Condo vacation rentals in Oakville

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.

4.87 out of 5 average rating, 125 reviews

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

LocationFamilyLong stay

A modern living area features a gray sofa adorned with blue cushions. A wooden coffee table sits on a patterned rug, with a large flat-screen TV mounted on the wall displaying content. The kitchen area is visible in the background, equipped with sleek appliances.

4.91 out of 5 average rating, 140 reviews

Entire Condo - 20min from Toronto Airport

This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

FamilyLocationCleanliness

4.89 out of 5 average rating, 114 reviews

Condo in Brampton

Luxurious Condo Apartment 1BR-1BA-1Den, w. parking

"Thanks for stopping by! A lovely space to unwind and relax. Indulge in the comfort and tranquility of this contemporary space. Amazing location! Whether your visit is for business or pleasure - this is a perfect space with all the comforts of home. Enjoy great views and morning sun on the 90 SF balcony. Walking distance to restaurants, shopping and parks. Close access to Airport, hwy410, 401, 407 & Mount pleasant GO Station. Come and see why Brampton is rated one of the best cities in Canada."

ValueFamilyAmenities

The spacious living area features a comfortable gray sectional sofa with decorative pillows, facing a modern coffee table. A sleek kitchen island with pendant lighting is visible in the background, complemented by modern appliances and cabinetry.

4.91 out of 5 average rating, 57 reviews

Beautifully Upgraded One Bedroom and Den + Balcony

Charming 1-bedroom plus den condo located in a central area with easy walking access to major attractions. This well-appointed upgraded unit features a spacious living area, a versatile den perfect for an office or guest room, and modern amenities. Enjoy the convenience of nearby shops, dining, and entertainment options right at your doorstep. Ideal for those seeking both comfort and a vibrant urban lifestyle. Includes a dedicated underground parking spot and balcony. Fully upgraded and modern!

FamilyLocationBathroom

4.99 out of 5 average rating, 169 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

ValueFamilyLong stay

4.81 out of 5 average rating, 67 reviews

Sun-Soaked Modern Townhome | Modern and Stylish

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

FamilyValueGetting around

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

4.9 out of 5 average rating, 170 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

FamilyValueCheckout

The open-concept space features a circular glass dining table set for six, with stylish white chairs. The cozy living area includes a gray sofa adorned with colorful cushions, a large window providing natural light, and a modern kitchen area equipped with updated appliances.

4.91 out of 5 average rating, 46 reviews

King Bed, Queen Bed, Free Parking, Gym, WiFi

Well Equipped Luxury Suite Centrally Located is Perfect For Couples or Families. Quiet Neighborhood and Brand New Finishes Await You at This Urban Oasis! This Pristine Space Has an Open-Concept Kitchen/Living/Dining to Maximize Flow and Usage, and Stimulates the Creative Mind. Step Out onto the Balcony to Enjoy the Outdoor Space, You Will Be Amazed at the Peace and Quiet! Wake Up and Get Cooking in a Fully Equipped Suite! 1 Parking and Free WiFi Included. Don't Wait, Book Today

ValueFamilyNearby

4.59 out of 5 average rating, 17 reviews

Serene Stays - Oakville (3 Bed, 2 Bath, 1 Parking)

Welcome to Serene Stays - Oakville, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious condo suite, where you can completely relax with access to the entire suite - boasting 2 bedrooms, 2 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. You will also have access to the condo's shared gym and yoga room on the lower level. This suite has 1 parking space and is perfect for families or groups!

FamilyLocationSleep quality

4.96 out of 5 average rating, 200 reviews

Condo in Hamilton

Gallery Suite

The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

ValueFamilyBiking

4.89 out of 5 average rating, 258 reviews

A cozy sleeping area is furnished with a spacious bed adorned with a patterned blanket. On both sides of the bed, bedside tables hold stylish lamps. Above the bed, a decorative wall art piece spells 'HOME,' enhancing the simple decor of the room.

Condo in Brampton

Cozy Condo-Apartment/Suite in Brampton

Welcome to our beautiful, Pristine & Spacious 1-queen Bed, well decorated Condo Studio-Apartment/Suite in Brampton west, the apartment is a minute walk to Mount Pleasant Go Station which connects you to anywhere in Greater Toronto Area, and some few steps to shops, parks. Close access to Airport, Hwy 410, 401, 407 & Mount pleasant village. Providing the experience to see the nice beauty of Mount pleasant /Brampton west.

