Holiday rentals in Milton

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Milton

  • Total holiday rentals

    Explore 1,120 holiday rentals in Milton

  • Nightly prices starting at

    Milton holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 28,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    510 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,110 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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Superhost
Home in Milton
4.85 out of 5 average rating, 13 reviews

Bright & Modern 3BR Home | Workspace | Crib

✨ Welcome to our beautiful & comfortable home in Milton, a perfect place for families, business travelers & small groups looking for a relaxing stay in a quiet & safe neighborhood.✨ Nearby Attractions & Activities: - 10 mins to Kelso Conservation Area - 10 mins to Woodbine Mohawk Park - 10 mins to Elements Casino Mohawk - 15 mins to Rattlesnake Point Conservation Area - 15 mins to Crawford Lake Conservation Area - 18 mins to Mountsberg Conservation Area Book with confidence & enjoy your stay!

Guest favourite
Guest suite in Milton
4.81 out of 5 average rating, 26 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.

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, 189 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 with natural light flooding through large windows. 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
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 396 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Superhost
A bright living space is highlighted by a dark leather sofa paired with a wooden coffee table featuring decorative elements. Large glass doors open to the backyard, while a dining area with a small table and chairs is visible. Natural light enhances the neutral decor.
Home in Milton
4.91 out of 5 average rating, 44 reviews

Executive Townhouse 3 bedrooms

Welcome to this beautiful, trendy home in a safe and well-to-do prime and relaxing location in Milton. Fully furnished, ideal for families with children, professionals or for anyone in need of a temporary home. Endless opportunities for recreation such as rock climbing, cycling, hiking, skiing, camping, etc. Enjoy direct transit to Toronto. Located 20 minutes from Pearson International airport and Minutes from the Toronto Premium Outlets. Discount available for longer stay.

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
4.96 out of 5 average rating, 98 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, 52 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.

Top guest favourite
Guest suite in Hamilton
5 out of 5 average rating, 64 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
Guest suite in Milton
4.91 out of 5 average rating, 116 reviews

Private 2BR Suite | Near Toronto | Full Kitchen

Private 2BR basement suite with separate entrance - no shared spaces. Fully equipped kitchen, in-unit washer/dryer, electric fireplace, smart TV, and lightning-fast Wi-Fi. Keypad self check-in means flexible arrival at any hour. Perfect for families, work trips, or groups up to 6. 30 min to Toronto Pearson Airport (YYZ), 40 min to downtown Toronto, 90 min to Niagara Falls. GO Transit nearby. Free driveway parking included.

Superhost
A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.
Flat in Milton
4.8 out of 5 average rating, 221 reviews

Backyard Oasis Guesthouse.

POOL IS OPEN Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Guest favourite
Townhouse in Milton
4.86 out of 5 average rating, 117 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, 213 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.

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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