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 · Outdoor spaces

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!

Family · Location · Heating

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 · Beach

Luxury Tiny Home at the Farm - Botanical Oasis

Get away from it all, and enjoy time away. Spend time in the country, with all the comforts of home (and then some!). Pet / feed the animals, enjoy a campfire, walk the trails through the fields and the forest. Take an adventure outing at one of our suggested venues, or pick one of you own. Try it before you buy it! This tiny home is at the same location where True North Tiny Homes builds their homes. If you're lucky, you can tour some other tiny homes under construction while you're here.

Location · Value · Cleanliness

Luxe Lodges on Lake Erie ~ Bunkie ~ Beach Access

✔1 BDR luxurious condo (Tiny Home) on Lake Erie with private access to the private beach ✔Port Dover Beach is accessible from private lane ✔Port Dover Harbour Marina is in close vicinity ✔Full bathroom with hot water, shower & toilet ✔Fully equipped kitchen & dining area with dining table ✔Living area with pull-out couch & 42" HD smart TV ✔Private patio, BBQ, beach, garden, & deck (views are just breathtaking) ✔Located on Rosedale Lane & within walking distance of shops, pubs, & restaurants

Value · Location · Biking

'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

Family · Value · Quiet

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.

Family · Value · Beach

Cobalt Hideaway| Hot Tub |Walk to beach | Bonfire

Relax & kick back in this cozy, stylish cottage in the heart of Port Dover! -Pet friendly! -Hot tub all year! -Fully Fenced in -Short walk to the beach -2 Bicycles incl. -Cornhole & Putting Green -Fireplace -AC -Fast Wi-Fi -Lg. yard -Rainshower -Solo Stove/Wood Bonfire -Gas BBQ -Deck & lounge chairs -Nearby restaurants, cafés, shops -Blackout blinds This cottage is located on the same property as the Ivory Cottage, if you want to have friends/family stay close by they can book it!

Family · Value · Grill

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.

Location · Value · Biking

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Value · Family · Access

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Value · Location · Kitchen

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.

Value · Location · Hospitality