Vacation rentals in Milton

5 out of 5 average rating, 28 reviews

Luxury Pond View Guest Apartment

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

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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.

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!

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4.85 out of 5 average rating, 150 reviews

An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.

Tiny home in Acton

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

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4.81 out of 5 average rating, 125 reviews

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

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!

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A cozy family room features a large Smart TV positioned above a fireplace. Natural light floods through sliding glass doors, leading to an outdoor patio area. The room includes a comfortable sofa and a coffee table, with a staircase visible in the background.

4.82 out of 5 average rating, 38 reviews

Radiant 3BR Milton Home Near Downtown

Located in the beautiful city of Milton, this elegant and beautifully furnished 3-bed, 2.5-bath townhouse offers comfort, style, and convenience—perfect for families, professionals, or groups. This home offers a cozy family room, state-of-the-art kitchen, 3 bedrooms (1 ensuite), 4 beds to accommodate a total of seven (7) guests, a dedicated workstation and an outdoor patio. Conveniently located near parks, top-rated schools, shopping, dining, and transit, it blends comfort and luxury.

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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.

4.93 out of 5 average rating, 199 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.

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4.97 out of 5 average rating, 32 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.

LocationFamilyCheck-in

4.97 out of 5 average rating, 59 reviews

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.

Guesthouse in Milton

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.

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Guest suite in Hamilton, Dundas

4.99 out of 5 average rating, 80 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.

ValueFamilyIndoor spaces

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.

4.75 out of 5 average rating, 114 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.

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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.

4.88 out of 5 average rating, 16 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

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4.86 out of 5 average rating, 129 reviews

Townhouse in Milton

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

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Popular amenities for Milton places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

What Airbnb hosts recommend seeing in Milton

Find unforgettable activities and unique points of interest near you. Our hosts share their favorite things to do and must-visit places to see in Milton.

Kelso Conservation Area

Year-round outdoor destination offering hiking, biking, skiing, and water activities

Summarized by AI

At Kelso Conservation Area you can hike escarpment trails to scenic lookouts, ride varied mountain biking routes, or stroll the stroller-friendly boardwalk around Lake Kelso. Spend the day at the sandy, lifeguarded beach, rent kayaks, canoes, paddleboards or pedal boats, try the floating Kelso Cove waterpark, or relax at a picnic site. Tackle the Challenge Course, enjoy bird watching and nature, or visit in winter for skiing, snowboarding, tubing, and chairlift rides at Glen Eden. Your day pass also works at other Conservation Halton parks, with access to Rattlesnake Point.

Mentioned by 140 local hosts

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Rattlesnake Point Conservation Area

Popular destination for hiking, rock climbing, and camping with stunning views of the Niagara Escarpment

Summarized by AI

At Rattlesnake Point Conservation Area, hike the Nassagaweya Canyon Trail or run the Vista Adventure Trail, climb the escarpment, or simply take in panoramic views from multiple lookout points. Spot turkey vultures soaring overhead and thousand-year-old cedars growing right out of the rock, and join an outdoor yoga class when offered (reservations required). Trails range through forest and escarpment with spectacular fall colours and views that can include the Toronto and Mississauga skylines, so wear proper hiking shoes and bring water and snacks.

Mentioned by 137 local hosts

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Hilton Falls Conservation Area

Nature retreat with hiking trails, a scenic waterfall, and year-round outdoor activities

Summarized by AI

At Hilton Falls Conservation Area, you can hike to a ten-meter waterfall framed by the ruins of an old mill, walk across the rocks, and capture memorable photos with loved ones. Explore scenic forest trails, a pond, a small glacial pothole, and easy family-friendly routes alongside three heart-pumping mountain bike trails and winter cross-country skiing. Pack hot dogs or marshmallows to cook at the year-round campfire near the falls, feed birds by hand along the way, and use picnic spots and fire pits for a relaxed break. Reservations are required.

Mentioned by 74 local hosts

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Other great vacation rentals in Milton

4.96 out of 5 average rating, 49 reviews

A comfortable living area is furnished with a large sectional sofa, accented by decorative pillows. Above, two framed leaf designs adorn the wall, while a light wooden coffee table displays simple decor. In the background, a modern kitchen is visible with sleek appliances and ample counter space.

Guest suite in Milton

Spacious 3-Bedroom private unit

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4.88 out of 5 average rating, 16 reviews

Cozy 3BR Family Home | Workspace, Crib & Parking

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A modern living area features a gray sectional sofa adorned with black and yellow accent pillows. A glass coffee table sits atop a decorative rug with intricate patterns, while a softly lit lamp and a piece of abstract wall art enhance the space's ambiance.

4.92 out of 5 average rating, 156 reviews

Cozy 2 Bedroom Basement, 2 Queen Beds, 2 Parkings.

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A cozy living area features a large, flat-screen television mounted on a dark accent wall. Soft beige sofas and a blue accent chair surround a dark wood coffee table. Natural light filters through a small window, complemented by decorative plants and accessories.

4.94 out of 5 average rating, 101 reviews

Spacious 3Br Basement Oasis via garage entry

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An inviting outdoor space features a hot tub surrounded by a wooden deck and a patio set with gray chairs under a large umbrella. A glimpse of a wood-burning sauna is visible, along with a spacious green lawn and distant trees.

Cottage in Erin

4.83 out of 5 average rating, 118 reviews

Barndominium retreat in Erin, hot tub & sauna

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4.93 out of 5 average rating, 46 reviews

A clear view of a private heated pool is presented, surrounded by a green patio. A striped chair and glass table are visible in the foreground, with a blue waterslide and shaded seating area observed in the background.

Bungalow in Milton

Milton Home- a Family Oasis

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4.71 out of 5 average rating, 31 reviews

Guest suite in Milton

Private-Entry Basement Condo

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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.