Dog Boarding Pawling
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 201 pet parents in Pawling have booked dog boarding
Pawling, 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.
“I could not be more pleased with the care that my italian greyhound, Zeus, received when in Annette's care for the first time over this weekend. Zeus warmed up to her immediately, which is unusual for him. I received multiple photos during his stay and he appeared very content and happy. What a feeling of comfort knowing he was with someone who provided the same level of care that I do, or very possibly better. A magnificent experience!”
“Saori has been so patient and caring with our Pomsky puppy. Since we work from home, I was concerned he wasn’t socializing enough and of course he has lots of energy. Daycare with Saori will be a big help in our journey together. We got really lucky finding her right from the start.”
“Jeff took excellent care of my girls! Drip off was efficient and my dogs were immediately comfortable. I received pictures every day to see they were happy and enjoying their stay. Pick up was well organized. I’m so happy we found Jeff on River! My girls will definitely stay with him again.”
“Great experience from beginning to end. It was our first time leaving Gigi with a sitter. Dew kept us updated and sent photos, which was a great comfort to us. Will definitely use her again.”
“Erika was the best. I am so happy I found her. i have been looking for a new dog sitter close to where I live to make it easier. Max seemed to fit right in and did well. He looked happy and content. There were a few other dogs there, but they seem to all have gotten along quite well. Very pleased and highly recommend her. I will be using Erika again in the near future.”
“We left our Boston Terrier, George, with Nicole for two weeks. Throughout our vacation, Nicole sent updates and photos to let us know how he was doing. He looked quite happy in all the photos, and the updates helped me to not worry. Upon our return, George was very excited to see me, and did not show any signs of being stressed during his stay. He seems to have been well cared for. I am very pleased with Nicole and her care for George. We’ll be booking her again in January for another two weeks.”
“Rich was an amazing and attentive caretaker. We got updates everyday with photos. Rich’s house is a dogs paradise and we felt so happy knowing our pup was well cared for and having such a great time with the other pups. 10/10!! We would definitely recommend Rich to anyone looking to have their dog taken care of while away. We had a delayed flight on our way home and Rich was super communicative and accommodating. Couldn’t be happier and will definitely be using him again in the future!”
“I am so happy to have found Clementina. She is lovely and warm and took such very good care of Ezzy. She has a huge backyard and a dogpark nearby and Ezzy got great exercise daily. She sent me lots of pics and was flexible and accommodating when I asked if Ezzy could stay a little longer than I had planned. Her daughter also was there and Ezzy kissed everyone goodbye when we left and wagged furiously. 5 stars.”
“Stephen is a super care taker, for sure. Great and timely communications, friendly and very accommodating for a last minute request. Made the whole experience of looking after my Gracie seamless and easy.”
“This is my second time having my fur baby with Sue. It was a much longer visit this time (a week) amd Sue remained her kind communicative self. Would recommend in a heartbeat. She goes above and beyond. Thank you! 💕”
“Rachael was helpful, communicative, trustworthy and responsive - she made the process a breeze and took great care of our dog. Everyday I was sent photos of her running, playing, exploring and having fun. Pepper even came back with sharpened training — I will be booking again and again!”
“Athena, watched my two pups for 5 days! She was great, she came to pick up and drop the pups. She sent me daily photos and updates of them! Very friendly and my pups spent a great time with her! I highly recommend!”
“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!”
“I've used Veronica at least a couple times at this point and she has been nothing less thank fantastic. She has been fantastic at communication, great at scheduling room, and took amazing care of my Mika! Definitely bwill contact her again and I would encourage anyone to do the same.”
