Search Cottages in Pleasant Valley

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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.
The price is HK$1,409
HK$4,224 total
includes taxes & fees
15 Nov - 16 Nov
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.
The price is HK$1,694
HK$3,652 total
includes taxes & fees
16 Nov - 17 Nov
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.
View all properties

Learn more about Pleasant Valley

Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town.

See all hotels in Pleasant Valley
A row of houses with a mountain in the background.

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.

Explore a world of travel with Expedia