Milton holiday rentals

We found 995 holiday rentals — enter your dates for availability
Select from 37 houses, 44 apartments and other holiday rentals to find the perfect place for your stay in Milton. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Milton

Showing deals for:18 Dec - 25 Dec

Dining
Interior
Room
Private kitchen
Exceptional
(11 reviews)

Stylish Mississauga Stay 4BR- Office + Patio + BBQ

Mississauga

6% off
AU$4,056
for 7 nights, 1 home
AU$579 per night
includes taxes & fees
Stylish Mississauga Stay 4BR- Office + Patio + BBQ
Exterior
Living area
Room
Interior
Exceptional
(12 reviews)

Tranquil 2-bedroom basement with in charming Mississauga

Mississauga

12% off
AU$1,556
for 7 nights, 1 home
AU$222 per night
includes taxes & fees
Tranquil 2-bedroom basement with in charming Mississauga
Fitness facility
Property grounds
Private kitchen
Dining
Exceptional
(7 reviews)

Luxury Penthouse Suite in the Heart of Square One with Spectacular Views!

Mississauga

8% off
AU$1,838
for 7 nights, 1 apartment
AU$263 per night
includes taxes & fees
Luxury Penthouse Suite in the Heart of Square One with Spectacular Views!
Terrace/patio
Property grounds
Interior
Pool
Exceptional
(10 reviews)

Modern and cozy Lakeview guesthouse

Mississauga

8% off
AU$1,729
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Modern and cozy Lakeview guesthouse
Interior
Living area
Living area
Dining
Exceptional
(6 reviews)

Elegant Downtown Burlington Retreat – Walk to Lake, Shops & Dining!

Burlington

8% off
AU$4,716
for 7 nights, 1 home
AU$674 per night
includes taxes & fees
Elegant Downtown Burlington Retreat – Walk to Lake, Shops & Dining!
 Bedrooms  with office desk , chair and TV
Living area
Private kitchen
Terrace/patio
Very good
(50 reviews)

Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area

Brampton

8% off
AU$1,431
for 7 nights, 1 home
AU$204 per night
includes taxes & fees
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Milton

  • Charming Downtown: Explore Milton's quaint downtown, featuring unique shops and delightful local eateries that reflect the city's culture.
  • Natural Beauty: Enjoy the stunning landscapes at nearby conservation areas, perfect for hiking, picnicking, and immersing yourself in nature.
  • Community Events: Experience the vibrant atmosphere through various local festivals and events that celebrate Milton's friendly spirit.
  • Historical Landmarks: Discover the rich heritage of Milton by visiting notable landmarks, including the local town hall.
  • Outdoor Adventures: Engage in outdoor activities on scenic trails that cater to both families and adventure seekers.

Popular types of accommodation in Milton

Discover the charm of Milton, Ontario, a vibrant city known for its stunning natural beauty and rich heritage. From scenic parks to cultural landmarks, there’s something for everyone. Enjoy outdoor adventures at local trails, or immerse yourself in the community at various festivals. For your stay, explore our selection of holiday rentals, including private holiday homes, apartments, and condos, ensuring a comfortable and memorable experience in this delightful destination.

  • Private Holiday Homes: The top choice for visitors to Milton, offering spacious and comfortable environments perfect for families and groups.
  • Apartments: A popular option for those seeking convenience and modern amenities, ideal for couples or solo travellers.
  • Condos: These stylish accommodations provide a blend of luxury and practicality, attracting those who appreciate a vibrant community atmosphere.
  • Cottages: A charming option that offers a cosy escape, perfect for those who wish to unwind in a serene setting.
  • Villas: The fifth most sought-after choice, providing an upscale experience with ample space and elegant surroundings.**

Top attractions near Milton

Milton, Ontario, Canada offers a delightful mix of urban parks, preserved reserves and notable landmarks perfect for family outings, cultural experiences and outdoor adventures. Visitors can explore the local town hall and other attractions, making day trips and urban explorations truly engaging. With a focus on a family-friendly and city-themed holiday, Milton promises a charming retreat for travellers seeking a blend of culture and nature in a quaint Canadian setting.

  • Mississauga Celebration Square: A vibrant hub featuring family-friendly events, outdoor concerts, and seasonal festivals, this square fosters a sense of community with its welcoming atmosphere and lively activities.
  • Erindale Park: Nestled in a serene natural setting, this park offers picturesque trails, picnic areas, and lush greenery, making it a perfect spot for family outings and leisurely strolls.
  • Coronation Park: An urban oasis that blends city life with outdoor leisure, this park features walking paths, playgrounds, and beautiful views of the waterfront, ideal for families and nature enthusiasts alike.

