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

Five Star Hayloft Suite - Milton
9.7 109 reviews

Five Star Hayloft Suite

farm, Acton
This studio apartment is situated in a converted hayloft of a historic barn on a working farm in Acton, just 20 kilometres from the town centre and a short drive from the Acton Fairgrounds, offering a peaceful and secluded escape. It has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It features a full kitchen, a private bathroom, a washer and dryer, Wi-Fi access, a large bay window overlooking the pond and fields, a projector with an 8-foot screen, heated floors, a salt water heated pool, a luxurious hot tub, a fire pit, and a gym with various equipment.
Spacious 2br Private Legal Basement Suite - Milton
10 5 reviews

Spacious 2br Private Legal Basement Suite

apartment, Toronto
This spacious 2-bedroom flat is situated in Churchill Meadows, Mississauga, offering convenient access to the 403/407 motorways and being within a few kilometres of Ridgeway Plaza, Erin Mills Town Centre, Credit Valley Hospital, and Square One.
This professionally finished basement suite provides 1200 sq ft of living space for up to 2 guests, featuring a full-sized kitchen with stainless-steel appliances, a private entrance, on-site parking, air conditioning, a jacuzzi, and a garden, alongside dedicated work desks in each bedroom.
3 Bedroom 2.5 Bath - Big Backyard - Tesla Charger - Milton
9.8 9 reviews

3 Bedroom 2.5 Bath - Big Backyard - Tesla Charger

apartment, Milton
This family-friendly apartment in Milton boasts 3 bedrooms and 2 bathrooms, offering accommodation for up to 9 guests with a fully equipped kitchen, air conditioning, and in-unit laundry.
Located in a well-connected Milton district, this property provides convenient access to local amenities and attractions, featuring a spacious garden with BBQ facilities, 2-car parking with a Tesla charger, and a dedicated dining area.
5br New Detached 4500sq  Brand Newhome |13guests  | Oakville ( Creek Side Home) - Milton
9.8 6 reviews

5br New Detached 4500sq Brand Newhome |13guests | Oakville ( Creek Side Home)

apartment, Milton
This spacious 5-bedroom detached house in Oakville is situated near Lake Ontario, offering convenient access to Square One Shopping Centre and Toronto Premium Outlets, approximately 12 kilometres away.
This family-friendly residence spans 418 square metres, accommodates up to 10 guests, and features a dedicated workspace, a large garden with a patio, a basement rec room with a projector, and parking for up to 4 cars, including an EV charger.

Best Milton vacation rentals with parking

Unique Basement Apartment In Oakville - Milton
9.5 4 reviews

Unique Basement Apartment In Oakville

apartment, Milton
This unique flat is located in a well-positioned district of Milton, offering easy access to key landmarks.
This two-bedroom, two-bathroom apartment accommodates up to four guests and features air conditioning, a garden, parking, and a kitchen equipped with a fridge and microwave.
Cozy Family Basement Apartment : 2 Bedrooms - Milton
9.9 31 reviews

Cozy Family Basement Apartment : 2 Bedrooms

apartment, Milton
This modern two-bedroom basement flat is located in a Milton district with escarpment views, a 5-minute drive from Kelso Conservation Park.
The spacious accommodation offers a private entrance, dedicated parking, fast Wi-Fi, a smart TV, and a private patio, comfortably sleeping up to five guests.
2 Cozy Bedrooms In A Spacious Basement - Milton
9.7 241 reviews

2 Cozy Bedrooms In A Spacious Basement

apartment, Milton
This two-bedroom flat is conveniently located in Milton, just 2 kilometres from the GO station and close to major highways. The apartment enjoys excellent ratings for location, cleanliness, and overall user experience.
The flat is well-maintained and can comfortably accommodate up to four guests. It includes a fully equipped kitchen with a fridge and microwave, air conditioning, a garden, and parking. Guests can enjoy nearby attractions such as Glen Eden ski resort, Rattlesnake Point, and the Velodrome indoor bike track, as well as numerous restaurants and easy access to public transport.
Oakville Furnished Luxury 4 Bedrooms House - Milton
10 30 reviews

Oakville Furnished Luxury 4 Bedrooms House

house, Milton
This Oakville property, near the 407 and 403 motorways, offers easy access to Oakville town centre and is approximately 16 km from Milton.
This spacious 2700 sq ft (250 sq m) four-bedroom, four-bathroom house boasts an open-plan living area, a walk-out deck, and a balcony; it comfortably sleeps six guests and includes high-end kitchen appliances, a laundry room, and parking.

