
Guesthouse holiday rentals in Milton
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Top-rated Guesthouses in Milton
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

Balcony House with Separate Entrance,free Parking
Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

Detached 450 sf cottage
Private detached cottage located in the hamlet of Campden in Niagara's wine country. The cottage has one Queen bed located in a bedroom separated from the main area by a curtain and also one pull-out sofa located in the living area. Located on top of the Beamsville Bench minutes from Jordan Village & Balls Falls. Drive, bike, or walk to wineries such as Vineland Estates (2.6 km), Vienni (1.3 km), Tawse (2.6 km) & many others. Approximately a 30 minute drive to NOTL wineries and Niagara Falls.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS OCTOBER 19-30 NOVEMBER 1-30 DECEMBER 1-31 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage include peaches, vineyards and orchards.

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.

Private Guesthouse in Jordan
Centrally located among Niagara’s fruit farms and wineries is our private loft. Our loft is a large open concept space that offers a cozy haven, blending modern comfort with local charm. Relax with a morning coffee on the balcony that overlooks the harbour estates vineyard or enjoy a nightcap while watching the sun set. Perfect for solo travellers or couples seeking a serene escape. 5 min drive to Charles Daily Beach Down the road to Pearl Morisette Restaurant 20 min to Niagara Falls.

Beautiful Studio Guelph ~ Secluded Urban Cottage
Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back patio. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Zorro Guest Suite • Central, Cozy & Private
Newly built cozy attached guest suite w/ private entrance. On a cul-de-sac in a quiet area, yet centrally located. Acoustically insulated for a quiet nights sleep. * 15/20 minutes to YYZ Airport & 5 minutes to Square One shopping center. * 30 minute drive to Toronto * 1 hr drive to Niagara Falls. * Ideal for traveling couples or a solo professional. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

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.

The Carriage House in the heart of Wine Country
Welcome to your relaxing escape on our organic flower and herb farm, nestled on the scenic Beamsville Bench. Unwind with a glass of local wine on your private deck, stroll through fragrant gardens, or explore the nearby Bruce Trail. Just minutes from 40+ wineries and top dining spots. Only 30 minutes to Niagara Falls and 45 to Niagara-on-the-Lake. A peaceful retreat perfect for nature lovers, wine enthusiasts, and romantic getaways.

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.

The Pines, charming retreat close to the highway
*Registered Short-Term Rental Business* Licensed Granted by the City of Brantford Your family will be close to everything when you stay at this centrally located place, seconds from the highway! Located on 3 acres in the city of Brantford. Private driveway four-vehicle parking. Lots of walking space & outdoor seating to take in the sun or just want privacy.
Popular amenities for Milton guesthouses
Family-Friendly guesthouses

Cozy Private Basement Bedroom with ensuite

Private Estate Coachhouse + Hot Tub near NOTL!

Luxury two Bedroom Basement Suite

Modern Charm: A Luxe 2 Bedroom

Chic&Cozy LL 2Bed 2Bath-Kitchenette l *Near LAKE*

Studio Blue, tiny home retreat

Central Hamilton | 2 Queen Beds | Free Parking

Melville Guesthouse
Guesthouses with a patio

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Zen Rustic Airbnb, Yoga deck, walking Trails$89

Spacious guesthouse just 4 you!

Cozy Guesthouse Heart of RichmondHill Bayview

Headwater Haven | 2 King-Beds

Island Lake Guest House

New Entire 1 Bedroom Coach House Apartment
Guest house rentals with a washing machine and dryer

Milton Stay Near 401 | Toronto Airport 25 Minutes!

Newly Constructed Downtown Brampton Garden Suite

Bright and Airy Guest Suite with Pool

Your Cozy Milton Retreat!

Cozy 2-Bedroom Suite Apartment style

A bright & stylish urban studio

Spacious + Modern Guest House

Cozy 2-Bedroom Basement Apt with Private Entrance
Quick stats about guesthouse rentals in Milton
Total rentals
20 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
620 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Toronto Zoo
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- Financial District
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- BMO Field
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- Massey Hall
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