Dog Boarding in Holy Cross, WI
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Top rated Holy Cross dog boarders

“Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶”


“Emily was the best Rover experience I've had. I got awesome pictures multiple times every day. My dog seemed to love Emily's dog Curry. Emily was incredibly nice and awesome. Would give 6 stars if I could.”


“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”


“What can I say about Yolanda? She is simply amazing. I call her the dog whisperer. My little Sherrie can be very shy and nervous around strangers, but she took to Yolanda right away. Yolanda sent me pictures every day and my little dog was smiling. And when I came to pick her up, I can tell she wasnt stressed. Of course, she was happy to see me but I can tell that she had a wonderful time if you're on the fence about booking Yolanda, don't be. She has wonderful energy and so does her husband. I look forward to dropping off Sherrie for playdates in the future.”


“Bill and Linda were absolutely amazing with our dog again. We have been using them for years and wouldn’t want to leave our dog with anyone else! They give amazing attention and care to him, as well as spoiling him during his stay :) They even send him home with a little goodie bag of treats. They are the nicest people and truly have a passion caring for dogs!”


“Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!”


“Our dog typically takes a really long time to feel comfortable at a new place, but she felt at home within a day. We were sent lots of pictures and updates, and the entire household was friendly, communicative, and very accommodating to our schedule!”


“We couldn’t be more pleased. Our dogs received so much attention and love that we could truly relax on our vacation. Angela also communicated with us daily so we could see for ourselves the fun our dogs were having. We are so happy we found someone to care for our dogs when we are gone and keep them safe and happy.”



“Thee Best Sitter out there. Partner has stayed with Doreen many times now. He loves it there. He's always excited. Doreen is just the kindest person you'll ever me. She treats our pets as if they're her own. Cannot say enough good things about her. Thank you so much.”


“Luana had three friendly beagles and a great fenced in back yard. You can tell she's a dog lover and I felt very comfortable leaving my dog, Cliff with her. I would definitely recommend luana for any dog sitting.”


“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 :)”


“Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.”


“Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!”


“We actually ended up not leaving Poquito with Frankie because our plans changed, but Frankie was very easy to communicate with, understanding, and accommodating. I will definitely contact her again if we need a sitter in Sheboygan.”


“Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.”


“Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!”


“Mary went above and beyond when watching our dog Dorothy. She made sure ask all the right questions regarding her likes / dislikes and her daily routine. She sent constant pictures and updates throughout her stay, which was so nice to see.”


“Julia, her partner, Mike, and their 3 dogs were more than welcoming to our sweet (but relentless) Airedale Terrier. Aggie blended in right away and was part of the pack. Julia sent pictures each day we were gone. It's clear this is a family that loves and welcomes dogs. We feel so happy to have found them!”


“Shannon is great. She sends regular updates with pics and videos. She has a great backyard and built in dog friend for our Clyde to play with. We always feel confident our dog is in good hands and having a good vacation too when we book with Shannon.”

Loving dog boarding sitters in your neighborhood
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Monique B.

“Our boarding experience with Monique was FANTASTIC! This was the first time we boarded our pup Oliver with an individual in their home. Monique is super experienced and professional. She KNOWS dogs!! Her clean, spacious, and beautiful home is expertly appointed for optimal dog comfort and safety, with specific configurations to ensure separation from other dogs (when necessary, if there are other dogs boarding concurrently). The expansive backyard and fenced in area are perfect for outdoor time. At our meet & greet appointment, Monique walked us through her entire process, and provided a brochure with very helpful details about her policies and procedures. Closer to our trip, she sent us a clear and helpful checklist/tip list to prepare for Oliver's stay. While we were gone, Monique shared really fun updates and photos. After our trip, when we picked Oliver up Monique gave us a "doggy report card" with a detailed summary of Oliver's stats each day (eating, sleeping, moods, potty times, interactions with other dogs, etc.), as well as a parting treat for Oliver. We are SO pleased with our experience and will definitely go back to Monique the next time we need boarding!! Would give more than 5 stars if I could! 😊🐶”


Emily & Bryan U.Star Sitter

“Emily was the best Rover experience I've had. I got awesome pictures multiple times every day. My dog seemed to love Emily's dog Curry. Emily was incredibly nice and awesome. Would give 6 stars if I could.”


