Guesthouse holiday rentals in Halton Hills

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.96 out of 5 average rating, 378 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Guesthouse in Orangeville

A studio room features a spacious bed with crisp linens and a decorative throw. Comfortable seating areas include armchairs and a small table. Natural light filters in through the windows, enhanced by a ceiling fan overhead. The kitchen and dining area are visible in the background.

4.96 out of 5 average rating, 140 reviews

A bright & stylish urban studio

Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

Guesthouse in Hamilton Beach

A green plastic chair is placed on a wooden deck, positioned to face a serene lake view. Grass and a winding path lead toward the water's edge. A figure resembling a child in a pink hat is seated in the chair, enjoying the tranquil outdoor setting.

4.85 out of 5 average rating, 215 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Guesthouse in Richmond Hill

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, 168 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

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, 160 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 The Junction

A cozy studio space features high ceilings with exposed wooden beams and a bright, airy atmosphere. A double bed is adorned with a soft blanket, while a seating area with a rattan chair and small sofa invites relaxation. Natural light flows through large windows, illuminating the room.

4.91 out of 5 average rating, 586 reviews

Sweet Studio Cottage Cozy Fireplace Backyard Haven

Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Guesthouse in Mississauga

A cozy seating area features two upholstered armchairs facing a stone fireplace, which adds a rustic charm. Natural light enters through nearby full-size windows, brightening the space. Wooden flooring enhances the warm ambiance, while a small side table complements the design.

4.99 out of 5 average rating, 245 reviews

Zorro Guest Suite • Private, Cozy & Central

Welcome to our modern, cozy guest suite with your own private entrance - perfect for traveling couples or solo professionals looking for a quiet stay. We’re tucked away on a peaceful cul-de-sac, but still right in the middle of everything. Acoustically treated for a quiet, restful night’s sleep. HIGHLIGHTS • 15/20 mins to YYZ & 5 mins to Square 1 shopping. • 30 mins to Toronto & 1 HR to Niagara Falls. • Garden views from inside & outdoors. • 1 driveway parking spot.

4.78 out of 5 average rating, 328 reviews

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.

4.96 out of 5 average rating, 139 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Guesthouse in Richmond Hill

A cozy living area features a gray sofa adorned with white and yellow decorative pillows. A small white table is positioned in front of the fireplace, which is framed by brick. A television sits nearby, and a mirror reflects the calm ambiance.

4.87 out of 5 average rating, 128 reviews

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.

5 out of 5 average rating, 143 reviews

The Scandinavian sauna is designed with mineral stone walls and cedar accents. A stone structure holding smooth pebbles is positioned beside a wooden seating area, equipped with sleek benches. Natural light filters in through a small window, enhancing the serene ambiance.

Guesthouse in Hamilton

Private coach house with steam sauna

Discover Morwick Lane — a boutique retreat steps from vibrant Locke Street. This restored coach house offers heated floors, a sleek fireplace, and a Scandinavian sauna wrapped in cedar and stone. Unwind by the outdoor fire under the stars. Designed for couples seeking romance, wellness, and a touch of luxury, Morwick Lane invites you to escape the ordinary and indulge in something unforgettable. (Signed waiver required for sauna use)

4.95 out of 5 average rating, 425 reviews

The cottage sits nestled among vibrant foliage, framed by lush trees and blooming flowers. A flagstone pathway leads to the entrance, inviting guests to explore the colorful exterior, which features a charming yellow facade complemented by blue accents.

Guesthouse in Guelph

Private, sunny cottage steps from downtown Guelph

Our private cottage is steps from downtown Guelph. The cottage is complete with a kitchenette and a bathroom with a large shower. The cottage is a separate building located in our back garden.You access the cottage along the driveway and stone pathway through the back garden. There is free wireless Internet along with Rogers Ignite TV and Netflix. The living room is spacious and there is one bedroom with a king- sized bed.

Popular amenities for Halton Hills guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.92 out of 5 average rating, 49 reviews

An outdoor seating area features a gazebo with comfortable seating and a decorative rug. The surrounding garden showcases various plants and flowers, alongside a pathway leading to the guest home. The structure is nestled among trees, contributing to a serene setting.

