
Guest house holiday rentals in Richmond Hill
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Top-rated guest house rentals in Richmond Hill
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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: premium queen-size mattress, hypoallergenic, 100% cotton linens, a private bathroom, toiletries and meal preparation basics. No kitchen. Nearby options for prepared meals, groceries + delivery. No TV. No housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Cabin in the forest with Snowshoeing included
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

Redwood Haven East: Your Dream Getaway in Uxbridge
Welcome to Redwood Haven, your lavish Uxbridge retreat! 2 bedrooms await, comfortably accommodating 4 guests. Be captivated by breathtaking views, immerse yourself in luxury, taking a dip in the inviting heated pool (shared by attached East and West units residents and guests). Embark on thrilling equestrian adventures for an extra touch of excitement. With ample parking, heating, and AC, ensuring the ultimate comfort throughout your stay. Unleash unforgettable memories in this enchanting haven.

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.

Spacious & Bright 1Bdr Private Walkout Basement
Relax and enjoy your stay at this bright and newly renovated modern private walkout basement apartment located in the prestigious Bayview Hills 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.

Luxury Ground-Level "Suite Escape"
"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

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

Unique Studio with Sauna
Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

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.

Cottage Vibe Private Guesthouse @ Queen West
Welcome to our cottage in the city - a cottage country vibe in the heart of Toronto’s best neighborhood. Short walk to Queen & Dundas West and the Ossington strip. Little Italy, Trinity Bellwoods, CNE, Budweiser stage and BMO field are all close by. 5 minute walk to Dundas or Queen street cars, 5 minute cab to UP express (Pearson airport/Union station). Multiple parking options. Please note there is air conditioning in the bedroom only and you need to climb a ladder to get to the bedroom

Exclusive Cabin Retreat | King Bed | Pet Friendly
Tucked away on our family farm, this cabin is exclusively yours and offers a peaceful countryside escape. Enjoy farm views, a king bed, full kitchen, gazebo covered propane BBQ , and cozy evenings in the country. Blinds on every window let you create your own quiet retreat indoors, while the property itself is shared with our family farmhouse, our Country Suite (attached to our farmhouse), and our Event Barn in the distance. Perfect for couples, small families, or dog-friendly getaways.
Popular amenities for guest house rentals in Richmond Hill
Family-friendly guest house rentals

Heart of Mississauga, Cozy and Bright Apartment

Entire 2 bed boutique basement suite - near parks

Cottage like Apartment

Guest suite in Toronto

Cozy Coach House on Farm in Alliston + Sauna

Modern Loft with Immersive Theatre Experience

Cozy 2-Bedroom Suite Apartment style

Your Cozy Milton Retreat!
Guest house rentals with a patio

Roomy 2 Bed, 2 bath and Balcony.

Guesthouse w/ HOT TUB mins from Subway & Danforth

Adorable GH in beautiful Claremont/scenic view

Spacious 2BR - 25 Min to DT

Junction Private Laneway Suite with Backyard

Luxury 1BD Suite/A+ Location!

Frenchman Bay Luxury Basement

Cozy Guesthouse Heart of RichmondHill Bayview
Guest house rentals with a washing machine and dryer

Bright Laneway House

2 bedroom Guest house in North of Toronto

Bright and Airy Guest Suite with Pool

My Happy Place - Beaches Apartment

Modern Charm: A Luxe 2 Bedroom

Spacious Upgraded 2 Bdrm Home Yonge St

Chic & Cozy: Renovated Studio

Newly Renovated, Relaxing Getaway
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £43 | £45 | £46 | £50 | £52 | £56 | £62 | £65 | £55 | £53 | £49 | £52 |
| 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 guest house rentals in Richmond Hill

Total holiday rentals
Explore 30 holiday rentals in Richmond Hill

Nightly prices starting at
Richmond Hill holiday rentals start at £22 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Richmond Hill holiday 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
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- York University




