The Best Airbnb Deals in
Hillsdale, New York

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Hillsdale, New York. Enter your travel dates to find the best deals!

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AirDNA Score: 84
$425/night

Charming, Quaint, Relaxing, Getaway

3 beds
2 baths
13 guests
Average Price:  
$463
8% Cheaper
than normal
AirDNA Score: 75
$252/night

Secluded Mountain Getaway with Swimming Pond.

4 beds
3 baths
8 guests
Average Price:  
$318
21% Cheaper
than normal
AirDNA Score: 74
$220/night

Charming 2-Bedroom Suite (Private Entrance)

2 beds
2 baths
4 guests
Average Price:  
$258
15% Cheaper
than normal
AirDNA Score: 73
$400/night

Country elegance nestled into the forest

3 beds
4 baths
6 guests
Average Price:  
$432
7% Cheaper
than normal
AirDNA Score: 71
$215/night

Overnight at Althouse-Higgins

2 beds
1 bath
4 guests
Average Price:  
$240
10% Cheaper
than normal
AirDNA Score: 65
$298/night

Spacious Mountain Views Retreat: Near Ski & Nature

4 beds
2.5 baths
8 guests
Average Price:  
$395
25% Cheaper
than normal
AirDNA Score: 64
$160/night

Tory Hill Cabin; (North Mountain Cottages)

3 beds
1 bath
5 guests
Average Price:  
$196
18% Cheaper
than normal
AirDNA Score: 63
$1268/night

Peace of mind with a beautiful view

6 beds
5 baths
10 guests
Average Price:  
$1396
9% Cheaper
than normal
AirDNA Score: 57
$164/night

Country Karma -Quiet Wooded Getaway

4 beds
3 baths
8 guests
Average Price:  
$279
41% Cheaper
than normal
AirDNA Score: 57
$161/night

Big Bliss Near Catamount Cottage w/Modern Flair

2 beds
1 bath
6 guests
Average Price:  
$179
10% Cheaper
than normal
AirDNA Score: 54
$383/night

Hillsdale Hideaway - Great views & privacy

4 beds
3.5 baths
8 guests
Average Price:  
$508
25% Cheaper
than normal
AirDNA Score: 50
$583/night

Peaceful, Sun Drenched Lakehouse

3 beds
1 bath
8 guests
Average Price:  
$757
23% Cheaper
than normal
AirDNA Score: 50
$211/night

Rustic, peaceful and affordable cabin

4 beds
2 baths
10 guests
Average Price:  
$242
13% Cheaper
than normal
AirDNA Score: 50
$145/night

Charm at the foot of the Berkshires

4 beds
1.5 baths
6 guests
Average Price:  
$225
36% Cheaper
than normal
AirDNA Score: 43
$295/night

Chic Oasis on 15 acres near Hudson - Kid Friendly

4 beds
3 baths
8 guests
Average Price:  
$604
51% Cheaper
than normal
AirDNA Score: 37
$275/night

Historic JP Dorr House with pool in Hillsdale NY

4 beds
2 baths
6 guests
Average Price:  
$306
10% Cheaper
than normal
AirDNA Score: 37
$288/night

Round house in the Woods near Catamount

5 beds
2.5 baths
10 guests
Average Price:  
$298
3% Cheaper
than normal
AirDNA Score: 31
$1012/night

Near Tanglewood, Catamount Ski, Bash Bish Falls.

5 beds
4.5 baths
12 guests
Average Price:  
$1310
23% Cheaper
than normal
AirDNA Score: 15
$398/night

Ski Central 8 mi Catamont/5min CopakeNatures Way

3 beds
1.5 baths
6 guests
Average Price:  
$518
23% Cheaper
than normal