Dog Boarding in Hollandale, WI
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Top rated Hollandale dog boarders

“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


“Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!”


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”


“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


“My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.”


“We were fortunate to have found Jorden and Savannah! I had to leave for a week-long trip with short notice, so we couldn't have a trial run. Fortunately, I had nothing to worry about. Atticus was happy, having fun, and was taken care of as if he were at home - he was provided with food, medication, and love from the moment I dropped him off until I picked him up.)! They allowed him to sleep with them, and I received numerous lovely photo updates. Atticus enjoyed being with their kids who were very kind to him. We plan to bring Atticus back here for future boarding. I cannot express enough how wonderful this experience was. I am thankful we found them and highly recommend their services!”


“Our pup is older, hates larger kennels, and is a huge couch/bed cuddler. We were so grateful that she was well loved and had a lot of space to run around/sniff outside. Jodi worked with us as the drop off and pick up dates were both during winter storms. Thank you for that! We will be reaching out again for future vacations!”

Loving dog boarding sitters in your neighborhood
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Kristin & Bruce M.Star Sitter

“Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!”


Katie & Samuel W.Star Sitter

“Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!”


Michelle F.

“Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!”


Amy G.

“One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!”


Emily B.Star Sitter

“Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)”


Nicole P.Star Sitter

“My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.”


Christine N.Star Sitter

“Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.”


Ryan & Martha M.

“Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.”


Sarah & Karl K.Star Sitter

“Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!”


Natalie B.Star Sitter

“Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!”


Lindsey C.
Star Sitter


“Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.”


Tessa S.

“Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!”


Mary Z.Star Sitter

“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”


Janice B.Star Sitter

“Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.”


Julie Z.Star Sitter

“Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!”


Michelle S.

“Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.”


Christina & Jeremy C.Star Sitter

“My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.”




Dan W.
Star Sitter


“Molly had such a great time playing with the other dogs! The photos and videos were very fun to receive! I highly recommend Dan! 5 stars is my intended rating!”


Jorden & Savannah F.
Star Sitter


“We were fortunate to have found Jorden and Savannah! I had to leave for a week-long trip with short notice, so we couldn't have a trial run. Fortunately, I had nothing to worry about. Atticus was happy, having fun, and was taken care of as if he were at home - he was provided with food, medication, and love from the moment I dropped him off until I picked him up.)! They allowed him to sleep with them, and I received numerous lovely photo updates. Atticus enjoyed being with their kids who were very kind to him. We plan to bring Atticus back here for future boarding. I cannot express enough how wonderful this experience was. I am thankful we found them and highly recommend their services!”


Jodi S.

“Our pup is older, hates larger kennels, and is a huge couch/bed cuddler. We were so grateful that she was well loved and had a lot of space to run around/sniff outside. Jodi worked with us as the drop off and pick up dates were both during winter storms. Thank you for that! We will be reaching out again for future vacations!”
Over 2 pet parents in Hollandale have booked dog boarding
Popular requests near you
Select a filter and find qualifying Hollandale sitters!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!
The median cost per night for dog boarding in Hollandale is $40
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 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.
Sitters in Hollandale average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Hollandale is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Hollandale dog boarding rates can be found as low as $31 to as high as $36 per night.
As of Aug 2025, 44 sitters provided dog boarding in Hollandale. 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 Hollandale dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Hollandale have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 Hollandale.
Rover makes it easy to find Hollandale 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 44 dog boarding sitters in Hollandale on Rover, so you’re sure to find the perfect match for your dog! In Hollandale, 73% of sitters offer daily exercise, 100% 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.
