House vacation rentals in Oakville

4.93 out of 5 average rating, 137 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!

4.89 out of 5 average rating, 27 reviews

Nest & Rest in Oakville

Whether you're traveling with family or colleagues, this home is a perfect fit for both comfort and convenience. The spacious layout includes 5 bdrms, 3 family rooms, 3 dining areas, 3 baths, 5 TVs a BBQ, large patio, fully equipped kitchen, and outdoor dining for six. Comfy mattresses and premium sheets ensure a restful stay, and the home is professionally cleaned between guests. Centrally located yet peaceful, it’s less than 5-min from the highway and close to transit, cafes, and restaurants.

A stately two-story residence features a combination of stone and siding, accented by elegant window designs. The front yard is neatly landscaped with small shrubs, while a spacious driveway leads to an attached three-car garage with dark wood doors.

4.95 out of 5 average rating, 56 reviews

Luxurious Prince Mansion

Enjoy royal-class living in South Oakville with exceptional amenities and furnishings! The almost 5,700 sq. ft living area has been beautifully furnished to maximize entertainment and comfort for up to 10 guests. The home features 5 bedrooms each with their own bathroom. Amenities include a 6-person hot tub usable year-round, a high-end BBQ, a home theatre with a 4K projector, 130-inch cinema scope screen and 5.1 surround sound audio, and a standard-size pool table. License Number: 23-124896

The exterior of the spacious home features a combination of red brick and stone accents, complemented by white trim. Large windows provide ample natural light, while a prominent entrance with an arched doorway invites guests inside. A well-maintained lawn surrounds the house.

4.96 out of 5 average rating, 82 reviews

Comfortable Luxury Home in Oakville

This spacious, distinctive home offers more than your average house. Consecutively rated by airbnb and guests as "Guest favourite house" Located in one of Toronto's sought-after neighbourhood, elegant and thought through furnished. It has everything you might need, living room, family room, dining, breakfast table, high-end kitchen, fibre optic internet, an office and much more. Conveniently situated near highways, grocery stores, bars, and more. Can't wait to welcome you as our guests

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.

4.89 out of 5 average rating, 195 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.

4.99 out of 5 average rating, 141 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!

4.94 out of 5 average rating, 35 reviews

OakNest | 2Bedroom Suite | Free Parking | Licensed

Welcome to OakNest! ✨ Brand-new luxury basement apartment with a bright, airy design, 9-ft ceilings and open layout 🛏️ 2 bedrooms comfortably accommodating up to 4 guests 🍳 Fully equipped kitchen with dishwasher, complimentary coffee & snacks 🧺 In-suite laundry with washer & dryer 💻 Dedicated work desk & high-speed Wi-Fi 📺 Smart TV & premium linens 🌙 Room-darkening shades for restful sleep 🚪 Private entrance & self check-in 🚗 1 complimentary parking space 📍 Centrally located

4.83 out of 5 average rating, 109 reviews

Luxurious 4 Bedroom home.

Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.

A modern living room features a light-colored sectional sofa adorned with a pink throw pillow. A cozy fireplace is centrally located, along with a large wall-mounted television displaying a scenic landscape. An abstract art piece and elegant decor enhance the space's inviting ambiance.

4.94 out of 5 average rating, 16 reviews

5BR Designer Oakville Retreat |5.5 bath| Sleeps 12

Spanning 5,000 sqft of living space, luxury meets comfort in every detail. Designer-curated and built for unforgettable stays with family or an extended retreat. ✨ 5 Bedrooms | 5.5 Private Baths — No shared baths 🛏️ Sleeps 12 | 2 Kings · 2 Queens · 1 Double · 1 Sofa Bed 🍳 JennAir Chef's Kitchen | Gas Cooktop 📺 75" TV (Family Room) | 82" TV 🍸 Custom Basement Bar 🌿 Cedar-Lined Backyard | Fire Table ⚡ 1.5 Gbps Wi-Fi | Dedicated Home Office 🚗 Free Parking | Free EV Charging

A spacious room features a modern geometric accent wall in various shades of blue, yellow, and green. A neatly made bed with soft linens is centered in the area, flanked by two bedside tables and lamps. A workstation with a comfortable chair is visible in one corner.

4.85 out of 5 average rating, 117 reviews

Family Home | Uptown Oakville | 40 Mins to Toronto

If you're looking for a stylish and comfortable home-away-from-home experience, you've come to the right place! We're in the heart of uptown Oakville, close to tons of restaurants, grocery stores, coffee shops and salons. 10mins to Oakville Place, 6mins to Sheridan College and 5mins to the 5-Drive In - an outdoor drive-in theatre perfect for family outings or date night! Our home is fully equipped with everything you need for a comfortable stay. We think you'll love it here :)

4.96 out of 5 average rating, 74 reviews

2,800 Sq Ft Oakville Executive Home | 4BR 4BA

Elegant 4 bed, 4 bath 2,800 sq ft home with parking for 4 cars, large laundry, beautiful deck, and a spacious gourmet kitchen with coffee stations. Main-floor office converts to a bedroom, perfect for guests with mobility needs. Minutes from Oakville’s scenic waterfront trails, Gairloch Gardens, Bronte Creek Park, Kerr Village cafés, fine dining, boutique shops, and the Oakville Centre for the Performing Arts.

