Guest house holiday rentals in Milton

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.

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JANUARY 13-FEBRUARY 5 FEBRUARY 8-28 MARCH 1-31 APRIL 1-30 MAY 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. Views from the cottage include: Lake & orchards.

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

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

Dancing Fields on Tintern

Opened in august 2021, this Country setting loft in wine country - is surrounded by fields and close to local scenic Ball's Falls and golf courses. Minutes from numerous wineries and 5 minute drive from the Bench. converted dance studio this unique space is created with timeless features with touches of modern charm. Perfect for long week get away, 1 hour away from the Toronto city life, 25 minutes from Niagara falls 35 minutes from Niagara on the Lake - 1 hour from the US border (Buffalo)

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 - perfect for traveling couples or solo professionals looking for a quiet stay. We’re tucked away on a peaceful cul-de-sac, but still right in the middle of everything. Acoustically treated for a quiet, 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.

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

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 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. (Signed waiver required for sauna use)

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.