Dog Boarding in Sherwood, WI
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Top rated Sherwood dog boarders

“Bobbi took such good care of our baby while we were on vacation. I never have to worry about him when he is with her and it gives us such peace of mind. She is the best!!!”


“Chelsea and her family took such great care of our two pups while we were away! We enjoyed the daily updates and pictures she sent us. We would definitely book again with Chelsea!”


“I would highly recommend Denny to care for your dog. He was very open to taking our senior dog who needed just a little extra. He sent updates and pictures of Max which we very much appreciated. We knew Max was being well cared for. Thanks Denny!”


“Anu and her family are wonderful and took amazing care of our Daisy while we were on vacation. It is clear that they love dogs and are very knowledgeable caring for them. Discussed food, meds, routine and behaviors ahead of time. Great communication and appreciated the many photo and video updates while we were away. I would definitely book with Anu again.”


“We felt that Frank treated our pet just like his own member of the family. Even when Bowser had a flareup of a rash on his inner thigh, Frank was very prompt to let us know, and to ask what we would prefer him do. We feel that Frank met our dogs’ needs very well and we were very pleased with the care all in all. He listened to our suggestions of play with Bowser and followed through. We will definitely use Frank in the future.”


“Carol took amazing care of my dog, Basil, and I couldn’t be more grateful. From the moment I dropped her off, I knew she was in loving hands. When Basil was hesitant to eat, Carol went the extra mile by adding a bit of gravy to her food — such a thoughtful touch that made a big difference. Carol’s children were also incredibly sweet and gentle with Basil. Myles even told her stories, and it was clear that Basil felt right at home. She quickly bonded with their dog and settled in beautifully. Basil was allowed on the furniture and treated like a true member of the family, which made me feel so at ease. It’s not easy to leave your fur baby behind, but knowing she was so loved and well cared for made all the difference. I highly recommend Carol to anyone looking for a warm, responsible, and attentive dog sitter. We’ll definitely be booking with her again!”


“Maria took such great care of our pup while we were away! She sent us pictures with updates, which made us feel connected! I highly recommend Maria for care, we will be booking again for future needs!”


“Zion sure enjoyed his stay at Bobbie and Clark's! He came home happy and exhausted after 2 days of playing with his new friend Majik. We also appreciated the updates and pictures throughout the day - it really helped us enjoy our time away knowing Zion was loved and cared for!”


“This was my first time using Rover (or any kind of pet sitting service) and everything was absolutely flawless. Gina was absolutely fantastic! Rover was an excellent choice, also. I had to rearrange dates with her and she was able to do all the necessary “paperwork “. I simply had to “accept “ changes which made me very happy as I’m not really tech-savvy!! From our dogs first meet and greet to the time I picked him up I was 100% confident in her genuine love and affection for animals. I received updates and photos of our dogs having a great time together regularly. I will definitely be requesting Gina & “Mack”, her adorable Chihuahua anytime I need a pet sitter in the future.”


“Jesse and Chase made our first Rover experience amazing! They were so welcoming and understanding to our needs for our pup. Really enjoyed the great communication!”



“As usual Mikey’s stay with Korri was excellent! He loves staying with them and we feel completely comfortable that our fur baby is well taken care of. She sends lots of pictures while we are away too. A++”


“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


“Thank you, Nikki, for taking such great care of our pup! We really appreciate the pictures and updates. Also, thanks for being so responsive when we messaged you. We felt confident the entire time that Lambeau was in good hands. We will see you again 😄”



“This is the second time my best buddy stayed with Kelly. I can’t recommend them more highly. Everything is just super easy and it felt like they genuinely wanted to treat my guy like a member of the family. While on vacation, it was so great seeing daily pics and updates. He got cuddles and play, came back tired but that’s great. Again, I would give 10 stars if it was possible.”


“Did an amazing job taking care of my special needs Frenchie (blind). She kept me updated, sent pics and allowed my granddaughter to visit him while he was there. Definitely use again.”


“Kelsey took very good and personalized care of my pug puppy Obi. I like that she only takes one pup at a time and sent several pictures and videos of his day. I would definitely book with Kelsey again :)”

Loving dog boarding sitters in your neighborhood
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Bobbi T.Star Sitter

“Bobbi took such good care of our baby while we were on vacation. I never have to worry about him when he is with her and it gives us such peace of mind. She is the best!!!”


Chelsea K.Star Sitter

“Chelsea and her family took such great care of our two pups while we were away! We enjoyed the daily updates and pictures she sent us. We would definitely book again with Chelsea!”


Denny H.Star Sitter

“I would highly recommend Denny to care for your dog. He was very open to taking our senior dog who needed just a little extra. He sent updates and pictures of Max which we very much appreciated. We knew Max was being well cared for. Thanks Denny!”


Anuradha N.Star Sitter

“Anu and her family are wonderful and took amazing care of our Daisy while we were on vacation. It is clear that they love dogs and are very knowledgeable caring for them. Discussed food, meds, routine and behaviors ahead of time. Great communication and appreciated the many photo and video updates while we were away. I would definitely book with Anu again.”


