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

Elegant 2 Bedroom Guest Suit - Milton
9.0 12 reviews

Elegant 2 Bedroom Guest Suit

apartment, Caledon East
This Brampton holiday flat is located near various outdoor pursuits and is a 15-minute drive to Square One Shopping Centre and a 7-minute drive to Toronto Premium Outlets.
This family-friendly apartment offers 102 square meters of living space with 2 bedrooms, 1 bathroom, and accommodation for 4 guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and on-site parking.
2-br Suite | Private Entrance | Parking |Pond View - Milton
10 22 reviews

2-br Suite | Private Entrance | Parking |Pond View

apartment, Milton
This luxurious 2-bedroom basement flat is located in a quiet residential area of Milton, offering a private retreat with views of a peaceful pond and convenient access to local amenities.
This well-appointed flat features a modern kitchen, in-suite laundry, complimentary parking for one vehicle, and access to a garden with outdoor seating, comfortably accommodating up to three guests.
Cozy Apartment In The Greater Toronto Area - Milton
8.7 11 reviews

Cozy Apartment In The Greater Toronto Area

apartment, Milton
This two-bedroom flat in Milton, within the Greater Toronto Area, is conveniently located 24 kilometres from the Mississauga Convention Centre and 27 kilometres from Toronto Pearson International Airport.
This 100 square metre residence accommodates up to nine guests and features a fully equipped kitchen, air conditioning, a terrace, garden access, and free private parking.
Spacious House - Milton
9.7 33 reviews

Spacious House

apartment, Milton
This Milton house, located in a peaceful neighbourhood, offers a complete ground and second-floor self-contained apartment sleeping seven guests.
The property features three bedrooms, two bathrooms, a full kitchen with stainless-steel appliances, in-unit laundry, and on-site parking for two cars; shared communal areas are also available.

Best Milton vacation rentals with parking

3 Bedroom 2.5 Bath - Big Backyard - Tesla Charger - Milton
9.8 12 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.
Your New Favourite Home Away In Milton - Milton
No reviews

Your New Favourite Home Away In Milton

apartment, Milton
This two-bedroom flat is located in a residential area of Milton, offering easy access to local amenities.
This apartment accommodates up to four guests and features a well-equipped kitchen, air conditioning, and parking, making it suitable for families, couples, friends, and business travellers.
Five Star Farm Stay - Milton
9.7 269 reviews

Five Star Farm Stay

farm, Acton
This converted barn, located just a short distance from Acton, offers a tranquil escape surrounded by beautiful gardens, animals, and forests. The property has received excellent ratings for its location, cleanliness, and overall experience.
The spacious accommodation features multiple guest rooms, a fully equipped gym, a hot tub, a salt water pool, and a shared kitchen. Enjoy the farm experience with horses, goats, chickens, turkeys, cats, dogs, bunnies, and more, or relax by the fire pit or on the patio furniture.
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.

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

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.
"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.
Best Of Oakville - Milton
10 1 review

Best Of Oakville

apartment, Toronto
This Oakville flat is located 25.7 kilometres from the Mississauga Convention Centre and 25.7 kilometres from Toronto Pearson International Airport.
This 84 square metre residence offers two bedrooms, two bathrooms, a fully equipped kitchen, and a balcony, accommodating up to nine guests with complimentary WiFi and private 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.

Best Milton vacation rentals with air conditioning

Hidden Gem: Spacious Basement - Milton
8.8 19 reviews

Hidden Gem: Spacious Basement

apartment, Milton
This Milton basement flat is located 27km from the Mississauga Convention Centre and 34km from Toronto Pearson International Airport, offering a quiet retreat near major attractions.
The self-contained apartment sleeps two guests in one bedroom and one bathroom, featuring a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a flat-screen TV.
Private, Natural Light And High Ceiling Unit - Milton
10 1 review

Private, Natural Light And High Ceiling Unit

apartment, Milton
This Milton apartment, situated near Kelso Conservation Area and Rattlesnake Point, offers easy access to local attractions such as Chudleigh's Farm and the Canadian Golf Hall of Fame.
The one-bedroom, one-bathroom flat sleeps three guests and boasts abundant natural light, high ceilings, and a private setting; nearby activities include visiting Mohawk Racetrack and Erin Mills Double Sports Stadium.
Stylish Private Suite - Milton
9.9 15 reviews

Stylish Private Suite

apartment, Milton
This private 2-bedroom suite is located in Milton, 200 meters from the Milton GO Station, offering excellent proximity to parks, shopping centres, restaurants, and public transport.
This fully equipped dwelling comfortably accommodates up to four guests, featuring a well-appointed kitchen, a spacious living room with a sectional sofa and TV, and in-suite laundry facilities for a convenient stay.
Luxury Condo In Heart Of Oakville 2br/2 Bath - Milton
9.9 24 reviews

Luxury Condo In Heart Of Oakville 2br/2 Bath

apartment, Milton
This two-bedroom condo in Oakville is situated 8 kilometres from downtown Oakville, 56 kilometres from Toronto, and 80 kilometres from Niagara Falls, with Sheridan College campus located 800 metres away.
This modern apartment offers accommodation for five guests with a fully equipped kitchen, two bathrooms, air conditioning, and access to a fitness centre and rooftop terrace, being conveniently located 15 kilometres from Milton and close to the Ridgeway Plaza Mississauga food street.
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