House holiday rentals in Oakville

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Top-rated house rentals in Oakville

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Guest favourite

Home in Mississauga

4.83 out of 5 average rating, 181 reviews

Home away from home (Private Basement)

Cozy, comfortable, and spacious studio basement, tastefully designed for a memorable stay. It's a private basement unit with no shared space and a separate entrance. The guests will enjoy easy access to everything from this centrally located place - local plaza with the convenience store and a pizza store, right at the doorstep. (50m away). Local bus transit and a GO bus stop at a 1min walk. Othe major plaza with stores like Tim Horton, Metro (grocery store) and other eateries within 500m walk

Guest favourite

Home in Oakville

4.92 out of 5 average rating, 104 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!

Top Guest favourite

Home in Mississauga

4.95 out of 5 average rating, 111 reviews

Cozy Studio near Pearson Airport

Welcome to our Cozy Studio by Toronto Pearson International Airport. Tucked away in a serene oasis, this cozy hideaway offers the perfect balance of relaxation and easy access to the airport. Unwind in the warmth of our electric fireplace after a long journey, or heat up a meal in the private kitchenette. We’re close to transit systems that can take you to downtown Toronto or the Mississauga Center in no time. This is a separate unit with a private entrance. Free parking and FireTV is included.

Guest favourite

Home in Milton

4.95 out of 5 average rating, 101 reviews

Cozy 2 Bedroom Basement, 2 Queen Beds, 1 Parking.

Brand new basement 2 Bedrooms with comfortable Queen bed in each room and one full washroom legal basement, seprate entrance and 1 parking in Milton. Have fun with your family/ friends. Gather around the breakfast dining table, comfortably seating four. Stay connected and entertained with high-speed Wi-Fi and a smart TV. Laundry, free parking. Minutes to Kelso Park, Mattamy Cycling Center, Milton Go station. Border of Burlington, Oakville and Mississauga, 15 minutes to Toronto Premium Mall.

Guest favourite

Home in Mississauga

4.86 out of 5 average rating, 131 reviews

Private 1 Bed & Den Lower Apartment, Close to Sq1!

Enjoy your own private living space in a renovated lower level semi-detached apartment. Excellent location, close to City Center, Highways, Train, Bus. Easy drive to Toronto. A great space for a variety of visitors. ❗PLEASE NOTE!! We live on the upper level with two active children and a dog. There are occasional times where the kids play. We do not recommend the space for those looking for complete quietness, although we do try our best to keep it down. We hope you enjoy your stay!

Guest favourite

Home in Oakville

4.88 out of 5 average rating, 169 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.

Top Guest favourite

Home in Milton

4.98 out of 5 average rating, 147 reviews

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

Top Guest favourite

Home in Oakville

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!

Superhost

Home in Clarkson

4.76 out of 5 average rating, 192 reviews

Private 2Bed Basement Apt |Self-Check with Kitchn

Modern, entirely private and super spacious 2 bed+ bath basement apartment (over 1200 sq ft). Less than a 2 minute drive to the QEW and a 5 minute drive to one of Mississauga's hottest entertainment plaza (Demetres cafe, Cineplex, Dave & Busters, Indoor skydiving, Scadabush, KB Sushi and more!) Hosts a kitchen (with fridge, microwave, coffee machine/kettle, toaster etc.) and common space with 42" TV, Netflix app and high speed Wifi. Separate entrance and free parking (1 car) included.

Guest favourite

Home in West Oakville

4.88 out of 5 average rating, 111 reviews

Luxury Villa! Swim Spa! 6 Bedroom 3 Family Rooms

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

Guest favourite

Home in Hamilton

4.82 out of 5 average rating, 185 reviews

Private Basement Suite

Enjoy a stylish experience in this private basement suite. This suite has a fully separate entrance and is located steps from Bayfront Park, and the delicious eateries on James St & King William! - Bachelor layout w/ private full-twin bed - 3 piece bathroom (towels, soaps, blow dryer) - Kitchen with compact fridge, hot plate, microwave, pots/pans, dinner set, utensils, & coffee machine - Washer/Dryer - Close to amenities including shops, restaurants, public transit and so much more.

Guest favourite

Home in Hamilton

4.91 out of 5 average rating, 147 reviews

Chic Basement Apartment

This newly renovated and stylishly furnished basement unit features a modern kitchen, in-house washer and dryer, and a new washroom. The cozy bedroom ensures relaxation after a busy day. Located in the quiet area of Stoney Creek, it’s a short walk to Cline Park and just a minutes' drive to stores like Walmart and Fortinos, as well as restaurants such as McDonald's, Popeyes, and Tim Hortons. Conveniently situated about 45 minutes from Niagara Falls and 1 hour from Toronto.