Dog Boarding in Pleasant Valley, WI
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Top rated Pleasant Valley dog boarders

“Rob and Sarah are truly the best. I’ve been taking Bella to them for about 3 years now and I could not imagine trusting anyone else. They are always quick to respond and give updates throughout your dogs stay. I truly could not ask for a better family to trust my Bella with. Thank you for all you guys do!”


“We are so happy with Ty. He is a true dog lover. He took very good care of our pups. He kept us in the loop with everything. Thank you so much Ty. We truly appreciate you.”


“If I could give Laura and her family more than 5 stars, I would. I was initially apprehensive about leaving my dog Lou Lou with someone I didn’t know but after connecting with Laura felt immediately comfortable. She was so wonderful to my dog and sent lots of pictures and updates which I appreciated. Her kids read her, walked her, played with her and cuddled her, making her feel right at home. Lou Lou also made a new friend, Tater Tot who she got to play in their fenced in yard with. I would highly recommend her if you are in need of care for your dog. The only concern I had is Lou Lou wouldn’t want me to come back ;)”


“Jamie is absolutely amazing ? I would give her 10 stars if I could ! Riley had so much fun, she kept us updated and sent the cutest pictures! 100% recommend and will book with her every time ❤️”


“Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s”


“It was Zieger’s first time boarding with Cassandra and he instantly felt at ease as he didn’t have separation anxiety. Cassandra sent pictures and videos during his stay and he seemed to truly love being there for those 3 nights.”


“We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!”


“Jenny was phenomenal. She’s very flexible on times of pick up and drop off. She sent multiple pictures of Wiley having fun running around and playing. He was more energetic on pick up and even seemed as if he wished to stay longer. Both of her dogs were playful and accepted Wiley into their home with out any issues. Both Wiley and I are extremely pleased with this experience, and can’t wait until the next time Jenny can watch him again when I need to be out of town.”


“Amy was great! We traveled to the area for a weekend and our dog sitting plans fell through, Amy accepted our request in only a day in advance. Our dog Willa seemed very happy and we got plenty of pictures!”


“Ashley and Family took wonderful care of our pups! We received pictures and updates daily, you could see they truly did become part of the family during their stay! We will definitely be booking with Ashley again!!☺️”


“Kirsten and Kaleb have our Holly amazing care while we were gone for almost two weeks. They sent pictures every day and were so flexible with what we needed, even offering to keep Holly am extra day when we weren't sure we would get back on time. Holly doesn't always get along with other dogs but she loved their dog, Beau!”


“Makayla was so great watching our older dog for the weekend!! She was super easy to coordinate with, friendly and professional, and took great care of our pup. We will definitely try and use her as a dog sitter again if available!”

About: I was a veterinary technician for over 7 years, but I’m currently switching roles to healthcare. With that said, I would love to be able to still utilize my skills and knowledge to care for people’s furry friends on the side! I am trustworthy, loving, and caring, and I would hope that if I needed somebody to walk or care for my three dogs, they would have those same qualities. ***I do work M-F so if drop offs are needed during the work week it will have to be after 4:30 or 5:30 depending on the week*** I will be working M-F, but my hours would allow me to do later afternoon dog walks/drop-ins, and I would also be available on weekends to do dog walking or in-home pet care at my house. I have two dogs of my own who love a good long walk and love being around other dogs as well. *I can do weeknight stays if needed as long as you are okay with me being at work during the day. Hours are 8:30-5 and 7:30-4 with a day off every other week* I have a large backyard that is not fenced, but my two dogs go out there hooked up to their long tie-out. I have a camera in back to monitor them but can be on my deck watching them as well. They are very friendly and love to be around other dogs. I have the ability to crate dogs if I do in-home stays and have a spacious basement where my pups love to play with their other dog friends!

“Janelle and family were wonderful! I so appreciate them taking our pups on such short notice, and they made Rico and Sal feel like part of family from the start, and took them on walks🥰 We will absolutely be asking them to take care of our pups again!!”


About: I’ve been around animals my whole life and truly love caring for them. I grew up with a variety of pets including cats, dogs, chickens, ducks, and bunnies, which gave me a deep appreciation for animals of all kinds. Over the years, I’ve gained hands-on experience providing pet care, including overnight stays, administering medications, and keeping pets comfortable and happy in their home environment. I always focus on maintaining each pet’s normal routine—whether that’s mealtime schedules, daily walks, playtime, or a bit of training and structure. I’m also experienced in caring for senior pets and can support their specific needs with patience and care. My goal is to treat every pet like family and give you peace of mind while you're away. I can also send you daily updates/photos of your fur babies so you know they are being well taken care of! I have both a dog and cat that I take care of every day. My dog is a one year old energetic lab/springer mix and I have a one year old orange kitty. I love getting outside and having playtime or going on walks with my dog and playing with my cat. Whether I’m caring for pets in my home or visiting yours, their safety and comfort are always my top priorities. I create a calm, clean, and pet-friendly environment, following any specific instructions you provide—like feeding schedules, medications, or routines. When pets stay with me, my home is set up to be a safe and welcoming space where they can relax and feel at ease. During drop-in visits, I’m respectful of your home and make sure to keep everything just as I found it. In all cases, I take the time to build trust and move at each pet’s pace to ensure they feel secure and loved. My goal is to make your time away as stress-free as possible—for both you and your pets.

“Angela is the best babysitter took care of my baby even at the last min she send pics and kept me updated while we was away for 3 nights I would definitely recommend her to watch your pup 5 stars all the way I will be back soon .I know my khaleesi is in good hands ..Thank you so much !!!”

