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
$400/night

Charming, Quaint, Quiet Cabin in the Woods

3 beds
2 baths
13 guests
Average Price:  
$504
21% Cheaper
than normal
AirDNA Score: 82
$235/night

Quiet Cottage In The Green River Valley

2 beds
2 baths
4 guests
Average Price:  
$306
23% Cheaper
than normal
AirDNA Score: 75
$230/night

Secluded Mountain Getaway with Swimming Pond.

4 beds
3 baths
8 guests
Average Price:  
$294
22% Cheaper
than normal
AirDNA Score: 74
$220/night

Charming 2-Bedroom Suite (Private Entrance)

2 beds
2 baths
4 guests
Average Price:  
$277
21% Cheaper
than normal
AirDNA Score: 73
$400/night

Country elegance nestled into the forest

3 beds
4 baths
6 guests
Average Price:  
$420
5% Cheaper
than normal
AirDNA Score: 71
$230/night

Overnight at Althouse-Higgins

2 beds
1 bath
4 guests
Average Price:  
$238
3% Cheaper
than normal
AirDNA Score: 71
$650/night

Sprawling Farmhouse Perfect for Large Groups

6 beds
3.5 baths
12 guests
Average Price:  
$783
17% Cheaper
than normal
AirDNA Score: 68
$225/night

Copake Lake Cottage Retreat

2 beds
2 baths
6 guests
Average Price:  
$241
7% Cheaper
than normal
AirDNA Score: 66
$249/night

Secluded Country Getaway Min From Skiing

4 beds
2 baths
6 guests
Average Price:  
$484
49% Cheaper
than normal
AirDNA Score: 64
$195/night

Cabin in the woods near Catamount Ski resort

2 beds
2 baths
4 guests
Average Price:  
$226
14% Cheaper
than normal
AirDNA Score: 64
$160/night

Tory Hill Cabin; (North Mountain Cottages)

2 beds
1 bath
5 guests
Average Price:  
$183
13% Cheaper
than normal
AirDNA Score: 63
$1275/night

Peace of mind with a beautiful view

6 beds
5 baths
10 guests
Average Price:  
$1353
6% Cheaper
than normal
AirDNA Score: 59
$500/night

Breezy Hill with huge views, double decker sun decks, screen porch and more!

4 beds
2 baths
9 guests
Average Price:  
$596
16% Cheaper
than normal
AirDNA Score: 57
$166/night

Country Karma -Quiet Wooded Getaway

4 beds
3 baths
8 guests
Average Price:  
$273
39% Cheaper
than normal
AirDNA Score: 54
$550/night

Peaceful retreat close to Hudson and Berkshires

4 beds
3.5 baths
8 guests
Average Price:  
$585
6% Cheaper
than normal
AirDNA Score: 53
$375/night

FARM HOUSE on Old Horse Farm!

4 beds
2.5 baths
10 guests
Average Price:  
$402
7% Cheaper
than normal
AirDNA Score: 50
$625/night

Peaceful, Sun Drenched Lakehouse

3 beds
3 baths
8 guests
Average Price:  
$800
22% Cheaper
than normal
AirDNA Score: 50
$180/night

Rustic, peaceful and affordable cabin

4 beds
2 baths
10 guests
Average Price:  
$230
22% Cheaper
than normal
AirDNA Score: 48
$157/night

Hudson Valley Gem

2 beds
1.5 baths
6 guests
Average Price:  
$198
21% Cheaper
than normal
AirDNA Score: 43
$150/night

The Loft at the Hillsdale House

1 bed
1 bath
3 guests
Average Price:  
$185
19% Cheaper
than normal
AirDNA Score: 43
$650/night

Rustic Chic Escape near Hudson on 15 acres

4 beds
3 baths
8 guests
Average Price:  
$701
7% Cheaper
than normal
AirDNA Score: 43
$113/night

Tentrr Signature Site - site closed

1 bed
1 bath
6 guests
Average Price:  
$142
20% Cheaper
than normal
AirDNA Score: 37
$250/night

Historic JP Dorr House, Hillsdale NY

4 beds
2.5 baths
8 guests
Average Price:  
$420
40% Cheaper
than normal
AirDNA Score: 31
$1175/night

Tanglewood Retreat and The Barn at Liberty Farms!

5 beds
4.5 baths
12 guests
Average Price:  
$1304
10% Cheaper
than normal