Holiday rentals in Simcoe

Romantic Cabin For Two Or A Multi Family Stay

Cozy cabin for two + kids and pets. New this year is a second cabin which acts as extra sleeping space for a larger family or a second family. The second cabin would not be rented to strangers to those renting the main cabin. New this year, a third building which will have outdoor movie nights with kettle popcorn over an open fire. I will also be building a pizza fire oven. Play area for the kids and a large park across the dirt road for your enjoyment. Beach is a 15min walk as most amenities.

Drayton House Bachelor apartment

located at the front of the century home of Anthony's Gardens, surrounded by unusually large tropical plants and trees. It has a large private front patio, enclosed and safe for dogs, with a natural gas barbecue. Park right beside this unit. Walking distance to everything, including shopping, beach, lake, restaurants and theatre. Unit is totally complete for short visits, includes everything such as a 50 in flat screen TV, Fire Stick and Netflix. large walk-in shower, AC, electric fireplace.

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Guest favourite

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

The Knotty Pine - Relaxing Lakefront Cottage

Enjoy what The Knotty Pine has to offer! This lakefront cottage gives you access to Lake Erie fishing, kayaking, paddle boarding, & swimming. This home offers two outdoor decks – one spacious for your family to eat, relax & BBQ & a smaller private deck off the main bedroom. The sunroom is THE spot to be in this cottage! Bask in the sun all day and enjoy the water views. It’s a truly spectacular getaway for you and your family! **stairs to water are only installed during early-May to mid-Oct

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Cozy and private farm loft.

Welcome to our farm! We are tucked away at the end of a dead end road in beautiful Norfolk County, located just a 10 min drive to Simcoe, Pt Dover and Turkey point, which have everything you would need. Relax in our cozy loft - stocked with all the essentials for your visit and enjoy country living! You can visit one of the many wineries or breweries we have in the county, grab some fresh produce at some of the local farm markets, or walk/bike one of the many trails in the area.

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Lake Erie | Beachfront | Hot Tub | Pet Friendly

Welcome to our Lake Erie Lake House—described as a “spectacular gem” and “the perfect getaway.” Whether for a weekend with friends or a family retreat, this lakefront oasis offers relaxation and inspiration. Enjoy panoramic views, a cozy wood-burning fireplace, hot tub, and easy beach access. One guest shared, “It was peaceful and perfect for family time.” Thoughtfully equipped with essentials and a fully stocked kitchen, our Lake House is the ideal spot to create lasting memories.

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

Escape to the heart of a Carolinian forest in Simcoe, Norfolk County — a private tree farm sanctuary designed for those who crave stillness. Sink into the hot tub, warm your soul in the wood-burning sauna, or brave the cold plunge bucket on warm days. Surrounded by towering trees and birdsong, this cozy retreat welcomes couples, friends, and solo adventurers year-round. Don't see your preferred date available? Send us a message and we will add you to the waitlist.

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Peaceful Waterfront Cottage Walk to Beach & Food

Discover our cozy 2-bedroom cottage nestled in a quiet location along Black Creek, just a 15-minute walk to the sandy beach, pier, the Lighthouse Theatre and downtown shops. Whether you’re seeking a romantic getaway or a peaceful solo escape, our 4-season cottage provides the perfect haven. Enjoy water views from the large spacious deck or large grassy area. Private parking for 2 cars. No pets Book your serene getaway today! 🌟

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Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

Lake Erie Retreat: Hot Tub, Game Room, Long Point

Escape to Lakeview Retreat in Port Rowan on Lake Erie. This 4-bedroom executive lakeview home features a hot tub, large game room, elevator, patio, and stunning sunrise views. Minutes from Long Point Beach, Turkey Point Beach, local wineries, kayaking, hiking, and fishing. Perfect for families, groups, and year-round getaways. This all-season retreat offers comfort, entertainment, and stunning waterfront views.

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Quiet Cottage Near Turkey Point and Port Dover

NEWLY UPDATED Come and relax in the country. In a 115 yr old tiny home surrounded by 100 acres of farmland. You can sit by the fire and enjoy the quiet solitude of the farm, hit the local beaches, or head into town for some great restaurants. Want to stay in? We also have a few classic board games and a Wii U. Or just curl up and binge your favourite shows/movies! SEASONAL SHOWER IS NOW OPEN

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Guest favourite

Surf Vibes|California Cool design | Close to beach

Take up the fine art of daydreaming at “The Sea”, one of two units at the Swell House Port Dover. If an easy-breezy minimalist design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here and soaking in everything this beachside town offers. In only 1-2 hours, you can escape the city to a historic beach bungalow, just a 5-8 minute walk from the beach.