Dog Boarding Rosewood

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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
• 29 reviews
20 repeat clients
14 years of experience
Burlington, WI, 53105

“Rachel was so amazing to our pup Ryder! She sent us great updates and gave us peace of mind that our boy was left in good hands. He was so loved and spoiled. We will definitely be using Rachel again in the future!”

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Patrick W.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

“I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.”

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Lynn K.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 598 reviews
231 repeat clients
25 years of experience
Kenosha, WI, 53142

“We’ve used Kim to watch our Vizsla a few times now and she’s been great every time! Very responsive communication and we really appreciate the update pictures/texts she sends. Thank you very much!”

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Jim F.
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: Stella G.
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Stella G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 122 reviews
61 repeat clients
25 years of experience
Round lake, IL, 60073

“This was the best experience we had with using Rover. Stella and her family were amazing. We received photos every day, and we felt at ease knowing our dog was in good hands. Our dog has recently developed separation anxiety issues at the age of 10, which has been somewhat of a challenge to figure out since it happens when we’re gone, but Stella managed everything without issue, which was a huge comfort.”

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

“I went to Mexico for 5 days and needed a reliable sitter for my high energy German Sheppard/Husky mix and Sunshine went above and beyond to make sure my trip was stress free! Get ready for lots of puppy playtime, several daily pictures, and a ton of love and cuddles from Sunshine and her family. I feel so lucky to have found such a great and reliable caretaker like Sunshine!!!”

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Zachary Z.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

“Olivia is great with dogs and is my favorite person to have watch my old dog. Fantastic care as usual. She is comfortable administering medications too!”

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

“Kam and her family took wonderful care of my cat Wally. Kam sent me photos every day to show how well my cat was doing. I wholeheartedly recommend Kam’s sitting services!”

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

“Wonderful stay for my pup! It was hard leaving him for 2 weeks but the regular updates were so helpful and it was obvious he was well cared for and loved.”

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Tina S.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 37 reviews
15 repeat clients
20 years of experience
Franklin, WI, 53132

“Amanda was a wonderful sitter for our dogs - we loved receiving photos of them while on our vacation. She was super flexible with our travel schedule and will absolutely use her in the future!”

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Laura S.
Sitter Profile Image: Yarimar O.
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Yarimar O.
from
$29
per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
15 years of experience
Round Lake Beach, IL, 60073

“My pet had spent the fantastic days in her house because I felt he didn’t want to go back home with me. I appreciated about what I could get good travel due to her care.”

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Seoungwon Y.
Sitter Profile Image: Kacey R.
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Kacey R.
from
$55
per night
15 years of experience
Spring Grove, IL, 60081

About: I have over 15 years of experience caring for dogs from a variety of backgrounds, and I’m excited to bring that experience to Rover. I provide loving, personalized in-home daycare and boarding in Spring Grove, IL. I only care for one family’s dog(s) at a time, so your pup gets my full attention, plenty of love, and a comfortable home environment. I have a large fenced in backyard. I currently own a 4 month old golden retriever and a 15 year old beagle mix. I can provide care to puppies and medically complicated dogs as well. ❤️ I currently own a 4-month-old female Golden Retriever and a 15-year-old Beagle mix. I also have 3 children and work from home, so I am home throughout the day and able to provide plenty of attention, supervision, and care. I have a large, fully fenced-in backyard where dogs can safely play and explore. I also have a large indoor pen available if needed, along with plenty of toys and chews. I only care for one family's dog(s) at a time, allowing me to provide more personalized attention and supervision.

Sitter Profile Image: Tracy K.
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Tracy K.
from
$25
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
5 years of experience
Racine, WI, 53405

“Did an absolute amazing job with our dogs. Sent us many photo updates and any questions or concerns were answered right away. Very accommodating and friendly. Kept our dogs active and social. Followed dietery needs. We can just tell our dogs had a great slumber party!;)”

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Henry R.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 128 reviews
46 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

“Ashlee was great with my dog, Sariah! She sent updates with pictures throughout the weekend, which was much appreciated. We will definitely book her again when we need a sitter.”

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Amber
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
4 repeat clients
10 years of experience
South Milwaukee, WI, 53172

“Thank you so much for your time and patience with Dottie while we were out of town! Our minds were at ease knowing she was in such great care throughout her entire stay with you. We truly appreciated the attention and care you gave her, and it was wonderful knowing she was comfortable and well cared for while we were away. We wouldn’t hesitate to have Rachel watch Dottie again and would highly recommend her to anyone looking for someone they can trust with their pup. Thank you again, Rachel!”

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Zachary L.
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
• 439 reviews
143 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“The boys are always exhausted and happy when they come home from Maria and Nayibe’s! So grateful to have found such great people to help us 🙂”

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Amelia S.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 7 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: Beth H.
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Beth H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 82 reviews
17 repeat clients
50 years of experience
Woodstock, IL, 60098

“I felt that Marble was in good hands and didn’t have to worry about him at all during our trip while he was with Bath. He seemed very happy in the pictures she sent on his walks! Thank you!”

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Lisa H.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 65 reviews
30 repeat clients
20 years of experience
West Allis, WI, 53214

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”

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Joan H.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 155 reviews
54 repeat clients
20 years of experience
New Berlin, WI, 53146

“Angie did such an amazing job watching our 2 labs. She sent lots of pictures and updates. I always felt at ease knowing they were be taken care of. I would definitely recommend her! Thank you for your great care of Addy and Chester!”

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Kristin D.
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The median cost per night for dog boarding in Rosewood is €45

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

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Rosewood average 11
repeat dog boarding clients

FAQs for Dog Boarding - Rosewood

Frequently asked questions about Rover

As of November 2026, there are 1,002 sitters on Rover offering Dog Boarding across Rosewood. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

93% of sitters in Rosewood can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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, we recommend 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.

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

Yes, you can find sitters who have experience with handling special pet needs in Rosewood. On Rover:

  • 86% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 Rover Guarantee, 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 Rover's Trust & Safety page.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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