
Guesthouse vacation rentals in Milton
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Top-rated guesthouse rentals in Milton
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Guesthouse on Lake Ontario Niagara
Please mark this listing as a favourite. Unwind at our cozy guest house. Enjoy the direct waterfront views from the living room, bedroom and private Muskoka chairs. We are located along the shore of Lake Ontario amongst the fruit belt of the Niagara region. vineyards, peach, nectarine and plum trees. Shops, Restaurants, and Award Winning Wineries. FREE TESLA charger 🔌 on-site. Free bottle of wine Direct Lakefront OPEN TIMESLOTS FEBRUARY 13 (today) 1 night/2 days APRIL 1-30, 2026 MAY 1-31, 202

A bright & stylish urban studio
Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

Little Blue Barn on the Bench
Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Newly renovated, homely 2 bedroom suite
Welcome to our homey secondary suite with big windows and lots of natural light. Our freshly renovated suite of 900 sqft is ideal for a family or friends visiting Hamilton. The open concept is ideal for staying in or using it for evening purposes. Make your stay the most comfortable and fun with our eye-catching suite. Enjoy nearby restaurants, movie theater, golf clubs, parks, conservation areas. We can't wait to welcome you soon. Free street parking right in front of the house at all time

Headwater Haven | 2 King-Beds
Experience luxury and tranquility just outside Dundas! Situated minutes from local golf courses, waterfalls, trails, biking routes and the Dundas Valley Conservation Area. This 2-bedroom sanctuary features King-sized beds, boasts 12-Ft ceilings and an indoor fireplace, offering elegance and comfort. Enjoy the spa-like bathroom with its heated floor, large tiled shower and dual rainfall showerheads. Unwind in the cozy living area or step outside to the patio and make memories by the campfire.

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.

Zorro Guest Suite • Private, Cozy & Central
Welcome to our modern, cozy guest suite with your own private entrance—ideal for traveling couples or solo professionals looking for a quiet, comfortable stay. We’re tucked away on a peaceful cul-de-sac, yet still close to everything. Acoustically treated to ensure absolute privacy and a restful night’s sleep. HIGHLIGHTS • 15/20 mins to YYZ & 5 mins to Square 1 shopping. • 30 mins to Toronto & 1 HR to Niagara Falls. • Garden views from inside & outdoors. • 1 driveway parking spot.

Sweet Studio Cottage Cozy Fireplace Backyard Haven
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Newly renovated & contemporary 2 Bdrm Basement Apt
Welcome to our newly renovated spacious 2 bedroom, 1 bathroom basement apartment with a full kitchen. Unlimited and strong high-speed Wi-Fi. We have a flat screen TV with Google Chromecast so that you can view and stream from your smartphone/laptop. Close to LCBO (5 minute walk), NoFrills (5 minute walk) and Pearson Airport (15-20 mins drive). The property is located in the borderline between Brampton and Mississauga on the intersection of Steeles Avenue & Mavis Road.

The Captain's Cottage at Willow Pond
You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Private, sunny cottage steps from downtown Guelph
Our private cottage is steps from downtown Guelph. The cottage is complete with a kitchenette and a bathroom with a large shower. The cottage is a separate building located in our back garden.You access the cottage along the driveway and stone pathway through the back garden. There is free wireless Internet along with Rogers Ignite TV and Netflix. The living room is spacious and there is one bedroom with a king- sized bed.

Independent Suite Near Airport 4 Guests 2 Qn. Beds
Escape to our serene suite, perfect for 2-4 guests with two queen beds, a private ensuite bathroom, and a kitchenette (no stove). Unwind with a Smart TV for leisure. Excellently located between Niagara Falls, London, Waterloo and Toronto, close to Hamilton Airport, Limeridge Mall, and various attractions. Enjoy Hamilton's famous waterfalls, trails, gardens, and museums. Ideal for travelers seeking comfort and convenience.
Popular amenities for Milton guesthouse rentals
Family-friendly guest house rentals

The Coach House on Broadway

Heart of Mississauga, Cozy and Bright Apartment

Entire 2 bed boutique basement suite - near parks

Private Coach House near the Bluffs

Peaceful and Cozy High Park Laneway Studio

Lakeshore Loft-quiet and comfortable 1 bedroom apt

New custom built private unit, full modern home

Pleasant stay Mississauga
Guest house rentals with a patio

Country Guesthouse~ Farm

Millcreek Riverfront Retreat Elora/Fergus

Cottage Vibe Private Guesthouse @ Queen West

Rustic Zen Garden cottage with deck for Yoga $99

Private Pool House near UoG

Studio Blue, tiny home retreat

Island Lake Guest House

Melville Guesthouse
Guest house rentals with a washer and dryer

Stay in Milton By 401 | Easy to Toronto & Airport

Private & Detached Downtown Brampton Garden Suite

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

Cozy Private 1-Bedroom Suite | Entire Apartment

Downtown - 1 Bedroom Home Upper unit of house

Spacious + Modern Guest House

Detached 450 sf cottage
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$14,425 GYD | G$14,634 GYD | G$12,962 GYD | G$13,798 GYD | G$14,843 GYD | G$15,679 GYD | G$17,561 GYD | G$17,979 GYD | G$16,934 GYD | G$15,888 GYD | G$16,098 GYD | G$15,261 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 |
Quick stats about guesthouse rentals in Milton

Total vacation rentals
Explore 20 vacation rentals in Milton

Nightly prices starting at
Milton vacation rentals start at G$10,453 GYD per night before taxes and fees

Verified guest reviews
Over 650 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Downsview Park
- Christie Pits Park
- Royal Ontario Museum




