Dog Boarding in Havenwoods, Milwaukee, WI

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Top rated Havenwoods 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: Jes B.
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Jes B.
from
$38
per night
5.0 out of 5 stars
93 reviews
47 repeat clients
15 years of experience
Bradley Estates, Milwaukee, WI, 53223

Wallen got lots of outside time and he settled right in! I know he was very well taken care of ! Will be booking with Jes again in the future

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Taylor N.
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
24 reviews
10 repeat clients
26 years of experience
Fox Point, WI, 53217

Ann & Arman were incredible! Gracious, warm and welcoming are just a few adjectives to describe them. Darby was welcomed with open arms and treated like family from the moment she got there. They kept in touch throughout her stay, sending photos and notes which we appreciated. Almost afraid to give 5 stars so they'll available when we need them :)

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Carrie S.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
18 reviews
3 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: Daniel R.
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Daniel R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
77 reviews
16 repeat clients
15 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

Our little pup coco had the best time while under his care he sent us an update every day with a pic attached / followed all the care instructions we asked him to … we couldn’t have found a better sitter

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Jacklyn C.
Sitter Profile Image: Rhonda G.
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Rhonda G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
120 reviews
52 repeat clients
15 years of experience
Whitefish Bay, WI, 53217

Felt very comfortable leaving my doggy with Rhonda! She really takes good care of your dog and gives them plenty of exercise. She’s great at sending pictures and making you feel at ease knowing your doggy is in good hands!!

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Erica G.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
141 reviews
36 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela was absolutely amazing! I received multiple pictures a day of my dog enjoying spending time with her pups and family. She was treated her as if she was a part of the family. In fact, when I went to pick her up she didn’t want to leave ha! I would most definitely book Angela again in a heart beat. -Allie

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Allie F.
Sitter Profile Image: Michelle Y.
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Michelle Y.
Star Sitter
from
$47
per night
5.0 out of 5 stars
88 reviews
25 repeat clients
16 years of experience
Cooper Park, Milwaukee, WI, 53222

Michelle was so awesome! Communicative, kind, and so sweet to my little guy! Stuart definitely enjoyed his stay and I felt great knowing he was in good hands :)

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Allison B.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
89 reviews
33 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: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
142 reviews
37 repeat clients
30 years of experience
Glendale, WI, 53217

Kim was flexible with our schedule, accommodating, and kind. She has a passion for the pups, sent pics during their stay, and made them at home. So appreciated.

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Amy S.
Sitter Profile Image: Doreen C.
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Doreen C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
149 reviews
52 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Doreen is a sweet lady who took great care of Buddy. He was in great spirits when I picked him up. I will happily book Doreen again to look after my baby.

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Kim S.
Sitter Profile Image: Aidan H.
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Aidan H.
from
$39
per night
4.9 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Dani & Aiden were great with our dogs and very accommodating. They are extremely flexible with timing and sent us plenty of pictures through out our dogs stay.

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Courtney P.
Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
173 reviews
73 repeat clients
35 years of experience
Brown Deer, WI, 53223

We have used Yolanda many times and we are so grateful to have found a sweet and caring sitter, she and her family take great care of our fur baby. We always get pictures and messages letting us know how she is doing and we don’t worry because Kaya is in great hands.

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Laura S.
Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
from
$50
per night
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

My dogs loved their stay with Madison and Joseph!! I have an anxious pup and they did a wonderful job making her feel comfortable and at ease. I got lots of updates with pictures and videos which I loved. This was my first time using Rover so I was a little nervous but they definitely gave my Cookie and Willow a home away from home, highly recommend!😊

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Ashley G.
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
192 reviews
100 repeat clients
30 years of experience
Grasslyn Manor, Milwaukee, WI, 53216

MJ was fantastic! He was very attentive to Toto's needs and did everything possible to accommodate. He asked all of the right questions and made sure Toto was compatible with his place/family/pets before his stay. We will definitely consider using him again!

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Curt C.
Sitter Profile Image: Emma & Thomas E.
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Emma & Thomas E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
20 years of experience
Fox point, WI, 53217

Emma and Thomas took great care of our dog and sent updates daily. We so appreciated it and also their flexibility with drop offs and pickups!

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Elizabeth S.
Sitter Profile Image: Jessica s.
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Jessica s.
Star Sitter
from
$35
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

Jessica was AMAZING. She let our dogs sleep with her. She took them on walks and a hike. Our dogs loved her. They were well cared for and happy. 10 out of 10 recommend.

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Christiana R.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
309 reviews
99 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria and Nayibe were wonderful. My dog did great there. They sent lots of updates, photos, and videos. My dog loved the fenced in backyard. Maria even let my dog sleep in her bed at night! It was perfect. I could relax an enjoy my time away knowing that my dog was receiving such good care.

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Sally Y.
Sitter Profile Image: Monique B.
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Monique B.
from
$40
per night
5.0 out of 5 stars
195 reviews
53 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was amazing for taking our dog on short notice and provided the greatest care. Lots of communication and pictures. My dog definitely lived her best life while in Monique's care!

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Drew D.
Sitter Profile Image: Angela T.
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Angela T.
from
$45
per night
5.0 out of 5 stars
9 reviews
6 repeat clients
5 years of experience
Columbus Park, Milwaukee, WI, 53218

Angela was a fabulous sitter - we will definitely leave our dogs in her care in the future. She was eager to meet them in advance of watching them and flexible with that timing. She was also willing to work around some logistics with a family member dropping off our dogs at her place, which was very helpful. While we were gone, she was communicative and sent photos. We appreciated receiving her updates. We were were very pleased to come home to happy dogs. I highly recommend Angela!

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

Gabriel was great, my poppy had a great time with him and his puppy Mel. Lots of playing and wrestling, and Gabriel was great about sending pictures/updates all weekend. 5 Stars!

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Jordan P.
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Havenwoods dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ester did such a good job with our Golden Retriever! We reached out last minute and she was so accommodating. Quick response time, and Tucker had a blast. 🐾💗

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Abby K.
Boarding
5.0 out of 5 stars

I never had to leave my dog with someone overnight b4. I didnt want to Kennel for a few days. I was happy to find someone so close to me and Grover seemed to have a good time. And Dani sent me pictures when Grover would cooperate enough for a picture to be snapped so I had the peace of mind that my dog was safe and happy.

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Daniel M.
Boarding
5.0 out of 5 stars

Our little pup coco had the best time while under his care he sent us an update every day with a pic attached / followed all the care instructions we asked him to … we couldn’t have found a better sitter

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Jacklyn C.
Boarding
5.0 out of 5 stars

Once again, great care for my little dog, Rosie. Plenty of attention to ensure that she is content, with updates and photos.

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Yvonne R.
Boarding
5.0 out of 5 stars

Loki arrived very happy, I am very satisfied with his work. For the next time I will definitely contact Stephanie.

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Emely V.
Boarding
5.0 out of 5 stars

Keanna is a great sitter she provides a good environment and exercise for Domino who loves to go over. visit and play with the other dogs.

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Terron E.
Boarding
5.0 out of 5 stars

Angela provided the absolute best care for our dog and loved him as her own. She walked Bo often, sent pictures and videos and even treated him to bath and light groom. The royal treatment. We highly recommend Angela, honestly, 5 stars does not suffice!

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Jennifer J.
Boarding
5.0 out of 5 stars

Ella was very responsive and adaptable. She sent me lots of photos and updates! My dog was very relaxed when he came back home with me, I think that speaks to the time he had with Ella

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irene l.
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?

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  • 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 Havenwoods 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 Havenwoods.

Rover makes it easy to find Havenwoods 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.