Pine Plains Rentals

Close

Updating...

Enter dates for more accurate prices

124 Houses

Tentrr - Fat Apple Farm

Pine Plains tented camp

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$158

Great rentals within 20 miles that match your search

3 Bedroom Hudson Valley Farm House

Craryville guest house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$369

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$259

The Wiltwyck Guest House

Kingston b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$92

Quaint, Picturesque Country Farmhouse

Tivoli farmhouse

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 2 hours 16 minutes

Price per night from

$344

Evergreen Pines Country Estate Villa

Ancram house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$2,293

One Bedroom Apartment in a private 2 family House.

Saugerties house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$172

Quiet Country Contemporary Home on 5 Private Acres

West Cornwall house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$465

Beautifully decorated & immaculate log chalet

Hillsdale log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$201

Secluded, Luxury Home with Hot Tub

Woodstock house

2 bedrooms / 2 bathrooms / sleeps 6

“Comfortable, Relaxing Private Cottage” We had a wonderful time relaxing by the fire. Close trip to the adorable town of Woodstock and convenient ride to Overlook Mountain for a nice 5 mile hike. We loved everything from the open floor plan and bubbling hot tub. It was a perfect setting for a much needed weekend away. Thank you!

Responds fast! avg. 14 minutes

Price per night from

$270

Guest House on a Trout River w/ Year Round Hot Tub

Red Hook house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$201

Beautiful Home on The Esopus Creek

Saugerties house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$287

1 Bedroom Hudson Valley Farm House

Craryville guest house

1 bedroom / 3 bathrooms / sleeps 2

Price per night from

$367

Spacious Rhinebeck Village House w/ Lavish Decor!

Rhinebeck house

7 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 46 minutes

Price per night from

$745

Cottage on East Twin Lakes, Internet Access, A/C.

Salisbury cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$180

Palazzo Hudson: a light filled home

Hudson house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$275

4 Bedroom Hudson Valley Farm House

Craryville guest house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$367

The Barn at Copake Lake

Craryville barn

3 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$686

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

Woodstock house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 12 minutes

Price per night from

$338

The Yellow Dutch Cottage

Ulster Park house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$487

Mirror Lake Cabins Ulster Park New York

Ulster Park bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$144

Charming Rhinebeck carriage barn, Hudson valley

Rhinebeck cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$201

RiverSong Suite In The Berkshires

North Egremont apartment

1 bedroom / 1 bathroom / sleeps 2

“Beautiful spot in the Berkshires” My husband and I stayed here while I was singing nearby in a concert of Berkshire Choral International. We loved the location out in the country, with beautiful views of pastures, forests, and the Berkshires in the background. The grounds are lovely, and the basement apartment where we stayed was quiet and comfortable. We only regretted that we couldn't stay longer.

Responds fast! avg. 10 minutes

Price per night from

$217

The Library Retreat Bedroom in The Church Des Artistes

Kingston b&b

1 bedroom / 2 bathrooms / sleeps 3

“It was a fabulous and unforgettable experience staying in this b” I recently stayed at the Church Des artistes in Kingston, NY and I have to say I have never been in a more beautiful place. Every room was truly a work of art, inspiring for many reasons. It was hard to leave. I totally recommend this as a retreat or a get away spot for anyone who appreciates the home of two artists.

Responds fast! avg. 36 minutes

Price per night from

$247

Esopus Bend Getaway 4 min to HITS

Saugerties apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 15 minutes

Price per night from

$169

Beautiful Cottage at the foot of the Berkshires

Copake Falls cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$201

Bright and Spacious Apt sleeps up to 4

Hudson apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$155

Hudson Valley Cabin - Romantic & Secluded Log Cabin with Private Lake - 85 acres

Stanfordville log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$258

Charming 2+2 Lakeside Cottage on Best Lake in CT

Salisbury cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$207

Kent Victorian Room 3

Kent private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$171

Kent Victorian Room 4

Kent private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$126

1790 Classic Colonial Center Hall home

Sharon house

5 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$802

The Chapel Room @ Church Des Artistes Guesthouse

Kingston b&b

1 bedroom / 2 bathrooms / sleeps 2

Responds fast! avg. 36 minutes

Price per night from

$224

Palazzo Hudson: a light filled home BR3

Hudson house

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$275

Hudson Valley Farm House

Craryville house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$367

Olde York Farm Distillery Suite

Claverack farmhouse

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$287

Gracious 3-BR Garden Apt. in the Heart of Hudson

Hudson apartment

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$287

Newly Renovated Apartment in Heart of Hudson

Hudson apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$229

Viewing 38 of 124
rentals in Pine Plains

×