House vacation rentals in Oakville

4.93 out of 5 average rating, 133 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!

ValueLocationLaundry

4.81 out of 5 average rating, 127 reviews

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

Home in Hamilton

California Chic +Breathe +Unwind +Restore

Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

LocationFamilyHospitality

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, 79 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

ValueLocationBathroom

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, 193 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.

ValueFamilyLong stay

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, 140 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!

ValueLocationNearby

4.83 out of 5 average rating, 107 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.

LocationValueAccess

4.92 out of 5 average rating, 142 reviews

An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.

Home in Islington

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

ValueFamilyNearby

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, 113 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 :)

ValueFamilyNearby

4.91 out of 5 average rating, 110 reviews

An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.

Home in Milton

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

FamilyLocationKitchen

4.75 out of 5 average rating, 117 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

Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

FamilyValueWalkability

4.96 out of 5 average rating, 71 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.

LocationValueAir conditioning

4.9 out of 5 average rating, 186 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.

LocationFamilyQuiet

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, 121 reviews

Home in Erin Mills

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

FamilyValueGetting around

4.91 out of 5 average rating, 344 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

King West Studio – TIFF, Dining & Nightlife

ValueFamilyBreakfast

4.91 out of 5 average rating, 56 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

ValueFamilyAmenities

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

FamilyValueCondition

4.86 out of 5 average rating, 14 reviews

Home in Burlington

3 bedroom home close to downtown with Pool!

LocationFamilyComfort

5.0 out of 5 average rating, 22 reviews

An open-concept kitchen and living area features light hardwood flooring and contemporary furnishings. A white leather sofa complements a wooden coffee table, while a large kitchen island with bar stools is highlighted. A dining table accommodates six, and colorful tile accents add character to the space.

Home in Burlington

Modern Luxury House w/EV Charger & Heated Pool

LocationFamilyAir conditioning

4.93 out of 5 average rating, 42 reviews

A heated pool is surrounded by greenery, with bright red lounge chairs positioned around the edge. The clear blue water reflects the trees overhead, creating a serene setting. Sun loungers are neatly arranged on one side of the pool for relaxation.

Home in Clarkson

Modern 6 Bedroom/3 Bath Pool Home Near the Lake

FamilyLocationPool

4.87 out of 5 average rating, 15 reviews

Home in Mississauga

Luxury 4BR Retreat with Pool, Piano, Spa & Games

LocationFamilyLayout

Weekly house rentals

4.94 out of 5 average rating, 50 reviews

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

FamilyLocationLaundry

4.86 out of 5 average rating, 37 reviews

Cottage Style House with Hot Tub

LocationFamilyGetting around

4.8 out of 5 average rating, 30 reviews

The Oakville Comfort and Modern Stay

FamilyLocationLong stay

4.93 out of 5 average rating, 30 reviews

OakNest | 2Bedroom Suite | Free Parking | Licensed

FamilyLocationKitchen

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.

4.93 out of 5 average rating, 15 reviews

Luxurious & Modern Home in Oakville - Sleeps 12

FamilyLocationAmenities

4.94 out of 5 average rating, 16 reviews

Stylish 4BR Townhome•with Parking•NearGO•30 min DT

FamilyLocationCheck-in

A modern dining area features a wooden table surrounded by six upholstered chairs. A round mirror decorates the wall, and a contemporary light fixture hangs above the table. The adjacent living room is visible through windows adorned with blinds.

4.98 out of 5 average rating, 96 reviews

Exclusive Luxury Townhouse - Prime Location

ValueFamilyAmenities

A spacious living room features two leather couches positioned around a central coffee table made of natural wood. Accent chairs are arranged to create a welcoming seating area. A large screen TV is mounted above an electric fireplace, with natural light streaming through the windows.

4.91 out of 5 average rating, 33 reviews

Oakville Oasis

LocationValueWalkability

Private house rentals

4.96 out of 5 average rating, 27 reviews

Home in Bronte

Welcome to Your Comfort Retreat by the Lake

FamilyLocationBathroom

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.

4.77 out of 5 average rating, 61 reviews

Modern & Luxury Townhouse in Oakville

ValueFamilyBathroom

4.93 out of 5 average rating, 15 reviews

Modern Oakville Townhouse

FamilyValueSleep quality

4.88 out of 5 average rating, 24 reviews

Nest & Rest in Oakville

FamilyLocationWifi

5.0 out of 5 average rating, 26 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

FamilyLocationPets

5.0 out of 5 average rating, 9 reviews

Modern Luxe Home | 2BR | Balcony | Parking

ValueLocationComfort

4.8 out of 5 average rating, 49 reviews

The exterior of a two-story home is showcased, featuring a combination of brick and siding materials. Large windows allow natural light to enter, and a well-maintained front pathway leads to the entrance. Neat landscaping includes small shrubs, providing a welcoming appearance.

Home in Milton

Home far away from home

ValueFamilyQuiet