Dog Boarding Williamsburg

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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: Angela G.
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Angela G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
18 years of experience
Upper East Side, Milwaukee, WI, 53211

Angela is simply wonderful. She took excellent care of our 13 year old Pit Bull mix while we were on our two week vacation. Our dog wasn’t used to being away from us that long and since he had always received a lot of attention and care, we were worried about finding someone who would take just as good care of him. From the moment we met Angela, we felt completely at ease. Her warm, positive attitude immediately reassured us, and she wasn’t fazed at all by our dog’s hip issues and reduced mobility. Throughout our trip, she kept us updated with regular messages and photos, which gave us great peace of mind while we were away. Our dog was extremely well cared for, and we are so grateful to Angela for the love and attention she gave him. We would absolutely choose her again in the future and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter.

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Danica L.
Sitter Profile Image: Julia & Colin H.
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Julia & Colin H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Milwaukee, WI, 53211

Working with Julia and Colin was our first Rover experience and we could not be happier with how it went! Julia is extremely communicative and made the process easy. Our dog took to them very quickly and we could tell she was made comfortable in their home. We look forward to booking with them again!

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Kaitlyn K.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
159 reviews
43 repeat clients
30 years of experience
Glendale, WI, 53217

Kim and Tom are THE best . We’ve had many stays and all have been great . Processional/ Reliable and Safe . Poppy and Dudley the Pugs LOVE coming for visits and can’t wait for the next one .

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Liz J.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

Clark had so much fun staying with Andrew and his family! They have a big fenced in backyard and I got plenty of pictures of Clark playing :) definitely would book again!

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Jacquelyn S.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
117 reviews
41 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee did wonderful taking care of my 11yo Shih tzu and 2yo Goldendoodle. She took them on walks, and sent me updates while I was on my trip!! She was flexible with the time changes in my travel and made it easy for me to pick them up!! I know my pups were in great care with Ashlee!! Thanks again ☺️

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

Gabriel treated our dog like his own. He took him out for many walks per day and my dog loved playing with his cute little one! He was super communicative and sent us updates every day. We won't hesitate to book with Gabriel again.

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

Frank was really wonderful with Josie. He was very communicative and sent lots of photos during her stay. Highly recommended, will definitely be a repeat customer

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Thomas & Lihong S.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
212 reviews
88 repeat clients
35 years of experience
Brown Deer, WI, 53223

If I could give 10 stars I would! Duke has been with me since he was 8 weeks old and never had stayed anywhere else. Yolanda was very accommodating to a last minute booking. Yolanda took in Duke for 2 nights and took care of my Duke as her own! I was sent picture updates from Yolanda and made me very comforter Duke was in good hands. I will most definitely book again with Yolanda when I need some mom time! Again thanks so much Yolanda!

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Chelsi M.
Sitter Profile Image: Scott S.
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Scott S.
from
$37
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Esther J.
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Esther J.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
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: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura did amazing with Romeo, she updated us everyday on how he was doing and was very responsive. Romeo was in very good hands. We would definitely use her again!

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Kyle A.
Sitter Profile Image: Michael J K.
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Michael J K.
Star Sitter
from
$40
per night
4.9 out of 5 stars
204 reviews
102 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ and his wife were so caring towards Stevie while we were away! They cared for him like he was their own, and sent so many thoughtful updates. Stevie was sad to leave at the end of his stay with them. Thank you!!

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Rachel W.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
183 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

I knew Rupert would be in excellent care from the moment we met Rebecca & her family prior to his stay. They are very friendly, easy-going people who clearly enjoy welcoming new dogs into their home. Rupert is very social & has a lot of energy. It was perfect that they have dogs of their own & a large fenced-in yard, giving Rupert plenty of room & freedom to run & play with his new friends. I appreciated the daily check-ins, complete with pictures & videos & short reports about how Rupert was doing. I will definitely be booking again in the future.

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Mary Beth L.
Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$39
per night
4.9 out of 5 stars
47 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Angel and Little Man always have a great time. Easy scheduling, great response times, and my pups are exhausted from playing when they get home. Thanks !

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Kendra A.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Capitol Heights, Milwaukee, WI, 53218

Ashley was absolutely amazing with Chase and Coco! She kept me updated the entire time with pictures and videos, which gave me so much peace of mind. It was clear they were well cared for, happy, and loved while I was away. I had no issues or problems at all. I truly appreciate the excellent care she provided, and I will definitely be booking with her again. Highly recommend!

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Ashley B.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
58 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

Thank you so much Dawn for watching Olive. This is the first time I’ve left her and it sounds like she was a bit difficult so I really appreciate it!

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Justine S.
Sitter Profile Image: Monique B.
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Monique B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
264 reviews
75 repeat clients
20 years of experience
Mequon, WI, 53097

Monique and family were amazing with my anxious pup. She worked with Dixie to make her feel at home. Dixie was very well taken care of. Monique stayed in communication with me and was very accommodating. I will most definitely utilize her again and suggest to my friends to do so as well.

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Shayla L.
Sitter Profile Image: Auria R.
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Auria R.
from
$60
per night
5.0 out of 5 stars
165 reviews
70 repeat clients
40 years of experience
Glendale, WI, 53209

Auria was excellent. Her communication skills were great (very important). She easily accommodated special requests - such as taking a birthday photo of my dog for my daughter’s birthday while we are away.

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

Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.

