House holiday rentals in Essa

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Underhill Riverside Retreat-Nature Preserve

Underhill Riverside Retreat | 30 Acre Nature Preserve Nestled below the crest of an ancient lake bed, Underhill is a tranquil riverside retreat on 30 acres of pristine forest and meadows. Enjoy scenic trails, Nottawasaga River views, and peaceful gazebos. Relax by the fire pit, enjoy fall colours, stargaze, snowshoe in winter, or enjoy the serene river in summer. With cozy interiors, spa-inspired comforts, and 4-season beauty, Underhill offers an escape to reconnect, rejuvenate, and explore!

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

The Angus Nest

Enjoy this bright and open space that features a master suite with a jacuzzi, cozy family room with a fireplace, and a fully equipped kitchen with modern appliances, and laundry room. Stay entertained with high-speed internet and a smart TV, and take advantage of the spacious deck. Four parking spots available extra spot if needed. Whether you're planning a family vacation, a ski trip, or a peaceful retreat, our home is the perfect place to relax and unwind. Book your stay today!

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Christmas Shopping, or planning a trip, this house is exactly the spot for your Barrie trip! Perfect for a family vacay, ski trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

Cozy apartment in Newmarket

This cozy home, located at Leslie and Mulock, is within walking distance of parks, grocery stores, and restaurants. It’s a short drive to Southlake Hospital, Historic Downtown Newmarket, the GO station, and Upper Canada Mall, Walking distance to Pickering College. Guests have full access to the first floor, featuring a living room, kitchen, dining room, and a private basement apartment, with a private bathroom. Perfect for a comfortable and convenient stay.

Entire Unit 2 bdr 2 bathroom | Full privacy

Whether you're visiting Barrie for a family vacation, a getaway with friends, or a work trip, this home offers the perfect balance of comfort and convenience. Ideal for professionals, families, and small groups, it’s just 7 minutes from downtown, major attractions, and nearby ski resorts. Enjoy brand-new, high-end furnishings in a space that’s professionally cleaned and sanitized after every stay, ensuring a comfortable and worry-free experience.

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Cozy Home in Barrie

Welcome to our brand new 3-bedroom home Barrie ON! This stylish retreat offers a spacious living area, fully equipped kitchen, and cozy bedrooms for a relaxing stay. Enjoy high-speed Wi-Fi, smart TVs, and a serene backyard. Located near Barrie's waterfront, parks, trails, and vibrant downtown, you’ll have easy access to shops, dining, and local attractions. Perfect for families, friends, or business travellers—book now for a memorable stay!

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen