Dog Boarding in Crestview, WI
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Top rated Crestview dog boarders
“Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.”
“Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!”
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
“Sandy is truly the best rover I've had for my little ones. She's so attentive & always takes pictures and updates me everyday! My boys truly love staying over there and love how amazing she is with them ❤️”
“Super happy with Amy watching our dog, Nova. She can get pretty anxious being in a new place but she settled in pretty quick with Amy! I wish we lived closer to have her watch Nova more often; Amy was very informative before the visit of tips and expectations, sent picture updates during the stay, very friendly and took great care of Nova!”
“We were so pleased with how well Carly and her family took care of our dog! We got plenty of updates, photos, and videos! Our dog seemed to have had a great time and came home happy!”
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
“Mercedes was wonderful with Jax! He is very nervous, but she made him feel comfortable. She has a beautiful home with lots of room for dogs to run and play, and she kept me up to date with pictures that showed just how happy Jax was. I would highly recommend her and plan on leaving Jax with her again!”
“I was somewhat nervous about leaving Lambeau with a new sitter for the first time in several years, but after a meet and greet in the fenced in yard at Amy's house, I knew this would be a good fit. Amy and her husband are clearly dog people, and they asked all the right questions about my dog's schedule and his preferences that made me know they'd do all they could to make sure my semi-anxious dog would be as comfortable with them as possible. And all my worries were alleviated during my time away because Amy sent just the right amount of pictures showing lots of playtime outside as well as snuggles inside. When I showed up to pick him up, he was happy and right at home in their yard. I will definitely be using Amy again (if she's willing to have Lambeau!) and I would recommend her to anyone. Thank you again!”
“Everything went perfectly! Elba went out of her way to accommodate Scooby, and I could tell as soon as I picked Scooby up that he was tired from enjoying his stay so much. Thank you!”
“Cristina was absolutely lovely. We have a 6lb 14yo dog that I was very nervous about leaving but Cristina put all my nerves at ease. She was wonderful with our little dog and sent plenty of pictures. I would recommend Cristina many times over!”
“Wow! My boys had so much fun with Debbie! They’re small but they LOVE to hike and had a great time hiking with Debbie and her friends. Very grateful for her excellent care. We never worried about them while we were away. Debbie is definitely a 5 star pet sitter!”
“Was the first time that I used Meagen’s services. I think it was wonderful and I think she is great with animals. Her children’s and be really good with animals too. She sent me pictures of him and he was right at home in a new environment. I strongly recommend her and will definitely utilize her service again.”
“Andrea and Tim took really good care of our dog(Piper) for a weekend. Andrea was very responsive and kept us updated with how well Piper was doing during her stay there. Their friendly dog(Lincoln) was a great playmate for Piper. We would definitely use them again!”
“Honestly the best pet sitter you could imagine! This was my first time traveling without my pup and she made the entire experience super smooth/stress free and kept me updated daily! Absolutely adore her and her cozy home♡ highly recommended for sure”
“As our usual dog sitter was not available, we had to search for a new one for this trip. We found Kyle on the site and reached out to him. We set up a meet and greet without any problems in order to make sure our boys would be a good fit with him. After meeting with him, we felt very comfortable and booked him for an extended stay. Even before the stay began, Kyle reached out to us to see if it would be OK to have a couple of other dogs stay with ours for part of the stay. I was impressed that he reached out to ask us first. Once we were gone on our trip, we were in daily contact with Kyle receiving updates on our Scruffy and Bandit. We also received pictures from him. We appreciated that very much as we missed our little guys. Kyle always seemed to have some quick wit and humor in our messages which we enjoyed.😊. We were very happy we found Kyle to watch our boys and wouldn’t hesitate in booking him again.”
“I am so thankful to have such a loving family take care of my girl when I have long work trips. I love getting photos and updates of all the fun and cuddles that Mary Lauren is having. Mary Lauren also made fast friends with Bruno and get so excited when she gets dropped off at their house!”
“I couldn't have asked for a better experience! I was sick to my stomach worrying about what we were going to do with Daisy during my daughter's wedding. We were staying overnight by the venue so I needed someone to take her until the next day. Sadly, Daisy has epilepsy and needs medication twice a day so I can't just take her anywhere. I was also concerned that the stress could trigger a seizure. Samantha wad great at putting my mind at ease. Her veterinary background made me feel so much better about it and she sent pictures and videos, too. Daisy is in love with Caliber and played the entire time. She slept for 2 days after she came home! If I need a sitter in the future, We will go back to Samantha, for sure!”
Loving dog boarding sitters in your neighborhood
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Ashley R.Star Sitter
“Ashleigh and her family are the absolute best people I have ever found to take care of my little teddy bear named Buddy. He gets so much attention it is wonderful. He’s happy to see me when I come but I think he wants to stay. I think he just wants me to visit and leave so he can be with them. They are absolutely great.”
Rebecca S.Star Sitter
“Becky was the best caregiver we found in the Milwaukee area for our pups. She is very communicative and gave our dogs the specific care they needed (one gets pretty anxious in new environments). We have hired her for single day care, an overnight, and a week-long trip out of state. She has a large backyard for the dogs to play in and lots of comfortable beds to rest for when they come inside. Most of all, we appreciate her daily pictures and updates. Highly recommend!”
Kathy & Brad K.
“Kathy and Brad were fantastic! Definitely true animal lovers ! I was a bit nervous leaving my dog , but they sent multiple pictures. Definitely welcomed cooper in their home ! Next vacation we will be sending him back !”
