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Guesthouse vacation rentals in Milton

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Milton guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Port Colborne
4.99 out of 5 average rating, 166 reviews

The Loft Suite Niagara's South Coast Guest House

LianneRating, 5 stars9 months ago
We had the most relaxing time at this loft, it’s truly very beautiful. The balcony was a fantastic addition for private outside space which we used lots. The apartment was very well equipped for all holiday needs. We found it useful to hire a car so that we could explore the wider surroundings more easily. Beverly and Scott were perfect hosts - available but not at all overbearing. We would highly recommend staying at this apartment.
Top guest favorite
Guesthouse in St. Catharines
4.99 out of 5 average rating, 422 reviews

Private Estate Coachhouse + Hot Tub near NOTL!

KarlRating, 5 stars2 weeks ago
Carl & Sherrie are wonderful hosts, and their coach house is the most amazing Airbnb that we have had the pleasure to call home away from home! We stayed for three nights, but could have easily enjoyed this place for a month. It’s cozy, beautiful, peaceful & was such a great launching point for all we did in Niagara Falls, Niagara on the Lake, and horseback riding out in the country. They really put quality workmanship into the bright kitchen, the glistening bathroom and cool shower, and the private courtyard and hot tub is all that they described! No surprise that this is rated a Guest Favorite.
Guest favorite
Guesthouse in Schomberg
4.93 out of 5 average rating, 435 reviews

Country Cabin Escape | King Bed | Pet Friendly

DeborahRating, 5 stars1 week ago
Amazing perfect location peaceful serene clean location was close to all amenities via your own transportation. Definitely will be come back here next time I travel this way. Enjoyed our stay!
Guest favorite
Guesthouse in Waterford
4.78 out of 5 average rating, 85 reviews

14 acre forest paradise Upscale Loft with Pool

StevenRating, 5 stars7 months ago
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.
Guest favorite
Guesthouse in Niagara-on-the-Lake
4.92 out of 5 average rating, 319 reviews

On the Vineyard @ 1068, Niagara on the Lake

AislingRating, 5 stars2 days ago
Myself and two friends did a girls weekend in NOL and Lisa's place was perfect for it. The house was clean, bright and very comfortable. It's location to the wineries was perfect for it. I would definitely stay here again.
Guest favorite
Guesthouse in Trinity-Bellwoods
4.92 out of 5 average rating, 155 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

LizRating, 5 stars3 days ago
Absolutely amazing place Amanda has, the location right next to Bellwoods park is just perfect for those warm evenings. Amanda was an amazing host who gave some really good recommendations for what to do in the Toronto area. Will definitely book again when i’m back in Toronto!
Top guest favorite
Guesthouse in Toronto
4.93 out of 5 average rating, 313 reviews

Free Parking 2BD Queen St. East

MitchRating, 5 stars1 month ago
I had a truly wonderful stay at Branko, Milan, and Bissa’s place, conveniently located in the east end of Toronto. From the moment I arrived, Bissa and Milan made me feel incredibly welcome—like part of the family! They were a joy to chat with whenever our paths crossed, and Branko was always quick and helpful with any questions before and during my stay. The hosts live in the main and basement floors and the second and third floors, accessed through a private entrance, offered more space than expected. It was peaceful, quiet, and perfect for rest after long days. Decorated with plenty of interesting artwork for all tastes. The dedicated parking spot was a huge plus, and I appreciated the hot showers, cozy bedding, soft towels, and fully equipped kitchen and bathroom—everything I needed for a 6-week stay. I’m already looking forward to my next project in Toronto, as their place is high on my list. I would absolutely stay again!
Superhost
Guesthouse in Bronte
4.6 out of 5 average rating, 10 reviews

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

JulieRating, 5 stars4 months ago
A truly intimate and comfortable internet spot perfect for a vacation

Guest house rentals with a patio

Guest favorite
Guesthouse in Erin Mills
4.95 out of 5 average rating, 101 reviews

Cozy & stylish basement apartment in Mississauga

AnneRating, 5 stars3 weeks ago
Very reasonable price. Park across the street and a good ice cream shop within 10 minute walk.
Guest favorite
Guesthouse in Normanhurst
4.95 out of 5 average rating, 110 reviews

Hollis Haven

LuisRating, 5 stars2 days ago
Great to be back. Second year in a row that we stay with Ron and we felt welcome. Great space, great kitchen with utensils and everything that you need to make a meal, spacious room and living area in addition to having a nice bathroom with plenty of towels and the necessary toiletries. The hot tub is always enjoyable, plus having plenty of seats outside in case you want to get some fresh air. We throughly enjoyed our stay and will definitely be back soon.
Superhost
Guesthouse in Mississauga
4.8 out of 5 average rating, 51 reviews

Lovely & Cozy Apartment lots of natural light

MaherRating, 5 stars5 months ago
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
Guest favorite
Guesthouse in Lincoln
4.95 out of 5 average rating, 124 reviews

Loft in Jordan: private balcony, close to wineries

RachelRating, 5 stars1 week ago
Wonderful! Super cute and clean loved it thank you so much!! :)
Top guest favorite
Guesthouse in Fergus
5 out of 5 average rating, 20 reviews

