Guesthouse vacation rentals in Innisfil

A bright & stylish urban studio

Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

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.

Serene Comfort. Hot Tub, Full Suite with Kitchen

Welcome to Centre Street Studio! Our 600 sq/ft bachelor suite offers a private, clean and cozy retreat. Enjoy access to a private 2 person hot tub and/or explore our local trail system. Beautiful Scandinavia Spa or Vetta Nordic Spa, both within 40-min. Barrie, Creemore, & Wasaga Beach are all within 30-mins, while Collingwood & Blue Mountain are just 40 min. A 2-min drive to town amenities. NOTE: We don't host guests new to AirBNB or who have no previous reviews attached to their profile.

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. *****

New Entire 1 Bedroom Coach House Apartment

This completely private independent one bedroom coach house apartment is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Great for couple or small family, sleeps up to 4 people. Close to malls, public transit, restaurants, parks, library and mins to Hwy 404, Hwy 407 and Toronto. This 2nd floor apartment offers 3 Gbps internet, Nespresso coffee machine, 50 Inch Smart TV, independent AC, furnace, laundry, private entrance with lockbox access and 1 parking space.

2 bedrooms, 3+1 beds in Pines Guest House

Welcome to our Pines Guest House located in Innisfil, Sandy Cove and walking distance from private Lake Simcoe beach. Your place has 2 bedrooms with balcony, a fully equipped kitchen, spacious living room and patio with BBQ. Explore several ski resorts with cross country, downhill skiing, tubing , snowmobile trails just a short drive away during winter time. Hiking, kayaking, canoeing in Simcoe County. Paddle boarding or boating can be arranged for you. This place is family and pets friendly.

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.

Country Cabin Escape | King Bed | Pet Friendly

Tucked away on our peaceful family farm, this private cabin offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. The cabin is located on the same property as our farmhouse, Country Suite, and Event Barn. Blinds are provided to enhance your privacy during your stay. The Cabin includes a full kitchen, king sized bed, propane BBQ and many other amenities, for a full list please review the "What this place offers" section of our listing.

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.

A Greyt Escape

A Greyt Escape is a self-contained *4 season* guesthouse situated on the back half of over 1 acre of land, and is aptly named after our love of our retired racing Greyhounds. A very central and convenient location, the guesthouse is located only 1 km from Innisfil Beach Park, within walking distance to amenities such as convenience stores and restaurants, and within a 5 minute drive of restaurants, pharmacies, laundromat, gas stations and shopping, 15 minute drive to Friday Harbour.

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.

Hillside Studio: Midland + Winter Escape

Welcome to the Hillside Studio — a bright 900 sq.ft. 1-bedroom guesthouse in the heart of Midland. Perched on a hill, the Studio offers a modern, clean, airy retreat for 1–2 guests. It’s the ideal home base for your winter adventures around Southern Georgian Bay: • 10-min walk to Midland’s Downtown and the Curling Club • 10-min drive to Mountainview Ski Centre • 20-min drive to Awenda Provincial Park • 30-min drive to Moonstone, Horseshoe, Vetta Spa, and Quayle’s Brewery