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.

Location · Value · Accuracy

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!

Family · Location · Condition

The Kabin

Submerse yourself in nature while still being in the complete comfort of modern luxuries in this off grid forest cabin that offers something for everyone! Spend your days admiring nature around you from the comforts of inside or head out to the surrounding forest where trails and a beautiful meadow area welcome you. Cozy up by the wood burning fireplace or head outside to the fire pit under stars. Indoor games or outdoor adventures, you pick! Either way you’re bound to see some wildlife!

Location · Family · Amenities

'Tiki Room' | Turkey Point | Gas Bonfire | Beach

The Tiki Room -Ontario's beautiful southwest coast, Turkey Point -1 of 5 Hartgill Vacation Homes -Modern, open-concept cottage -One block walk to the sandy beach & lake -AC & Heat -Wood bonfire -Private yard space, not connected to others -Covered patio with lights -BBQ w propane -Walking distance to shopping, LCBO, restaurants -Connected w Sandpiper -Private parking for 2-3 vehicles -Grassy yard -Dishwasher, Washer/Dryer -Rainshower, tub -Quiet, no disturbances from the connected cottage

Value · Family · Getting around

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

Family · Value · Indoor spaces

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.

Location · Family · Check-in

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.

Location · Family · Bathroom

Private, Peaceful Country Escape

This unique and private country apartment was created to offer our guests a place to recharge and relax in a small farm setting. Settle in and relax indoors with modern and new amenities, or step out onto your very own covered area designed to offer a comfortable space to relax and sit surrounded by nature. If outdoor cooking is something you enjoy, you have your own BBQ and backyard firepit/grill area. *Solo traveller, one bedroom rate is available upon request. Message for info*

Family · Location · Quiet

Beach-chic | Palm Springs design | Close to beach

Take up the fine art of daydreaming at “The Sun,” one of two units at the Swell House. 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 strip, but be warned you may never want to leave after seeing the private resort-style backyard.

Family · Location · Laundry

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. Unplug. Breathe. Belong to the forest.

Location · Family · Hospitality

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.

Value · Location · Hot tub

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

Family · Location · Beach