Pine Plains Vacation Rentals

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Vacation Rentals in Pine Plains

Postcard Cabins Eastern Catskills

2.0 star property
8.4 out of 10, Very good, (5)
"We always live these cabins & we've been coming for years!"
The price is CA $250
CA $271 total
includes taxes & fees
Apr 1 - Apr 2
Postcard Cabins Eastern Catskills

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is CA $186
CA $201 total
includes taxes & fees
Apr 14 - Apr 15
Micosta Leisure Inn

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (23)
"This was our first visit to this property, and we will definitely be back for future visits. The house was immaculate and perfect for our travel needs. The owners were very communicative and responsive, and that made the experience even better."
The price is CA $222
CA $318 total
includes taxes & fees
Apr 1 - Apr 2
Esopus Creek modern Tiny house Retreat!

A-Frame of Mind

10.0 out of 10, Exceptional, (49)
"Fantastic location, excellent communication with Nick, cozy and well stocked with necessary supplies, very clean and quiet. Much needed vacation."
A-Frame of Mind

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.6 out of 10, Exceptional, (14)
"House was clean and comfortable well supplied with everything you could need."
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.6 out of 10, Exceptional, (20)
"Great location "
The price is CA $236
CA $458 total
includes taxes & fees
Apr 1 - Apr 2
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (8)
"The house had room for all of us, spacious and comfortable with modern amenities. We enjoyed the large open kitchen, well equipped for making big meals, and especially loved the walk in pantry with sink, oven and coffee bar. The beds were comfy, the bathrooms deluxe. Large couch and huge TV in living room with cozy gas fireplace for us to gather and relax. Located on a quiet cul de sac, easy to get to local attractions. We enjoyed every minute of our stay."
The price is CA $780
CA $1,168 total
includes taxes & fees
May 1 - May 2
Spacious New Luxurious holiday house in lovely Hudson Valley

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County

The Farm at Hyde Park

9.8 out of 10, Exceptional, (65)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park

Bohemian style open LOFT

9.0 out of 10, Wonderful, (11)
"This was the perfect little spot for our weekend getaway! A little chilly with just the space heater in October, and the entrance was low light and we couldn’t get the keypad on the door to work (although that could have been user error). Overall it was an amazing stay :) "
Bohemian style open LOFT

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
The price is CA $228
CA $469 total
includes taxes & fees
Apr 14 - Apr 15
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Private Estate, Heated Yearround Outdoor Pool

9.8 out of 10, Exceptional, (17)
"The home was beautiful and it was a gorgeous property too. It had all the right amenities in the kitchen. "
Private Estate, Heated Yearround Outdoor Pool

Hudson River Way by Woodstock Way Hotel

5.0 star property
8.0 out of 10, Very good, (1)
"The location is fabulous and the studio is absolutely beautiful. The shower mixing valve is in an appalling condition. The too hot and then too cold shower was terribly unpleasant. So don’t stay there until they’ve fixed it!"
The price is CA $447
CA $520 total
includes taxes & fees
Apr 14 - Apr 15
Hudson River Way by Woodstock Way Hotel

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (28)
"Perfect location, we were there for a tour of CIA but it was an ideal location for exploring the area. Loved Rhinebeck Village! Owner was awesome, would stay again."
The price is CA $186
CA $311 total
includes taxes & fees
Apr 9 - Apr 10
Mid-Century DJ’s Dream

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (57)
"Everything was ideal for our Thanksgiving get together. Setting and views were perfect, made even more so with a timely blanket of fresh snow. An amazing amount of cooking provisions allowed us to cook as if we were in our own kitchen. Lots of options for keeping a large group entertained, and sleeping accomodations that pleased everyone. Host was very helpful with check-in communications and gracious with check in and out times without other bookings adjacent to ours. All in all a very special...
Large Barn styled vacation home that fits groups with space to spare.

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (14)
"Master bath needs a taller toilet for older people Master shower needs an upgrade.."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

9.6 out of 10, Exceptional, (51)
"Our family enjoyed our time at the property- it was a great place for us all to gather. The property managers were incredibly helpful and responsive to the few things that needed attention during our stay. The pool area is the shining star of this home. You can expect the house/ furnishings to be in mostly good shape and as photographed-. The layout of the bedrooms/ shared bathrooms did surprise us a bit despite careful review of photos and listing video tour. Overall great stay!"
NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
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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Other types of properties in Pine Plains you may be interested in

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (364)
"This isn’t my first time at AutoCamp, and every visit has been fantastic! The service has always been top-notch, and this time was no exception. Due to a last-minute extra night, I didn’t realize there were different room types, but Colin and Amy were incredibly kind. Colin, the manager on duty, even upgraded me—for free—to a room of the same level. The whole process was seamless, and their hospitality really stood out. I truly appreciate the gesture and will definitely be coming back. Thank...
The price is CA $210
CA $289 total
includes taxes & fees
Apr 17 - Apr 18
AutoCamp Catskills

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
8.0 out of 10, Very good, (1113)
"Lovely property, well maintained. "
The price is CA $144
CA $161 total
includes taxes & fees
Apr 19 - Apr 20
Best Western Plus Kingston Hotel And Conference Center

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1117)
"It was worth the money"
The price is CA $155
CA $173 total
includes taxes & fees
Apr 1 - Apr 2
Howard Johnson by Wyndham Saugerties
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.

Frequently asked questions

Are there vacation rentals in Pine Plains?

Yes, there are vacation rentals close to well known local attractions in Pine Plains, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Pine Plains has to offer?

Esopus Creek modern Tiny house Retreat!: Visitors like this Pine Plains vacation home rental. It is located on a river and offers a barbecue grill, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Pine Plains?

With 28 Expedia vacation rentals, you're sure to find just the right place for your Pine Plains stay.

What can I see and do in Pine Plains?

Thompson Pond and Stissing Lake Park are a couple of scenic spots to enjoy the outdoors, whereas The Stissing Center is one of the cultural attractions. While here, Pine Plains Library and Gallatin Town Hall are other places worth a visit.

What are vacation rentals like in Pine Plains?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Pine Plains. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.