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Guest house holiday rentals in York

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Top-rated guest house rentals in York

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

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Superhost
A spacious living area features a comfortable dark sectional sofa adorned with accent pillows. A coffee table with a decorative vase sits in front. Opposite, a flat-screen TV is positioned on a wooden stand, while a dining table with green chairs is visible in the background.
Guest house in Markham

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
Top guest favourite
An outdoor seating area is shown with a black canopy sheltering a glass-topped table surrounded by two comfortable chairs. A vibrant flower arrangement sits at the center, providing a welcoming touch. Tall trees in the background add shade and privacy to the peaceful setting.
Guest house in Innisfil

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, fridge&microwave. 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 pets friendly (pet charges include in the booking).

4.99 out of 5 average rating, 82 reviews
Guest favourite
A dining area is featured with a modern table set for four, including a wooden table and bench, complemented by upholstered chairs. The backdrop consists of vertical wooden panels, and a wall clock is mounted nearby, enhancing the functional and stylish design.
Guest house in Barrie

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.

4.89 out of 5 average rating, 114 reviews
Top guest favourite
A spacious living area is presented with a light gray couch, a stylish armchair, and a small round table. A dedicated workspace is visible in the background, featuring a desk and a chair. Neutral-toned walls and flooring create a calm environment.
Guest house in Aurora

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, 108 reviews
Top guest favourite
The modern kitchen and living area feature light wood flooring and ample natural light. A central island with two bar stools acts as a divider. Stainless steel appliances, including a microwave, are neatly arranged in the kitchen, while a comfortable sofa is positioned nearby.
Guest house in Barrie

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, 99 reviews
Guest favourite
Guest house in Newmarket

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, 16 reviews
Top guest favourite
The open-concept living area features a comfortable sofa set against wooden accents and a rustic coffee table. The kitchen is visible in the background, equipped with modern appliances. Large windows allow natural light to fill the space, complementing the warm tones of the wood flooring.
Guest house in Barrie

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, 306 reviews
Guest favourite
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.
Guest house in Richmond Hill

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, 192 reviews
Superhost
A pool table is prominently featured in the foreground, showcasing a neatly arranged set of colored billiard balls. In the background, a stylish bar area is visible, lined with glassware and illuminated by soft lighting.
Guest house in Newmarket

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, 244 reviews
Top guest favourite
An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.
Guest house in Barrie

Chalet w/ yard & pool, walk to beach & playground

Barrie's most comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious with A/C, gas fireplace and gourmet kitchen, with park. beach and playground on Lake Simcoe a two minute walk away. A welcoming, fully equipped home away from home for families, couples, friends and travellers in a beautiful, mature neighbourhood featuring nearby walking and biking trails. For longer stays we are happy to offer discounts, just inquire!

4.98 out of 5 average rating, 104 reviews
Guest favourite
Guest house in Barrie

Quiet 2BR Suite • Kitchen, Workspace + Parking

A comfortable, no-stress place to unwind, work, and feel at home. Enjoy a cozy, quiet 2-bedroom retreat designed for comfort and convenience. Located in a safe, peaceful neighbourhood, it’s perfect for professionals, couples, or small families. The space features a full kitchen, dining area, and dedicated workspace. Minutes to downtown with quick highway access, free parking, and nearby trails. Ideal for short or extended stays. Please note: not wheelchair accessible.

4.87 out of 5 average rating, 135 reviews
Guest favourite
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.
Guest house in Richmond Hill

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, 160 reviews

Popular amenities for guest house rentals in York

KitchenWifiFree parking on premisesAir conditioning

Family-friendly guest house rentals

Guest favourite
A spacious primary bedroom features a large bed with patterned bedding and decorative pillows. Two bedside lamps provide soft lighting beside the windows, which offer natural light. A plush area rug lies underneath a wooden bench at the foot of the bed, adding comfort to the space.
Guest house in Innisfil

Luxury Stay In Innisfil!

4.91 out of 5 average rating, 32 reviews
Superhost
Guest house in Markham

A bright cozy walk out suite

4.67 out of 5 average rating, 6 reviews
Guest favourite
The kitchen area features modern white cabinetry complemented by sleek countertops. Essential appliances, including a stove, oven, microwave, and refrigerator, are arranged for convenience. The open space is illuminated by recessed lighting, enhancing the clean lines of the room.
Guest house in Toronto

Cozy Two (2) Bedroom Getaway In A residential Area

4.91 out of 5 average rating, 43 reviews
Superhost
A bright studio space features a comfortable bed facing large windows that allow natural light to fill the room. A dining area with four wooden chairs and a table sits beside a modern kitchen, and a seating area with a green couch offers additional relaxation.
Guest house in Richmond Hill

Bright & Cozy Studio w/ Private Entrance & Parking

4.86 out of 5 average rating, 21 reviews
Top guest favourite
Guest house in Kettleby

Garden Studio • Private Entrance • BBQ

5.0 out of 5 average rating, 27 reviews
Guest house in Richmond Hill

Modern basement getaway

5.0 out of 5 average rating, 4 reviews
Guest favourite
A cozy bedroom features a spacious bed dressed in soft linens, complemented by decorative pillows. Nightstands with lamps are positioned on either side. Large windows are adorned with sheer curtains, allowing natural light to fill the room, while warm wood flooring adds to the inviting ambiance.
Guest house in Vaughan

