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Holiday houses in Milton

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Milton

  • Total holiday rentals

    Explore 1,110 holiday rentals in Milton

  • Verified guest reviews

    Over 28,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    480 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    640 properties have a dedicated workspace

  • Wi-Fi availability

    1,090 of Milton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Milton rentals

  • 4.7 Average rating

    Milton stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Milton
5.0 out of 5 average rating, 27 reviews

Luxury Pond View Guest Apartment

Our basement apartment is at 2 minutes walk to Milton District Hospital, 40 minutes drive to Toronto, 30 minutes to Airport, 1 hour to Niagara Falls. 10 mints drive to Kelso, Rattlesnake point and Crawford Lake Conservation Areas. This Airbnb is located in a quiet residential neighbourhood. Salient feature: well-lit space, 1 free parking, 2 BR, 3 beds, extra twin size mattress, high speed internet, full kitchen, modern washroom, in-suite laundry, close to markets, gas stations and restaurants.

Superhost
The exterior of a two-story home is showcased, featuring a combination of brick and siding materials. Large windows allow natural light to enter, and a well-maintained front pathway leads to the entrance. Neat landscaping includes small shrubs, providing a welcoming appearance.
Home in Milton
4.82 out of 5 average rating, 44 reviews

Home far away from home

Welcome to our spacious and charming retreat! Nested in a peaceful neighbourhood, our home is the perfect destination for families or someone travelling for work. With ample space to accommodate up to 14 guests, this well-appointed home provides all the comforts you need for a memorable stay. You'll have everything you need: sheets, towels, toiletries and a fully equipped kitchen. Located near major highways, restaurants, cafes, grocery stores, Milton District Hospital and more to explore!

Superhost
Guest suite in Milton
4.78 out of 5 average rating, 27 reviews

Modern 1 Bedroom Apartment

Enjoy your stay in this brand new, bright and modern 1-bedroom basement apartment, with a queen size bed , perfect for families, professionals, or tourists. The apartment features a cozy bedrooms, a fully equipped kitchen, a living room with comfy seating, dedicated dining area and large windows filling every room with natural light. The apartment is minutes away from local parks, shopping, restaurants, and quick highway access for exploring the GTA. No smoking, No pets or parties allowed.

Superhost
A modern living space is presented with sleek furniture including a dark sectional sofa and a round dining table. A large flat-screen TV is mounted on a wall, while an electric fireplace is integrated into the media console. A stainless steel fridge is visible in the kitchen area.
Guest suite in Milton
4.81 out of 5 average rating, 123 reviews

Amna & Race's Cozy Nest

Enjoy a cozy and bright 2-bedroom basement apartment with a separate entrance. Featuring a full kitchen, electric fireplace, TV, free WiFi, and a dedicated parking. One bedroom with a double bed, the other with a pull-out bed. Family-friendly, peaceful, and newly renovated. Just 5 mins walk to grocery, pharmacy, park, and food spots. 10 mins walk to a 24/7 gas station and convenience store. 10 minutes drive to Go station. EV charger available on request. Perfect for short or extended stays!

Guest favourite
An open-plan living area is visible, featuring a modern kitchen equipped with stainless steel appliances, including an oven and refrigerator. A cozy grey sofa is positioned in front of a wooden coffee table. A circular dining table is set against a bright window, enhancing the space.
Apartment in Milton
4.93 out of 5 average rating, 196 reviews

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior. Note: Tesla EV charging $30 per day extra. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Top Guest favourite
Apartment in Milton
5.0 out of 5 average rating, 30 reviews

Brand New Basement Apartment – 2 Bed, 1 Bath

Brand new legal basement apartment with high-end finishes and premium furnishings. Full kitchen with full-size fridge & stove, 3-piece washroom, large bright windows. Located at Kennedy Circle W & Britannia Rd in Milton, close to shopping, groceries, restaurants and transit. Less than 15 min to Toronto Premium Outlets and Ridgeway Plaza (Mississauga), ~30 min to Toronto Pearson Airport. Includes Netflix & Amazon Prime. Ideal for families, couples or business travelers.

Top Guest favourite
Guest suite in Hamilton, Dundas
4.99 out of 5 average rating, 77 reviews

Summertime! Steam shower+breakfast+rooftop hottub

Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

Superhost
A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.
Home in Milton
4.74 out of 5 average rating, 113 reviews

Spacious, Pet Friendly Basement Apartment

Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.

Guest favourite
Townhouse in Milton
4.86 out of 5 average rating, 126 reviews

The Sleek Shelter - Cozy , Comfort, Convenience

Budget-friendly comfort -with all the essentials you need for a hassle-free visit 8 min to Glen Edan Ski Resort 10 min to Apple & Strawberry Farms 20 Min to Pearson Airport , 45 min to Niagara Falls, 45 min to Toronto downtown private backyard with stunning forest views— It’s private basement with - Separate entrance (Private Garage Entry) . - Separate Kitchen - Separate Washroom

Top Guest favourite
An open-concept living room showcases a spacious layout with large windows allowing natural light. A comfortable sofa is paired with a chic accent wall featuring a large smart TV. A dining space with wooden chairs and a table is complemented by a stylish area rug.
Guest suite in Milton
4.99 out of 5 average rating, 221 reviews

Private 2BR Suite -Parking | Laundry | Outlet mall

Enjoy a peaceful stay in our private 2-bedroom legal basement suite located in a quiet Milton neighborhood. Featuring an open-concept layout with 8.5-ft ceilings and comfortable bedrooms, it’s ideal for couples, families, or longer stays. Minutes from Toronto Premium Outlets, Velodrome, scenic trails, and easy access to Oakville, Burlington, Mississauga, and Pearson Airport.

