Compare Vacation Rentals & Airbnb in Milton

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Milton vacation rentals
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1236 Rentals and Airbnb in Milton

Best family friendly Milton vacation rentals

Among the 1236 accommodations in Milton, here are the 4 best family friendly rentals

Stylish And Serene 3bedroom Milton Townhouse_4beds - Milton
No reviews

Stylish And Serene 3bedroom Milton Townhouse_4beds

apartment, Milton
This beautifully furnished 3-bedroom, 2.5-bathroom townhouse in Milton offers comfortable accommodation for up to 7 guests, featuring a fully equipped kitchen, a master ensuite, a dedicated workstation, and a family room with a fireplace and 70" Smart TV, all within easy reach of parks, schools, shopping, dining, and transit options. Guests can enjoy the outdoor patio, ample driveway parking, and the convenience of air conditioning and included internet, with pets welcome in this family-friendly residence.
Executive Luxury Apartment. - Milton
No reviews

Executive Luxury Apartment.

apartment, Toronto
This Oakville apartment, a short distance from Milton, is conveniently located near Glen Abbey Golf Course, offering easy access to the Square One Shopping Centre and Oakville Entertainment Centre.
The two-bedroom, one-bathroom flat sleeps five guests comfortably, boasting a fully equipped kitchen, in-unit laundry, and building amenities including a gym, BBQ area, and rooftop terrace; a 55” Smart TV and high-speed WiFi are also provided.
Entire House. Cozy 3 Bedrooms And 3 Bathrooms. - Milton
9.4 157 reviews

Entire House. Cozy 3 Bedrooms And 3 Bathrooms.

house, Milton
This three-bedroom townhouse is located in Milton, just 7 kilometres from the Milton GO station and within a 10-kilometre radius of popular attractions like the Toronto Premium Outlets and the Mattamy Cycling Centre. The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The property is ideal for families or groups of up to five people, providing ample space for everyone to relax and enjoy their stay. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, and parking.
Spacious Basement Apartment In Georgetown, Gta - Milton
9.4 3 reviews

Spacious Basement Apartment In Georgetown, Gta

apartment, Georgetown
This spacious basement flat in Halton Hills, Georgetown, is situated 5.6 kilometres from the GO Station for downtown Toronto access and 5.6 kilometres from the Toronto Outlet Mall.
This 139 square metre dwelling offers 1 bedroom, space for 3 guests, and features air conditioning and Wi-Fi, with nearby attractions including Silver Creek and Limehouse Conservation Areas, and Williams Mill Visual Arts Centre.

Best Milton vacation rentals with parking

The Oakville House - Milton
No reviews

The Oakville House

apartment, Milton
This spacious three-bedroom flat is located in Oakville, 24 kilometres from the Mississauga Convention Centre and 24 kilometres from Toronto Pearson International Airport, offering city views from its patio.
The 232 square metre residence accommodates up to 11 guests with air conditioning, a kitchen equipped with a fridge and dishwasher, a terrace with garden views, and private parking, with proximity to the Budweiser Stage, Exhibition Place, Rogers Centre, and CN Tower within a 38 kilometre radius.
Modern Loft With Immersive Theatre Experience - Milton
9.2 4 reviews

Modern Loft With Immersive Theatre Experience

apartment, Milton
This Milton flat is located 24 kilometres from the Mississauga Convention Centre and 48 kilometres from the Aviva Centre, Casa Loma, and York University.
This 79 square metre residence offers accommodation for up to 9 guests, featuring air conditioning, a fully equipped kitchen with an oven, complimentary high-speed WiFi, free private parking, and an immersive theatre experience.
Chic 4br Escape | Sleeps 8 | Family & Pet Friendly - Milton
9.4 25 reviews

Chic 4br Escape | Sleeps 8 | Family & Pet Friendly

house, Milton
This modern, four-bedroom townhouse in a new Oakville development offers a short drive to Milton, the precise distance depending on the specific Milton landmark.
Sleeping eight guests, the property boasts a spacious open-plan layout, a gourmet kitchen with dishwasher, a garden, parking, and excellent guest ratings; note ongoing construction nearby until Autumn 2024.
Modern Basement Apt. W/ King Bed - Milton
9.6 168 reviews

Modern Basement Apt. W/ King Bed

apartment, Milton
This basement flat is conveniently located in a lively neighbourhood in Milton, just a short distance from local attractions and landmarks. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This spacious two-bedroom flat can comfortably accommodate up to four guests. It comes equipped with a kitchen featuring a fridge and microwave, air conditioning, parking, and high-speed internet access, ensuring a comfortable and convenient stay.

