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Milton holiday lettings

We found 1,004 holiday rentals — enter your dates for availability

Select from 38 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:12 Feb - 19 Feb

Stylish Mississauga Stay 4BR- Office + Patio + BBQ

Interior

Tranquil 2-bedroom basement with in charming Mississauga

Living area

Beautiful and Spacious ~ 5 BR, 3.5 WR ~ Brampton

Exterior detail

Spacious 2Bd family suite with full kitchen. Centrally located.

Living area

Creek Side Cottage - Hot tub, hiking, games

Exterior

Tranquil 3BR Log Cabin in Cambridge, Ontario: WiFi, Woodland Trails, Sleeps 6

Living area

Luxurious open concept 2 bedroom apt on ravine, pond, central, airport, shopping

Interior

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

Property grounds

Stylish Modern Condo in the City

Living area

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Find properties near top attractions in Milton

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1

Rattlesnake Point

A wooden structure with a thatched roof, surrounded by grass and autumn-colored trees.

2

Crawford Lake Conservation Area

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3

Hilton Falls

Find the best place to stay - Milton

Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings

Image of Cottage/Farm/House for Stay, Group Parties, Social Gatherings, and Weddings

Sleeps 10 · 5 bedrooms · 4 bathrooms

Cozy and private 1-bedroom basement apartment in a serene Milton neighborhood

Image of Cozy and private  1-bedroom basement apartment in a serene Milton neighborhood

Premier Host

Sleeps 4 · 1 bedroom · 1 bathroom

2 BR Exclusive Suite, TV, Free Parking/Wifi

Image of 2 BR Exclusive Suite, TV, Free Parking/Wifi

Sleeps 4 · 2 bedrooms · 1 bathroom

Newly renovated Basement Apartment (For One Guest only)

Image of Newly renovated Basement Apartment (For One Guest only)

Sleeps 2 · 1 bedroom · 1 bathroom

40min DT Toronto | King Bed | 5 Bedrooms

Image of 40min DT Toronto | King Bed | 5 Bedrooms

Sleeps 9 · 5 bedrooms · 2+ bathrooms

Basement apartment with separate entrance

Image of Basement apartment with separate entrance

Sleeps 4 · 1 bedroom · 1 bathroom

Holiday rentals with free cancellation in Milton

Get a full refund when you cancel at least 30 days before check-in at these properties. Policies vary by property.

Beautiful 4BR Home. Wellness Room, Games, BBQ Yard

Living area

Modern 4BR Stay | 2Parking | Fenced Yard | Game Room

Interior

Perfect basement apartment in Milton

Exterior detail

Green Wood-Newly built /finished, rare 9 ft ceilng close to amenties/highway

Terrace/patio

Private Pet-Friendly Suite | Full Kitchen & Laundry

Room

Modern 4 bedroom house in Milton

Living area

Stylish & Newly Built 2 Bedroom Apartment in Milton

Property grounds

Cozy Delux Studio apartment

Outdoor dining

Find out more about Milton

Why visit Milton

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.

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.

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.

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.

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 MonthTemperaturePrecipitationCloudinessOccupancyPricing
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.

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.

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 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.

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, 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 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 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.

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 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.

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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.

Can I plan a group trip on Vrbo?

Vrbo'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 favorites, and build the perfect itinerary together.

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