Best price vacation rentals in Pine Plains, NY, USA • 150 Listings
Open this search on

Pine Plains, NY, USA Vacation Rentals | 

Price Comparison Results
Default SortingSettings
Open this search on
No photo yet
5.0 (9)
Antique Storybook Cottage Set on Historic Road in Barrytown, NY (Hudson Valley)
Up to 7 guests
Airbnb$868
Vrbo$868
Average Nightly Rate
No photo yet
5.0 (147)
Quaint, Picturesque Country Farmhouse near Bard College, Omega & HITS
Up to 7 guests
Airbnb$407
Vrbo$407
Average Nightly Rate
No photo yet
5.0 (1)
Tentrr Signature Site - Private Peaceful Farm Venture
Up to 6 guests
Airbnb$111
Vrbo$114
Average Nightly Rate
No photo yet
5.0 (64)
Twin Island Lake House near Rhinebeck NY
Up to 6 guests
Airbnb$330
Vrbo$359
Average Nightly Rate
No photo yet
5.0 (32)
Salisbury Cottage Retreat
Up to 4 guests
Airbnb$220
Vrbo$220
Average Nightly Rate
HiChee Chrome Extension

Use our Chrome Extension. It's Free!

Get instant price-comparison savings while browsing Airbnb, Booking.com, and Vrbo!

No photo yet
5.0 (15)
Spring Ahead! Indulge in an elegant rural Rhinebeck getaway.
Up to 7 guests
Airbnb$285
Vrbo$314
Average Nightly Rate
No photo yet
5.0 (107)
Stunning Rhinebeck Home - The Pause
Up to 8 guests
Airbnb$382
Vrbo$493
Average Nightly Rate

Curious howHiCheeLogoColorfulgets its data?

ShakaCode Data logoShakaCodedata

ShakaCode scrapes. So you don't have to.

Delegate your web scraping needs to us. Get the data you need.
Focus on your primary goals.

HiCheeLogoColorfulHiChee is built and owned byShakaCode logoShakaCode

Learn more
No photo yet
5.0 (5)
Hudson Valley - Picardy Farm: Main & Garden House
Up to 14 guests
Airbnb$2,109
Vrbo$2,109
Average Nightly Rate
No photo yet
5.0 (24)
3Br escape set on winding creek in 130acre forest
Up to 6 guests
Airbnb$340
Vrbo$405
Average Nightly Rate

Smarter Planning with Watchlists

Create your Watchlists boards and see price comparisons for multiple listings at once. You'll also get notified about price and availability changes and can share it with others.

HiChee Watchlists
No photo yet
5.0 (155)
Gorgeous Town-and-Country Victorian, the New Landmark in Town
Up to 12 guests
Airbnb$811
Vrbo$900
Average Nightly Rate
No photo yet
5.0 (208)
WELCOME TO THE COUNTRY - LAKE FRONT PROPERTY - THE FOX DEN STUDIO
Up to 2 guests
Airbnb$200
Vrbo$200
Average Nightly Rate
No photo yet
5.0 (237)
Goose Landing Cottage by the lake with year round Hot Tub - new A/C and Heating
Up to 2 guests
Airbnb$247
Vrbo$250
Average Nightly Rate
No photo yet
5.0 (115)
Captivating Artisan Built Home With Spectacular Water Views
Up to 4 guests
Airbnb$200
Vrbo$200
Average Nightly Rate
No photo yet
5.0 (48)
Private Property Spectacular Views In Hudson Valley
Up to 6 guests
Vrbo$578
Airbnb$586
Average Nightly Rate
No photo yet
5.0 (96)
Camp Connie - A Rhinebeck Retreat
Up to 10 guests
Airbnb$299
Vrbo$299
Average Nightly Rate
No photo yet
5.0 (42)
Peaceful Retreat Minutes to Rhinebeck & Red Hook!
Up to 8 guests
Vrbo$262
Airbnb$274
Average Nightly Rate
No photo yet
5.0 (41)
Farmette Roquette Hudson Valley
Up to 12 guests
Vrbo$545
Airbnb$627
Average Nightly Rate
No photo yet
5.0 (69)
Serene Berkshire Artist's House
Up to 6 guests
Airbnb$325
Vrbo$325
Average Nightly Rate
No photo yet
5.0 (99)
Close To Skiing! Beautiful +Family Friendly - W Tree House & Tennis Court
Up to 9 guests
Airbnb$750
Vrbo$767
Average Nightly Rate
No photo yet
5.0 (162)
Lake Cottage with year-round hot tub - Painted Turtle Cottage
Up to 4 guests
Airbnb$284
Vrbo$299
Average Nightly Rate
No photo yet
5.0 (95)
Harmony House, Lakeville, Connecticut
Up to 12 guests
Airbnb$743
Vrbo$800
Average Nightly Rate
No photo yet
5.0 (206)
Wooded Retreat w / Hot Tub and Trout River
Up to 5 guests
Airbnb$195
Vrbo$195
Average Nightly Rate
No photo yet
5.0 (28)
Retreat in a lake community 2 hours from NYC - short or long term
Up to 6 guests
Airbnb$295
Vrbo$295
Average Nightly Rate
No photo yet
5.0 (27)
Private bed& bath on secluded 7 acre farm
Up to 2 guests
Vrbo$110
Airbnb$144
Average Nightly Rate
No photo yet
5.0 (101)
NEW! *Gated 31 Acre Modern Luxury Estate*Heated Pool*Hot Tub*Gym*Movie Theater**
Up to 20 guests
Airbnb$1,901
Vrbo$2,024
Average Nightly Rate
  1. United States
  2. New York
  3. Pine Plains Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Pine Plains, NY, USA

© 2025 HiChee.com. All Rights Reserved.

Check it before you book it! ™

Privacy PolicyTerms of Service