
Private suite holiday rentals in Grey Highlands
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Top-rated Self-Contained Units in Grey Highlands
Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Hot Tub & Cozy Fireplace - Headwaters Retreat
Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

Dear Napier Street
Our charming upper studio private suite is located on a quiet treed street in beautiful Collingwood. Its decor celebrates the charm of small town life, celebrating a connection to nature and setting a happy vacation tone. It's a ten minute walk to our 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. We are a ten minute drive to Blue Mountain where adventure awaits.

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!

"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.

The Nottawa Post Office Inn
Welcome to the Nottawa Post Office Inn! A cozy get away situated in the quaint village of Nottawa just 5 minutes south of downtown Collingwood and 15 minutes from Blue Mountain & Wasaga Beach. Enjoy a self contained suite with private entrance while being conveniently located within a two minute walk to the village variety store, LCBO, local Pub restaurant, cafe and art gallery. Perfect location to leave your car parked while finding all you need to make your stay a pleasant one.

Beach Loft
The Beach/Ski Loft is located in the West end of Wasaga Beach. We are 12 km from downtown Collingwood and 21 km (25 minute drive) from Blue Mountain Village. We are a 5-7 minute walk or short bike ride to a quiet family friendly beach. The newly renovated loft is independent of the main house, an above garage apartment. It features cathedral ceilings finished in pine and a modern bathroom. The treed neighborhood is quiet and serene. Perfect for a couple, or two adults with 1 child.

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🌿

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

Cozy & Spacious, Downtown C-Wood With Sauna
Welcome to your cozy lower-level getaway! Enjoy a warm, newly renovated private suite just a 5-minute walk to downtown shops, restaurants, and the waterfront, and only 10 minutes to Blue Mountain. • Private entrance • Two comfy queen bedrooms • Full kitchen with quartz counters • Smart TV & Wi-Fi • In-suite laundry Relax in the fully fenced backyard with fire pit, sauna, and seasonal outdoor shower. Coffee, snacks and other essentials included for a comfortable stay

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. Also… THERE IS NO SHOWER

Garden Studio Apartment
Enjoy a stylish experience at this centrally located place. Newly renovated 1 bdrm walkout apartment located in our home in downtown Orangeville. Steps to Theatre Orangeville, Orangeville farmers market, and Jazz & Blues Festival. Enjoy evenings on your own patio in a private backyard overlooking the garden. Enjoy walks on the Island lake Conservation Park.. Dine at any of the many fine restaurants or cook at meal in your own fully equipped kitchen.
Popular amenities for Grey Highlands Self-Contained Units
Family-friendly private suite rentals

The Quiet Retreat

Tranquil Ambience with a Private Washroom

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work

Beautiful Little Barrie Basement

Cozy Cove Retreat, Private Suite Near Lake Simcoe

Beat Goes On in Elora-Starting @ $99 night!

Mill View

Private Queen Bed Suite with breakfast bar
Self-Contained Unit with a patio

IRIE Paradise Beach Cottage

Light filled 3 bedroom with huge sunroom

Tranquil Forest Oasis

Private 1 bed/1.5 bath in-law suite in a house!

Executive Suite

Urban Oasis Guest suite

Private Walkout Looking Over Secluded Woods

Luxe Boho Escape- 55" tv, Yoga Mats and Bean Bags.
Private suite rentals with a washing machine and dryer

Tranquil Retreat private Hot Tub Horseshoe Valley

Luxury Modern Two Bedrooms Basement Apartment

Casa Caledon-Secluded Suite Surrounded by Nature

2BR/1bth basement unit-Private Entrance-2 Parking

Cozy and Modern Basement Suite

Modern 2BR Apt | Near Lake + Playground + Fire Pit

2-bedroom suite near Canada’s Wonderland + parking

Casa Crystal a spotless private studio SW Barrie
Quick stats about private suite rentals in Grey Highlands

Total holiday rentals
Explore 10 holiday rentals in Grey Highlands

Nightly prices starting at
Grey Highlands holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Grey Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Grey Highlands rentals

4.9 Average rating
Grey Highlands stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fireplace Grey Highlands
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- Family-friendly rentals Grey Highlands
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Inglis Falls
- Elora Gorge
- Scandinave Spa Blue Mountain
- Harrison Park
- Mono Cliffs Provincial Park
- Awenda Provincial Park
- Caledon Ski Club LTD
- Wye Marsh Wildlife Centre
- Forks of the Credit Provincial Park
- Centennial Beach
- Sauble Beach
- Sunset Point Park
- Elora Quarry Conservation Area
- Island Lake Conservation Area
- Sauble Falls Provincial Park
- Innisfil Beach Park
- Rockwood Conservation Area




