Dog Boarding Pleasant Plains

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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pet parents in Pleasant Plains have booked dog boarding

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.

1 / 1
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
• 9 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: Volha P.
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Volha P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 225 reviews
88 repeat clients
12 years of experience
Poughkeepsie, NY, 12601

“Volha communicated very well with me during Simbas stay. She sent pictures and updates and let me know immediately that Simba wasn’t eating because he was nervous. She followed my recommendations and went above and beyond to make Simba as comfortable as possible. We will be booking again with Volha! I recommend Volha!”

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Nobella P.
Sitter Profile Image: Cherissa P.
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Cherissa P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 28 reviews
15 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

“We are so grateful for the amazing care you gave Cloud while we were away! You went above and beyond—keeping us updated the whole time and sending the sweetest pictures that truly put our mind at ease. It was clear he was in great hands. Til next time!”

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Donna T.
Sitter Profile Image: Katlyn & Stephen B.
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Katlyn & Stephen B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Pleasant Valley, NY, 12569

“Katlyn took great care of my dog over a weekend i was away. I would have her pet sit again in the future”

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

“Nicole was so wonderful! She took the BEST care of Basil, who is an older dog with some health limitations (hard of hearing, hard of vision, etc). Nicole has a few older dogs of her own, so understood Basil's needs and was very attentive and loving with her. I would recommend to anyone looking for a loving home to board your dog!”

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Claire B.
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: Jacqueline V.
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Jacqueline V.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
25 years of experience
Kingston, NY, 12401

“This was the first time ever boarding our kitten. We had a great experience with Jacqueline. Excellent and attentive communications throughout our kitten’s time there so we felt at ease. Very clean and comfortable environment as well. Jacqueline made sure our kitten was well cared for.”

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Lorne N.
Sitter Profile Image: Brittany L.
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Brittany L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

“Brittany was wonderful with Cody. He is not used to be separated from us so we knew that he would be a challenge. I am happy with the treatment that Cody received and if the occasion occurs we will book with Brittany again.”

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

“We’re so happy we found Nayeli! My husband and I were looking for a sitter near our Airbnb in upstate NY since it didn’t allow dogs, and Nayeli was absolutely fantastic. She’s very knowledgeable and took such great care of our dogs, including giving thyroid medication to our Husky. She sent us regular updates and photos, which made us feel completely at ease while we were away. Her home is clean, well-equipped, and safe for dogs. The fenced backyard is beautiful, and our dogs had so much fun playing there with her own dogs — they got along so well! We couldn’t have asked for a better experience and will definitely book with Nayeli again in the future. Highly recommend her to anyone looking for a trustworthy, caring, and reliable dog sitter!”

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Faith M.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$35
per night
10 years of experience
Poughkeepsie, NY, 12601

About: I have been taking care of animals my whole life. Both in my personal life- and professionally. I have a very big soft spot for older dogs- and have had a lot of experience working with all ages. I have done everything from working at dog day cares, in vet clinics, with seeing eye dogs, housesitting and beyond. Anywhere I can pour love into this world is where I want to be. Since I currently have a flexible schedule, I have plenty of time to check in on your pets throughout the day. I'm able to work around their routines and make sure they get the attention, care, and love they deserve while you're away. I am loving and attentive- making sure pets feel safe, comfortable and at home. I follow their usual routines for feeding, walks, playtime, and any other needs. I will always treat them like my own.

Sitter Profile Image: Miranda M.
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Miranda M.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
2 years of experience
Salt point, NY, 12578

“Miranda was lovely to work with for a five night trip. My pup seemed so comfortable and happy, she kept me updated and the process was so smooth! He can have some general and separation anxiety and Miranda was ready to manage anything that came with it. I will absolutely rebook with her in the future.”

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Giselle J.
Sitter Profile Image: Nardia B.
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Nardia B.
from
$28
per night
4.4 out of 5 stars
• 18 reviews
7 repeat clients
27 years of experience
Kingston, NY, 12401

“Nardia kept me aware of Storm activities and sent me pictures throughout her stay. Nardia response quickly to my inquiries. I will definitely use her again.”