Guesthouse in Mono

Mono Countryside Home & Farm

Guesthouse in Humber Summit

The kitchen area features modern white cabinetry complemented by sleek countertops. Essential appliances, including a stove, oven, microwave, and refrigerator, are arranged for convenience. The open space is illuminated by recessed lighting, enhancing the clean lines of the room.

4.95 out of 5 average rating, 22 reviews

Cozy 2 Bedroom Peacful Family Getaway!

4.87 out of 5 average rating, 84 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

4.94 out of 5 average rating, 51 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!

4.75 out of 5 average rating, 36 reviews

A welcoming exterior view of a residential home is framed by blooming pink flowers. The driveway is visible, leading to a garage. The entrance features a wooden staircase and a seating area, while large windows provide glimpses into the interior.

Guesthouse in Markham

Adorable 2-Bedroom -Quiet Neighbourhood Renovated

Guesthouse in Garden District

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.

4.89 out of 5 average rating, 105 reviews

Downtown - 1 Bedroom Home Upper unit of house

4.96 out of 5 average rating, 105 reviews

A cozy studio space features a large bed with soft textiles, complemented by a compact kitchenette with a small fridge and microwave. Light wooden cabinetry provides storage above, while a set of stairs leads to the elevated sleeping area.

Guesthouse in Elora

Studio Blue, tiny home retreat

5 out of 5 average rating, 81 reviews

The exterior of the historic carriage house features stone and board & batten siding, surrounded by lush greenery. Two red chairs sit on a gravel area in front of the building, inviting relaxation. A set of stairs leads to the entrance of the upper level.

Guesthouse in Elora

Carriage House - Elora

Guesthouses with a patio

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.

4.8 out of 5 average rating, 54 reviews

Roomy 2 Bed, 2 bath and Balcony.

5 out of 5 average rating, 43 reviews

A modern cabin is surrounded by greenery, featuring a stone pathway leading to the entrance. Two black chairs are placed on a small patio area, inviting relaxation amidst the trees. The structure has large windows, enhancing the connection with the natural surroundings.

Guesthouse in Fergus

Millcreek Riverfront Retreat Elora/Fergus

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, 49 reviews

Junction Private Laneway Suite with Backyard

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

4.62 out of 5 average rating, 13 reviews

A modern living area showcases minimalist furnishings, including two dark armchairs facing a sleek coffee table. The wall features a large mirror and built-in shelves adorned with decorative items. Soft lighting illuminates the space, with a patterned rug resting on hardwood floors.

Guesthouse in Bronte

Chic&Cozy LL 2Bed 2Bath-Kitchenette l *Near LAKE*

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!

Guesthouse in Richmond Hill

An open kitchen area is visible, featuring modern appliances and a sleek design. Two bar stools are placed at an island, while natural light fills the space through large windows. A cozy seating area with a sofa and small coffee table can be seen in the foreground.

4.94 out of 5 average rating, 32 reviews

Cozy Guesthouse Heart of RichmondHill Bayview

5 out of 5 average rating, 97 reviews

The living area features a light grey couch facing a wall-mounted television, with a stone fireplace below. A circular wooden coffee table sits on a patterned area rug, surrounded by black and green lounge chairs. Decorative shelves hold various items, enhancing the space's contemporary feel.

Guesthouse in Hamilton

Headwater Haven | 2 King-Beds

Guest house rentals with a washing machine and dryer

5 out of 5 average rating, 18 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

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 By 401 | Toronto Airport 25 Minutes

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, 39 reviews

Private & Detached Downtown Brampton Garden Suite

4.93 out of 5 average rating, 212 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

4.93 out of 5 average rating, 476 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

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, 83 reviews

Bright and Airy Guest Suite with Pool

4.8 out of 5 average rating, 20 reviews

A comfortable gray sectional sofa is positioned in a well-lit living area. Two decorative pillows are placed on the couch, alongside a light-colored coffee table featuring books and a remote. Framed artwork adorns the walls, complemented by a stylish lamp beside the sofa.

Guesthouse in Milton

Cozy 2-Bedroom Suite Apartment style

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.