Things to do recommended for couples

Discover Milton’s charm with scenic walks along its picturesque trails and intimate café visits. Enjoy a serene boat ride, savour local delicacies, and explore art galleries, all designed to create memorable moments for couples on a delightful getaway.

Things to do recommended for families

Families visiting Milton can enjoy exploring scenic conservation areas and engaging in local heritage walks, while children delight in interactive exhibits at local community centres and fun-filled outdoor adventures in nearby parks.

Things to do recommended for groups

Experience the thrill of racing at Flamboro Speedway, located 24km from Milton. This venue offers an adrenaline-fuelled atmosphere perfect for group travellers seeking sports and adventure. Enjoy the excitement of motor racing together with your friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Milton

If you're travelling with a group, with family, bringing along pets, or seeking extended stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful booking tips for your Stayz experience.

  • Traveling to Milton with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Stayz.
  • Traveling to Milton with young kids: Traveling with young children can present challenges. It is essential to prioritise their comfort and safety, including ensuring access to child-friendly facilities such as a private swimming pool. Additionally, considering your closeness to attractions that cater to families is advisable.
  • Taking your pets with you to Milton: For many families, a getaway wouldn’t be the same without their beloved pet by their side. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortably at home.
  • Planning for a long term stay visiting Milton: If you're searching for holiday lets offering discounts on month-long stays, you've come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly rentals. Consider including options such as a parking space, a well-appointed kitchen, or a private pool in your search.

Where to stay near Milton

Milton, Ontario, is a delightful destination for families and outdoor enthusiasts alike. Explore its charming downtown, where you’ll find quaint shops and local eateries. Enjoy the stunning natural beauty at nearby conservation areas, perfect for hiking and picnicking. Don't miss the vibrant community events that showcase the friendly atmosphere of this city. With its blend of urban charm and outdoor adventures, Milton offers a memorable holiday experience for every traveller.

  • Mississauga: Located approximately 21km from Milton, Mississauga is a vibrant city known for its family-friendly ambiance and bustling business environment. Visitors can indulge in a variety of activities, from exploring expansive shopping centres to enjoying thrilling rides at local amusement parks. The city boasts impressive landmarks, including a state-of-the-art sports facility and a prominent convention centre, making it a prime spot for events and conferences. With a mix of urban experiences and recreational activities, Mississauga is an ideal destination for both leisure and business travellers alike.
  • Oakville: Situated around 16km from Milton, Oakville offers a charming blend of city life and natural beauty. This city is perfect for families and business travellers, providing a plethora of shopping options and recreational areas. Visitors will find themselves surrounded by lovely urban parks and a national state park that offers a serene escape from the city's hustle and bustle. With its picturesque waterfront and vibrant community events, Oakville is a delightful place to explore and unwind.
  • Halton Hills: Just 11km from Milton, Halton Hills is an inviting city that caters to families and outdoor enthusiasts alike. The area is adorned with beautiful parks, nature reserves, and even a waterpark for those seeking a fun day out. With a variety of shopping centres and recreational spaces, Halton Hills provides ample opportunities for leisure and relaxation. Its scenic landscapes and community parks make it a lovely destination for enjoying the great outdoors while still being close to urban conveniences.

Best time to go to Milton

If you're planning a trip to Milton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.3°F (-3.7°C)Light RainMostly CloudyAverageSlightly Low
February25.5°F (-3.6°C)Light RainMostly CloudyAverageSlightly Low
March33.8°F (1.0°C)Light RainMostly CloudyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May55.2°F (12.9°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnySlightly HighSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.1°F (21.7°C)Light RainMostly SunnySlightly HighSlightly High
September64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
October53.2°F (11.8°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudySlightly LowAverage

Booking with Stayz is a breeze

Looking to save on your next journey? Being flexible with your travel dates can make a difference, as prices may fluctuate. You might also enjoy considerable savings by booking an extended stay. To find a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a handy space where you can create fresh journeys, resume your planning, or review and organise your holiday arrangements. You’ll find properties you’ve saved or reserved, neatly grouped under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Take in the natural beauty of Milton

The mountains and other outdoor surroundings create an inviting atmosphere in Milton. This city's cycling, restaurants and shopping draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Milton

