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Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville

Photo gallery for Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville

A covered outdoor seating area with stone arches, a round table, and a view of greenery.
A stone house with a central archway, surrounded by a well-maintained lawn and autumn-colored trees.
A stone fireplace with a fire, a sofa, a coffee table, and a framed picture on the wall.
A wooden door with a grid pattern, leading to an outdoor patio area with stone walls, a round table, and outdoor seating.
A wooden staircase with a railing, leading to an upper floor.

Reviews

10 out of 10
Exceptional

Highlights

  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Walk to Jacob Burns Film Center Theater
Sleeps 10•4 bedrooms•6 beds

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View map
Pleasantville, NY
  • Place, Jacob Burns Film Center Media Arts Lab
    ‪8 min walk‬
  • Place, Jacob Burns Film Center Theater
    ‪8 min walk‬
  • Place, Rockefeller State Park Preserve
    ‪2 min drive‬
  • Airport, White Plains, NY (HPN-Westchester County)
    ‪16 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 4

1 Double Bed

Living Room 1

1 Large Single Sofa Bed

Office 1

1 Single Bed

Primary Bedroom 1

1 King Bed

Queen Bedroom 2

1 Queen Bed

Queen Bedroom 3 - front

1 Queen Bed

3 bathrooms, 1 half bathroom

1/2 Bath 4

Soap · Towels provided · Toilet

Basement Full Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Full Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Primary En Suite 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Number of living rooms
Outdoor play area
Garden
Dining area

About this property

Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville

This former "Tea House" (aka Speakeasy) is an easy walk to Pleasantville's renowned restaurants, award-winning farmer's market, popular yoga studio Sweat NYC, train to NYC, and Indie-film's at Jacob Burns Film Center. A short walk to Graham Hills Park (18 miles of mountain biking and hiking trails), 1 mile from Rockefeller State Park (1,775 acres with wide, gravel hiking and horseback trails), 2 miles to Stone Barns Center for Food and Agriculture, and 50 minutes by train to Grand Central Station. Chef's kitchen, with double oven, 6-burner stove with griddle, wood-burning fireplace, mature plantings, dreamy covered porch, and upper sun deck.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Fully fenced back yard
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4508027vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Cashless transactions are available
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Pleasantville

Pleasantville is home to this holiday home. The Westchester Mall and Palisades Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Rockefeller State Park Preserve and Old Croton Aqueduct State Park. Westchester County Center and Jacob Burns Film Center Media Arts Lab are also worth visiting. Discover the area's water adventures with nearby kayaking, or enjoy the great outdoors with horse riding, hiking and mountain biking.
View more Holiday homes in PleasantvilleOpens in a new window
Map
Pleasantville, NY

What's nearby

  • Jacob Burns Film Center Media Arts Lab - 8 min walk - 0.7 km
  • Jacob Burns Film Center Theater - 8 min walk - 0.7 km
  • Hardscrabble Wilderness Area - 2 min drive - 1.4 km
  • Rockefeller State Park Preserve - 2 min drive - 2.2 km
  • Westchester County Center - 17 min drive - 14.3 km

Getting around

  • Croton-Harmon Station - 16 min drive
  • White Plains, NY (HPN-Westchester County) - 23 min drive

Restaurants

  • ‪McDonald's - ‬18 min walk
  • ‪The Pleasantville Diner - ‬8 min walk
  • ‪Starbucks - ‬8 min walk
  • ‪The Taco Project - ‬6 min walk
  • ‪Thornwood Coach Diner - ‬2 min drive

Frequently asked questions

Is Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville?

On-site parking is available at the property.

What time is check-in at Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville?

Check-in begins at 3:00 PM.

What time is check-out at Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville?

Checkout is at 10:00 AM.

Where is Historic former Speakeasy 4 Bdrm, walk to train and town: Pleasantville located?

Situated in Pleasantville, this holiday home is within a 15-minute walk of Jacob Burns Film Center Media Arts Lab and Jacob Burns Film Center Theater. Hardscrabble Wilderness Area and Rockefeller State Park Preserve are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Michael N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful, amazing house. Very clean. Great host. Awesome communication,
Stayed 6 nights in Jun 2026
Response from VrboOwner on 29 June 2026
Thank you, Mike. You are welcome back anytime.

About the host

Hosted by Serena Connelly

Host profile image
We are a happy couple with one teenage son who love to travel, cook, hike, make art, and eat.

Why they chose this property

Pleasantville genuinely lives up to its name. This is a gourmet's town, known for its restaurants and award-winning Farmer's Market. IT's also home to a large independent movie theater, a non-profit Tennis Club, The Westchester table tennis center, a brewery (allows dogs), Soul Brewing Company, a fast train to NYC, and tons of hiking nearby.

What makes this property unique

This place has very good vibes--likely due to its history as a "Tea House" (Speakeasy), there were probably many parties here. The mature plantings, that bloom new flowers each week, add to a magical fairytale-like yard. The river rock, covered porch and upper deck are wonderful, we are an easy walk to town, groceries, 24h 7-Eleven, coffee shops, the brewery, restaurants, shops, movie theater and train. The fireplace makes the living room very cozy in Winter.

Languages:

English
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