36 Best Castles for Rent in Pleasant Valley, NY | Peerspace

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Popular castles

Poughkeepsie area photography, video, content creation and band rehearsal space

LaGrange, Poughkeepsie, NY

5.0 (1)

8 guests

From

$75

/hr

2 hr min

Countryside Farm in Historic Hudson Valley on 45 bucolic ares

Pleasant Valley, Hyde Park, NY

5.0 (3)

125 guests

From

$144

/hr

4 hr min

Rustic Secluded Home | 4124

30 guests

From

$545

/hr

8 hr min

Historic Hudson Valley Colonial House

Poughkeepsie, NY

20 guests

From

$150

/hr

4 hr min

14,000 Sq Ft Castle Estate in New York Countryside

East Fishkill, Hopewell Junction, NY

5.0 (3)

150 guests

From

$500

/hr

4 hr min

Magnificent historic mansion near Beacon

East Fishkill, Hopewell Junction, NY

25 guests

From

$250

/hr

4 hr min

200 Acre Property with Large Private lake and 5 buildings

Esopus, Highland, NY

150 guests

From

$2,000

/hr

10 hr min

Contemporary 21st Century Production Home

East Fishkill, Hopewell Junction, NY

5.0 (1)

75 guests

From

$170

/hr

5 hr min

Historic country farmhouse with running brook and stonewalls.

Washington, Millbrook, NY

20 guests

From

$800

/hr

5 hr min

Historic Barn in Hudson Valley near Beacon

East Fishkill, Hopewell Junction, NY

5.0 (1)

25 guests

From

$250

/hr

4 hr min

Upstate Horse Farm with Functioning Stables, Barn, and 1832 Farmhouse

Stanfordville, NY

50 guests

From

$400

/hr

5 hr min

Renovated Gothic Farmhouse in New York’s Hudson Valley

Wappinger, Wappingers Falls, NY

50 guests

From

$400

/hr

4 hr min

Beautiful Mid-Century Oasis in Hudson Valley

Wappinger, Wappingers Falls, NY

5.0 (1)

25 guests

From

$500

/hr

4 hr min

Barns, country setting, pond and Turn of the century larg home

Stanford, Stanfordville, NY

100 guests

From

$300

/hr

3 hr min

Hudson Valley Barn and Modern Farmhouse

Dover, Pawling, NY

20 guests

From

$350

/hr

4 hr min

Create Content in a Charming Victorian

10 guests

From

$100

/hr

4 hr min

Hudson Valley Escape With Stunning View and Hot Tub

5.0 (1)

20 guests

From

$350

/hr

4 hr min

Modern Scandinavian Mountain House Surrounded by Trees

Gardiner, NEW PALTZ, NY

5.0 (3)

60 guests

From

$200

/hr

3 hr min

Ultra Modern Private Oasis with River Views

10 guests

From

$99

/hr

3 hr min

Historic, unique cottage in quaint town

Marbletown, High Falls, NY

6 guests

From

$200

/hr

4 hr min

Contemporary home secluded in nature with views for as far as the eyes can see

5.0 (4)

8 guests

From

$275

/hr

5 hr min

Mid-Century Modern Designer Home with Hudson Valley Views

4.0 (1)

50 guests

From

$390

/hr

4 hr min

Modern Design Loft in Beacon + Hudson River Valley

5.0 (2)

20 guests

From

$300

/hr

12 hr min

Upstate Mid Century Modern A-frame Mountain Chalet - Spacious, 2 levels, access to yard and balcony

30 guests

From

$275

/hr

4 hr min

Midcentury home w/ pool + tennis court in Hudson Valley

5.0 (1)

15 guests

From

$150

/hr

3 hr min

Stunning historic Victorian house in Newburgh, NY

5.0 (1)

10 guests

From

$200

/hr

1 hr min

Romantic Outdoor Farm Venue with Mountain Views

100 guests

From

$200

/hr

4 hr min

Hudson Valley Mansion with Hudson River Views in Historic City of Newburgh.

30 guests

From

$250

/hr

6 hr min

Cool, Quirky Historic House Built in 1719 on 11 Acres

40 guests

From

$150

/hr

1 hr min

Modern Hudson Valley Home + Pool with Spectacular Catskill Mountain Views and Sunsets

60 guests

From

$300

/hr

12 hr min

Quiet cottage

Cornwall, Cornwall On Hudson, NY

15 guests

From

$150

/hr

3 hr min

Architectural Mid Century Modern Lakefront Property

Lakeside Woods, Sherman, CT

30 guests

From

$850

/hr

5 hr min

Modern, Stylish, Boho Cabin on 6 Acres

Stone Ridge, NY

20 guests

From

$125

/hr

4 hr min

Water Front Charmer on Esopus Creek

20 guests

From

$150

/hr

3 hr min

Scenic Catskills Escape: Charming House Amidst Nature's Beauty

20 guests

From

$200

/hr

1 hr min

16 Acre Barn Castle in The Catskills

20 guests

From

$400

/hr

10 hr min

Similar searches in Pleasant Valley, NY

Updated October 25, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.