Dog Boarding in Pawling

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Top rated Pawling dog boarders

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: Annette G.
Verified Background Check
Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
336 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

We love Annette! She is very kind, responsible, trustworthy, gentle - all of the things one might be looking for in a dog sitter. Her own dogs are very nice, well adjusted and well behaved. She is obviously experienced, and uses baby gates etc to keep a handle on the dogs. There's a nice back deck where the dogs can go outside, enclosed so no little ones can escape. . I didn't see anything worrisome at all about how she kept things. Her house is immaculate, everything clean & orderly. My little rescue baby is sensitive, and does not like to be separated from me. But after a little while at Annette's, during our meet & greet, I could tell that he felt comfortable & happy there. During his stay, she kept in touch with cute pictures & videos, reporting back on his eating & behavior, so I felt very comfortable & never worried while I was away. When it was time to come home, my baby was happy to see me but not in a hurry to go! I could tell he had a great time. We'll be back to see Annette for sure! Thanks so much, Annette!

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Sally N.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
15 years of experience
Newtown, CT, 06470

Saori took fantastic care of our large doodle Toby for two weeks while we were traveling. We received daily updates with pictures and videos, which was really great. Toby had so much fun and will be going back next time we travel. I highly recommend Saori to anyone who needs a skilled and kind person to care of their pet.

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Sandy S.
Sitter Profile Image: Erika N.
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Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
8 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: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
3 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: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
130 reviews
29 repeat clients
20 years of experience
Danbury, CT, 06810

Nicole and her family took wonderful care of our girls, Bailey and Ruby. Highly recommend her. She provided dailey pictures which showed the care our girls received. Will use her services whenever we go out of town.

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Barry C.
Sitter Profile Image: Dew G.
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Dew G.
Star Sitter
from
$68
per night
5.0 out of 5 stars
53 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: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
373 reviews
94 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: Jeff H.
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Jeff H.
from
$64
per night
5.0 out of 5 stars
212 reviews
70 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Jeff was a wonderful sitter! He sent lots of pictures of Cubby having fun! She was tired when she got home so know she had a great time with both his dog and Jeff. Will definitely use Jeff again!

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Kathy H.
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: Stephen N.
Verified Enhanced Background Check
Stephen N.
Star Sitter
from
$110
per night
5.0 out of 5 stars
32 reviews
11 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: Cherissa P.
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Cherissa P.
from
$60
per night
5.0 out of 5 stars
23 reviews
14 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

I recently had Cherissa watch over my mini Goldendoodle, Sofia, and I couldn’t be happier with the experience. From the very first interaction, she was professional, kind, and clearly passionate about animals. Cherissa and her family took the time to get to know Sofia’s routine, preferences, and any special needs, which made me feel totally at ease. While I was away, she provided regular updates—including photos and messages—which really reassured me that my pet was happy and well cared for. I highly recommend Cherissa and her family to anyone looking for reliable and compassionate pet care. I’ll definitely be booking with them again in the future!

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Mark P.
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: Kyle K.
Verified Enhanced Background Check
Kyle K.
Star Sitter
from
$62
per night
5.0 out of 5 stars
135 reviews
37 repeat clients
21 years of experience
Danbury, CT, 06810

Kyle and Radha took great care of my rescue pup, Fiona while I was away for two nights! I was a little nervous to leave her for the first time since adopting her, but she came back tired and happy, which tells me that she had a great time! She really wasn’t even excited to see me when I picked her up lol ?, but that’s ok with me because it means she enjoyed herself. I loved knowing that Fiona had a great, safe fenced yard to romp around in and other dogs to play with while I was away. I would definitely book with Kyle again!

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Nikki B.
Sitter Profile Image: Marie F.
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Marie F.
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
15 years of experience
Carmel, NY, 10512

Marie was so wonderful to Madison (!!!!). Although I was far away, they kept me updated with pictures and texts along the way. I appreciate all that Marie does and couldn't ask for a better sitter.

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Jasmyn J.
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
133 reviews
62 repeat clients
19 years of experience
Pleasant Valley, NY, 12569

Nicole and Csaba were wonderful with my dog, Tate. It’s very clear how much they care about dogs and how involved they are during the stay. I received frequent updates and Tate looked incredibly happy in every picture and video. I will most certainly use their services again in the future.

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Christian H.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
59 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: Ryan F.
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Ryan F.
from
$55
per night
5.0 out of 5 stars
6 reviews
15 years of experience
Redding, CT, 06896

Ryan went above and beyond was expected. I got update pics and even a call just letting me know my pup was doing great. Maverick received dinner and breakfast exactly as instructed. He even got to visit the dog park (and yes I was ask before of that would be okay to do). Would highly recommend.

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Drew F.
Sitter Profile Image: Lily K.
Verified Enhanced Background Check
Lily K.
Star Sitter
from
$78
per night
5.0 out of 5 stars
62 reviews
18 repeat clients
20 years of experience
South Salem, NY, 10590

We love, love, love Lily and her whole family, including Speedy. Our dog Flynn is so happy they’re running and playing and feeling like he’s at his home away from home. We can’t recommend Lily enough!

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Ashley R.
Sitter Profile Image: Annmarie K.
Verified Enhanced Background Check
Annmarie K.
from
$70
per night
5.0 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
Brookfield, CT, 06804

We booked Annmarie on short notice and we couldn't be happier. Annmarie was unbelievably accommodating with the drop off and pick up time for us. She kept us informed right from the start with texts,pictures,and videos throughout our dog's stay. He got plenty of exercise and walks throughout his stay. It snowed throughout his stay and Annmarie even gave him a bath(much to our surprise) right before we picked him up. We had a phenomenal experience with Annmarie, our dog was well taken care of and we will definitely be using Annmarie again!!

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Joe D.
Sitter Profile Image: Donna w.
Verified Enhanced Background Check
Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

Donna is absolutely great, very nice, accommodating and very punctual. She sent many pictures with our dog, who seemed very happy and well taken care of. We are very pleased to have met her and shall definitely contact her again for future bookings. Thank you, Donna!

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Mrs Lidia F.
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Over 200
pet parents in Pawling have booked dog boarding

Pawling dog parents share their Rover experiences

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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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Pawling average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Pawling is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Pawling dog boarding rates can be found as low as $35 to as high as $60 per night.

If you’re searching for a Pawling dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 970 sitters provided dog boarding in Pawling. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Pawling dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Pawling have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Pawling.

Rover makes it easy to find Pawling dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 970 dog boarding sitters in Pawling on Rover, so you’re sure to find the perfect match for your dog! In Pawling, 97% of sitters offer daily exercise, 100% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.