Holiday rentals in Oakville

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Top-rated holiday rentals in Oakville

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Guest favourite

Rental unit in Oakville

5 out of 5 average rating, 9 reviews

Oasis of Oakville - Free Parking

Well Equipped Luxury Suite Centrally Located is Perfect For Couples or Small Groups. 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 Massive 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

Guest favourite

Home in Clarkson

4.93 out of 5 average rating, 129 reviews

Atelier by René

Welcome to Atelier by René. A space so cozy and unique, you may never want to leave. Former recording studio turned into loft-like living with soaring 12 foot ceilings. Stylish finishes and decor complete the suite for the ultimate feeling of "home". Perfect for both short and long stays, this suite can accommodate up to 4 people. Enjoy breakfast on the private terrace, movie dinners in front of the 80" TV or explore the neighbourhood while being centrally located to parks, shops and transit.

Guest favourite

Rental unit in Oakville

5 out of 5 average rating, 15 reviews

Perfect, Peaceful 1 bedroom condo

Enjoy this spacious and quiet and well-lit, 1+ Den condo. Beautiful, serene and spacious, it is perfect for those travelling for work, in need of a productive space, or a peaceful and relaxing vacation. Great for couples looking to explore the Greater Toronto Area. All you need is within 1 km:from major retail centres, grocery stores and restaurants . Walking distance to a local plaza + hiking trails. Boasts a less than 5 minute drive to 3 major highways + only 20 minute drive to Toronto

Guest favourite

Rental unit in Churchill Meadows

4.96 out of 5 average rating, 130 reviews

Comfort, Style and Privacy.

Magnificent lower level suite in detached home with private entrance. Located in quiet, family friendly community. This suite has a modern open concept layout with comfortable Queen bed with fresh linens, a 50" TV, huge walk-in closet, private bath with shower bench & relaxing rainhead, plus fresh towels for your whole stay. Living room has sectional, 40" TV, desk & is open concept to a fully equipped kitchen. Laundry access is on the main level by the entrance and is shared with homeowner.

Guest favourite

Home in Oakville

4.91 out of 5 average rating, 46 reviews

Modern 9’ Ceiling BSMT, Separate Entr+Parking

-Brand new and Cozy Legal Basement with 9’ high ceiling equipped with modern amenities -Access to multiple plazas within 10 minute walk (Walmart, Longo’s) -Personal free driveway parking spot (garage not included) - Separate side door private entrance and access to basement (backyard not included) -Equipped with 4K TV, internet connection, heated bathroom floors, electric towel warmer, Fireplace -Large Kitchen, dining area, stainless steel appliances (stove, hood, fridge, dishwasher)

Guest favourite

Home in Oakville

4.88 out of 5 average rating, 114 reviews

Upgraded 3Bd 2.5Bth House w/ Pool Table & Swing

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.

Guest favourite

Guest suite in Bronte West

4.85 out of 5 average rating, 182 reviews

LL*1 BR Suite*Wi-fi*Parking*Near Lake

Our guest suite is licensed by Town of Oakville & 1 BLOCK AWAY FROM THE LAKE. New Flooring, Luxurious and spacious suite with ABOVE GRADE WINDOWS, heated flooring, bathroom, WIFI, Kitchenette &50” smart TV. Steps away from Bronte Harbor, Coronation Park, shopping, restaurants, nightlife and GO station. 1hr drive to NIAGARA FALLS and 35mins drive to downtown Toronto. Our place is suitable for all kinds of travelers. Solar heated pool can be accessed from 10am to 8pm (June to Sep)

Guest favourite

Farm stay in Lincoln

4.98 out of 5 average rating, 374 reviews

Inn The Orchard, Modern Log Cabin, on water edge

Nestled among Niagara’s fruit trees, our newly renovated log cabin sits on the shores of 16 Mile Creek. The log cabin is a modern, meticulously maintained studio space, secluded from busy roads (perfect to work in). Relax with a morning coffee on our porch or enjoy an evening campfire while overlooking 16 Mile Creek. Amenities include a comfortable sitting area, large picture windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ and more.

Guest favourite

Bungalow in Hamilton Beach

4.95 out of 5 average rating, 143 reviews

Beach. Pool. Lake. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.

Guest favourite

Apartment in Oakville

4.98 out of 5 average rating, 56 reviews

Romantic Oasis with Stunning Views & Amenities

Serene Retreat with Breathtaking Views: Relax and unwind in this beautifully appointed Airbnb. Enjoy stunning views from the comfort of your own private oasis. Our prime location puts you just a short walk away from popular amenities like Superstore, Wal-Mart, Dollarama, and LCBO. Plus, enjoy exclusive access to the gym, sauna and free underground parking. Not suitable for children. Business Number: 23-123501

Guest favourite

Rental unit in Hamilton

4.91 out of 5 average rating, 300 reviews

Cozy apartment on Lake Ontario

Apartment located on the ground floor of a residential unit, separate from the main house. Enjoy falling asleep to the sound of the waves, as the bedroom overlooks Lake Ontario. Large deck connected to the bedroom patio door with a seating area so you can enjoy the view. Head down to the beach for the day, and roast some marshmallows' on the firepit during sunset.(Provided the wind is blowing towards the lake).

Guest favourite

Apartment in Oakville

4.85 out of 5 average rating, 62 reviews

Modern high tech condo

Experience urban luxury in this 1-bed + den, 1-bath modern 700 sqft condo. With high-end finishes, modern furniture, and a stylish open concept, this cozy retreat boasts nearby parks, schools, and various amenities. Revel in the fusion of modern design and safety features like building cameras, alarm systems, and an urban location ideal for a tranquil yet connected stay.