Are you hoping to find top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that Milton has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Glen Eden Ski and Snowboard Centre (3.5 mi / 5.6 km)
  • Glen Abbey Golf Club (9.5 mi / 15.4 km)
  • Caledon Country Club (18.4 mi / 29.7 km)
  • Wet 'n' Wild Toronto (19.4 mi / 31.3 km)
  • African Lion Safari (19.7 mi / 31.6 km)
  • Fantasy Fair (19.7 mi / 31.7 km)

Exploring the natural landscape of Milton

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Milton is a great spot to appreciate mother nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Kelso Conservation Area (3.2 mi / 5.2 km)
  • Rattlesnake Point (3.7 mi / 6 km)
  • Erindale Park (11.3 mi / 18.2 km)
  • Terra Cotta Conservation Area (14.6 mi / 23.6 km)
  • Rockwood Conservation Area (15.1 mi / 24.2 km)
  • Royal Botanical Gardens (15.7 mi / 25.3 km)

Travelling to and around Milton

The nearest airport is in Toronto, ON (YYZ-Pearson Intl.), located 17.4 mi (28.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Hamilton, ON (YHM-John C. Munro Hamilton Intl.), which is 24.7 mi (39.8 km) away.

If you'd rather travel by train, the main station serving the city is Milton Station.

