Dog Boarding Pleasant Plains

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Pleasant Plains, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jennifer & Thomas H.
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Jennifer & Thomas H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Kingston, NY, 12401

“My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.”

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Adrianne R.
Sitter Profile Image: Janice A.
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Janice A.
Star Sitter
from
$108
per night
5.0 out of 5 stars
• 284 reviews
81 repeat clients
35 years of experience
RHINEBECK, NY, 12572

“Janice always takes wonderful care of Gus! He loves staying with her when we travel. She sends daily updates and photos, which we always appreciate :)”

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Nora W.
Sitter Profile Image: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 262 reviews
89 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

“Jeff was great!! His setup he has for the dogs is top notch, super impressive. Jeff sent pics and updates throughout the day the whole time my pups were with him. My pups had a blast playing with his pup as well. Will definitely book again. Thanks Jeff!!”

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Nicole H.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 89 reviews
29 repeat clients
56 years of experience
Tillson, NY, 12486

“Kimberly was an excellent dog sitter. She played with our dog, and walked her, and sent us daily pictures. Easy to communicate with. THANK YOU!”

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Laura W.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$80
per night
5.0 out of 5 stars
• 32 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“I would highly recommend Nicole to anyone looking for dog day care or boarding She communicates well and goes the extra mile to make your pet feel comfortable and happy Not only did Buddy have a Christmas themed neck scarf but also a Christmas toy! She clearly loves dogs and is proficient and skilled in all aspects of their care We had total peace of mind while we were away and she sent us some beautiful pictures of Buddy!”

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Wendy W.
Sitter Profile Image: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 223 reviews
88 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

“Volha was GREAT!! She provided daily updates and pictures while my dog was with her. She made sure my dog stayed on the same schedule while I was away, which is much appreciated! My dog had a great time with her and really loved her stay. Volha and her family are a pleasure and I definitely will leave my Missy girl with her anytime I’m away! Thanks again Volha!”

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Breana B.
Sitter Profile Image: Jacqueline V.
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Jacqueline V.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
25 years of experience
Kingston, NY, 12401

“We had a family medical issue and was able to book Jacqueline quickly. Our dogs are both rescues and it matters a great deal to us who we bring into their lives. Jacqueline immediately made us, and our dogs, feel comfortable and within 5 minutes of being with them, our eldest was resting in her lap. Jaqueline sent constant photos and updates and we are very grateful to have found her and will for sure book her again. TY again, Jaqueline. That last note was from the pups!”

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Diana R.
Sitter Profile Image: Lisa J.
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Lisa J.
Star Sitter
from
$115
per night
4.9 out of 5 stars
• 96 reviews
33 repeat clients
37 years of experience
Tivoli, NY, 12583

“Lisa was wonderful and my dogs had a Really good time!! I will definitely book with her again :-)”

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Lynn L.
Sitter Profile Image: Nayeli A.
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Nayeli A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
22 years of experience
HIGHLAND, NY, 12528

“Nayeli filled in at short notice to provide boarding and care for my senior shepherd/husky (shepsky). She took care of his food and medications and provided excellent communication and updates during the stay. He had a great visit with her.”

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Bret P.
Sitter Profile Image: Katherine M.
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Katherine M.
from
$70
per night
5.0 out of 5 stars
• 126 reviews
40 repeat clients
10 years of experience
Kingston, NY, 12401

“Katherine was a great sitter for our dog, Shy. She sent us photos everyday and we could tell from the pictures that Shy was happy and being well cared for. We'll definitely reach out to her for our next trip!”

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Alex J.
Sitter Profile Image: Victoria L.
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Victoria L.
from
$100
per night
5.0 out of 5 stars
• 529 reviews
125 repeat clients
25 years of experience
Kingston, NY, 12401

“We love Victoria! She takes fabulous care of our elderly cocker spaniel Ronnie. Knowing we have someone we trust will Ronnie is invaluable. She also administers eye medication to him. Her daily text updates with pictures makes our day. We highly recommend her.”

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Judy S.
Sitter Profile Image: Katherine L.
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Katherine L.
from
$45
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
30 years of experience
Ulster Park, NY, 12487

“Katherine was a great sitter. She really loves dogs and my dog Tyson had the greatest time her and her dog Tilly. They got along really well. Thank you so much for loving my dog for the weekend! It's so comforting to know your dog is having a great time while you are away.”

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Erin E.
Sitter Profile Image: Sammy C.
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Sammy C.
from
$70
per night
4.4 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Poughkeepsie, NY, 12601

“Sammy was great with our dogs. They liked him instantly and were very happy when we picked them up. Sammy sent photos and updates regularly. Would book with him again!”

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Mary C.
Sitter Profile Image: Rosalie F.
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Rosalie F.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 60 reviews
12 repeat clients
10 years of experience
Kingston, NY, 12401

“Rosalie continues to be an amazing sitter and great buddy to our dear poodle, Rumor. She was very understanding and flexible when we had to push back our pickup time. Just love her!”

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Christy W.
Sitter Profile Image: Cory M.
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Cory M.
from
$55
per night
5.0 out of 5 stars
• 64 reviews
28 repeat clients
25 years of experience
Wappingers falls, NY, 12590

“My puppy Skye loved her stay with Cory and her family. She made me feel at ease that she was going to be fine and safe as she’s a climber. Skye did great with Cory and is an exceptional caregiver. She sent me updates on and off as well. I highly recommend Cory and will use her again. Thankyou so much.”

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Ashlee H.
Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 93 reviews
27 repeat clients
8 years of experience
New Windsor, NY, 12553

“David is my go to sitter for my dog. He is amazing and always so accommodating. He is so knowledgeable about dogs and I feel safe leaving my dog with him. I know that Kali has a great time whenever she stays with him.”

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Diamond B.
Sitter Profile Image: Maryline P.
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Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 176 reviews
69 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

“Mary was so accommodating and her family was delightful they truly love dogs and do their best to make one for you at home and safe. I would definitely recommend Maryline.”

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Christine K.
Sitter Profile Image: Leslie P.
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Leslie P.
from
$65
per night
5.0 out of 5 stars
• 28 reviews
4 repeat clients
5 years of experience
New paltz, NY, 12561

“Leslie and her lovely family took great care of our dog Newt during a long trip! She provided great communication and updates - including pics of Newt enjoying lots of snuggles. When he ran low on food she very kindly took the effort to seek out a special diet food to meet his needs. We really appreciated knowing he was in great hands!”

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Christina B.
Sitter Profile Image: Catherine M.
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Catherine M.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Fishkill, NY, 12524

“Catherine was great. Duke enjoyed being with her. She walked him and took great care of him. She updated us all through the day and sent photos. We will ask her to take care of him again.”

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Jennie F.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
45 years of experience
Woodstock, NY, 12498

About: I’ve always had pets throughout my lifetime from kitties, dogs, birds, fish, reptiles, squirrels that I hand fed and set free with my father- and many more. I worked in pet stores and help foster kittens when available. 💕 Look forward to meeting you soon. I work part time as a territory supervisor, and my work is flexible. I’m home every night and throughout the day leaving me with much time to care for your pets. I’ve given medications and feed depending on preference of pet and client. Each pet is unique to their way of being and I like to match the energy needed.

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Dog parents share their Rover experiences - Pleasant Plains

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5.0 out of 5 stars

Kerin took care of our 1 year old lab mix dog for couple of days while we’re away. She was very communicative and send pictures videos.

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Betty C.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Pleasant Plains

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FAQs for Dog Boarding - Pleasant Plains

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pleasant Plains home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Pleasant Plains.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Pleasant Plains sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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