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
332 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

Annette is the best! She frequently watches Vida, sometimes for extended periods, and Vida loves it! She always comes back happy, healthy, and a little tired. I love working with Annette - she is super kind, friendly, loves our dog so much, and she is very reliable. Highly recommend!

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Jen R.
Sitter Profile Image: Erika N.
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Erika N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
20 years of experience
Carmel, NY, 10512

Erika was wonderful! Highly recommend (and will to my friends as well). She was extremely responsive in preparation for our trip, and understanding of some special needs for our yellow lab. She sent pictures throughout, and was flexible when a winter storm messed with our plans (she stayed up late so that we could pick up our pooch). Thanks for taking such great care of our dog, and for being such a pleasure throughout this process, Erika!

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Mike T.
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Newtown, CT, 06470

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.

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

Words can not describe how thankful we are that we found Rich. We could not have asked for a better caregiver/sitter. We loved watching all the pictures and videos of our pup having the time of her life!! Now that we found Rich he is our #1 go to. Thank you so much Rich!! We hit the jackpot when we found you!

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Minas E.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$68
per night
5.0 out of 5 stars
55 reviews
17 repeat clients
10 years of experience
Danbury, CT, 06810

Rachael was so good with Swift! He can be a little much, but she took him for lots of hikes and play time and he came home tired, happy, and better behaved. You can tell she loves what she does.

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Mahayla G.
Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
5 reviews
2 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: Veronica C.
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Veronica C.
from
$50
per night
5.0 out of 5 stars
19 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: Stephen N.
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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

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.

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Paul F.
Sitter Profile Image: Jeff H.
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Jeff H.
from
$64
per night
5.0 out of 5 stars
196 reviews
67 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Jeff took excellent care of Luna. I couldn't have asked for a better first time experience boarding my dog. The daily photos and updates helped to decrease my anxiety. Will definitely use them again.

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T T.
Sitter Profile Image: Nicole G.
Verified Enhanced Background Check
Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
127 reviews
29 repeat clients
20 years of experience
Danbury, CT, 06810

This is the second time we asked Nicole to watch Monty, our young and very energetic pup. Once again we could enjoy the time away because we knew he was in great hands and receiving lots of TLC. Communication is great and Nicole makes the whole process easy. Our rambunctious boy was calm for days after pick up due to all of the exercise and play time he indulged in at Nicole’s!

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

We dropped off our Brittany Spaniel for a one night stay last minute, Rosemarie and her family were very accommodating and excellent sitters. Our dog doesn’t have a backyard so he was super excited to be able to run in their large fenced yard. We would absolutely use her again for boarding if back in the area.

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

Dew is a great communicator and a pleasure to work with. She clearly cares about the dogs in her care. Juno had a great time and we have already booked another overnight.

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Edward M.
Sitter Profile Image: Brandie B.
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Brandie B.
from
$65
per night
5.0 out of 5 stars
46 reviews
14 repeat clients
30 years of experience
Poughkeepsie, NY, 12603

Brandie was great with cookie gave her all the attention she could ever need and kept me updated with pics and notes I didn’t worry well I still worry but that’s normal. Cookie had a great time and I knew she was taken well care of will definitely be using Brandie again

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Teresa B.
Sitter Profile Image: Tinaclem L.
Verified Enhanced Background Check
Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
55 reviews
11 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: Briana L.
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Briana L.
from
$53
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
5 years of experience
Patterson, NY, 12563

Brianna did a great job boarding Coco. Coco adapted well to Brianna’s style and care practices. Brianna easily accepted our guidance about Coco’s habits and preferences. We received daily feedback and photos which was very reassuring. We certainly would use Brianna again as needed.

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Mark R.
Sitter Profile Image: Matthew H.
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Matthew H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

Matthew and his family are excellent dog caregivers! They have a very large fenced yard for the dogs to play. They are very attentive and sent many photos! I have an older newly adopted dog, they were so sweet and gentle with her. I highly recommend them!!!

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Kim F.
Sitter Profile Image: Annmarie K.
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Annmarie K.
from
$70
per night
5.0 out of 5 stars
36 reviews
13 repeat clients
30 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
25 reviews
9 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.
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

Lily took wonderful care of my dog Pippa! It was my first time working with her and I will definitely use her again. Pippa is a very playful dog and Lily kept her entertained and engaged the whole time. I think Pippa was very bummed to come back home and leave her new friends. Thanks Lily!!

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Laurel N.
Sitter Profile Image: Mildred P.
Verified Background Check
Mildred P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
71 reviews
22 repeat clients
15 years of experience
Poughkeepsie, NY, 12603

Mildred and her family were so patient with Henri! Kept me updated on activities throughout the day and provided pictures and videos. Thank you so much!

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Rachel J.
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Over 204
pet parents in Pawling have booked dog boarding

Pawling dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

My pups seem so comfortable and safe and superbly cared for with Annette! Their new home away from home

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Amy B.
Boarding
5.0 out of 5 stars

Annette always takes such wonderful care of our dog. She comes back happy and healthy each time. Thank you, Annette and family!

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Catherine B.
Boarding
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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 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Apr 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 Apr 2026, 456 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, 87% 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 10 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 456 dog boarding sitters in Pawling on Rover, so you’re sure to find the perfect match for your dog! In Pawling, 96% of sitters offer daily exercise, 97% offer medication administration, and 93% 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.