Dog Boarding in Greenleaf, WI
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Greenleaf dog boarders

“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


“Molly had a great time! Communication was great as well. Molly enjoyed playing in the fenced yard. Will definitely book again! Thank you for taking care of Molly like family.”


“We usually pick up a rather stressed out dog after boarding and this pick up was entirely different. We picked up a happy, unstressed dog. We will definitely be using her again.”


“Absolutely fabulous sitter and family! Ginger loved her stays with Anu and her family. Their dog Norah is the sweetest and was a great teacher for my young golden pup. I will definitely be booking in the future. Highly recommended!!??”


“Shanna was amazing! Took such great care of our dog and sent me so many pics and updates. He got walks and playtime and so much love. So thankful!”


“Our pup Callie stayed with Maria for 8 days while were in FL. She was well cared for and Maria gave me updates during her stay that Callie was doing well. I would recommend Maria, especially if you're looking for a low-key environment or if your pup doesn't do well with other dogs.”


“Rebecca was amazing. She gave us photos and updates the entire weekend. Our Mabel came back clean and happy and it was clear she ran a lot and was given care, love and attention. I would recommend her to everyone!”


“Bobbie is amazing. This was Sophie’s first overnight and I was so nervous. Bobbie sent pictures and kept me informed on how Sophie was doing. Because Bobbie is so good with dogs Sophie was comfortable and completely at home. I can’t say enough about how good Bobbie is. I will definitely be using Bobbie again for future trips. Thank you again for being so good with my Sophie.”


“Brandy was wonderful! She cared for our pup so well and sent updates. She takes extra precautions to be sure each pup is safe in her home and I never once worried about mine while staying here. My pup will definitely be back during our next travel plans.”


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”


“Dani was great. Our fur baby was well taken care of while we were gone and we got lots of pictures to let us know how she was doing. Drop off and pick up were easy. Would definitely recommend Dani for your fur baby.”

“Carol and her family were so so amazing! It was my first time using Rover and I was a bit nervous but she immediately put all my worries to rest. She was very communicative and sent tons of pics and videos of my puppy resting and playing all throughout his stay with her. Easy pick up and drop off. Couldn’t recommend her enough! ❤️❤️”


“Sophie had such a great time! Dala communicated the entire time and sent updates with photos, which is so reassuring. She double-checked with me to make sure any treats that I didn’t provide were okay to give. Sophie made herself right at home and was just lounging around when I went to pick her up. I could tell she was 100% comfortable there, and that’s a sign of a great dog sitter! Highly recommend!”


“Highly recommend! Our pup got lots of love and attention. Kristal and company made him feel right at home and kept us updated the whole time! We will definitely look to them again in the future if we need a sitter.”


“Mackenzie and her doggie Wilson were awesome! Instant connection with our elderly dog and you can tell she is a total dog lover. Sent fun photos every day and it was obvious our old gal was having a nice time. Mackenzie’s house is immaculate too, by the way. I highly recommend!”


“Teressa was great to work with leading up to and through our departure out of town. We had a nice, short meet n greet. She was very flexible with us, and took great care of our sweet pup. She sent regular updates and photos unlike a previous Rover we used. We look forward to booking Teressa again soon!”


“This was my first time using Roover, I did not know what to expect. The experience was wonderful. Prior to booking Maxwell set up a time for me to bring my dog over to meet his family. I was able to get the feel for if it was a good fit for my dog. And it was! I booked for a night. Drop off was great, pickup was good, and communication before and during the stay was helpful. I was surprised how tired my dog was when she came home. She was more tired staying with Maxwell then going to a kennel. When I saw how tired she was I knew she had a great time!”


“I can't thank Holly and her family enough for the wonderful "vacation" they gave our 9 month old puppy while we ventured off on a trip of our own :) I call it a vacation because our puppy had the time of his life while in their care. He had Holly's three sweet dogs to play with ... and the entire family gave him so much love and attention. I can't put into words how grateful I am! The pictures Holly sent completely eased my worries, and she also sent messages each day to let me know that all was going well. On a scale of 1 to 10, we give Holly a 10+ ... Our experience could not have been better ...”


“Such a Blessing of a Family to leave our puppy with! All our hesitations and anxieties of leaving our 4.5 yr old mini Aussie for a week were instantly gone as Shelby and daughter so lovingly gave her a home away from home. Along with her gentleness and patience came two gorgeous Bernedoodle friends to make our girl’s stay a superFun place to be while we were away! Felt guilty picking her up from her Staycation. Highly Recommend!!”



“Kelley and her Husband were AWESOME! SUPER friendly and kept me update on my Thorin. My Thorin seemed extremely happy and they took good care of him. Remind you guys, my Throin is. Belgian Malinois and I thought he was going to be too much for Kelley and her husband. But they were able to keep up with him. HIGHLY recommend!!!!”

Loving dog boarding sitters in your neighborhood
Search Results


Bobbi T.Star Sitter

“Bobbi and her family took great care of my fur baby! She sent lots of updates and my pup came home exhausted from all the playing he did at her house. I will definitely be a repeat customer!”


Denny H.Star Sitter

“Molly had a great time! Communication was great as well. Molly enjoyed playing in the fenced yard. Will definitely book again! Thank you for taking care of Molly like family.”


Melissa M.

“We usually pick up a rather stressed out dog after boarding and this pick up was entirely different. We picked up a happy, unstressed dog. We will definitely be using her again.”


Anuradha N.Star Sitter

“Absolutely fabulous sitter and family! Ginger loved her stays with Anu and her family. Their dog Norah is the sweetest and was a great teacher for my young golden pup. I will definitely be booking in the future. Highly recommended!!??”


