Hotel holiday rentals in Simcoe County

4.96 out of 5 average rating, 514 reviews

Resort in Wasaga Beach

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.

4.7 out of 5 average rating, 182 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.

4.92 out of 5 average rating, 13 reviews

Beautiful Lakefront Boutique Inn - Rm #3

A large lakefront home, Our B&B is located at the heart of Innisfil and just a 45 minute drive from the GTA. Bon Secours Beach B&B offers spectacular views of Lake Simcoe including Fox and Snake Island. Feel free to explore the lake with the provided Stand Up Paddle Board and Kayak. A relaxed atmosphere and a variety of outdoor activities, Bon Secours is the perfect retreat for a quiet getaway or enjoying the beauty of all that nature has to offer. A delicious full breakfast is also included.

Private room in Nottawa

4.81 out of 5 average rating, 16 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.

5 out of 5 average rating, 4 reviews

Motel 400 & Suites Single Kitchenette Unit C

Motel 400 & Suites is located just outside Cookstown Ontario. Our units have been newly renovated and furnished offering modern efficiency options for long term stays. This motel room has a double bed, full bathroom, and the added convenience of a fridge, microwave, electric single burner hotplate and coffee machine. Enjoy easy access to Hwy 400 and Hwy 89. We are neighbours to Tangers Outlet Mall, A&W and Petro Canada. We are central to Innisfil, Barrie, Alliston, Bradford and Newmarket.

4.81 out of 5 average rating, 195 reviews

Hotel room in Beaverton

Room 1-Lake Simcoe-Downtown Hotel-Swim|Boat|Fish

The Shortiss Boutique Hotel offers four private and unique suites in an upbeat and renovated historical property located in the charming, quaint, old downtown area 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, a small bar fridge and plush towels.

4.86 out of 5 average rating, 14 reviews

Signature King Room in Collingwood Boutique Hotel

A historic century home turned boutique hotel in Downtown Collingwood featuring a Thermal Cycle and Wine Bar. Meticulously restored for nature-filled getaways. Paying homage to the hotel’s 100-year history and the beauty of the Blue Mountains, our rooms blend old and new with moody ensuites, vintage loungers, walk-in tile showers, Malin & Geotz bath products, bespoke furniture and restored original flooring.

4.94 out of 5 average rating, 18 reviews

VanderMarck Suite 205 - 1 Bedroom

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.

Hotel room in Wasaga Beach

5 out of 5 average rating, 3 reviews

Wasaga Riverdocks Suites Studio

Stay in an upscale place that’s near everything you want to visit. We have a private man made beach for guests only, with docks on the Nottawasaga river! Enjoy a day of BBQ in the backyard and eating on the river patio watching the boats fly by! 2 minute walk from the worlds longest fresh water beach on Georgian Bay Lake! We are located right across the street of Beach #2

Hotel room in Victoria Harbour

5 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!

Resort in Collingwood

4.63 out of 5 average rating, 341 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.

4.92 out of 5 average rating, 163 reviews

The Victoria Room - Joseph Lawrence House

Beautiful & cozy and comfortable room in the historic Joseph Lawrence House B&B on Hurontario St. in Collingwood. Ensuite bath & gas fireplace! Close to downtown. Walk or short drive to restaurants, entertainment & the Georgian bay. Close to ski & trails

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Bungalows

Intimate homes, inviting architecture

Popular amenities for hotel rentals in Simcoe County

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly hotel rentals

4.25 out of 5 average rating, 8 reviews

Where 1885 Meets 21st Century Suite Comfort Rm 310

JuliaRating, 5 stars3 months ago

We had a great stay. Was a quick trip for us, but the room was clean and comfortable, and accommodating for our two young children, they also loves the space, and the beautiful building.

Top guest favourite

4.88 out of 5 average rating, 78 reviews

Sarah Room - Joseph Lawrence House

SheriRating, 5 stars1 month ago

My friend & I enjoyed our stay at Joseph Lawrence House. It was a lovely, comfortable place to be as we had our annual visit. Paul & Patricia greeted us warmly when we arrived at their home. They were very friendly and wanted to make sure we had what we needed. The breakfast was delicious and plentiful. I will certainly plan to stay there again when I visit Collingwood next time.

4.69 out of 5 average rating, 95 reviews

Where 1885 Meets 21st Century Suite Comfort Rm 102

KassieRating, 5 stars6 months ago

Stayed here for one night for a work trip. Great value for the price. A little outdated but matched the theme of the building. Check in was easy and the host was very responsive when I had questions. Overall would recommend.

4.38 out of 5 average rating, 8 reviews

Where 1885 Meets 21st Century Suite Comfort Rm 103

LoganRating, 5 stars4 months ago

Easy to follow instructions nice place well kept

4.7 out of 5 average rating, 87 reviews

Where 1885 Meets 21st Century Suite Comfort Rm 206

ThaisRating, 5 stars4 months ago

Great location with easy access and parking, perfect location to downtown Barrie. Very responsive, will def be back. We were upgraded to the penthouse that had so much space and it was all perfect.

Hotel room in Victoria Harbour

Tucked Inn the Harbour B&B - The Romper Room

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Hotel rentals with a pool

Hotel room in Wasaga Beach

3.56 out of 5 average rating, 9 reviews

Mozaik Motel - 2 Double Beds

NoahRating, 5 stars11 months ago

Was a great place to stay! Walking distance to mini putt and the beach! While we waited to check in we played ping pong and sat in the shaded fire area!

Hotel room in Shanty Bay

Luxury Horseshoe resort style YO

Resort in Collingwood

Charming Waterfront 2 bedroom fully equipped suite

Hotel room in The Blue Mountains

Hilton Grand Vacations Club Blue Mountain Canada

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Hotel rentals with a patio

RusselRating, 5 stars33 months ago

Hotel room in Creemore

Escarpment king suite at Sequel Inn

Very nice accommodations and great hosts. Will be going back to this gem.

5 out of 5 average rating, 7 reviews

Hotel room in Creemore

Peaceful forest queen suite

HollyRating, 5 stars3 months ago

A quiet retreat in a beautiful environment. Eric had the fire going with we arrived. We loved all the small details. The homemade breakfast in the morning was the icing on the cake.

Private room in The Blue Mountains

Hilton Grand Blue Mountain Resort Studio Cabin

KeeganRating, 5 stars5 months ago

Had a great stay! The hot tub was amazing and always ready to use. The place was clean and comfortable. Would definitely stay again!

BobbieRating, 5 stars1 week ago

New place to stay

Beautiful Lakefront Boutique Inn - Rm #2

Beautiful location, wonderful hosts!

KarenRating, 5 stars11 months ago

Hotel room in Creemore

Welcoming ravine queen suite

Lisa is an amazing host ! She interacted with she guests which was great to see! I definitely will be booking again !