Holiday rentals in Simcoe

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Top-rated holiday rentals in Simcoe

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Guest favourite
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
4.92 out of 5 average rating, 276 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
A private outdoor space features a hot tub surrounded by a wooden deck, bordered by a fully fenced yard. Two adirondack chairs are positioned nearby on a neatly kept lawn, providing a relaxing area under the shade of trees.
Cabin in Port Dover
4.83 out of 5 average rating, 120 reviews

Ivory Cottage|Walk to beach |Hot Tub | Fenced Yard

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 Cobalt Hideaway Cottage, if you want to have friends/family stay close by they can book it!

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, 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
An eight-person jacuzzi is set on a covered porch, surrounded by lush greenery. The water reflects the sunlight, creating a serene environment. Nearby, large windows provide views of the outdoors, enhancing the space's openness.
Home in Waterford
4.92 out of 5 average rating, 120 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
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
4.83 out of 5 average rating, 126 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.

Guest favourite
Cottage in Vittoria
4.84 out of 5 average rating, 234 reviews

'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

Superhost
A view from a wooden deck overlooking the private beach, featuring soft sand and gentle waves. Lush greenery frames the scene, while boats can be seen in the distance on the tranquil blue waters of Lake Erie.
Apartment in Port Dover
4.87 out of 5 average rating, 100 reviews

Luxe Lodges on Lake Erie ~ Emerald ~ Beach + Patio

Monthly furnished rentals available for November to March. ✔1 BDR luxurious condo on Lake Erie with private access to the private beach ✔Port Dover Beach is within walking distance ✔Full bathroom with hot water, shower & attached toilet ✔Fully equipped kitchen & dining area with kitchen island for dining ✔Living area with pull-out couch & 42" HD smart TV ✔Private patio, BBQ, beach, garden, & deck (views are just breathtaking) ✔Located within walking distance of shops, pubs, & restaurants

Top guest favourite
Farm stay in Vittoria
4.99 out of 5 average rating, 166 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.

Top 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, 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
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, 106 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 modern kitchen features an expansive island with seating for four. Clean white cabinetry contrasts with warm wood accents. A stainless steel refrigerator and sleek appliances are incorporated into the design. Ample natural light floods the space through large windows that overlook the outdoor area.
Home in Brant
4.99 out of 5 average rating, 110 reviews

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!

Top guest favourite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guest house in Delhi
4.97 out of 5 average rating, 172 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.

Popular amenities for Simcoe holiday rentals

When is the best time to visit Simcoe?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹9,006₹14,084₹19,353₹6,802₹8,910₹9,102₹9,102₹10,347₹8,910₹10,252₹8,814₹7,761
Avg. temp-5°C-4°C0°C7°C14°C19°C21°C20°C16°C10°C4°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Simcoe?

    Central neighborhoods near downtown make it easy to explore walkable shops, bistros, and historic sites. Around the outskirts, you can find stays closer to nature or peaceful community parks.

  • What are the best things to do in Simcoe with kids?

    Simcoe has family-friendly parks, local playgrounds, and interactive museums where children can learn through hands-on exhibits. In summer, splash pads and community pools are frequently suggested for cooling off.

  • What are some of the best things to do in Simcoe?

    Stroll through local parks, sample harvest-fresh produce at markets, and discover heritage buildings in the historic downtown area. In summer, the town hosts outdoor events and artisanal fairs that draw both residents and visitors.

  • How is the weather in Simcoe?

    Simcoe has mild to warm summers near 79°F (26°C) and cooler autumns, with temperatures dipping to around 41°F (5°C). Rain showers are common from late summer into October, so packing a raincoat is practical.

  • When is the best time to visit Simcoe?

    Late spring through early autumn is often recommended for outdoor activities, local festivals, and farmers’ markets. Cooler temperatures in autumn bring colorful foliage and quieter town events.

  • What are the best places to visit in Simcoe?

    Downtown Simcoe is known for its heritage buildings, galleries, and vibrant markets. The town also has parks with riverside paths and small museums highlighting the region’s agricultural history.

  • What are some hiking trails in Simcoe?

    Simcoe has several forested and riverside trails, popular for walking and birdwatching. Community-maintained paths wind through conservation areas and quiet green spaces around town.

  • What are some family activities we can do in Simcoe?

    Explore the family-oriented parks, picnic at community green spaces, or visit recreational centers around town. Many families also enjoy following local walking trails and seasonal community events together.

  • What are some of the best day trip ideas from Simcoe?

    Explore nearby beaches along Lake Erie, or visit botanical gardens and conservation areas just outside town. Small lakeside communities and regional vineyards are frequently suggested for those interested in local flavors and scenic views.

  • Are there any pet friendly accommodations available in Simcoe?

    Many stays in Simcoe welcome pets, especially those near parks or on the outskirts of town. Look for accommodations with outdoor space or proximity to walking trails for convenient pet outings.

  • What are some local tips for visiting Simcoe?

    Locals often suggest visiting farmers’ markets early for the freshest produce, and layering clothing to adjust to variable weather. Neighborhood cafés are cozy spots to connect with the community or warm up on a cooler day.

  • What is Simcoe known for?

    Simcoe is known for its agricultural roots, farmers’ markets, and scenic parks. The town’s heritage architecture and annual holiday events draw visitors interested in local traditions and community gatherings.

  • What are the best hidden gems to explore in Simcoe?

    Wander nature trails along lesser-known riverside paths or discover quiet gardens maintained by local volunteers. Artisans' markets and small heritage sites around town often provide unique perspectives on Simcoe’s history.

  • What are the best foods to try in Simcoe?

    Simcoe is known for locally grown produce, artisanal cheeses, and seasonal baked goods found at farmers’ markets. Traditional dishes with Ontario-grown pork and fresh lake fish are frequently suggested in local eateries.

  • What should I bring for a trip to Simcoe?

    Pack comfortable walking shoes for exploring parks and trails, and bring layers to adjust to changing temperatures. A rain jacket is useful, especially in late summer and autumn, when showers are common.

  • What is the nightlife in Simcoe like?

    Simcoe’s nightlife has a relaxed atmosphere, with pubs, casual bistros, and community events. Some evenings feature live music or local theatre performances, creating a welcoming scene for gathering with friends.

  • What are the most popular events or festivals in Simcoe?

    The Simcoe Christmas Panorama draws visitors with festive lights during the holiday season, while summer brings music and food festivals at community parks. Agricultural fairs and classic car shows are also local traditions.

  • Are there family friendly vacation rentals in Simcoe?

    Simcoe has many family-friendly vacation rentals, including homes and apartments with kitchens and outdoor play areas. Options around parks and in quieter neighborhoods are often chosen by families looking for convenience and comfort.

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 ₹2,874 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

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