Loving dog boarding sitters in your neighborhood
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Sarah & Rob O.
Star Sitter


“Rob and Sarah are truly the best. I’ve been taking Bella to them for about 3 years now and I could not imagine trusting anyone else. They are always quick to respond and give updates throughout your dogs stay. I truly could not ask for a better family to trust my Bella with. Thank you for all you guys do!”


Ty E.Star Sitter

“We are so happy with Ty. He is a true dog lover. He took very good care of our pups. He kept us in the loop with everything. Thank you so much Ty. We truly appreciate you.”


Laura S.

“If I could give Laura and her family more than 5 stars, I would. I was initially apprehensive about leaving my dog Lou Lou with someone I didn’t know but after connecting with Laura felt immediately comfortable. She was so wonderful to my dog and sent lots of pictures and updates which I appreciated. Her kids read her, walked her, played with her and cuddled her, making her feel right at home. Lou Lou also made a new friend, Tater Tot who she got to play in their fenced in yard with. I would highly recommend her if you are in need of care for your dog. The only concern I had is Lou Lou wouldn’t want me to come back ;)”


William L.Star Sitter

“We were needing last minute dog sitting and Bill was gracious enough to watch our pup. He was accommodating and provided updates for us. Our pup had a great time!”


Jamie T.Star Sitter

“Jamie is absolutely amazing ? I would give her 10 stars if I could ! Riley had so much fun, she kept us updated and sent the cutest pictures! 100% recommend and will book with her every time ❤️”


Kelsey W.Star Sitter

“Kelsey sent lots of photo updates during banjo’s stay there, and he loved playing with the kids and her other two doggos! Kelsey was quick to get back to me on very short notice, and on a holiday weekend even! My doggo felt so comfortable with them upon arrival that he barely noticed me pulling down the driveway to leave, and as others have said, while I am quite sure he was happy to see me, I wasn’t convinced he was ready to come home with me. Haha. I would recommend Kelsey and her family to anyone on this site who wants to rest easy while away knowing their doggos are in good hands.s”


Cassandra B.Star Sitter

“It was Zieger’s first time boarding with Cassandra and he instantly felt at ease as he didn’t have separation anxiety. Cassandra sent pictures and videos during his stay and he seemed to truly love being there for those 3 nights.”


Julie H.Star Sitter

“We felt very comfortable leaving both our dogs with Julie. She is a great communicator, considerate, and understanding of some family circumstances that unexpectedly came up. We will definitely use Julie again when we return to La Crosse. It's always a great feeling knowing our fur kids are safe, sound, and well cared for. Thanks so much, Julei!”


Jenny H.

“Jenny was phenomenal. She’s very flexible on times of pick up and drop off. She sent multiple pictures of Wiley having fun running around and playing. He was more energetic on pick up and even seemed as if he wished to stay longer. Both of her dogs were playful and accepted Wiley into their home with out any issues. Both Wiley and I are extremely pleased with this experience, and can’t wait until the next time Jenny can watch him again when I need to be out of town.”


Amy W.Star Sitter

“Amy was great! We traveled to the area for a weekend and our dog sitting plans fell through, Amy accepted our request in only a day in advance. Our dog Willa seemed very happy and we got plenty of pictures!”


Ashley M.Star Sitter

“Ashley and Family took wonderful care of our pups! We received pictures and updates daily, you could see they truly did become part of the family during their stay! We will definitely be booking with Ashley again!!☺️”


Ty C.

“Ty took good care of Sunny, my rescue pup. This was Sunny's first stay with Ty and Ty kept me posted daily and took pics showing Sunny was relaxed and welcomed.”


Matt W.

“Would bring our dog again if we come this way! He never tires out but he had so much room to run and play in their yard he was tuckered out! Thank you!”


Kirsten & Kaleb M.

“Kirsten and Kaleb have our Holly amazing care while we were gone for almost two weeks. They sent pictures every day and were so flexible with what we needed, even offering to keep Holly am extra day when we weren't sure we would get back on time. Holly doesn't always get along with other dogs but she loved their dog, Beau!”


Makayla D.
“Makayla was so great watching our older dog for the weekend!! She was super easy to coordinate with, friendly and professional, and took great care of our pup. We will definitely try and use her as a dog sitter again if available!”


Cassandra T.
“Cassandra is an incredible pet caregiver with over 10 years of experience in the veterinary field. Her deep knowledge, reliability, and love for animals make her the perfect choice. She also has two dogs of her own, so she truly understands what it takes to provide excellent care. Your pets will be in great hands with Cassandra!”


Janelle S.

“Janelle and family were wonderful! I so appreciate them taking our pups on such short notice, and they made Rico and Sal feel like part of family from the start, and took them on walks🥰 We will absolutely be asking them to take care of our pups again!!”


Karlie G.
“Karlie is amazing with animals! She’s grown up around all kinds, from cats and dogs to farm animals, to and has always taken great care of every single one. She’s super dedicated and really pays attention to the little things, whether it’s making sure they’re fed on time or just giving them the love and attention they need. You can tell she truly loves what she does, and she’s someone you can totally count on to take great care of any animal”


Angela D.

“Angela is the best babysitter took care of my baby even at the last min she send pics and kept me updated while we was away for 3 nights I would definitely recommend her to watch your pup 5 stars all the way I will be back soon .I know my khaleesi is in good hands ..Thank you so much !!!”


Holly K.

“Holly is fantastic! My Kenny felt so safe and so loved! I got so many pictures and updates! Shes got great communication and shes a great caregiver! We'll definitely be booking with Holly 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?
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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, 53 sitters provided dog boarding in Pleasant Valley. 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, 93% of Pleasant Valley dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 10 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 Pleasant Valley.
Rover makes it easy to find Pleasant Valley 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 53 dog boarding sitters in Pleasant Valley on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
