Holiday rentals in Simcoe

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Simcoe

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

1 of 1 pages1 / 1
Guest favourite
Cabin in Windham Centre
4.93 out of 5 average rating, 273 reviews

The Kiln - Stay Longer Save More!

Escape life's bustle & retreat to this 4-season cabin, which sits on an 80 acre farm overlooking a tranquil pond. Cozy up inside by the wood stove, play some of the many games provided, or kick your feet up & catch up on your favourite shows as satellite & wifi are accessible. Get outdoors to wonder the fields and go for long forest walks along the many trails, or sit around the fire pit roasting hot dogs and marshmallows! Make sure to keep an eye though, as you're bound to see some wildlife!

Top guest favourite
A large window reflects the surrounding forest, showcasing tall trees and a clear blue sky. The interior space appears open, with natural light illuminating the area. Potted plants add a touch of nature, complementing the serene environment.
Shipping container in Simcoe
4.97 out of 5 average rating, 137 reviews

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!

Guest favourite
Home in Waterford
4.92 out of 5 average rating, 118 reviews

Vintage Farmhouse with Hot Tub on Vineyard

Our tranquil Farmhouse at Bonnieheath Estate blends vintage country charm, creating a warm and inviting retreat for up to 8 guests. This beautifully styled three-bedroom, one-bathroom Farmhouse is on the main and upper floor of the building and does not share amenities with the Cellar Suite which is a separate unit on the lower floor. Perfect for relaxing, quiet gatherings, enjoying a peaceful countryside escape, steps away from the working Vineyard and Lavender farm at Bonnieheath Estate.

Guest favourite
An exterior view showcases a modern tiny home with a combination of wooden and black siding. Large windows allow for ample natural light, and a small wooden deck is visible at the entrance. The surrounding landscape features open fields and a partly cloudy sky.
Tiny home in Cayuga
4.94 out of 5 average rating, 138 reviews

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.

Guest favourite
A charming wooden cabin is set on a lush green lawn, featuring a welcoming porch with seating. A guitar is displayed on the exterior wall, and a grill is positioned nearby. Large windows allow natural light to fill the cozy space.
Cabin in Port Dover
4.84 out of 5 average rating, 123 reviews

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 the 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.

Top guest favourite
Farm stay in Vittoria
4.99 out of 5 average rating, 165 reviews

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.

Guest favourite
Cabin in Port Dover
4.82 out of 5 average rating, 154 reviews

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!

Top guest favourite
Bungalow in Port Dover
4.93 out of 5 average rating, 105 reviews

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.

Top guest favourite
Home in Oakland
4.96 out of 5 average rating, 107 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

Top guest favourite
A modern living area features a comfortable dark sectional sofa with light accent pillows. A flat-screen television is mounted on the wall above a contemporary electric fireplace. Natural light enters through the windows, which are adorned with subtle striped shades.
Cottage in Port Dover
4.99 out of 5 average rating, 104 reviews

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! 🌟

Top guest favourite
A seasonal pool is surrounded by a natural stone wall and lush landscaping. Green and red foliage provides a vibrant contrast to the water’s dark surface. A wooden deck borders the pool, creating a serene outdoor space for relaxation.
Guest house in Delhi
4.98 out of 5 average rating, 171 reviews

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.

Top guest favourite
Cottage in Simcoe
4.9 out of 5 average rating, 104 reviews

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

Popular amenities for Simcoe holiday rentals

When is the best time to visit Simcoe?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹9,035₹14,129₹19,416₹6,824₹8,939₹9,131₹9,131₹10,381₹8,939₹10,284₹8,843₹7,785
Avg. temp-5°C-4°C0°C7°C14°C19°C21°C20°C16°C10°C4°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Simcoe?

    Simcoe has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Simcoe?

    Experience the best of Simcoe with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Simcoe have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Simcoe. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Simcoe have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Simcoe. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Simcoe have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Simcoe. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Simcoe have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Simcoe. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Simcoe

  • Total holiday rentals

    Explore 20 holiday rentals in Simcoe

  • Nightly prices starting at

    Simcoe holiday rentals start at ₹2,883 per night before taxes and fees

  • Verified guest reviews

    Over 160 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Simcoe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simcoe rentals

  • 4.5 Average rating

    Simcoe stays receive an average rating of 4.5 out of 5 from guests

  1. Airbnb
  2. Canada
  3. Ontario
  4. Norfolk County
  5. Simcoe