Guesthouse vacation rentals in North York

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in North York

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Newmarket

4.85 out of 5 average rating, 198 reviews

Private cozy stylish fun Spacious Chill Basement

🔆Cozy Bright Spacious stylish Furnished Separate Entrance On The Ground basement: 🧖W/New 3 pc Bathroom 🛏 Super comfy Queen bed Exquisite Bar/Kitchenette 🔸Air fryer , Ice maker 🔹Mini Fridge,Counter top Burner 🔸Microwave,Coffee Maker,Toaster ☕️🍵Complimentary coffee and Tea 🔥Nice New Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Super Cool Games and features: 🎱Pool Table 🎰Craps Table,Blackjack,Poker Chips 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chromecast 🧺Shared Laundry 🅿️ Parking on street

Jan 10 – 17

G$20,139 GYD per night

Guest favorite

Guesthouse in Aurora

4.92 out of 5 average rating, 115 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Sep 22 – 29

G$18,660 GYD per night

Superhost

Guesthouse in North York

4.87 out of 5 average rating, 45 reviews

Cozy Oasis in Peaceful Neighborhood Free Parking

Enjoy staying in this peaceful and cozy BASEMENT APARTMENT. - Centrally located in Toronto. Right by Don Mills station, Fairview Mall, and off the DVP/401/404 highways. In a nice neighbourhood and only a 20-25 min drive to downtown by car and 1 hr by transit. The airport is a 25 min drive from our home. -Private entrance, full kitchen, bath, and bedroom. Only thing shared is laundry room. If we need it we will let you know. - Unlimited access to high speed internet for work and entertainment

Sep 5 – 12

G$18,822 GYD per night

Guest favorite

Guesthouse in Acton

4.97 out of 5 average rating, 233 reviews

Wooden guesthouse in the forest

The guesthouse is the perfect getaway. Like living at a cottage, minutes away from the city. This loft guest house is fully equipped with a bedroom, own kitchen, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. Ten Minutes To 401. This retreat is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.

Jun 29 – Jul 6

G$57,828 GYD per night

Guest favorite

Guesthouse in Richmond Hill

4.95 out of 5 average rating, 20 reviews

Spacious, Bright and Cozy Private Walkout Basement

Relax and enjoy your stay at this bright and newly renovated walkout basement apartment located in the prestigious Bayview Hills community in Richmond Hill. Our place is located in a safe and quiet neighborhood, within walking distance to a park with a large and well equipped playground. It is just a few minutes drive to nearby grocery stores and restaurants such as Freshco, Walmart, Shoppers, KFC, McDonalds, etc. It has a quick access to highway 404, which can take you to Downtown Toronto.

May 15 – 22

G$13,958 GYD per night

Guest favorite

Guesthouse in Richmond Hill

4.95 out of 5 average rating, 85 reviews

New Entire 1 Bedroom Coach House Apartment

This completely private independent one bedroom coach house apartment is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Great for couple or small family, sleeps up to 4 people. Close to malls, public transit, restaurants, parks, library and mins to Hwy 404, Hwy 407 and Toronto. This 2nd floor apartment offers 3 Gbps internet, Nespresso coffee machine, 50 Inch Smart TV, independent AC, furnace, laundry, private entrance with lockbox access and free parking.

Aug 13 – 20

G$29,780 GYD per night

Guest favorite

Guesthouse in Newmarket

4.94 out of 5 average rating, 124 reviews

Stylish 1-Bedroom Home in the heart of Newmarket

This recently renovated unit is located walking distance from Newmarket's GO-Train, public transit, regional hospital, and Historic Main St strip. With its central location you are steps away from nature walks, hiking trails, lovely shops, great restaurants and excellent local craft breweries. Not to mention Upper Canada Mall. Nestled on a quaint street, and sitting on a half acre lot filled with old growth trees this place gives off serious cottage vibes. (But with better Wifi)

Aug 23 – 30

G$32,147 GYD per night

Guest favorite

Guesthouse in Mississauga

5.0 out of 5 average rating, 18 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this spacious and serene space. Large windows and accordion patio doors overlooking lush greenery in private backyard oasis. Enjoy indoor/outdoor living and access to private basketball court. Landscaped backyard with access to hot tub, deck, pool (summer) and firepit. Tons of board games, 4K projector (stream from our G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring.

Feb 27 – Mar 6

G$19,723 GYD per night

Guest favorite

Guesthouse in Toronto

4.93 out of 5 average rating, 44 reviews

Garden Suite in Davisville

Welcome to our backyard guest suite in beautiful Davisville Village. This open-concept studio apartment comes with a separate (private) entrance, kitchenette, bathroom/shower, and your own patio. Ideal for singles and couples. Just steps from delicious restaurants, stores, and cafes on Mount Pleasant Road, a 10-minute walk to Yonge Street and Davisville Subway. Easy bus ride to Sunnybrook Hospital. Free street parking nearby. Laundry is available upon request.

Jul 1 – 8

G$27,370 GYD per night

Guest favorite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 11 reviews

New Cozy Entire 1 Bedroom Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway.

Oct 16 – 23

G$20,438 GYD per night

Guest favorite

Guesthouse in Markham

5.0 out of 5 average rating, 9 reviews

Chic & Cozy 1Bed Guest Suite

This guest suite has been tastefully decorated to suit all your needs for a comfortable stay. Centrally located on Yonge/Hwy 7. Close to Hwy 407, Richmond Terminal and easily accessible from Airport & Downtown via Go Train. There is a trail nearby within 5 mins walk to enjoy the serenity. Close to many well known restaurants right on Yonge St. Grocery stores and Hillcrest mall is all within 10 mins drive. I look forward to hosting you.

Jul 3 – 10

G$15,498 GYD per night

Guest favorite

Guesthouse in Toronto

5.0 out of 5 average rating, 98 reviews

Private coach house near the bluffs

Self-contained and perfect for one person, for work, a quiet escape or for two. This separate garden suite is adjacent to the main home with a shared garden patio. Wake up in the natural light with all the essential home comforts - premium queen-size mattress, hypoallergenic, natural & 100% cotton linens, separate bathroom, and kitchen basics. Nearby options for prepared meals, groceries + delivery. No extra housekeeping fees.

Sep 20 – 27

G$16,981 GYD per night