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Holiday rentals 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    1,090 of Milton holiday rentals include wifi 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
A geodesic dome is set on a grassy area, featuring large transparent panels that allow natural light to fill the interior. A hot tub is positioned nearby, with trees lining the background, creating a serene atmosphere for relaxation.
Dome in Guelph/Eramosa
5.0 out of 5 average rating, 15 reviews

Sunset Dome in Wellington County

Enjoy a glamping experience like no other in your very own dome. Immerse yourself in the natural beauty of Wellington County- just 1hr from Toronto, 25mins from Elora, and 12mins from Rockwood Conservation Area. Peacefully sip on locally brewed coffee in the cozy warmth of the dome overlooking the field, enjoy a drink at our sunset lookout tower, or greet our animals on a farm tour. Our mission is to offer a stay where you can unwind, unplug, and relax. We look forward to welcoming you soon!

Top guest favourite
Flat in Milton
5.0 out of 5 average rating, 18 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.

Guest favourite
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.

Guest favourite
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
4.83 out of 5 average rating, 117 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
Flat in Milton
5.0 out of 5 average rating, 17 reviews

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

Elegant and luxury 2-bedroom basement suite featuring high-end finishes and abundant natural light from large windows. The space offers a full modern kitchen, stylish bathroom, and convenient in-suite laundry, designed for comfort and extended stays. Enjoy a private separate entrance and free parking for 1 car. Fully furnished and thoughtfully appointed, with backyard access to a beautiful outdoor seating area overlooking a serene pond, perfect for a refined, relaxing, and comfortable stay.

Top 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.
Flat in Milton
4.94 out of 5 average rating, 192 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.

Guest favourite
Flat in Burlington
5.0 out of 5 average rating, 14 reviews

Treetop Loft: A True Getaway

Welcome to The Treetop Loft, your peaceful escape just minutes from Burlington. Nestled beside the beautiful Lowville Park and right next to the beloved Lowville Bistro, this bright and spacious loft offers a perfect blend of nature, comfort, and modern style. Step inside and feel instantly at ease. Thoughtfully renovated with cozy touches. Large skylights fill the loft with sunshine by day and offer a view of the stars at night — making you feel truly surrounded by nature.

Top guest favourite
An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.
Home in Milton
4.94 out of 5 average rating, 103 reviews

Spacious 2 BR apartment | Glen Eden Ski

Escape to our cozy 2-bedroom basement apartment, minutes from Milton’s downtown, 500m from No Frills, and just a 10-minute drive to Toronto Premium Outlets. Perfect for travelers, this inviting retreat is close to both nature and city attractions. Explore nearby Glen Eden Ski Resort and Rattlesnake Point Conservation Area, or enjoy easy access to Oakville, Burlington, Mississauga, and Toronto. Ideal for work or leisure, it offers the perfect mix of comfort and convenience.

Top guest favourite
A spacious seating area features a light grey sectional sofa adorned with plaid blankets and decorative pillows. A Christmas tree is positioned in the corner, softly lit with warm lights. Blackout curtains frame a window, contributing to a cozy ambiance.
Guest house in Milton
4.96 out of 5 average rating, 54 reviews

Modern Loft with Immersive Theatre Experience

🎬 Welcome to our 850 sq. ft. theatre-themed loft in Milton! Enjoy a true cinematic experience 75" TV, and surround sound. 🏡 Features include a cozy queen Murphy bed, sofa bed, blackout drapes, 9-11 foot ceilings, full kitchen, and a 3-piece bathroom. 📍 Just a 5-minute drive to downtown Milton, located across from a library, community pool, and skating arena. Nestled in a quiet, upscale neighborhood with easy access to conservation areas for hiking and biking.

Guest favourite
The exterior of the house is presented at twilight, showcasing a welcoming facade with large windows reflecting soft indoor light. The driveway leads to a garage, while cozy seating is positioned by the landscaped front yard. Surrounding trees enhance the property's serene atmosphere.
Home in Milton
5.0 out of 5 average rating, 27 reviews

The Parker Place • Birchview

House with private entrance. This house is spread out over 4 floors. there are 4 bedrooms, 1 king bedroom, 1 queen bedroom, a bedroom with 2 twins and a bedroom with twin bunk beds. We also have a travel cot (pack-n-play) if required. large kitchen, 2 bathrooms, large dinning area and a basement with foosball, TV and plenty of space to enjoy. Full access to the back garden with large deck and BBQ this house is ready to enjoy, relax and spend some quality time in

Top guest favourite
Guest suite in Hamilton
4.99 out of 5 average rating, 74 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.

Guest favourite
A spacious living area features a comfortable gray sofa and two armchairs, paired with a set of wooden coffee tables. A large window allows natural light to enter, enhancing the ambiance. A dining table with chairs occupies one corner, while a world map accent decorates the wall.
Home in Milton
4.86 out of 5 average rating, 14 reviews

Cozy Home in the heart of Milton

Fully furnished private upper two floors of a stacked townhouse available for rent in the heart of Milton. Ideal for people immigrating and looking for a cozy place during transit. Available for long-term rent - Message host. Close to school, hospital, grocery stores, places of worship. Surrounded by nature trails and parks. Bus station right outside. Milton Go is 3 min drive away. 5 mins drive to major highway 401

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.

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