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.

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Sitter Profile Image: Pam R.
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Pam R.
from
$55
per night
5.0 out of 5 stars
67 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

Pam was great. She posted a lot of pictures to let us know Luna was having fun and communicated daily. You could tell she had a lot of experience with dogs and with petting sitting/boarding. We would definitely use Pam again for the next time we go out of town.

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Trevor G.
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

I’ve never felt so comfortable leaving my dog anywhere. Annette is so kind and loving to all the animals in her care. My dog Hazel had a WONDERFUL time socializing with the other dogs and getting outside on the back porch, which I could see each day on my phone via the pictures Annette texted me. Annette’s boarding and daycare service for dogs has been a great find for us. Thanks, Annette!

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Susan B.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
81 reviews
25 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 fantastic! Her communication was great, she made sure my dog was comfortable and settled in. She sent status updates throughout his stay. He came home unstressed and in a great mood all happy and healthy. I would highly recomend her to anyone looking for dog care!

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John B.
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: Rachael C.
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Rachael C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 reviews
22 repeat clients
10 years of experience
Danbury, CT, 06810

I was very pleased with the care my dog received from Rachel. She sent multiple pictures & videos daily. He was well cared for & had a wonderful time as per the photos! He was taken on long hikes daily. I would feel very comfortable having Rachel watch him again and highly recommend her.

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Alfred B.
Sitter Profile Image: Erika N.
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Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
20 years of experience
Carmel, NY, 10512

We are so happy to have found Erika! She takes great care of our 19lb doodle and sends lots of photos. She’s super easy to communicate with and is very personable as well.

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Erin P.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
382 reviews
97 repeat clients
20 years of experience
Danbury, CT, 06811

My Bassett loved it at Rich’s! Rich does a great job of making his space dog friendly and making sure everyone is getting along. My dog was definitely not as happy to see me as he normally is after being separated 🤣 That means a lot to us both, thanks Rich!

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Stacey R.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
133 reviews
31 repeat clients
20 years of experience
Danbury, CT, 06810

Nicole is fantastic! We were nervous about boarding my dog at someone else’s house for the first time and she was reassuring, patient, and attentive to all of Jack’s needs. Great with medication administration and provided daily photos and updates on how Jack was doing. Certainly gave us peace of mind on our trip. We will definitely be using Nicole for our next trip and would recommend her to anyone!

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Cassie R.
Sitter Profile Image: Stephen N.
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Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
35 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: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
62 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

Ezzy spent almost 10 days with Clementina and was very well-cared for. Clementina always takes her out for walks, sends me pictures, and I trust her completely.

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Ellen B.
Sitter Profile Image: Jessica O.
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Jessica O.
from
$45
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
10 years of experience
Danbury, CT, 06811

Jessica was really good with my dog Apollo it was his first time being away from the family and she made sure to make him feel welcomed in her home I got updates videos and picture Apollo also had an upset stomach while with and she took good care of him and made him feel better

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Sharteaa D.
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

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! 💕

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Rachel C.
Sitter Profile Image: Valerie M.
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Valerie M.
Star Sitter
from
$66
per night
4.9 out of 5 stars
73 reviews
40 repeat clients
54 years of experience
Sandy Hook, CT, 06482

Valerie and her family are amazing hosts and extra loving caretakers. Jameson has his second extended stay with Valerie and he had a wonderful time. I take comfort in knowing he loves staying with Valerie, her children, and sweet Shakespeare when we are on vacation. They truly treat him like their own and he clearly loves them all. We will be back :)

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Brittany C.
Sitter Profile Image: Csaba & Nicole K.
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Csaba & Nicole K.
Star Sitter
from
$69
per night
5.0 out of 5 stars
141 reviews
64 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

Loretta took care of our dog like he was her own for the week we needed to be away. Regular updates, lots of pictures, and lots of love. He did so much better than regular boarding and clearly had fun (both with Loretta and her dogs). We really appreciate how well cared for our big boy was, and will definitely be back!

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Jessica B.
Sitter Profile Image: Lucienne T.
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Lucienne T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
40 reviews
11 repeat clients
30 years of experience
Carmel, NY, 10512

Lucienne did a wonderful job watching our dog Cooper over a long weekend. She sent updates and photos throughout the weekend. Cooper came back happy and we would definitely recommend and use Lucienne again.

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Amanda D.
Sitter Profile Image: Rosemarie F.
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Rosemarie F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
97 reviews
17 repeat clients
20 years of experience
carmel, NY, 10512

Marie and her family were incredible with our puppy. He was only 13 weeks at the time so of course we were a little anxious. What a waste of energy! We got texts and pictures every day so we could see how well he was doing. Allowed us to relax and enjoy our time away. Exceeded all of our expectations. Wouldn’t hesitate to use again and would highly recommend Marie to anyone ?❤️

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Michael R.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

Brittany was reliable and timely in communicating. Our fur babies had a good time with her and they came home feeling good. She was polite to interact with. We will be using her again if we need a sitter!

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Christine S.
Sitter Profile Image: Jeff H.
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Jeff H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
232 reviews
81 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Jeff and Bruce were great about staying in touch with me about my dog and sent pictures as well. They have ample indoor and outdoor space. This was my first time using Rover.com and I am very happy to have found such caring and responsible people to watch my dog.

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Susan G.
Sitter Profile Image: Marie F.
Verified Background Check
Marie F.
from
$70
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
15 years of experience
Carmel, NY, 10512

Marie was so kind and patience with my little one who’s only two months and going through the puppy habits - he was so tired so I know he played plenty!

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Aurora M.
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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

Don was kind and accommodating to our Finn & Fiona. Thanks for keeping our pups safe while we were away.

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John T.
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
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Popular requests for dog boarding - Pawling

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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 August 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 August 2026, there are 933 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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