Guesthouse holiday rentals in Richmond Hill

4.93 out of 5 average rating, 211 reviews

An open studio layout displays a cozy sleeping area alongside a well-equipped kitchen. Light grey walls enhance the space, while two bedside lamps provide soft illumination. In-suite laundry is visible next to the kitchen, and a welcoming couch adds comfort to the environment.

Guesthouse in Oakville

Self Contained Luxury Studio Coach House

Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

4.93 out of 5 average rating, 169 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

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.

A modern kitchen features stainless steel appliances, including an oven and refrigerator. White cabinets provide ample storage, while a sleek countertop offers space for food preparation. A clear dining chair reflects the contemporary design, and a small vase with yellow flowers adds a touch of color.

4.86 out of 5 average rating, 176 reviews

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

Guesthouse in Leslieville

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, 319 reviews

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.

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.

4.95 out of 5 average rating, 164 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, 1-2 free parking

A spacious living area is furnished with a modern gray sofa and a white TV unit, which holds a flat-screen TV. Natural light enters through sliding glass doors leading to a balcony. In the background, a kitchen with white cabinetry and a dining area is visible.

4.95 out of 5 average rating, 135 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 1 parking space.

4.93 out of 5 average rating, 475 reviews

An open-concept living space features a cozy seating area with black leather sofas, a dining table, and a fully equipped kitchen. A spacious bed is positioned against the wall, with large windows providing natural light and views of the peaceful surroundings.

Guesthouse in Schomberg

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.

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, 157 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

Guesthouse in Greenwood - Coxwell

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, 202 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.

Guesthouse in Roncesvalles

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

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

Private room in Scarborough

A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.

4.96 out of 5 average rating, 128 reviews

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.

Guesthouse in Mississauga

A cozy living area features a stone accent wall, paired with modern furnishings. Two armchairs and a small table provide seating options, while a large TV is mounted on the wall across from a comfortable sofa. Natural light filters in through the nearby window.

4.99 out of 5 average rating, 235 reviews

Zorro Guest Suite • Private, Cozy & Central

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.

Popular amenities for Richmond Hill guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

Guesthouse in Junction Triangle

A cozy den features a pull-out day bed adorned with patterned bedding. A black lounge chair sits next to a small wooden table. Light comes through two windows, covered by soft, neutral curtains. Decorative artwork hangs on the wall, adding character to the space.

4.79 out of 5 average rating, 53 reviews

Roomy 2 Bed, 2 bath and Balcony.

4.73 out of 5 average rating, 22 reviews

A spacious living room features a comfortable grey couch and two black armchairs, each with decorative cushions. A glass coffee table sits on a patterned rug, while a modern TV displays various streaming options. Natural light enters through two windows, enhancing the airy feel.

Guesthouse in Milton

Milton Stay Near 401 | Toronto Airport 25 Minutes

4.97 out of 5 average rating, 32 reviews

A rustic dining area is highlighted by a charming welcome mural featuring a rooster and the phrase 'BE OUR GUEST.' A wooden table sits in the center, surrounded by two chairs. Decorative elements, including sunflowers and vintage kitchen items, adorn the shelves above.

Guesthouse in Oshawa

The Farmhand’s Cottage

Guesthouse in Mississauga

4.85 out of 5 average rating, 46 reviews

Incredible summer2025 sale Lux. fully private unit

4.91 out of 5 average rating, 22 reviews

Guesthouse in Milton

Your Cozy Milton Retreat!

Guesthouse in The Beaches

A welcoming exterior view of a multi-unit residence is shown, featuring a neatly manicured lawn with a flowering tree and planted greenery in front. The building displays a blend of modern and traditional architectural styles, complemented by balconies on the upper levels.

5 out of 5 average rating, 53 reviews

My Happy Place - Beaches Apartment

4.96 out of 5 average rating, 222 reviews

A modern kitchen is presented, featuring sleek white cabinetry and a textured backsplash. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A countertop offers space for meal preparation, while a coffee maker and microwave add to the kitchen's functionality.

Guesthouse in Whitby

One bedroom apartment/guesthouse.