Guest favourite
A spacious living area features a large, blue sofa facing a wall-mounted television. A modern electric fireplace adds warmth to the space. A dining area is located to the right, with a circular table and four chairs, while a plant and wall decor enhance the inviting atmosphere.
Apartment in Milton
4.84 out of 5 average rating, 168 reviews

Home Away from Home

Home Away from Home is a place for you to relax, unwind, and revive yourself. There is almost everything for you, when you fall asleep in a heavenly bedroom and Keurig coffee machine awaits when you wake up. Fully funtional large kitchen and dinning area for breakfast and dinner. This stylish place to stay is perfect for work from home.

Superhost
Home in Milton
5.0 out of 5 average rating, 3 reviews

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

Welcome to your Milton retreat! This spacious home is perfect for families, groups, and business travellers, offering comfort, entertainment, and everything you need for a relaxing stay. Enjoy a cozy living area with a fireplace, a fully equipped kitchen, spacious 4 bedrooms, 3 bathrooms, free parking, and a fully fenced backyard.

Popular amenities for Milton holiday rentals

When is the best time to visit Milton?

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Frequently Asked Questions

  • What are the best places to stay in Milton?

    Downtown Milton has charming historic streets with access to local dining and walkable experiences. Areas near conservation lands are also popular for those seeking quiet retreats and easy access to outdoor recreation.

  • What are the best things to do in Milton with kids?

    Families can explore nature trails, visit interactive museums, or experience educational farms in and around Milton. Playgrounds and conservation areas with accessible paths are also frequently suggested for travelers with children.

  • What are some of the best things to do in Milton?

    Explore conservation areas like Kelso and Rattlesnake Point, or wander through Milton’s historic downtown, which has markets and local eateries. The escarpment trails draw hikers, cyclists, and nature enthusiasts throughout the year.

  • How is the weather in Milton?

    Milton has cold winters with temperatures ranging from 20–33°F (-7–1°C), while summer often feels warm around 65–81°F (18–27°C). Rain is frequent in spring and fall, so versatile clothing is helpful year-round.

  • When is the best time to visit Milton?

    Late spring through early fall is often recommended for comfortable temperatures, outdoor activities, and seasonal events. Many visitors enjoy Milton’s changing scenery during autumn’s harvest period.

  • What are the best places to visit in Milton?

    Kelso Conservation Area, Rattlesnake Point, and Crawford Lake Conservation Area are often recommended for nature experiences. Milton’s historic downtown has local shops and cafes in a welcoming setting.

  • What are some hiking trails in Milton?

    Kelso Conservation Area and Rattlesnake Point have well-marked trails with varying levels of difficulty. Crawford Lake Conservation Area is also frequently suggested for boardwalk paths and interpretive nature walks.

  • What are some family activities we can do in Milton?

    Families can discover hands-on exhibits at local museums, stroll through conservation areas, or participate in seasonal pick-your-own fruit experiences around Milton. Community parks and lakeside recreation also provide engaging spaces for all ages.

  • What are some of the best day trip ideas from Milton?

    Explore Ontario’s rural communities, botanical gardens, or conservation areas near Milton, or discover art galleries and local markets in towns around the region. Nature parks and agricultural experiences are frequently suggested for day excursions.

  • Are there any pet friendly accommodations available in Milton?

    Travelers can find pet-friendly accommodations in Milton, especially in neighborhoods close to parks and conservation areas. Many hosts provide guidance about local dog-friendly trails and outdoor spaces.

  • What are some local tips for visiting Milton?

    Local travelers suggest dressing in layers for shifting weather and checking the schedule of community events before visiting. Exploring beyond the downtown area uncovers peaceful trails, farm stands, and rural viewpoints.

  • What is Milton known for?

    Milton is known for its scenic escarpment landscapes, conservation areas, and agricultural heritage. The community has a blend of outdoor trails, seasonal festivals, and local markets rooted in the region’s history.

  • What are the best hidden gems to explore in Milton?

    Travelers frequently mention the escarpment’s lesser-known lookouts, art studios set in rural landscapes, and small farm markets as memorable finds near Milton. Tranquil trails and tucked-away conservation sites create a peaceful atmosphere.

  • What are the best foods to try in Milton?

    Milton has a diverse dining scene featuring locally grown produce, global cuisines, and traditional Canadian fare. Many travelers enjoy sampling dishes with fresh fruits from area farms, artisanal baked goods, and international street foods.

  • What should I bring for a trip to Milton?

    Pack layers to adapt to changing temperatures, as winter can be chilly and summer is warm. Sturdy shoes are handy for exploring nature trails, and rain gear may be useful in spring and fall months.

  • What is the nightlife in Milton like?

    Milton’s nightlife has casual pubs, lounges, and spots with live music, especially in the downtown area. Social evenings often feature local cuisine, relaxed atmospheres, and occasional performances.

  • What are the most popular events or festivals in Milton?

    Milton hosts community fairs, summer music and food festivals, and seasonal farmers’ markets. Fall harvest celebrations and outdoor cultural events are often highlighted throughout the year.

  • Are there family friendly vacation rentals in Milton?

    Milton has many vacation rentals suited for families, with homes and apartments near parks, playgrounds, and nature trails. Some accommodations provide space for group gatherings and amenities designed for younger travelers.