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Milton holiday lettings

We found 990 holiday rentals — enter your dates for availability

Select from 40 houses, 43 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:30 Jan - 6 Feb

Image gallery for Chic Downtown Mississauga Condo | 5 Min Walk to Square One!

Private kitchen
9.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Chic Downtown Mississauga Condo | 5 Min Walk to Square One!

Mississauga, ON

7% off
Price is £755
for 7 nights, 1 apartment
£108 per night
includes taxes & fees
Chic Downtown Mississauga Condo | 5 Min Walk to Square One!

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Why visit Milton

  • Natural Beauty: Discover picturesque nature reserves perfect for hiking, biking, and enjoying the outdoors.
  • Family-Friendly Attractions: Engage in fun activities suitable for all ages, ensuring a memorable family holiday.
  • Charming Neighbourhoods: Stroll through delightful local shops and eateries, experiencing Milton's warm atmosphere.
  • Proximity to Toronto: Enjoy easy access to the vibrant culture and entertainment of downtown Toronto just a short drive away.
  • Diverse Accommodation Options: Choose from stylish apartments, modern condos, or private holiday homes to suit your stay.

Popular types of accommodation in Milton

If you’re considering a getaway in Milton, you’re in for a treat! Our most sought-after vacation rentals include private holiday homes, stylish apartments, and modern condos. Whether you're looking for houses for rent, a cosy bedroom apartment, or apartments for rent for your stay, we've got a variety of options to suit your needs. Explore our selection of vacation rentals and monthly rent choices to find the perfect accommodation for your visit.

  • Houses: The top choice for holidaymakers in Milton, offering spacious and comfortable stays ideal for families or groups.
  • Apartments: A popular option for those seeking self-catering facilities, providing a convenient base for exploring the area.
  • Condos: Favoured for their modern amenities and prime locations, perfect for a relaxing getaway.
  • Cottages: A charming choice, often nestled in serene surroundings, ideal for a tranquil retreat.
  • Villas: Luxurious accommodations that cater to those looking for an upscale experience during their stay.**

Top attractions in and around Milton

Milton, Ontario, is an excellent destination for family holidays, city breaks, or business trips. Visitors can explore a variety of attractions, including nature reserves, modern colleges and universities, and urban parks. The area's points of interest offer a delightful blend of culture, outdoor activities, and vibrant city experiences, ensuring there's something for everyone to enjoy during their stay.

  • University of Toronto Mississauga: This modern university boasts a vibrant urban atmosphere with stunning architecture and beautiful natural surroundings, perfect for a leisurely stroll while soaking in the academic spirit.
  • Terre Bleu Lavender Farm: Experience the enchanting scents and sights of this picturesque lavender farm, where you can stroll through fragrant fields, enjoy local lavender products, and immerse yourself in a tranquil rural setting.
  • Hilton Falls: A stunning natural wonder, Hilton Falls offers breathtaking views, hiking trails, and opportunities for adventure, making it an ideal spot for those seeking romance and outdoor excitement.

Things to do recommended for couples

For a romantic getaway in Milton, embrace the thrills at Glen Eden Ski and Snowboard Centre for skiing. Alternatively, soar through the skies at iFLY Toronto Oakville or enjoy a fun round of mini-golf at Putting Edge Mississauga, both offering adventure and excitement for couples.

Things to do recommended for families

Your family will love visiting the Paramount Fine Foods Centre and Iceland Arena for exciting sports experiences, both just 8.7km from Milton. For a fun day outdoors, head to Amazing Adventures Playland, located 6.8km away, where children can play and explore in a vibrant atmosphere.

Things to do recommended for groups

Shop to your heart's content at the Toronto Premium Outlets, just 3.1km from Milton. Enjoy a round of golf at Turtle Creek Golf Club, located within Milton, or immerse yourselves in culture at the Meadowvale Theatre, 5.0km away, perfect for an entertaining evening together.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's important to apply the right filters based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Milton with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can refine your search for all of these options and more on Vrbo.
  • Traveling to Milton with young kids: Traveling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities, such as private swimming pools. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Milton: For many families, a holiday wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Milton: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Milton

Milton, Ontario, offers a delightful blend of family-friendly attractions and vibrant city life. Visitors can explore the heart of Milton, where charming neighbourhoods and local shops create a warm atmosphere. Just a short drive away, the bustling streets of downtown Toronto beckon with its diverse culture and entertainment options. Whether you're seeking a relaxing family outing or a business-themed trip, Milton and its surroundings promise memorable experiences for all.