Millcreek Riverfront Retreat Elora/Fergus

ShaunaRating, 5 stars1 month ago
This was a truly serene and tranquil place. Close to town. The walkway with the running water was beautiful and it was great to have my morning coffee while sitting on the porch looking over the river.
Guest favorite
Guesthouse in Hamilton
4.96 out of 5 average rating, 26 reviews

Country Retreat

CiaraRating, 5 stars1 month ago
We had a very lovely stay! The property was perfect for our get away!
Guest favorite
Guesthouse in St. Jacobs
4.98 out of 5 average rating, 50 reviews

St.Jacobs Oasis Retreat Hot Tub, Sauna,cold plunge

JessicaRating, 5 stars4 days ago
This listing was great. Christine was a very responsive host. We had a question about the property and she addressed it very quickly. The guest suite was spotless and very tastefully furnished. The linens and bed were so comfortable. We were able to cook a nice meal in the kitchen, and it had everything we needed. The outdoor space was private and cozy. Had a lovely fire pit for our use. The stay was brief, but lovely. Would recommend for a stay in the area.
Top guest favorite
Guesthouse in Hamilton
5 out of 5 average rating, 59 reviews

Headwater Haven | 2 King-Beds

MaxRating, 5 stars1 week ago
Unfortunately, our trip was cancelled due to an Air Canada travel disaster. Thus, we never had the opportunity to stay at this Airbnb, so I cannot speak to the actual physical location. However, I can speak to how responsive and understanding Nicole was. Her response time was immediate and they were extremely flexible through the whole process. I anticipate we would have been well taken care of, and our stay would have been perfect had we had the chance to make it to Canada.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Kitchener
5 out of 5 average rating, 44 reviews

Calm, Clean and Convenient

SeanRating, 5 stars3 days ago
This is our second time staying at Roseanne's place-and once once again everything was great. We do make regular trips back to KW for work-and this is definately a great place for not only our work stays-but for anything we need to do. Highly Recommend.
Guest favorite
Guesthouse in Mississauga
4.83 out of 5 average rating, 41 reviews

Incredible summer2025 sale Lux. fully private unit

prabhaRating, 5 stars1 month ago
I had a wonderful stay at Zeinab’s place! He was absolutely great—very responsive, and made sure everything was in place. The home was proper and exactly as expected displayed in the pictures.There were no issues at all, and I really appreciated the peaceful, disturbance-free environment. It was a smooth and comfortable experience from start to finish. Highly recommend!
Guest favorite
Guesthouse in Niagara Falls
4.93 out of 5 average rating, 114 reviews

Location! Explore the Falls & Attractions

CrystalRating, 5 stars2 weeks ago
Cindy was a great host! very responsive to my questions which I appreciate. The place was very clean and cozy! Really enjoyed our stay as we were there for a trade show. Thank you again and we'll be back!
Guest favorite
Guesthouse in Brantford
4.86 out of 5 average rating, 56 reviews

Langford Guesthouse

BrigitteRating, 5 stars2 days ago
Beautiful little farm house between Brantford and Ancaster with easy access to the bike trails that start just a few kms down the road! The house was clean and had everything we needed for the weekend! The pullout bed even had an extra foam mattress for extra comfort! 10/10 recommend this Airbnb!!
Guest favorite
Guesthouse in Oakville
4.86 out of 5 average rating, 51 reviews

Spacious Basement Apartment

SaeedRating, 5 stars4 months ago
We had an amazing one-month stay at this Airbnb! The house was clean, comfortable, and had everything we needed. But what truly made our experience special was the host. They were incredibly kind, helpful, and always available. Their hospitality made us feel so welcome and at home. We really appreciate everything they did for us and highly recommend this place to anyone looking for a great stay!
Superhost
Guesthouse in Doon South
4.68 out of 5 average rating, 19 reviews

Designer 1B or 2B + Office - Walkout by Pond

CyndiRating, 5 stars1 week ago
We had a great stay at Maira's. Her home was beautifully decorated and very comfortable. The kitchen was well laid out with everything you need and it was great to have a full size fridge. The beds and linens were great - beautiful pillows and throws. It was the perfect place for the 4 of us to stay so that we could attend a family wedding while visiting from Nova Scotia. We would stay again and highly recommend.
Top guest favorite
Guesthouse in Guelph
5 out of 5 average rating, 44 reviews

Private,Modern South End 1 Bedroom Basement suite.

JessieRating, 5 stars1 day ago
Fida was a lovely host, very friendly and was able to accommodate an early check in which I really needed and appreciated. The space is ample, the kitchen is very well stocked, complimentary tea/coffee and goodies. The apartment is spotlessly clean, and Fida has taken a lot of care with the details making the stay really easy and enjoyable.
Guest favorite
Guesthouse in Richmond Hill
4.89 out of 5 average rating, 107 reviews

Entire rental unit Richmond Hill

MaryRating, 5 stars5 days ago
We really enjoyed our stay—the location was perfect! It was quiet and safe, yet just a short walk to busy Yonge Street, where you’ll find a great variety of restaurants, cafés, and supermarkets. Saeid was a wonderful and friendly host who welcomed us in person, which we really appreciated. The place was clean and had everything we needed for a comfortable stay. I was initially concerned about it being a basement unit and possibly hearing noise from the host upstairs, but the family was very quiet and respectful, so it was never an issue. We truly enjoyed our time here and would definitely stay again if we’re in Toronto!

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

Destinations to explore