Vacation rentals in Grey Highlands

Find and book unique accommodations on Airbnb

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Popular amenities for Grey Highlands vacation rentals

Stay near Grey Highlands's top sights

Blue Mountain Village319 locals recommend
Beaver Valley Ski Club34 locals recommend
Bent Taco85 locals recommend
Georgian Hills Vineyards80 locals recommend
Loblaws74 locals recommend
The Tremont Cafe73 locals recommend

Other great vacation rentals in Grey Highlands

Guest favorite
Apartment in Oro-Medonte
4.94 out of 5 average rating, 17 reviews

Two units in Horseshoe Valley

PatriciaRating, 5 stars2 months ago
Great spot, very clean wonderful communication
Guest favorite
Home in Wasaga Beach
4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

TawnyaRating, 5 stars1 month ago
Such a great place to stay after skiing at Blue Mountain! Definitely recommend.
Guest favorite
Cottage in Waubaushene
4.94 out of 5 average rating, 18 reviews

Waubaushene Getaway

DavidRating, 5 stars6 months ago
Lilliana was a great, super friendly and the property was really clean, felt right at home. looking forward to booking with her again in the future.
Top guest favorite
Guesthouse in Wiarton
4.98 out of 5 average rating, 181 reviews

Bruce Peninsula Country Loft on 17

ErinRating, 5 stars2 weeks ago
We had an incredible girls weekend - it was so relaxing and everything we could have ever wanted. They’ve made such an incredible getaway we’re so grateful to have been able to find - the personal touches, thoughtfulness, amazing amenities and details that have went into every aspect of the property have us already dreaming of coming back for another getaway to relax and recharge! From start to finish this stay far exceeded our expectations and we could not have asked for better hosts or a better stay!
Apartment in Innisfil
4.82 out of 5 average rating, 33 reviews

Romantic Getaway At FH!

AlexRating, 5 stars7 months ago
Amazing accommodation from start to finish...communication was prompt and clear, check-in process was easy to follow, cleanliness was top notch, amenities had everything you could ask for, and location, location, location. The only minor downside was the size of the shower. Aside from that, literally everything else was fantastic during our weekend getaway. Would return in a heartbeat!
Condo in The Blue Mountains
4.82 out of 5 average rating, 22 reviews

3BR Ski In/Out Blue Mountain Resort | Balcony

MeganRating, 5 stars3 months ago
This is a great place to stay, right near the village and easy access to the Silver Bullet chair lift. The place was clean and the hosts were proactive about checking in to make sure everything was going well. The kitchens pots/pans/plates were dirty still when we got in but didn’t impact our stay much. Overall, had a great experience here and would love to go back.
Superhost
Home in Wasaga Beach
4.88 out of 5 average rating, 50 reviews

COZY Cottage steps away from the beach.

SharonRating, 5 stars5 months ago
Andreina was a great host. I booked her place for a guest of ours and she was quick to answer any questions and was really accommodating to our guest who had pets. Her place was in a great location, private but not too far from town. The house was just as the pictures said and kept really clean, she made our guest feel right at home! I would recommend her place and I look forward to working with her again in the future!!
Top guest favorite
Cottage in Tiny
5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

Kathryn Rating, 5 stars1 month ago
For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!

Quick stats about vacation rentals in Grey Highlands

  • Total rentals

    1.3K properties

  • Total number of reviews

    83K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    530 properties allow pets

  • Rentals with a pool

    490 properties have a pool

  • Rentals with dedicated workspaces

    740 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in cabin rentals in Grey Highlands?

    Experience the best of Grey Highlands with our cabin rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Grey Highlands?

    Grey Highlands has more than 1,020 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Grey Highlands loft rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 loft rentals with pools in Grey Highlands, available on Airbnb. Make a splash and soak up the sun in style!

  • Do farmstay rentals in Grey Highlands have free parking?

    Absolutely! We offer over 10 farmstay rentals with free parking in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.

  • Do farmstay rentals in Grey Highlands have wifi?

    Absolutely! We offer over 10 farmstay rentals with wifi in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Grey Highlands?

    Make yourself at home in Grey Highlands by choosing from our most frequently booked neighborhoods. We have over 760 vacation rentals in Blue Mountain, and over 10 vacation rentals in Flesherton.

  • Do condo rentals in Grey Highlands have a kitchen?

    Absolutely! We offer over 310 condo rentals with a kitchen in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Bed And Breakfast Rentals in Grey Highlands?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do townhouse rentals in Grey Highlands have air conditioning?

    Absolutely! We offer over 120 townhouse rentals with air conditioning in Grey Highlands. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Grey Highlands?

    Four-legged friends are welcome in Grey Highlands. Choose from more than 530 vacation rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
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  3. Ontario
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