  • Mississauga: Located approximately 8.1km from Milton, Mississauga is a vibrant city that caters to families, business travellers, and those seeking urban experiences. The city boasts a plethora of shopping options, including expansive shopping malls and centres, perfect for retail therapy. Notable landmarks include sports facilities and convention centres, making it an excellent destination for both leisure and professional events. Visitors can enjoy various entertainment venues, ensuring a fulfilling experience for all.
  • Oakville: Just 6.2km from Milton, Oakville is a picturesque city known for its family-friendly atmosphere and thriving business environment. The city is home to several shopping centres and educational institutions, making it an ideal place for family outings or business meetings. Highlights include its modern college university and sports facilities, where visitors can engage in a variety of activities. Oakville's charming downtown area, with its lovely shops and eateries, adds to its appeal, making it a delightful stop on your journey.
  • Brampton: Situated around 9.9km from Milton, Brampton is a bustling city that offers a mix of family fun and urban excitement. Known for its amusement parks and waterparks, it's a fantastic destination for families. The city's shopping centres provide ample opportunities for retail enthusiasts, while landmarks such as theme parks and sports stadiums cater to thrill-seekers and sports fans alike. Brampton's vibrant cultural scene also ensures that visitors will find plenty to explore and enjoy.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 Vrbo is a breeze

Are you keen to save on your next holiday? Being flexible with your travel dates can really help, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up from where you last stopped, or manage your travel arrangements with ease. Any properties you’ve previously saved or booked can now be accessed under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/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:

  • Mohawk Racetrack (6.2 mi / 9.9 km)
  • Glen Abbey Golf Course (9.5 mi / 15.4 km)
  • IFLY Toronto Oakville (10.6 mi / 17 km)
  • Flamboro Speedway (15.2 mi / 24.5 km)
  • Toronto Golf Club (17.1 mi / 27.6 km)
  • Royal Woodbine Golf Club (18.4 mi / 29.6 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:

  • Rattlesnake Point (3.7 mi / 6 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)
  • Lakefront Promenade Park (16.4 mi / 26.5 km)
  • Bayfront Park (17.1 mi / 27.5 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?
Milton, Ontario, offers several charming areas that are ideal for booking a holiday rental, each with its unique appeal. One of the most popular neighbourhoods is Old Milton, where you can enjoy a blend of historic charm and modern convenience. This area is home to delightful boutiques, cafes, and restaurants, making it superb for those who appreciate a vibrant local culture. A highlight of Old Milton is the beautiful Milton Museum, which provides insights into the town's rich history and heritage.

Another excellent choice is Bronte Meadows, known for its family-friendly atmosphere and proximity to scenic parks. It offers easy access to the picturesque Mill Pond, which is superb for leisurely walks or picnics. Additionally, the nearby Milton Sports Centre provides various recreational activities, appealing to both families and sports enthusiasts.

If you're looking for something slightly more rural, consider Derry Green Business Park. While primarily a commercial area, it is close to stunning green spaces and trails, including the Halton Region Trail system, which is great for hiking and cycling enthusiasts.
How much does it cost to rent a holiday home in Milton?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milton to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Milton holiday house rentals?
You can find great discounts on house rentals in Milton on Vrbo, 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.
Where are the best Milton ski resort rentals?
For ski resort rentals near Milton, Ontario, the closest major ski area is Glen Eden, located in the scenic Niagara Escarpment. Travellers seeking accommodations will find options primarily in the surrounding towns of Milton and Campbellville. In Milton, you can expect to find modern condos or townhouses that often come with amenities such as fully equipped kitchens, spacious living areas, and sometimes even outdoor balconies for enjoying the fresh air after a day on the slopes.