Frequently Asked Questions about vacation rentals in Milton

  • What should a first-time visitor not miss in Milton?

    You absolutely must visit the Milton Historical Society Museum to learn about the town's history. If you're a nature lover, a walk through the scenic Rattlesnake Point Conservation Area is a must-do. And no trip to Milton is complete without a visit to the charming downtown area with its shops and restaurants.
  • What are the best Airbnb and vacation rentals in Milton?

    The Wine Cellar, Cozy 2 Bedroom Basement Apartment and Home Away From Home (Basement Apartment) are the most popular Airbnb and vacation rentals in Milton among travelers.

  • Which neighborhood in Milton should you consider for a vacation rental?

    The area around the Milton Fairgrounds is a great choice for vacation rentals. It's close to the action but also offers a peaceful atmosphere. You'll be within easy reach of the downtown area, parks, and the Milton Sports Centre.
  • What are the most popular Airbnbs in Milton?

    Among the Airbnbs in Milton, The Wine Cellar, Cozy 2 Bedroom Basement Apartment and Home Away From Home (Basement Apartment) are the most popular ones.

  • What are the top family-friendly attractions in Milton?

    The Milton Fairgrounds hosts a variety of events throughout the year, including the Milton Fall Fair, which is a great family day out. The Milton Sports Centre has a fantastic indoor pool and play area for kids. For a bit of outdoor fun, head to the Milton Memorial Park, which has a playground and plenty of green space.
  • What are the best vacation rentals with a pool in Milton?

  • When is the best time to book a vacation rental in Milton?

    The best time to book a vacation rental in Milton is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the prices are typically lower than during the peak summer months.
  • What are the best rentals for families and kids in Milton?

  • What events or festivals should visitors check out in and around Milton?

    The Milton Fall Fair is a huge event in September, with live music, food stalls, and rides. In June, the Milton Ribfest takes place, offering delicious barbecue and live entertainment. Just a short drive away, you can also check out the Canada Day celebrations in Oakville.
  • What are the best rentals or Airbnbs with a jacuzzi in Milton?

  • What are the best budget-friendly activities in Milton?

    A walk along the scenic Bruce Trail is a fantastic way to enjoy the outdoors for free. You can also pack a picnic and enjoy the beautiful surroundings at the Rattlesnake Point Conservation Area. For a fun evening out, head to the downtown area and enjoy the free live music at one of the local pubs.
  • What are the best restaurants with local dishes in Milton?

    The Milton Brewing Company offers a delicious menu of pub fare, including their famous burgers. For a taste of local flavours, head to the Milton Farmers Market, where you can sample fresh produce and artisanal goods. If you're looking for something a little fancier, try the upscale restaurant, The Old Mill, which serves modern Canadian cuisine.
  • What are the best walking or cycling routes in Milton?

    The Bruce Trail offers a variety of scenic walking and cycling routes, with options for all levels of fitness. The Milton Millennium Trail is a paved path that runs through the town, offering a great way to explore the local area. For a more challenging ride, try the Rattlesnake Point Loop, which takes you through the conservation area and offers stunning views.
  • Are there pet-friendly attractions in Milton?

    Many of the parks in Milton, such as the Milton Memorial Park and the Rattlesnake Point Conservation Area, are dog-friendly. The Milton Fairgrounds also welcomes well-behaved dogs on a leash during events.
  • What are the benefits of choosing a vacation rental in Milton?

    Vacation rentals offer more space and privacy than a hotel room, making them a great option for families or groups. They often come with a kitchen, which allows you to save money on dining out. And many vacation rentals are pet-friendly, making them a great choice for travelers with furry companions.
  • What are the top sports attractions and facilities in Milton?

    The Milton Sports Centre is a major hub for sports in the area, offering facilities for a variety of activities, including swimming, ice skating, and fitness classes. For outdoor enthusiasts, the Rattlesnake Point Conservation Area offers hiking trails, rock climbing, and scenic views.

