
Guesthouse vacation rentals in Milton
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Top-rated guesthouses in Milton
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Milton guesthouses
Family-friendly guesthouses

Private Guesthouse with Sauna
It was an amazing stay. The location was quiet and peaceful yet close to everything I needed. The bed was truly, amazingly comfortable! Shelley was a gracious, friendly and helpful host.

Private Estate Coachhouse + Hot Tub near NOTL!
Fantastic place to explore nearby wineries. Great host. We would definitely come back.

friendly house
Very friendly, even helped me find my keys. I will stay there again.

The Carriage House @ Mingle Hill
I am an owner of a B&B and this spot is the best place I’ve stayed. Emily and Randy are phenomenal hosts!!! The space has everything you could think of including a first aid kit and Tylenol which comes in handy in wine country. The down pillows were very comfy and so was the bed. The bathroom area has a heat lamp to keep you extra warm after a shower. The place has beautiful curated antiques and lovely lavender products from the lavender farm. The farm fresh eggs and bacon add to the whole experience. The hosts have a beautiful store that sells amazing lavender products from their farm. We walked the grounds also which were very a great example of all of Emily’s and Randy’s hard work!

14 acre forest paradise Upscale Loft with Pool
The place was very nice, quite & peaceful area, walking trail on the property, surrounded by nature. It was very enjoyable for the time that was spent there. Very nice hosts. Would definitely rent again.

Cozy & Bright Private Suite in Trinity Bellwoods
A wonderful stay away from home! For being such a central and bustling neighbourhood, Amanda’s spot was extremely quiet and private which was just what we needed. Thanks for everything!

Cozy Rustic Cabin in Wine Country
We had a great stay here, it was nice an peaceful and the surroundings were beautiful even in the colder months(mid November). Location was exactly what we wanted, very peaceful and literally right beside the Bruce trail and a wonderful vineyard. The host Joe was responsive to Al questions and our stay was exactly as advertised.

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*
A truly intimate and comfortable internet spot perfect for a vacation
Guesthouses with a patio

Lovely & Cozy Apartment lots of natural light
the place was super comfortable. looked exactly like the pictures. i loved the quality of the furniture, the bed and the couch were very comfortable, and the garden with the view was very peaceful. will come back again

Loft in Jordan: private balcony, close to wineries
The house is in a great location near the highway interchange. It looks modern and stylish, with a clean and thoughtfully designed interior. The space is a good size, aesthetically pleasing, and well-equipped with attention to small details. It had everything we needed, including towels, napkins, shampoo, and more. Michelle provided crystal-clear instructions and was highly responsive. I definitely recommend this place.

Millcreek Riverfront Retreat Elora/Fergus
Amy was a great host. The place was very clean when we arrived and even with a snow storm all the paths were kept clear. Everything was fantastic. I would definitely stay here again.

Luxurious Apartment overlooking Ravin & Pool
I had a great stay at Farah's place! The unit was clean and looked exactly like the photos. The host was very friendly and responsive. I would visit again!

Country Retreat
Beautiful spot! And wonderful hosts! I had a small home emergency and needed an urgent place to stay. Anna was able to accommodate an early check in which was so appreciated!! Very peaceful and cozy space! Highly recommend.

Mid-century modern pool house
Shawn's airbnb was spectacular. He is such a friendly, responsive & accomodating host. The space itself is extremely unique. We appreciated the pool, the games outside, the fire pit, the scenery and general ambience. We truly enjoyed our stay. Shawns hosting & the space itself represents an overall exceptional experience. Thank you for hosting us. We will be back forsure!

Zen Rustic Garden cottage priv.entrance Yoga deck
We had a cozy and romantic one-night getaway at Marlene's rustic zen garden house. It is b e a u t i f u l ! Very clean, excellent amenities. Our host even included treats and a bottle of wine - super thoughtful. Thanks again for having us!

Garden Home
Beautiful Air Bnb. We have stayed there several times. It has always been very clean and easy to access. Kurtis is very pro active sending the access code and details about check in. He has also been very accommodating to requests we have made to change our dates. Highly recommend. We will be back.
Guesthouse rentals with a washer and dryer

2 bedroom Guest house in North of Toronto
Felt right at home, would not hesitate to book again

Luxury Fully Renovated Guest House - fully private
Ahmad is a great host, very helpful, he brought us welcome fruits, always willing to help. The house is very cozy, we felt at home, the bed is super comfortable, I recommend this accommodation 100%, I will definitely come back if I need to.

The Lexington Loft - A Modern & Industrial BNB
We enjoyed our stay at Lexington. We would definitely stay there again if we are ever back in Waterloo. Thank you for sharing your home.

"Modern Urban Studio Retreat"
Very clean, excellent host, awesome restaurants in the neighborhood, would highly recommend!

Cozy guest unit
excellent hosts, very cooperative and super friendly....the basement was exactly as shown in the pictures....had a great stay here...would definitely be my 1st choice for any future Mississauga stays.

Legal 2-Bedroom Basement Apartment
Wendy was very responsive, friendly and accommodating. A cozy and pleasant spot in a very convenient part of town. Would happily stay here again. Thank you!

Cozy Suite, private kitchen/bath/parking basement
We spent a week here while in town for a Basketball Tournament at York University. It was a great place to stay - clean, comfortable, quiet! Walking distance to grocery, shopping and the University. Our only complaint was that the AC is central so sometimes it wasn't quite as cool in our unit as we would have kept it....BUT, we just opened the windows for a little fresh cool air in the mornings/evenings when it was an issue. Soulmaz was a great communicator and adjusted if we asked as well. All in all I would definitely recommend this listing 😊

Charming Cozy Studio w/ Private Entrance & Parking
Really enjoyed my stay, clean and friendly service. Woyld definitely book here again.
Quick stats about guesthouse rentals in Milton
Total rentals
20 properties
Total number of reviews
500 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Toronto Premium Outlets, Kelso Conservation Area, and Glen Eden
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Metro Toronto Convention Centre
- Exhibition Place
- Massey Hall
- Toronto Zoo
- Whistle Bear Golf Club
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Yonge-Dundas Square
- Harbourfront Centre
- TPC Toronto at Osprey Valley
- Trinity Bellwoods Park
- Royal Ontario Museum
- BMO Field
- Hockley Valley Resort - Golf, Spa and Ski
- Royal Alexandra Theatre
- Bayfront Park