Guest house holiday rentals in Oro-Medonte

Guesthouse w/Woodstove in Nature Near Trails & Spa

Relax and unwind at this peaceful and private guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

Warm rustic luxury chalet near lake & skiing

Barrie's most comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious with in-floor heat, gas fireplace and gourmet kitchen, with park. beach and playground on Lake Simcoe a two minute walk away. A welcoming, fully equipped home away from home for families, couples, friends and travellers in a beautiful, mature neighbourhood featuring nearby walking and biking trails. For longer stays we are happy to offer discounts, just inquire!

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Centrally Located 2 bedroom Hidden Gem

Enjoy your stay in Barrie at the Willoughby Guesthouse! Bright, newly constructed, fully detached from main residence & private. The Willoughby is well equipped for all your needs. Wifi & parking included. This modern, 850 sq ft., sun-drenched apartment offers a tranquil residential vibe, as well as quick & easy access to downtown & many local beaches. Sit back & admire the peaceful view overlooking Willoughby greenspace. ***** For Video Tour - click on the first photo in our listing. *****

Warnica Coach House

Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

New Charming tinyhome Experience

Come spend a few days in our warm and cozy hideaway. Enjoy the winter wonderland with some Snow shoeing, cross country skiing or Snowmobiling right from your backyard! OR, perhaps you would like to go to the new Vetta Spa only mins away. Or downhill, snowboard at Horseshoe or Moonstone? OR maybe you just want to disconnect from technology for awhile and reconnect with yourself or loved one. Please inquire if you would like more than 3 guests. The options are plentiful from this location.

The Hideout

Welcome to The Hideout – Your Cozy Garden Escape 🌿✨ The Hideout is a stylish one-bedroom, one-bathroom garden suite designed for comfort and relaxation. Thoughtfully decorated in calming blue and warm brown tones, with elegant gold accents, this inviting retreat blends modern sophistication with a warm, homey atmosphere. Whether you’re here for a weekend getaway or a short stay, The Hideout is perfectly situated just minutes from Barrie’s downtown, waterfront, and local attractions.

Hillside Studio: Georgian Bay + Small Town

Welcome to the Hillside Studio – a bright 900 sq.ft. 1-bedroom studio guesthouse located in the heart of Midland, Ontario. Perched on a hill, the Studio offers a modern, calm, clean & airy space for 1 or 2 guests. The Studio is a great home base for your adventures around Southern Georgian Bay: •10-min walk to Midland's Waterfront Trail/Downtown •10-min drive to Balm Beach • 20-min drive to Awenda Provincial Park • 30-min drive to Moonstone/Horseshoe/Vetta Spa/Quayles Brewery

Bright & Modern Lower Level Apt in Keswick

Enjoy our brand new apartment in a quiet, non-smoking home. Few minutes walk to Lake Simcoe, perfect place to relax and a retreat for those who appreciate fishing, hiking; Ice fishing, snowboarding during the winter months. Close to Shops & Restaurants, The Roc, Imagine Cinema, The Ice Palace and Stephen Leacock Theatre. The Space Modern comfort and decor. Your luxury stay includes access to high-speed internet, Smart TV with access to Netflix. Full Kitchen and Laundry in suite.