Vacation rentals in Milton

Guesthouse in Halton Hills

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.

4.91 out of 5 average rating, 137 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.

4.98 out of 5 average rating, 146 reviews

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

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.

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.

4.94 out of 5 average rating, 140 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.

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.

4.95 out of 5 average rating, 140 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.

4.96 out of 5 average rating, 306 reviews

The exterior of a tiny home is presented, featuring large glass panels that allow natural light to fill the interior. An open door reveals a glimpse of the modern decor inside. Surrounding greenery adds to the serene atmosphere of the property.

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 indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

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.

4.94 out of 5 average rating, 130 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.

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.

4.82 out of 5 average rating, 183 reviews

Backyard Oasis Guesthouse.

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.

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.

4.95 out of 5 average rating, 244 reviews

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.

4.96 out of 5 average rating, 113 reviews

A spacious sleeping area features a queen size bed, framed by soft drapes and decorative pillows. A cozy chair sits near a small table on a patterned rug, while artwork adorns the walls, creating a calming environment.

Guesthouse in Erin Mills

Cozy & stylish basement apartment in Mississauga

Calm and stylish space in great neighborhood of Mississauga with a queen size bed, fully equipped kitchen, new appliances. Excellent location; Easy access to HWY 403 & QEW. Close to shopping, restaurants and parks. Bus stop minutes away. 5 min. drive to beautiful town of Oakville, 30 min. to Downotow Toronto, 60 min. drive to Niagara Falls

A spacious living area features a large, blue sofa facing a wall-mounted television. A modern electric fireplace adds warmth to the space. A dining area is located to the right, with a circular table and four chairs, while a plant and wall decor enhance the inviting atmosphere.

4.83 out of 5 average rating, 155 reviews

Home Away from Home

Home Away from Home is a place for you to relax, unwind, and revive yourself. There is almost everything for you, when you fall asleep in a heavenly bedroom and Keurig coffee machine awaits when you wake up. Fully funtional large kitchen and dinning area for breakfast and dinner. This stylish place to stay is perfect for work from home.

4.95 out of 5 average rating, 266 reviews

A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.

Farm stay in Hamilton

Somerset Cottage at West Avenue Cider House

Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. Its light filled and spacious and we hope you will get to spend some time with us.

An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.

4.72 out of 5 average rating, 166 reviews

Studio Apt in Milton Dorset Park

Milton Studio apartment with separate entrance available! Built as part of addition in 2005. Open concept with full kitchen and 3 piece bathroom. 1 parking space available. Unlimited WiFi, cable TV included. Recently renovated. Close to Hwy 401 & 407. 10 minutes away from outlet mall.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Milton vacation rentals

Monthly stays

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Milton

A cozy living area is depicted, featuring a modern black couch and a circular coffee table atop a patterned rug. A wall-mounted TV displays a virtual fireplace. Natural light enters through two windows, enhancing the inviting ambiance with a backdrop of lush greenery.

4.67 out of 5 average rating, 27 reviews

Modern guest suite

4.95 out of 5 average rating, 99 reviews

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

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

A well-lit bedroom features a spacious bed with decorative pillows and a soft throw. A bench sits at the foot of the bed, while built-in cabinets and shelves provide ample storage. A window is adorned with a light-filtering shade, contributing to the room's tranquil ambiance.

4.85 out of 5 average rating, 48 reviews

5 mins to Milton District Hospital | Glen Eden Ski

4.93 out of 5 average rating, 29 reviews

A spacious seating area features a light grey sectional sofa adorned with plaid blankets and decorative pillows. A Christmas tree is positioned in the corner, softly lit with warm lights. Blackout curtains frame a window, contributing to a cozy ambiance.

Guesthouse in Milton

Modern Loft with Immersive Theatre Experience

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.

5 out of 5 average rating, 22 reviews

Cozy & Stylish 2-Bedroom Basement Retreat

A modern living and dining area is shown, featuring a spacious light-filled layout. A comfortable gray sofa and a convertible chair face a round dining table set for four. A key art piece and soft lighting complement the contemporary design, with a view of the kitchen in the background.

4.79 out of 5 average rating, 24 reviews

Discover our new apartment in the Heart of Milton

A bright sleeping area is highlighted by large windows dressed in light curtains. A spacious bed with decorative pillows sits at the forefront, while a small kitchenette with a refrigerator is visible in the background. A soft rug complements the warm wooden flooring.

4.98 out of 5 average rating, 53 reviews

SunLit Sanctuary | Pristine Comfort & Privacy