4.9 out of 5 average rating, 189 reviews

A modern kitchen features sleek cabinetry and a large central island with seating for four. Pendant lights hang above the island, illuminating the space. Large sliding glass doors provide access to outdoor areas, enhancing natural light within the open layout.

Home in Hamilton

Luxurious 5BR Beach House with Firepit

Spatious and luxirious house by the beach has 5 bedrooms with a large comfy sectional, enough to sleep 10 guests total. Our kitchen is fully stocked with everything you need to make grand dinners. We have a beautiful long custom designed dining table for memorable family gatherings. Enjoy serene views of the lake on our large furnished deck, where there is a large BBQ, dining area, sofa, and fire table.

Popular amenities for Oakville house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 123 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

4.76 out of 5 average rating, 119 reviews

A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.

Home in Milton

Spacious, Pet Friendly Basement Apartment

4.91 out of 5 average rating, 349 reviews

Home in Niagara

King West Victorian Gem Downtown - Walk Everywhere

4.82 out of 5 average rating, 49 reviews

A cozy living area features a comfortable beige sofa positioned near a television on a black console. A decorative Christmas tree stands in the corner, adding a festive touch. Light hardwood flooring and a patterned rug enhance the ambiance, while a staircase leads to an upper level.

Home in Bronte

Cozy Family Retreat near LAKE&Harbour* 3BR 2Bath

4.92 out of 5 average rating, 61 reviews

A serene outdoor space features a heated saltwater lap pool, surrounded by lush greenery and stone pathways. A gazebo provides shaded seating, and a well-maintained lawn complements the tranquil atmosphere, inviting relaxation and outdoor enjoyment.

Home in Burlington

Beautiful Home with Heated Pool

4.71 out of 5 average rating, 17 reviews

Home in Burlington

3 bedroom home close to downtown with Pool!

4.9 out of 5 average rating, 82 reviews

Home in Hamilton

The Bayfront - Harbour Views + Private Pool!

4.89 out of 5 average rating, 46 reviews

A heated pool is surrounded by lush greenery and features a connected Jacuzzi. Lounge chairs are positioned near the pool, along with a gazebo in the background. Two colorful inflatable rings float on the water, and red outdoor chairs are placed nearby for relaxation.

Home in Clarkson

The Serenity Home Pool/Yoga/Game Room by the Lake

Weekly house rentals

4.94 out of 5 average rating, 54 reviews

Lux 4BR 3BA Home • Sunset Views & Ultimate Comfort

4.95 out of 5 average rating, 37 reviews

Cottage Style House with Hot Tub

4.79 out of 5 average rating, 33 reviews

The Oakville Comfort and Modern Stay

The exterior of a mid-century modern home is presented, featuring a brick facade with large front windows. Lush greenery surrounds the house, and a spacious lawn enhances the serene atmosphere. Mature trees are visible in the background, contributing to the natural setting.

4.82 out of 5 average rating, 17 reviews

Serene Mid-Century Home, Ravine & Lake Access

5.0 out of 5 average rating, 27 reviews

The entrance of a bungalow is framed by a covered porch adorned with climbing greenery. Two chairs are placed beside a small planter, while seasonal decorations accentuate the front door. Steps lead up to the door, surrounded by colorful potted flowers.

Home in Bronte

Maia's cozy Bronte cottage by the Lake

4.94 out of 5 average rating, 32 reviews

Brand New 4 Bedroom Home, free parking -Oakville

4.93 out of 5 average rating, 30 reviews

HotTub Family Retreat | Sleeps 12 | 5 Parking

4.88 out of 5 average rating, 34 reviews

House in South Oakville - Close to Lake

Private house rentals

4.94 out of 5 average rating, 17 reviews

Modern Oakville Townhouse

A modern living area features a grey sectional sofa positioned against a wall with large windows, providing ample natural light. A textured rug covers the hardwood floor, while a coffee table with decorative items is centered in the space. A green plant adds a touch of nature.

4.78 out of 5 average rating, 63 reviews

Modern & Luxury Townhouse in Oakville

A modern family room features a spacious sectional sofa in a light gray hue, positioned beside a large window with sheer curtains. A soft area rug covers the floor, and a minimalist light fixture hangs from the ceiling, adding a contemporary touch to the space.

4.91 out of 5 average rating, 57 reviews

Modern house in a quiet neighbourhood

5.0 out of 5 average rating, 6 reviews

Home in Erin Mills

Luxurious 4BR Oasis w/ Sauna & Games

4.91 out of 5 average rating, 45 reviews

Home in Mississauga

Modern Private Suite | Free Parking & Laundry

4.86 out of 5 average rating, 36 reviews

A spacious living area features a comfortable seating arrangement with soft couches and decorative cushions. Natural light filters through large windows, illuminating the central coffee table and dining setup adorned with flowers. A chandelier adds a touch of elegance to the inviting space.

Home in Milton

Spacious house

A modern living room features a spacious sectional sofa accompanied by two stylish armchairs. A minimalistic coffee table is centered on a soft area rug. Light flows in from a large window, while framed artwork enhances the neutral color scheme of the room.

4.91 out of 5 average rating, 68 reviews

Bright & Stylish 5 BR Modern Getaway!