
Guest house holiday rentals in York
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Top-rated guest house rentals in York
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2 bedroom Guest house in North of Toronto
Welcome to our charming garden level apartment, a cozy retreat fully renovated, boasting 1100 sqft of space. With 2 bedrooms, each furnished with a queen bed, it comfortably accommodates up to 4 guests. Located in a quiet neighborhood near Bayview Ave, our home offers easy access to nearby attractions. For those who enjoy cooking, we provide cooking utensils, coffee, tea, a microwave, waffle maker, stove & oven, and a water boiler. Guests have private access to the basement through the backyard.
4.87 out of 5 average rating, 104 reviews
Centrally Located 2 bedroom Hidden Gem
Enjoy your stay in Barrie at the Willoughby Guesthouse! Bright, newly constructed, fully detached from main residence & private. The Willoughby is well equipped for all your needs. Wifi & parking included. This modern, 850 sq ft., sun-drenched apartment offers a tranquil residential vibe, as well as quick & easy access to downtown & many local beaches. Sit back & admire the peaceful view overlooking Willoughby greenspace. ***** For Video Tour - click on the first photo in our listing. *****
5.0 out of 5 average rating, 100 reviews
Cozy 2 Bedroom Guest Suite in Aurora
Welcome to our charming cozy guest suite, nestled in the heart of Aurora, Ontario. Has a separate entrance with 2 bedrooms, full washroom, dedicated work space, spacious living area and kitchenette. Our space is designed for families, couples, business travelers, seeking tranquility, cozy space, proximity to attractions, and a safe family friendly neighborhood. Minutes away from: - Downtown Aurora - Restaurants/Fastfood - Parks Other offers: Complimentary Snacks, Free Parking, Free WiFi
4.94 out of 5 average rating, 112 reviews
The Barrie Nook | Coffee Bar & Backyard Grill
Cozy and comfortable, this two-bedroom lower-level apartment tucked away in the heart of Barrie offers the perfect locally inspired retreat. Located just minutes from downtown, the waterfront, and local shops. The space features a custom coffee bar, fully equipped kitchen, cozy living area, WIFI, parking, private entrance and backyard making it ideal for small groups, families, or business professionals. Enjoy all the comforts of home while you relax and unwind in this charming, private space.
4.9 out of 5 average rating, 115 reviews
Chic 2BR Spacious Home Near Yonge St
Welcome to your bright and modern 2-bedroom guest home in Newmarket, just a short walk to Yonge St and close to shopping, restaurants, and Main Street. This private basement suite offers a comfortable, well-appointed stay in a quiet neighbourhood, with a separate entrance, driveway parking, fast Wi‑Fi, in-suite laundry, and a brand-new modern kitchen. Ideal for families, couples, business travellers, and longer stays, the home combines comfort, convenience, and privacy in a peaceful setting.
5.0 out of 5 average rating, 18 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 free parking
4.93 out of 5 average rating, 195 reviews
Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.
5.0 out of 5 average rating, 313 reviews
Oasis Suite
Welcome to Suite Oasis - where relaxation meets elegance! This one bedroom basement apartment has the comfort of home with all your basic kitchen and bath needs with a hotel feel. While spending time indoors we offer a dedicated work space, free wifi and a streaming device to watch your favorite shows, play games or listen to music. Sites near by Pan AM Sports Complex, Toronto Zoo and much more. Whether you're working or vacationing you"ll enjoy this multicultural city centrally-located.
4.83 out of 5 average rating, 108 reviews
Private cozy stylish fun Chill Basement pool table
🔆Cozy Bright Spacious stylish Furnished Separate Entrance On The Ground basement: 🧖W/New 3 pc Bathroom 🛏 Super comfy Queen bed Exquisite Bar/Kitchenette 🔸Air fryer , Ice maker 🔹Mini Fridge,Counter top Burner 🔸Microwave,Coffee Maker,Toaster ☕️🍵Complimentary coffee and Tea 🔥Nice Gas Fireplace 🛋Super comfy couch Bean bag ✅💯Cool Games features: 🎱Pool Table 🎰Craps Table,Blackjack 🎲Backgammon 🎯♟Dart,Chess,Jenga 📺 TV,AppleTV,chrmcast 🅿️ 1 Drive way Parking License#BL2026-00210
4.83 out of 5 average rating, 245 reviews
Warm rustic luxury chalet near lake and trails
Barrie's comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious privacy with heated floors, gas fireplace, gourmet kitchen and covered porch. Short walk to trails, park, beach and playground on Lake Simcoe. Perfect for work or relaxing with fast WiFi and lots of channels on large TV. A welcoming, fully equipped home away from home for families, couples, friends and travelers in a beautiful and quiet mature neighbourhood.
4.98 out of 5 average rating, 105 reviews
Detached Coach House | 1 Bdrm 1 Bath| Private HVAC
Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.
4.94 out of 5 average rating, 161 reviews
PinesGuestHouse walk to lake 2bdrms
Welcome to our PinesGuestHouse in Innisfil, SandyCove and walking distance from private Lake Simcoe beach. Place has 2 bdrms&balcony, fully equipped kitchenette, fridgeµwave. Spacious living room with ROKU tv. Patio with BBQ. Full bathroom with stand up shower, shampoo, conditioner, body wash. Central AC and heating for your comfort. Paddle board is included in your stay. Big driveway can accommodate a few cars/trucks. Place is family and kids friendly.
4.99 out of 5 average rating, 86 reviewsPopular amenities for guest house rentals in York
Family-friendly guest house rentals

