Search Villas in Pine Plains

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Villas in Pine Plains

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
TV, fireplace, foosball, books

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

10.0 out of 10, Exceptional, (14)
"Outstanding property for a family of 9. We were in town for our son's graduation from Westpoint. We stayed for a week. Enjoyed all the amenities, beds very comfortable, property super clean and well stocked kitchen spices, appliances. Super private property. A must stay! Request the private chef Frank, outstanding food!"
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)
Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game
Exterior detail

Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game

9.6 out of 10, Exceptional, (4)
"We loved it! Beautiful house, great location!"
Mountain-View Retreat @ Heart of Hudson with Decks, Designer Decor & Game
Secluded Art & Architecture in Nature Retreat - hi
Interior

Secluded Art & Architecture in Nature Retreat - hi

Secluded Art & Architecture in Nature Retreat - hi
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pine Plains Hotel Reviews

Frequently asked questions

Why book your villa in Pine Plains with Expedia?
We think arranging a vacation shouldn't be hard, so if you're on the lookout for villas at a competitive price, Expedia has your back. Keep costs down and pick an all-inclusive stay, or splurge on a deluxe villa to spoil your favorite people. Our search filters make it easy to secure a property in Pine Plains that checks your boxes.
How can I find cheap villas in Pine Plains?
With Expedia's user-friendly filter tool, locating cheap villas in Pine Plains is a snap. To discover accommodations that will keep some cash in your pocket, narrow down your search by amenities, budget and star rating.