A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pine Plains vacation homes

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

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
The price is AED 901
AED 2,805 total
includes taxes & fees
11 Nov - 12 Nov
Chic Barn Style * Fireplace * Near Stissing House
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

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"Stayed with a group for Millbrook Horse Trials, we had an amazing weekend at this calm and relaxing home with plenty of beds and amenities! What a treat!"
United States
Marianne R.
The price is AED 3,269
AED 5,410 total
includes taxes & fees
30 Oct - 31 Oct
A Country Lodge Straight Out of the Pages of a Great Novel
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AED 309
AED 983 total
includes taxes & fees
18 Nov - 19 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

4. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AED 275
AED 934 total
includes taxes & fees
2 Nov - 3 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

5. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The George is an elegant restored home in the Hudson Valley
A covered outdoor deck with wicker furniture, a grill, and a view of a lake.

6. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
The price is AED 1,653
AED 2,460 total
includes taxes & fees
1 Nov - 2 Nov
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

7. Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is AED 331
AED 1,123 total
includes taxes & fees
3 Nov - 4 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A wooden deck with a staircase leading to a covered porch area.

8. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"No frills, very clean and peaceful, beautiful setting"
United States
Lori M.
The price is AED 390
AED 519 total
includes taxes & fees
1 Nov - 2 Nov
All the comforts of home
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

9. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
The price is AED 187
AED 823 total
includes taxes & fees
3 Nov - 4 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
A bedroom with a pink door, a bed with white bedding, a floral wallpaper, and a framed picture on the wall.

10. Sage Sojourn Studio · Saugerties/Woodstock

Sage Sojourn Studio · Saugerties/Woodstock
Saugerties
8.0 out of 10, Very good, (1 review)
"I had the pleasure of being the very first guest to stay at this property. The host was very helpful prior to booking providing extra details of the property since the outside area is not yet complete. The interior was very nice, everything was clean, exactly as pictured in the listing and the mini Nespresso machine was great. The location was perfect for people visiting Saugerties or Woodstock, both only a few minutes away. I visited for the night for a concert at Bearsville Theatre and it was...
United States
Cathy H.
Sage Sojourn Studio · Saugerties/Woodstock
A room with a teal armchair, a window with yellow curtains, a floor lamp, and a bedside table with a lamp.

11. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is AED 367
AED 1,439 total
includes taxes & fees
1 Nov - 2 Nov
Butterfly and Sage: 2 Studios, Shared Yard
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

12. Creek Views * Chef’s Kitchen * Walk To Lighthouse

Creek Views * Chef’s Kitchen * Walk To Lighthouse
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"this house was very comfortable and convenient to Saugerties"
United States
molly f.
The price is AED 465
AED 2,184 total
includes taxes & fees
2 Nov - 3 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A hot tub with a view of a lake and a dock.

13. Hot tub on water, 5min HITS, 20mi to Hunter skiing

Hot tub on water, 5min HITS, 20mi to Hunter skiing
Malden
10.0 out of 10, Exceptional, (8 reviews)
"The house was very comfortable and clean. Kitchen was well appointed. Drawers and cabinets are well stocked w general utensils."
United States
Penny R.
Hot tub on water, 5min HITS, 20mi to Hunter skiing
A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

14. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (7 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is AED 1,469
AED 3,087 total
includes taxes & fees
2 Nov - 3 Nov
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
A hot tub in a natural setting with a tree and a body of water.

15. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is AED 878
AED 1,633 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful Riverfront Cottage with Private Hot tub
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

16. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is AED 663
AED 1,026 total
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A staircase with a metal handrail and a bench with a striped cushion.

17. 3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!

3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Great location, very well-stocked. Would absolutely stay here again."
United States
Kristen R.
The price is AED 798
AED 1,857 total
includes taxes & fees
5 Nov - 6 Nov
3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
A modern living space with a kitchen area, a dining table, and a sofa.

18. Cabin Oasis near Town

Cabin Oasis near Town
Catskill
The price is AED 826
AED 1,404 total
includes taxes & fees
25 Nov - 26 Nov
Cabin Oasis near Town
A wooden deck leading to a cabin with a window and a door, surrounded by trees.

19. Modern cabin retreat

Modern cabin retreat
Catskill
Modern cabin retreat
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

20. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AED 651
AED 1,569 total
includes taxes & fees
2 Nov - 3 Nov
Cheerful 3-bedroom cottage with woodstove
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.
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Top Pine Plains Hotel Reviews

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Very nice área to camp, everything was super clean. Would go back anytime of the year"
Natalia Pérez 1-night trip
Posted 11 hours ago
AutoCamp Catskills