Pine Plains Holiday Rentals from €126: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Pine Plains has to offer?

Esopus Creek modern Tiny house Retreat! : This holiday home rental outside of Pine Plains is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pine Plains holiday rentals

A Country Lodge Straight Out of the Pages of a Great Novel

Pine Plains

Hessie S.

includes taxes & fees

13 Apr - 14 Apr

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Eric

includes taxes & fees

22 Apr - 23 Apr

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Catskill

John C.

includes taxes & fees

1 Apr - 2 Apr

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Saugerties

Josh M.

includes taxes & fees

8 Apr - 9 Apr

Home in Great Barrington

Great Barrington

maureen k.

includes taxes & fees

13 Apr - 14 Apr

Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill

Lynne H.

includes taxes & fees

1 Apr - 2 Apr

All the comforts of home

Hudson

Olivia C.

includes taxes & fees

23 Apr - 24 Apr

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

includes taxes & fees

6 Apr - 7 Apr

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

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

Quality Inn Great Barrington

8/10 Good

"The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. "

Hotel Kinsley

8/10 Good

"The hotel is spread in different locations in older buildings. It can be a bit surprising that you have to roll your bags a couple of blocks after checking in. The area is very charming. The room was great and the bed comfy. The bathroom could do with a going over with brass polish. When all the fixtures are brass, it takes some upkeep. We slept in and missed breakfast, but there are many good restaurants and cafes in the area. Overall we very much enjoyed our stay. "

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Just got back from a weekend at a postcard cabin in the Catskills and honestly… it was such a beautiful experience. The cabin itself was EVERYTHING I needed peaceful, cozy, and surrounded by nature. Waking up to the quiet, fresh air, and just unplugging from everything felt so refreshing. It really gave that perfect escape-from-the-city vibe. The design was super cute and minimal, and everything felt intentional and relaxing. Definitely a place to reset your mind, especially for a romantic getaway or even a solo recharge. The only small downside was that the pillow sheets didn’t seem completely clean, which threw me off a bit. It wasn’t a huge issue, but definitely something I think could be improved to make the stay feel 100% comfortable. Overall though, I would still say the experience was amazing and I’d go back again just hoping for a little more attention to detail next time. "

Beekman Arms and Delamater Inn

8/10 Good

"Room was clean, simple, and quiet. Efficient check--in and check-out. Continental breakfast was a cut above the usual, with good-quality pastries and plenty of options. I would have liked an easy chair and reading lamp in my room, but otherwise it was a nice place to stay - a beautiful historic property. Will try the tavern next time."

Find out more about Pine Plains

Everything you need to know about Pine Plains holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Plains holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Plains holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Plains holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Plains. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Plains holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Plains holiday rentals we have selected for you start as low as €126 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Plains rentals

At Expedia, we put the best Pine Plains holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pine Plains rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Plains holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Plains. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Pine Plains?

Yes, there are holiday rentals in Pine Plains close to The Stissing Center, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pine Plains has to offer?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Pine Plains is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Pine Plains?

With 25 Expedia holiday rentals, you're guaranteed to find just the right place for your Pine Plains stay.

What can I see and do in Pine Plains?

Stissing Lake Park and Thompson Pond are a couple of scenic spots to enjoy the outdoors, whereas The Stissing Center is one of the cultural attractions. While here, Pine Plains Library and Gallatin Town Hall are other places worth a visit.

What are holiday rentals like in Pine Plains?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pine Plains. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pine Plains holiday rentals

A Country Lodge Straight Out of the Pages of a Great Novel

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill