Dog Boarding In Williamsburg

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Top rated Williamsburg 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: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
124 reviews
55 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

I am thankful Rhonda was able to watch my Boston Terrier on short notice. I was very comfortable leaving him with her and will definitely have her watch him in the future.

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Stephanie Q.
Sitter Profile Image: Gabriel M.
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Gabriel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
5 years of experience
Riverwest, Milwaukee, WI, 53212

Gabriel took excellent care of my dog while I was away. I appreciated being updated with frequent pictures throughout the day. I highly recommend Gabriel and I would definitely have him watch my dog again.

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Jerek F.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
151 reviews
38 repeat clients
30 years of experience
Glendale, WI, 53217

Poppy and Dudley had a great time at Kim’s house. Kim was so welcoming and reassuring. Updates and pictures made it a seamless and worry free experience. We will be back in just a few short weeks.

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Liz J.
Sitter Profile Image: Esther J.
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Esther J.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Franklin Heights, Milwaukee, WI, 53206

Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.

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Heather B.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
187 reviews
77 repeat clients
35 years of experience
Brown Deer, WI, 53223

Yolanda is always flexible, especially with last minute requests! My wife and I were in a pinch to find boarding before our wedding and Yolanda and her family totally stepped up. Our pup loves Yolanda and we couldn’t recommend her any higher.

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Charlie C.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
from
$45
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Milwaukee, WI, 53211

Julia and Colin were great! They communicated well and even met Toast before boarding! We received a lot of pictures where our dog was smiling and having a good time with them. We will definitely book again!

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Lakara T.
Sitter Profile Image: Ann & Arman M.
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Ann & Arman M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann and Arman are the absolute best! They're so kind and caring with our dog and she loves staying with them. I'm fairly certain our dog prefers them over us at this point :)

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Ashley E.
Sitter Profile Image: Karen D.
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Karen D.
from
$45
per night
4.9 out of 5 stars
18 reviews
5 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

The best rover user we’ve had the pleasure of meeting. Plenty of walks, photos, and updates throughout. We will certainly be using Karen again.

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David G.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
107 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!

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Alayna & Natalie W.
Sitter Profile Image: Katharine & Michael S.
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Katharine & Michael S.
from
$44
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
35 years of experience
Wauwatosa, WI, 53213

Our GSD Cali was so well cared for with Kathy and Mike! Their kids loved on her and she was clearly so comfortable in their home. We never worried about her!

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Adrianne W.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Andrew and his family were amazing with Oscar. They treated him like he was a part of their family. I so appreciate everything they did! Thank you so much!!!

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Nikki M.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
325 reviews
97 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so great with my nervous dog. You can tell, and my dog could tell, that’s she’s a pet lover. My dog latched on to her and Lisa was very reassuring sending pictures and updates letting me know my dog was in good hands. I was able to relax more on my vacation knowing ZeZe was being well cared for!

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Kristen K.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
16 years of experience
Borchert Field, Milwaukee, WI, 53206

Jessica took great care of our two dogs. She was very welcoming and flexible. The dogs felt a home.

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Mariana G.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
1 year of experience
Cambridge Heights, Milwaukee, WI, 53211

Frank was great! He provided updates and photos throughout my pup’s stay. He was responsive to questions, friendly, and seemed genuinely happy to watch my dog.

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Andrew B.
Sitter Profile Image: Megan & Richard S.
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Megan & Richard S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
41 reviews
13 repeat clients
20 years of experience
Historic Third Ward, Milwaukee, WI, 53202

Megan and Richard took amazing care of Bear! From the moment we dropped him off, they made us feel completely at ease. They kept us in the loop throughout the entire babysitting time with updates and photos, which really showed how much love and attention they gave him. Bear came home happy, relaxed, and clearly well cared for. We couldn’t have asked for better sitters—highly recommend them! 🐾

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Kathy M.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

I highly recommend Laura! Her easy-going & friendly demeanor was evident from our first meeting, making my decision to leave Rupert with her for a long weekend a no brainer. I really appreciated the updates & photos she shared throughout Rupert's stay with her. It was apparent when I picked him up, that he had enjoyed his time with Laura & her pup, Diesel. I will absolutely book with Laura again!

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Mary Beth L.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53213

Sarah and her family took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!

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Anna W.
Sitter Profile Image: Auria R.
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Auria R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
156 reviews
66 repeat clients
40 years of experience
Glendale, WI, 53209

Sadie is excited to come stay with Auria, Ravyn & Dallas! She has significant separation anxiety usually, but not here! She's happy, I'm happy.

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D F.
Sitter Profile Image: Rebecca S.
Verified Enhanced Background Check
Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
177 reviews
54 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca and her family made sure to make our dog feel right at home. We received 1-2 updates per day with multiple pictures. Would recommend to anyone looking for a sitter for their furbaby!

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Anthony & Taylor D.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey was an amazing dog sitter! This was our first time leaving our 1year old lab and she handled him with such grace. We received so many updates and videos throughout the weekend. She took such great care of him - he came home as though nothing had changed. Dune was also such a wonderful pup companion. I would rebook again and again!

