Guesthouse vacation rentals in Halton Hills

4.93 out of 5 average rating, 202 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!

4.87 out of 5 average rating, 151 reviews

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.

Guesthouse in Brampton

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

4.96 out of 5 average rating, 300 reviews

A modern treehouse-style guesthouse is elevated on stilts, surrounded by lush greenery and towering trees. A stone pathway leads toward the entrance, while large glass windows allow natural light to flow into the interior, blending the structure harmoniously with the forest setting.

Guesthouse in Acton

Treehouse in the forest

Treehouse in the Forest is the perfect getaway. Like living at a cottage, minutes away from the city. This place is fully equipped with a bedroom, own kitchenette, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. 10 Minutes to 401. This guesthouse is nestled on a hill with spectacular views, surrounded by 16 acres of towering trees overlooking a creek with a private waterfall and walking trails. Perfect for photographers and influencers.

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.

4.95 out of 5 average rating, 363 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, 137 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.

4.84 out of 5 average rating, 206 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.

4.97 out of 5 average rating, 150 reviews

Balcony House 30% off monthly with 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 parkings

4.93 out of 5 average rating, 447 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.

4.98 out of 5 average rating, 161 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.

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.

4.93 out of 5 average rating, 122 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? The Clayhill Bunkie is just the place and minutes from Silvercreek & Terra Cotta Conservation areas, the Credit River, the villages of Glen Williams and Terra Cotta, and the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab some take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay.

Guesthouse in Mississauga

An open concept living and kitchen area is shown, featuring a comfortable seating arrangement with a light-colored sofa and accent chairs. A wooden dining table with chairs is positioned nearby, and a flat-screen TV is mounted on a neutral wall. Natural light enters through large windows.

4.99 out of 5 average rating, 198 reviews

Zorro Guest Suite • Central, Cozy & Private

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.

4.98 out of 5 average rating, 127 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.

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Popular amenities for Halton Hills guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.89 out of 5 average rating, 38 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

4.98 out of 5 average rating, 52 reviews

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. An island with seating for two is positioned in the center, complemented by a stylish light fixture above. The open layout connects to a bright living area, enhancing the spacious feel.

Guesthouse in Kitchener

Calm, Clean and Convenient

Guesthouse in Mississauga

A comfortable living area features a blue sofa with a light throw draped over it. A low wooden coffee table is positioned in front. Three framed artworks are displayed on the wall, and a television sits atop a wooden stand. Natural light enters through a door leading outside.

4.93 out of 5 average rating, 29 reviews

Cozy guest unit

4.94 out of 5 average rating, 31 reviews

A modern living area is displayed, featuring a light gray sofa adorned with patterned throw pillows. A sleek, round black coffee table is positioned in front of the sofa. A minimalist chair complements the space, while a floor lamp and wall-mounted television enhance the functionality.

Guesthouse in Markham

Chic & Cozy 1Bed Guest Suite

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, 34 reviews

My Happy Place - Beaches Apartment

4.92 out of 5 average rating, 38 reviews

A bright living area is highlighted by a teal sofa and two accent chairs, providing comfortable seating. A white coffee table sits in front, while natural light fills the room through large windows. The kitchen is equipped with modern stainless steel appliances and minimalistic cabinetry.

Guesthouse in Hamilton

Juravinski Hospital - Emerald Garden Unit 2 Bed

4.92 out of 5 average rating, 26 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

Downtown Toronto Urban Retreat!

4.83 out of 5 average rating, 12 reviews

A contemporary living space features a light-colored sofa adorned with green throw pillows and a patterned rug. A small coffee table with trays and dining area with a table for four are visible, alongside a modern kitchen equipped with stainless steel appliances and a window allowing natural light.

Guesthouse in Guelph

Legal 2-Bedroom Basement Apartment

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Guest house rentals with a patio

5 out of 5 average rating, 27 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

5 out of 5 average rating, 32 reviews

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.

Guesthouse in York

Junction Private Laneway Suite with Backyard

Guesthouse in Rural Flamborough

A spacious yard is surrounded by lush greenery and mature trees, leading to a charming guesthouse with large windows. The sky is clear with a few clouds, creating a bright and inviting atmosphere throughout the outdoor space.

4.96 out of 5 average rating, 27 reviews

Country Retreat

4.85 out of 5 average rating, 104 reviews

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.

Guesthouse in Parkdale

Cottage Vibe Private Guesthouse @ Queen West

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.

4.91 out of 5 average rating, 22 reviews

Cozy Guesthouse Heart of RichmondHill Bayview

Guesthouse in Rural Flamborough

The inviting living space features two comfortable sofas facing each other, arranged around a glass coffee table. Large windows provide natural light and views, with a flat-screen television mounted on one wall. A greenery accent is included with a potted plant near the window.

4.95 out of 5 average rating, 59 reviews

Everybody into The Pool House!

4.96 out of 5 average rating, 93 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, 71 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 Copetown

Headwater Haven | 2 King-Beds

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Guest house rentals with a washer and dryer

5 out of 5 average rating, 7 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

4.95 out of 5 average rating, 37 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!

5 out of 5 average rating, 63 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

4.92 out of 5 average rating, 12 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

4.93 out of 5 average rating, 28 reviews

A bright and airy living room is showcased, featuring a light gray sectional sofa facing a mounted television above a modern fireplace. A decorative plant sits in the corner, while warm wood flooring complements the space. Two doors are visible along the walls.

Guesthouse in Cambridge

Blair Lane Coach House

4.92 out of 5 average rating, 38 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 Entire Basement 1 Bedroom & 1 Bath

4.87 out of 5 average rating, 39 reviews

A modern chateau is surrounded by trees, showcasing elegant stone architecture with large windows. The spacious driveway leads to a three-car garage beneath the gracefully sloped roof, creating a sense of tranquility amid the natural landscape.

Guesthouse in Erin

Secluded French Chateau Estate