Guesthouse holiday rentals in Richmond Hill

4.93 out of 5 average rating, 193 reviews

The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.

Guesthouse in Uxbridge

Cabin in nature Close to trails and Thermea 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.

LocationFamilyWalkability

A spacious living area features a comfortable dark sectional sofa adorned with accent pillows. A coffee table with a decorative vase sits in front. Opposite, a flat-screen TV is positioned on a wooden stand, while a dining table with green chairs is visible in the background.

4.87 out of 5 average rating, 104 reviews

2 bedroom Guest house in North of Toronto

Welcome to our charming garden level apartment, a cozy retreat fully renovated, boasting 1100 sqft of space. With 2 bedrooms, each furnished with a queen bed, it comfortably accommodates up to 4 guests. Located in a quiet neighborhood near Bayview Ave, our home offers easy access to nearby attractions. For those who enjoy cooking, we provide cooking utensils, coffee, tea, a microwave, waffle maker, stove & oven, and a water boiler. Guests have private access to the basement through the backyard.

LocationFamilyBathroom

4.93 out of 5 average rating, 334 reviews

A well-maintained front yard features an array of colorful flowers, including yellow and purple blooms, alongside lush greenery. A pathway made of stone leads toward the entrance of the house, with landscaping lights lining the way. A decorative pot with a plant adds a charming touch.

Guesthouse in Toronto

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.

ValueLocationWalkability

4.95 out of 5 average rating, 131 reviews

A modern living space is highlighted by a spacious bed and an entertainment area featuring a large wall-mounted TV. A cozy seating arrangement includes a soft couch and a stylish armchair. Ambient lighting is provided by a chandelier above, complemented by a decorative fire feature.

Guesthouse in Pickering

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.

ValueLocationView

4.94 out of 5 average rating, 108 reviews

A spacious living area is presented with a light gray couch, a stylish armchair, and a small round table. A dedicated workspace is visible in the background, featuring a desk and a chair. Neutral-toned walls and flooring create a calm environment.

Guesthouse in Aurora

Cozy 2 Bedroom Guest Suite in Aurora

Welcome to our charming cozy guest suite, nestled in the heart of Aurora, Ontario. Has a separate entrance with 2 bedrooms, 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

ValueFamilyLong stay

A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.

4.93 out of 5 average rating, 192 reviews

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 free parking

ValueLocationKitchen

Guesthouse in Little Portugal

4.86 out of 5 average rating, 511 reviews

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

LocationValueDecor

4.83 out of 5 average rating, 244 reviews

A pool table is prominently featured in the foreground, showcasing a neatly arranged set of colored billiard balls. In the background, a stylish bar area is visible, lined with glassware and illuminated by soft lighting.

Guesthouse in Newmarket

Private cozy stylish fun Chill Basement pool table

🔆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 Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Cool Games features: 🎱Pool Table 🎰Craps Table,Blackjack 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chrmcast 🅿️ 1 Drive way Parking License#BL2026-00210

LocationValueDecor

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.89 out of 5 average rating, 114 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

FamilyValueHospitality

4.98 out of 5 average rating, 244 reviews

The exterior of a modern tiny home is depicted, featuring light-colored siding and large windows. A set of stairs leads to a welcoming deck, adorned with potted plants and two wooden chairs. An umbrella stands near the entrance, providing shade for outdoor relaxation.

Guesthouse in Toronto

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.

ValueLocationCheckout

5.0 out of 5 average rating, 122 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

ValueFamilyKitchen

4.77 out of 5 average rating, 366 reviews

Guesthouse in Brampton

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.

FamilyValueAir conditioning

Popular amenities for Richmond Hill guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Halton Hills

A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.

4.92 out of 5 average rating, 194 reviews

The Clayhill Bunkie

FamilyValueBiking

A modern studio is depicted with a spacious layout. A large wall-mounted TV is positioned against a white wall, while a minimalist floating shelf adds decor. A light area rug complements a gray sofa and a bright yellow chair. A cozy bed is dressed with soft linens.

5.0 out of 5 average rating, 19 reviews

Chic & Cozy: Renovated Studio

LocationConditionSleep quality

A cozy living room is equipped with a gray sectional sofa, a coffee table, and a TV on a media console. A desk with a computer monitor and an orange lamp adds functionality. Large sliding glass doors provide natural light and a view of the snowy outdoors.

4.76 out of 5 average rating, 79 reviews

The Cozy Apartment Style Home

LocationValueLong stay

A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven and refrigerator. A dining table for two sits adjacent to a cozy seating area, which is equipped with a comfortable dark grey sofa and a wall-mounted television. Bright recessed lighting enhances the open space.

