
House vacation rentals in Milton
Find and book unique houses on Airbnb
Quick stats about house rentals in Milton

Total vacation rentals
Explore 640 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 12,230 verified reviews to help you choose

Family-friendly vacation rentals
290 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
380 properties have a dedicated workspace

Wi-Fi availability
640 of Milton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Milton rentals

4.8 Average rating
Milton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Milton
Guests agree: these houses are highly rated for location, cleanliness, and more.

Lakehouse on the Vineyard in Lincoln-Beamsville!
Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

California Chic +Breathe +Unwind +Restore
Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

Stylish Modern Luxury Stay
Welcome to your stylish modern luxury retreat! This beautifully designed suite offers a private entrance and free parking. Step inside to a sleek, open-concept space featuring: ✅ Kitchenette + Complimentary coffee & tea ✅ High-speed WiFi, Workspace & Smart TV for entertainment ✅ Cozy living room with a plush sofa bed ✅ Modern bathroom with a refreshing shower Book now for a relaxing, high-end getaway with easy access to local attractions and a short drive away from some incredible views!

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Quiet Vaughan Retreat near Wonderland & Hwy 400
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

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!

"Cottage Home On The River" 1 Bedroom
Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Stylish Modern 2 bedroom house across from Beach
Beautifully renovated one floor 2 bedroom modern House across from the beach. Open concept through out dinning room, living room and large gourmet chefs kitchen with seating along island. The bathroom is very large with double sinks and oversized shower. The Master Bedroom is a nice retreat after a long day at the beach or work. King Size bed, luxurious bedding/Smart TV and a work station. The second bedroom is very cozy with a Double bed. BBQ/laundry/keruig/parking and more!

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!

Modern Basement Apt. w/ King Bed
Welcome to our luxurious and contemporary basement apartment, a true urban retreat that will exceed your expectations. Nestled in a vibrant neighborhood, this stunning two-bedroom, two-bathroom haven is the perfect choice for discerning travelers seeking both style and comfort. With a plethora of top-notch amenities, including high-speed internet, on-site parking, and convenient laundry facilities, your stay with us promises to be truly exceptional.

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Spacious, Pet Friendly Basement Apartment
Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.
Popular amenities for Milton house rentals
House rentals with a pool

3 bedroom home close to downtown with Pool!

Modern Luxury House w/EV Charger & Heated Pool

The Bayfront - Harbour Views + Private Pool!

Brant Paradise. Where luxury meets country charm.

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

Victorian Charm – Prime FIFA Base in King West

Tranquil Estate Retreat | Pool, Pond on 3 Acres

Cozy Country Spring Getaway | HotTub + Fire Pit
Weekly house rentals

Spacious 3Br Basement Oasis via garage entry

Clean & Beautiful Home

All Season House

Bright 5BR Family Escape | Cozy Main Floor Suite

Dazzling 3BR Near Lakeshore: FIFA World Cup

CozylPrivate Entrance|5 min to Ski Hill|Parking

Unwind in Milton~Bright, Clean & Peaceful 4BR Stay

Family 6 Bdrms Home to enjoy
Private house rentals

Stonewell Farm Guest House

Stunning Luxury Home

2,800 Sq Ft Oakville Executive Home | 4BR 4BA

Modern brand new 1BR suite: access Niagara/Toronto

Oakville Oasis

8 Acre Retreat | 8 min Fr TPC | Golf Hike Hot Tub

Charming retreat with lake view

Large 3Bbd 2.5Bath, GYM/2 Parking Spots/ East York
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,891 GYD | G$15,891 GYD | G$15,682 GYD | G$15,263 GYD | G$16,100 GYD | G$16,727 GYD | G$17,773 GYD | G$18,609 GYD | G$17,354 GYD | G$15,891 GYD | G$15,473 GYD | G$16,309 GYD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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- Fitness-friendly rentals Milton
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- Rentals with a hot tub Milton
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- Family-friendly rentals Milton
- Smoking-friendly rentals Milton
- Rentals with pools Milton
- Rentals with a patio Milton
- Pet-friendly rentals Milton
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- Rentals with a washer and dryer Milton
- Rentals with an EV charger Milton
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- Rentals with a fire pit Milton
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls
- Casa Loma
- Wilfrid Laurier University
- Massey Hall
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Yorkdale Shopping Centre





