Bungalow holiday rentals in Simcoe County

Jenny's Beach Flat

Welcome to "Jenny's Beach Flat" your ultimate vacation retreat! Enjoy a bright, open-concept cottage perfect for year-round getaways with loved ones. Just a 2 min stroll to Wasaga Beach. Indulge in serene evenings, whether grilling in the backyard or crafting meals in our fully-equipped kitchen. Challenge friends to a game of pool on our professional table, toast marshmallows by the fire-pit, or unwind in the SAUNA or HOTTUB🧘‍♀️. Close to Blue Mountain, casino,Scandinavian spa, golf, go karts etc

Waterfront Paradise Isle w/ Hot Tub!

Spectacular waterfront cottage combines modern finishes and rustic country charm! Inside be spoiled with all the luxuries with beautiful big bedrooms, separate loft with bedroom/bath/kitchen, open concept living and dining rooms with stunning views of Lake Simcoe, cozy fireplace, lots of games and fully equipped kitchen! Outside, enjoy the huge beautifully maintained private lot surrounded by cedars, fire pit area, huge porch with seating, and the best part of all your very own private hot tub!

Charming Main Floor w Hot Tub

Welcome to our charming main floor apartment in the beautiful city of Orillia! This space is is suitable for families or small groups looking for a comfortable stay in a convenient location. This is a fully furnished home that features three bedrooms, one bathroom, a fully equipped kitchen with all the essentials needed to prepare your own meals. The living room is bright and cozy with a 43" Samsung Smart TV including Netflix, unlimited high speed internet and a spacious 6 seater dining table.

Lake Simcoe Retreat

Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.

Beatrice Beach House

Escape to this stylish, fully licensed, family-friendly retreat just minutes from the beach and Blue Mountain. Enjoy a 10-minute walk to the beach and a 20-minute drive to year-round activities. Located in a quiet new subdivision, close to grocery stores, restaurants, LCBO, and Shoppers Drug Mart. Features 3 bedrooms (1 king, 2 queens), 2.5 baths, open-concept living, and a large fenced backyard—perfect for relaxing or entertaining with family and friends. Business License (LCB20250475)

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

NEW!!: seasonal or monthly rental available, contact me directly to get the exact pricing, thank you Our cottage is about a 800 m from the beach at family friendly Innisfil Beach Park! The kitchen is modern and bright with lots of room for lounging inside the cottage or entertaining outside in the large yard with a fire pit. Our cottage is ideal for couples and families. It is beautifully furnished. There is a BBQ, patio furniture & firepit, smart TV with Roku and Chromecast.

Chic Cozy Corner 3 bed, 1 bath

Discover modern comfort in this newly renovated 3-bed, 1-bath house, with free parking. Just a 200 meter walk to a local pub next to Lampman Lane Park. Commute effortlessly with Hwy 400 in 5 minutes, explore downtown Barrie in 8 minutes, reach Snow Valley Resort in 12 minutes, or Horseshoe Valley Resort & Vetta Spa in just 20 minutes, and Mount St. Louis is just 30 minutes away. Your stylish retreat seamlessly blends urban convenience with proximity to nature and recreation.

Modern Retreat by Lake Wilcox

Welcome to your private getaway, surrounded by a serene forest on three sides with only one neighbor. Nestled at the end of a quiet court. Just a 1-minute drive or a 10-minute walk to Wilcox Lake. The peaceful neighborhood is perfect for a quiet escape while still being close to local amenities. Enjoy: ✔ Stunning forest views from every window ✔ A peaceful and safe cul-de-sac location ✔ 4 private parking spaces ✔ Quick access to Wilcox Lake and outdoor activities

Vacation Escape~Lake~Sauna~Fireplace ~BBQ

Welcome to Vacation Home with Sauna, BBQ, Outdoor Fire-pit and Ping Pong table located just steps away from local Sandy Beach! 🌊⛱️🎣Steps to Lake Simcoe, where you can enjoy year round entertainment, from swimming and boating in the summer and skating, snowmobiling, ice fishing! ⛵️🛝10 min walk to the local beach with playground, 10 min. drive to Friday Harbour Resort &Innisfil Beach Pa, 25 min to Snow Valley reand Horseshoe Resort, 1h to Blue Mountain Resort.

Sweet Memories of Georgian Bay

Beautiful renovated cottage at the family oriented Georgian Bay Beach Club! Amazing views of Georgian Bay. Private beach, stunning pool and lounge area. Private courtyard for dining/lounge beside cottage. Enclosed porch with view of Georgian Bay. Very quiet and tranquil, nature walks outside your door. Surrounded by beautiful mature trees...the perfect place just to read a book and watch the waves. Parking for 2 cars with easy access to main entrance door.

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

Quaint and Cozy -your home away from home!

A beautifully furnished 2 bedroom home with all the amenities. You will feel completely relaxed in this cozy, cottagey feel home. High Speed Internet, electric insert fireplace and new appliances. Fully equipped kitchen. Second bedroom has a double bottom bunk bed. There is a 2 Car Driveway (we include snow clearing). Close to hiking/bicycling trails, ski hills, snowmobile trails, golf courses and Wasaga Beach. Non smoking only!