Guesthouse vacation rentals in Halton Hills

4.93 out of 5 average rating, 195 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, 134 reviews

A modern dining area features a glass table with transparent chairs, set against a backdrop of gray walls and wood flooring. A black rug provides contrast under the table. Soft lighting highlights artwork on the walls, contributing to the open and clean design of the space.

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, 290 reviews

A quaint wooden dock leads to a peaceful creek with gentle water flowing over rocks. A small bridge connects the dock to a modern structure nestled amid lush greenery. Tall trees provide a serene backdrop, enhancing the natural 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

The exterior showcases a two-story grey structure featuring three garage doors and a large, shared driveway. The surrounding foliage is highlighted by autumn leaves, while the sky transitions to sunset hues, creating a serene evening ambiance.

4.96 out of 5 average rating, 132 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 :)

4.98 out of 5 average rating, 207 reviews

A glass-topped table is situated on a balcony, surrounded by comfortable chairs. Fruits are displayed in the center of the table. The expansive view of the serene blue waters of Lake Ontario extends beyond the railing, framed by greenery and a clear sky.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 1-5 (4 nights/5 days) You can book a single night or all 4 nights JUNE 10-13 (3 nights/4 days) JULY 1-30 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-sit

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 200 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 private balcony is shown featuring two black metal chairs and a small round table on a wooden deck. Double glass doors lead back into the interior space, with sunlight illuminating the area, suggesting a bright and open environment.

4.97 out of 5 average rating, 140 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

4.89 out of 5 average rating, 112 reviews

A wooden deck features a dining table and lounge chairs accompanied by a large umbrella. Lush greenery surrounds the area, creating a private outdoor space that leads to a grassy backyard, offering a tranquil setting for relaxation.

Guesthouse in Toronto

Very clean; prime location; breakfast

Our beautiful home is conveniently located in a highly thought after neighbourhood in Mid-town Toronto, close to Downtown. Guests will have completely separate unit to themselves with separate entrance. Easy access to both TTC bus 1 minute walk and Subway Lawrence/Yonge lines /1.4km/10min walk. Easy walking distance to great restaurants and coffee shops, upscale Pusateris gourmet grocery store and Shoppers Drugmart within 2min walk. Large parks and ravines nearby, family-friendly activities.

Guesthouse in Richmond Hill

A small outdoor seating area is visible, featuring a wooden bistro table and two folding chairs. The space is framed by a brick wall and includes an air conditioning unit. Light-colored flooring adds a modern touch, while windows allow for natural light.

4.94 out of 5 average rating, 119 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 free parking.

4.96 out of 5 average rating, 120 reviews

A framed portrait is displayed on a light-colored wall, featuring a figure engaged in a contemplative pose. Below, a wooden table holds a potted plant with green leaves, complementing the neutral tones of the nearby seating area.

Guesthouse in Lincoln

Loft in Jordan: private balcony, close to wineries

Centrally located among Niagara’s fruit farms and wineries is our private loft. Our loft is a large open concept space that offers a cozy haven, blending modern comfort with local charm. Relax with a morning coffee on the balcony that overlooks the harbour estates vineyard or enjoy a nightcap while watching the sun set. Perfect for solo travellers or couples seeking a serene escape. 5 min drive to Charles Daily Beach Down the road to Pearl Morisette Restaurant 20 min to Niagara Falls.

Guesthouse in Halton Hills

4.94 out of 5 average rating, 108 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 and Terra Cotta Conservation areas, the Credit River, the villages of Glen Williams and Terra Cotta, as well as the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing in Halton Hills or Caledon, then order in or grab some take-out and come relax by a roaring fire. Firewood is included.

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, 183 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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Halton Hills guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Private room in Little Portugal

A modern exterior is displayed, featuring a streamlined shape with large windows. The snow-covered surroundings enhance the inviting entrance, providing access to the private space within. A bright winter's day casts natural light across the facade, emphasizing the architectural design.

4.95 out of 5 average rating, 38 reviews

Private Guesthouse with Sauna

A spacious bedroom features a queen bed with a quilted cover and decorative pillow. A bedside table with a lamp provides soft lighting. Natural light filters through a window with blinds, illuminating the wooden flooring and warm wood-paneled accent wall.

Private room in Markham

4.82 out of 5 average rating, 74 reviews

friendly house

Guesthouse in Trinity-Bellwoods

A spacious studio suite is presented, featuring a large bed positioned against a wooden headboard. Soft lighting illuminates the room, which includes a kitchenette and a small dining area visible in the background.

