Vacation rentals in Regional Municipality of York

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Top-rated vacation rentals in Regional Municipality of York

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Top guest favorite

Guest suite in Newmarket

4.94 out of 5 average rating, 188 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 favorite

A geodesic dome is nestled among lush greenery, surrounded by trees and ferns. The dome features a clear, dome-shaped roof that allows natural light to enter. A wooden deck extends from the dome, offering a glimpse of the peaceful natural setting.

Dome in Bradford West Gwillimbury

4.97 out of 5 average rating, 376 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 favorite

The red and green sign of East Side Mario's is prominently displayed, indicating its reputation as a casual dining restaurant. The entrance features a large arched awning, and bright lights illuminate the facade. Nearby seating is visible, enhancing the welcoming appeal of the establishment.

Home in Aurora

4.89 out of 5 average rating, 123 reviews

Cozy 3 Bedroom 2 Floors House in Aurora

Welcome to the beautifully renovated 2 story sweet home in central Aurora! 3 comfortable beds (1 king, 2 queen), full modern kitchen, brand new laundry tower, 2.5 bathrooms, 2 parking space (2 small cars). Surrounding by a lot of shopping centers, restaurants and parks. Easy access to Highway 404 and city centers. Perfect for all travelers so call a sweet home away from home. Book it now and start a sweet trip right way! A quiet client lives in separate entrance basement. no sharing at all.

Top guest favorite

Guest suite in Newmarket

4.97 out of 5 average rating, 35 reviews

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite

Pride of ownership! Looking for a little quiet getaway! This meticulously clean, boutique-style, self-contained, 2-bed basement apartment is nestled-in on a quiet street in a beautiful neighborhood. It's perfectly set up for a business trips or a relaxing short-term/longer-term stays. #BL2024-00084 Perfect location! Steps to Southlake Hospital, amazing biking/walking trails to Fairy Lake, minutes to the GO Train, Local Transit, Hwy 404 and a short distance more to Upper Canada Mall & Hwy 400.

Guest favorite

A serene view of Lake Simcoe features gentle waves lapping against a rocky shoreline. In the background, a sandy beach is visible, framed by lush green trees. The clear blue sky is dotted with a few fluffy clouds, enhancing the tranquil atmosphere.

Guest suite in East Gwillimbury

4.92 out of 5 average rating, 454 reviews

Stylish, Modern 2nd Floor Private Apt. Quiet Area

Located in a beautiful and quiet neighborhood, this modern apartment can make for a perfect peaceful getaway no matter the occasion. Close to Lake Simcoe, beautiful beaches for swimming & fishing, and plenty of nature trails. Highlights: Large and cozy bedroom with ample storage and work space. Beautiful open concept dining area and kitchen with everything you need. Keurig coffee, tea and some snacks provided. Comfy sofa in front of a large screen TV with Netflix. High speed internet provided.

Top guest favorite

A well-maintained exterior showcases a two-story brick house, featuring a welcoming porch adorned with comfortable chairs. Neatly arranged flower beds filled with red blooms complement the stone pathway, while lush green grass provides a vibrant contrast.

Guest suite in East Gwillimbury

4.98 out of 5 average rating, 142 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.

Guest favorite

A dining table with a reflective surface is positioned in front of a large window. The view showcases a spacious green lawn, colorful trees, and distant structures under a partly cloudy sky, providing a serene outdoor backdrop.

Guesthouse in Schomberg

4.92 out of 5 average rating, 436 reviews

Country Cabin Escape | King Bed | Pet Friendly

Tucked away on our peaceful family farm, this private retreat offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. ✨ Full kitchen 🔥 Wood fire pit & propane BBQ 📶 WiFi + 40” Smart TV 🚿 Cozy 3-piece bathroom 🧺 Laundry access 🌲 Scenic walking trails Located near our farmhouse, Country Suite, and Event Barn, the cabin remains fully private with blinds for added comfort. We look forward to welcoming you for a restful and memorable stay!

Top guest favorite

A sign for 'The Hilton Bed & Breakfast' is affixed to the brick exterior of the building, featuring an elegant design with a white background and decorative border. The name of the establishment is clearly visible, positioned above a smooth stone surface.

Apartment in Newmarket

4.99 out of 5 average rating, 178 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.

Guest favorite

A bright bathroom features a modern freestanding bathtub and a glass-enclosed shower. Natural light floods the space through large windows with elegant shades, while white walls and light tile create a clean and airy atmosphere. Towels are neatly displayed nearby.

Home in East Gwillimbury

4.9 out of 5 average rating, 10 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.

Top guest favorite

An outdoor balcony is adorned with a cozy seating area and a modern outdoor fire table. Twinkling string lights create a serene ambiance, while a gas grill is positioned next to the seating. Surrounding views of other residences are visible under a soft gray sky.

Condo in Innisfil

5 out of 5 average rating, 143 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Guest favorite

An open concept space is featured, showcasing a living area with a light-colored sofa and a dark coffee table. A dining area with a round table and soft-colored chairs is visible, alongside a spacious bed with a patterned blanket. Bright lights illuminate the room.

Guest suite in Newmarket

4.95 out of 5 average rating, 38 reviews

Forest Trail home

Unwind in this renovated basement suite in the heart of Newmarket. This open concept private unit accommodates up to 4 guests in a queen size bed and queen pull-out mattress. The room includes a living area, kitchen and dining area with an extendable table which may be used as a desk. There is a private bathroom and bedroom area. The entrance is also private and there is free parking for one car on the right side of the driveway. We are a family of two living on the main floor.

Superhost

Two glamping domes are nestled among tall trees under a starlit sky. One dome emits a warm glow from its entrance, creating a contrast against the night. The other dome is softly illuminated, while the silhouette of branches adds depth to the serene landscape.

Dome in East Gwillimbury

4.9 out of 5 average rating, 225 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.