
Guesthouse vacation rentals in Milton
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Top-rated guesthouse rentals in Milton
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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.

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.

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.

Guesthouse on Lake Ontario Niagara
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 NOVEMBER 28 open now NOVEMBER 28-30 DECEMBER 1-7 APRIL 1-30, 2026 MAY 1-31, 2026 JUNE 1-30, 2026

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.

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.

Zorro Guest Suite • Private, Cozy & Central
Modern and cozy attached guest suite w/ private entrance. Ideal for traveling couples or a solo professional. On a quiet cul-de-sac, 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. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

Charming Garden Guest House with Modern Comforts
Take it easy at this unique and tranquil getaway and enjoy a delightful stay in a separate studio garden suite for your Brantford trip. The guest house is equipped with AC, heating, and WIFI to make your stay comfortable. Our guest house is less than five minutes away from Hwy access, restaurants, bars, parks, and the Wayne Gretzky Sports Center. A great location for you to discover Brantford the best way. We look forward to hosting you!

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.

Private coach house with steam sauna
Discover Morwick Lane — a boutique retreat steps from vibrant Locke Street. This restored coach house offers heated floors, a sleek fireplace, and a Scandinavian sauna wrapped in cedar and stone. Unwind by the outdoor fire under the stars. Designed for couples seeking romance, wellness, and a touch of luxury, Morwick Lane invites you to escape the ordinary and indulge in something unforgettable.

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 guesthouse rentals
Family-friendly guest house rentals

Millcreek Riverfront Retreat Elora/Fergus

DUNDaS my Love! Studio with Parking!

Adorable, modern tiny home in Leslieville

Langford Guesthouse

New custom built private unit, full modern home

Studio Blue, tiny home retreat

Central Hamilton | 2 Queen Beds | Free Parking

Cozy 2 Bedroom Guest Suite in Aurora
Guest house rentals with a patio

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Luxury 1BD Suite/A+ Location!

Boutique Rustic Zen Cottage.quaint, private. $99

Spacious guesthouse just 4 you!

Downtown Toronto Urban Retreat!

Cozy Guesthouse Heart of RichmondHill Bayview

Headwater Haven | 2 King-Beds
Guest house rentals with a washer and dryer

Milton Stay Near 401 | Toronto Airport 25 Minutes

Private & Detached Downtown Brampton Garden Suite

Self Contained Luxury Studio Coach House

Bright and Airy Guest Suite with Pool

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!

Downtown - 1 Bedroom Home Upper unit of house

A bright & stylish urban studio
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 R682Â ZAR per night before taxes and fees

Verified guest reviews
Over 620 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

4.7 Average rating
Milton stays receive an average rating of 4.7 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Rouge National Urban Park
- Christie Pits Park
- Toronto City Hall
- Royal Ontario Museum
- Victoria Park




