Holiday rentals in Simcoe

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Top-rated holiday rentals in Simcoe

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Guest favourite

Cottage in Port Dover

4.82 out of 5 average rating, 116 reviews

Cottage Cabin Hide-Away

Less than 10 minute walk from the sandy beach, pier, and downtown shops! This 4 season cottage is the perfect place to unwind after a long day at the beach or exploring the countryside. Walk a few minutes down the road for beautiful lake views! Covered porch to cozy up with your special someone or just relax alone with a good book or cup of coffee. Private gravel area with a fire pit. (Fire pit not in use Nov-March) Please note: this is not a party place. Late nights/loud music not tolerated.

7–14 Oct

£87 per night

Guest favourite

Barn in Hamilton

4.95 out of 5 average rating, 149 reviews

The Barn-Fieldstone Suite

You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive

25 Jun – 2 Jul

£130 per night

Guest favourite

Flat in Port Dover

4.83 out of 5 average rating, 54 reviews

Coach House Bachelor Anthony’s Gardens Unit

Located in the centre of downtown Port Dover, walking distance to everything. Shopping, beach, and restaurants. the property is a showpiece of tropical trees and plants. You can park right in front of your door. Kitchen completely outfitted . Hand soap, shampoo, conditioner included. Large screen smart tv that can be view from the bed (double bed) and swings out so you can watch it in the dinning area The adjoining private deck has a natural gas fireplace and barbecue with seating up to four.

22–29 Jul

£65 per night

Guest favourite

Cabin in Windham Centre

4.97 out of 5 average rating, 116 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!

30 Nov – 7 Dec

£91 per night

Guest favourite

Cottage in Selkirk

4.91 out of 5 average rating, 188 reviews

1-bedroom Cottage on Beautiful Lake Erie

Take it easy at this tranquil cottage on Lake Erie! This rustic and comfortable cottage is ideal for those looking to escape the city and enjoy all that Haldimand-Norfolk has to offer, including fishing, delicious restaurants, hiking/biking trails, wineries, parks, and farmer's markets! With pristine lake views and a 1-minute walk to a public beach, you can make your lakeside dreams come true. Four people can stay = one bedroom with queen sized bed + sofa bed / pull out couch in living room

3–10 Feb

£126 per night

Guest favourite

Home in Port Dover

4.95 out of 5 average rating, 198 reviews

Spacious Home in Port Dover

Welcome to your tranquil retreat! Guests enjoy our location on a quiet street. The deck overlooks a peaceful green space with a pond and a variety of wildlife. Guests have a suite downstairs, in addition to the main floor. It is a 5 minute drive to the beach, restaurants, Lighthouse Theatre, live music, and the pier. Norfolk County has 15 wineries/breweries, several beaches, a zip line, and 3 Provincial Parks. Our home is a haven from the hustle and bustle of our busy summer beach town!

27 Aug – 3 Sept

£127 per night

Guest favourite

Home in Delhi

4.87 out of 5 average rating, 55 reviews

Celebrate tonight @ my 5* Home w/SPA & Fire Pit

Are you looking for a PRIVATE retreat in a quiet little country village with an OUTDOOR Hot Tub and a shielded FIRE PIT? This is your perfect destination for a Vacation, Birthday, Anniversary, Work retreat, Book club, small family gathering, Wedding preparation or a simple private movie weekend. Imagine the memories & stories for years to come, you deserve to be here! My home is bright, spotless and relaxing. It contains NEW stainless appliances, Luxe beds & leather furnishings.

2–9 Jan

£139 per night

Guest favourite

Farm stay in Lincoln

4.97 out of 5 average rating, 348 reviews

Water Edge, Modern Log Cabin in Beautiful Orchards

Nestled among Niagara’s fruit trees, our newly renovated log cabin sits on the shores of 16 Mile Creek. The log cabin is a modern, meticulously maintained studio space, secluded from busy roads (perfect to work in). Relax with a morning coffee on our porch or enjoy an evening campfire while overlooking 16 Mile Creek. Amenities include a comfortable sitting area, large picture windows, kitchenette (with hotplate), breakfast bar, elegant bathroom, BBQ and more.

11–18 Dec

£115 per night

Superhost

Cottage in Vittoria

4.86 out of 5 average rating, 117 reviews

Four Season Cottage - Lake Erie view with Hot Tub

Come discover Normandale and Norfolk County! Incredible Lake Erie views, easy walk to the beach, private hot tub on the deck, quiet setting, all within a reasonable drive from the city. Close to wineries, breweries, Turkey Point and Long Point, this is an incredible place to be active, relax and explore. The cottage is four season with a cute and cozy fireplace and hot tub available year round!

29 Sept – 6 Oct

£156 per night

Guest favourite

Flat in Caistor Centre

4.92 out of 5 average rating, 142 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. 420 and LGBTQ+ friends welcome

10–17 Sept

£82 per night

Superhost

Home in Waterford

4.81 out of 5 average rating, 21 reviews

Cellar Suite at Winery and Vineyard

This cute little studio is a wine lovers paradise. Situated in the lowest level of the Bonnieheath Estate Farmhouse. Our Winery Cellar Suite is authentically decorated Century Farmhouse Wine Cellar attached to a working vineyard and winery. A perfect retreat for a single or couple to relax after exploring Bonnieheath Estate or touring local wineries, breweries and antique shops.

17–24 Jan

£104 per night

Guest favourite

Flat in Port Dover

4.93 out of 5 average rating, 117 reviews

Lily Pond Estate Cottage

Enjoy the tranquil garden setting from your private deck as you relax after a day of exploring Port Dover and all the treasures of Norfolk County. Our guest suite features a newly decorated space with a modern touch with grey, mustard and beach blues. Located walking distance to the beach and all Port Dover has to offer. Off street parking for up to two vehicles is included.

10–17 Jan

£57 per night