Guesthouse vacation rentals in Regional Municipality of Peel

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Top-rated guesthouse rentals in Regional Municipality of Peel

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

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Guest favorite

Guesthouse in Halton Hills

4.88 out of 5 average rating, 34 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or need a place to lay your head during a work trip that’s not a motel? 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.

Nov 15 – 22

G$18,656 GYD per night

Guest favorite

Guesthouse in Acton

4.97 out of 5 average rating, 230 reviews

Wooden guesthouse in the forest

The guesthouse is the perfect getaway. Like living at a cottage, minutes away from the city. This loft guest house is fully equipped with a bedroom, own kitchen, and private bathroom. We are just 45 minutes from Toronto with a short drive to both Georgetown & Acton. Ten Minutes To 401. This retreat 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.

Jul 19 – 26

G$57,561 GYD per night

Guest favorite

Guesthouse in Mississauga

4.8 out of 5 average rating, 76 reviews

Luxury two-bedrooms guest house

Brand-new, Charming, contemporary two-bedroom guesthouse in the heart of Mississauga. Just a step away from Heartland shopping district, 10 mins to Mississauga downtown, 20 mins to Pearson Airport, and 30 mins to Toronto. Close to amazing restaurants, cafes, and bars. Perfect for your vacation gateway or business trip. A cozy home base while exploring everything the Greater Toronto Area has to offer. Filled with natural light, professionally cleaned, and upscale amenities to feel like home.

Apr 12 – 19

G$17,782 GYD per night

Guest favorite

Guesthouse in Richmond Hill

4.95 out of 5 average rating, 84 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.

Sep 4 – 11

G$26,883 GYD per night

Guest favorite

Guesthouse in Orangeville

4.97 out of 5 average rating, 99 reviews

A bright & stylish urban studio

Come & relax...in privacy. The "Carriage House" is a 634 square foot studio-style unit is unique & intimate. You will be away from the main house, in your own building. Amazing kitchen, complete with gas range. Spacious & elegant over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for your convenience. 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 :)

Oct 26 – Nov 2

G$13,992 GYD per night

Guest favorite

Guesthouse in Brampton

4.84 out of 5 average rating, 132 reviews

CozyStay in Brampton

Welcome to COZY STAY ! Here, you can enjoy your stay with full utilities, King beds, the romantic garden, in a calm neighborhood. It's also surrounded with places of interest. Why spend more on hotels ! Within walking distance to shops, banks, restaurants, &markets 6min to a gas station &Tim Hortons. 8min to highway 407 & highway 401 10min to Toronto Premium outlets 20min to Toronto Pearson Airport 30min to downtown Toronto 1h52 to Bluemountain village 1hr20 to Byng Island

Mar 25 – Apr 1

G$20,670 GYD per night

Guest favorite

Guesthouse in Mississauga

5.0 out of 5 average rating, 17 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this spacious and serene space. Large windows and accordion patio doors overlooking lush greenery in private backyard oasis. Enjoy indoor/outdoor living and access to private basketball court. Landscaped backyard with access to hot tub, deck, pool (summer) and firepit. Tons of board games, 4K projector (stream from our G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring.

Jan 5 – 12

G$20,449 GYD per night

Superhost

Guesthouse in Bolton

5.0 out of 5 average rating, 3 reviews

Adorable 1-bedroom guesthouse with gas fireplace.

Kick back and relax in this calm, stylish space that is conveniently located five minutes away from the Caledon Equestrian Center, Caledon Woods and Glen Eagle golf courses, and the Caledon Hills Brewing Company. Ten minutes from Bolton and Caledon East and located in a quiet street filled with trees and picturesque ponds, this apartment is newly renovated and boasts in floor heating and a gas fireplace. Perfect for a quiet retreat and available for short term rentals.

Dec 12 – 19

G$20,689 GYD per night

Guest favorite

Guesthouse in Mono

4.92 out of 5 average rating, 91 reviews

Mono Studio

Located in the beautiful Island Lake Estates community. The Mono studio is a private cozy little getaway from the hustle and bustle. The studio is surrounded by amenities that offer something for everyone. Enjoy wine tasting at Adamo Estates, take a walk on the Vicky Barron Trail, visit Mono Cliffs Park, ski or golf at Hockley Valley Resort or venture into Orangeville for some great local restaurants or a show at the Orangeville Theater. Twin bed expands to King size

Jul 26 – Aug 2

G$22,059 GYD per night

Guest favorite

Guesthouse in Mississauga

4.94 out of 5 average rating, 67 reviews

Private, stylish and comfortable.

Enjoy a stylish experience at this centrally located place, only 10 minutes drive from Downtown Mississauga. Near parks, hiking trails, gym, running track, grocery stores, pharmacy, banks, library and more. Private parking space, washer/drier, smart TV, access to Netflix, Wi-Fi, quiet neighbourhood. Space is decorated with warm tones and cozy settings. Working space with storage desk. Great lightning in dining room, kitchen and living room. Street level entrance.

Jul 17 – 24

G$20,187 GYD per night

Guest favorite

Guesthouse in Brampton

4.97 out of 5 average rating, 39 reviews

Contemporary Lux Suite 1BR, 1BA: Free Parking

Welcome to the Contemporary Lux Suite. Our suite includes a private side entrance, snacks/drinks for our guests, a quiet environment and free parking Our suite is in a quiet friendly neighborhood with lots of parks, restaurants and public transport nearby. It is a perfect getaway for couples or anyone are looking for a private, relaxing, and quiet stay. Fully Equipped Kitchen with coffee, snacks and drinks, kettle, toaster and pans during your stay.

Dec 20 – 27

G$20,678 GYD per night

Guest favorite

Guesthouse in Richmond Hill

5.0 out of 5 average rating, 10 reviews

New Cozy Entire 1 Bedroom Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway.

Oct 25 – Nov 1

G$20,608 GYD per night