Holiday rentals in Milton

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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 stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 169 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Guest favourite
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.
Home in Milton
4.94 out of 5 average rating, 115 reviews

Cozy 2 Bedroom Basement, 2 Queen Beds, 1 Parking.

Brand new basement 2 Bedrooms with comfortable Queen bed in each room and one full washroom legal basement, seprate entrance and 1 parking in Milton. Have fun with your family/ friends. Gather around the breakfast dining table, comfortably seating four. Stay connected and entertained with high-speed Wi-Fi and a smart TV. Laundry, free parking. Minutes to Kelso Park, Mattamy Cycling Center, Milton Go station. Border of Burlington, Oakville and Mississauga, 15 minutes to Toronto Premium Mall.

Top guest favourite
A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.
Guest house in Halton Hills
4.92 out of 5 average rating, 155 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Top guest favourite
A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.
Flat in Oakville
4.99 out of 5 average rating, 138 reviews

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Top guest favourite
A modern living room is presented with a grey sectional sofa and a plush armchair. Above, a wall clock adorns the light-colored wall, while large windows with soft sheer curtains allow natural light to enter. A small plant sits on a nearby table.
Home in Milton
4.98 out of 5 average rating, 160 reviews

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

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, 155 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.

Guest favourite
The bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A light fixture stands beside a small desk and chair, while a window allows natural light to enter. The room's dark accent wall enhances the overall ambiance.
Flat in Milton
4.95 out of 5 average rating, 148 reviews

Cozy Lux. Your tranquil suite

Stay at any old place. .. or, escape to this luxurious, romantic hideaway designed for discerning travellers. This elegantly furnished apartment offers convenience, comfort and privacy. Nestled in a peaceful neighbourhood, experience serenity with spacious rooms, cozy decor, and thoughtful touches throughout. Relax or explore at your own pace. I aim to ensure every detail is taken care of, providing a seamless experience perfect for couples and families seeking relaxation and connection.

Guest favourite
A spacious living area features a comfortable sofa adorned with decorative throw pillows, alongside a rustic coffee table on wheels. A large artwork depicting a horse and rider hangs on the wooden wall, while a pair of cowboy boots and a hat rest nearby.
Flat in Georgetown
4.9 out of 5 average rating, 180 reviews

The Jack Daniels Suite.

Mr. Daniels is out on a whiskey run. This western themed unit, with the top quality accommodations. This warm cosy second floor (NOT basement) bachelor suit is equipped with everything necessary. Based on a western theme this will take you back to the wild Wild West. Located in the heart of the village of Georgetown, this unit steps away from the Main Street where you will find many restaurants, pubs, cafes and more. Come enjoy the peace and tranquillity of the old village.

Guest favourite
Townhouse in Milton
4.87 out of 5 average rating, 67 reviews

The Sleek Shelter - Cozy , Comfort, Convenience

This charming home in centre of GTA as 20 Min to Pearson Airport , 45 min to Niagara Falls, 45 min to Toronto downtown private backyard with stunning forest views—perfect for relaxation and nature lovers. It’s private basement with - Separate entrance (Private Garage Entry) . - Separate Kitchen - Separate Washroom We Will provide fully furnished basement with full kitchen setup , Fridge , Microwave oven , Coffee Maker, Queen size bed, night lights , shows

Guest favourite
A light-toned living space is showcased with a soft, upholstered couch featuring neutral cushions. Above, two abstract artworks adorn the wall. A decorative table holds a small framed item resembling a house and soft foliage. Natural light streams through a large window.
Apartment in Glen Abbey
4.9 out of 5 average rating, 108 reviews

Cozy Oakville Oasis | Modern & Peaceful Stay

Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.

Top guest favourite
A modern kitchen is highlighted by sleek white cabinets and a large wooden island. Stainless steel appliances, including a range and dishwasher, are complemented by a vibrant bouquet of tulips on the counter. Bright lighting enhances the open layout.
Guest suite in Milton
4.94 out of 5 average rating, 143 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 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, 167 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!

Popular amenities for Milton holiday rentals

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Frequently Asked Questions

  • Where should I stay in Milton?

    Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Campbellville, over 210 vacation rentals in Dorset Park, and over 140 vacation rentals in Churchill Meadows.

  • Are there vacation rentals with a dedicated workspace in Milton?

    Yes! Work meets play with ease at over 710 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Milton?

    Four-legged friends are welcome in Milton. Choose from more than 210 vacation rentals for guests traveling with pets.

  • Are there Milton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Milton, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in apartment rentals in Milton?

    Experience the best of Milton with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly private suite rentals in Milton?

    Milton has more than 30 family-friendly private suite rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Milton have air conditioning?

    Absolutely! We offer over 180 apartment rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Milton have a gym?

    Absolutely! We offer over 60 house rentals with a gym in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Milton have wifi?

    Absolutely! We offer over 640 house rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Milton have a bbq area?

    Absolutely! We offer over 50 house rentals with a bbq area in Milton. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Milton

  • Total holiday rentals

    Explore 1,180 holiday rentals in Milton

  • Verified guest reviews

    Over 27,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    710 properties have a dedicated workspace

  • Wifi availability

    1,160 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

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