Luxury Stay In Innisfil!
4.91 out of 5 average rating, 32 reviews
Cozy Two (2) Bedroom Getaway In A residential Area
4.91 out of 5 average rating, 45 reviews
A bright cozy walk out suite
4.67 out of 5 average rating, 9 reviews
Bright & Cozy Studio w/ Private Entrance & Parking
4.86 out of 5 average rating, 22 reviews
Garden Studio • Private Entrance • BBQ
5.0 out of 5 average rating, 34 reviews
Modern basement getaway
5.0 out of 5 average rating, 7 reviews
Best cozy place near the lake.
4.5 out of 5 average rating, 8 reviews
2 bedroom bright basement apartment with parking
4.72 out of 5 average rating, 185 reviewsGuest house rentals with a patio

A Greyt Escape
4.96 out of 5 average rating, 80 reviews
Cozy Waterfront Boathouse with Lake Simcoe Views
4.7 out of 5 average rating, 64 reviews
Luxury 1BD Suite/A+ Location!
4.89 out of 5 average rating, 73 reviews
Cozy Guesthouse Heart of RichmondHill Bayview
4.85 out of 5 average rating, 46 reviews
Charming Mill Pond Urban Cottage
5.0 out of 5 average rating, 10 reviews
Green Oaks Lodge
4.69 out of 5 average rating, 16 reviews
Complete 2 bedroom Separate Apartment
4.85 out of 5 average rating, 52 reviews
Apartment in a basement
4.92 out of 5 average rating, 12 reviewsGuest house rentals with a washing machine and dryer

Fireside 3BR by Canterra Stays · Sleeps 6
4.94 out of 5 average rating, 18 reviews
Adey's Haven: 1BR + Free Parking
5.0 out of 5 average rating, 25 reviews
Unwind and Relax at Innisfil Cottage
4.92 out of 5 average rating, 53 reviews
2 BR 1.5 BA lower level - Comfort with character
4.98 out of 5 average rating, 41 reviews
Chic & Cozy: Renovated Studio
5.0 out of 5 average rating, 20 reviews
The Cozy Apartment Style Home
4.73 out of 5 average rating, 81 reviews
Spacious 2-BR Private Guest House with Parking
4.91 out of 5 average rating, 35 reviews
Elegant 1BR Apartment w/Private Entrance & Parking
4.82 out of 5 average rating, 39 reviewsDestinations to explore
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Wasaga Beach Area
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- Mount St. Louis Moonstone
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum




