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36 Houses

(4) Excellent 

24

Beautiful 4 br in historic Cold Spring!

New York / Cold Spring

Cold Spring house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$458

Price per night from

$458

14

PineTop

New York / Cold Spring

Cold Spring house

5 9 2 nights min

  • 5 bedrooms
  • sleeps 9
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$860

Price per night from

$860

Great rentals within 20 miles that match your search

Distance approx 5.89 km from Cold Spring Show on Map

14

1 Bedroom Getaway West Point & Bear Mountain area

New York / Fort Montgomery

Fort Montgomery apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$185

Price per night from

$185

Distance approx 14.29 km from Cold Spring

32

Lake House with Indoor Spa, 1 hour from Manhattan

New York / Carmel

Carmel house

3 6 2 nights min

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

Price per night from

$230

Price per night from

$230

Distance approx 16.23 km from Cold Spring

20

"THE HILLTOP"-40Mins From NYC- Private Estate

New York / Pomona

Pomona house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$752

Price per night from

$752

Distance approx 5.99 km from Cold Spring Show on Map

(4) Excellent 

Certificate of Excellence

15

Castle By The Lake

New York / Putnam Valley

Putnam Valley house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Air conditioning
  • Private garden

Certificate of Excellence

Price per night from

$287

Responds fast!
avg. 1 hour 9 minutes

Price per night from

$287

Distance approx 18.92 km from Cold Spring

(1) Excellent 

18

Cozy Apple House

New York / Gardiner

Gardiner house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$115

Responds fast!
avg. 2 hours 12 minutes

Price per night from

$115

Distance approx 5.66 km from Cold Spring Show on Map

10

Spectacular Lake House

New York / Putnam Valley

Putnam Valley house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$366

Price per night from

$366

Distance approx 3.62 km from Cold Spring Show on Map

10

Country Chic Cabin~spacious~ private setting~hot tub~pool~ views~75 minutes/NYC

New York / Garrison

Garrison house

3 12 2 nights min

  • 3 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$1,261

Price per night from

$1,261

Distance approx 19.21 km from Cold Spring

(2) Excellent 

36

Secluded Country Getaway

New York / Highland

Highland house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 31 mi
  • Swimming pool
  • Child Friendly

Price per night from

$132

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$132

Distance approx 17.98 km from Cold Spring

(9) Very Good 

20

Lake Bliss the Perfect Getaway

New York / Holmes

Holmes house

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$250

Price per night from

$250

Distance approx 15.1 km from Cold Spring

(2) Excellent 

11

Westchester Hudson Valley Estate - Private, less than 1 hour from NYC

Westchester County / Croton on Hudson

Croton on Hudson villa

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$2,202

Price per night from

$2,202

Distance approx 14.2 km from Cold Spring

(1) Excellent 

5

Caren House Bed and Breafast

New York / Monroe

Monroe b and b

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$401

Price per night from

$401

Distance approx 13.29 km from Cold Spring

(5) Very Good 

11

Earth Berm House at Terra Casa Retreat Center

New York / Plattekill

Plattekill house

2 4 2 nights min

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

Price per night from

$327

Price per night from

$327

Distance approx 14.49 km from Cold Spring

15

An Oasis in the Hudson Valley

Westchester County / Croton on Hudson

Croton on Hudson apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 32 mi
  • Swimming pool
  • Suitable for children age 5+

Price per night from

$166

Price per night from

$166

Distance approx 3.5 km from Cold Spring Show on Map

(4) Excellent 

19

50 Mins from Manhattan River view

Cornwall / Cornwall on Hudson

Cornwall on Hudson house

5 17 min stay varies

  • 5 bedrooms
  • sleeps 17
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Spectacular view” We loved this house. It has probably the best view of the Hudson River. The house was very comfortable and had everything we needed. Susan was very helpful with information about the sights and restaurants. We will definitely be
…see more

Price per night from

$1,513

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$1,513

Distance approx 2.59 km from Cold Spring Show on Map

38

Country Retreat Hot Tub+ Pool+Sauna + more relaxation guaranteed

New York / Garrison

Garrison house

5 15 2 nights min

  • 5 bedrooms
  • sleeps 15
  • 2 nights min
  • Child Friendly

Price per night from

$1,501

Price per night from

$1,501

Distance approx 6.83 km from Cold Spring Show on Map

(2) Very Good 

12

Keith's Classic Film Retreat

New York / Newburgh

Newburgh b and b

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$100

Price per night from

$100

Distance approx 8.5 km from Cold Spring Show on Map

28

independent room with office and kitchen

Cortlandt / Cortlandt Manor

Cortlandt Manor b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 8 mi
  • Child Friendly
  • Air conditioning

Price per night from

$58

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$58

Distance approx 13.03 km from Cold Spring

27

NEW! Monroe Family Home w/ Deck & Spacious Yard!

New York / Monroe

Monroe house

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$327

Responds fast!
avg. 54 minutes

Price per night from

$327

Distance approx 13.19 km from Cold Spring

(4) Excellent 

56

Orchard Hill Estate: Retreat, Reunions, Near West Point,Close to NYC, Hot tub,

New York / Monroe

Monroe house

7 25 2 nights min

  • 7 bedrooms
  • sleeps 25
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,088

Responds fast!
avg. 20 minutes

Price per night from

$1,088

Distance approx 15.43 km from Cold Spring

13

Faces The Hudson + Only An Hour Outside NYC

New York / New York City

New York City villa

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Air conditioning

Price per night from

$488

Responds fast!
avg. 54 minutes

Price per night from

$488

Distance approx 13.9 km from Cold Spring

14

House on Top of the Hill

New York / Marlboro

Marlboro house

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 2 hours 32 minutes

Price per night from

$115

Distance approx 6.64 km from Cold Spring Show on Map

(6) Excellent 

33

Beacon Nook, escape from the big city

New York / Beacon

Beacon house

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$287

Price per night from

$287

Distance approx 2.96 km from Cold Spring Show on Map

(4) Excellent 

12

Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St

New York / West Point

West Point house

3 11 min stay varies

  • 3 bedrooms
  • sleeps 11
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$339

Responds fast!
avg. 40 minutes

Price per night from

$339

Distance approx 5.52 km from Cold Spring Show on Map

1

Base Camp - Dutch Colonial Estate

New York / Beacon

Beacon apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning

Price per night from

$258

Price per night from

$258

Distance approx 10.67 km from Cold Spring

7

Perfectly Located Suite

New York / Central Valley

Central Valley room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min

Price per night from

$86

Price per night from

$86

Distance approx 18.85 km from Cold Spring

7

M1 Couch Bed

New York / New City

New City house

1 1 1 night min

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

Price per night from

$58

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$58

Distance approx 8.48 km from Cold Spring

24

Lakefront 3BR New Windsor House in Hudson Valley!

New York / Salisbury Mills

Salisbury Mills house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 14 minutes

Price per night from

$172

Distance approx 12.27 km from Cold Spring

25

Secluded Contemporary Home on 6-Acre Property!

New York / Blooming Grove

Blooming Grove house

4 16 1 night min

  • 4 bedrooms
  • sleeps 16
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$315

Price per night from

$315

Distance approx 2.74 km from Cold Spring Show on Map

30

COZY RETREAT: HOT TUB, POOL, SAUNA, AND MORE...

New York / Garrison

Garrison house

5 15 min stay varies

  • 5 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,432

Price per night from

$1,432

Distance approx 14.86 km from Cold Spring

50

Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC,Great Food

Westchester County / Croton on Hudson

Croton on Hudson apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$79

Price per night from

$79

Distance approx 5.47 km from Cold Spring Show on Map

9

2 bedroom cottage

New York / Garrison

Garrison house

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$69

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$69

Distance approx 6.46 km from Cold Spring Show on Map

19

ROMANTIC GETAWAY COTTAGE ON WATER

New York / Beacon

Beacon cottage

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$258

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$258

Distance approx 11.09 km from Cold Spring

20

LAKEFRONT COTTAGE ON PRISTINE LAKE

New York / Carmel

Carmel cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$226

Price per night from

$226

Distance approx 3.13 km from Cold Spring Show on Map

22

Built in 2018 3BR Luxury House near West Point

New York / Highland Falls

Highland Falls house

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$146

Responds fast!
avg. 2 hours 52 minutes

Price per night from

$146