Hotel holiday rentals in Simcoe County

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Top-rated hotels in Simcoe County

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Guest favourite

Resort in Wasaga Beach

4.95 out of 5 average rating, 423 reviews

The Coolest Funkiest Boathouse Style Studio

A stunning studio with fireplace, full kitchen, large Smart TV, amazing hot tub, ,firepit and 3 outdoor sitting areas including a covered outdoor dining area with BBQ! Articulating bed so you can sit up and watch TV or have breakfast and still be snuggled under the covers. Funkiest decor ever - 100-year-old shutters, oars marine sign, piano leg, and old lantern lights and an old boat in the garden , this place is overflowing with character. Best beach ever is steps away! Early and late check in and outs may be available and charged accordingly. Perfect central location- easy drive to Blue Mountain and the Village at Blue, steps to beach, close to micro breweries, wineries, small towns, Shopping, biking, golfing, hiking and more. Quiet neighbourhood, easy access to major roads and very cool house! Guests can park on property and enjoy the yard. Happy to meet the guests or let them enjoy private time! The home is steps away from a quiet, sandy sunset beach, and a short walk to the public beach. There's biking, skiing, kayaking, golfing, and hiking within easy reach, and Collingwood's shops and restaurants are a short drive away. Easy access to everything with a car. Beaches, hiking and biking are right outside the front door! This little area is known as Brock’s Beach and was settled by a few families that would buy the entire street. When their kids grew up, they built little cottages on their parent’s street so people around this area have a life time of enjoying this hidden gem and everyone knows everyone. In the evening, everyone walks along the beach or down the tree lined streets. In the summer, everyone sits in the front yard with a campfire so they can say hello to their neighbours. As only a few homes are winterized, the area is very peaceful in the winter. Being close to the lake means lots of beautiful white fluffy snow which turns all the trees into a beautiful winter wonderland.

21–28 Jun

$254 NZD per night

Hotel room in Barrie

4.71 out of 5 average rating, 173 reviews

Where 1885 Meets 21st Century Suite Comfort Rm 209

Welcome to the Harbour View Inn nestled in beautiful Downtown Barrie, Ontario. Our 10 furnished corporate apartments/suites are designed and outfitted for contemporary comfort while keeping in touch with our 1800's historic home's theme. We offer a special rate for 30-day stays. We are ideally located just a few minutes’ walk from trendy restaurants, waterfront hiking and cycling pathways, marinas, downtown shopping boutiques, city hall, the MacLaren Art Gallery, and a festive farmers' market.

15–22 Jun

$146 NZD per night

Nature lodge in Nottawa

4.79 out of 5 average rating, 14 reviews

Pretty River Valley Country Inn

The Inn sits on the Niagara Escarpment that was formally recognized by the United Nations as a significant natural region who's unique landscape was worthy of preservation for all time. Perched on a ridge overlooking the pristine Pretty River Valley Provincial Park, our 125 acres will provide you with hiking, bonfires and a good nights sleep with a full country breakfast included. Minutes from Collingwood and Blue Mountain the quiet and solitude beckons. All rooms have wood burning fireplaces.

27 Jun – 4 Jul

$335 NZD per night

Boutique hotel in Beaverton

4.8 out of 5 average rating, 153 reviews

Lake Simcoe★Old Town Hotel★Swim|Boat|Fish★Room 1

The Shortiss Boutique Hotel offers four private and unique suites in an upbeat and newly renovated historical property located in the charming, quaint, old town of Beaverton, Ontario and a short walk to Lake Simcoe. All rooms are decorated with original art by local artists and some custom, eclectic, vintage, and antique furniture pieces. For guests’ convenience and comfort, all private rooms have their own bathroom with a personal hygiene kit, small bar fridge and plush towels.

28 Feb – 7 Mar

$110 NZD per night

Hotel in Oro-medonte

4.38 out of 5 average rating, 8 reviews

Perfect vacation get away !

Located directly across the street from Horsehoe Resort(discount code provided to guest for Tree Top Trikking),Steps from the new Vetta Spa,Minutes from world class skiing,golf courses,mountain biking trails,zip lining Copeland Forest, Mount St. Louis Moonstone Ski Area,Bass Lake,Cou chiching Beach,Restaurants, Groceries, LCBO, Beer Store – all are min drive! Spacious bedroom , working space, sofa bed. Private balcony, kitchenette with the necessities.

17–24 Oct

$342 NZD per night

Resort in Oro

4.77 out of 5 average rating, 92 reviews

Luxe Mode 1 Bedroom unit - with Jacuzzi

This Cozy one Bedroom Resort offers you - the Absolute comfort - to unwind & Relax. Enjoy the In - suite Jacuzzi - Outdoor swimming pool - Sauna - Fire Pit - BBQ . Bicycle Road - Golfing - Skiing. Amazing Nordic Spa is just 3 minutes away. You will love to have this place summer or winter. Each season offers different Amenities for your enjoyment. Treat yourself - because everyone deserve the best in life.

26 Mar – 2 Apr

$198 NZD per night

Guest favourite

Hotel room in Collingwood

5.0 out of 5 average rating, 31 reviews

VanderMarck Suite 206 - Studio

The house has a unique history, built in 1912 for the town doctor and onetime Mayor, Joseph Arthur, by renowned Toronto Architect Eden Smith. We have re-imagined this old house with one goal, creating a memorable experience for our guests. Everything throughout has been selected with care, including the beautiful photography, luxury linens, designer furniture, accessories, handcrafted bath products.

26 Nov – 3 Dec

$365 NZD per night

Hotel room in Shanty Bay

4.9 out of 5 average rating, 21 reviews

Lower Level Jacuzzi Suite @ Carriage Hills

Come stay in the newly renovated Jacuzzi Suite located on the lower floor at Carriage Hills - Oro- Medonte Heated Indoor/Outdoor pool open year round with Lifeguards on site! Pool hours : Mon-Friday- 12pm-8pm Sat and Sunday - 10am-8pm (Hot tub, sauna, kiddie pool, -BBQ’s located all over resort for use -Walking distance from Vetta Nordic Spa -Horseshoe Valley -4 minutes drive Much more

17–24 May

$344 NZD per night

Hotel room in Victoria Harbour

5.0 out of 5 average rating, 8 reviews

Tucked Inn the Harbour B&B - Georgian Bay Room

Southern Georgian Bay. "A Summer Paradise - A Winter Wonderland" An award winning B&B set in Romantic and Serene surroundings with fun-loving hosts to welcome you. We are tri-lingual and speak English, French and German, and welcome our wonderful visitors from the 4-corners or the world. Just steps from Georgian Bay - Nature at its best!

2–9 Oct

$319 NZD per night

Resort in Collingwood

4.63 out of 5 average rating, 320 reviews

Ski In Ski out Studio condo

This studio is near the north lift of Blue Mountain. The unit is close to the pool and hot tub in the formerly known Mountain Springs Resort. It is now called the North Creek Resort at Blue. Enjoy free parking. Fully equipped kitchen, with bedding and towels included. This unit is newly renovated and updated.

1–8 Jan

$338 NZD per night