
Guest house holiday rentals in Milton
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Top-rated guest house rentals in Milton
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Self Contained Luxury Studio Coach House
Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

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.

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS NOVEMBER 28-30 open tonight (2 nights/3 days) 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:

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.

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.
Popular amenities for guest house rentals in Milton
Family-friendly guest house rentals

Cozy 2 Bedroom Peacful Family Getaway!

Executive Suite close to Mac

Luxury two Bedroom Basement Suite

2 bedroom Guest house in North of Toronto

DUNDaS my Love! Studio with Parking!

Adorable, modern tiny home in Leslieville

Langford Guesthouse

New custom built private unit, full modern home
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 washing machine and dryer

Milton Stay Near 401 | Toronto Airport 25 Minutes

Private & Detached Downtown Brampton Garden Suite

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

Spacious + Modern Guest House
Quick stats about guest house rentals in Milton

Total holiday rentals
Explore 20 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at € 34 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

Wifi availability
20 of Milton holiday rentals include wifi 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
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Guest house rentals Regional Municipality of Halton
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- Guest house rentals Canada
- 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




