Apartment holiday rentals in Oakville

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.

4.96 out of 5 average rating, 143 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

ValueFamilyBathroom

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

4.95 out of 5 average rating, 189 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

ValueLocationComfort

A spacious living area features a light-colored sofa and armchairs surrounding a glass coffee table. A plush area rug anchors the space, and a dining table with white chairs is positioned nearby. Modern kitchen appliances are visible, along with natural light from recessed lighting.

4.95 out of 5 average rating, 116 reviews

Spacious Basement in Oakville

This spacious suite offers comfort and convenience. Nearby, you'll find Oakville Place Mall, bowling alleys, cinemas, trails, and parks. A train station and local bus services are close for travel. Grocery and convenience stores, plus a variety of restaurants are nearby. Inside, you can enjoy a fully equipped kitchen with stainless steel appliances and a sleek modern bathroom. The cozy living area is perfect for relaxation. Whether you stay for business or leisure, you will enjoy your stay!

ValueFamilyNearby

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.

4.98 out of 5 average rating, 170 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.

LocationFamilyGetting around

An open-plan living area is visible, featuring a modern kitchen equipped with stainless steel appliances, including an oven and refrigerator. A cozy grey sofa is positioned in front of a wooden coffee table. A circular dining table is set against a bright window, enhancing the space.

4.93 out of 5 average rating, 199 reviews

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior. Note: Tesla EV charging $30 per day extra. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

FamilyLocationNearby

4.95 out of 5 average rating, 20 reviews

Modern walk-out lower level unit w/separate den

Welcome to our lovely private & quiet walk-out basement apartment in Oakville- 34km from downtown Toronto,25km from Pearson Airport, 4km from Oakville Hospital. Close to shopping & major highways. - Den with table & chair, Perfect for remote work or study - Fully stocked kitchen with cooking essentials - In unit Laundry - Clean & stylish bathroom - Driveway Parking for 1 car or suv - Pets, parties and smoking are prohibited - No shared spaces. Unit is completely private

LocationFamilyQuiet

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.

4.78 out of 5 average rating, 169 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

ValueLocationCondition

4.94 out of 5 average rating, 102 reviews

A bright living area features high ceilings and large windows, allowing natural light to illuminate the space. Two comfortable sofas are positioned around a central coffee table, which holds a decorative glass tray and fresh flowers. A soft area rug covers the wooden floor.

Apartment in Georgetown

Stylish In-Law Suite in Georgetown

🏡 In-Law Suite with private entrance, high ceilings, and large windows filled with natural light. Relax on a comfortable King bed, enjoy Netflix, and free WiFi. 🌳 Located on 1 acre in Georgetown, just minutes from restaurants & pubs. Plenty of on-site parking. Faces Main Street, so some traffic noise may be heard. 👨‍👩‍👧 Accommodates 2 adults or 2 adults + 1 child (no 3 adults). ✨ Cleanliness is our top priority — we aim to make every guest happy!

LocationFamilyHospitality

4.93 out of 5 average rating, 224 reviews

Apartment in Burlington

Upscale Location near Waterfront

Walking distance to the Aldershot GO train, and steps to the lake and marina, this fully contained three year old basement apartment comes complete with bathroom, kitchen and a separate entrance. Plenty of parking in this beautiful, safe and quiet neighbourhood. The apartment contains all the essentials you will need for a great stay, and if something is missing let us know as we will try and accommodate your requests.

ValueFamilySleep quality

4.9 out of 5 average rating, 231 reviews

A decorative display features a vintage typewriter, a styled hat, and elegant written documents against a brick backdrop. An assortment of old-fashioned items, including a wine bottle and an ornamental globe, are arranged artfully on a wooden shelf, creating a nostalgic ambiance.

Apartment in Georgetown

The Johnnie Walker Suite.

Mr. Johnnie Walker is out of town on business. 1960s themed unit, with many vintage decor. Top quality, (NO Ikea furniture) This unit is on the second floor (NOT basement) bachelor unit is equipped with everything needed for a comfortable and cosy stay. Quality, comfortable town unit. Located in the heart of Georgetown. On the main strip of the heritage downtown . WELCOME TO GEORGETOWN!

ValueLocationLayout

4.83 out of 5 average rating, 115 reviews

Apartment in Burlington

Cozy & Comfortable, Downtown, Parking | TJS2

This 1 bedroom, 1 bath, second floor apartment is fully redesigned, stylish & cozy, and centrally located. Welcome to THE JAMES SUITE II! - Stylish & cozy second floor apartment - Fully equipped kitchen - Fresh linens and towels included - Free, fast WiFi - Nestled downtown Burlington by Village Square - Outdoor security cameras on site - Flexible self-check-in - One free parking space

LocationValueAir conditioning

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

4.89 out of 5 average rating, 130 reviews

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

LocationFamilyCheckout

Popular amenities for Oakville apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.91 out of 5 average rating, 33 reviews

Feel at home

ValueLocationBathroom

A two-story detached house is shown, featuring a light beige exterior with a prominent balcony on the upper level. The garage entrance is visible, along with a driveway accommodating two vehicles. Lush green shrubs and a well-kept lawn enhance the front yard, under a partly cloudy sky.

