House vacation rentals in Dufferin County

Shelburne 4BR Retreat | Near Blue Mountain & Beach

Enjoy comfort & style in our private 4BR and 3.5WR Shelburne home - Perfect for families and groups ✓ Entire home to yourself – full privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen with essentials ✓ Office room with furniture ✓ Large flat-screen TV & High-Speed Wi-Fi ✓ Open-concept layout with modern décor ✓ Safe neighbourhood. Easy access to highways ✓ Minutes to Blue Mountain & Wasaga Beach. ✓ Free parking Book your stay with confidence and make unforgettable memories!

Golf,Ski 2 BR Century Home in Downtown Orangeville

Walk to downtown and island lake conservation. Close 10 min drive to Hockley Valley This beautiful 1,250 sqft, 2 bedroom unit sleeps 4 adults comfortably. The 1st bedroom has a queen-sized bed and a walk-out to the 2nd floor furnished deck area (see pictures). The 2nd bedroom has a full sized (double) Has Air Conditioning and features a private deck off the master bedroom The bathroom that has a new shower and stand-alone "claw" bathtub. There is also a newer stackable washer and dryer.

The Old Millinery House

This rustic accommodation was formerly the Millinery House (circa 1882), once the home of Harry Jelly, the nephew of town founder William Jelly. This guesthouse is smoke free environment, its not be suitable for those who love new homes; However, it can be a charming home for ones who are passionate about the old world charm & like to make it a short time home at reasonable price (free coffee, tea, treats & parking). We do not charge for cleaning fee, so please keep the house less mess. Thank

Peaceful retreat on 10 acres

Forget your worries in this spacious and serene space. Very private with scenic views from all the windows. Vaulted ceiling in post and beam style home. Cosy gas fireplace in living room. Main floor bedroom with ensuite bathroom - walk in shower and free standing tub. Open loft overlooking the living room with two bedrooms, family room and bathroom. Huge deck space with 2 person hot tub and views of the wildflower gardens and surrounding woods. *Special rates for longer stays available

Orangeville 3BDRM House

This home can accommodate an escape from the city to relax/explore or offer a quiet place to work or recharge if on a business trip. This clean & cozy townhouse is perfect for the whole family. Enjoy a full kitchen stocked with coffee, sugar, honey & spices. The dining area sits 4 with some bonus additional seating at the nearby island. The living room has a large couch with 2 additional seating options that have a clear view of the television. There are 3 fantastic spacious bedrooms.

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.

Stylish 3 Bedroom Getaway in Orangeville

Nestled among tree sculptures and lakes, just steps away from downtown and minutes from the serene beauty of Island Lake Conservation Area. Our urban oasis is complete with a comfortable bed, fully equipped kitchen, chic living area, and private balconies. Be transported through time as you wander the streets of downtown, admiring vintage architecture and vibrant culture. Experience the magic of nature and city living combined in one unforgettable stay!

Luxury Hockley Estate Spa

Kick back and relax in this calm, stylish space. This home is located in a central location close to Orangeville and hockley Valley ski/ winery/hiking. The home is just like a relaxing spa with pool, hot tub, sauna, indoor wood burning stove, outdoor BBQ, massive kitchen, lots of space. Great for family dinners and getaways, we enjoy groups with longer stays and will give monthly discounts.. This amazing property has it all:)

Mulmur Getaway, outside of Creemore

A lovely and peaceful escape from city life, this 150 year old farmhouse is incredibly cozy and private. You have the entire house: 3 bedrooms, 1 1/2 bathrooms, fully equipped kitchen, wifi, wood burning fireplace and the house is air conditioned. There is a TV, VHS and DVD player (with assorted movies) but no cable service.