newly built, this 2 bedroom apartment holds a open-concept living room that flows into the fully-equipped kitchen, offering a cozy space to relax along with backyard area. Guests have private access through a separate entrance and independent working area. Pond facing, located in a quite neighborhood in close proximity to restaurants and grocery stores. 10-15 mins from Oakville GO Station. 25-30 mins from YYZ Airport .

Top guest favourite
An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.
Guest suite in Mississauga
4.99 out of 5 average rating, 220 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

Superhost
A modern studio space is captured featuring a cozy bed adorned with white linen and decorative pillows. A sleek stainless steel refrigerator is positioned nearby, alongside a small wooden table with a potted plant. Natural light filters through a window, enhancing the inviting atmosphere.
Flat in Oakville
4.78 out of 5 average rating, 134 reviews

Cozy Modern Studio in Oakville | Free Parking

Welcome to your perfect retreat - an oasis for 1-2 guests seeking ultimate comfort. Enjoy seamless connectivity with WiFi, Netflix, and a luxurious Queen bed. Experience the essence of home in our inviting, modern basement studio. With a full kitchenette, in-unit laundry, and lots of storage. This modern unit is ideally situated in a serene, safe neighborhood in Oakville, steps from public transit, close to various amenities like restaurants, malls and trails

Top guest favourite
The open concept loft features a spacious living area with large windows and sky lights that illuminate the room. A dining table is surrounded by four chairs, a cozy seating area includes a sofa and a coffee table. Exposed wooden beams accentuate the high ceiling.
Loft in Lorne Park
4.96 out of 5 average rating, 1,065 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Top guest favourite
The interior of the geodesic dome is adorned with lush tropical plants, creating a vibrant atmosphere. A wooden dining table with two benches is positioned on a patterned area rug, surrounded by greenery. Light filters through the transparent panels, enhancing the natural ambiance.
Dome in Aldershot Central
4.96 out of 5 average rating, 149 reviews

Animal Lovers Dream Dome Stay in Burlington!

Jungle Dome on a farm in Burlington! Enjoy a tropical stay in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Guest favourite
A modern kitchen features sleek white cabinetry and a large island with seating for four. Stainless steel appliances are visible, including a refrigerator and microwave. Bright lighting fixtures hang above the island, and a small green plant adds a touch of freshness to the countertop.
Home in Oakville
4.96 out of 5 average rating, 112 reviews

Elegant 2BR townhouse condo in central Oakville

Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

Popular amenities for Oakville holiday rentals

Quick stats about holiday rentals in Oakville

  • Total rentals

    870 properties

  • Nightly prices starting at

    € 9 before taxes and fees

  • Total number of reviews

    19K reviews

  • Family-friendly rentals

    430 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore