A row of houses with a mountain in the background.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pleasant Valley cottages

A two-story house with a balcony, surrounded by lush greenery.

1. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
$457 nightly
The price is $517
Nov 17 - Nov 18
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

2. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
$409 nightly
The price is $466
Nov 16 - Nov 17
Total with taxes and fees
Sharon Retreat w/ Private Yard
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.
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Top Pleasant Valley Hotel Reviews

The Heartwood

The Heartwood

10/10 Excellent
"It’s exactly what I expected. I frequently visit Poughkeepsie with the family as my daughter goes to school there. This was our first stay at the Heartwood and it was what we expected. Everything was great. The food, the staff, and the amenities."
Orlando 1-night trip
Posted 3 hours ago
The Heartwood

Find out more about Pleasant Valley

Pleasant Valley Cottages information

Number of reviews
38
Accommodation
69 Cottages
Lowest Price
$466
Highest Price
$517

Frequently asked questions

Why book your cottage in Pleasant Valley with Expedia?
Expedia has some great cottages in Pleasant Valley, so start packing for a memorable stay on nature's doorstep. If you're on a budget, choose how much you'd like to spend and your preferred property star rating. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your getaway looks like.
How can I find cheap cottages in Pleasant Valley?
Expedia is here to help you track down cheap cottages in Pleasant Valley. To book a fantastic stay in just a few keystrokes, try out the filter tool to refine your search by budget, star rating and amenities.
What is there to do in Pleasant Valley near my cottage?
After you've settled into your hotel, venture out and discover the awesome things Pleasant Valley has on offer. Innisfree Garden is a great attraction to add to your itinerary.

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