Dog Boarding in Brewster

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Top rated Brewster 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: 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 dog sat my dog for 3 days and 2 nights. I am very happy with his stay. He was individually cared for, even though there were other dogs there. Dew sent emails and pictures daily. I would definitely use her again to watch my dog. Thank you Dew 🦋

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Joann W.
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

Sue was great. Really patient and accommodating. My pup was returned to me happy and healthy. Her husband was also very nice and they both seemed very confident and comfortable with my pup who’s a 48lb pittie. Thank you Sue and Franky. We appreciated your care and attention to our fur baby. Sue also sent regular selfies of the pup and was quick to reply to messages.

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Rachel C.
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 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: 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

Erika is absolutely amazing with our dog, Gotham! She is incredibly responsive, reliable, and truly caring. It gives us so much peace of mind knowing Gotham is in such loving and attentive hands. You can tell she genuinely cares about the dogs she watches, and it shows in everything she does. We feel so lucky to have found her and highly recommend her to anyone looking for a trustworthy and compassionate dog sitter!

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Rachael F.
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 was very good with my dog. My dog needed medicine daily and she was happy to help with that She sent updates regularly and I could tell my dog enjoyed being at her place.

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Ioana O.
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

Rich was amazing! This was our first time with Rich and also the first time my pup stayed with anyone outside of family. My pup has pretty bad separation anxiety and Rich did such an amazing job at making him feel comfortable. He makes it a point to make sure all the dogs are feeling comfortable and getting along. My pup warmed up to the situation quickly and seemed to have a great time. He offers to send pics/videos as much or as little.. i of course opted for as much and I was updated every day throughout the day! I traveled from Brooklyn and it feels well worth it. Will continue to use him as my dogs watcher!

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Brittany B.
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

Little skeptical with the app at first, but after reading all the reviews of the several individuals I contacted , and reading the reviews about Rachel, I decided to give this app a chance . So happy I gave Rachel a chance ! Nothing but positive reviews !!!! I got daily photos of my dog having a better time with her than with me. I actually started feeling a little jealous , almost at the point where I was afraid he would not come home with me. She’s awesome very attentive would highly recommend her.

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John C.
Sitter Profile Image: Kyle K.
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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 was very welcoming, easy to meet/talk to, thorough in his overview of services, and happy to answer all of our questions. He’s clearly a dog lover and was willing to accommodate any special needs of our dog. He sent photos and updates along the way as well, which was much appreciated. He took great care of our pup. Thanks, Kyle!

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Brendan K.
Sitter Profile Image: Lily K.
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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 are truly grateful to Lily for the loving care she gave to our little dog, Kodi. During Kodi's stay with Lily, she sent us daily pictures & videos of our pet. Clearly, he had a fantastic time with Lily & her lovely family. We really appreciated the thoughtfulness of her daily communications with us & all the care she gave to our little pet. Lily's an outstanding care taker.

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Regina O.
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: 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: Annette G.
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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

Annette is amazing, our Chelsea looked so happy and content in the daily photos. When we picked her up we could tell that she really enjoyed her stay and felt comfortable. It was so reassuring to us. We will definitely use Annette again.

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Elaine D.
Sitter Profile Image: Jomini M.
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Jomini M.
from
$55
per night
5.0 out of 5 stars
1 review
15 years of experience
Mahopac, NY, 10541

I had a last minute request and Jomini responded almost immediately and saved the day. She asked questions to make sure my dog had the proper precautions to be outdoors at her place and checked with me about any specific schedule before drop off. She was super responsive and flexible with timing for drop off / pick up. She sent so many pictures of my dog and I could see he was having a great time!

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Victoria B.
Sitter Profile Image: Keely M.
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Keely M.
from
$75
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
25 years of experience
Bethel, CT, 06801

Our dog had so much fun at Keely's home. Her home was perfect for our golden retriever who got so much love and attention. I will be calling Keely again for sure.

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

Rosemarie is great, always going above and beyond. My puppy got sick and Rosemarie was happy to take him to the vet and give meds. He always enjoys his stay at Rosemarie’s

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Judy D.
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 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.
Sitter Profile Image: Katharine M.
Verified Background Check
Katharine M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
75 reviews
26 repeat clients
7 years of experience
Goldens Bridge NY, NY, 10526

Katherine was fantastic with the daily pictures and comments about how our Ferguson was doing. She was perfect for him with special care to his needs and nice daily walks. Very attentive and conscientious - we love her!

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Emily W.
Sitter Profile Image: Natasha & Hamir D.
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Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
26 reviews
3 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

Natasha and Hamir took such great care of Minnie! They are so sweet and clearly very knowledgeable about dogs and are “dog people.” My dog was instantly comfortable when she met them, which put me at ease. They really treated Minnie like their own and kept me updated while I was away. We will definitely be back. Thanks for everything!

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Lauren C.
Sitter Profile Image: Andrea C.
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Andrea C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
304 reviews
184 repeat clients
25 years of experience
Norwalk, CT, 06851

Prince just spent 8 days with Andrea and her family and had a great time! Took a few days to get adjusted as he is very seldomly boarded but Andrea took great care of him and he made some new friends. Very quick to respond to texts which was nice since we were so far away. Thank you!

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Kristen S.
Sitter Profile Image: Annmarie K.
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Annmarie K.
from
$70
per night
5.0 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
Brookfield, CT, 06804

Took great care of both of my dogs. One can be a little complicated around other dogs, but Annemarie handled him with aplomb. I felt super confident in her skills and grateful for her kind attention to them. Will definitely use her again!!!!

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Jill L.
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Over 16
pet parents in Brewster have booked dog boarding

Brewster dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Rosemary takes such good care of our boy, I’m afraid he won’t want to come home. She sends pics every day, so I know he’s doing well

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Judy D.
Boarding
5.0 out of 5 stars

This is our second time using Rosemarie for pet sitting for our dog Calvin. We absolutely love the care she gives him and he gets along so great with her two dogs. Highly recommend

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Kate D.
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 Brewster is $60

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 Brewster 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 Brewster is $60 per night, including service fees. Boarding your dog for one week typically costs $420. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Brewster dog boarding rates can be found as low as $36 to as high as $87 per night.

If you’re searching for a Brewster 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, 1,478 sitters provided dog boarding in Brewster. 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, 91% of Brewster dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Brewster have an average of 17 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 Brewster.

Rover makes it easy to find Brewster 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 1,478 dog boarding sitters in Brewster on Rover, so you’re sure to find the perfect match for your dog! In Brewster, 96% of sitters offer daily exercise, 98% 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.