Vacation rentals in Hillsdale

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Top-rated vacation rentals in Hillsdale

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Chalet in The Blue Mountains

4.96 out of 5 average rating, 202 reviews

Blue Mountain Getaway!

ErinRating, 5 stars1 month ago

Had a wonderful girl's weekend here. The place was so clean and had everything we needed. Nice and walkable to The Village. Sue was very responsive and gave great local recommendations. Enjoyed having a physically printed book which showcased the features of the unit as well as reminders and stay recommendations. I definitely would not hesitate to book again.

Superhost

Home in Tiny

4.68 out of 5 average rating, 225 reviews

Private log cottage on 2 acres

DanaRating, 5 stars1 week ago

We recently held our annual family birthday weekend at Natalia's place with a multi-generational crew that spanned 1.5 years to 90 years young! This incredible log cabin met all of our needs. The bedroom on the main floor meant an accessible space for our great aunt, the games room in the basement was such a fun space for our teens. The sliding doors to the wide front porch and the giant yard with fire pit, play structures and trampoline gave us lots of space to play. Plenty of fridge and freezer space and bathrooms on every level was really helpful. Natalia was very responsive and kind as a host. Balm Beach is gorgeous and walkable. There are some really cute restaurants and coffee shops close by (shout out Cawaja General Store and Balm Beach Bar & Smokehouse!) No place is perfect - I note the stairs to the basement are rather steep, and a few suggestions were shared with our awesome host, including about kitchen amenities, but this is a pretty spectacular place to stay for a group.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

CourteneyRating, 5 stars1 week ago

Thank you Avisa for hosting us. Our family came over to visit from Ireland and we had an amazing stay at the cottage. It was beautiful, looked exactly like the photos. The family really enjoyed it. It was very spacious and peaceful. Everything we needed was provided and the kitchen is well equipped to cook up a meal. The games room was huge it kept us all entertained and the hot tub was very relaxing. We really had a great stay and we will be back for sure for another stay. Thank you very much!!

Guest favorite

Cottage in The Blue Mountains

4.92 out of 5 average rating, 142 reviews

Luxury Chalet in Blue Mountains with HotTub Sauna

JuliaRating, 5 stars1 month ago

Perfect for our family getaway. With 13 people ages 3-71 we appreciated the large areas to gather and smaller corners to get a little quiet when needed. Lots of amenities for various ages on the property as well as in the area. Clean and well stocked kitchen and bathrooms. Thanks for being a great host Jakub

Superhost

Condo in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

MitchellRating, 5 stars4 months ago

When we walked into Jacqueline's place it was like wow!!! Open concept,bright and loved the decor and the top to floor windows. Jacqueline was very accomadating and very responsive. Would highly recommend her place and we will definitely be back in the future!!! Thanks for being a wonderful host

Guest favorite

Cottage in Kawartha Lakes

4.95 out of 5 average rating, 165 reviews

Balsam Brilliance, Modern Lake Home.

RainaRating, 5 stars3 weeks ago

Such a gorgeous property and stunning views! The main living area had views from both south and north views of the lake since it is on a point. Stocked with everything we needed. Was a lovely weekend to honour my late uncle with my family. Balsam lake was his favourite spot. We went up the weekend after the huge ice storm so the place was running on a generator, which actually stopped working for a bit but the owners were on top of it as soon as they heard. They were very helpful. Would definitely stay there again in nicer weather! 🙌🙌

Top guest favorite

Chalet in Coldwater

4.95 out of 5 average rating, 458 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI

MaryseRating, 5 stars1 week ago

We met Patricia upon check-in and she had prepared the place for us in the most welcoming way. The house has such a warm cabin feeling, is super spacious and the surroundings are beautiful. The place has everything families need in terms of spaces, linens, activities, etc… We were lucky enough to enjoy the presence of a deer coming in the garden on our first night and so many other animals. Highly recommend for a quiet stay in nature in a big cottage!

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Popular amenities for Hillsdale vacation rentals

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Pool

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Other great vacation rentals in Hillsdale

Superhost

Townhouse in Collingwood

5 out of 5 average rating, 9 reviews

Newly decorated Ski Spa hang out in hammock

TaylorRating, 5 stars2 months ago

We had a great stay here! The beds were comfortable and everything was clean. A close drive to shopping centre, the Spa and the village. The only comment to make was there are no curtains/blinds on the main floor of the house, and the hot tub mentioned is the jet tub in the ensuite. Regardless of this, we still had a great stay and would love to come back.

Superhost

Home in Port McNicoll

5 out of 5 average rating, 3 reviews

Nice retreat pool, sauna, hottub

JocelinRating, 5 stars9 months ago

Beautiful home. Outside was stunning. Pool stones are wobbly (be extremely careful sitting on the side)

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

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

Condo in Innisfil

5 out of 5 average rating, 9 reviews

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

ConradRating, 5 stars1 month ago

Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.

Superhost

Condo in The Blue Mountains

4.67 out of 5 average rating, 52 reviews

Mountainside North Creek Condo w Private Balcony

ScottRating, 5 stars1 month ago

Great place! As described...would definitely stay again!

Guest favorite

Home in Stayner

5 out of 5 average rating, 8 reviews

The Vault

AndrewRating, 5 stars2 months ago

This stay was fantastic. My friends and I were visiting Blue Mountain and this was a great location to get into and out of the village. The stay was spacious, clean, well-organized and good value for your money. Danijel was also a great host!

Superhost