Vacation rentals in Hillsdale

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Popular amenities for Hillsdale vacation rentals

Stay near Hillsdale's top sights

Crossroads Food Shop60 locals recommend
Roe Jan Brewing Co.51 locals recommend
Hillsdale Supermarket37 locals recommend
Hillsdale General Store34 locals recommend
Copake Hillsdale Farmers Market31 locals recommend
Roeliff Jansen Park11 locals recommend

Other great vacation rentals in Hillsdale

Guest favorite
Home in Windham
5 out of 5 average rating, 21 reviews

Cozy Mountain Cabin Near Windham Slopes

JulesRating, 5 stars2 months ago
Great stay. Would come back next year to enjoy new years at Windham!
Top guest favorite
Home in Millerton
4.97 out of 5 average rating, 174 reviews

Vacation Home In Millerton

MichaelRating, 5 stars1 week ago
Nice home. Comfortable, spacious and has the needed amenities. Recommended and would gladly stay again.
Guest favorite
Chalet in Hunter
4.98 out of 5 average rating, 147 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

SerenaRating, 5 stars1 month ago
We had a wonderful time with our family of four! Nataliya was responsive, and we would love to come back sometime in the summer. Thank you!
Guest favorite
Home in Hensonville
5 out of 5 average rating, 10 reviews

Perfect Windham & Hunter Ski House 2 Miles to Mntn

PeterRating, 5 stars1 month ago
One of the best Airbnbs I've stayed at. The house is amazing - spacious, cozy, ad each room had their own temperature control! Plenty of communal space and the kitchen was very functional. The hosts were so responsive and nice and even offered to mail a piece of clothing we had left at the house afterwards. Definitely would come back again and highly recommended.
Superhost
Apartment in Ravena
4.67 out of 5 average rating, 3 reviews

Mountain Getaway 2BR duplex apt

NatashaRating, 5 stars20 months ago
Vitaliy's home was beautiful!! It was the perfect getaway that we were looking for! Very quiet area & our surroundings were picturesque! We even saw a deer & its baby eating & playing in the backyard!! The inside of the home was very spacious & well decorated! The bed was very comfy also! The pictures posted in the listing were exactly what we encountered! I would definitely come back here again!! Thank Vitaliy for your hospitality, it was very much appreciated!
Guest favorite
Home in Tannersville
4.97 out of 5 average rating, 75 reviews

CottageintheClouds-InVillage 3BR 2BA, King bed

JeffreyRating, 5 stars2 months ago
We came for a weekend skiing at Hunter and Donna's place was perfect... Location in the town of Tannersville was great, we could walk down to the restaurants/shops in town. Less than a 10 minute drive to the slopes at Hunter. Everything in the home was as described and just what we needed - from the kitchen to the bedrooms to the living space. And Donna was super flexible and responsive as we had a few questions leading up to our stay.
Guest favorite
Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 104 reviews

Private Mountain Lodge, 10mins to Hunter & Windham

PaulRating, 5 stars1 month ago
My family's second visit to this beautiful gem overlooking the mountains and frozen pond. Our hosts are highly communicative and helpful. The description is accurate. Considering our 2nd visit and rebooked for 3rd in 2026 - this speaks volumes -- more than meets our needs, well stocked. We're looking forward to visiting during the summer months to further appreciate the views. Grateful to them for sharing their home with us.
Top guest favorite
Home in Athens
5 out of 5 average rating, 16 reviews

Lake house with arcade games

AdrienneRating, 5 stars2 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.

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