Pine Plains Holiday Homes from £110: Search Holiday Homes in Pine Plains

A rustic barn surrounded by autumn foliage on a hillside.

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Our top choices for Pine Plains holiday 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

Pine Plains

Estefany G.

includes taxes & fees

20 Oct - 21 Oct

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 large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

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

Stanfordville

Polly J.

includes taxes & fees

13 Oct - 14 Oct

A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

includes taxes & fees

13 Oct - 14 Oct

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

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

Kingston

Brendan B.

includes taxes & fees

14 Oct - 15 Oct

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

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

Kingston

Jim R.

includes taxes & fees

3 Nov - 4 Nov

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!

Kingston

Kelley Marie

includes taxes & fees

2 Nov - 3 Nov

A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

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

Saugerties

molly f.

includes taxes & fees

2 Nov - 3 Nov

A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

9. Country House offers 2 bedrooms and a den, lots of parking.

Saugerties

kristen d.

includes taxes & fees

26 Oct - 27 Oct

A room with a dark blue wall, two wooden chairs with yellow cushions, a round wooden table, and three framed botanical illustrations.

10. Butterfly and Sage: 2 Studios, Shared Yard

Saugerties

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a gas stove, white cabinets, a microwave, and a decorative wall piece.

11. Sage Sojourn Studio · Saugerties/Woodstock

Saugerties

"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...

Cathy H.

includes taxes & fees

13 Oct - 14 Oct

A kitchen with a stove, cabinets, and a microwave.

12. Butterfly Bungalow Studio · Saugerties/Woodstock

Saugerties

Matias

includes taxes & fees

2 Nov - 3 Nov

A living room with a white armchair, a grey sofa, a large green plant, and a wooden coffee table. A staircase with white railings leads to an upper floor.

13. Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Saugerties

Danita K.

includes taxes & fees

13 Oct - 14 Oct

A wooden deck with a staircase leading to a covered porch area.

14. All the comforts of home

Hudson

Lori M.

includes taxes & fees

13 Oct - 14 Oct

A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

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

Millbrook

Beth E.

includes taxes & fees

18 Oct - 19 Oct

A hot tub with a view of a lake and a dock.

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

Malden

Penny R.

includes taxes & fees

25 Oct - 26 Oct

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!

Saugerties

Kristen R.

includes taxes & fees

27 Oct - 28 Oct

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

18. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

includes taxes & fees

2 Nov - 3 Nov

A wooden deck leading to a cabin with a window and a door, surrounded by trees.

19. Modern cabin retreat

Catskill

includes taxes & fees

13 Oct - 14 Oct

A hot tub in a natural setting with a tree and a body of water.

20. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

includes taxes & fees

13 Oct - 14 Oct

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Top Pine Plains Hotel Reviews

Quality Inn Great Barrington

8/10 Good

"First, this is an absolutely gorgeous place! The outside areas are beautiful with comfy furniture, flowers and fire pits. Inside is a small intimate restaurant and bar, plus sitting area. With books and plants, very nice. We had dinner there which was excellent, and loved cocktails and sunset outside by the fire pits. When we checked in, we were assigned one of their premium rooms, which sounded great. However, it was on the second floor, at the very end of a long outside corridor, accessible only by stairs near the lobby. There is no elevator. We did go to the room, lugging our bags and a cooler. Unpleasant, as we are somewhat older. We concluded that we did not want to be that far from the main area, so asked to be moved, and were accommodated. We found the new room the same, but lacking a luggage rack and a coffee service (those were only available in the premium rooms at the end of the long corridor). We were given a luggage rack, and complimentary coffee was available in the restaurant in the morning, but it seemed odd that those were considered premium in such a nice place. Otherwise we loved the hotel, room was very nice with a comfortable bed and a very updated bath with a walk in shower. The real star of the hotel is the lobby restaurant and outdoor space - that was just perfect!"

AutoCamp Catskills

8/10 Good

"Our stay was great , we really enjoyed the clubhouse the boardgames, a small hike on the property and the airstream was nicely equipped with outside grill, smart tv, and very nice outdoor space. Cleaning wise it was okay, we found hair in the shower drain, futon cover felt unwashed and I wish they had coffee in the clubhouse throughout the day. Would definitely recommend it!"

Mirbeau Inn & Spa

10/10 Excellent

"We had an exceptional stay here! The room was huge, clean, and the amenities top notch! Staff were friendly, engaging, and they could not have been more welcoming! Our spa experiences were more than wonderful, and the spa itself is one to experience for sure! An evening at the bar for dinner was heightened by exceptional service provided by Bella! We undoubtedly look forward to returning soon!"

Hotel Kinsley

8/10 Good

"Check in staff only provided information on parking and the address our room was located. It would have been extremely helpful to inform us of the free breakfast, restaurant coupon and the use of the outdoor patio as we bought breakfast out and paid for dessert at the Hotel Kinsey restaurant. The room was very clean."

Interlaken Inn & Resort

10/10 Excellent

"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."

Find out more about Pine Plains

Pine Plains Holiday Homes information

Number of reviews	201
Accommodation	553 Holiday Homes
Lowest Price	£110
Highest Price	£1,009

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pine Plains holiday homes

1. Chic Barn Style * Fireplace * Near Stissing House

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

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

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

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

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

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

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

9. Country House offers 2 bedrooms and a den, lots of parking.

10. Butterfly and Sage: 2 Studios, Shared Yard

11. Sage Sojourn Studio · Saugerties/Woodstock

12. Butterfly Bungalow Studio · Saugerties/Woodstock

13. Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

14. All the comforts of home

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

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

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

18. Cheerful 3-bedroom cottage with woodstove

19. Modern cabin retreat

20. Peaceful Riverfront Cottage with Private Hot tub

Find holiday rentals that suit your style

Top Pine Plains Hotel Reviews

Quality Inn Great Barrington

AutoCamp Catskills

Kingston Regency Inn

Quality Inn Hyde Park Poughkeepsie North

Mirbeau Inn & Spa

Hotel Kinsley

St. Charles Hotel

Interlaken Inn & Resort

Inn at Pine Plains

Find out more about Pine Plains

Pine Plains Holiday Homes information

Explore a world of travel with Expedia