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.

%{current} / %{total}1 / 1
Superhost
A serene view of the cabin is reflected in the tranquil pond, surrounded by lush trees. Red outdoor chairs are positioned nearby, inviting relaxation by the water's edge, while the cabin's simple design complements the natural landscape.
Cabin in Windham Centre
4.93 out of 5 average rating, 243 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!

Guest favourite
The exterior of the century home is seen at night, featuring warm lighting that highlights the lush tropical plants and trees surrounding the entrance. A gated front patio is visible, creating a welcoming ambiance with the main door framed by decorative elements.
Flat in Port Dover
4.87 out of 5 average rating, 114 reviews

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.

Guest favourite
Five alpacas are seen walking across a grassy area in front of a large, restored barn. The barn features a dark roof and wooden siding, with a door visible on the lower level. A clear blue sky and scattered clouds provide a bright backdrop.
Farm stay in Caledonia
4.97 out of 5 average rating, 99 reviews

Alpaca farm stay and bunkie getaway.

A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Top guest favourite
A repurposed shipping container is set within a forested area, surrounded by tall trees. A circular fire pit made of smooth stones can be seen in the foreground, with a fire crackling. A hammock is hung between two trees nearby, and two chairs are positioned on a wooden deck.
Shipping container in Simcoe
4.97 out of 5 average rating, 116 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
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
4.93 out of 5 average rating, 104 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.

Superhost
A cozy sleeping area is featured with a spacious bed adorned with white linens and a patterned quilt. Soft string lights are gently draped along the wooden walls, providing a warm glow, while a window offers views of the surrounding greenery.
Cabin in Port Dover
4.83 out of 5 average rating, 103 reviews

Romantic Cabin For Two + kids

Cozy cabin for two + toddler nestled next to the Lynn River Trail, within walking distance to the beach or the downtown area. Port Dover is famous for the Lighthouse Theatre where you will never see a bad show. Indoor and outdoor music venues are everywhere in Norfolk County along with amazing restaurants. Perfect for the romantic couple or the individual looking for some private time away. Perfect for the song writer looking for space to create. Pets are always welcome. Many amenities.

Top guest favourite
Farm stay in Vittoria
4.99 out of 5 average rating, 164 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.

Superhost
A private yard features a hot tub alongside a cozy fire pit area, surrounded by four blue Adirondack chairs set on pebbles. A wooden pergola above provides a charming touch, complemented by lush green grass and a fully fenced perimeter.
Cabin in Port Dover
4.82 out of 5 average rating, 120 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!

Guest favourite
A spacious living room is highlighted by a large sectional couch adorned with soft pillows. A round wooden coffee table sits in the center, accompanied by a decorative vase. Natural light enters through large windows, reflecting off the hardwood floors and creating a relaxed ambiance.
Bungalow in Port Dover
4.93 out of 5 average rating, 100 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
A cozy sleeping area is highlighted by a spacious bed adorned with a light brown blanket. Two patterned chairs sit beside a small table, with a guitar displayed on the wall. Natural light filters through a window, enhancing the rustic log cabin interior.
Flat in Caistor Centre
4.96 out of 5 average rating, 350 reviews

The Porch

Relax and unwind at The Porch. Enjoy your romantic getaway. Watch the sunrise with a coffee on your private deck. You'll love this country escape with modern amenities. This 1830's Log Cabin has unique charm and warmth and is located on the Niagara escapment. Close to many golf courses and conservation areas. Dance and star gaze in this out of the city getaway. The secluded hottub is 30m from your door inside the barn. 420 and LGBTQ+ friends welcome.

Top guest favourite
A spacious living area features a dark sectional sofa with decorative pillows, complemented by a wooden coffee table. A light blue area rug covers the floor, and wall art decorates the walls, creating a relaxed atmosphere. Natural light is provided by recessed lighting.
Home in Oakland
4.96 out of 5 average rating, 104 reviews

Luxury Oasis with Hot Tub/Pool

Forget your worries in this spacious and serene space. Our space 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
An inviting outdoor space features four comfortable chairs arranged around a fire pit on a wooden deck. Glass railings provide unobstructed views of the surrounding greenery. String lights hang above, creating a welcoming ambiance for gatherings under the sky.
Cottage in Port Dover
4.97 out of 5 average rating, 144 reviews

Waterfront Gem in a tranquil location

Welcome to the River House, our tranquil retreat located in the town of Port Dover on the black creek(90 minutes south of Toronto). Please note: our TV has Netflix but no Cable! -Whether you're seeking a peaceful family getaway or a romantic escape, The River House has it all. -A short 5-10 minutes walk takes you to beautiful Lake Erie beach, restaurants, Lighthouse and gift shops or head down the river to enjoy nature.

Popular amenities for Simcoe holiday rentals

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 ₹1,755 per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Wifi availability

    20 of Simcoe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simcoe rentals

  • 4.7 Average rating

    Simcoe stays receive an average rating of 4.7 out of 5 from guests

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