Vacation rentals in Milton

4.99 out of 5 average rating, 146 reviews

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 Guelph

Backyard Bunkie 🏡 Guelph 🌳Nature 🌟Wifi

Take it easy at this unique tiny house experience in the city. The Bunkie is a private 9’ x 12’ cottage 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 washroom with an incineration toilet, by walking about 100ft to the back of the yard.

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.

4.99 out of 5 average rating, 119 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.

4.98 out of 5 average rating, 107 reviews

A rooftop terrace features a private hot tub under soft ambient lighting and a spacious wooden deck. A rectangular dining table surrounded by four woven chairs offers a place to relax. Dark fence panels create privacy, complemented by gently glowing string lights overhead.

Home in Oakville

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!

An open-plan living area features a light-coloured sofa positioned opposite a large TV. A round dining table with four wooden chairs sits nearby. Warm artificial lighting highlights the modern decor, and a staircase with wooden steps is visible in the background.

4.94 out of 5 average rating, 116 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.

A handcrafted ceramic mug with a gradient of dark and teal colors rests beside a pale blue vase on a wooden shelf. The backdrop features a herringbone-patterned white tile, providing a clean and modern aesthetic.

4.96 out of 5 average rating, 125 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.

4.91 out of 5 average rating, 412 reviews

An outdoor seating area is framed by a wooden pergola, adorned with string lights. Comfortable gray cushions are arranged around a low table, while a hot tub and a casual dining area are visible nearby. Surrounding lush greenery provides a secluded ambiance.

Cabin in Erin

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!

4.96 out of 5 average rating, 271 reviews

A cozy corner is highlighted by a sleek, modern fireplace set into the wall. A wooden chair, featuring a decorative patterned cushion, is positioned nearby. A soft, neutral-toned blanket drapes over a spacious bed, adding warmth and comfort to the space.

Tiny home in Arthur

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

4.96 out of 5 average rating, 1,028 reviews

Loft in Lorne Park

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

4.93 out of 5 average rating, 121 reviews

Guest suite in Milton

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.

Apartment in Halton Hills

A modern living area is featured with a wall-mounted television above an electric fireplace, which emits a gentle blue glow. A wooden coffee table is positioned in front, complemented by a decorative stone item. The walls are painted in a soothing neutral tone, enhancing the space.

4.91 out of 5 average rating, 161 reviews

The Johnnie Walker Suite.

Mr. Johnnie Walker is out of town on business. 1960s themed unit, with many vintage decor. Top quality, (NO Ikea furniture) This second floor (NOT basement) bachelor unit is equipped with everything needed for a comfortable and cosy stay. Quality, comfortable town unit. Located in the heart of Georgetown. On the main strip of the heritage downtown . WELCOME TO GEORGETOWN!

4.96 out of 5 average rating, 228 reviews

A modern kitchen area is visible, featuring stainless steel appliances, including a large refrigerator. Light-colored cabinetry and counter space accentuate the room. The flooring is a light wood design, and soft lighting from ceiling fixtures creates a bright atmosphere. A bathroom doorway is seen in the background.

Guest suite in Milton

Beautiful Basement& Ent 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 This is a family-friendly property and 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.

Bungalow in Rural Flamborough

4.94 out of 5 average rating, 154 reviews

Horse Ranch with Hot tub

Your very own house with lots of open space outdoors. Equipped with wifi and many home comforts. Enjoy taking a dip in the Hot tub, feeding and petting horses, walking forest trails, BBQ, have a picnic for lunch. Options are limitless to spend your time in the country and take a break from the city life. Relax with whole family or friends at this peaceful place to stay!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Milton vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Milton

A round wooden tray displays several items, including four bottles of water, two cans of flavored beverage, and a packaged chocolate bar. A small candle and a decorative green plant are also featured, enhancing the inviting presentation.

5 out of 5 average rating, 25 reviews

Spacious 2 Bedroom Apartment

Superhost

The hallway is designed with a mix of light and dark colors, featuring a cozy area with a decorative faux fireplace on one wall. A modern, round table holds a vase with faux dried flowers, complementing the warm ambiance created by the lighting.

4.54 out of 5 average rating, 13 reviews

Modern guest suite

A spacious living area is presented, featuring a comfortable grey sectional sofa positioned near a wall-mounted television. A glass dining table with gold legs and white chairs is visible, accompanied by a decorative plant and wall art, enhancing the room's contemporary decor.

4.85 out of 5 average rating, 71 reviews

Modern brand new 1BR suite: access Niagara/Toronto

Superhost

A well-lit stairway showcases a modern handrail and wooden steps. Light-colored walls and smooth flooring lead towards a corridor where glimpses of living spaces can be seen. Soft, ambient lighting enhances the contemporary design.

4.86 out of 5 average rating, 28 reviews

Spacious three bedroom Semi

A well-lit bedroom is featured with soft beige walls. A spacious bed is positioned near a dark wood dresser and a large TV mounted on the wall. Doorways lead to an ensuite bathroom and a walk-in closet, with natural light illuminating the room.

4.97 out of 5 average rating, 33 reviews

Executive Townhouse 3 bedrooms

A detailed map view displays various bus stop locations along Derry Road and Thompson Road. Nearby landmarks and streets are labeled clearly, providing potential navigational aid for guests. The map highlights the surrounding area, enhancing understanding of local transit options.

4.87 out of 5 average rating, 55 reviews

Excellent location, free parking and very clean

A modern kitchen features white cabinetry with ample storage, complemented by sleek black appliances. An island with a spacious countertop is positioned at the center, providing extra workspace. Natural light streams in through large windows, illuminating the open layout that connects to the living area.

5 out of 5 average rating, 9 reviews

Entire New Home in Milton, On