Holiday Rentals Pine Plains from £83: Find Short-Term Rentals & Holiday Accommodations

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

Catskill Cottage Walk to Downtown & River Views : This holiday home rental outside of Pine Plains offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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Our top choices for Pine Plains holiday rentals

A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

1. Chic Barn Style * Fireplace * Near Stissing House

Pine Plains

Estefany G.

includes taxes & fees

29 Sept - 30 Sept

A modern kitchen with white cabinets, a large island, and a skylight.

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

Pine Plains

stephen r.

includes taxes & fees

16 Oct - 17 Oct

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

3. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

Heather O.

includes taxes & fees

29 Sept - 30 Sept

A kitchen with white cabinetry, granite countertops, and a window with blinds.

4. Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

Kanna S.

includes taxes & fees

30 Sept - 1 Oct

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Yeudin

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

6. Micosta Leisure Inn

Hudson

Kim

includes taxes & fees

1 Oct - 2 Oct

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

7. Gatherwild Ranch

Germantown

includes taxes & fees

30 Sept - 1 Oct

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

8. Campfire Cottage: Fireplace, fire pit & no chores!

Kingston

Jim R.

includes taxes & fees

6 Oct - 7 Oct

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Top Pine Plains Hotel Reviews

St. Charles Hotel

8/10 Good

"The room was clean and modern and the staff were friendly and professional. Parking was close and ample."

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"First the good....the hotel was very clean. That is paramount to me, so I gave a very good rating due to that. There is no elevator so if you cannot do the stairs, you need to ask for a first-floor room. Even though we can easily do the stairs, taking up suitcases can be a challenge. Our room was pretty small, but it had all the amenities (TV, microwave, fridge). Breakfast was better than expected being the area was pretty small. No wheat bread - only white and plain bagels. Eggs and sausage were really good as was the waffle maker. All in all, although the beds were comfortable, I'm glad we were only there one night. Best for a brief layover......"

Super 8 by Wyndham Kingston

8/10 Good

"Staff is very friendly, it looks like a lot of people actually live here, we checked in late, the desk is manned 24 hours, which is convenient. The room is nothing special, furniture is run down, rug is gross, but bed and pillows are comfy, sheets and towels clean. TV stuck on one channel...Room is spacious though, and even with all the dogs and seeming live-ins hanging about, it was very quiet, so we could get a good rest. Breakfast is oatmeal, packaged pastries, granola bars, OJ and coffee. Convenient location at the right price for a one-night stay. On the way out I saw rooms that had vinyl flooring, and the photo online shows newer furniture. I guess we got an unrenovated room..."

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 £83 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?

Catskill Cottage Walk to Downtown & River Views: This holiday home rental outside of Pine Plains offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Pine Plains?

With 23 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?

Thompson Pond and Stissing Lake Park 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.

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Check prices for these dates

Our top choices for Pine Plains holiday rentals

1. Chic Barn Style * Fireplace * Near Stissing House

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

3. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

4. Charming loft cottage in tranquil Germantown with WiFi, AC