Lake Peekskill Rentals

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38 Houses

Great rentals within 20 miles that match your search

Distance approx 13.27 km from Lake Peekskill

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

$747

Price per night from

$747

Distance approx 7.05 km from Lake Peekskill Show on Map

(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

$399

Price per night from

$399

Distance approx 17.59 km from Lake Peekskill

15

LUXURY COTTAGE

Westchester County / Pound Ridge

Pound Ridge cottage

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Ask about children
  • Ask about pets

Price per night from

$274

Price per night from

$274

Distance approx 4.53 km from Lake Peekskill 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

$364

Price per night from

$364

Distance approx 7.56 km from Lake Peekskill Show on Map

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

$165

Price per night from

$165

Distance approx 18.96 km from Lake Peekskill

(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

$249

Price per night from

$249

Distance approx 14.35 km from Lake Peekskill

16

Charming COTTAGE near NYC!

Westchester County / North Salem

North Salem cottage

1 5 1 night min

  • 1 bedroom
  • sleeps 5
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$294

Price per night from

$294

Distance approx 1.56 km from Lake Peekskill Show on Map

(3) Excellent 

Certificate of Excellence

15

Castle By The Lake

New York / Putnam Valley

Putnam Valley house

4 12 2 nights min

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

Certificate of Excellence

Price per night from

$249

Responds fast!
avg. 1 hour 12 minutes

Price per night from

$249

Distance approx 10.6 km from Lake Peekskill

(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

$1,315

Responds fast!
avg. 2 hours 34 minutes

Price per night from

$1,315

Distance approx 10.05 km from Lake Peekskill

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

$752

Price per night from

$752

Distance approx 8.31 km from Lake Peekskill Show on Map

(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

$2,192

Price per night from

$2,192

Distance approx 10.6 km from Lake Peekskill

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

$424

Responds fast!
avg. 54 minutes

Price per night from

$424

Distance approx 5.63 km from Lake Peekskill 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

$180

Price per night from

$180

Distance approx 4.58 km from Lake Peekskill 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

$1,245

Price per night from

$1,245

Distance approx 4.3 km from Lake Peekskill 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

$60

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$60

Distance approx 10.16 km from Lake Peekskill

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

$225

Price per night from

$225

Distance approx 16.21 km from Lake Peekskill

(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

$349

Price per night from

$349

Distance approx 14.02 km from Lake Peekskill

(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

$99

Price per night from

$99

Distance approx 14.86 km from Lake Peekskill

(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

$947

Responds fast!
avg. 20 minutes

Price per night from

$947

Distance approx 19.73 km from Lake Peekskill

(3) Very Good 

21

Serene Connecticut Retreat - Luxury 2 bedroom apt

Connecticut / Stamford

Stamford apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Car not necessary
  • Air conditioning

Price per night from

$185

Responds fast!
avg. 1 hour 54 minutes

Price per night from

$185

Distance approx 17.88 km from Lake Peekskill

4

Valhalla Sky 1 Queenn Rm

Westchester County / Valhalla

Valhalla room

1 2 1 night min

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

Price per night from

$72

Price per night from

$72

Distance approx 12.87 km from Lake Peekskill

12

Stone Croft Cottage

Westchester County / Chappaqua

Chappaqua cottage

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$130

Price per night from

$130

Distance approx 13.4 km from Lake Peekskill

(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

$249

Price per night from

$249

Distance approx 11.93 km from Lake Peekskill

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

$225

Price per night from

$225

Distance approx 5.44 km from Lake Peekskill Show on Map

(3) 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

$294

Responds fast!
avg. 40 minutes

Price per night from

$294

Distance approx 16.79 km from Lake Peekskill

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

$249

Price per night from

$249

Distance approx 12.84 km from Lake Peekskill

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

$200

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$200

Distance approx 2.26 km from Lake Peekskill 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

$50

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$50

Distance approx 13.46 km from Lake Peekskill

24

Charming Hudson Valley Studio - Walk to Downtown!

New York / Fishkill

Fishkill studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 55 minutes

Price per night from

$115

Distance approx 15.68 km from Lake Peekskill

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

$149

Responds fast!
avg. 55 minutes

Price per night from

$149

Distance approx 5.97 km from Lake Peekskill 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 17.08 km from Lake Peekskill

5

Private Highlands

New York / Nyack

Nyack house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$117

Responds fast!
avg. 2 hours 27 minutes

Price per night from

$117

Distance approx 13.22 km from Lake Peekskill

48

Large Home, Pool, Hot Tub on Several Acres

Westchester County / Mount Kisco

Mount Kisco house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$747

Responds fast!
avg. 2 hours 22 minutes

Price per night from

$747

Distance approx 14.65 km from Lake Peekskill

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

$200

Price per night from

$200

Distance approx 15.72 km from Lake Peekskill

20

Storms Retreat Guest House - 50mins from NYC, Lower Hudson Valley, NY

New York / Nyack

Nyack house

2 6 2 nights min

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

Price per night from

$200

Price per night from

$200

Distance approx 12.9 km from Lake Peekskill

7

Perfectly Located Suite

New York / Central Valley

Central Valley room

1 2 100 nights min

  • 1 bedroom
  • sleeps 2
  • 100 nights min

Price per night from

$100

Price per night from

$100

Distance approx 4.89 km from Lake Peekskill 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

$1,500

Price per night from

$1,500

Distance approx 18.73 km from Lake Peekskill

46

Luxury Modern Mansion!! Near New York City

New York / Orangeburg

Orangeburg house

6 24 2 nights min

  • 6 bedrooms
  • sleeps 24
  • 2 nights min
  • Nearest beach 30 mi
  • Child Friendly
  • Air conditioning

Price per night from

$1,500

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$1,500