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Emily M.
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Williamsburg dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I found Mikalanne a month ago and kept them in mind for future petsitter needs and I’m glad I did. Reptar has severe separation anxiety and when it was time to say goodbye, Mikalanne distracted him by taking a quick jog up the street - making an otherwise stressful moment for Reptar a fun moment of play. From the daily updates, I knew how Reptar was doing and it gave me peace of mind during our time a part. I will definitely be booking services with Mikalanne in the future, clearly Reptar likes them!

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Jeffrey M.
Boarding
5.0 out of 5 stars

Emily was amazing! She sent lots of updates and made sure Milo had the best time. We will definitely use Emily again in the future :)

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Abbey F.
Boarding
5.0 out of 5 stars

Agustin was amazing! He was able to take Ryder last minute, and helped coordinate with my mom when I was across the country and plans changed. He was very responsive and quick to messages. He was very flexible and allowed me to pick up my dog late in the evening. Ryder was happy and tired when he came home. Agustin was able to accommodate mh is needs dog, staying with him the entirety of his stay as he has separation anxiety. He was able to give him multiple walks, and lots of time with his pup Ziggy. Ziggy and Ryder seemed to bond and enjoy playing and elf ing time together. Ryder can be a barky boy, but he was accepting of him and still let him people watch through his beautiful, giant window. I would definitely rebook with Agustin if needed in the future.

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Ashley S.
Boarding
5.0 out of 5 stars

Megan has been incredible! She treats our dog cooper like her own. They have gone to dog parks, boat rides, beer gardens, runs, and more! Her golden doodle, Sunny, is best friends with Cooper and they play so well with each other! She always sends pictures and updates which we love. We have also used Megan for walks and she is punctual and always takes pictures!

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Lauren L.
Boarding
5.0 out of 5 stars

Angie was great with my fur baby Kaya. The updates and pictures were greatly appreciated. I will absolutely use her again.

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Laura S.
Boarding
5.0 out of 5 stars

Julia and Colin were SO great!! They communicated extremely well both before and during the boarding. They provided updates including photos throughout the visit, which helped me feel at ease knowing my dog was having a great time! I felt completely comfortable leaving my dog with them and will absolutely consider them again next time I need care!

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Anna C.
Boarding
5.0 out of 5 stars

Ashley is awesome, this was my second time booking with Ashley and I highly recommend her. She goes above and beyond to ensure my senior dog has a great stay - thank you Ashley! 🐕💕

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Shianne R.
Boarding
5.0 out of 5 stars

Ester was great with Zeus. Zeus is very energetic, and had a wonderful time. I was sent videos of him during his stay. Will definitely book with Ester again.

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Heather B.
Boarding
5.0 out of 5 stars

Genesis is super reliable and very communicative. Prince loves spending time with her! I cannot recommend her enough!!!!

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Lenys H.
Boarding
5.0 out of 5 stars

Sonja was super responsive and gave a lot of updates while I was gone! I felt like my pet was well cared for and I could tell my dog really liked her!

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Maria V.
Boarding
5.0 out of 5 stars

Monica was very communicative, flexible with scheduling, and great with Teddie! Appreciate this and will def come back :)

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Audree H.
Boarding
5.0 out of 5 stars

Veronica is the best dog sitter ever! She and her sweet family take such great care of Flo every time!

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Quintin R.
Boarding
5.0 out of 5 stars

Lucy had a great time at Jessica’s, as always! Jessica took the dogs on a nature walk! One of Lucy’s favorite things. It was great to see photos of the action while I was away. Jessica does such a great job of sharing pics and videos. And Bob is such a perfect buddy to have around 24/7! Always wanting to play and completely friendly.

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Jess
Boarding
5.0 out of 5 stars

Kim was great with our pups. And it was great to get regular updates and photos so we knew they were in good hands.

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Raisa K.
Boarding
5.0 out of 5 stars

Angela and her family took such great care of our pup while we were away on vacation! They provided a safe and comfortable home as well as sent an update and photo of how our pup was doing each day. Angela was flexible to meet our needs regarding drop off and pick up which we really appreciated! Highly recommend Angela for Rover pet sitting!

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Jen R.
Boarding
5.0 out of 5 stars

Auria took great care of our Cooper, and even gave him eye drops all week when a last minute medical issue arose. Thank you, Auria!

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Elizabeth D.
Boarding
5.0 out of 5 stars

Ellie is wonderful to work with! She did an amazing job keeping us informed and providing excellent care while boarding our 1yr old golden retriever while we were on vacation for a week. We will definitely be using her again for future rover needs.

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James P.
Boarding
5.0 out of 5 stars

Nylia was amazing. Miyake stayed with her for over a week. She sent plenty of photos and videos. Miyake seemed right at home the entire stay and enjoyed playing with her chihuahua. I’d recommend Nylia to anyone looking for boarding for their pet. Thanks Nylia!

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Kynala P.
Boarding
5.0 out of 5 stars

Lisa was amazing with our dog Winston. She made it easy for us to leave and feel at ease on our vacation. She is extremely kind and it was obvious to us she worked very hard to make sure Winston was happy and comfortable in her home. Communication was great and we appreciated the updates and the photos. We already have another stay with Lisa on the books.

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Becky K.
Boarding
5.0 out of 5 stars

Took excellent care of Poppy and communicated well. Second time with Amy and her husband and they were amazing.

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Emma S.
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!

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.

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Williamsburg 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.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Williamsburg.

Rover makes it easy to find Williamsburg 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

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.