Holiday houses in York Region

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Top-rated holiday rentals in York Region

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

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Guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury
4.96 out of 5 average rating, 412 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Top Guest favourite
A cozy seating area is featured with a dark leather recliner sofa positioned near a modern fireplace. A large TV is mounted on the wall, displaying a serene sunset over water. Lush greenery is provided by a potted plant nearby, enhancing the inviting space.
Guest suite in East Gwillimbury
4.98 out of 5 average rating, 182 reviews

Adorable Entire Suite,Sep. Entry,1 Parking

Enjoy easy access to stores, restaurants and entertainment from this perfect location. Only 5 min. drive to GO Train & Bus Terminal with quick, convenient transport to Downtown Toronto, Canada’s Wonderland, etc. This lower level guest suite is fully equipped with own laundry, kitchenette with mini fridge, Induction 2 burner Cook Top Stove, microwave, toaster and coffee maker. Cozy Fireplace, 60” screen HD TV and Luxurious King Size Bed Safe Neighbourhood with walking trails and parks.

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.
Guesthouse in Barrie
5 out of 5 average rating, 219 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.

Top Guest favourite
A bright living area features two comfortable sofas, one in muted brown and the other with striped fabric. A round coffee table sits centrally on a light-colored rug. Natural light filters through multiple windows adorned with modern shades, while a wall-mounted television is positioned above a sleek fireplace.
Home in East Gwillimbury
4.96 out of 5 average rating, 23 reviews

Sunny Haven: Brand New Retreat

Have fun with the whole family at this stylish place – your gateway to relaxation and exploration in Holland Landing within the GTA. This listing is conveniently located near parks, scenic trails, and is easily accessible from the 404 highway. With traffic, downtown Toronto is approximately 1 hour away, and Pearson Airport is just a 45-minute drive. Indulge in the comfort of our rooms, equipped with cozy beds and private bathrooms, each featuring a shower, bathtub, towels, and a hairdryer.

Guest favourite
A modern guest suite is displayed, featuring a cozy sleeping area with a spacious bed. Two elegant chairs are positioned beside a small table, providing a welcoming space. A well-equipped kitchenette is visible, complete with a microwave and countertop appliances, enhancing the functionality of the suite.
Guest suite in Aurora
4.94 out of 5 average rating, 236 reviews

Modern Main Floor Bachelor Suite w/Patio & Parking

Stylish, modern, self-contained guest suite on main floor of a house with separate entrance. Free driveway parking for 2 cars. Private guest patio in a safe, beautiful neighborhood in Aurora. Well appointed bachelor suite with modern bathroom and kitchenette: microwave, electric kettle, coffee machine, toaster, portable electric stove, and counterheight fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more.

Guest favourite
A relaxing outdoor space features a circular fire pit surrounded by four red Adirondack chairs. A stack of firewood sits nearby. Behind the seating area, a glimmering glass geodesic dome is surrounded by lush greenery and open sky.
Dome in Zephyr
4.95 out of 5 average rating, 131 reviews

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

Top Guest favourite
Home in Newmarket
5 out of 5 average rating, 13 reviews

Freshly Renovated 1 bedroom | Cozy & Convenient

A newly renovated space designed for comfort, independence, and a cozy atmosphere. Perfect for couples seeking a romantic getaway, small families looking for a peaceful stay, or professionals needing a fully furnished base, this suite offers everything you need for a memorable experience. Guests love the peaceful surroundings—no city noise, just fresh air and calm views. Enjoy morning coffee, evening walks, or simply unwind after a day exploring the city.

Top Guest favourite
Home in Richmond Hill
5 out of 5 average rating, 15 reviews

Luxury 2BR |Chef's Kitchen|86" TV Netflix |Parking

✨Modern 2 Bed | 2 Spa Bath | Netflix + 86" TV, Gourmet Kitchen | Free Parking✨ Experience a 5-star rated suite. Your retreat features a massive 86" 4K TV with Netflix for a true home theatre experience, a gourmet kitchen, and two spa-like bathrooms. Rest in hotel-quality beds with premium linens. Enjoy a prime Richmond Hill location with easy highway access, free parking, and fast WiFi. Book your memorable, comfort-focused stay with a trusted host!

Top Guest favourite
Guest suite in Aurora
5 out of 5 average rating, 25 reviews

love factory

This stylish place to stay is perfect for group trips. A spacious and newly-built designer loft with high-end appliances and stunning finishes creates an ambiance of a distillery and a cocktail lounge. Enjoy your morning coffee on the patio with unobscured view of a pristine backyard ravine. This loft is located minutes from major high way to travel anywhere in Toronto and minutes from excellent restaurants.

Guest favourite
A spacious living area features a large sectional sofa arranged around a soft area rug. Light wood flooring is complemented by pale walls and columns. A mounted television and shelves are visible. A dining area is to the right, with a table and chairs.
Apartment in Richmond Hill
4.87 out of 5 average rating, 159 reviews

Large Walk-out private apartment w/ parking

A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

Top Guest favourite
A spacious living area is highlighted by a large brown sectional sofa, complemented by a modern arc floor lamp. A coffee table with decorative items is positioned in front, while the open layout leads to a well-equipped kitchenette and a staircase, enhancing accessibility.
Home in Richmond Hill
5 out of 5 average rating, 21 reviews

Newly furnished! Nature Retreat | Private Basement

Welcome to your retreat surrounded by nature! This spacious and cozy basement suite features everything you need for a comfortable stay! All just a short walk to a bus stop and to Yonge Street, where you’ll find supermarkets, restaurants, and more. Just minutes from Lake Wilcox for canoeing and outdoor fun, also with several golf courses nearby for golf lovers.

Guest favourite
The modern living area features a comfortable sofa with patterned cushions opposite a low-profile media console. A large flat-screen TV is mounted on the wall. Light filters in through expansive glass windows, which lead to a balcony that offers a view of outdoor seating and greenery.
Condo in Innisfil
4.95 out of 5 average rating, 455 reviews

Lovely Open Concept Friday Harbor Resort Condo

This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

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