Vacation rentals in Milton

4.84 out of 5 average rating, 62 reviews

A serene pond is surrounded by lush green trees and grassy areas. A small deck features two red chairs positioned beside the pond, reflecting the blue sky and clouds above. The natural landscape provides a tranquil setting.

Guesthouse in Milton

Rural Elegance in Milton

Relax with the whole family at this peaceful place to stay. Experience rural elegance at this stunning home minutes from highway 401. The 2 bedroom guest house situated within a luxury home surrounded by picturesque cedar trees. The resort like grounds featuring a oversized pond with lots of natural wildlife. Nestled within the Niagara Escarpment, the property provides a peaceful oasis. Enjoy walking, biking, ATV and dirt bike trails right at your doorstep. Discover the extraordinary in Milton.

4.94 out of 5 average rating, 17 reviews

A cozy sleeping area features a queen-size Murphy bed with a neutral quilt, accented by decorative pillows in red and navy. Built-in shelves display art and accessories, while movie posters adorn the walls. Soft lighting enhances the inviting atmosphere in the dark-toned room.

Guesthouse in Milton

Modern Loft with Immersive Theatre Experience

🎬 Welcome to our 850 sq. ft. theatre-themed loft in Milton! Enjoy a true cinematic experience with a 135" projector screen, 75" TV, and surround sound. 🏡 Features include a cozy queen Murphy bed, sofa bed, blackout drapes, 9-11 foot ceilings, full kitchen, and a 3-piece bathroom. 📍 Just a 5-minute drive to downtown Milton, located across from a library, community pool, and skating arena. Nestled in a quiet, upscale neighborhood with easy access to conservation areas for hiking and biking.

4.99 out of 5 average rating, 103 reviews

A modern kitchen area with a marble-topped island and white cabinetry is highlighted. Stainless steel appliances, including a refrigerator, complement the space. A small dining table with folding chairs can be seen, while soft lighting enhances the inviting atmosphere.

Apartment in Oakville

Bright and Spacious 2 bedroom. Quiet house.

Quiet family neighborhood great for professionals, couples or small family. Spacious and cozy home away from home. You control heat and cooling fan.Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests must provide identification upon request

Apartment in Halton Hills

A charming street scene showcases a lively downtown area at dusk, with warm light emanating from street lamps. Paved walkways reflect the subtle glow of nearby shops and parked cars, while trees line the center of the road, enhancing the urban landscape.

4.97 out of 5 average rating, 158 reviews

★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★

Rexway House is a luxurious main FLR, newly renovated & furnished 3 bedroom Apartment/suite bungalow, accommodate's 4. (Located in the Heart of the City), BIG Front & Back yard's, with sunrise/sunset views.* FREE* 4 Car driveway parking Dairy Queen /Mc Donald's, Just Step's away at the Top of the Street, and minute's walk to All Major Supermarket's, WINE/BEER store's, Shopping Mall, pub's/entertainment, eatery's, European bakeries, Convenience Store's, and Fast Food place's, PLUS much more.

A modern kitchen area is shown, featuring light cabinetry and a marble tabletop. A pink teapot and two condiment bottles sit in the foreground, while stainless steel appliances and a sleek backsplash are visible in the background, highlighted by warm lighting.

4.94 out of 5 average rating, 120 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, 130 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.

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.

4.88 out of 5 average rating, 56 reviews

Excellent location, free parking and very clean

If you're looking for an entire private unit to yourself you can't loos this. Because this apartment has separate entrance and laundry, full wash room, kitchen with appliances, TV with Netflix and one Parking spot, just for you. In an excellent location! Derry Rd. & Thompson Rd. Major Highways 403/401. Groceries and bus stop 10 minutes away. 30 Min from Toronto Pearson Int, 25 min to Square one, 1h to Niagara Falls, 38 min. toDowntown Toronto, 10 min. /Kelso Park or Rattlesnake Point.

Guesthouse in Halton Hills

4.93 out of 5 average rating, 115 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? The Clayhill Bunkie is just the place and minutes from Silvercreek and Terra Cotta Conservation areas, the Credit River, the villages of Glen Williams and Terra Cotta, as well as the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing in Halton Hills or Caledon, then order in or grab some take-out and come relax by a roaring fire. Firewood is included.

4.96 out of 5 average rating, 25 reviews

An outdoor seating area features two comfortable chairs, complemented by a low round table. A potted plant decorates the table, while a green umbrella provides shade. The space is surrounded by wooden fencing, offering a view of the greenery beyond.

Townhouse in Milton

Private Space- Cozy, Comfort, Convenience

This charming home in centre of GTA as 20 Min to Pearson Airport , 45 min to Niagara Falls, 45 min to Toronto downtown private backyard with stunning forest views—perfect for relaxation and nature lovers. Enjoy your movie with cozy blanket . It’s private basement with - Separate entrance . - Separate Kitchen - Separate Washroom We Will provide fully furnished basement with full kitchen setup , Fridge , Microwave oven , Coffee Maker, Queen size bed, night lights , shower towel

4.96 out of 5 average rating, 1,030 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, 122 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.

A well-maintained inground pool is surrounded by a stone patio, featuring two lounge chairs positioned nearby. Lush green trees offer a natural backdrop, while a shaded area and stairs provide access to an upper deck. A tranquil setting is enhanced by garden accents.

4.83 out of 5 average rating, 157 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.

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

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, 26 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.

4.63 out of 5 average rating, 16 reviews

Modern guest suite

4.85 out of 5 average rating, 73 reviews

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.

Home in Milton

Modern brand new 1BR suite: access Niagara/Toronto

4.89 out of 5 average rating, 19 reviews

Discover our new apartment in the Heart of Milton

4.87 out of 5 average rating, 38 reviews

A wooden garbage shed with a rustic appearance is shown, featuring a corrugated metal roof. The doors are secured with sturdy latches, and the surrounding area is lush with grass and greenery, providing a natural backdrop.

Guest suite in Milton

Cozy & bright in-law apartment w. separate entry

4.94 out of 5 average rating, 32 reviews

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

Spacious 2 BR apartment | Glen Eden Ski

Superhost

The modern kitchen is equipped with sleek stainless steel appliances, including a refrigerator, stove, and microwave. A light-colored countertop contrasts with white cabinetry. A small seating area is visible with a potted plant and a cozy throw draped over the couch, inviting relaxation.

4.8 out of 5 average rating, 44 reviews

Condo style Basement Apartment