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

70 M² House ∙ 4 Bedrooms ∙ 8 Guests - Milton
No reviews

70 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Toronto
Vacation house for 8 people. You will be located in Toronto.
Facilities and services: a kitchen, an iron and a fridge. Take advantage of the Free Parking with this accommodation in Toronto!
Royal Stays Townhome Collection - 3 Bedroom Townhome In Oakville - Milton
No reviews

Royal Stays Townhome Collection - 3 Bedroom Townhome In Oakville

apartment, Milton
This 3-bedroom townhouse is located in Oakville, just 27 kilometres from Mississauga Convention Centre and Toronto Pearson International Airport, and 37 kilometres from BMO Field and Budweiser Stage. The property enjoys excellent location and cleanliness ratings, with guests consistently praising its comfort and convenience.
The townhouse offers 172 square metres of space, comfortably accommodating up to 6 guests. A fully equipped kitchen, private terrace, air conditioning, free Wi-Fi, satellite TV, and parking are all provided for your enjoyment.
2 Bedroom Private Suite-parking-near Hospital And Airport - Milton
8.9 25 reviews

2 Bedroom Private Suite-parking-near Hospital And Airport

apartment, Milton
This Oakville apartment, situated 22.5km from the Mississauga Convention Centre and 37km from both BMO Field and the Budweiser Stage, offers a peaceful retreat near Milton.
The 19-square-metre, two-bedroom flat sleeps seven, boasting a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
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.

Best Milton vacation rentals with air conditioning

Huge Luxurious 2br W/ King Beds - Milton
10 4 reviews

Huge Luxurious 2br W/ King Beds

apartment, Milton
This luxurious two-bedroom basement flat in Milton is conveniently located approximately 1.4 kilometres from Highway 401 and 0.8 kilometres from the Milton GO Station, offering easy access to transport links.
The 2-bedroom property sleeps four guests, features a fully equipped kitchen with a coffee machine, a large bathroom with a standing shower, a dedicated workspace, and ample parking; nearby amenities are within easy reach.
The Basement Apartment - Milton
9.3 22 reviews

The Basement Apartment

apartment, Milton
This Milton apartment, suitable for families, is conveniently located – precise address unavailable, requiring further clarification on proximity to local landmarks.
The 1-bedroom, 1-bathroom flat sleeps 2 guests and includes a kitchen, air conditioning, internet access, and a fitness centre; further details regarding size, layout, and specific amenities are needed.
Cozy 2-bed In Oakville W/parking & Full Kitchen. Private & Family-friendly - Milton
No reviews

Cozy 2-bed In Oakville W/parking & Full Kitchen. Private & Family-friendly

apartment, Milton
This private, secure, and stylish apartment is located in Oakville, a 12-minute drive from Oakville GO station and conveniently close to major retail, dining, and recreational areas, offering a serene, family-friendly residential neighbourhood.
This 102 square metre dwelling accommodates up to four guests with two bedrooms, one bathroom, and features a fully equipped kitchen, air conditioning, spa, and private parking, with complimentary welcome snacks and in-suite laundry enhancing your extended stay.
Cosy 1 Bedroom Basement Apartment With Separate Entrance - Milton
No reviews

Cosy 1 Bedroom Basement Apartment With Separate Entrance

apartment, Milton
This one-bedroom apartment is located in Milton, just 3.4 kilometres from Waldie Blacksmith Shop and within 10 kilometres of both Rattlesnake Point and Kelso Conservation Area, offering a peaceful setting near popular attractions. The apartment is ideal for couples or small families and comes equipped with a fully equipped kitchen, a washing machine and a dining table.
Enjoy the convenience of free Wi-Fi, a Smart TV, and air conditioning, as well as the added benefit of parking and a smoke-free environment. The apartment is also located within easy reach of local golf courses, making it an ideal choice for golf enthusiasts.
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