Guesthouse vacation rentals in Mississauga

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Top-rated guesthouse rentals in Mississauga

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

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

4.93 out of 5 average rating, 206 reviews

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!

Superhost

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

4.85 out of 5 average rating, 166 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

Top guest favorite

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

4.96 out of 5 average rating, 307 reviews

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.

Guest favorite

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.

Guesthouse in Leslieville

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.

Top guest favorite

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.

Guesthouse in Orangeville

4.96 out of 5 average rating, 139 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 :)

Guest favorite

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.

Guesthouse in Lakeview

4.9 out of 5 average rating, 78 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this spacious and serene space. king bed+queen air, large windows and accordion patio doors overlooking lush greenery in private backyard oasis. Enjoy indoor/outdoor living and access to private basketball court, trampoline. Landscaped backyard with 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. **25+ ID and waiver required! **

Guest favorite

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.

Guesthouse in Richmond Hill

4.94 out of 5 average rating, 158 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

Guest favorite

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.

Guesthouse in Halton Hills

4.91 out of 5 average rating, 139 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.

Top guest favorite

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.

Guesthouse in Richmond Hill

4.95 out of 5 average rating, 130 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.

Guest favorite

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 Greenwood - Coxwell

4.98 out of 5 average rating, 179 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.

Top guest favorite

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

5 out of 5 average rating, 71 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.

Guest favorite

A dining table is set for six, featuring black plates and glasses. A clear vase with white flowers is positioned in the center. The surrounding chairs are dark wood, complementing the modern design of the space. The flooring is light wood, enhancing the room's overall brightness.

Guesthouse in Brampton

4.79 out of 5 average rating, 312 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.