Pine Plains Holiday Rentals from AU$223: Search Short-Term Rentals

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

Hamptons on the Hudson in South Saugerties : This holiday home rental outside of Pine Plains is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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Holiday Rentals in Pine Plains

"Great stay!"

includes taxes & fees

23 Oct - 24 Oct

"This was such a cool experience Id love to go back! "

includes taxes & fees

19 Oct - 20 Oct

"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."

"Clean and perfect for a couple. Well maintained and provisioned. Yard/view is overgrown and view is obscured mostly by trees since the dwelling is ground level. But overall a pleasant stay in a quiet treed area. Would do again"

"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."

includes taxes & fees

26 Oct - 27 Oct

"It's so peaceful there. It was lovely."

includes taxes & fees

19 Oct - 20 Oct

"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"

includes taxes & fees

20 Oct - 21 Oct

"This was the perfect option for us for a nearby wedding. We ate twice at the River & Post (excellent) and went into Rhinebeck for the Sunday market. The property itself was very accommodating and had everything we needed. The kitchen was well equipped, beds comfortable, and plenty of seating options in the main room. The outside area was also a perfect place for coffee in the morning and we loved the chickens running around. Glenn could not have been nicer. Highly recommend!"

"Great location "

includes taxes & fees

4 Nov - 5 Nov

"This space was really cute and easy to find. The beds were comfortable, we had all of the amenities needed and even more, and I must mention that the shower in the bathroom was amazing. We all loved being there and were so grateful to be able to travel with our cat and find a pet-friendly space. "

includes taxes & fees

4 Nov - 5 Nov

"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "

"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "

includes taxes & fees

22 Oct - 23 Oct

"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"

"Bella Vista is a very roomy and beautiful house in a secluded area and this was the second time we have come here. The addition of the swimming pool was a big hit with my grandchildren. The kitchen is well stocked with equipment. This is a great place for chilling out and enjoying family time."

"It is a fun alternative to conventional hotel/motel stays. Beautiful waking up on Catskill Creek with as much room as a small hotel room, including 2 double beds plus a dining table that can convert to a bed."

includes taxes & fees

19 Oct - 20 Oct

"We loved our stay at this gorgeous home & we will definitely book it again in the future!"

includes taxes & fees

29 Oct - 30 Oct

"We hosted a get-away weekend with friends and the property was perfect. There was lots of privacy, which was nice. The home was well stocked. Communications with the property host and property manager was easy. Everything at the home was in working condition. We had a great time."

"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "

includes taxes & fees

26 Oct - 27 Oct

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Top Pine Plains Hotel Reviews

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent

"Room was spacious & clean.Bed was comfortable The room was excellent. Staff very nice helpful friendly. Lobby clean bright open and airy.Did not care for the breakfast. Hot meal was good but the package pastry,hot buns and bagels were terrible.Look for a better company. They were all very dry. Coffee and lemon water offered was very good. Need to have maps of Kingston available for visitors. Navigational systems don't allow you to see the big picture of the city."

Super 8 by Wyndham Kingston

10/10 Excellent

"The room was clean and the hotel was quiet, just what you want when trying to get a good nights sleep. The “free breakfast “ consisted of watered down orange juice or lemonade, coffee some teas and pre made mini blueberry muffins. But I wasn’t looking for a great breakfast just a good hotel to stay in for a few days and not pay the expensive price it would have cost to stay in Woodstock."

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, 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 favourite 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 depend 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 AU$223 per night. Entering your travel dates in the search wizard might find you 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.

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Frequently asked questions

Are there holiday rentals in Pine Plains?

Yes, there are holiday rentals close to the most popular sights in Pine Plains, 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?

Hamptons on the Hudson in South Saugerties: This holiday home rental outside of Pine Plains is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Pine Plains?

With 29 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.

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Pine Plains Holiday Rentals

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Holiday Rentals in Pine Plains

Micosta Leisure Inn

Sioux Tipi on Chloe's Lake

Hamptons on the Hudson in South Saugerties

A Spectacular 50 Mile View of the Hudson Valley in all seasons

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

Rose Cottage

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Sexiest Lil Cabin in Saugerties, NY

The Farm at Hyde Park

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

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Summer Lake Cottage, private beach, Berkshire Hills, small village

Charming 2-bedroom house in fabulous Kingston close to everything

Esopus Creek modern Tiny house Retreat!

Charming Catskill getaway walking distance to Main St. Pet-friendly!

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

Private Yacht on Catskill Creek

Spacious New Luxurious holiday house in lovely Hudson Valley

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Guesthouse Cabin vacation rentals in Berkshire County

Top Pine Plains Hotel Reviews

Holiday Inn Express & Suites Kingston-Ulster by IHG

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