Guesthouse holiday rentals in Richmond Hill

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Top-rated Guesthouses in Richmond Hill

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Newmarket

4.85 out of 5 average rating, 197 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

19–26 Aug

$200 NZD per night

Guest favourite

Guesthouse in Aurora

4.92 out of 5 average rating, 114 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

13–20 Sep

$180 NZD per night

Guest favourite

Guesthouse in Aurora

4.81 out of 5 average rating, 31 reviews

Cozy 1.5-Guest Suite in Aurora

Welcome to our charming cozy guest suite, nestled in the heart of Aurora, Ontario. Has a separate entrance with 1.5 bedroom, full washroom, dedicated work space, spacious living area and kitchenette. Our space is designed for families, couples, business travelers, seeking tranquility, cozy space, proximity to attractions, and a safe family friendly neighborhood. Minutes away from: - Downtown Aurora - Restaurants/Fastfood - Parks Other offers: Complimentary Snacks, Free Parking, Free WiFi

4–11 Jul

$156 NZD per night

Guest favourite

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.

15–22 May

$152 NZD per night

Guest favourite

Guesthouse in Richmond Hill

4.95 out of 5 average rating, 84 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.

3–10 Sep

$234 NZD per night

Guest favourite

Guesthouse in Pickering

4.86 out of 5 average rating, 111 reviews

Hotel 65. Our Spacious 2-Bedrm Basement w/Parking

Stunning, spacious, cozy basement apartment . Open concept living/dining room with kitchen. The larger room offers a queen bed and a futon for additional sleeps. The second has two twins that can be setup as an optional king. A TV in each room with Netflix, Prime, Disney+ and IPTV with multiple sports, North American and International channels. Many kitchen amenities. Mins to 401, Grocery, Resturants, Malls, Casinos, National Park, Toronto Zoo and only 5 minutes to GO Train. Book & Enjoy!

2–9 Nov

$166 NZD per night

Guest favourite

Guesthouse in Newmarket

4.93 out of 5 average rating, 122 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)

18–25 Jul

$256 NZD per night

Guest favourite

Guesthouse in Brampton

4.84 out of 5 average rating, 132 reviews

CozyStay in Brampton

Welcome to COZY STAY ! Here, you can enjoy your stay with full utilities, King beds, the romantic garden, in a calm neighborhood. It's also surrounded with places of interest. Why spend more on hotels ! Within walking distance to shops, banks, restaurants, &markets 6min to a gas station &Tim Hortons. 8min to highway 407 & highway 401 10min to Toronto Premium outlets 20min to Toronto Pearson Airport 30min to downtown Toronto 1h52 to Bluemountain village 1hr20 to Byng Island

24–31 Mar

$193 NZD per night

Guest favourite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 11 reviews

Cozy Guest House

Experience the serenity of a charming basement apartment where you can unwind in comfort while still being just a 10-minute stroll away from the vibrant heart of downtown Richmond Hill. Plus, with convenient access to a direct bus route, you can easily reach downtown Toronto. Within a short 10-minute walk, you'll discover an array of conveniences at your fingertips, including supermarkets, boutiques, a cinema, and a delightful selection of bars and restaurants.

31 Dec – 7 Jan

$138 NZD per night

Guest favourite

Guesthouse in Richmond Hill

4.91 out of 5 average rating, 64 reviews

Entire rental unit Richmond Hill

Spacious and serene space. Newly renovated basement apartment with all new appliances will give you a sense of home and comfort. Fully furnished and spacious apartment will make your stay pleasant and enjoyable. High speed internet (300 Mbs) and smart TV with Netflix. Security camera outside the building for your safety. A few steps away from the local park and the walking trail. Close to Hillcrest mall and Richmond Hill Centre for the Performing Arts.

9–16 Jun

$210 NZD per night

Guest favourite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 10 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.

2–9 Dec

$198 NZD per night

Guest favourite

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.

2–9 Jul

$159 NZD per night