Frank B.Star Sitter

“We felt that Frank treated our pet just like his own member of the family. Even when Bowser had a flareup of a rash on his inner thigh, Frank was very prompt to let us know, and to ask what we would prefer him do. We feel that Frank met our dogs’ needs very well and we were very pleased with the care all in all. He listened to our suggestions of play with Bowser and followed through. We will definitely use Frank in the future.”


Carol S.

“Carol took amazing care of my dog, Basil, and I couldn’t be more grateful. From the moment I dropped her off, I knew she was in loving hands. When Basil was hesitant to eat, Carol went the extra mile by adding a bit of gravy to her food — such a thoughtful touch that made a big difference. Carol’s children were also incredibly sweet and gentle with Basil. Myles even told her stories, and it was clear that Basil felt right at home. She quickly bonded with their dog and settled in beautifully. Basil was allowed on the furniture and treated like a true member of the family, which made me feel so at ease. It’s not easy to leave your fur baby behind, but knowing she was so loved and well cared for made all the difference. I highly recommend Carol to anyone looking for a warm, responsible, and attentive dog sitter. We’ll definitely be booking with her again!”


Maria V.Star Sitter

“Maria took such great care of our pup while we were away! She sent us pictures with updates, which made us feel connected! I highly recommend Maria for care, we will be booking again for future needs!”


Bobbie & Clark F.
Star Sitter


“Zion sure enjoyed his stay at Bobbie and Clark's! He came home happy and exhausted after 2 days of playing with his new friend Majik. We also appreciated the updates and pictures throughout the day - it really helped us enjoy our time away knowing Zion was loved and cared for!”


Gina R.Star Sitter

“This was my first time using Rover (or any kind of pet sitting service) and everything was absolutely flawless. Gina was absolutely fantastic! Rover was an excellent choice, also. I had to rearrange dates with her and she was able to do all the necessary “paperwork “. I simply had to “accept “ changes which made me very happy as I’m not really tech-savvy!! From our dogs first meet and greet to the time I picked him up I was 100% confident in her genuine love and affection for animals. I received updates and photos of our dogs having a great time together regularly. I will definitely be requesting Gina & “Mack”, her adorable Chihuahua anytime I need a pet sitter in the future.”


Jessica & Chase M.
Star Sitter


“Jesse and Chase made our first Rover experience amazing! They were so welcoming and understanding to our needs for our pup. Really enjoyed the great communication!”


Holly V.

“I’m so glad to have found Holly to care for our dog! She’s got a gentle and calm presence and made him very comfortable. She’s also communicative, responsive, and reliable.”




Korri R.
Star Sitter


“As usual Mikey’s stay with Korri was excellent! He loves staying with them and we feel completely comfortable that our fur baby is well taken care of. She sends lots of pictures while we are away too. A++”


Kelly K.

“Kelley was great! Was very communicative and his pup is very sweet. Received lots of photos and updates. Our dog Ozzie had a blast during his stay.”


Susan & Mark Q.Star Sitter

“Sue & Mark were the perfect hosts for Lucy. Lucy is shy but she warmed up to them right away. They welcomed her into their home and kept me updated. I will be scheduling with them again in the near future.”


Nikki S.Star Sitter

“Thank you, Nikki, for taking such great care of our pup! We really appreciate the pictures and updates. Also, thanks for being so responsive when we messaged you. We felt confident the entire time that Lambeau was in good hands. We will see you again 😄”




Kelley S.
Star Sitter


“This is the second time my best buddy stayed with Kelly. I can’t recommend them more highly. Everything is just super easy and it felt like they genuinely wanted to treat my guy like a member of the family. While on vacation, it was so great seeing daily pics and updates. He got cuddles and play, came back tired but that’s great. Again, I would give 10 stars if it was possible.”


Kathleen M.

“Did an amazing job taking care of my special needs Frenchie (blind). She kept me updated, sent pics and allowed my granddaughter to visit him while he was there. Definitely use again.”


Robyn C.

“Robyn took great care of our Burger! He had a great time and I have no doubt he was very spoiled.”


Laura Z.

“Easy to work with!! Sent lots of photos! Looks like my boy had a great time!”


Kelsey H.

“Kelsey took very good and personalized care of my pug puppy Obi. I like that she only takes one pup at a time and sent several pictures and videos of his day. I would definitely book with Kelsey again :)”
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?
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Sherwood 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 Sherwood dog boarding rates can be found as low as $27 to as high as $37 per night.
As of Aug 2025, 174 sitters provided dog boarding in Sherwood. 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, 94% of Sherwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Sherwood have an average of 16 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 Sherwood.
Rover makes it easy to find Sherwood 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 174 dog boarding sitters in Sherwood on Rover, so you’re sure to find the perfect match for your dog! In Sherwood, 88% of sitters offer daily exercise, 100% offer medication administration, and 94% 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.
