Guesthouse holiday rentals in Whitby

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Whitby guesthouses

Family-Friendly guesthouses

Guest favourite
Private room in Little Portugal
4.95 out of 5 average rating, 40 reviews

Private Guesthouse with Sauna

JohnRating, 5 stars2 weeks ago
Everything in this carefully designed duplex coach house is just so. Unlocking the European-style tilt & turn outer door maybe a challenge at first, but it works well. Two large non-representational paintings are pleasing dashes of colour in the main studio bedroom. The loft sauna is very cleverly designed and easy to use. The passageway to access the backyard and the suite is as little as 22-inches wide at a couple of points, which may be difficult for some people and luggage to traverse. But it's worth the squeeze!
Private room in Markham
4.82 out of 5 average rating, 74 reviews

friendly house

TomRating, 5 stars64 months ago
Very friendly, even helped me find my keys. I will stay there again.
Guest favourite
Guesthouse in Trinity-Bellwoods
4.92 out of 5 average rating, 155 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

LizRating, 5 stars1 week 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 favourite
Guesthouse in Leslieville
4.93 out of 5 average rating, 314 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 Port Hope
4.92 out of 5 average rating, 64 reviews

haute goat farm | unique alpaca cabin

MelissaRating, 5 stars8 months ago
This farm is incredibly well maintained, the animals seem so happy, and doing the morning chores was not a chore at all - was an awesome, unique experience. The cabin was cozy and super clean, as were the shared washrooms. All staff and volunteers are welcoming, polite and helpful. Debbie herself was a delight! The Screaming Goat Cafe had great selection and the food was delicious! It was lovely to unwind, bond with the animals, and stargaze; and we're looking forward to returning next year to try out one of their Yomes [yurt+dome]!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Oshawa
4.93 out of 5 average rating, 14 reviews

The Farmhand’s Cottage

JacquelineRating, 5 stars1 month ago
We had a great few days here. There was so much eclectic decor, with some antiques mixed in that we noticed things we hadn't seen before even on the last day yet. However, it was clean. Sally and Russ were friendly and accomodating. We asked for permission to pick up our sister (in law) for lunch at the Air BnB and they were gracious to let us. The welcome package of snack foods and beakfast items was appreciated. It was a peaceful place.
Guest favourite
Guesthouse in East Danforth
4.94 out of 5 average rating, 35 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

GailRating, 5 stars1 month ago
Amazing oasis in the city. Nice to have a hot tub after a long day. I just loved every minute of my stay!!! There was ice cubes in the freezer and a great booklet with everything you need to know! Oh and a Kuerig machine for coffee. that's a nice touch.
Guest favourite
Guesthouse in CA
4.92 out of 5 average rating, 24 reviews

Adorable GH in beautiful Claremont/scenic view

StephanieRating, 5 stars1 month ago
What a wonderful place! They had everything I needed, and it was so lovely and charming. It really felt like home! Plus, it’s conveniently close to all the surrounding towns.
Top Guest favourite
Guesthouse in Port Perry
5 out of 5 average rating, 85 reviews

Lakeside Guest Suite, on Lake Scugog, Port Perry

AnureetpalRating, 5 stars1 week ago
We had a really good time, the place is spotless and very cozy. It’s accommodated with everything. The view is beautiful and peaceful. Lydia and Craig are very responsive, friendly and respectful. 10/10 experience and grateful for snacks/haply birthday sign/ carved gift during welcome.
Guesthouse in Parkdale
4.85 out of 5 average rating, 100 reviews

Cottage Vibe Private Guesthouse @ Queen West

JohnsonRating, 5 stars4 days ago
Amazing little place. Had me in love. Took a long look back before checking out. Had a great experience, no complaints. Hosts are accommodating, communicative and proactive. Even have a binder with plenty of usefull information about the unit and neighbourhood. Neighborhood was special, everything is in walking distance. Peaceful and quiet abode, nice park next door to even grab a morning coffee. Definitely a time I dont think any other airbnb could match, unparalleled.
Guest favourite
Guesthouse in North York
4.97 out of 5 average rating, 32 reviews

Luxury 1BD Suite/A+ Location!

DimitriRating, 5 stars3 weeks ago
Spotless, everything set up to make my stay as trouble free as possible. I especially liked the availability of travel toothbrushes, shaving foam, razors and assorted toiletries. Bright white towels were a nice touch as well. Welcome chocolates, chips and sweet crackers available also. As for the property, ideally located , quiet, beautiful garden with a number of lush green maple trees providing a memorable morning view. Assigned parking in front of the unit. One would be hard pressed to find better for the price in Toronto.
Guesthouse in Bowmanville
4.92 out of 5 average rating, 12 reviews

The Country Guest House

MelodieRating, 5 stars4 days ago
everything was great and bnb owners were amazing, friendly and super easy to contact. only complaint would be that bnb is literally in the home owners parking lot. the pictures on bnb site do not show this. Pictures make bnb look way more secluded. overall great stay
Superhost
Guesthouse in Midtown
4.91 out of 5 average rating, 22 reviews

Downtown Toronto Urban Retreat!

