Vacation rentals in Milton

Modern Loft with Immersive Theatre Experience

🎬 Welcome to our 850 sq. ft. theatre-themed loft in Milton! Enjoy a true cinematic experience with a 135" projector screen, 75" TV, and surround sound. 🏡 Features include a cozy queen Murphy bed, sofa bed, blackout drapes, 9-11 foot ceilings, full kitchen, and a 3-piece bathroom. 📍 Just a 5-minute drive to downtown Milton, located across from a library, community pool, and skating arena. Nestled in a quiet, upscale neighborhood with easy access to conservation areas for hiking and biking.

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

Five Star Hayloft Suite

This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Karger Gallery Suite

Located within Elora's downtown core, the Karger Suite is only a few short steps to the many fine restaurants and the Elora Mill. Enjoy the views and vibes of being in the heart of Ontario's most beautiful village. The private suite overlooks pine trees, century-old stone walls, angled rooftops and the charming village of Elora. Enjoy a glass of wine on your private 1500 sq. ft. third floor patio, keeping warm and cozy beside the fire-table. Day or night the views are enchanting.

Entire 2BR Suite | Full Kitchen | Free Parking

This stylish and cozy 2-bedroom home offers everything you need for a comfortable stay. Enjoy privacy, a fully equipped kitchen, and a spacious rooms with a smart TV and lightning-fast Wi-Fi. Ideal for families, small groups, or business travelers, our suite features contemporary design with thoughtful amenities. Conveniently located off the 401 highway, just a short drive Toronto and Niagara Falls. Book now for a blend of comfort, luxury & location!

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.

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Blue Haven Retreat, Downtown Milton's Hidden Gem!

Situated in Downtown Milton’s vibrant and fun neighbourhood, where you’ll enjoy all the benefits of being within walking distance to boutique shopping, restaurants, and the stunning Mill Pond! You’ll also be minutes to Halton’s best conservation parks where you can embark on all of your favourite outdoor adventures! FROM THE AIRPORT 25 mins from Pearson International Airport 40 mins from Hamilton Airport.

The Sleek Shelter - Cozy , Comfort, Convenience

Budget-friendly comfort -with all the essentials you need for a hassle-free visit 8 min to Glen Edan Ski Resort 10 min to Apple & Strawberry Farms 20 Min to Pearson Airport , 45 min to Niagara Falls, 45 min to Toronto downtown private backyard with stunning forest views— It’s private basement with - Separate entrance (Private Garage Entry) . - Separate Kitchen - Separate Washroom

Private 2BR Suite -Parking | Laundry | Outlet mall

Enjoy a peaceful stay in our private 2-bedroom legal basement suite located in a quiet Milton neighborhood. Featuring an open-concept layout with 8.5-ft ceilings and comfortable bedrooms, it’s ideal for couples, families, or longer stays. Minutes from Toronto Premium Outlets, Velodrome, scenic trails, and easy access to Oakville, Burlington, Mississauga, and Pearson Airport.