Vacation rentals in Oakville

4.91 out of 5 average rating, 101 reviews

The living area presents a spacious layout, featuring a white sofa and a glass coffee table. A large television is mounted on the wall. Decorative glass vases in teal shades are placed nearby. Natural light filters through the open space, creating a welcoming ambiance.

Condo in Oakville

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

NEW GORGEOUS LUXURY CONDO WHEELCHAIR ACCESIBLE. *** NEW BED in 2nd!*** PRIME BEDROOM has a queen size memory foam mattress & a desk. SECOND BEDROOM has a brand new bed with double mattress medium/firm and a working desk, now accessible to guests. 2 FULL BATHROOMS: The en-suite has has a step up shower and a Bidet. SECOND: Has a tub & shower, very spacious. *OPEN CONCEPT LIV. AREA. *OPEN BALCONY. TASTEFULLY FURNISHED, SOFT AND CLEAN COLORS HARDWOOD FLOORS THROUGHOUT EXTRA WIDE HALLS AND DOORS

4.8 out of 5 average rating, 102 reviews

The exterior of the home is shown, featuring a well-maintained lawn with a pathway leading to the entrance. Two decorative trees frame the house, which has a welcoming porch with large windows allowing for natural light. A calm atmosphere is present in the surrounding area.

Home in West Oakville

Beautiful Detached Oakville Home (4Beds & 3Baths)

A beautiful naturally bright, well-decorated, contemporary & open-concept home conveniently located in a peaceful & posh Oakville area. *Close to major highways QEW/403 & *Oakville GO Station. *A bus stop is right across its driveway. *The Beautiful view of Lake-Ontario, Shorewood-Promenade-Park, approx.1km; *Famous Kerr-Village, approx.1km & *Historic Downtown-Oakville, approx.2km are just at a walking distance. With multiple landmarks, upscale retail, exceptional dining, bars, cafes & etc.

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.

4.95 out of 5 average rating, 110 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

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.

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!

4.85 out of 5 average rating, 41 reviews

Condo in Oakville

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

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, 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.

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

4.88 out of 5 average rating, 170 reviews

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

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.

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!

Guest suite in Mississauga

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.

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.

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, 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

4.96 out of 5 average rating, 1,065 reviews

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

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.

Dome in Aldershot Central

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.

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!

Popular amenities for Oakville vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Oakville

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.

4.57 out of 5 average rating, 14 reviews

Luxurious Upper Oakville Condo

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.

4.8 out of 5 average rating, 71 reviews

Elegant Suite: Private Entrance & Full Amenities

4.94 out of 5 average rating, 71 reviews

A cozy living area features a gray sectional sofa adorned with decorative cushions and a simple coffee table. A colorful painting is displayed on one wall, while a smart TV is mounted above a vibrant image. A wooden arcade game stands in the corner, adding a playful touch.

Guest suite in Milton

Serenity Suite | Velodrome Cycling Centre | Kelso

The living area features a contrast of dark and light furnishings, including a brown leather sofa and a light-colored sectional. A modern coffee table is centered on a soft area rug, with an elegant entertainment unit against the wall showcasing a stylish TV and a decorative fireplace.

5 out of 5 average rating, 15 reviews

Bright & New Home, Great place

A cozy sitting area features two grey chairs positioned around a round table, accompanied by a plush throw and basket. Natural light enters through double doors leading to a Juliet balcony, complemented by soft neutral tones and textured wall finishes.

5 out of 5 average rating, 38 reviews

Cozy & Beautiful, Entire Oakville House,

4.88 out of 5 average rating, 8 reviews

Guest suite in Oakville

Private Boutique Style Smart Suite with Patio

A modern living area is presented with a comfortable brown sofa, light accent chairs, and a round coffee table. Large windows allow natural light to fill the space, and a soft area rug covers the floor. Decorative elements include a lamp, wall art, and a small plant.

5 out of 5 average rating, 9 reviews

Entire home in Oakville, Canada

The living area features warm wood flooring and a neutral-toned rug. A woven tray holds two decorative teal pots on a coffee table, while a cozy armchair with patterned cushions sits nearby. A glimpse of the bedroom area is visible in the background.