Sandy D.Star Sitter
“Sandy is truly the best rover I've had for my little ones. She's so attentive & always takes pictures and updates me everyday! My boys truly love staying over there and love how amazing she is with them ❤️”
Amy K.
“Super happy with Amy watching our dog, Nova. She can get pretty anxious being in a new place but she settled in pretty quick with Amy! I wish we lived closer to have her watch Nova more often; Amy was very informative before the visit of tips and expectations, sent picture updates during the stay, very friendly and took great care of Nova!”
Carly & Steven M.
“We were so pleased with how well Carly and her family took care of our dog! We got plenty of updates, photos, and videos! Our dog seemed to have had a great time and came home happy!”
Mary H.Star Sitter
“Flex was happy to have stayed with Mary. We received multiple pictures of their activities. Mary's very communicative. Would use her again and recommend to others.”
Mercades L.
“Mercedes was wonderful with Jax! He is very nervous, but she made him feel comfortable. She has a beautiful home with lots of room for dogs to run and play, and she kept me up to date with pictures that showed just how happy Jax was. I would highly recommend her and plan on leaving Jax with her again!”
Amy H.
“I was somewhat nervous about leaving Lambeau with a new sitter for the first time in several years, but after a meet and greet in the fenced in yard at Amy's house, I knew this would be a good fit. Amy and her husband are clearly dog people, and they asked all the right questions about my dog's schedule and his preferences that made me know they'd do all they could to make sure my semi-anxious dog would be as comfortable with them as possible. And all my worries were alleviated during my time away because Amy sent just the right amount of pictures showing lots of playtime outside as well as snuggles inside. When I showed up to pick him up, he was happy and right at home in their yard. I will definitely be using Amy again (if she's willing to have Lambeau!) and I would recommend her to anyone. Thank you again!”
Elba M.
Star Sitter
“Everything went perfectly! Elba went out of her way to accommodate Scooby, and I could tell as soon as I picked Scooby up that he was tired from enjoying his stay so much. Thank you!”
Cristina P.
“Cristina was absolutely lovely. We have a 6lb 14yo dog that I was very nervous about leaving but Cristina put all my nerves at ease. She was wonderful with our little dog and sent plenty of pictures. I would recommend Cristina many times over!”
Hannah K.
“Thanks for taking care of Chester and Sadie for a few days. They came home healthy and very tired! I’m sure they had a great time?Thanks again!”
Debbie L.Star Sitter
“Wow! My boys had so much fun with Debbie! They’re small but they LOVE to hike and had a great time hiking with Debbie and her friends. Very grateful for her excellent care. We never worried about them while we were away. Debbie is definitely a 5 star pet sitter!”
Shannon J.Star Sitter
“Her kindness and sincere advice on how to board successfully was so helpful to me. I am a mom who just needed some help. Thank you and highly recommended.”
Meagen P.Star Sitter
“Was the first time that I used Meagen’s services. I think it was wonderful and I think she is great with animals. Her children’s and be really good with animals too. She sent me pictures of him and he was right at home in a new environment. I strongly recommend her and will definitely utilize her service again.”
Andrea H.
“Andrea and Tim took really good care of our dog(Piper) for a weekend. Andrea was very responsive and kept us updated with how well Piper was doing during her stay there. Their friendly dog(Lincoln) was a great playmate for Piper. We would definitely use them again!”
Heidi B.
“Honestly the best pet sitter you could imagine! This was my first time traveling without my pup and she made the entire experience super smooth/stress free and kept me updated daily! Absolutely adore her and her cozy home♡ highly recommended for sure”
Kyle C.
“As our usual dog sitter was not available, we had to search for a new one for this trip. We found Kyle on the site and reached out to him. We set up a meet and greet without any problems in order to make sure our boys would be a good fit with him. After meeting with him, we felt very comfortable and booked him for an extended stay. Even before the stay began, Kyle reached out to us to see if it would be OK to have a couple of other dogs stay with ours for part of the stay. I was impressed that he reached out to ask us first. Once we were gone on our trip, we were in daily contact with Kyle receiving updates on our Scruffy and Bandit. We also received pictures from him. We appreciated that very much as we missed our little guys. Kyle always seemed to have some quick wit and humor in our messages which we enjoyed.😊. We were very happy we found Kyle to watch our boys and wouldn’t hesitate in booking him again.”
Katherine M.
“I am so thankful to have such a loving family take care of my girl when I have long work trips. I love getting photos and updates of all the fun and cuddles that Mary Lauren is having. Mary Lauren also made fast friends with Bruno and get so excited when she gets dropped off at their house!”
Samantha L.
“I couldn't have asked for a better experience! I was sick to my stomach worrying about what we were going to do with Daisy during my daughter's wedding. We were staying overnight by the venue so I needed someone to take her until the next day. Sadly, Daisy has epilepsy and needs medication twice a day so I can't just take her anywhere. I was also concerned that the stress could trigger a seizure. Samantha wad great at putting my mind at ease. Her veterinary background made me feel so much better about it and she sent pictures and videos, too. Daisy is in love with Caliber and played the entire time. She slept for 2 days after she came home! If I need a sitter in the future, We will go back to Samantha, for sure!”
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 685 sitters provided dog boarding in Crestview. 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 Crestview dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Crestview have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Crestview.
Rover makes it easy to find Crestview 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 685 dog boarding sitters in Crestview on Rover, so you’re sure to find the perfect match for your dog! In Crestview, 88% of sitters offer daily exercise, 94% offer medication administration, and 93% 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.
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