Pet-friendly holiday rentals in Oakville

Beautiful family Home near Downtown

A beautiful naturally bright, well-decorated, contemporary & open-concept home conveniently located in a peaceful & posh Oakville area. *Close to major highways QEW/403 & *Oakville GO Station. *A bus stop is right across its driveway. *The Beautiful view of Lake-Ontario, Shorewood-Promenade-Park, approx.1km; *Famous Kerr-Village, approx.1km & *Historic Downtown-Oakville, approx.2km are just at a walking distance. With multiple landmarks, upscale retail, exceptional dining, bars, cafes & etc.

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.

Hidden Cabin with hot tub

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

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.

The Rosé Garden Wiley Loft, downtown St. Davids

Nestled in heart of St. Davids at the start of the wine route. These unique loft suites which back onto the ravine were professionally curated by winner of Canada's Next Designer, Marcy Mussari. A 10 minute drive to downtown historic Niagara-on-the-Lake or to stunning Niagara Falls. Within walking distance to prestigious Ravine Winery, The Grist, Junction Coffee Bar, and The Old Fire Hall Restaurant. Situated minutes to wineries, golf courses, nature trails, restaurants, shops, and more!

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MARCH 23-26 (3 nights/4 days) MARCH 27-APRIL 20 APRIL 23-30 MAY 1-10 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: Lake & orchards.

Fully-Furnished Boutique 1 Bedroom Suites

The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

Large Luxury Villa with Swim Spa! Near downtown!

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.

Frenchman’s Pass - Cozy nook on the Hamilton brow

Welcome to your home away from home! This charming one-bedroom apartment is nestled on the beautiful Hamilton Mountain, steps away from the scenic brow. Located in one of the city's most upscale neighborhoods, it offers the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking, private deck and all essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping centers, restaurants, and public transit.

Contemporary [East] Loft in Historic Niagara

The Fire Hall Lofts (and Bakery), created in 2019, put you in the middle of Niagara’s Wineries (Wayne Gretsky’s is a walk away), bike trails, The Shaw Festival Theatre, Whirlpool Jet Boat Tours, historic forts from the War of 1812, specialty shopping in old town NOTL, The Outlet Collection mall – and the World Heritage site of Niagara Falls. Check our list of amenities. We have furnished and provisioned each loft as your home away from home. We hope you enjoy it all!

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Panoramic Views in Bright Loft + Free Parking

The loft has more windows than it has walls and offers a clear view of the city sky. Located in the heart of downtown Toronto, you're close to all major attractions, trendy restaurants, bars, and coffee shops. Toronto's legendary Fashion District is where you'll find all the action. If you're here for work, you'll be walking distance to most ad agencies, software companies, and a 15 min walk to the financial district.