Holiday houses in Blue Mountains Highpoint

4.98 out of 5 average rating, 151 reviews

Tiny home in Kimberley

Hand-Crafted Cabin in Stunning Beaver Valley

Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

4.98 out of 5 average rating, 184 reviews

Barn in Eugenia

Blue Barn Bed n Bale / Blue Mountain

2 q beds. Main bunky bed, 1 bedroom (please inform if second bed is needed) A relaxing, peaceful farm stay on a working farm with or without your horses. Bright clean bunky built in 2016 in our 160 year old barn. The space is new, cozy and offers a chance to spend hours of time with your horses or ours. Nothing like having coffee with the horses.We back on to 30,000 acres of trailed crown land and the Kolapore Trails lending itself to horseback riding, hiking, snow shoeing, mountain biking.

Place to stay in Wasaga Beach

5 out of 5 average rating, 305 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Welcome to Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, Collingwood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Apartment in The Blue Mountains

4.93 out of 5 average rating, 132 reviews

Blue Mountain Studio Retreat

Our cozy studio is located at the base of Blue Mountain at the North chair lift, with ski in / ski out access. Perfect for 2 or a couple with small children, this newly renovated Studio has 1 bedroom, 1 bathroom and sofa bed; fully stocked kitchen, electric fireplace and flat screen T.V. Only 1 km from the Village with many restaurants, shopping and activities. Enjoy a short trip to the Scandinavia Spa or many close by beaches. Blue Mountain is a great place for the whole family to enjoy.

4.86 out of 5 average rating, 352 reviews

Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. INTERNET just upgraded! Window Aircon/pool opens end of May or June.

Condo in The Blue Mountains

4.81 out of 5 average rating, 194 reviews

Mountainside Escape at Blue - Outdoor Pool

Mountainside Escape is a cozy 1 bedroom located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

4.99 out of 5 average rating, 122 reviews

Yurt in Meaford

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

4.96 out of 5 average rating, 227 reviews

Guest suite in Kimberley

"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.

Apartment in The Blue Mountains

4.98 out of 5 average rating, 130 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Renovated studio unit at the North Creek Resort featuring: * King Bed * SMART TV, High-Speed Rogers Ignite WIFI and TV * New Pull Out Sofa * Stone Fireplace * Modern, Stylish Decor *please note there is not a traditional oven- there is a microwave/convectional oven combo along with a stove top *Shuttle Service *2 Year Round Hot Tubs *Seasonal Pool (open as of May 31st 2025) *Tennis Courts *Ski or Hike In/Out to the North Hill (hiking trails, intermediate-advanced daytime skiing)!

4.96 out of 5 average rating, 102 reviews

Cabin in Clarksburg

Tiny A-Frame near the Bruce Trail

Find yourself nestled among white pine trees just steps off the Bruce Trail! This tiny A-Frame is 100 sq.ft providing enough room for cozy comfort. The cabin is equipped with 2 stackable twin beds converting into a queen bed when desired. Our amenities contain all the essentials, including a BBQ, drinking and dish water, and an outhouse with a composting toilet. Centrally located to Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

4.94 out of 5 average rating, 705 reviews

Guest suite in Kimberley

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🌿

Chalet in The Blue Mountains

4.84 out of 5 average rating, 785 reviews

Blue Mountain / Collingwood Hill Side Condo

Ski To Ski From - Studio Condo with a mountain view. 5 minute walk to the north chairlift. Easy keypad check in. Relax in style in this beautiful, newly renovated ground floor unit located at the newly remodeled North Creek Resort at Blue Mountain. Located minutes from the award winning le Scandinave Spa, some of the most scenic golf courses in Ontario, the condo is also located in one of the province's prime destinations for lovers of wine, craft beer and cider.

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Other great holiday rentals in Blue Mountains Highpoint

Home in Collingwood

5 out of 5 average rating, 11 reviews

New Family-Size Nottawa Loft 3BR

CruzelRating, 5 stars10 months ago

The loft felt like home away from home! Was the perfect place to stay for me and my friends. Peaceful and private while also being a short drive to restaurants, the beach and grocery stores. We thoroughly enjoyed our stay and would come back again! Our hosts were also so lovely and accommodating from beginning to end! You won’t be disappointed

5 out of 5 average rating, 59 reviews

Cabin in Kimberley

Luxury Creekside Cabin with Sauna

EmilyRating, 5 stars5 days ago

The creekside cabin is nothing short of magical. The cabin and property exceeded our expectations. The cabin was clean and comfortable. Kerri is a thoughtful host, who has clearly looked after the details to ensure guests are comfortable and have everything they need. The creek itself is very special, offering a beautiful backdrop and peaceful soundscape to the stay. We thoroughly enjoyed the sauna, perfectly situated by the creek for your viewing pleasure. The property and surrounding areas in Beaver valley have so much to offer, including beautiful trails, local food and restaurants and nearby shops. Our only regret is that we didn't stay longer. We look forward to returning as soon as we can!

4.99 out of 5 average rating, 85 reviews

Chalet in Markdale

Grey Highlands Lodge

JavierRating, 5 stars2 months ago

The time we spent at Grey Highlands Lodge was excellent—it met all my expectations and more. It's a perfect place to disconnect and connect with family and the surroundings. The house was beautifully decorated and very clean. I would definitely stay there again.

Apartment in Meaford

5 out of 5 average rating, 3 reviews

Birch & Bannock UNIT 1

GeneRating, 5 stars1 week ago

Had a small mishap with the microwave, host replied swiftly with assistance providing helpful support and communication. The surrounding area is begging to be explored. A beautiful beach just down the road, park within walking distance, basket-ball for any sports junkies. This was a pleasant stay

Apartment in The Blue Mountains

5 out of 5 average rating, 27 reviews

Gorgeous Two Bedroom Condo Overlooking Ski Hill

ClaireRating, 5 stars2 weeks ago

Beautiful place just a few minutes from the Village where there are great restaurants and shops. The condo was everything we expected and more - fabulous open concept and bright. A deck overlooking the golf course and the Blue Mountains - it doesn't get much better than that. The hosts were responsive and delivered on all the promises made in the description. We highly recommend this Airbnb. Claire

4.88 out of 5 average rating, 56 reviews

Home in Collingwood

Blue Mountain Home

DeanRating, 5 stars1 week ago

We stayed at Dianna’s place while we were in Collingwood and the accommodate was even better than the photos! Her place had everything we needed and more. We only stayed a couple nights but it’s set up for long term stays as well. The location was 5 minutes from the water and a 6 minute drive to the downtown core. I would recommend this spot to anyone travelling to Collingwood.

4.82 out of 5 average rating, 413 reviews

Cabin in Maxwell

Charming Pioneer Cabin in the Woods

RickRating, 5 stars1 month ago

We had cold rainy weather the whole time and still we enjoyed our stay. I brought lots of wood and we enjoyed the stove and the sauna. All appliances and shower worked well. Great place to sit back and chill.