Holiday rentals 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

Flat in Bradford West Gwillimbury

4.95 out of 5 average rating, 21 reviews

Your modern home, away from home

Experience modern luxury in this centrally located 1-bedroom, 1-bathroom apt., perfect for business travelers, couples, & solo adventurers. Enjoy a bright, open-concept living area with a gourmet kitchen. The cozy bedroom features a plush queen-sized bed + a modern washroom with sleek fixtures. Relax with a Smart TV, high-speed internet, & a sofa bed for extra guests. A 5 min walk to grocery stores, restaurants, & shops, this location has everything you need for a comfortable stay. Msg for more!

Guest favourite

Guest suite in Newmarket

4.93 out of 5 average rating, 215 reviews

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work

We have an ideal place for you regardless of work, pleasure, or family time. The recently renovated suite includes: - Separate keyless entry - 2 bedrooms with closets - Living room with 55" TV - Full kitchen with storage & dining - 2 full bathrooms (1 en suite) - 2 on-premises Parking - Laundry - WiFi & more FAST EV Charger-Check for availability ($15/charge) CENTRAL LOCATION! Steps to Upper Canada Mall, Groceries, Restaurants, Trails, Parks, Golf Course, Costco, Walmart, Highway, Go, & more

Top guest favourite

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 393 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...

Guest favourite

Flat in Newmarket

4.84 out of 5 average rating, 215 reviews

Zoe's Suite of Newmarket

This beautiful suite offers, Separate entrance and lock to your suite. Private bathroom with standing shower,queen bed, 48 inch flats screen TV with Netflix and YouTube access. Brand new fully equipped kitchen and appliances, Including, Fridge, induction cooktop and cookware, microwave, kettle, toaster, coffee maker Huge kitchen island with 4 standing bar stool, Free wifi, Free one parking space, Fresh bed sheets and towels are provided Newly built fireplace in the unite to enjoy for the guests

Top guest favourite

Flat in Newmarket

4.99 out of 5 average rating, 188 reviews

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Top guest favourite

Apartment in Innisfil

5 out of 5 average rating, 69 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

Welcome to a Luxurious Couple's Retreat in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself to a relaxing experience only 1hr from Toronto. **Convenience** One of the few condos with direct walkout to courtyard's Swimming Pool, Hot Tub, Firepit and BBQs. (Swimming Pool and Hot Tub are currently closed for repairs, we apologize for any inconvenience) Steps away from Restaurants, Nature Trails, Beach & Boardwalk, Golfing, Live Music Events every Weekend

Guest favourite

Guest suite in Aurora

4.95 out of 5 average rating, 227 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.

Top guest favourite

Tiny home in East Gwillimbury

5 out of 5 average rating, 34 reviews

Tiny Home Farm Stay

Spend the night in a Bluebird school bus, converted into a fully off-grid tiny home. Walk a field of wild flowers, play lawn games, enjoy an outdoor sauna, have a campfire, cozy up inside with the wood stove and wake up on the farm, next to chickens and donkeys. One double bed, and one single pull out couch. Kitchen area with fridge/freezer, propane oven/stove and coffee maker. Toilets and an outdoor shower are located in a common Silo area for guests - 100 yards from the bus.

Superhost

Dome in East Gwillimbury

4.89 out of 5 average rating, 245 reviews

Deerleap Glamping Dome

Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

Superhost

Dome in Uxbridge

4.86 out of 5 average rating, 44 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Superhost

Home in East Gwillimbury

4.79 out of 5 average rating, 29 reviews

Bright & Clean One Bdrm Aprt

Enjoy a stylish experience at this beautiful one bedroom apartment with all the amenities you need ! Located in beautiful Holland landing Neighbourhood, minutes from upper Canada Mall,Costco, Cineplex movie Theatre, 4004 and 400, Go Train and Southlake Hospital. Feel cozy on the couch or in the bed with Smart TV or access to a Fully equipped kitchen with all the tools necessary for you needs. Backyard access with a patio furniture the summer to enjoy outside!

Top guest favourite

Flat in Newmarket

4.95 out of 5 average rating, 59 reviews

Beautiful 1 Bedroom Apartment

Bussines License #: BL2025-00135 Beautiful walk out basement located near Yonge and Mulock. 5 min walk to a big plaza with super market, dollarama, shoppers, banks & restaurants. 5 minute walk to Yonge St & bus station. 5 minute walk to multiple nature trails. 5-10 minute drive to lakes, conservation areas and upper Canada mall. Heating Insulated walls. Separate laundry. 1 Parking spot. Shed storage outside for storage space