Vacation rentals in Milton

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Top-rated vacation rentals in Milton

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

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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.
Apartment in Milton
4.94 out of 5 average rating, 187 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 homes in Arthur
4.97 out of 5 average rating, 392 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.

Top guest favourite
A stylish open-concept living area features a comfortable sofa with accent pillows and a sleek coffee table. A dining space with a round table is visible, and modern lighting fixtures hang from the ceiling. A staircase leads to the upper level, and a potted plant adds a touch of greenery.
Apartment in Elora-Salem
4.98 out of 5 average rating, 328 reviews

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

Guest favourite
A spacious living area features modern black reclining sofas arranged around a glass coffee table. A large television mounted on the wall presents a selection of viewing options. Soft ambient lighting enhances the neutral color scheme of the room.
Home in Milton
4.78 out of 5 average rating, 165 reviews

Modern Basement Apt. w/ King Bed

Welcome to our luxurious and contemporary basement apartment, a true urban retreat that will exceed your expectations. Nestled in a vibrant neighborhood, this stunning two-bedroom, two-bathroom haven is the perfect choice for discerning travelers seeking both style and comfort. With a plethora of top-notch amenities, including high-speed internet, on-site parking, and convenient laundry facilities, your stay with us promises to be truly exceptional.

Guest favourite
Guest suite in Milton
4.91 out of 5 average rating, 113 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.
Apartment in Milton
4.81 out of 5 average rating, 217 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.

Top guest favourite
Townhouse in Milton
4.86 out of 5 average rating, 113 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

Guest favourite
The exterior of a modern two-story home is presented, showcasing a brick facade and well-maintained landscaping. A clear driveway leads to a garage on the right, while a welcoming front porch features steps leading to the entrance. A vibrant sunset fills the sky in the background.
Home in Milton
4.81 out of 5 average rating, 193 reviews

Warm & Cozy Home w/3 Bedrooms Free WIFI & Parking

Enjoy a peaceful stay in our modern 3-bedroom Milton home! Perfect for families or business travelers, featuring a fully equipped kitchen, fast Wi-Fi, private parking, and cozy living space. Minutes from Kelso, Rattlesnake Point, and shops. Please: no parties, no pets, no smoking. Quiet hours after 10 PM. Entire home is yours—no one lives in the basement. Book your relaxing getaway today!

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, 207 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 luxury tent is set amongst lush greenery, featuring a wooden deck with Muskoka chairs and a private hot tub. A hammock is visible to one side, with a picnic table positioned nearby, all surrounded by trees and natural landscaping.
Farm stay in Elora
4.94 out of 5 average rating, 221 reviews

Luxury Glamping on Elora Sunflower Farm -Sunflower

Luxury Glamping near Elora on a private 17-acre flower farm. Tucked within a forest, each tent offers a private hot tub for a refined, nature-forward stay, with Fox and Firefly also featuring private decks and fire pits. Visit the alpacas or walk to nearby trails and into town. As an active farm and event venue, weddings may take place in the barn during your stay.

Guest favourite
A spacious living area features a large, comfortable sectional sofa and a glass-top desk with a suitable chair. A fireplace is positioned against one wall, with decorative shelving nearby. Soft lighting is provided by wall sconces, enhancing the welcoming environment.
Guest suite in Milton
4.95 out of 5 average rating, 281 reviews

Beautiful Basement & Access via Garage

Spacious one bedroom (about 820 SQ Feet ) Clean, non smoking unit with two 65 inches TVs, The space is private and only for the guests who booked it. Onsite Parking is available, if needed 5 minutes to 401, Toronto Premium Outlet and Milton Go. A Park is just infront. Grocery store RABA 24*7 and Access is via Garage using keypad.

Guest favourite
A timber frame tiny home is set amidst a snowy landscape, featuring large windows and a private deck. A circular fire pit with flames is situated on a stone patio, surrounded by wooden adirondack chairs, while trees frame the serene pond in the background.
Tiny homes in Hamilton
4.94 out of 5 average rating, 284 reviews

Timber Haven

Reconnect with nature at this unforgettable timber frame tiny home. Nestled along the edge of the forest, and overlooking a pond, this newly constructed home features a full kitchen, bathroom, private deck, hot tub, and stone patio with fire pit. Sleeping loft accessible by ladder comfortably sleeps four with expansive views of nature.

Popular amenities for Milton vacation 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.

Quick stats about vacation rentals in Milton

  • Total vacation rentals

    Explore 1,120 vacation rentals in Milton

  • Nightly prices starting at

    Milton vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 28,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    510 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 200 rentals that welcome pets

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,110 of Milton vacation 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

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