House vacation rentals in Milton

Vineland Guesthouse

Located on the Wine Route overlooking a ravine and backing onto Twenty Valley, the Vineland Guesthouse is a private one bedroom, one bathroom retreat. Features a private driveway, private outdoor space, and three season sunroom. We are in Vineland, the heart of wine country - just 6 minutes off the QEW and minutes to Jordan, Balls Falls, hiking, the Bruce Trail, and numerous wineries (over 10 within a 5 minute drive!). Walking distance to Niagara Custom Crush Winery (200m) and downtown Vineland!

Location · Value · Cleanliness

Home far away from home

Welcome to our spacious and charming retreat! Nested in a peaceful neighbourhood, our home is the perfect destination for families or someone travelling for work. With ample space to accommodate up to 14 guests, this well-appointed home provides all the comforts you need for a memorable stay. You'll have everything you need: sheets, towels, toiletries and a fully equipped kitchen. Located near major highways, restaurants, cafes, grocery stores, Milton District Hospital and more to explore!

Value · Location · Laundry

Stylish Modern Luxury Stay

Welcome to your stylish modern luxury retreat! This beautifully designed suite offers a private entrance and free parking. Step inside to a sleek, open-concept space featuring: ✅ Kitchenette + Complimentary coffee & tea ✅ High-speed WiFi, Workspace & Smart TV for entertainment ✅ Cozy living room with a plush sofa bed ✅ Modern bathroom with a refreshing shower Book now for a relaxing, high-end getaway with easy access to local attractions and a short drive away from some incredible views!

Location · Value · Getting around

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!

Family · Value · Access

Luxurious 4 Bedroom home.

Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.

Family · Location · Check-in

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Location · Family · TV

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

Location · Family · Comfort

Spacious, Pet Friendly Basement Apartment

Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

Family · Value · Nearby

Cozy Home in the heart of Milton

Fully furnished private upper two floors of a stacked townhouse available for rent in the heart of Milton. Ideal for people immigrating and looking for a cozy place during transit. Available for long-term rent - Message host. Close to school, hospital, grocery stores, places of worship. Surrounded by nature trails and parks. Bus station right outside. Milton Go is 3 min drive away. 5 mins drive to major highway 401

Location · Family · Nearby

Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

Location · Family · Condition

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Location · Family · Parks

Warm & Cozy Home w/3 Bedrooms Free WIFI & Parking

Enjoy a peaceful stay in our modern 3-bedroom Milton home! Perfect for families or business travelers, featuring a fully equipped kitchen, fast Wi-Fi, private parking, and cozy living space. Minutes from Kelso, Rattlesnake Point, and shops. Please: no parties, no pets, no smoking. Quiet hours after 10 PM. Entire home is yours—no one lives in the basement. Book your relaxing getaway today!

Location · Family · Access