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149 Houses

19

Relaxing Victorian Farmhouse

New York / Philmont

Philmont house

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$196

Price per night from

$196

Great rentals within 20 miles that match your search

Distance approx 12.72 km from Philmont

19

The Owls Nest Cabin

New York / West Coxsackie

West Coxsackie log cabin

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$196

Price per night from

$196

Distance approx 8.55 km from Philmont

31

Lakefront house , great lake and mountain views

Catskill Region / Athens

Athens house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$314

Price per night from

$314

Distance approx 8.69 km from Philmont

46

Hudson River Villa w/Pool, Spa & Private Beach!

Catskill Region / Athens

Athens villa

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$902

Responds fast!
avg. 24 minutes

Price per night from

$902

Distance approx 9.87 km from Philmont

(2) Excellent 

14

Newly Renovated Lakefront Getaway on Robinson Pond

New York / Copake

Copake house

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$202

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$202

Distance approx 7.93 km from Philmont Show on Map

18

Mountain Views Atop Blueberry Hill on 40 Acres

New York / Austerlitz

Austerlitz house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$201

Price per night from

$201

Distance approx 7.17 km from Philmont Show on Map

16

Bright and Airy 2BR near the center

New York / Hudson

Hudson apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$131

Price per night from

$131

Distance approx 15.76 km from Philmont

(7) Excellent 

18

Plan your holidays in the Berkshires. Forecasting plenty of snow and mild temps.

Berkshires / West Stockbridge

West Stockbridge house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“A memorable weekend getaway includes the most perfect house..” My husband and I had the pleasure to rent out this house last summer with another married couple and their son. Although our daughter and their son truly enjoyed Tanglewood and our visits
…see more

Price per night from

$276

Price per night from

$276

Distance approx 15.81 km from Philmont

(14) Excellent 

19

Catskill NY/ 2 Bedroom Cottage on Cauterskill Crk

Catskill Region / Catskill

Catskill cottage

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$301

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$301

Distance approx 11.59 km from Philmont

30

Evergreen Pines Country Estate Villa

New York / Ancram

Ancram house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$2,010

Price per night from

$2,010

Distance approx 19.39 km from Philmont

12

Idyllic Berkshire Home perfect for families or friends with pool and gardens

Berkshires / Richmond

Richmond house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly

Price per night from

$501

Price per night from

$501

Distance approx 11.05 km from Philmont

32

RIVERSONG "PENTHOUSE"

Berkshires / North Egremont

North Egremont room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$140

Responds fast!
avg. 35 minutes

Price per night from

$140

Distance approx 14.85 km from Philmont

(4) Excellent 

30

Gem of the Berkshires, walk to downtown & lake.

Berkshires / Great Barrington

Great Barrington house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Nearest beach 0.32 mi
  • Child Friendly
  • Air conditioning
“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b
…see more

Price per night from

$303

Price per night from

$303

Distance approx 10.94 km from Philmont

25

Leisure home with beach front property

New York / Coxsackie

Coxsackie house

6 25 2 nights min

  • 6 bedrooms
  • sleeps 25
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,553

Price per night from

$1,553

Distance approx 19.38 km from Philmont

12

Fabulous Post & Beam Berkshire Rental

Berkshires / Monterey

Monterey house

7 21 nights min

  • sleeps 7
  • 21 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets

Price per night from

$180

Price per night from

$180

Distance approx 7.25 km from Philmont Show on Map

16

Roaring Rapids Cottage

New York / Columbiaville

Columbiaville house

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Nearest beach 3 mi
  • Ask about children
  • Air conditioning

Price per night from

$251

Price per night from

$251

Distance approx 15.35 km from Philmont

12

Fabulous NEW Spacious House in the Berkshires Tanglewood

Berkshires / Stockbridge

Stockbridge house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$250

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$250

Distance approx 3.81 km from Philmont Show on Map

16

Olde York Farm Distillery Suite

New York / Claverack

Claverack farmhouse

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$251

Price per night from

$251

Distance approx 19.33 km from Philmont

11

Catskill Mountain View House/Hudson Valley Central

New York / Red Hook

Red Hook apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$151

Price per night from

$151

Distance approx 7.88 km from Philmont Show on Map

(3) Excellent 

11

Overnight at Althouse -Higgins

New York / Hillsdale

Hillsdale apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$176

Price per night from

$176

Distance approx 7.36 km from Philmont Show on Map

(1) Excellent 

9

The Artist's House - Special Winter Rates!

