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Holiday rentals in Milton

Find and book unique accommodation on Airbnb

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.
Flat in Milton
5 out of 5 average rating, 38 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.

Guest favourite
Home in Milton
5 out of 5 average rating, 18 reviews

3k sqft+Oasis+Bar+Game room+ping-pong+BBQ+market

Welcome to this beautifully appointed corner-lot home situated on a meticulously landscaped lot surrounded by mature trees, has- -Natural canopy -charming gazebo -waterfall -sprinklers -a serene backyard perfect for relaxation. Indoor space includes- -coffee machine -bar -70" smart TV -fireplace -game room -skylights -Karaoke -office -library -hair dryer -steam iron -1 minute from grocery stores, gas station, bakery, restaurants, bar, bus stop. Nearby- -sports complex -golf course -school

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, 181 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 orange and mustard-colored cushions. A small wooden coffee table sits in front, complemented by a floral arrangement and a remote control. Light enters through a nearby window, enhancing the welcoming feel of the space.
Flat in Milton
4.93 out of 5 average rating, 28 reviews

Cozy & Stylish 2-Bedroom Basement Retreat

Welcome to our charming 2-bedroom, 1-bath Legal basement apartment in Milton, ideal for families or groups seeking comfort and convenience. With high ceilings and all the amenities that you would need. The stylish living room offers cozy seating and a smart TV for your entertainment. The fully equipped kitchen features modern stainless steel appliances, with a dining area perfect for shared meals. Unwind in the thoughtfully furnished bedrooms. Enjoy high-speed Wi-Fi and easy street parking.

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, 56 reviews

Amna & Raza's Cosy 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
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, 169 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
Home in Churchill Meadows
5 out of 5 average rating, 26 reviews

Welcome to your private suite

Welcome to your bright, modern and private Studio apartment. This stylish space is designed for comfort and relaxation, enjoy the sunlit space. Completely private: Your own secure, self contained retreat! Fully Equipped: Double bed, smart TV Hi-Speed Wi-Fi and a well equipped kitchenette, laundry room, conveniently located on major bus line. Shopping: Many amazing restaurants within 3 minute walk, shopping mall and supermarkets very close by as well. Downtown Mississauga is 10 min drive

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
4.93 out of 5 average rating, 160 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, 151 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.

Top guest favourite
Townhouse in Milton
4.88 out of 5 average rating, 78 reviews

The Sleek Shelter - Cozy , Comfort, Convenience

This charming home in centre of GTA as 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 We Will provide fully furnished with full kitchen setup , Fridge , Microwave oven , Coffee Maker, Queen size bed, night lights , shower gel

Top 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, 66 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.

Top guest favourite
A brick exterior home is set against a bright blue sky, featuring a manicured front lawn with green grass and white flowers. Large windows allow natural light to illuminate the entrance, where a welcoming white door is positioned. A tree provides shade, enhancing the outdoor space.
Home in Georgetown
4.86 out of 5 average rating, 101 reviews

Halton Hills Hideaway_Private Suite

🌿 Halton Hills Hideaway – Cozy Basement Suite Near Downtown Georgetown ✨ What You’ll Love: 🚪 Private Basement Suite – Separate entrance & no shared areas 🛏️ Queen Bed – Comfy and perfect for solo travelers or couples 🌳 Garden Views – Enjoy calming green views from your lookout window 🧼 Clean & Cozy – Thoughtfully prepared for a peaceful stay 🏘️ Charming Neighborhood – Quiet, friendly, and safe 🔍 Check the amenities section for full details—we’d love to host you!

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 condo rentals in Milton?

    Experience the best of Milton with our condo rentals, starting at about $30 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 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 apartment rentals in Milton have a gym?

    Absolutely! We offer over 30 apartment 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 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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