Dog Boarding in Woodbury

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Top rated Woodbury 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: Saori A.
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Saori A.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Newtown, CT, 06470

Our Bernese Mountain dog, Beau, has been exceptionally well cared for and very happy playing with his friends during extended stays at Saori’s farm!

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Tony S.
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
69 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

Jessica and Ian were terrific! We went away to a family wedding and I was so nervous leaving my 17 year old Bo. When interviewing them I told them about Bo being elderly with walking issues and other elderly ailments, and they assured me that they had no problem, loved elderly dogs, and would take great care of him. Well they were right!! He settled right in and looked so happy in the pics they sent. And he was fine and relaxed when we picked him up.

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Penny H.
Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
152 reviews
78 repeat clients
4 years of experience
Waterbury ct, CT, 06708

Yajaira was amazing with my 2 Huskys. They were too happy having so much fun and they well care with yajaira. She take care my dogs very well. When I picked them up they were so clean and smell so good. I recommend 200%. Thank yo you so much. NeXT trip I will count on yajaira.

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Charles A.
Sitter Profile Image: Kathleen D.
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Kathleen D.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Watertown, CT, 06795

This was our first time with Kate and we couldn’t be happier. She sent many pictures from walks and it was obvious Nellie was very happy throughout her stay. Highly recommend

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Thomas P.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$68
per night
5.0 out of 5 stars
53 reviews
16 repeat clients
10 years of experience
Danbury, CT, 06810

Rachael is the best dogsitter ever! She always seems to have a house full of dogs (some her own, some sittees), and my dog has a wonderful time and even comes home a little more trained! I cannot recommend her enough -- she is warm and kind and clearly just loves dogs.

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Maia H.
Sitter Profile Image: Bruce B.
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Bruce B.
Star Sitter
from
$52
per night
5.0 out of 5 stars
425 reviews
180 repeat clients
50 years of experience
Woodbridge, CT, 06525

Bruce did a great job taking care of my dog Mello. I get really nervous leaving him and Bruce kept my mind at ease. He sent frequent updates and pictures which I really appreciated!! Highly recommend!

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Michelle G.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$48
per night
5.0 out of 5 stars
168 reviews
47 repeat clients
15 years of experience
Seymour, CT, 06483

Elizabeth is the absolute best with our dogs! Our older dog was having some GI issues and she went out of her way to cook for her and keep us updated. When we picked her up the issues were resolved and our dogs were so happy!!! The updates she gave daily were a great comfort and she was extremely responsive ☺️

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Lauren A.
Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$60
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
MONROE, CT, 06468

Jennifer does such a good job taking care of our dog. We can have peace of mind while traveling, knowing that our dog is in good hands. She sends regular updates with photos and videos and is very professional. She is now our go-to sitter, and we recommend Jennifer 100%!

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Josh F.
Sitter Profile Image: Rich U.
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Rich U.
from
$62
per night
5.0 out of 5 stars
341 reviews
84 repeat clients
20 years of experience
Danbury, CT, 06811

Rich is a very kind person who is very experienced with dogs. He gave us updates everyday and is a great dog watcher. We felt at ease while away.

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Jenna M.
Sitter Profile Image: Annmarie K.
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Annmarie K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
30 years of experience
Brookfield, CT, 06804

Annmarie was incredibly flexible and communicative with everything! Zoe loved her and there was never a moment we weren’t happy with our decision to trust Annmarie with our girl!

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Ethan H.
Sitter Profile Image: Svitlana M.
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Svitlana M.
from
$55
per night
5.0 out of 5 stars
7 reviews
15 years of experience
Danbury, CT, 06811

Svitlana & her family were absolutely lovely! Our 1.5 Goldendoodle just loved her stay. Svitlana kept us updated with lots of photos and videos. We are so happy as this was our dogs first time away from us since she’s been with us.

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Angelica
Sitter Profile Image: Madison P.
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Madison P.
from
$55
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Sandy Hook, CT, 06482

We have booked with Madison several times for our pups. Madison has been amazing with Holly and Murray every time they have stayed with her. She’s super reliable and really loves our pups, so we always know they're in good hands. Highly recommend her!