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Rachel S.
Sitter Profile Image: Marilynn M.
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Marilynn M.
from
$35
per night
5.0 out of 5 stars
76 reviews
33 repeat clients
35 years of experience
White Manor, Milwaukee, WI, 53219

Marilynn was great with Ari! I’m a first time rover user and she helped put my nerves to rest and answered all my questions and even let us have a meet and great. Her communication was great and we loved seeing what Ari was up to on her vacation. 100% would recommend Marilynn and definitely plan on having Ari stay with her in the future. Thanks for taking such great care of our pup!

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Heather R.
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The median cost per night for dog boarding in Williamsburg is $45

Dog parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Anytime we drop him off he is so excited to go on his doggy vacation that I don’t even feel guilty! Thank you for taking such good care of our boy.

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Lilly J.
Boarding
5.0 out of 5 stars

Sonja was great! Love the fact that she had little dogs of her own so it felt Like a doggy daycare lol! Had such a better experience than any dog motel and getting pictures of them was just the best!

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Ashley C.
Boarding
5.0 out of 5 stars

Siena had the best time and came home very happy and relaxed. Angela was so kind, responsive and professional. She sent multiple photos and updates. I highly recommend her and her delightful dog Zoey.

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Deirdra M.
Boarding
5.0 out of 5 stars

Julia & Colin were wonderful with our 10 year old maltese. I could tell they gave her lots of love and took great care of her 😊

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Ashley K.
Boarding
5.0 out of 5 stars

Frank was so kind and patient with our 8 month old puppy. He sent regular updates and photos. I would highly recommend him. He clearly loves dogs, even when they are a bit challenging.

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Elizabeth F.
Boarding
5.0 out of 5 stars

Lisa is great!! She was so attentive to my dog and checked in multiple times with updates and pictures. Lisa is super friendly and I cannot recommend her enough!

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Avery F.
Boarding
5.0 out of 5 stars

Esther once again came to the rescue. I booked last minute and she was able to accommodate and be flexible when my flight changed .

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Precious G.
Boarding
5.0 out of 5 stars

Nylia was amazing! she’s very communicative, kind &’ provided daily video/pics of my Chanel while i was away. i could be at ease knowing Chanel was in great care w/ Nylia. I would certainly return to her &’ recommend her to those who need a great sitter.

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Zarionna R.
Boarding
5.0 out of 5 stars

Mika is awesome. She is trustworthy and skilled in relating to my dog who was immediately comfortable at our meet and greet. Mika sent pictures during my trip and reassured me that everything was cool. I am so glad we connected and I will be reaching out to her again without a doubt.

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Lisa K.
Boarding
5.0 out of 5 stars

Ethan and Sara were amazing! They took fantastic care of our dog, Auggie. A super responsive, thoughtful, and caring couple. They kept us updated while we were on our trip, asked great questions, and kept Auggie exercised (his favorite thing to do), happy, and comfortable. Would recommend 🌟 and look forward to another opportunity to have them dogsit for us!

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Jayme B.
Boarding
5.0 out of 5 stars

Auria was a great sitter. Macy seems to have enjoyed playing with her dogs. She sent us updates during her stay. We would recommend her to others.

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DeWayne B.
Boarding
5.0 out of 5 stars

Angie was great to work with. Despite my dog Jozzie’s quirks and mannerisms she was bow to make her feel at home and comfy. I also appreciated the photos she took of Jozzie lounging around in their spacious back yard on the river ! Thanks Angie. I hope you can take care of Jozzie in the future!

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David B.
Boarding
5.0 out of 5 stars

Lori was very communicative throughout the stay and flexible with pickup and drop off. She took great care of Rosie and sent pictures each day. Would highly recommend!

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Abby S.
Boarding
5.0 out of 5 stars

Thank you very much again for taking care of Spots and Lorenzo. They always are so comfortable and came back happy.

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Mariana G.
Boarding
5.0 out of 5 stars

Flor was such an amazing sitter for our pups! We needed someone to care for our girls while we went to summerfest and I’m so glad we found her. She was very communicative and proactive with our dogs, and mentioned many things she does for dogs that are above and beyond, like rolling up a towel with treats or food (which is something we do at home with ours but have never asked or mentioned to a sitter previously). I was worried about our girls, especially our older one, because Flor and her partner were watching them during an extreme heat wave, but they took such great care and only took them out very late, and even prepared frozen fruit for them (they didn’t eat any apparently but at least they had the option!). As soon as I dropped our dogs off, we got very sweet pictures of them cuddling on the couch, and lots of videos and pictures over the 24 hour stay. I would absolutely have Flor watch our girls again! Thank you so much for taking them into your home!

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Amanda S.
Boarding
5.0 out of 5 stars

Emily was incredible! We left our pup with her for over a week as we travelled for a vacation. Leela received so much attention and care from her! Emily also sent us regular updates and communication was easy and smooth. Thank you so much Emily for caring for her so well :)

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Meena C.
Boarding
5.0 out of 5 stars

Liz took such great care of Stormi. I knew I was leaving my somewhat anxious dog in very capable hands. She gave me updates, sent pictures and was super responsive. Highly recommend!!

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Kit T.
Boarding
5.0 out of 5 stars

I had a great experience! Ixzel is reliable and communicative. I loved receiving updates and photos—it gave me so much peace of mind. My doggie Chanel came back happy and well taken care of. I would definitely recommend and book again!

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Rodaris R.
Boarding
5.0 out of 5 stars

Ellie did a great job with my dog! Very easy to coordinate drop off and pick up and took my dog on many walks and even to the beach for a pup cup. You could tell my dog was sad to say goodbye when i picked her up!

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Tony C.
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
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