Pine Plains, NY Vacation Homes from ￥22,065

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Our top choices for Pine Plains vacation homes

1. NEW: Chic Modern Barn Style Home in Fun Area

Pine Plains

Estefany G.

￥111,256 total

includes taxes & fees

Sep 22 - Sep 23

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

Pine Plains

Hessie S.

￥229,920 total

includes taxes & fees

Sep 9 - Sep 10

3. rural, serene + sophisticated space

Red Hook

BRIAN PATRICK M.

￥64,020 total

includes taxes & fees

Sep 8 - Sep 9

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Stanfordville

￥107,542 total

includes taxes & fees

Sep 17 - Sep 18

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

Stanfordville

Polly J.

￥172,352 total

includes taxes & fees

Sep 6 - Sep 7

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

Kingston

Brendan B.

￥38,463 total

includes taxes & fees

Sep 8 - Sep 9

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

Kingston

Samuel M.

￥41,085 total

includes taxes & fees

Sep 23 - Sep 24

8. All the comforts of home

Hudson

Julie B.

￥22,065 total

includes taxes & fees

Sep 8 - Sep 9

9. Soft Launch Deal: Butterfly Bungalow Studio

Saugerties

￥34,077 total

includes taxes & fees

Sep 15 - Sep 16

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

Saugerties

Danita K.

￥84,576 total

includes taxes & fees

Sep 7 - Sep 8

11. Soft Launch Deal: Sage Sojourn Studio

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.

￥34,677 total

includes taxes & fees

Sep 8 - Sep 9

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

Kingston

Kelley Marie

￥52,449 total

includes taxes & fees

Sep 15 - Sep 16

13. Cozy Catskill Escape

Catskill

Kevin P.

￥41,248 total

includes taxes & fees

Sep 15 - Sep 16

14. Cheerful 3-bedroom cottage with woodstove

Sheffield

Kelly R.

￥80,382 total

includes taxes & fees

Sep 22 - Sep 23

15. Super Comfortable Water-view Home in Saugerties

Saugerties

gianni g.

￥98,474 total

includes taxes & fees

Sep 22 - Sep 23

16. Soft Launch Deal: Butterfly and Sage, Two Studios

Saugerties

￥62,242 total

includes taxes & fees

Sep 8 - Sep 9

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

Kingston

Cathy G.

￥41,960 total

includes taxes & fees

Sep 13 - Sep 14

18. Modern cabin retreat

Catskill

￥41,585 total

includes taxes & fees

Sep 9 - Sep 10

19. Cabin Oasis near Town

Catskill

￥43,321 total

includes taxes & fees

Sep 9 - Sep 10

20. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

￥69,051 total

includes taxes & fees

Sep 13 - Sep 14

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Top Pine Plains Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Only complaint was that the AC unit was somewhat loud in our room. Didn't get to use any of the amenities. Breakfast was typical of this type of hotel buffet. Front desk staff was very good."

Courtyard by Marriott Kingston

10/10 Excellent

"For a three star hotel, I give this place 5 stars. The staff was friendly and attentive. Check in was a breeze, when I called for extra towels, they delivered them within minutes. The room was spacious and clean. The water pressure was excellent. Honestly, that alone is a reason to come back. They have a really nice lobby area and the fire pit in the back was so lovely to sit around. The pool was great too. No jacuzzi, but we didn’t even need one as the pool was heated. I would definitely stay here again. Great experience overall."

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Find out more about Pine Plains

Pine Plains Vacation Homes information

Number of reviews	292
Accommodation	459 Vacation Homes
Lowest Price	￥22,065
Highest Price	￥229,920

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pine Plains vacation homes

1. NEW: Chic Modern Barn Style Home in Fun Area

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

3. rural, serene + sophisticated space

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

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

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

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

8. All the comforts of home

9. Soft Launch Deal: Butterfly Bungalow Studio

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

11. Soft Launch Deal: Sage Sojourn Studio

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

13. Cozy Catskill Escape

14. Cheerful 3-bedroom cottage with woodstove

15. Super Comfortable Water-view Home in Saugerties

16. Soft Launch Deal: Butterfly and Sage, Two Studios

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

18. Modern cabin retreat

19. Cabin Oasis near Town

20. Peaceful Riverfront Cottage with Private Hot tub

Find vacation rentals that suit your style

Top Pine Plains Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn Kingston

Residence Inn by Marriott Kingston

Pocketbook Hotel and Bath

Courtyard by Marriott Kingston

Quality Inn Great Barrington

Super 8 by Wyndham Kingston

Hotel Kinsley

Howard Johnson by Wyndham Saugerties

Find out more about Pine Plains

Pine Plains Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Pine Plains

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pine Plains vacation homes

1. NEW: Chic Modern Barn Style Home in Fun Area

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

3. rural, serene + sophisticated space

4. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

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

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

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

8. All the comforts of home

9. Soft Launch Deal: Butterfly Bungalow Studio

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

11. Soft Launch Deal: Sage Sojourn Studio

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

13. Cozy Catskill Escape

14. Cheerful 3-bedroom cottage with woodstove

15. Super Comfortable Water-view Home in Saugerties

16. Soft Launch Deal: Butterfly and Sage, Two Studios

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

18. Modern cabin retreat

19. Cabin Oasis near Town

20. Peaceful Riverfront Cottage with Private Hot tub

Find vacation rentals that suit your style

Top Pine Plains Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Pine Plains

Pine Plains Vacation Homes information

Explore a world of travel with Expedia