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Lake Peekskill, NY Holiday Rentals
Holiday Rentals
USA
New York (NY)
Lake Peekskill, NY Holiday Rentals
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Bedrooms
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Internet or Wifi (46)
Air Conditioning (43)
Washer/Dryer (39)
Grill (27)
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Suitability
Kid friendly (39)
Pet friendly (15)
Wheelchair access (0)
Elder access (0)
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Holiday Rental House (43)
Condominium/Apartment (4)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (3)
Boat Available (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
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47 rentals
in Lake Peekskill.
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
12
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Charming 3-bedroom house.
1
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Contemporary Cozy Cottage
11
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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The following properties within 32 kms of Lake Peekskill match all your filters:
Putnam Valley Vacation Rental: Patio & Lake Views!
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Stay in the HEART of West Point~Walk 2 mins to academy!
13
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Cozy Cottage Getaway, Grill, Walk to Lake
6
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
13
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Modern, Magical Woodsy Escape 1 Hour From NYC
2
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Peekskill Carriage House Downtown Studio
8
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Adorable Cottage NY minutes from train to city
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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Private lake escape
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Mountain lake lodge.
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Cold spring mtn house
2
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Log Cabin on Quiet 20 Acres
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
12
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Westchester feel Hudson valley view
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
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Sleeps
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DOMIR Yorktown
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Historic home at West Point on Main Street. 1 mile from Thayer Gate!
1
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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Sleeps
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Castle by the Lake
1
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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West Point Graduation 2025 - Great Spot for Family & Friends to Celebrate
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Sleeps
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Bear Mountain House.
10
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Beautiful Lakehouse
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
8
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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COZY RETREAT : HOT TUB, SAUNA, POOL + MORE
1
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
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Beautiful Cottage in Hudson Valley w/Pool & Views
10
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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*iHeartNYState, 2.0 Getaway, that's not too far!
1
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
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An elegant rustic home/lodge set on 20 acres and 45 miles from NYC
4
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 7
Match:
Sleeps
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Garrison Castle Retreat 5B/4B Fireplace Pond Hike
2
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Sunny house on Lake Oscawana
19
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Modern Luxurious Country Retreat w/ Sauna + Hot tub 1hr from NYC
3
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Hudson Valley Heaven | a wooded oasis with modern amenities awaits you
6
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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Charming Highland Falls Home < 2 Mi to West Point!
3
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 12
Match:
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Forest Farm Retreat | Hiking near West Point
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
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Welcome to this charming home. Perfectly combining comfort and tranquility.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Crystal Cottage Retreat
2
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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MountainView Retreat: Scenic View, Sauna, Hiking
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Cozy 1-bedroom retreat minutes from West Point!
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Charming Retreat w/ Fire Pit & Spacious Yard!
3
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Walk to West Point from this 2-bedroom charmer
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Idyllic farmhouse retreat in lower Hudson Valley, hiking trails steps away!
1
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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Hudson valley views mountaiuntop home
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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Less than a mile from West Point! Lovely Cape Cod alongside a rolling brook.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 11
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Walk to WP Gate + Free Parking!
4
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Charming 3-bedroom lake house with WiFi, AC in scenic Putnam Valley
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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� "Welcome to our basement suite, where humor and professionalism coexist!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Charming 3-bedroom Newly Renovated house in Highland Falls with AC, WiFi
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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1
Showing results 1-47 of 47
Frequently Asked Questions about Lake Peekskill
Do any holiday rentals in Lake Peekskill have a pool?
Yes, here are some popular holiday rentals in Lake Peekskill that have a pool:
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Charming 3-bedroom house.
Contemporary Cozy Cottage
See all holiday rentals with a pool in Lake Peekskill on Tripadvisor
Do any holiday rentals in Lake Peekskill have internet access?
Yes, here are some popular holiday rentals in Lake Peekskill that have internet access:
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Charming 3-bedroom house.
Contemporary Cozy Cottage
See all holiday rentals in Lake Peekskill on Tripadvisor
What are the best pet friendly rentals in Lake Peekskill?
The best pet friendly rentals in Lake Peekskill are:
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Charming 3-bedroom house.
Contemporary Cozy Cottage
See all pet friendly holiday rentals in Lake Peekskill on Tripadvisor
What are some great rentals in Lake Peekskill that are kid friendly?
Some of the most popular kid friendly rentals in Lake Peekskill are:
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Charming 3-bedroom house.
Contemporary Cozy Cottage
See all kid friendly holiday rentals in Lake Peekskill on Tripadvisor
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