4.87 out of 5 average rating, 38 reviews

Elegant 1BR Apartment w/Private Entrance & Parking

LocationValueAccuracy

4.71 out of 5 average rating, 7 reviews

A bright cozy walk out suite

LocationWalkabilityAmenities

5.0 out of 5 average rating, 16 reviews

Guesthouse in Newmarket

Chic 2BR Spacious Home Near Yonge St

LocationFamilyPets

4.94 out of 5 average rating, 54 reviews

Spacious & Bright Private 2Bdr Walkout Basement

FamilyValueComfort

A bright studio space features a comfortable bed facing large windows that allow natural light to fill the room. A dining area with four wooden chairs and a table sits beside a modern kitchen, and a seating area with a green couch offers additional relaxation.

4.86 out of 5 average rating, 22 reviews

Bright & Cozy Studio w/ Private Entrance & Parking

LocationValueParking

Guesthouses with a patio

Guesthouse in Little Portugal

A cozy living area features a dark sofa with patterned throw pillows, positioned next to a glass coffee table. Colorful artwork adorns the walls, adding character. A wooden ladder leads to the bedroom above, while large windows allow natural light to fill the space.

4.86 out of 5 average rating, 118 reviews

Cottage Vibe Private Guesthouse @ Queen West

FamilyLocationCheck-in

4.96 out of 5 average rating, 78 reviews

Guesthouse in York

Junction Private Laneway Suite with Backyard

LocationFamilyHeating

Guesthouse in Bolton West

A modern kitchen is featured, showcasing stainless steel appliances, including a gas stove and dishwasher. A sleek marble countertop complements the cabinetry, while a textured backsplash adds visual interest. Natural light filters in through a window, illuminating the workspace.

4.93 out of 5 average rating, 30 reviews

Adorable 1-bedroom guesthouse with gas fireplace.

FamilyLocationComfort

4.89 out of 5 average rating, 73 reviews

The open living space features wooden beams and a cozy sleeping area with a patterned bedspread. A dining table is set with plates and utensils, while two upholstered chairs are arranged nearby. Light is provided by ceiling fixtures, enhancing the bright atmosphere.

Guesthouse in North York

Luxury 1BD Suite/A+ Location!

FamilyLocationBathroom

4.89 out of 5 average rating, 19 reviews

Guesthouse in Pickering

Beautiful 1-bedroom guest House

LocationCheckoutNearby

4.98 out of 5 average rating, 50 reviews

A bright living space is visible, featuring a modern sofa and a glass coffee table on a textured area rug. In the background, a spacious bed is positioned in the bedroom area, while a small seating arrangement is seen to the right, with a subtle decorative plant adding a touch of greenery.

Guesthouse in Pickering

Frenchman Bay Luxury Basement

FamilyLocationCondition

Guesthouse in Scarborough

4.82 out of 5 average rating, 17 reviews

Spacious 2BR - 25 Min to DT

LocationFamilyHospitality

5.0 out of 5 average rating, 24 reviews

Guesthouse in Toronto

Immaculate 3BR House/Toronto/6 beds/1.5 Bath

FamilyLocationPets

Guest house rentals with a washing machine and dryer

Guesthouse in Downtown Toronto

A spacious bedroom features a large queen-size bed with soft bedding and a bedside lamp on each side. A desk sits near the window, providing natural light, while a comfortable sofa is positioned against one wall. Elegant lighting enhances the room's design.

4.91 out of 5 average rating, 129 reviews

Downtown - 1 Bedroom Home Upper unit of house

FamilyValueGetting around

4.94 out of 5 average rating, 17 reviews

Guesthouse in Brampton

Fireside 3BR by Canterra Stays · Sleeps 6

LocationFamilyCheckout

4.86 out of 5 average rating, 21 reviews

Guesthouse in Parkdale

Avó Maria's | 2 km from RBC Amphitheatre

ValueLocationParks

4.89 out of 5 average rating, 35 reviews

A bright living area features a comfortable sofa and a wooden coffee table, complemented by decorative pillows. Natural light enters through sliding glass doors that lead to a private outdoor space. An adjacent staircase with a glass railing adds a modern touch to the setting.

Guesthouse in Islington

NEWLY Built Garden Suite | Private + Parking

LocationValueComfort

4.94 out of 5 average rating, 31 reviews

A well-lit bedroom features a spacious bed with crisp white linens and neatly arranged towels. Two nightstands with lamps are positioned on either side, while a stylish framed piece of art decorates the wall. A mirrored closet adds a touch of spaciousness to the room.

Guesthouse in Caledon

Cozy Private Basement Bedroom with ensuite

ValueLocationIndoor spaces

4.76 out of 5 average rating, 49 reviews

A spacious living area is presented, featuring a sectional sofa positioned around a glass coffee table. Light wood flooring extends throughout the space, complemented by subtle wall decor. Natural light is provided by recessed lighting, illuminating the modern design and neutral color palette.

Guesthouse in Caledon

Guesthouse Hideaway Caledon 3Bath • 3Beds

FamilyValueHeating

4.99 out of 5 average rating, 80 reviews

The living area is bright with natural light from large windows, showcasing two tan leather sofas facing a coffee table. A flat-screen television is mounted on the wall, complementing the modern decor. Light wooden flooring adds a spacious feel to the room.

Guesthouse in Midtown

Bright Laneway House

ValueLocationBiking