Dog Boarding Rosewood

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Rosewood, Find top rated dog boarding

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: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
• 28 reviews
19 repeat clients
14 years of experience
Burlington, WI, 53105

“Rachel was very communicative while we were away on vacation. She sent us pictures of our furry friend and updates. She had the pool out for the dogs and I felt like she was being well taken care of and it eased my mind while away. My dog came home exhausted! Which tells me she had a lot of play time. Happy with our experience”

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Jessie L.
Sitter Profile Image: Tony W.
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Tony W.
from
$45
per night
4.9 out of 5 stars
• 17 reviews
10 repeat clients
7 years of experience
Salem, WI, 53168

“My baby boi loves going to see Tony's family and has been several times. What I love is that Thompson gets excited when we pull up as he wants to go play with his friends. I'll continue to rebook and only great things to say!”

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William K.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
12 years of experience
Kenosha, WI, 53142

“Heather did a great job making Louie feel comfortable for his first Rover stay. We appreciated the updates throughout the weekend. Thank you to Heather & family!”

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Chris W.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 35 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Sunshine L.
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Sunshine L.
from
$40
per night
5.0 out of 5 stars
• 100 reviews
32 repeat clients
46 years of experience
Kenosha, WI, 53143

“I will forever be booking with sunshine, our dog Tyson was right at home with her and her family. We loved receiving all the pictures and messages letting us know how he was doing.”

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Amanda K.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Caledonia, WI, 53108

“Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!”

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Josie O.
Sitter Profile Image: Angela A.
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Angela A.
from
$50
per night
4.9 out of 5 stars
• 177 reviews
81 repeat clients
20 years of experience
Hainesville, IL, 60073

“Angela and Dave took great care of our girl Ivy! The updates and videos were really helpful knowing that she adjusted well and was having a great time playing with Honey. Highly recommend!”

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Susan E.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
20 years of experience
Waterford, WI, 53185

“Kam was an answer to my prayers! There are just sometimes I have to be away where my dog, a toy Aussie, can’t go, but I always hated taking him to a kennel. Somehow I found Rover and that led me to Kam. After a meet and greet I knew this was good. Kam, her family and her pets welcomed Cosmo in and treated him like family. She sent pictures several times a day. This was perfect for me to be able to leave him without feeling bad. He had lots of fun there. So glad I found Rover and Kam! It feels good!”

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Becky M.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

“Laura is the best! She takes great care, follows our dog's needs and provides daily updates and pics. Her labrador Diesel is so sweet and gets along so well with our girl. All our dog's prior overnighters went extremely well! I highly recommend her care. TWeber”

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Theresa W.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
21 repeat clients
50 years of experience
Oak Creek, WI, 53154

“It was our first time using Rover for our chocolate lab and we found Debbie. We had a lovely meet and greet and she took care of Brinkley as if she were our own family. She definitely gives off the “Cool Aunt” vibes! Debbie took Brinkley on plenty of walks and spoiled him with cuddles. I loved the updates and photos throughout our booking as it gave us peace of mind. I already booked her for future travels!”

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Amber A.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
13 repeat clients
20 years of experience
Franklin, WI, 53132

“Amanda and her son were amazing with our dog Charlie! He's a big boy and can be a lot to handle but they didn't seem to have any issues. This was his first stay with them. He settled in almost immediately. It was just a short stay overnight and he actually ate a couple times. Often he food strikes for the first day or two so this shows he felt at ease with them. We will definitely be booking again for our future needs. Thanks Amanda!”

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Jenny P.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 59 reviews
21 repeat clients
35 years of experience
Eagle, WI, 53119

“Rocky came home happy and well-adjusted with no stress symptoms, which is not what I would say to two previous stays with other dog sitting providers. I highly recommend Kylie for your dog and hope to use Kylie for our future needs. Thanks for being so accommodating! ❤️❤️❤️”

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Tanya K.
Sitter Profile Image: Joseph & Diana M.
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Joseph & Diana M.
from
$39
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
13 years of experience
Muskego, WI, 53150

“We are always happy to have our dog stay with Joe and Diana. We feel they treat him as one of their own family, and I never worry about the care that my dog is receiving. Highly satisfied.”

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Kimberley D.
Sitter Profile Image: April D.
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April D.
from
$35
per night
4.7 out of 5 stars
• 15 reviews
6 repeat clients
25 years of experience
Sturtevant, WI, 53177

“April did a great job caring for my 2 chiweenies. She kept me updated with messages and pictures and was responsive to questions etc. I could tell that my dogs had a good time with her and I will definitely reach out again if I need a place for them to go in the future.”

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Melissa P.
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 189 reviews
56 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

“Rebecca and Dave were amazing with our dog Luna. She had such a great time while we were away. They have a huge yard for the dogs to run and play. They took such good care of her and we received daily updates with photos and videos. We will definitely have them watch Luna again! 10/10 experience!”

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Rob R.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
25 years of experience
Mukwonago, WI, 53149

“Nina has stayed with her twice now, and both experiences have been absolutely wonderful. She treats Nina with so much love, patience, and care that I always have complete peace of mind while I’m away. I always receive updates and photos, and it is clear that Nina is happy, safe, and loved. Seeing how comfortable and relaxed Nina is with her means everything to me. She has earned my complete trust, and she will always be my first choice whenever I need someone to care for Nina. I recommend her with all my heart. Thank you for taking such amazing care of my little girl!”

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J D.
Sitter Profile Image: Chisato A.
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Chisato A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 80 reviews
20 repeat clients
20 years of experience
Gurnee, IL, 60031

“This was a great fit for our pup. He is an older dog, so not as active. Still loves walks, but very big on rest, relaxing and tons of cuddles. Chisato was great at sending updates, pictures, videos - I could tell he was very well cared for. Will definitely be a repeat customer, assuming schedules on both sides allow for it!”

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Melissa H.
Sitter Profile Image: Rachel G.
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Rachel G.
Star Sitter
from
$29
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!”

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Chase R.
Sitter Profile Image: Andrew J.
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Andrew J.
from
$38
per night
5.0 out of 5 stars
• 24 reviews
7 repeat clients
25 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Andrew helped watch my dog, Lucy, during a recent trip I had. He was very flexible and communicative throughout the process with drop off and pickup, and sent great photos throughout the stay to keep me comfortable regarding how Lucy was doing. Would absolutely book with him again.”

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Scott S.
Sitter Profile Image: Kathryn H.
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Kathryn H.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
35 years of experience
Pewaukee, WI, 53072

“Amazing experience with Kathryn! Our pup was well cared for during her stay. Incredible timely communication and updates with pictures. Coco is looking forward to another visit in future.”

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Gwen T.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Rosewood

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FAQs for Dog Boarding - Rosewood

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Rosewood home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Rosewood.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Rosewood sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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