Bright Main Floor Luxury Suite near Vaughan Mills

4.92 out of 5 average rating, 52 reviews
Guest house in Beaverton

Bolster Bunkie

4.73 out of 5 average rating, 11 reviews

Guest house rentals with a patio

Superhost
A charming boathouse is depicted with a wooden exterior surrounded by greenery. A spacious deck offers seating and overlooks the lake. A private dock extends into the water, providing access. Steps lead from the deck to the lush landscape and entrance.
Guest house in Barrie

Cozy Waterfront Boathouse with Lake Simcoe Views

4.69 out of 5 average rating, 61 reviews
Top guest favourite
A charming entrance pathway is flanked by tall greenery leading to a welcoming door with a light fixture. The stone path is bordered by well-maintained landscaping, and a potted plant adds a touch of color beside the entrance.
Guest house in Innisfil

A Greyt Escape

4.96 out of 5 average rating, 78 reviews
Guest favourite
The open living space features wooden beams and a cozy sleeping area with a patterned bedspread. A dining table is set with plates and utensils, while two upholstered chairs are arranged nearby. Light is provided by ceiling fixtures, enhancing the bright atmosphere.
Guest house in North York

Luxury 1BD Suite/A+ Location!

4.89 out of 5 average rating, 73 reviewsAn open kitchen area is visible, featuring modern appliances and a sleek design. Two bar stools are placed at an island, while natural light fills the space through large windows. A cozy seating area with a sofa and small coffee table can be seen in the foreground.
Guest house in Richmond Hill

Cozy Guesthouse Heart of RichmondHill Bayview

4.84 out of 5 average rating, 45 reviews
Guest favourite
The exterior of a charming white cottage is displayed, featuring a sloped roof and multiple windows with decorative black trim. A welcoming front door with a small porch is visible, surrounded by neatly landscaped areas with shrubs. Nearby trees add to the serene environment.
Guest house in Richmond Hill

Charming Mill Pond Urban Cottage

5.0 out of 5 average rating, 10 reviews
Guest favourite
Guest house in Richmond Hill

Apartment in a basement

4.91 out of 5 average rating, 11 reviews
Guest favourite
An open living and dining area features a wooden dining table surrounded by six chairs, complemented by a cozy seating arrangement of plush sofas. A fireplace with a stone backdrop adds warmth, while large windows allow natural light and offer views of the lush backyard.
Guest house in Richmond Hill

Complete 2 bedroom Separate Apartment

4.84 out of 5 average rating, 51 reviews
Guest house in Nobleton

North GTA's #1 Private Resort For Celebrations

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Brampton

Fireside 3BR by Canterra Stays · Sleeps 6

4.94 out of 5 average rating, 17 reviews
Guest favourite
The modern kitchen area showcases sleek white cabinetry complemented by a stylish marble countertop. A stainless steel refrigerator and dishwasher are present, along with a dark faucet above a stainless steel sink. A comfortable chair and a wall-mounted smart TV enhance the functional space.
Guest house in Brampton

Adey's Haven: 1BR + Free Parking

5.0 out of 5 average rating, 24 reviews
Guest favourite
A circular fire pit area is surrounded by colorful adirondack chairs in red and yellow, including a smaller chair for children. The space is framed by trees, with scattered patches of snow visible on the ground. The designated area invites relaxation and outdoor gatherings.
Guest house in Innisfil

Unwind and Relax at Innisfil Cottage

4.93 out of 5 average rating, 54 reviews
Superhost
A cozy living room is equipped with a gray sectional sofa, a coffee table, and a TV on a media console. A desk with a computer monitor and an orange lamp adds functionality. Large sliding glass doors provide natural light and a view of the snowy outdoors.
Guest house in Markham

The Cozy Apartment Style Home

4.76 out of 5 average rating, 79 reviews
Guest favourite
A modern studio is depicted with a spacious layout. A large wall-mounted TV is positioned against a white wall, while a minimalist floating shelf adds decor. A light area rug complements a gray sofa and a bright yellow chair. A cozy bed is dressed with soft linens.
Guest house in Markham

Chic & Cozy: Renovated Studio

5.0 out of 5 average rating, 19 reviews
Top guest favourite
Guest house in Barrie

2 BR 1.5 BA lower level - Comfort with character

5.0 out of 5 average rating, 39 reviews
Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven and refrigerator. A dining table for two sits adjacent to a cozy seating area, which is equipped with a comfortable dark grey sofa and a wall-mounted television. Bright recessed lighting enhances the open space.
Guest house in Richmond Hill

Elegant 1BR Apartment w/Private Entrance & Parking

4.87 out of 5 average rating, 38 reviews
Superhost
A living area features a comfortable grey sofa with decorative cushions displaying a leaf pattern. A glass coffee table sits in front, accompanied by a vase of fresh flowers. A framed landscape painting adorns the wall, while a floor lamp provides additional lighting.
Guest house in Jane and Finch

Spacious 2-BR Private Guest House with Parking

4.91 out of 5 average rating, 34 reviews

Destinations to explore