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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Superhost
A spacious living room is highlighted by tall wooden ceilings and large windows that invite ample natural light. Two comfortable sofas face each other over a coffee table, with a patterned area rug underfoot. A small fireplace and colorful stained glass add character to the warm design.
Barn in Milton
4.9 out of 5 average rating, 101 reviews

Five Star Hayloft Suite

This open space home is in the top level of a century-old bank barn. Witness the beautiful architecture while enjoying modern amenities like an open-concept kitchen, projector & movie lounge, and more! Enjoy 180 degree views from the bay window in the living room during your stay. Five Star Ranch offers a year-round getaway in a beautiful country setting. Situated on a working farm, and surrounded by gardens, animals and beautiful forest, it is a perfect destination for seclusion and peace.

Top guest favorite
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, 181 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 favorite
The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.
Guesthouse in Lincoln
4.97 out of 5 average rating, 293 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 5 (1 night/2 days) MAY 10-15 (5 nights/6 days) MAY 16-31 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards.

Top guest favorite
The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.
Shipping container in Puslinch
4.99 out of 5 average rating, 104 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Superhost
Guest suite in Milton
4.91 out of 5 average rating, 102 reviews

Entire 2BR Suite | Full Kitchen | Free Parking

This stylish and cozy 2-bedroom home offers everything you need for a comfortable stay. Enjoy privacy, a fully equipped kitchen, and a spacious rooms with a smart TV and lightning-fast Wi-Fi. Ideal for families, small groups, or business travelers, our suite features contemporary design with thoughtful amenities. Conveniently located off the 401 highway, just a short drive Toronto and Niagara Falls. Book now for a blend of comfort, luxury & location!

Top guest favorite
A vibrant sunflower garden showcases tall, bright yellow blooms surrounded by lush green leaves. In the background, a serene landscape is visible. The figure stands among the flowers, partially obscured by the sunflowers, creating a peaceful outdoor scene.
Guesthouse in Saint Anns
4.98 out of 5 average rating, 212 reviews

The Carriage House in the heart of Wine Country

Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

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
4.82 out of 5 average rating, 207 reviews

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 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 favorite
Guest suite in Milton
4.94 out of 5 average rating, 159 reviews

Blue Haven Retreat, Downtown Milton's Hidden Gem!

Situated in Downtown Milton’s vibrant and fun neighbourhood, where you’ll enjoy all the benefits of being within walking distance to boutique shopping, restaurants, and the stunning Mill Pond! You’ll also be minutes to Halton’s best conservation parks where you can embark on all of your favourite outdoor adventures! FROM THE AIRPORT 25 mins from Pearson International Airport 40 mins from Hamilton Airport.

Guest favorite
Townhouse in Milton
4.84 out of 5 average rating, 101 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 favorite
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
4.82 out of 5 average rating, 186 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 favorite
Guest suite in Milton
4.98 out of 5 average rating, 199 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 favorite
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, 272 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.

Popular amenities for Milton places to stay

When is the best time to visit Milton?

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Avg. priceR1,148 ZARR1,148 ZARR1,165 ZARR1,231 ZARR1,281 ZARR1,348 ZARR1,448 ZARR1,464 ZARR1,365 ZARR1,281 ZARR1,231 ZARR1,281 ZAR
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

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 R166 ZAR 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 & 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

  • Wi-Fi availability

    1,110 of Milton vacation 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

Destinations to explore

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