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, 195 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!

Guest favorite

Guesthouse in Brampton

4.87 out of 5 average rating, 133 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

Guest favorite

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

4.96 out of 5 average rating, 290 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 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.

Top guest favorite

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.

Guesthouse in Orangeville

4.96 out of 5 average rating, 130 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

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

Guest favorite

Guesthouse in Richmond Hill

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

Guest favorite

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

4.93 out of 5 average rating, 111 reviews

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.

Guest favorite

A dining table with a reflective surface is positioned in front of a large window. The view showcases a spacious green lawn, colorful trees, and distant structures under a partly cloudy sky, providing a serene outdoor backdrop.

Guesthouse in Schomberg

4.93 out of 5 average rating, 429 reviews

Country Cabin Escape | King Bed | Pet Friendly

Tucked away on our peaceful family farm, this private retreat offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. ✨ Full kitchen 🔥 Wood fire pit & propane BBQ 📶 WiFi + 40” Smart TV 🚿 Cozy 3-piece bathroom 🧺 Laundry access 🌲 Scenic walking trails Located near our farmhouse, Country Suite, and Event Barn, the cabin remains fully private with blinds for added comfort. We look forward to welcoming you for a restful and memorable stay!

Guest favorite

Guesthouse in Richmond Hill

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.

Guest favorite

Guesthouse in Toronto

4.97 out of 5 average rating, 146 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.

Guest favorite

A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.

Guesthouse in Scarborough

4.96 out of 5 average rating, 117 reviews

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Superhost

A serene outdoor space features a gravel area surrounded by wooden fencing and vibrant plants. Comfortable seating is arranged near a decorative barrel and a small fire pit, accompanied by climbing plants and hanging decorations. Natural greenery creates a peaceful, inviting atmosphere.

Guesthouse in Mississauga

4.8 out of 5 average rating, 50 reviews

Lovely & Cozy Apartment lots of natural light

"La Casita" is a small, cozy & bright Apt. that has a private entrance and access to beautiful deck with a stunning view of mature trees and nature all around. The neighbourhood is quite and family oriented. Walking distance to Meadowvale Town Center with everything you would ever need and more. Close to Hwy 401- 20 min drive to Toronto Pearson Airport. A great place for a newcomer, business trips or a couple. This apartment has a "Tropical-Warm Vive" inspired by our love for Nature.