Guesthouse vacation rentals in Richmond Hill

4.93 out of 5 average rating, 191 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.

ValueFamilyIndoor spaces

4.87 out of 5 average rating, 104 reviews

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.

Guesthouse in Markham

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.

LocationValueKitchen

4.95 out of 5 average rating, 127 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.

ValueFamilyIndoor spaces

4.93 out of 5 average rating, 105 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

FamilyLocationCheckout

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.

4.94 out of 5 average rating, 189 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

ValueLocationBathroom

Guesthouse in Little Portugal

4.86 out of 5 average rating, 506 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

ValueLocationCleanliness

4.83 out of 5 average rating, 240 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

LocationValueTV

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, 112 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”

ValueFamilyComfort

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.

4.98 out of 5 average rating, 238 reviews

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.

FamilyValueCheck-in

4.77 out of 5 average rating, 360 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.

ValueFamilyParking

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, 188 reviews

The Clayhill Bunkie

Semi off-grid bunkie on The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, Glen Williams, Terra Cotta, & Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a fire. 1 basket of wood is included, adding great value. You WILL hear wildlife and farm animals here. Rural property, limited electricity, beautiful views. This is NOT a hotel room.

ValueLocationPool

The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.

4.93 out of 5 average rating, 107 reviews

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!

ValueFamilyGetting around

Popular amenities for Richmond Hill guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

5.0 out of 5 average rating, 118 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

LocationValueWalkability

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.

4.93 out of 5 average rating, 331 reviews

Free Parking 2BD Queen St. East

LocationFamilyCleanliness

5.0 out of 5 average rating, 17 reviews

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.

Guesthouse in Markham

Chic & Cozy: Renovated Studio

LocationHospitalityAmenities

4.76 out of 5 average rating, 78 reviews

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.

Guesthouse in Markham

The Cozy Apartment Style Home

LocationFamilyCleanliness

4.75 out of 5 average rating, 16 reviews

Guesthouse in Newmarket

Chic 2BR Spacious Home Near Yonge St

FamilyLocationDecor

4.94 out of 5 average rating, 54 reviews

Spacious & Bright Private 2Bdr Walkout Basement

ValueFamilyLaundry

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, 21 reviews

Bright & Cozy Studio w/ Private Entrance & Parking

ValueLocationBathroom

A modern living area features a blue velvet sofa with decorative pillows, a sleek coffee table, and a dark fireplace. Natural light flows through large sliding glass doors, which open to a backyard. A leafy plant and a floral arrangement add touches of greenery.

4.98 out of 5 average rating, 45 reviews

Bright Mid-Mod Stay

ValueFamilyBathroom

Guest house rentals 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

FamilyLocationAir conditioning

4.96 out of 5 average rating, 75 reviews

Guesthouse in York

Junction Private Laneway Suite with Backyard

ValueLocationHeating

4.98 out of 5 average rating, 48 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

FamilyLocationParks

4.89 out of 5 average rating, 70 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!

ValueFamilyCheck-in

A modern kitchen area features white cabinetry and a stone countertop. Included are a stainless steel refrigerator, a microwave, and a cooktop with a hood. A washer and dryer are visible, along with a wooden dining table and chairs positioned nearby.

4.96 out of 5 average rating, 50 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

FamilyValueComfort

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, 28 reviews

Adorable 1-bedroom guesthouse with gas fireplace.

LocationFamilyNearby

4.88 out of 5 average rating, 17 reviews

Guesthouse in Pickering

Beautiful 1-bedroom guest House

LocationAccuracyAmenities

4.94 out of 5 average rating, 53 reviews

A bright living space features a large wall-mounted TV above a wooden console. A cozy sofa with soft throws faces two plush chairs. Green plants add a touch of nature, while a light rug ties the seating area together, creating a welcoming atmosphere.

Guesthouse in Midtown

Bright Designer Retreat • Private Deck • Workspace

LocationValueBackyard

Guest house rentals with a washer and dryer

4.81 out of 5 average rating, 16 reviews

Guesthouse in Parkdale

Avó Maria's | 2km RBC Amphitheatre

ValueLocationBathroom

4.88 out of 5 average rating, 33 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

FamilyValueDecor

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

LocationFamilyIndoor spaces

A cozy seating area features a grey sofa adorned with a black and white patterned throw. A wooden coffee table sits on a light rug, while a flat-screen TV is positioned against the white wall. String lights create a warm ambiance in the space.

4.84 out of 5 average rating, 43 reviews

Modern North York Guest Suite

FamilyValueAccess

4.93 out of 5 average rating, 29 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 Ensuite Basement Bedroom

LocationValueHeating

Guesthouse in Roncesvalles

A modern kitchen is visible with green cabinetry and a light countertop. A circular window feature adds interest to the wooden arch. Kitchen appliances include a stovetop and coffee maker, while a potted plant enhances the space's freshness.

5.0 out of 5 average rating, 5 reviews

Golden Laneway Home in the city

LocationGetting aroundBackyard

4.93 out of 5 average rating, 59 reviews

A well-lit sleeping area features a spacious bed with crisp white bedding. A mounted television is positioned on the wall opposite. Nearby, a compact desk and chair are available for work, complemented by a small lamp and a decorative plant adding a touch of green.

Guesthouse in Brampton

Cozy Private 1-Bedroom Suite | Entire Apartment

ValueLocationNearby