House holiday rentals in Grey Highlands

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

Holiday House on Huron

A beautiful location on a quiet street just steps from downtown Southampton and one of the best beaches in Ontario! This location is a hidden gem, with lake views from the back deck and kitchen window. Entertain your guests in the newly renovated open concept great room and unwind after a day at the beach. Relax in the backyard hot tub or roast marshmallows on the fire pit. This house is a short walk from several excellent restaurants, picturesque cafes and shops, and a small town craft brewery.

Private log cottage on 2 acres

Spectacular 4,500 sq ft Scandinavian scribed white pine log cottage on 2 acres lot, walking distance - 5 minutes to Georgian Bay (Balm Beach) white sand, short drive to shopping, ski hills and Golf Courses, Go-carts, mini golf; year-round vacation cottage. Sauna (extra $) For winter lovers, just imagine having a glass of wine in front of a wood fireplace when it is lots of snow outside....2 minutes away from an open skating rink. Pool Table, foosball table, pingpong table, Netflix, HD, Wi-fi.

Cozy Luxury Lake Retreat-Wasaga Beach+Slopes+Trail

Experience luxury at its peak in our exquisite house nestled beside ski slopes and hiking trails, surrounded by the beauty of nature. Enjoy direct access to thrilling outdoor adventures, from downhill skiing to scenic hikes. A tranquil lake adds serenity to your stay. Inside, lavish comfort awaits with chic decor, spacious rooms, and a cozy fireplace. Embrace the perfect blend of opulence and nature for an unforgettable retreat. Book now for the ultimate escape in every season.

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Charming 3 bed house, your gateway to Georgian Bay

Freshly renovated three bedroom house, with huge backyard! We've nick named it "The Lot by the Bay"! Just steps from Georgian Bay and tennis courts, outdoor pool, ball diamonds and the shops and restaurants of Meaford. The area is a playground in summer and winter alike with kilometres of biking and hiking trails, not to mention a 25 minute drive to Blue Mountain Ski resort. Our property is in a family neighbourhood and we ask that guests respect our neighbours and the bi-laws.

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and two TV’s with wifi and large windows that back on the most beautiful private beach and views, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. 5 Minutes to colllingwood and 15 to blue Mountain..This location also has a Native art gallery on premises and close by beautiful pickle ball out door courts. There is also available private pickleball lessons - inquire when booking

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

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