Michelle G.
Star Sitter


“Excellent caregiver! Michelle took care of our nervous, shy small dog for 5 days. He had plenty of exercise, cuddles, and caring support. She sent pictures and updates a few times each day and was a great communicator. We will book with Michelle next time we need a sitter and we highly recommend her.”


Yolanda W.Star Sitter

“What can I say about Yolanda? She is simply amazing. I call her the dog whisperer. My little Sherrie can be very shy and nervous around strangers, but she took to Yolanda right away. Yolanda sent me pictures every day and my little dog was smiling. And when I came to pick her up, I can tell she wasnt stressed. Of course, she was happy to see me but I can tell that she had a wonderful time if you're on the fence about booking Yolanda, don't be. She has wonderful energy and so does her husband. I look forward to dropping off Sherrie for playdates in the future.”


William & Linda J.Star Sitter

“Bill and Linda were absolutely amazing with our dog again. We have been using them for years and wouldn’t want to leave our dog with anyone else! They give amazing attention and care to him, as well as spoiling him during his stay :) They even send him home with a little goodie bag of treats. They are the nicest people and truly have a passion caring for dogs!”


Kris P.

“Kris. Thank you for taking care of Lulo 🥇 , It makes it easier to be away during our vacations knowing someone is caring him the same way we would! Kris is a wonderful pet sitter who took excellent care of our dog , She is very warm and friendly, So very pleased with her service!”


Judy P.Star Sitter

“Our dog typically takes a really long time to feel comfortable at a new place, but she felt at home within a day. We were sent lots of pictures and updates, and the entire household was friendly, communicative, and very accommodating to our schedule!”


Angela K.

“We couldn’t be more pleased. Our dogs received so much attention and love that we could truly relax on our vacation. Angela also communicated with us daily so we could see for ourselves the fun our dogs were having. We are so happy we found someone to care for our dogs when we are gone and keep them safe and happy.”




Doreen C.


“Thee Best Sitter out there. Partner has stayed with Doreen many times now. He loves it there. He's always excited. Doreen is just the kindest person you'll ever me. She treats our pets as if they're her own. Cannot say enough good things about her. Thank you so much.”


Luana L.

“Luana had three friendly beagles and a great fenced in back yard. You can tell she's a dog lover and I felt very comfortable leaving my dog, Cliff with her. I would definitely recommend luana for any dog sitting.”


Ann & Arman M.Star Sitter

“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 :)”


Gwyn W.Star Sitter

“Gwyn and her family made my dog comfortable and took away my anxiety of leaving her. She updated me throughout my trip so I wouldn't worry. I could tell from the photos my dog felt like one of the gang and adapted well. She has a fabulous setup with room to keep dogs separate when needed and a fenced in area in her yard.”


Diane & Dale G.

“Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!”


Frankie A.
Star Sitter


“We actually ended up not leaving Poquito with Frankie because our plans changed, but Frankie was very easy to communicate with, understanding, and accommodating. I will definitely contact her again if we need a sitter in Sheboygan.”


Karen M.

“Karen took great care of our boy- very communicative and patient with his minor separation anxiety- if we find ourselves back in town we’ll be happy to work with her again!”


Emily & Charles W.

“Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.”


Cortney T.Star Sitter

“Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!”


Mary G.


“Mary went above and beyond when watching our dog Dorothy. She made sure ask all the right questions regarding her likes / dislikes and her daily routine. She sent constant pictures and updates throughout her stay, which was so nice to see.”


Julia J.

“Julia, her partner, Mike, and their 3 dogs were more than welcoming to our sweet (but relentless) Airedale Terrier. Aggie blended in right away and was part of the pack. Julia sent pictures each day we were gone. It's clear this is a family that loves and welcomes dogs. We feel so happy to have found them!”


Shannon A.

“Shannon is great. She sends regular updates with pics and videos. She has a great backyard and built in dog friend for our Clyde to play with. We always feel confident our dog is in good hands and having a good vacation too when we book with Shannon.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. 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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Book and pay through Rover’s secured platform—no cash or checks required.
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
As of Aug 2025, 356 sitters provided dog boarding in Holy Cross. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Holy Cross dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Holy Cross have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Holy Cross.
Rover makes it easy to find Holy Cross 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
There are 356 dog boarding sitters in Holy Cross on Rover, so you’re sure to find the perfect match for your dog! In Holy Cross, 91% of sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
