Vacation rentals in Regional Municipality of York

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Top-rated vacation rentals in Regional Municipality of York

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

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Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 213 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...

Oct 19 – 26

G$24,930 GYD per night

Guest favorite

Guest suite in Newmarket

4.93 out of 5 average rating, 103 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

May 3 – 10

G$15,506 GYD per night

Guest favorite

Guesthouse in Aurora

4.92 out of 5 average rating, 114 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Aug 20 – 27

G$18,507 GYD per night

Superhost

Apartment in Newmarket

4.84 out of 5 average rating, 179 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

Sep 12 – 19

G$15,250 GYD per night

Guest favorite

Guest suite in Newmarket

5.0 out of 5 average rating, 15 reviews

Cozy Modern Newmarket 1BR Main Floor Getaway

Welcome to our Cozy 1 bedroom Newmarket Retreat located near the intersection of Davis and Leslie, minutes from the 404, Davis Drive, Southlake Region Health Centre, Holland Marsh Wineries, Madisons Greenhouse, and Magna International. Our charming ground-level 1 bedroom AirBnb offers an abundance of natural light making it the perfect choice for your short or extended stay. My AirBnb is neat, tidy, and ideal for professionals, couples & commuters. 45 mins from Toronto. License #BL2024-00209

Sep 16 – 23

G$16,964 GYD per night

Guest favorite

Guest suite in East Gwillimbury

4.92 out of 5 average rating, 370 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.

Aug 14 – 21

G$19,204 GYD per night

Guest favorite

Home in Bradford West Gwillimbury

4.97 out of 5 average rating, 34 reviews

Guest Suite In Bradford West Gwillimbury

Welcome to this open-concept 2 bedroom lower level apartment. It has a private entrance, 1 parking space in the driveway, 1 bathroom, a fully equipped kitchen, and laundry. Perfect for families/people WFH looking to get away in the Bradford Summerlyn Area. Mins away from restaurants and shopping. The Space: Room 1 - queen size bed, Room - full-size bed and both have closet organizers. 65" 4k Smart TV with Netflix and Prime. Shared Gym - camera * No Smoking/ Vaping inside Cameras outside

Oct 6 – 13

G$20,572 GYD per night

Guest favorite

Guest suite in Aurora

4.95 out of 5 average rating, 178 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.

Sep 18 – 25

G$17,882 GYD per night

Guest favorite

Guesthouse in Newmarket

4.93 out of 5 average rating, 122 reviews

Stylish 1-Bedroom Home in the heart of Newmarket

This recently renovated unit is located walking distance from Newmarket's GO-Train, public transit, regional hospital, and Historic Main St strip. With its central location you are steps away from nature walks, hiking trails, lovely shops, great restaurants and excellent local craft breweries. Not to mention Upper Canada Mall. Nestled on a quaint street, and sitting on a half acre lot filled with old growth trees this place gives off serious cottage vibes. (But with better Wifi)

Aug 7 – 14

G$30,109 GYD per night

Guest favorite

Apartment in Richmond Hill

4.95 out of 5 average rating, 297 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Nov 26 – Dec 3

G$21,503 GYD per night

Guest favorite

Apartment in Innisfil

4.99 out of 5 average rating, 495 reviews

Cozy One bedroom Apartment by the Lake

A clean and inviting upper level one-bedroom apartment across the street from beautiful Lake Simcoe & Innisfil Beach Park! A short walk to all amenities in town, (Tim's, LCBO, Pizza, Nofrills, Canadian Tire & More) just 20 minutes to Barrie and 50 minutes to Toronto. This apartment is perfect for a summer weekends to the beach. Also ideal for ice fishing in winter. You have your own private outdoor space with a BBQ and plenty of parking for car & boat.

Sep 1 – 8

G$15,760 GYD per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Jan 30 – Feb 4

G$38,407 GYD per night