Frequently asked questions

What is the best area to stay in Milton when booking a holiday rental?
When considering a holiday rental in Milton, Ontario, the best area to stay in is the downtown district. This vibrant neighbourhood offers a charming blend of historical architecture and modern amenities, making it an appealing choice for visitors. Here, you can explore various shops, cafes, and restaurants that showcase local flavours. One of the top attractions in this area is the Milton Centre for the Arts, which hosts a variety of cultural events and exhibitions throughout the year. Additionally, the nearby Centennial Park provides a lovely outdoor space for leisurely walks or picnics, adding to the overall appeal of the area.Another popular neighbourhood is the Hawthorne Village, which is known for its family-friendly atmosphere. This area features well-maintained parks and recreational facilities, superb for those looking to enjoy outdoor activities. The nearby Rattlesnake Point Conservation Area offers stunning natural landscapes and hiking trails, making it a great spot for nature enthusiasts.
Where are the best Milton ski resort rentals?
For ski resort rentals near Milton, Ontario, the closest option is the Glen Eden Ski and Snowboard Area located about a 30-minute drive away in the scenic Escarpment region. In the town of Milton, visitors can find a variety of rental accommodations, including modern condos and charming cottages that cater to both families and groups. Many properties offer amenities such as fully equipped kitchens, comfortable living areas, and some may even include features like fireplaces or balconies with views of the surrounding countryside.In the nearby town of Campbellville, which is just a short drive from Glen Eden, you can discover more rustic options, including log cabins and farmhouses that provide a great experience. These rentals often come with large outdoor spaces, great for enjoying winter activities like snowshoeing or tobogganing, and may feature amenities such as hot tubs or fire pits for evening relaxation.Additionally, the proximity of Milton to various parks and natural reserves means that visitors can enjoy hiking or snowshoeing trails during the winter months. The area also offers convenient access to local shops and restaurants, enhancing the overall experience for travellers seeking a winter getaway.
What is the most popular type of holiday rental accomodation in Milton?
In Milton, apartments are the most popular type of holiday rental, with approximately 148 available throughout the area. These apartments are often located in convenient neighbourhoods, providing easy access to local amenities and attractions. Most units come equipped with fully fitted kitchens, comfortable living spaces, and amenities like Wi-Fi and laundry facilities, making them suitable for both short and extended stays.Holiday houses are also quite prevalent, with around 144 options available. These larger properties cater well to families or groups, offering multiple bedrooms, spacious living areas, and outdoor spaces such as gardens or patios for relaxation. Some even come with BBQ facilities, ideal for enjoying meals outside during warmer months.
Are there any family house rentals in Milton?
In Milton, Ontario, there are numerous family-friendly house rentals available, with around 31 options to choose from. The neighbourhoods within this charming town offer a variety of spacious homes suitable for families. Many properties feature amenities such as fully equipped kitchens, large living areas for quality time together, and often outdoor spaces great for children to play.Visitors can enjoy the proximity to local parks, such as Milton's popular Mill Pond, which provides opportunities for picnics, walking trails, and playgrounds. Additionally, the locale is close to various attractions, including the Glen Eden Ski and Snowboard Centre, ideal for winter sports enthusiasts.
Can I rent a holiday home with a pool or hot tub in Milton?
In Milton, Ontario, there are several holiday homes available for rent that feature pools or hot tubs. This charming town, located just outside of Toronto, offers a variety of neighbourhoods where these properties can be found, including the picturesque rural areas that provide a sense of tranquility and space. Many rentals come with amenities such as private pools, hot tubs, and spacious outdoor areas, ideal for families or groups looking to enjoy a relaxing getaway. Additionally, these homes typically include fully equipped kitchens and comfortable living spaces, ensuring a pleasant and convenient stay.
Are there pet-friendly house rentals in Milton?
In Milton, there are several pet-friendly house rentals available, offering a range of amenities that cater to both guests and their furry companions. Many of these properties feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas where pets can play. You can expect amenities such as fenced yards, which provide a secure environment for pets, as well as comfortable living spaces designed for relaxation after a day of exploring.The town boasts proximity to various parks and natural attractions, which are ideal for dog walking and outdoor activities. For instance, the scenic Milton Heights Park offers walking trails and green spaces, great for enjoying a day out with your pet. Additionally, the nearby Glen Eden Ski and Snowboard Centre, while primarily a winter destination, provides beautiful areas for outdoor recreation, making the region appealing year-round for pet owners looking to enjoy a blend of nature and comfortable accommodations.
Are there any remote work holiday rentals in Milton?
In Milton, Ontario, there are a variety of remote work holiday rentals available, with around 248 options to choose from. This vibrant community, located just west of Toronto, offers a mix of suburban charm and easy access to urban amenities. Many properties cater to remote workers by providing essential amenities such as high-speed internet and Wi-Fi, ensuring a reliable connection for work-related tasks.Travellers can expect accommodations with dedicated workspaces or desks, great for those needing to balance work and leisure. Additionally, many rentals feature comfortable living areas, fully equipped kitchens, and outdoor spaces, allowing guests to unwind after a productive day.Milton's location also provides access to beautiful natural surroundings, including nearby conservation areas and parks, ideal for outdoor activities during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Milton?
In Milton, popular rental amenities include onsite parking, which provides convenience for those travelling by car. Most holiday rentals come equipped with a kitchen, allowing guests to prepare their own meals and enjoy a homely atmosphere. Additionally, rentals often feature coffee and tea makers, ensuring that guests can enjoy their morning brew at their leisure. Many properties also include a desk and desk chair, suiting those who may need to work during their stay.
When is the best time to visit Milton for a holiday rental?
The best time to visit Milton for a holiday rental is during the peak season from June to August, particularly in July when the weather is at its finest. This season attracts a variety of travellers eager to experience the vibrant local events and outdoor activities that Milton has to offer. With temperatures typically ranging between 20 to 30 degrees Celsius, it's ideal for exploring the scenic trails, enjoying picnics in the parks, or participating in community festivals.July is particularly popular as families and adventure seekers flock to the area for summer fun. You can immerse yourself in activities such as hiking in the nearby conservation areas or enjoying the local farmers' markets, where you can savour fresh produce and artisanal goods. The lively option during this time enhances the overall experience, making it a great choice for those looking to connect with the community.If you're considering a visit that's a bit easier on the wallet, November presents a wonderful opportunity. While the tourist crowds have thinned, you can still enjoy the beautiful autumn scenery and partake in local events that showcase the seasonal charm of Milton.
What are the top attractions in Milton?
In Milton, Ontario, visitors can enjoy a variety of attractions that highlight the area's natural beauty and community spirit. The Milton Farmers' Market is a popular spot, typically held on Saturdays, where locals and tourists alike can explore fresh produce, artisanal goods, and baked treats. For those who appreciate the outdoors, the picturesque Rattlesnake Point Conservation Area offers stunning views, hiking trails, and opportunities for rock climbing.The historic downtown area features charming shops, cafes, and restaurants, great for those looking to experience local culture. Nearby, the Milton Sports Centre provides a range of recreational activities and facilities, including ice skating and swimming.
Are all fees included in the Milton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Milton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Milton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Milton holiday homes?
You can find great discounts on holiday homes in Milton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Milton holiday home booking on Stayz?
To find Milton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Milton?
A long-stay holiday home in Milton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Milton holiday home?
Book your Milton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Milton?
Prices for holiday homes in Milton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Milton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas