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Guesthouse holiday rentals in Mississauga

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Mississauga

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guesthouse in Oakville
4.93 out of 5 average rating, 208 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!

Guesthouse in Brampton
4.85 out of 5 average rating, 168 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

Guesthouse in Acton
4.96 out of 5 average rating, 309 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.

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! **

Guesthouse in Milton
4.94 out of 5 average rating, 33 reviews

Modern Loft with Immersive Theatre Experience

🎬 Welcome to our 850 sq. ft. theatre-themed loft in Milton! Enjoy a true cinematic experience with a 135" projector screen, 75" TV, and surround sound. 🏡 Features include a cozy queen Murphy bed, sofa bed, blackout drapes, 9-11 foot ceilings, full kitchen, and a 3-piece bathroom. 📍 Just a 5-minute drive to downtown Milton, located across from a library, community pool, and skating arena. Nestled in a quiet, upscale neighborhood with easy access to conservation areas for hiking and biking.

Guesthouse in Richmond Hill
4.94 out of 5 average rating, 162 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 Richmond Hill
4.95 out of 5 average rating, 133 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 1 parking space.

Guesthouse in Halton Hills
4.92 out of 5 average rating, 144 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 Greenwood - Coxwell
4.98 out of 5 average rating, 187 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.

Guesthouse in Roncesvalles
4.85 out of 5 average rating, 112 reviews

Cottage Vibe Private Guesthouse @ Queen West

Welcome to our cottage in the city - a cottage country vibe in the heart of Toronto’s best neighborhood. Short walk to Queen & Dundas West and the Ossington strip. Little Italy, Trinity Bellwoods, CNE, Budweiser stage and BMO field are all close by. 5 minute walk to Dundas or Queen street cars, 5 minute cab to UP express (Pearson airport/Union station). Multiple parking options. Please note there is air conditioning in the bedroom only and you need to climb a ladder to get to the bedroom

Guesthouse in Brampton
5 out of 5 average rating, 76 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.

Guesthouse in Brampton
4.78 out of 5 average rating, 316 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.

Popular amenities for Mississauga guesthouses

Quick stats about guesthouse rentals in Mississauga

  • Total rentals

    160 properties

  • Total number of reviews

    7.4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    160 properties include access to Wi-Fi

Destinations to explore

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