Popular destinations

Best Milton vacation rentals with a balcony

3-bedrooms House In Mississauga With Wifi, Ac, Parking. Main Floor - Milton
10 1 review

3-bedrooms House In Mississauga With Wifi, Ac, Parking. Main Floor

apartment, Toronto
This Mississauga holiday home is situated near Erin Mills Town Centre (8 km) and Meadowvale Theatre (6.4 km), offering easy access to Square One Shopping Centre and Lake Ontario.
The three-bedroom property sleeps eight guests, boasting a fully equipped kitchen, in-unit laundry, air conditioning, free Wi-Fi, a Smart TV, and parking; nearby attractions include the Erin Mills Twin Arenas and Famous People Players Dinner Theatre.
Luxury Oakville Home, Hot Tub, Fireplace, New Home - Milton
10 1 review

Luxury Oakville Home, Hot Tub, Fireplace, New Home

house, Milton
This luxurious property is situated in Oakville, just 24 kilometres from the Mississauga Convention Centre, 35 kilometres from BMO Field, and 37 kilometres from Budweiser Stage. The home has received excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom home is spacious and comfortable, with a floor area of 229 square metres and a guest capacity of 10. The property offers a range of amenities, including a private hot tub, outdoor dining area, fireplace, fully equipped kitchen, free Wi-Fi, washer and dryer, and a peaceful garden.
"The Farmland" | Pool | Hot Tub | 50 Acres! - Milton
No reviews

"The Farmland" | Pool | Hot Tub | 50 Acres!

apartment, Acton
This four-bedroom, three-bathroom flat in Acton offers convenient access to local attractions, situated 32 kilometres from Toronto Premium Outlets and 16 kilometres from Hilton Falls.
Guests can enjoy a well-equipped kitchen with a dishwasher, a Jacuzzi, a terrace, a garden, and on-site parking, with the property also featuring a pool table and Wi-Fi for entertainment, and located near Kelso Conservation Area and Turtle Creek Golf Club.
Forest Edge Luxury  Estate - Milton
No reviews

Forest Edge Luxury Estate

apartment, Acton
This luxury estate in Milton offers a unique rural retreat, located approximately 63 kilometres from Pearson Airport and 1.6 kilometres from Downtown Toronto.
This five-bedroom flat accommodates ten guests, boasting 24-foot ceilings, a seasonal beach-entry pool, two private decks, and spa-inspired bathrooms, with Rattlesnake Point and Hilton Falls a 16-32 kilometre drive away.

Best Milton vacation rentals with air conditioning

Private Basement Apartment - Milton
9.4 75 reviews

Private Basement Apartment

apartment, Milton
This Milton basement flat offers a self-contained, one-bedroom apartment with a private entrance, conveniently located near local amenities (precise distances unspecified).
The 1-bathroom property sleeps four guests comfortably in a spacious, bright layout featuring a fully equipped kitchen, in-unit laundry, and a modern bathroom with walk-in shower; a fitness centre and parking are also available.
Furnished 3000 Sqft 4 Bedrooms Home In Oakville - Milton
10 17 reviews

Furnished 3000 Sqft 4 Bedrooms Home In Oakville

house, Milton
This spacious townhome is conveniently located in Milton, close to local amenities and attractions. The property has consistently received excellent ratings for cleanliness, location and user experience.
The three-bedroom townhouse comfortably accommodates up to eight guests. It features modern design, a fully equipped kitchen, a private garden, parking, air conditioning, and internet access, making it ideal for families or groups.
Cute And Cozy, 2-bed 1-bath Basement Apartment - Milton
No reviews

Cute And Cozy, 2-bed 1-bath Basement Apartment

apartment, Toronto
This two-bedroom flat offers a peaceful setting in Toronto, a short distance from key attractions such as the CN Tower and Ripley's Aquarium.
This accommodation is equipped with air conditioning, Wi-Fi, and parking, and can host up to six guests, providing a comfortable base for exploring the city.
Milton Townhouse - Milton
8.4 5 reviews

Milton Townhouse

apartment, Milton
This spacious Milton house, situated in a quiet neighbourhood near the Highway 401 and James Snow Parkway, offers easy access to Walmart, Tim Hortons, and various fast-food restaurants within a 5-8 minute drive.
Sleeping six to eight comfortably, this three-bedroom, two-bathroom property boasts a 55-inch TV, 100 Mbps internet, a fully equipped kitchen including a dishwasher, and a garden with parking, making it ideal for families or groups visiting Milton.
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