
Guesthouse vacation 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.

Guesthouse w/Woodstove in Nature Near Trails & Spa
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Newly Renovated 2 bdr basement
Newly renovated cozy 2 bdr basement apartment with a seperate entrance Very clean & peaceful space perfect for & short term stay Friendly neighborhood - parks, trails & amenities >Major intersection: Sandalwood & Hurontario * 10 mins to highway 410 * 2 mins walk to bus stop * 5 mins walk to amenities * 10 mins > downtown Brampton & train station * Free parking, self check in *Like hotel stay experience *High quality white beddings ● Verified ID ●No parties, pets, smoking, illegal activities

Free Parking 2BD Queen St. East
Private entrance for the separate duplex 2 bedroom apt on the upper level of our house with rooftop deck & living room easily converted into a third private bedroom. A home with lots of love put into it. Fully equipped kitchen and bathroom are stocked & ready for all your needs, TV, internet, Wi-Fi. Child friendly; crib, toys, books, DVDs, booster seat, plates, cutlery, blender. No detergent allergy worries, we use Laundry Pro a new technology that eliminates need for chemicals. Private parking.

Balcony House with Separate Entrance,free Parking
Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

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 1 parking space.

Country Cabin Escape | King Bed | Pet Friendly
Tucked away on our peaceful family farm, this private cabin offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. The cabin is located on the same property as our farmhouse, Country Suite, and Event Barn. Blinds are provided to enhance your privacy during your stay. The Cabin includes a full kitchen, king sized bed, propane BBQ and many other amenities, for a full list please review the "What this place offers" section of our listing.

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Newly renovated & contemporary 2 Bdrm Basement Apt
Welcome to our newly renovated spacious 2 bedroom, 1 bathroom basement apartment with a full kitchen. Unlimited and strong high-speed Wi-Fi. We have a flat screen TV with Google Chromecast so that you can view and stream from your smartphone/laptop. Close to LCBO (5 minute walk), NoFrills (5 minute walk) and Pearson Airport (15-20 mins drive). The property is located in the borderline between Brampton and Mississauga on the intersection of Steeles Avenue & Mavis Road.

Zorro Guest Suite • Central, Cozy & Private
Newly built cozy attached guest suite w/ private entrance. On a cul-de-sac in a quiet area, yet centrally located. Acoustically insulated for a quiet nights sleep. * 15/20 minutes to YYZ Airport & 5 minutes to Square One shopping center. * 30 minute drive to Toronto * 1 hr drive to Niagara Falls. * Ideal for traveling couples or a solo professional. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

New Cozy Entire 1 Bedroom Detached 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 and many more!

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.
Popular amenities for Richmond Hill guesthouses
Family-friendly guesthouses

Roomy 2 Bed, 2 bath and Balcony.

Lakeside Guest Suite, on Lake Scugog, Port Perry

Cozy guest unit

Loft at The Shier

Bright & Modern Lower Level Apt in Keswick

One bedroom apartment/guesthouse.

Modern North York Guest Suite

New custom built private unit, full modern home
Guesthouses with a patio

Guesthouse w/ HOT TUB mins from Subway & Danforth

Beautiful Private Guest House

Adorable GH in beautiful Claremont/scenic view

Junction Private Laneway Suite with Backyard

Cottage Vibe Private Guesthouse @ Queen West

Luxury 1BD Suite/A+ Location!

Frenchman Bay Luxury Basement

Redwood Haven East: Your Dream Getaway in Uxbridge
Guesthouse rentals with a washer and dryer

Newly Constructed Downtown Brampton Garden Suite

2 bedroom Guest house in North of Toronto

Bright and Airy Guest Suite with Pool

Modern Charm: A Luxe 2 Bedroom

Newly Renovated, Relaxing Getaway

Chic & Cozy: Renovated Studio

Spacious & Bright 1Bdr Private Walkout Basement

Elegant 1BR Apartment w/Private Entrance & Parking
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $80 CAD | $84 CAD | $87 CAD | $94 CAD | $97 CAD | $105 CAD | $125 CAD | $129 CAD | $119 CAD | $93 CAD | $97 CAD | $88 CAD |
| Avg. temp | -3 °C | -3 °C | 2 °C | 8 °C | 14 °C | 20 °C | 23 °C | 22 °C | 18 °C | 11 °C | 5 °C | 0 °C |
Quick stats about guesthouse rentals in Richmond Hill

Total vacation rentals
Explore 30 vacation rentals in Richmond Hill

Nightly prices starting at
Richmond Hill vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Richmond Hill vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Richmond Hill rentals

4.8 Average rating
Richmond Hill stays are highly rated by guests—averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Snow Valley Ski Resort
- Toronto City Hall
- Christie Pits Park