Dog Boarding Pawling

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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.

1 / 1
Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
338 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

We are so grateful for Annette!! Alaska always leaves so happy!! She is wonderful. This is our 2nd time using her and we will continue to use her!! Thank you so much!!!

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micah c.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
70 reviews
22 repeat clients
15 years of experience
Newtown, CT, 06470

Daisy lived her overnight stay with Saori. She came home happy and super relaxed. I loved getting photo updates throughout her stay. I knew Daisy was in good hands and it helped make my trip so much more enjoyable knowing she was safe and well cared for. I’ll be booking again soon.

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Lisa G.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
23 repeat clients
20 years of experience
North Salem, NY, 10560

Dew was wonderful! Our sweet girl can be nervous and uneasy in new situations and Dew was endlessly patient and warm putting her at ease while she was staying with her. Dew sent pictures adn updates to keep us in the loop and was super quick in responding to any questions we had! I would absolutely recommend her and hope to have her pet sit Sankaty for us again!

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Elizabeth D.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
132 reviews
30 repeat clients
20 years of experience
Danbury, CT, 06810

Our energetic pup had another wonderful, week-long stay with Nicole! She has him running, playing and feeling comfortable in her care. Monty comes home good and tired but never stressed after away from his regular routine. Nicole has become our peace of mind when traveling without our pet. We trust, value and appreciate her, every time!

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Nicole P.
Sitter Profile Image: Jeff H.
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Jeff H.
from
$64
per night
5.0 out of 5 stars
223 reviews
75 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

We couldn’t be happier with our experience! We have two dogs, a French Bulldog and a puppy who’s still a bit shy and nervous around new people and dogs. Jeff was so patient and understanding with both of their personalities. They took the time to build trust with our pup rather than pushing him past his comfort zone, which meant everything to us. We also got wonderful updates throughout each visit, with photos that showed how relaxed and happy the dogs were. During a pretty intense storm, they kept both dogs calm and safe, which really put our minds at ease since we know thunderstorms can be stressful for pets. It’s clear they genuinely care about the animals they look after. Highly recommend to anyone looking for a sitter who treats your dogs like their own!

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Mia L.
Sitter Profile Image: Ryan F.
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Ryan F.
from
$55
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Redding, CT, 06896

We were extremely happy with our experience! Ryan was knowledgeable and attentive to our dog. We received many updates and pictures while we were away which we really appreciated. He was even willing to bathe him after a run in with a mud puddle. 😅 We’ll definitely be repeat customers.

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Hulme F.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
61 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

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.

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Ellen B.
Sitter Profile Image: Veronica C.
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Veronica C.
from
$50
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
10 years of experience
New Fairfield, CT, 06812

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.

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sam b.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
377 reviews
96 repeat clients
20 years of experience
Danbury, CT, 06811

My two Huskies had a blast with Rich and friends! I had zero worries as he is clearly very knowledgable and sent lots of pics! We will be sure to send our pups with him again in the future.

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Sid
Sitter Profile Image: ATHENA M.
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ATHENA M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
18 years of experience
Carmel Hamlet, NY, 10512

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!

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Jessica P.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
10 years of experience
Danbury, CT, 06810

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!

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Emily W.
Sitter Profile Image: Cherissa P.
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Cherissa P.
from
$60
per night
5.0 out of 5 stars
23 reviews
15 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Cherissa and Ricardo were great with my 4yr old pup. They took very good care of him and sent pictures of him and let me know he was doing great. I would recommend them to anyone to watch their dog! Great job thank you!

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Jamie C.
Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
25 years of experience
Danbury, CT, 06810

Sue is a sweetheart. Highly recommended her watching your pets. She sent photos, is reliable, trustworthy and kind. Will definitely be using her in the future. :)

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Emily K.
Sitter Profile Image: Don H.
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Don H.
from
$60
per night
30 years of experience
Pawling, NY, 12564

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

Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
25 years of experience
Beekman, NY, 12533

I cannot recommend Stephen enough. He took amazing care of our Buddy while we were away. He communicated and sent us videos and updates every day. He was cautious when introducing Buddy to the other dogs in his care and we had a meet and greet prior to the stay which I appreciate, he goes above and beyond to make sure the dogs in his care are compatible to keep all dogs safe. I look forward to using him in the future and I know Buddy will too. You can see that dogs in Stephens care are treated as his own and that is so comforting when leaving your dog in his care.

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Linda P.
Sitter Profile Image: Erika N.
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Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
20 years of experience
Carmel, NY, 10512

We couldn’t be happier with our experience having Erika watch our dog, Gotham, for the week! She took amazing care of him and treated our furbaby like her own. Erika stayed in touch the entire time, sending pictures and updates that gave us such peace of mind while we were away. It was clear that Gotham was happy, comfortable, and well-loved. We highly recommend Erika to anyone looking for a trustworthy and caring dog sitter! 🐾❤️

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Rachael F.
Sitter Profile Image: Jessica & Ian K.
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Jessica & Ian K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
72 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

Jess and Ian were wonderful with my two boys. They communicated with me while on vacation and it eased my mind to know they were ok. Wonderful and honest couple

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Eileen F.
Sitter Profile Image: Valerie M.
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Valerie M.
from
$66
per night
4.9 out of 5 stars
71 reviews
37 repeat clients
54 years of experience
Sandy Hook, CT, 06482

Our boxer, Daisy, stayed with Valerie while we vacationed for a week in Florida. Valerie and her family were great from the start, not only with Daisy but also entertaining my eight year old son when we arrived for an introductory visit. They had plenty of room for Daisy to run around and two playful but well behaved dogs of their own that accepted Daisy in. Valerie provided updates during the week to let us know how Daisy was adapting and getting along with everyone and how much her family loved having her. She was also extremely flexible with drop off and pick up times knowing our hectic travel schedule. The next time we go away for an extended period, Valerie is definitely my first contact attempt.

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Christopher J.
Sitter Profile Image: Mildred P.
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Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
76 reviews
23 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Bea’s stay with Mildred and her family was all I could have hoped for and more. They took good care of Bea and loved her like she was their own. Mildred also kept in constant contact and gave me updates and pictures of Bea the entire time. I will 100% use them again knowing I can trust my baby is in the best hands. I can’t thank Mildred and her family enough! You should definitely book your dog to stay with her!

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Micah S.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.

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Michael C.
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The median cost per night for dog boarding in Pawling is $65

Dog parents share their Rover experiences - Pawling

1 / 1
5.0 out of 5 stars

We have had the pleasure of working with Annette multiple times. She is amazing! Super communication. She sends pics often. Khaleesi is treated like a member of the family. We are so lucky to have found Annette! Do not hesitate to book with her!

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rebbecca C.
Boarding
5.0 out of 5 stars

Ben is always happy to see Annette. This time Annette had to administer ear medicine into Ben’s floppy ears. All was good

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Judy D.
Boarding
5.0 out of 5 stars

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!

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Briana W.
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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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Sitters in Pawling average 11
repeat dog boarding clients

FAQs for Dog 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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