An open-concept bedroom features a large bed covered in crisp linens, complemented by a cozy blanket. A skylight allows natural light to illuminate the space. Decorative greenery accents the wall, while a small dining area with chairs is visible nearby.

4.94 out of 5 average rating, 77 reviews

Airport| Couples| Garden Suite| Skylight |Smart TV

Guesthouses with a patio

Guesthouse in East Danforth

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.

4.95 out of 5 average rating, 41 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

4.92 out of 5 average rating, 24 reviews

The kitchen features modern appliances, including a stainless-steel refrigerator and a gas stove. A round table with two chairs is positioned in the space. Decorative elements include a small indoor plant and an overhead light fixture that enhances the room's functionality.

Guesthouse in CA

Adorable GH in beautiful Claremont/scenic view

Guesthouse in Stockyards District

A spacious bedroom features a comfortable bed with a patterned blue throw blanket and decorative pillows. Two windows provide natural light, while a minimalist bench is positioned at the foot of the bed. Artwork adorns the wall above the bed, enhancing the room's decor.

5 out of 5 average rating, 47 reviews

Junction Private Laneway Suite with Backyard

4.94 out of 5 average rating, 50 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!

4.98 out of 5 average rating, 42 reviews

A modern basement living space features an open layout with a spacious kitchen island, equipped with stylish bar stools. A comfortable seating area is visible, accented by a warm-toned sofa and decorative coffee table. Bright lighting enhances the contemporary design, with oversized windows providing natural light.

Guesthouse in Pickering

Frenchman Bay Luxury Basement

4.93 out of 5 average rating, 40 reviews

A heated pool is set within a spacious patio area, featuring inviting blue waters and a bright green inflatable float. Two chairs are positioned alongside the pool, with a tall red umbrella providing shade. Lush greenery and a secure fence surround the area.

Guesthouse in Uxbridge

Redwood Haven East: Your Dream Getaway in Uxbridge

4.88 out of 5 average rating, 16 reviews

A paved trail meanders through a green park, lined with trees on either side. A wooden bench is positioned beside the path, offering a view of the sun setting in the distance. Open grassy areas stretch out, with a glimpse of structures beyond the trees.

Guesthouse in Ajax

Ajax Creative Quiet Escape. Mabuhay!

Guesthouse in Dovercourt Village

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.

4.93 out of 5 average rating, 42 reviews

Downtown Toronto Urban Retreat!

Guest house rentals with a washing machine and dryer

A modern kitchen area is visible, featuring white cabinetry and stainless steel appliances. A rustic barn door opens to the bedroom. The dining space includes a dark wood table surrounded by four chairs, complemented by a cozy sofa adorned with colorful cushions.

5 out of 5 average rating, 36 reviews

Private & Detached Downtown Brampton Garden Suite

4.86 out of 5 average rating, 81 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

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.

5 out of 5 average rating, 79 reviews

Bright and Airy Guest Suite with Pool

5 out of 5 average rating, 13 reviews

A scenic view captures two distinct white farmhouse-style buildings on a gravel driveway. Lush green grass surrounds the area, while rolling hills and a clear sky are visible in the background, creating a serene rural setting.

Guesthouse in Sunderland

Loft at The Shier

A bright, modern kitchen and living space is showcased, featuring a dining table with four chairs and a comfortable sofa. A television is visible across the room, while a well-equipped kitchen includes stainless steel appliances. Soft lighting highlights the spacious layout.

4.83 out of 5 average rating, 30 reviews

Newly Renovated, Relaxing Getaway

5 out of 5 average rating, 13 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

A spacious living area is highlighted by a comfortable queen-size bed with white linens. A cozy fireplace is framed by a brick mantle, and a kitchenette area is visible in the background, featuring modern appliances and a dining table with chairs.

4.88 out of 5 average rating, 16 reviews

Charming Cozy Studio w/ Private Entrance & Parking

A modern two-story home with a welcoming front facade features a double garage and a stone pathway leading to the entrance. Lush trees and landscaped shrubs frame the property, while a clear blue sky highlights the structure's architectural details.