Guesthouse holiday rentals in Halton Hills

4.96 out of 5 average rating, 341 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 Action

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 2 bedrooms, own kitchenete, 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.

ValueFamilyKitchen

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.

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.

FamilyLocationHot tub

4.96 out of 5 average rating, 404 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.

4.86 out of 5 average rating, 227 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

ValueFamilyKitchen

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.

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

ValueLocationHospitality

4.93 out of 5 average rating, 192 reviews

4.91 out of 5 average rating, 625 reviews

Guesthouse in Guelph

Sweet Studio ~ Spacious Yard ~ Nature Haven ~ AC

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 one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

FamilyValueLong stay

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.

“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”

LocationFamilyBarbecue

4.89 out of 5 average rating, 114 reviews

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.

LocationValueGetting around

5.0 out of 5 average rating, 206 reviews

A serene bedroom features a spacious bed adorned with light bedding and decorative pillows. Natural light streams through a window, illuminating the room's soft, neutral tones. A cozy armchair and hanging plant add a touch of greenery and elegance to the inviting space.

Guesthouse in Hamilton

Boutique coach house with Scandinavian Steam Sauna

Morwick Lane - a boutique retreat steps from Hamilton’s best downtown spots, and just an hour from Toronto and Niagara Falls. This restored coach house features curated comforts including a sleek fireplace, luxurious bedding, and a cedar Scandinavian sauna. Enjoy the garden shower after your steam sauna, then unwind in the courtyard with a fireplace and stunning gardens. Perfect for a romantic escape or solo wellness retreat, Morwick Lane invites you to experience something unforgettable.

ValueFamilyCleanliness

4.95 out of 5 average rating, 125 reviews

The entrance displays a well-crafted wooden door, flanked by textured stone walls. A hanging planter filled with vibrant flowers is positioned beside the door, complemented by lush green foliage at the base. A welcome mat lies on the ground, inviting guests into the space.

Guesthouse in Morriston

Country Getaway Guest Loft Sleeps 5 people

Relax in this peaceful 2 bedroom 2-bed place in a country setting. Located a few minutes south of Guelph with easy access to the 401. Pearson Airport, Hamilton, Milton, Mississauga, and Kitchener Waterloo are all within 35 minutes. Stroll down the country lane or a nearby trail. Check out a local restaurant – Bistro Reunion, The Danish Place, Change of Pace, Sleemans Brewery, or figure out who did it at the Aberfoyle Mill murder mystery dinner - all within 15 minutes!

FamilyLocationAccuracy

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.

5.0 out of 5 average rating, 122 reviews

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.

ValueFamilyHospitality

4.77 out of 5 average rating, 365 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.

ValueFamilyWi-Fi

Guesthouse in Halton Hills

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.

ValueFamilyOutdoor spaces

4.92 out of 5 average rating, 194 reviews

Popular amenities for Halton Hills guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.97 out of 5 average rating, 225 reviews

Guesthouse in Breslau

House on the Hill

LocationValueCondition

4.96 out of 5 average rating, 329 reviews

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

LocationValueView

An aerial view captures a guesthouse surrounded by lush greenery. A large pool glistens in the sun, accompanied by lounge chairs nearby. The spacious backyard is enhanced by a fire pit area and shaded patio, providing ample outdoor space for relaxation.

4.97 out of 5 average rating, 202 reviews

The Blue Lagoon | Pool & Coastal Tinyhome

ValueLocationBarbecue

A modern electric fireplace is framed by a light-toned mantel. A flat-screen TV is mounted above, while a basket and two wine glasses are placed on the mantel. Decorative dried plants are arranged in a ceramic planter nearby, all set against a neutral wall.

4.99 out of 5 average rating, 134 reviews

Melville Guesthouse

ValueFamilyCleanliness

4.97 out of 5 average rating, 115 reviews

Tiny Home retreat in quiet neighbourhood

ValueFamilyAmenities

A cozy living room features a mix of dark and light furnishings, including a large sofa and an accent seating area. Natural light streams through multiple windows, illuminating the space. A TV is mounted above a decorative fireplace, accompanied by a coffee table made from reclaimed wood.

4.96 out of 5 average rating, 508 reviews

Wrights Coach House

LocationValueTV

4.85 out of 5 average rating, 221 reviews

Guesthouse in Hamilton

Hamilton Beach Guesthouse with guest Kayaks

LocationValueTV

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.

5.0 out of 5 average rating, 116 reviews

Carriage House - Elora

LocationValueIndoor spaces

Guesthouses with a patio

Guesthouse in Richmond Hill

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.

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

FamilyLocationAir conditioning

4.94 out of 5 average rating, 160 reviews

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.

Cottage Vibe Private Guesthouse @ Queen West

ValueLocationTV

4.86 out of 5 average rating, 118 reviews

4.75 out of 5 average rating, 52 reviews

A cozy bedroom features a queen-sized bed with a blue plaid comforter. A modern fireplace is set into a wood-paneled wall. Natural light enters through a window covered with light grey curtains. A soft area rug complements the space, while a small nightstand holds a clock.

Guesthouse in Erin

Retreat in Hiker's paradise with outdoor Firepit

ValueLocationHospitality

5.0 out of 5 average rating, 35 reviews

Guesthouse in Guelph

Private Pool House near UoG

LocationWalkabilityTV

4.85 out of 5 average rating, 41 reviews

A private pool is framed by a spacious patio and surrounded by well-maintained greenery. The villa stands nearby, featuring large windows that overlook the serene outdoor area. A natural stone sits on the patio, adding to the tranquil ambiance.

Guesthouse in Fergus

Country Villa Fergus Elora

ValueLocationHospitality

4.89 out of 5 average rating, 28 reviews

Guesthouse in Caledon

Churchill Pines Guest House

ValueFamilyTV

4.93 out of 5 average rating, 70 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

FamilyLocationPets

4.96 out of 5 average rating, 78 reviews

Guesthouse in York

Junction Private Laneway Suite with Backyard

LocationValueAmenities

Guest house rentals with a washing machine and dryer

4.93 out of 5 average rating, 513 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 Retreat | King Bed | Pet Friendly

LocationFamilyHiking

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

FamilyValueAccess

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.

Downtown - 1 Bedroom Home Upper unit of house

ValueLocationGetting around

4.91 out of 5 average rating, 129 reviews

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

ValueLocationLaundry

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

FamilyLocationCondition

4.79 out of 5 average rating, 56 reviews

Guesthouse in Milton

Your Cozy Milton Retreat!

ValueLocationBathroom

4.94 out of 5 average rating, 17 reviews

Fireside 3BR by Canterra Stays · Sleeps 6

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