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Jennifer M.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
6 repeat clients
40 years of experience
Terryville, CT, 06786

From the first contact, I loved James' response. He first asked about meeting Neo to see if he would be a good match for his family, which gave me peace. He kept in contact by sending us pics and updates during our time away. No regrets! 🙏🏻

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Tania C.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
61 reviews
35 repeat clients
12 years of experience
Watertown, CT, 06779

I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!

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Megan Z.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
344 reviews
117 repeat clients
3 years of experience
Naugatuck, CT, 06770

We just hired Erika as a dog sitter for my two dogs, and I couldn't be happier with her service! From the moment we met, she showed genuine care and enthusiasm for my pets. During her time with them, she kept me updated with adorable pictures and messages, which put my mind at ease. My dogs were happy and well-cared for, and it was evident that they were treated like family. Erika's attention to detail and loving approach made all the difference. I highly recommend her to anyone in need of a reliable dog sitter!

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Carlos A.
Sitter Profile Image: Hazard L.
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Hazard L.
from
$58
per night
5.0 out of 5 stars
43 reviews
17 repeat clients
10 years of experience
Fairfield, CT, 06825

I booked with Hazard for a weekend, and I can’t say enough positive things about the experience. They were truly awesome! From the start, I felt completely at ease thanks to the frequent photo updates they sent. It was wonderful not having to wonder how my dog was doing because I got to see him happy and well cared for throughout the day. On top of that, they even provided a cute “report card” at the end of the day, which was such a thoughtful touch and gave me a great little summary of how he did. Overall, I was really happy with their care and would highly recommend them to anyone looking for a reliable dog sitter.

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Ashley M.
Sitter Profile Image: Jill D.
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Jill D.
Star Sitter
from
$52
per night
5.0 out of 5 stars
84 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

We had a repeat stay for one of our dogs with Jill and her family when we were away. Jill maintained consistent communication with updates and photos. She reached out if there were any questions, and we can’t say this enough— we knew we were in good hands! We felt like our dog received the same amount of care and attention that he would receive from us at home. He was loved and pampered during his stay. Thank you for another great stay, Jill! :)

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Jung K.
Sitter Profile Image: Tinaclem L.
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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

Tinaclem too great care of Mika! She was great with communication and took her on plenty of walks and have gave her plenty of love and care and had a a wonderful home to keep her in! Tinaclem was super nice and I would definitely would suggest her and use her again!

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sam b.
Sitter Profile Image: Kristin L.
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Kristin L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
55 reviews
17 repeat clients
5 years of experience
Trumbull, CT, 06611

Kristin was great, communicative, and super accommodating of our pup! She was happy and excited to stay and visibly moping the next day after we picked her up (in a good way)! Would absolutely contact Kristin and depend on her family again!!

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Derek H.
Sitter Profile Image: Liliana Z.
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Liliana Z.
Star Sitter
from
$55
per night
5.0 out of 5 stars
27 reviews
13 repeat clients
10 years of experience
Middlebury, CT, 06762

Chestnut had a wonderful experience. I appreciated Lilliana sending me daily pictures of Chestnut so my daughters could see him enjoying his stay. Thank you again Lilliana for taking such great care of chestnut.

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Daren S.
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Over 4
pet parents in Woodbury have booked dog boarding

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  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 Woodbury is $55

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 Woodbury average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Woodbury is $55 per night, including service fees. Boarding your dog for one week typically costs $385. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Woodbury dog boarding rates can be found as low as $26 to as high as $60 per night.

If you’re searching for a Woodbury 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 Mar 2026, 775 sitters provided dog boarding in Woodbury. 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 Woodbury dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Woodbury have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 Woodbury.

Rover makes it easy to find Woodbury 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 775 dog boarding sitters in Woodbury on Rover, so you’re sure to find the perfect match for your dog! In Woodbury, 95% of sitters offer daily exercise, 97% offer medication administration, and 92% 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.