---
title: "Pleasantville Guest Houses from CA $112 | Expedia.ca"
description: "Book the best Guest Houses in Pleasantville, NY in 2026. Compare rates from CA $112, guest reviews and availability of 0 stays. Most stays are fully refundable."
canonical: "https://www.expedia.ca/Pleasantville-Guest-Houses.d9121-aaGuestHouses.Travel-Guide-Accommodation"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T17:14:14Z
---

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# Search Guest Houses in Pleasantville from CA $112
![A calm lake surrounded by autumn-colored trees reflecting in the water.](https://images.trvl-media.com/place/9121/26cce5d1-ffdd-4ebc-9808-e49a83d15294.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

[Check prices for these dates, December 14–15, 2026](https://www.expedia.ca/Hotel-Search?regionId=9121&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=GUEST%5FHOUSE)

[View in a map](https://www.expedia.ca/Hotel-Search?regionId=9121&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Pleasantville guest houses

### [1\. Near NYC! | Stylish Guestroom](https://www.expedia.ca/Ossining-Hotels-Near-NYC-Stylish-Guestroom.h121182499.Hotel-Information)

![A covered area with exercise equipment, chairs, and a view through large windows.](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/d63a6691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Ossining
- Price: CA $393, CA $473 total, includes taxes & fees, Nov 15 - Nov 16, for Our top choices for Pleasantville guest houses

### [2\. Bedford Post Inn](https://www.expedia.ca/Bedford-Hotels-Bedford-Post-Inn.h4149308.Hotel-Information)

![A large, two-story house with a covered porch and multiple windows.](https://images.trvl-media.com/lodging/5000000/4150000/4149400/4149308/96f6fba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bedford
- Guest rating: 9.4/10 (Exceptional, 59 reviews)
- Price: CA $963, CA $1,073 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Pleasantville guest houses
- Review: My favorite Inn, by Vickie

### [3\. Morris Guest House](https://www.expedia.ca/New-York-Hotels-Morris-Guest-House.h7369853.Hotel-Information)

![A bedroom with a wooden bed, a nightstand, a desk, and a window with curtains.](https://images.trvl-media.com/lodging/8000000/7370000/7369900/7369853/c2c9b123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Bronx
- Guest rating: 6.2/10 (183 reviews)
- Price: CA $112, CA $177 total, includes taxes & fees, Nov 17 - Nov 18, for Our top choices for Pleasantville guest houses
- Review: Variety of transportation and dining!, by Anthony D.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=9121&adults=2&lodging=GUEST%5FHOUSE&sort=RECOMMENDED&openPlayBack=true)

## Learn more about Pleasantville

This charming Westchester village offers a peaceful escape with its walkable downtown filled with independent shops and the Jacob Burns Film Centre. Grab a coffee at The Black Cow before exploring nearby Rockefeller State Park Preserve's scenic trails and stone bridges.

[See all hotels in Pleasantville](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&adults=2&regionId=9121)

![A calm lake surrounded by autumn-colored trees reflecting in the water.](https://images.trvl-media.com/place/9121/26cce5d1-ffdd-4ebc-9808-e49a83d15294.jpg?impolicy=fcrop&w=900&h=675&p=1&q=high)

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