DerekRating, 5 stars1 month ago
It was a pleasant 3 month stay for me and my wife. Very quiet and scenic, and hosts (Jeff and Jessica) were very kind in accomodating to our needs. Highly recommend!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in North York
4.92 out of 5 average rating, 13 reviews

Private Unit Near Finch Stn with Parking

LydiaRating, 5 stars6 days ago
Lisa & Will were great hosts and their space made me and my partner feel right at home. The location is very convenient and within walking distance to transit and great local eateries. It is also located in a peaceful neighborhood so after a long day of exploring the city and attending events, it was a great place to return to and rest. The space was also spotless and had all the amenities listed. Thank you for hosting us!
Guest favourite
Guesthouse in Markham
4.87 out of 5 average rating, 53 reviews

2 bedroom Guest house in North of Toronto

HannahRating, 5 stars1 week ago
Samira is a great host - welcoming, hospitable and was available if needed. The apartment was really spacious, clean, tidy and comfortable. The kitchen had everything we needed and the beds were comfortable. It was a really nice space to come back to each night after a full day of conferencing. Highly recommend!
Superhost
Guesthouse in Richmond Hill
4.61 out of 5 average rating, 61 reviews

2 bedroom 2 bath cozy basement with2 parking

WeggonRating, 5 stars1 month ago
I had a great stay over the past two weeks. The place was clean, comfortable, and exactly as described. The host was responsive and made sure everything went smoothly during my visit. I would definitely recommend this Airbnb and would happily stay again.
Top Guest favourite
Guesthouse in Richmond Hill
4.96 out of 5 average rating, 83 reviews

"Modern Urban Studio Retreat"

TeresaRating, 5 stars4 days ago
Wonderful place to stay for my business event. The space had everything I needed and the little extras and personalization was a great touch. Everything was so clean and that is important to me. I'd stay at this place anytime. Great host and great spot.
Guest favourite
Guesthouse in Toronto
4.96 out of 5 average rating, 67 reviews

Newly Built, One-Bedroom Stylish Apartment

DavidRating, 5 stars10 months ago
We loved everything about staying at Laura’s. She was a great host and very responsive and attentive. We did not need for anything during our stay. We can’t wait to stay here again!
Guest favourite
Guesthouse in Markham
4.93 out of 5 average rating, 29 reviews

Chic & Cozy 1Bed Guest Suite

Shehzer KhanRating, 5 stars1 month ago
Had such a beautiful stay at this property! Shayan was incredibly nice and easy to communicate with, which made the whole experience even smoother. The property itself was very clean, well-maintained, and truly equipped with everything I needed. It’s a really lovely space—comfortable, thoughtfully set up, and in great condition. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay.
Top Guest favourite
Guesthouse in The Beaches
5 out of 5 average rating, 29 reviews

My Happy Place - Beaches Apartment

JoelRating, 5 stars1 week ago
Maria was a fantastic host always really responsive and helpful. Check in with smooth and the space itself is great. It’s a basement conversion but even manages to get in a decent amount of light. Loads of thoughtful extras and really well kitted out kitchen! We did hear some noise from upstairs as the soundproofing isn’t great. But overall a really great stay and would recommend if you’re looking for somewhere in the beaches area!
Top Guest favourite
Guesthouse in Upper Beaches
5 out of 5 average rating, 16 reviews

2BR, 2Floor, 2Balcony, Rooftop Deck, Upper Beaches

MikeRating, 5 stars4 days ago
We stayed here for 9 nights. It was great for us as one couple. The living space, kitchen, and bathroom are on the main floor at the top of the entry stairs (above the downstairs unit in the building). The bedrooms are on the top floor up the next set of stairs. We loved the kitchen and dining area. Just a great, nice open space (washer & dryer were great). We also loved the rooftop balcony! It required going up and over a step and ducking a bit through the door, but we managed that fine. Finally, the neighborhood! It was a combined 45 minute walk + subway ride to get into the heart of the city. We came to love that, with how excellent the neighborhood is in terms of peacefulness at home plus amenities along Danforth (<10 minutes walk). We used all options of subway, streetcar, and buses and really appreciated the flexibility. Many recommendations, but 1. Thai Room; 2. Stone Lion; 3. Left Field Brewery; 4. Pizza Nova; 5. Prohibition; 6. Amsterdam (to add to the 'knowns').

Quick stats about guesthouse rentals in Whitby

  • Total rentals

    20 properties

  • Total number of reviews

    520 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Oshawa Centre, Ajax Waterfront Park and Tribute Communities Centre

Destinations to explore