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Xiomaira R.
Sitter Profile Image: Angel F.
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Angel F.
from
$63
per night
4.9 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

“❤️😳🙌I dropped my puppy Malinois off with Angel for 5 days. She came back happy, and better behaving when I picked her up. I can tell a lot af attention was given to her and she was treated well. A Puppy Malinois not the easiest dog to handle… Angel is definitely a dog whisperer 🙏🏻✨”

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Chris K.
Sitter Profile Image: Cory M.
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Cory M.
from
$47
per night
5.0 out of 5 stars
• 65 reviews
29 repeat clients
25 years of experience
Wappingers falls, NY, 12590

“This was Kogi's first boarding experience and he had the best time~ he came back so happy he didnt want to leave! Thank you Cory for taking such amazing care of him and welcoming him to your family even for a short time🥰”

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Fabian & Yra L.
Sitter Profile Image: stephanie r.
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stephanie r.
from
$35
per night
15 years of experience
Port Ewen, NY, 12466

About: Animal lover with vet hospital experience. My experience ranges from socializing puppies and teaching basic manners to caring for seniors with medical needs. Very practiced in the world of Chihuahua IYKYK 🐶 I’ve worked with traumatized rescues and understand their needs. I can administer medications and care for sick pets. Extensive experience with caring for pets in recovery from surgery as well. Also available to take your pet to vet visits if needed. References available. Custom care for medical & special needs may have extra fees. My current schedule is flexible and I will work with you and your pets individual needs as best as possible. Tiki and I love furry company! I am also available for drop in visits and walking at your home. Pet focused home with a fenced in backyard. Your pet will be cared as if they are part of our family. We live in a very pet friendly neighborhood and walking is very safe and accessible.

Sitter Profile Image: David G.
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David G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 95 reviews
29 repeat clients
8 years of experience
New Windsor, NY, 12553

“David is great! He sends photos and videos of my dog playing and enjoying her time. When she comes home she’s ready for nap time. I recommend and will use David again!”

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Diamond B.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
New Windsor, NY, 12553

“Jennifer was wonderful. She kept in touch with me throughout the day. Rusty was so happy there, he loved playing with her children in her big yard and they liked him too. I am so happy we found a great dog sitter nearby. 🐾❤️”

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Linda L.
Sitter Profile Image: Megen H.
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Megen H.
from
$45
per night
5.0 out of 5 stars
• 38 reviews
15 repeat clients
20 years of experience
Wallkill, NY, 12589

“Megen took great care of our dog Lotta. She has a fenced in backyard which was great so our dog was outside a lot and played with the other dogs there. Easy to communicate with. Highly recommend!”

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Hazel K.
Sitter Profile Image: Maryline P.
Verified Background Check
Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 179 reviews
72 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

“Maryline is a great dog sitter! She is very caring and is great with animals. I couldn’t have found a better sitter. My dog is a senior who does not like to be away from me but she was very happy and content with Maryline, her 2 boys and her sweet dog Eli. She walked, play with and fed her on her schedule. I strongly recommend her! You’re dog will feel right at home.”

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Laura Ann D.
Sitter Profile Image: Azael G.
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Azael G.
from
$70
per night
5.0 out of 5 stars
• 1 review
3 repeat clients
4 years of experience
Kingston, NY, 12401

“Was very happy with the experience for Waffles”

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Craig M.
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The median cost per night for dog boarding in Pleasant Plains is $65

Dog parents share their Rover experiences - Pleasant Plains

1 / 1
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

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Pleasant Plains average 11
repeat dog boarding clients

FAQs for Dog Boarding - Pleasant Plains

Frequently asked questions about Rover

The average cost of Dog Boarding in Pleasant Plains is $27 per night as of November 2026. Most bookings cost between $27 and $27 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 378 sitters on Rover offering Dog Boarding across Pleasant Plains. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Pleasant Plains can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, we recommend 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.

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

Yes, you can find sitters who have experience with handling special pet needs in Pleasant Plains. On Rover:

  • 94% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 Rover Guarantee, 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 Rover's Trust & Safety page.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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