Private suite holiday rentals in Grey Highlands

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Top-rated Self-Contained Units in Grey Highlands

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Guest favourite

Guest suite in Collingwood

4.85 out of 5 average rating, 402 reviews

The Loft on Elm

An upstairs one bedroom apartment with it's own separate front entrance. This beautiful century home is in the heart of Collingwood's entertainment district. Close to restaurants, grocery stores, downtown Collingwood, and more.This space is perfect for couples looking to explore the Collingwood area. Only a 10 minute drive to blue mountain Host lives in lower level of house. Please review under the "things guests should know" safety and other considerations section and house rules before booking

Guest favourite

Guest suite in Chatsworth

4.86 out of 5 average rating, 381 reviews

Settler's Loft in Log Home

This charming original log home is set amongst rock fences and mature maples on 80 acres of reforested farmland. This two-storey suite sleeps up to 5 guests, has 2 bedrooms, 4-piece bathroom, kitchenette, living area, deck, & private balcony. Trails for exploring, campfire ring, and large grassy area for outdoor games. Brand new AC system. Very close to OFSC snowmobile trails. (Note - barn access is for weddings only) NO pets >> 40 minute drive to Blue Mountain; 30 minutes to Lake Huron beaches

Guest favourite

Guest suite in Collingwood

4.95 out of 5 average rating, 496 reviews

Simply Suite- private 1 bedroom suite

Relax and unwind in this simple yet stylish basement suite. We are located a 15 min drive from Wasaga Beach or Blue Mountain. A quick 5 minute drive, or scenic 20 minute walk to the downtown core, shopping and fantastic restaurants. We are a one minute walk to our local trail system to walk, run or bike. Walk to Sunset Point Beach along the beautiful trails. This newly renovated suite offers a small kitchenette with all you need to cook simple meals while relaxing with Netflix by the fire.

Guest favourite

Guest suite in Hanover

4.91 out of 5 average rating, 143 reviews

Lorbin Lake Studio suite. Minimum 2 night stay.

Stand alone studio style suite set on a private lake. We offer 2 night minimum stays.The studio suite includes a kitchen and comfortable livingroom. Queen bed ,queen pull out sofa and roll away cot. Playpen available on request. Large shower, gas fireplace and air conditioning . Stroll around the beautiful grounds and enjoy all inclusive canoe,paddleboards and paddle boat with no rental fees. Guest suite also offers wifi and a 52 inch t.v and satellite. Please note we do not have extra fees.

Guest favourite

Guest suite in Shelburne

4.84 out of 5 average rating, 116 reviews

Entire spacious basement with Kitchenet

Relax with the family or friends at this peaceful and immaculate place. Accommodates up to 4 people with the comfortable sofa bed in den. NON-SMOKING NO PETS. FULL KITCHEN NOT AVAILABLE. KITCHENET AVAILABLE. Full, clean washroom. Spacious room, a queen size bed, dining table sits six, kettle, grill, basic utensils and kitchen wear, linen, towels, and drinking water. 50 minutes away from Collingwood, Wasaga Beach, Berrie, Blue Mountain & Brampton. Lots of food options available in Shelburne!

Top Guest favourite

Guest suite in Meaford

4.96 out of 5 average rating, 102 reviews

ROOST - a luxury suite close to Blue Mountain

Welcome to our Executive Lower-Level Suite, a private retreat within our spacious ranch bungalow. This luxury open-concept apartment features a cozy gas fireplace, a full kitchen, dining area and a billiards/games room. Enjoy the convenience of a washer/dryer, satellite TV, and WiFi. The oversized private bedroom boasts two luxurious queen sleigh beds. With a separate garage entrance, parking, and outdoor amenities including a fire pit, BBQ, picnic table, and Muskoka chairs, relaxation awaits!

Top Guest favourite

Guest suite in Collingwood

4.98 out of 5 average rating, 124 reviews

Dear Napier Street

Our colourful upper studio private suite is located on a quiet treed street in beautiful Collingwood. The vibrant, nostalgic decor of this Wes Anderson inspired space is an evolving at project, setting a happy vacation tone. It's a ten minute walk of the historic downtown, offering unique shops, galleries and creative places to eat and drink. Sunset Point Park is closeby and a network of more than sixty trails is one block away, connecting you to the iconic terminal, downtown and beyond.

Guest favourite

Guest suite in Meaford

4.98 out of 5 average rating, 206 reviews

Beautiful Views & Night Skies near Meaford

Enjoy a quiet country retreat in a recently-constructed suite on a working farm. You'll enjoy beautiful valley views and bright starry night skies from your private deck, equipped with two deck chairs and a gas grill. Inside, you'll have a fully-equipped kitchenette, comfortable sitting area with sofa-bed, and queen-sized bedroom Situated within 5 minutes of Walter's Falls, our suite is centrally located for day trips to Blue Mountain, Tobermory, Sauble Beach, Lion's Head and much more!

Top Guest favourite

Guest suite in Kimberley

4.96 out of 5 average rating, 226 reviews

"Wine Down" in Scenic Grey Highlands

Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

Guest favourite

Guest suite in Stayner

4.93 out of 5 average rating, 564 reviews

Cozy & Private Guest Suite in Stayner, Ontario.

PLEASE READ THE DESCRIPTION In "The Space" BEFORE BOOKING. The space DOES NOT HAVE A SHOWER. We are a proud Superhost destination close to Wasaga Beach (15-20 mins), Collingwood (20-25 mins) and Blue Mountain Village (30-35 mins.) The place is super cozy. You'll love the location, the privacy, the amenities, the hosts and the value. This place is fabulous for couples, solo adventurers, business travellers, and canine companions. Please let us know if you are bringing a dog with you

Guest favourite

Guest suite in Kimberley

4.94 out of 5 average rating, 701 reviews

The Post Office Motel & Spa in the ❤️ of Kimberley

*NEW HOT TUB* Located in the center of Kimberley downtown, a scene straight out of a hallmark movie. Watch the seasons come & go while taking in mtn views and soaking in the hot tub as stars line the night sky.Enjoy marshmallows by the 🔥, amidst this whimsical fortress.Walk to the General Store pick up fresh baked goods and breakfast supplies. Then the dinner choice is yours; Hearts Tavern or Justin’s Oven both just steps away. Bruce trail access at the door. The perfect slow down🌿

Guest favourite

Guest suite in Collingwood

4.91 out of 5 average rating, 1,136 reviews

Tiny Home Tranquility

Tiny Home Tranquility! Located just 15 minutes from Blue Mountain Ski Resort and Wasaga Beach. Walking distance to Collingwood downtown core and Georgian Bay . A custom built tiny home with all the amenities needed for a perfect getaway. The Tiny Home has a separate entrance and private back patio giving guests lots of privacy. For the ultimate relaxation experience, you can add access to the sauna as an optional upgrade to your stay. Absolutely no pets due to allergies.