New York / Hudson

Hudson house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Car not necessary
  • Air conditioning
  • Private garden

Price per night from

$351

Price per night from

$351

Distance approx 7.03 km from Philmont Show on Map

30

Palazzo Hudson: a light filled home BR1

New York / Hudson

Hudson house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min

Price per night from

$241

Price per night from

$241

Distance approx 16.52 km from Philmont

24

Cozy Stockbridge Home - Walk To Golf Course!

Berkshires / Stockbridge

Stockbridge house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$211

Responds fast!
avg. 24 minutes

Price per night from

$211

Distance approx 17.97 km from Philmont

(6) Excellent 

16

Family-friendly Cottage Near Lake, Tanglewood

Berkshires / Stockbridge

Stockbridge cottage

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Price per night from

$285

Responds fast!
avg. 3 hours 47 minutes

Price per night from

$285

Distance approx 16.23 km from Philmont

4

Iris Room

Berkshires / Stockbridge

Stockbridge farmhouse

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$151

Price per night from

$151

Distance approx 16.21 km from Philmont

4

Nasturtium Room

Berkshires / Stockbridge

Stockbridge farmhouse

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$151

Price per night from

$151

Distance approx 14.77 km from Philmont

19

Brook Hill Farm House

New York / Valatie

Valatie house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$329

Price per night from

$329

Distance approx 13.81 km from Philmont

21

Private Berkshire Estate w/Pool & Tennis Court

Berkshires / Great Barrington

Great Barrington house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$576

Price per night from

$576

Distance approx 7.23 km from Philmont Show on Map

12

Charming Hudson Townhouse

New York / Hudson

Hudson house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Private garden

Price per night from

$199

Price per night from

$199

Distance approx 6.99 km from Philmont Show on Map

10

The Barn at Copake Lake

New York / Craryville

Craryville barn

3 14 2 nights min

  • 3 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly

Price per night from

$600

Price per night from

$600

Distance approx 16.08 km from Philmont

26

Catskill village/Hudson retreat

New York / Freehold

Freehold farmhouse

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Ski
  • Suitable for children age 5+
  • Private garden

Price per night from

$270

Price per night from

$270

Distance approx 7.24 km from Philmont Show on Map

9

New Hudson 1BR with Backyard

New York / Hudson

Hudson apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$120

Price per night from

$120

Distance approx 7.24 km from Philmont Show on Map

12

New Private Hudson 1BR

New York / Hudson

Hudson apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$120

Price per night from

$120

Distance approx 18.98 km from Philmont

23

Newly Renovated Berkshire Cottage near Tanglewood

Berkshires / Lee

Lee cottage

1 2 60 nights min

  • 1 bedroom
  • sleeps 2
  • 60 nights min
  • Nearest beach 5 mi
  • Air conditioning

Price per night from

$285

Responds fast!
avg. 13 minutes

Price per night from

$285

Distance approx 7.03 km from Philmont Show on Map

30

Palazzo Hudson: a light filled home BR2

New York / Hudson

Hudson house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min

Price per night from

$241

Price per night from

$241

Distance approx 15.26 km from Philmont

43

Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

New York / West Coxsackie

West Coxsackie house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$251

Price per night from

$251

Distance approx 10.49 km from Philmont

10

Ranch House in Lakeside Community

New York / Copake

Copake house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$201

Price per night from

$201

Distance approx 16.64 km from Philmont

46

Tivoli contemporary house with panoramic views (minutes to Red Hook/Rhinebeck)

New York / Clermont

Clermont house

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$668

Price per night from

$668