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Holiday houses 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 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.
Apartment in Milton
5 out of 5 average rating, 39 reviews

Spacious 3 Bedroom Apartment

This stylish brand new LEGAL Basement is perfect for Families. Our friendly neighborhood is THE right spot for your stay. This below-grade suite has the space, comfort & upscale touches you'll appreciate. 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. Upstairs is occupied by landlords with no kids and a very quiet atmosphere.

Top Guest favourite
Guest suite in Milton
4.94 out of 5 average rating, 17 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.

Guest favourite
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.
Home in Milton
4.76 out of 5 average rating, 96 reviews

Spacious, Pet Friendly Basement Apartment

Spacious and private basement apartment. This pet-friendly retreat features a cozy queen bed and sofa bed. Enjoy cooking in the fully equipped kitchen and gather around the dining table. You'll appreciate the convenience of in-unit laundry, along with complimentary coffee, tea, and free Wi-Fi. Step outside to relax in the large backyard, with access to a pool and BBQ for an additional fee (subject to availability). Located near grocery stores, restaurants, and just steps from a lovely park!

Guest favourite
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
4.91 out of 5 average rating, 67 reviews

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!

Top Guest favourite
Guesthouse in Milton
4.93 out of 5 average rating, 14 reviews

Modern Basement Apartment 5 min to 401/GO Station

Welcome to your cozy home-away-from-home in Milton! This bright and modern basement apartment offers comfort, privacy, and convenience just 4 minutes from Milton GO Station and 5 minutes from Highway 401. Close to parks, restaurants, and the Real Canadian Superstore, it’s perfect for families, couples, or business travelers. Enjoy a private entrance, fully equipped kitchen, comfy living area with smart TV, free driveway parking, and easy self check-in for a relaxing and well-connected stay.

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
4.93 out of 5 average rating, 165 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
Home in Milton
4.88 out of 5 average rating, 16 reviews

CozylPrivate Entrance|5 min to Ski Hill|Parking

Modern and cozy 1BR, 1.5BA basement suite with full kitchen, private entrance, and street parking. Thoughtfully designed and fully stocked with essentials for a comfortable stay. Enjoy a relaxing retreat just minutes from Glen Eden Ski Resort, scenic Kelso trails, and Milton’s charming downtown filled with cafés, shops, and local restaurants. Perfect for couples, business travellers, or small family seeking a peaceful, home-away-from-home experience. (EV Charger available on request)

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
4.97 out of 5 average rating, 70 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.

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, 200 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 favourite
Guest suite in Milton
4.94 out of 5 average rating, 150 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
Townhouse in Milton
4.85 out of 5 average rating, 92 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
4.98 out of 5 average rating, 178 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

  • 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 150 vacation rentals in Churchill Meadows, and over 240 vacation rentals in Dorset Park.

  • 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 apartment rentals in Milton?

    Milton has more than 80 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do bungalow rentals in Milton have air conditioning?

    Absolutely! We offer over 10 bungalow rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Milton have a gym?

    Absolutely! We offer over 10 private suite rentals with a gym in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Milton have wifi?

    Absolutely! We offer over 10 bungalow 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 60 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 1,240 holiday rentals in Milton

  • Nightly prices starting at

    Milton holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 29,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    550 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    740 properties have a dedicated workspace

  • Wi-Fi availability

    1,210 of Milton holiday 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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