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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Superhost
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
4.92 out of 5 average rating, 127 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
The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.
Farm stay in Lincoln
4.94 out of 5 average rating, 204 reviews

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

Top Guest favourite
A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.
Home in Oakville
4.98 out of 5 average rating, 129 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

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, 177 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.

Superhost
The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.
Cottage in Erin
4.84 out of 5 average rating, 110 reviews

Private oasis in Erin & Woodburning sauna

WOOD BURNING SAUNA ⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

Top Guest favourite
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, 102 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
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
4.84 out of 5 average rating, 122 reviews

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 and quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. This trailer is perfect for 2 to 4 adults looking to relax and enjoy the scenery or explore the lake on kayak or fishing in the lake or enjoy some outdoor movies or campfire or under the stars.

Guest favourite
An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.
Cabin in Erin
4.9 out of 5 average rating, 500 reviews

Erin Cabin Getaway and Bunkie

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

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, 204 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, 155 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.

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, 192 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.

Top Guest favourite
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, 269 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 holiday rentals

When is the best time to visit Milton?

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Frequently Asked Questions

  • 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 house rentals with a dedicated workspace in Milton?

    Yes! Work meets play with ease at over 410 house rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

  • Are there family-friendly bungalow rentals in Milton?

    Milton has more than 10 family-friendly bungalow rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly townhouse rentals in Milton?

    Four-legged friends are welcome in Milton. Choose from more than 20 townhouse 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!

  • Do apartment rentals in Milton have air conditioning?

    Absolutely! We offer over 220 apartment rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Milton have wifi?

    Absolutely! We offer over 90 private suite 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.

  • Do condo rentals in Milton have a gym?

    Absolutely! We offer over 10 condo rentals with a gym 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

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