LocationFamilyCleanliness

5.0 out of 5 average rating, 4 reviews

Sunset Retreat | 2BR/2BA | CN Tower View + Parking

Welcome to your modern 2-bedroom, 2-bathroom urban retreat in the heart of Mississauga. Perched high above the city, this beautifully appointed condo offers stunning panoramic views, breathtaking sunsets, and views of the CN Tower and Toronto skyline. Whether you're visiting for business, vacation, or an extended stay, you'll enjoy a thoughtfully designed space with everything you need for a relaxing stay.

LocationValueComfort

Popular amenities for Oakville condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.83 out of 5 average rating, 40 reviews

The Calm House | 5 mins Walk to Square One Mall

LocationFamilyAccuracy

5.0 out of 5 average rating, 21 reviews

Luxury 2 Bedroom Condo + Den in Oakville

LocationFamilyCleanliness

4.98 out of 5 average rating, 54 reviews

Stylish 1BR Condo by Square One

ValueFamilyWalkability

An expansive view of two serene ponds is captured, surrounded by lush greenery and open fields. The landscape features a pathway and residential structures in the background under a clear blue sky with scattered clouds.

4.99 out of 5 average rating, 91 reviews

Romantic Oasis with Stunning Views & Amenities

ValueLocationComfort

4.91 out of 5 average rating, 57 reviews

Elegant 2BR Sky Condo for 9 - Terrace - Lake Views

FamilyValueLong stay

Condo in Mimico-Queensway

A bright living area features a soft sofa and a low coffee table, with a large TV mounted on the wall. Floor-to-ceiling windows provide expansive views of the cityscape, while natural light illuminates the space. A transition to the sleeping area is visible in the background.

Stunning Toronto view! Guest Favourite w/ parking!

ValueLocationIndoor spaces

4.9 out of 5 average rating, 83 reviews

4.84 out of 5 average rating, 103 reviews

Stylish Condo Downtown Mississauga Steps to SQ1

ValueLocationCheck-in

5.0 out of 5 average rating, 11 reviews

Square One Suite by Canterra Stays · Parking

LocationWalkabilityGetting around

Pet-friendly condo rentals

4.88 out of 5 average rating, 129 reviews

A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.

Condo in Toronto

Stylish Apartment in Toronto - Long term available

ValueFamilyNearby

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 111 reviews

Fort York- Lake View Studio Condo + Indoor Parking

ValueLocationCheckout

A cozy living area features a gray sectional sofa adorned with decorative pillows. A round coffee table sits in front, positioned on a patterned rug. Large windows provide natural light and views of the city, with sheer dark curtains on either side.

4.98 out of 5 average rating, 102 reviews

Cozy Condo • Free Parking• Steps from the CN Tower

LocationFamilyDecor

4.89 out of 5 average rating, 134 reviews

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

LocationValueParking

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.94 out of 5 average rating, 151 reviews

Charming Condo w Parking, CN Tower View & Pool

LocationFamilyIndoor spaces

4.85 out of 5 average rating, 108 reviews

Condo in Parkdale

Expansive Suite & Stunning Lake Views

LocationValueDecor

A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.

4.94 out of 5 average rating, 179 reviews

Rooftop Pool Condo with CN Tower View

ValueLocationCleanliness

An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.

4.95 out of 5 average rating, 117 reviews

Modern 1BR Toronto Downtown Condo, King size bed

LocationFamilyCondition

Condo rentals with a pool

4.94 out of 5 average rating, 172 reviews

Luxury 2BR Condo w/ Skyline Views & Balcony

FamilyValueIndoor spaces

4.98 out of 5 average rating, 130 reviews

Luxury Downtown Condo For 6 (CN Tower View)

FamilyLocationParks

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 130 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

FamilyValueDecor

A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.

4.96 out of 5 average rating, 102 reviews

Prime location • Amazing views • FREE parking

FamilyValuePool

The image captures a vibrant urban landscape featuring a modern building with glass and metal elements. The prominent CN Tower stands in the background against a clear blue sky. The area is filled with pedestrians enjoying the surroundings, complemented by greenery and architectural structures.

4.85 out of 5 average rating, 106 reviews

Central downtown condo next2 CNtower+free parking

ValueFamilyAmenities

4.98 out of 5 average rating, 225 reviews

Stylish Downtown Toronto Condo + Free Parking

LocationFamilyCheck-in

A balcony view captures the iconic CN Tower alongside a modern building structure. The expansive glass windows reflect the urban skyline and lake in the distance, evoking a sense of openness and connection to the city.

4.85 out of 5 average rating, 206 reviews

Toronto CN Tower 2 Bed 2 B w Master King w Parking

FamilyValueAccuracy

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.