
Guesthouse vacation rentals in Milton
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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 ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 570 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!
Top-rated guesthouse rentals in Milton
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Treehouse in the forest
Treehouse in the Forest is the perfect getaway. Like living at a cottage, minutes away from the city. This place is fully equipped with 2 bedrooms, own kitchenete, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. 10 Minutes to 401. This guesthouse is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.
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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.
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Guesthouse on Lake Ontario Niagara
Please mark this listing as a favourite to get notifications of last minute deals. 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 🔌 Direct Lakefront OPEN TIMESLOTS Check in August 3 check out August 5 which is today
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Melville Guesthouse
Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.
LocationFamilyLaundry

Sweet Studio ~ Spacious Yard ~ Nature Haven ~ AC
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 one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.
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Boutique coach house with Scandinavian Steam Sauna
Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.
ValueFamilySleep quality

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”
FamilyValueQuiet

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.
LocationFamilyCheckout

Carriage House - Elora
Discover a piece of history in Elora, Ontario. This beautiful stone, board & batten private 1-bedroom building was the former carriage house, and is nestled at the rear of the Postmaster's yard. Enjoy the spacious king bed, fireplace, and beautiful garden oasis. Only a 10-minute walk to the downtown. The yard and parking is shared with the Postmaster's House - nothing else is shared! *Please note: the interior space-saving staircase is steep and may not be suitable for all guests*
LocationFamilySleep quality

Country Getaway Guest Loft Sleeps 5 people
Relax in this peaceful 2 bedroom 2-bed place in a country setting. Located a few minutes south of Guelph with easy access to the 401. Pearson Airport, Hamilton, Milton, Mississauga, and Kitchener Waterloo are all within 35 minutes. Stroll down the country lane or a nearby trail. Check out a local restaurant – Bistro Reunion, The Danish Place, Change of Pace, Sleemans Brewery, or figure out who did it at the Aberfoyle Mill murder mystery dinner - all within 15 minutes!
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The Clayhill Bunkie
Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.
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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.
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Popular amenities for Milton guesthouse rentals
Family-friendly guest house rentals

The Blue Lagoon | Pool & Coastal Tinyhome
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Bright and Airy Guest Suite with Pool
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Hamilton Beach Guesthouse with guest Kayaks
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Entire 1 Bedroom Detached Coach House
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Detached 450 sf cottage
LocationFamilyLong stay

House on the Hill
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Charming Garden Guest House with Modern Comforts
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Private Coach House near the Bluffs
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Guest house rentals with a patio

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC
ValueFamilyAir conditioning

Cottage Vibe Private Guesthouse @ Queen West
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Private Guest Suite in Hiker's paradise.
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Millcreek Riverfront Retreat Elora/Fergus
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Country Villa Fergus Elora
LocationHospitalityCondition

Junction Private Laneway Suite with Backyard
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Country Guesthouse~ Farm
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Cozy Private Garden Suite in Hamilton Mountain
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Guest house rentals with a washer and dryer

Langford Guesthouse
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2 bedroom Guest house in North of Toronto
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Downtown - 1 Bedroom Home Upper unit of house
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Cozy 2-Bedroom Basement Apt with Private Entrance
LocationFamilyLaundry

Your Cozy Milton Retreat!
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Guesthouse in Milton
LocationAmenitiesParking

Stay in Milton By 401 | Toronto Airport 25 Minutes
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Spacious + Modern Guest House
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When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 264 | ﺩ.ﺇ 268 | ﺩ.ﺇ 264 | ﺩ.ﺇ 294 | ﺩ.ﺇ 297 | ﺩ.ﺇ 297 | ﺩ.ﺇ 308 | ﺩ.ﺇ 316 | ﺩ.ﺇ 297 | ﺩ.ﺇ 279 | ﺩ.ﺇ 283 | ﺩ.ﺇ 268 |
| 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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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Niagara Falls
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Casa Loma
- Trinity Bellwoods Park
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum
- The International Centre
- Dufferin Grove Park
- Brock University