Shanna L.

“Shanna was amazing! Took such great care of our dog and sent me so many pics and updates. He got walks and playtime and so much love. So thankful!”


Maria V.Star Sitter

“Our pup Callie stayed with Maria for 8 days while were in FL. She was well cared for and Maria gave me updates during her stay that Callie was doing well. I would recommend Maria, especially if you're looking for a low-key environment or if your pup doesn't do well with other dogs.”


Rebecca W.Star Sitter

“Rebecca was amazing. She gave us photos and updates the entire weekend. Our Mabel came back clean and happy and it was clear she ran a lot and was given care, love and attention. I would recommend her to everyone!”


Bobbie & Clark F.
Star Sitter


“Bobbie is amazing. This was Sophie’s first overnight and I was so nervous. Bobbie sent pictures and kept me informed on how Sophie was doing. Because Bobbie is so good with dogs Sophie was comfortable and completely at home. I can’t say enough about how good Bobbie is. I will definitely be using Bobbie again for future trips. Thank you again for being so good with my Sophie.”


Brandy D.Star Sitter

“Brandy was wonderful! She cared for our pup so well and sent updates. She takes extra precautions to be sure each pup is safe in her home and I never once worried about mine while staying here. My pup will definitely be back during our next travel plans.”


Jessica & Chase M.
Star Sitter


“Chase & Jessica were very welcoming to my Chihuahua, Chip! I appreciated the help with my pup & their updates & flexibility were great as well! Thank you both!! If you're looking for a dog-sitter, don't hesitate with Chase/Jessica!”


Danielle M.
“Dani was great. Our fur baby was well taken care of while we were gone and we got lots of pictures to let us know how she was doing. Drop off and pick up were easy. Would definitely recommend Dani for your fur baby.”


Carol S.

“Carol and her family were so so amazing! It was my first time using Rover and I was a bit nervous but she immediately put all my worries to rest. She was very communicative and sent tons of pics and videos of my puppy resting and playing all throughout his stay with her. Easy pick up and drop off. Couldn’t recommend her enough! ❤️❤️”


Dala S.Star Sitter

“Sophie had such a great time! Dala communicated the entire time and sent updates with photos, which is so reassuring. She double-checked with me to make sure any treats that I didn’t provide were okay to give. Sophie made herself right at home and was just lounging around when I went to pick her up. I could tell she was 100% comfortable there, and that’s a sign of a great dog sitter! Highly recommend!”


Kristal K.Star Sitter

“Highly recommend! Our pup got lots of love and attention. Kristal and company made him feel right at home and kept us updated the whole time! We will definitely look to them again in the future if we need a sitter.”


Mackenzie M.Star Sitter

“Mackenzie and her doggie Wilson were awesome! Instant connection with our elderly dog and you can tell she is a total dog lover. Sent fun photos every day and it was obvious our old gal was having a nice time. Mackenzie’s house is immaculate too, by the way. I highly recommend!”


Teressa K.

“Teressa was great to work with leading up to and through our departure out of town. We had a nice, short meet n greet. She was very flexible with us, and took great care of our sweet pup. She sent regular updates and photos unlike a previous Rover we used. We look forward to booking Teressa again soon!”


Maxwell B.

“This was my first time using Roover, I did not know what to expect. The experience was wonderful. Prior to booking Maxwell set up a time for me to bring my dog over to meet his family. I was able to get the feel for if it was a good fit for my dog. And it was! I booked for a night. Drop off was great, pickup was good, and communication before and during the stay was helpful. I was surprised how tired my dog was when she came home. She was more tired staying with Maxwell then going to a kennel. When I saw how tired she was I knew she had a great time!”


Holly D.Star Sitter

“I can't thank Holly and her family enough for the wonderful "vacation" they gave our 9 month old puppy while we ventured off on a trip of our own :) I call it a vacation because our puppy had the time of his life while in their care. He had Holly's three sweet dogs to play with ... and the entire family gave him so much love and attention. I can't put into words how grateful I am! The pictures Holly sent completely eased my worries, and she also sent messages each day to let me know that all was going well. On a scale of 1 to 10, we give Holly a 10+ ... Our experience could not have been better ...”


Shelby A.Star Sitter

“Such a Blessing of a Family to leave our puppy with! All our hesitations and anxieties of leaving our 4.5 yr old mini Aussie for a week were instantly gone as Shelby and daughter so lovingly gave her a home away from home. Along with her gentleness and patience came two gorgeous Bernedoodle friends to make our girl’s stay a superFun place to be while we were away! Felt guilty picking her up from her Staycation. Highly Recommend!!”




Kelley S.


“Kelley and her Husband were AWESOME! SUPER friendly and kept me update on my Thorin. My Thorin seemed extremely happy and they took good care of him. Remind you guys, my Throin is. Belgian Malinois and I thought he was going to be too much for Kelley and her husband. But they were able to keep up with him. HIGHLY recommend!!!!”
Over 1 pet parents in Greenleaf have booked dog boarding
Popular requests near you
Select a filter and find qualifying Greenleaf 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 Greenleaf is $41
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 Greenleaf 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 Greenleaf is $41 per night, including service fees. Boarding your dog for one week typically costs $287. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Greenleaf dog boarding rates can be found as low as $29 to as high as $29 per night.
As of Aug 2025, 166 sitters provided dog boarding in Greenleaf. 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, 92% of Greenleaf dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Greenleaf 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 Greenleaf.
Rover makes it easy to find Greenleaf 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 166 dog boarding sitters in Greenleaf on Rover, so you’re sure to find the perfect match for your dog! In Greenleaf, 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.