In Campbellville, the atmosphere is more rural, with charming cottages and lodges available for rent. Many of these properties feature rustic decor, private gardens, and some even have hot tubs, providing a superb spot to relax and unwind after skiing. The proximity to the escarpment also allows for beautiful views and opportunities for winter hiking, making these rentals appealing for both skiing enthusiasts and those looking to enjoy the winter landscape.
What is the most popular type of holiday rental accomodation in Milton?
In Milton, apartments are the most popular type of holiday rental, with around 29 available throughout the town. These apartments typically feature modern amenities such as fully equipped kitchens, spacious living areas, and often include access to communal facilities like gyms or pools, making them suitable for both short and extended stays. Additionally, there are about 27 holiday houses available, which provide more room and privacy—ideal for families or groups. These homes usually come with multiple bedrooms, private gardens, and outdoor seating areas, allowing guests to enjoy the surrounding natural beauty. There are also several cottages, offering a quaint and rustic charm, superb for those looking to escape the hustle and bustle of city life.
Are there any family house rentals in Milton?
In Milton, Ontario, families will find a variety of holiday rentals—approximately 32 available throughout the area. This charming town is known for its beautiful parks and family-friendly atmosphere, making it an ideal destination for visitors of all ages. Many of the properties boast spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where children can enjoy playtime.
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 and hot tubs. This charming town offers a mix of suburban comfort and access to nature, making it an appealing destination for travellers. Many of these properties come with amenities such as private pools, outdoor entertaining areas, and hot tubs, providing excellent opportunities for relaxation and enjoyment after a day of exploring the local sights.
Can I find long-stay holiday rentals in Milton?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Milton?
In Milton, Ontario, there are several pet-friendly house rentals available, offering a variety of amenities to suit different travellers' needs. Many of these properties feature spacious backyards, ideal for pets to roam and play, as well as well-equipped kitchens and comfortable living areas for relaxing after a day of exploring the area.
Are there any remote work holiday rentals in Milton?
In Milton, Ontario, travellers seeking remote work holiday rentals will find a good selection, with around 46 properties available. The area offers a variety of options, including modern apartments and spacious houses that cater to remote workers. Many of these rentals come equipped with essential amenities such as Wi-Fi, dedicated workspace with desks and chairs, and even additional features like computer monitors for a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milton holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Milton?
In Milton, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Most properties come with essential cookware, dishware, and utensils, alongside modern appliances like microwaves and refrigerators. Additionally, many rentals offer complimentary Wi-Fi, ensuring guests stay connected during their stay.
When is the best time to visit Milton for a holiday rental?
July is the most popular month to visit Milton, Ontario, as it falls within the peak travel season from June to August. This vibrant summer period attracts tourists looking to enjoy outdoor activities, including hiking, cycling, and exploring the beautiful parks that Milton has to offer. With temperatures typically ranging in the mid to high 20s Celsius, visitors can comfortably engage in various activities, from scenic walks along the Niagara Escarpment to picnics in local green spaces.

During this time, the town buzzes with energy, providing ample opportunities to connect with fellow travellers and experience Milton's local events and festivals. The warm weather makes it an ideal time for outdoor family fun, whether you're visiting the Milton Farmers' Market or enjoying the local trails.

For those seeking a more budget-friendly option, consider planning your visit in November. This month offers a unique charm as the hustle and bustle of the summer crowds fades, allowing you to enjoy the town's peaceful atmosphere. You can still explore local attractions without the queues, and the autumn scenery can be quite beautiful.
How early should I book a Milton holiday rental?
Book your Milton holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milton?
In Milton, Ontario, visitors can explore a variety of attractions that showcase the area's natural beauty and community spirit. The Milton Centre for the Arts is a cultural hub, offering art exhibitions, performances, and classes, making it a great spot for those interested in the local arts scene.

For outdoor enthusiasts, the nearby Kelso Conservation Area provides opportunities for hiking, biking, and enjoying scenic views of the escarpment, particularly from the top of the hill. The area is also home to the beautiful Rattlesnake Point, popular for its stunning lookouts and excellent rock climbing.
Can I change or cancel my Milton home rental booking on Vrbo?
To find Milton holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Milton holiday rental prices shown on Vrbo?
Vrbo 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.

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