4.92 out of 5 average rating, 153 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

The exterior of the guesthouse features a brick facade with a sloped roof. A private entrance is visible along with a small landscaped area and patches of grass. Large windows provide natural light, and a paved pathway leads to the entrance.

Guesthouse in Loretto

4.55 out of 5 average rating, 44 reviews

Resort style entire guesthouse (2 rooms)

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, 313 reviews

Free Parking 2BD Queen St. East

Guesthouse in Bronte West

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.

4.6 out of 5 average rating, 10 reviews

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

Show all

Guest house rentals with a patio

4.95 out of 5 average rating, 109 reviews

A single-story guest house is presented with a brown shingle roof. A star decorates the exterior wall, complemented by a well-maintained garden featuring various plants and flowers. A stone pathway leads up to the entrance, with outdoor seating visible on the patio.

Guesthouse in Hamilton

Hollis Haven

A bright living area features a light-colored sofa and a cozy yellow chair, complemented by green plants. Large glass doors open to the deck, allowing natural light to fill the space. A colorful piece of wall art adds a pop of interest to the room.

4.8 out of 5 average rating, 50 reviews

Lovely & Cozy Apartment lots of natural light

5 out of 5 average rating, 20 reviews

Guesthouse in Fergus

Millcreek Riverfront Retreat Elora/Fergus

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, 26 reviews

Country Retreat

4.95 out of 5 average rating, 85 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

4.96 out of 5 average rating, 23 reviews

A well-lit living area features a large flat-screen TV mounted above a brick fireplace. A wooden coffee table rests on a soft area rug, accompanied by a dark dresser and a mirror reflecting the space. An entrance to the kitchen is visible in the background.

Guesthouse in Rexdale

Private Guest Suite in Toronto

5 out of 5 average rating, 45 reviews

The kitchen and living area feature a double futon and a glass dining table surrounded by upholstered chairs. Shelves display kitchen essentials, while modern appliances, including a refrigerator and microwave, are neatly arranged. Soft lighting enhances the bright and functional space.

Guesthouse in Elora

Carriage House - Elora

Guesthouse in Stoney Creek

A well-appointed living area features a brown sofa adorned with decorative cushions and a cozy armchair with a throw blanket. A round coffee table is positioned centrally on a textured rug. Natural light is complemented by soft overhead lighting.

4.97 out of 5 average rating, 35 reviews

Garden Home

Show all

Guest house rentals with a washer and dryer

Guesthouse in East Danforth

A jetted hot tub is surrounded by a privacy screen, emitting soft glow from multicolored LED lights. Steam rises from the water, creating a serene atmosphere ideal for relaxation under the stars.

4.94 out of 5 average rating, 34 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

4.86 out of 5 average rating, 49 reviews

A decorative shelf is seen, featuring a green glass pitcher, a silver container, and two textured green vases. Fresh white flowers are arranged in a dark glass vase to the left, adding a touch of nature to the display.

Guesthouse in Markham

2 bedroom Guest house in North of Toronto

A dining area is featured, showcasing a glass table surrounded by six black chairs. A fully equipped kitchen is visible with white cabinets and modern appliances. Soft lighting illuminates the space, highlighting the seamless connection between the dining and kitchen areas.

4.83 out of 5 average rating, 40 reviews

Incredible summer2025 sale Lux. fully private unit

Guesthouse in Richmond Hill

4.96 out of 5 average rating, 80 reviews

"Modern Urban Studio Retreat"

A concrete staircase leads down to a glass-paneled door framed by brick walls. Black metal railings provide safety along either side, and a light fixture is mounted on the wall. The area is clean and well-maintained, creating a welcoming descent.

4.92 out of 5 average rating, 25 reviews

Cozy guest unit

4.96 out of 5 average rating, 67 reviews

The entrance to the apartment is marked by a sleek, black front door set against a warm wood panel exterior. A pathway lined with landscaping leads to the door, with green grass and small flowering plants enhancing the inviting approach.

Guesthouse in Toronto

Newly Built, One-Bedroom Stylish Apartment

4.82 out of 5 average rating, 11 reviews

The kitchen area features modern stainless steel appliances, including an oven and microwave. A light-colored countertop contrasts with dark cabinetry. Natural light enters through a glass door accompanied by two side windows. A decorative rug enhances the space near the entrance.

Guesthouse in Guelph

Legal 2-Bedroom Basement Apartment