4.78 out of 5 average rating, 79 reviews

Apartment unit

LocationValueSleep quality

An open living area showcases a modern couch paired with a sleek coffee table and an area rug featuring an intricate pattern. A compact kitchen with stainless steel appliances is visible in the background, along with a light-colored countertop. The space is illuminated by natural light.

4.8 out of 5 average rating, 30 reviews

Luxurious Upper Oakville Condo

ValueLocationComfort

A stylish living area features a comfortable gray sectional sofa adorned with colorful cushions. A round coffee table sits at the center, and a television is positioned on a white console. Large sliding doors provide access to an enclosed balcony with views of the surrounding area.

4.86 out of 5 average rating, 85 reviews

Spacious Urban Oasis:Stylish 2 Bed, 2 Bath Getaway

LocationFamilyAmenities

4.98 out of 5 average rating, 55 reviews

Entire basement apartment with separate entrance

ValueLocationGetting around

4.97 out of 5 average rating, 32 reviews

Brand New Basement Apartment – 2 Bed, 1 Bath

FamilyLocationAmenities

A modern living area is depicted with a large flat-screen television mounted on the wall. A wooden coffee table is positioned on a light-colored area rug, surrounded by a sectional sofa. Natural light filters through a nearby glass door leading to an outdoor space.

4.9 out of 5 average rating, 20 reviews

Stylish New 2BR Suite w/ Parking

FamilyLocationAccess

A bright living area features a yellow couch accompanied by two lamps on either side. A coffee table sits on a light-colored area rug, with a television mounted on the wall. Floor-to-ceiling windows provide natural light and views of the outside.

5 out of 5 average rating, 18 reviews

Live in Lux

LocationGetting aroundAccuracy

Private apartment rentals

4.79 out of 5 average rating, 84 reviews

Modern Suite, Private & Full Amenities

LocationValueBreakfast

A stylish living area features a light-colored sectional sofa adorned with blue pillows. A modern coffee table is centered on a textured area rug, while a large television is mounted on the wall opposite the dining area, which is distinctively arranged for easy access to the kitchen.

4.89 out of 5 average rating, 19 reviews

Spacious 2BR Gym Oakville 65"TV Custom Design

ValueLocationSleep quality

A round glass dining table is set for four with white plates, silver cutlery, and drinking glasses. Modern white chairs surround the table. A well-equipped kitchen with stylish finishes is visible in the background, alongside a cozy living area filled with natural light.

4.82 out of 5 average rating, 50 reviews

Oakville Oasis - Free Parking and WiFi

LocationFamilyView

5 out of 5 average rating, 27 reviews

Luxury Pond View Guest Apartment

LocationFamilyAmenities

5 out of 5 average rating, 18 reviews

2-BR Suite | Private Entrance | Parking |Pond View

LocationFamilyCleanliness

A cozy suite is displayed with a spacious bed draped in soft linens, alongside a modern desk with a chair. A television is mounted on the wall, and a fireplace adds warmth to the room. A coffee table and comfortable seating are also visible.

4.72 out of 5 average rating, 152 reviews

Private 1BR Suite W Parking Near Oakville Hospital

ValueLocationCheck-in

5 out of 5 average rating, 26 reviews

Apartment in Hamilton

Modern City Retreat on Hamilton's Best Street

FamilyLocationCleanliness

A spacious living area is furnished with a deep blue sofa, complemented by colorful throw pillows and a cozy throw blanket. A glass coffee table sits in front, while a wall clock adds interest. A sleek kitchen and a modern desk area are also visible.

4.82 out of 5 average rating, 71 reviews

Luxury 2BR Suite | Free Parking | Private Entrance

ValueFamilySleep quality

Apartment rentals with a hot tub

A bright bedroom features a spacious bed with striped pillows and a soft, draped throw. Two framed artworks adorn the white wall above the bed. A small plant is positioned next to a bedside table, enhancing the tranquil ambiance of the space.

4.94 out of 5 average rating, 104 reviews

Modern Condo in Downtown Core

FamilyLocationCondition

4.91 out of 5 average rating, 108 reviews

20th Floor Condo w/ Celebration Square Views

ValueLocationNearby

4.89 out of 5 average rating, 110 reviews

Beautiful High Rise View Condo W/Pool&Free Parking

LocationValueSleep quality

A modern living area features a spacious sofa paired with two accent chairs. A round coffee table sits in the center, surrounded by a vibrant area rug. Large windows offer ample natural light and city views, while soft accent lighting enhances the ambiance.

4.89 out of 5 average rating, 150 reviews

Luxury CN Tower & Lake Views Penthouse Sleeps 10

ValueLocationAmenities

4.78 out of 5 average rating, 40 reviews

Modern Luxe Living – Walk to Square One & Transit

LocationFamilySleep quality

A dining table with a circular glass top and four black chairs is positioned near large windows, offering expansive views of the Toronto skyline. A small potted plant adds a touch of greenery, while natural light fills the space, enhancing the modern interior.

4.98 out of 5 average rating, 133 reviews

The Farmer's Cottage

LocationValueNearby

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

4.99 out of 5 average rating, 153 reviews

The Fort York Flat

LocationValueLaundry