Guesthouse vacation rentals in Oro-Medonte

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Top-rated guesthouse rentals in Oro-Medonte

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A stately two-story brick house features a symmetrical facade, highlighted by tall arched windows and a prominent entrance. Lush green landscaping surrounds the property, including well-maintained shrubs and trees, set against a clear blue sky.

Guesthouse in CA

4.91 out of 5 average rating, 23 reviews

Adorable GH in beautiful Claremont/scenic view

Take it easy at this unique & tranquil getaway, located in Claremont, ONT. Enjoy privacy, while only 45mins from Downtown Toronto. Central to Markham, Stouffville, Uxbridge, Ajax, Whitby & surrounding areas. 10 Minutes to 407, 17mins to 401. Full kitchen, washroom, upper level bedroom, patio (bbq), laundry etc. Winter ice rink in backyard. Fully contained unit. Transportation: To/From Airport To/From Toronto DT Not included in price, msg to inquire 5 Mins to Country Restaurant See house rules⁹

Guest favorite

Guesthouse in Orangeville

4.95 out of 5 average rating, 351 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Guest favorite

An aerial view of a modern staircase leads to a lofted sleeping area with a queen bed. Natural light filters through flowing curtains, illuminating a live edge walnut table and a stool. Open shelving displays decorative items, enhancing the cozy ambiance of the compact space.

Guesthouse in Aurora

4.91 out of 5 average rating, 146 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Guest favorite

The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.

Guesthouse in Uxbridge

4.96 out of 5 average rating, 136 reviews

Guesthouse in nature mins to Ski hills and 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!

Top guest favorite

Guesthouse in Mansfield

4.99 out of 5 average rating, 104 reviews

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.

Top guest favorite

A private outdoor hot tub is nestled under a wooden structure with soft, glowing lights. Surrounding stones and gravel create a path, complemented by an inviting garden area with plants and rocks, enhancing the serene atmosphere.

Guesthouse in Angus

4.98 out of 5 average rating, 218 reviews

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 beautiful private 2 person hot tub and/or explore our local trail system on foot or by bikes available on site. Looking for R&R? Discover 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. Book now for your ultimate getaway!

Top guest favorite

A charming entrance pathway is flanked by tall greenery leading to a welcoming door with a light fixture. The stone path is bordered by well-maintained landscaping, and a potted plant adds a touch of color beside the entrance.

Guesthouse in Innisfil

5 out of 5 average rating, 32 reviews

A Greyt Escape

Situated on over 1 acre of land, A Greyt Escape is aptly named after our love of our retired racing Greyhounds. It is a self-contained *4 season* guesthouse located in Innisfil, Ontario. A very central and convenient location, the guesthouse is located only 1 km (2 min drive or 10 minute walk) 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.

Top guest favorite

An open living space is presented, featuring a comfortable sectional sofa facing a rustic wooden coffee table. A fireplace with a brick surround adds warmth, while large windows allow natural light. A spiral staircase leads to the upper level, enhancing the space's verticality.

Guesthouse in Barrie

4.99 out of 5 average rating, 161 reviews

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.

Guest favorite

The inviting interior features wooden walls with large windows allowing natural light to illuminate the space. A compact kitchenette is visible with appliances, while stylish stools complement a natural wood countertop. A cozy seating area with a futon sits adjacent to a wooden staircase leading to the loft.

Guesthouse in Shanty Bay

4.86 out of 5 average rating, 101 reviews

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.

Superhost

A serene beach scene is presented, showcasing gentle waves lapping at the shoreline. The wet sand reflects the colors of the sky, where clouds vary in shades of pink and blue. Seagulls can be seen walking along the water's edge, adding to the tranquil atmosphere.

Guesthouse in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Top guest favorite

A spacious deck is shown with two chairs and a purple umbrella, overlooking a green lawn leading to the water. The serene lake is visible in the distance, framed by trees and rocky landscaping, creating a peaceful outdoor setting.

Guesthouse in Gravenhurst

4.96 out of 5 average rating, 115 reviews

Take a few steps and enjoy the sand and water

Welcome to the Guest House. Located in Gravenhurst, Ont. on Gull Lake. Private beach, boat launch & docking available. There is one canoe and one paddle boat available for guest to use. Lifejackets are provided. 2 minute car ride or boat ride into Gravenhurst. BBQ on your deck or roast marshmallows around the fire pit. Two bedrooms with queen beds. Full kitchen with new stainless steel appliances microwave, fridge and stove. Bathroom with walk in shower. Satellite TV, Wi Fi, and Parking.

Superhost

A peaceful dock stretches over calm waters, featuring two classic Adirondack chairs positioned to face serene natural surroundings. The still surface of the lake reflects the clear blue sky and lush greenery along the shore, creating a tranquil setting for relaxation.

Guesthouse in Gravenhurst

4.91 out of 5 average rating, 151 reviews

Waterfront Guest Cabin in Muskoka

Upscale guest cabin with brand new hot tub and WiFi deep in the heart of Muskoka. Unlimited access to a private hot tub, a dock with deep water diving, and a fireplace with night sky views. Remote cabin in nature with modern amenities and touches, accessible only by private road. Great for unplugging from social media and getting away from the city. Ideal for couples looking to relax, have campfires, and enjoy water activities such as swimming, kayaking, and paddle boating.