Dog Boarding Holy Cross

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Holy Cross, 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: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 239 reviews
60 repeat clients
9 years of experience
Saukville, WI, 53080

“Gillian did a great job with my beagle. Bella is a nervous girl and Gillian (and her dogs) were very respectful and helped Bella feel at home. The updates were also great. I plan to utilize Gillian again in the future”

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Kenna O.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
10 years of experience
Saukville, WI, 53080

“Halligan was such a great host with our German shepherd. She sent fantastic and welcomed updates every morning. She got our dog out frequently and was so amazing. We will be booking with her again!”

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Nicholas R.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 49 reviews
26 repeat clients
20 years of experience
Slinger, WI, 53086

“Cheryl & Josh did a great job taking care of my dog for the weekend. We met first for a “meet & greet” which set me at ease & they were very thorough in explaining their process, experience, how they handle new dogs, taking care of multiple dogs & in detailing what they needed from me for the stay. During the stay, instructions for the drop off & pick up were very clear, communication was prompt & I received updates & photos both days. I would recommend Cheryl & Josh for dog boarding.”

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Patrick M.
Sitter Profile Image: Linda V.
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Linda V.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was amazing! She was able to accommodate my dog very last minute, which I truly appreciated. She was very kind and made sure my dog was comfortable and well cared for throughout her stay. She took her on multiple walks each day and kept me updated, which gave me a lot of peace of mind. This was my first time leaving my dog with someone I didn’t know, and Linda made the experience so much easier than I expected. I could tell that she genuinely cared about making sure my dog was happy and comfortable. I’m very grateful for the care she provided and would definitely recommend her to anyone looking for someone dependable and caring to watch their dog!”

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Rachel J.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 411 reviews
145 repeat clients
20 years of experience
Sheboygan, WI, 53081

“Judy is so good with the animals. She sends updates each day and my dog seemed to love the environment. I would use this home each time I am in need of animal care.”

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Jean d.
Sitter Profile Image: Kerry S.
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Kerry S.
from
$42
per night
5.0 out of 5 stars
• 84 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

“Kerry was helpful in getting Jasper's stay set up, and her home was well suited for our 25 lb terrier. We were quite happy with the experience.”

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Philip S.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
4.7 out of 5 stars
• 46 reviews
24 repeat clients
15 years of experience
Cascade, WI, 53011

“Luana was accommodating, easy to work with and clearly a devoted animal lover. She took great care of our little dog and was especially mindful to make sure he was safe, because he’s a quick, little escape artist. We appreciate her care and will be back when we’re in Wisconsin.”

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Eden M.
Sitter Profile Image: Doreen C.
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Doreen C.
from
$45
per night
5.0 out of 5 stars
• 164 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Doreen watches our dog every vacation we’re on. She sends us updates everyday and we look forward to our daily picture she sends us. Very dependable and a great communicator. Thanks.”

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Lynnmarie T.
Sitter Profile Image: Sherry Z.
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Sherry Z.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
12 repeat clients
30 years of experience
Pheasant Run, Milwaukee, WI, 53224

“Sherry was so amazing in accommodating my senior pup within her home. Tedi was very comfortable and was able to enjoy all of her favorite things with Sherry from naps on the couch to car rides. I appreciated the photos and updates I received and could not have felt more comfortable being away from Tedi for an extended period of time. Definitely will be asking for a repeat stay should her schedule allow!”

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Jeanee S.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
15 years of experience
Sheboygan, WI, 53081

“Laura boarded Wiley for a weekend. Wiley was well taken care of and enjoyed her Yard. Wiley often has anxiety when we are gone but adapted to Laura and family nicely. He was a happy boy when we picked him up. Laura sent photos and communicated how Wiley was adapting. All went perfectly. I highly recommend Laura to watch your dog.”

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Kathleen N.
Sitter Profile Image: Kim S.
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Kim S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 168 reviews
48 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: Rebecah & David C.
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Rebecah & David C.
from
$40
per night
5.0 out of 5 stars
• 33 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

“Very accommodating to our scheduling needs and needing to book Neenah as a solo dog. She seemed to thrive with Rebekah and David! Super relaxed and happy. We will absolutely be booking again for future needs.”

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Cassidy H.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”

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Renee B.
Sitter Profile Image: Cari D.
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Cari D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Slinger, WI, 53086

“Cari was wonderful with our girl Toast! Toast can be pretty anxious, and Cari really took the time to help her warm up and feel comfortable in her home. She gave Toast lots of attention, and her kids were so sweet with her, too. Cari sent us plenty of pictures, which helped us relax and enjoy our time away knowing Toast was being so well cared for. We also really appreciated how flexible she was. It was such a great experience for both Toast and us, and we would happily book with Cari again!”

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Jake Z.
Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
• 32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

“Boarding experience review) This is our first dog, and our first time using Rover, and Salena helped put ease to our mind! She sent pictures of our puppy and was really flexible to work with. Bale slept so good when he came home, and he looked like he had the best time! We will definitely be using her again! I highly recommend her to anyone!”

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Karen K.
Sitter Profile Image: Andrew & Taylor O.
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Andrew & Taylor O.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

“Andrew and Taylor were amazing with Ella! They gave us thorough updates, asked great questions, and gave Ella lots of love! We felt confident and at ease knowing Ella was in great hands. We would definitely re-book again!”

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Rachel M.
Sitter Profile Image: Julia J.
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Julia J.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
6 years of experience
Grafton, WI, 53024

“Excellent dog sitter. She really treated my dog well and sent daily pictures. Her dogs are very playful and became fast friends with my dog. Thank you so much for the caring kindness toward my dog! I couldn't say enough good about it!”

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Ken H.
Sitter Profile Image: Teresa W.
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Teresa W.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
20 years of experience
Grafton, WI, 53024

“Teresa did a wonderful job with my two smallish dogs. My pups played outside in Teresa's bored on board fenced in backyard, took them for walks, gave them treats and fed them. My pups were super happy when I picked them up. Teresa will be my first go to when I need a dog sitter again. I highly suggest her.”

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Kimberly N.
Sitter Profile Image: Frank C.
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Frank C.
from
$35
per night
5.0 out of 5 stars
• 15 reviews
5 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: Karlee S.
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Karlee S.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Murray Hill, Milwaukee, WI, 53211

“I’m still fairly new to Rover, and it was truly a pleasure having Karlee watch my Shorkie while I was out of town. She sent updates whenever I requested them and gave my dog a new opportunity to be around a cat, which I really appreciated. What stood out most was how well Karlee was able to understand my dog’s personality. It showed that she genuinely took the time to get to know her and accommodate her individual needs. I truly appreciate the care she provided, would absolutely recommend her, and would definitely request her again!”

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Rachel J.
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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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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.
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Popular requests for dog boarding - Holy Cross

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FAQs for Dog Boarding - Holy Cross

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 Holy Cross 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 Holy Cross.

<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 Holy Cross 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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