“Ryan EXCEEDED my expectations! He has an intuitive way with dogs. He is very knowledgable about dogs & dog behavior. Ryan is the real deal-- a true animal lover & kind, decent human being. He communicated well with pics and updates during my dog's visit. During our initial meeting I felt an instant rapport he had with my dog that put me at ease. His home is VERY dog-centric! The visiting dogs are not confined and are free to mingle and find their own place to relax. There are ample dog beds, couches, human beds and floor space for lounging and sleeping. I especially appreciate that Ryan limits the number of dogs he boards at one time to a very small group, & makes sure they vibe well together beforehand. The living space Ryan and his boarders occupy is all on one level, which is great for my dog with arthritis. There is a wooded trail for walks adjoining the yard, and a guest bedroom if a dog needs some quiet alone time. I would HIGHLY recommend Ryan and I plan to use him again!”
“Jessica was great! Willow seemed like she loved staying there, was well taken care of and met some new friends. Very responsive to any questions that we had. We would love to have Jessica watch her again. Overall this was great as this is our first time using Rover.”
About: My name is Don H. I am a professional pet sitter, dog walker and licensed dog trainer for 30+ years. I have been in the pet industry for many years, this is what I do full-time and love every minute of it. I care for all breeds of dogs and cats and also reptiles, fish, rodents, goats, horses I will e-mail/text or phone you updates and photos of your pet while you are away. I would love to help you out whether you need a pet/house sitter, dog training, dog walking, trail walks or your dog to be transported to Vet or Groomer. Your pet will be well cared for whether in your home or ours. I am a call way. Sincerely, Don My clients will give reference to how trustworthy and experienced I am when caring for pets in your home. I have respect for your property and even go the extra mile making sure your home is maintained and your pets are safe. I will take in your mail, water plants, take out your garbage/recyclables at no charge. Overnights include picking up after your pet inside and out. Why I love dog sitting I have been around all animals my whole life, I started my journey when I became a certified dog trainer. I also worked as a Kennel Manager for a medium-size kennel in Greenwich, CT. People tell me that I have great patience and calmness when working with difficult dogs. my goal is to help owners and their pet's to become one. I have over 25 years experience as a dog trainer and pet care provider. About my yard Yes i do have a backyard. Although it is not fenced in but I have tree barriers that keeps them safe. I also am close to a dog friendly park where all dogs are on leashes. I will not take a dog off leash when he/she is in my care. My experience administering medication Yes with my kennel experience, I am very comfortable administering medication. I am also comfortable administering shots for dogs and cats. I am a full time pet care provider and a dog walker and i have been training dogs of all breeds for the last 30 years. I give all my furry guest lots of play time and walks and all of our guest hang out with us we are cage free unless your owner wants your dog to sleep in one
“Jessica was great at watching Gwen! She was able to accommodate our last-minute request after another sitter cancelled. She was very communicative about Gwen’s stay and sent plenty of photos and updates. She took great care of our little pup!”
“Valerie & her family were wonderful with our 5 month old puppy. Her house & property are very well kept & great for pets. Valerie put me at ease with her messages while we were away. I will use her again.”
“This was my first time using Rover and I couldn't have asked for a more perfect experience. Mildred and her family treated my dog as one of their own for the few days that he was there and when I picked him up, I felt like I was part of the family as well. I got photos regularly and I knew that everything went perfect. I will 100% book again. I can tell that my dog made new friends so even if I don't need to board him overnight again, I know that I can drop him off to hang out with his new friends. I prefer this option over boarding/daycare at a facility where your pets may not get the same level of attention and care. 10/10 Recommend!”
The median cost per night for dog boarding in Pawling is $65
Dog parents share their Rover experiences - Pawling
Annette is really great. I appreciated the regular communication and pictures sent. This was the first time we had to leave our dog this long, and she managed to hurt herself just before the trip. Annette eased my worries and followed through on taking good care of her. She came home more calm than she had left. I will be calling her again when needed. Thanks so much Annette!
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests near you
Select a filter and find qualifying Pawling sitters!Sitters in Pawling average 11 repeat dog boarding clients
FAQs for Boarding - Pawling
Frequently asked questions about Rover
The average cost for Dog Boarding in Pawling on Rover is $48.15 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 973 sitters on Rover offering Dog Boarding across Pawling. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
97% of Pawling sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Pawling landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Pawling 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 Pawling.
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.
You and your Pawling 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.
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