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

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Top rated Leland dog boarders

“Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.”


“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!”


“This is the second time I have used Luz for sitting services and I highly recommend her. She gives me quite a few updates and pictures and she is also accommodating to my dogs need to be in a room with someone most times.”


“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


“Sarah and Karl provided great care for our dog, Jack! They were responsive and communicative. They also have a large fenced yard, which was fantastic! Jack came home very happy.”


“I would highly recommend Nicole. Her and her family where so great with Lacy. She keep me updated and had Lacy outside every day wish Lacy loves. I would definitely use Nicole in the future.”


“Daniel and his girls were great with both dogs. He had great communication before and during, and made us feel very comfortable leaving our pups with him. Thanks for another great experience Daniel!!”


“Jamie is a wonderful host. I have had many as I have lived in 3 states in the last 2 1/2 years, she is most definitely at the very top of my list. Kind, caring, discipline her house is immaculate my very picky dogs love to stay at her home, it is like home away from home. My Jackson (teacup Yorkie actually is better behaved when he gets home from staying. I travel often so I am so happy when Jamie is available.”

“Shelby was the perfect host for our puppy. She was super friendly, responded very quickly, gave us updates and pictures on how Copper was doing, and took great care of him. We’ll definitely be re-booking the next time we need to go out of town.”

“Daria is an absolute treasure! You can tell she genuinely loves dogs. Our 83-pound lab, Zeke, had a fantastic overnight stay and came home happy and calm, which is not what we're used to after traditional boarding. She provided regular updates with walks, playtime, and plenty of photos to keep us at ease. Zeke even made a new friend in Daria's beautiful golden, Zeus! We will definitely be back. Thank you, Daria and Zeus!”


“Paige S. was an excellent babysitter for my Babycat. My Babycat is all that I have in this world and I would trust Paige S. with my Babycat anytime. After communicating and speaking to Paige on the phone, I realized that Paige was a true animal lover like myself. It was then I booked with her to board my Babycat while I had to go to the hospital for 2 nights. During my stay at the hospital, Paige answered text and even sent pictures of my Babycat to reassure me. She also helped load and unload Babycat in her carrier, as I am dealing with a handicap.This is how Paige takes excellent care of animals and their humans ! Thank you to Rover for having respectable, professional and loving caregivers like Paige S.! Thank you very much to Paige S. for all your care and extra help with my Babycat! Raul "Dan" Ornelas”


“Katina and her family took care of our dog and our friends' dog on the Christmas eve. They provided a wonderful care and we received our pets back happy and in great mood. Thank you !”


“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”


“Barbara was wonderful with our four-legged baby! She sent us messages and pictures and kept us up to date on his daily doings. She was very accommodating to his at-home routines, too. We highly recommend Barbara!”


“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!”


About: I have dogs and cats of my own, and have been around animals my whole life! I’m comfortable with all animals and am always excited to make some new friends! I work full-time during the week so I’m looking to help out with your pets that need help in the evenings or on the weekends. I will care for your fur babies as if they were my own! Anything you need me to do just let me know and I can make it happen!

“Please read! I will be there first to admit I was skeptical of using Rover. I carefully scanned through profiles of those willing to watch the two dogs we have, a Great Dane and a boxer. Cilyr was so much more than we could have asked for! She and I agreed having a meet and greet prior was a great choice to make sure the dogs would have an easier transition. Cilyr went to every length to ensure she had asked questions we may not have thought of: do the dogs have allergies? Require specific routines? But I was really blown away when she brought to my attention that she does not have a truck large enough for our Great Dane in the event he would need to get to a vet emergently however, she has already arranged with a friend and neighbor that she could borrow theirs should an emergency arise. I knew at that moment She was that absolutely perfect choice to watch our dogs. This was not just a” side gig” for her, she genuinely cares so much for animals and helping others! When I brought the boys back for their week long stay they took about a day and a half to fully adjust. I know this because Cilyr went above and beyond to make sure I knew the boys were doing well and sent pictures! It was so heartwarming to get those little messages and pictures and know our boys were in great hands. Through those pictures you could see our dogs easing into their day and feeling safe and loved. Before we had even returned from our vacation we had discussed that we will hands down take our dogs back to her any time we need to leave them. The personal touches are unmatched to anything we’ve experienced in the past and we will absolutely recommend her every chance we get! Thank you Cilyr!”


“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”


About: I would love the opportunity to care for your pet, as I have 18 years of experience in animal care, training, socializing and grooming. I have worked with puppies and kittens, to large animals such as cattle and horses. I promise to provide emotional support, understanding, lots of playtime/ potty breaks, and a safe, calm environment for your pets. I currently work part time as a caregiver for the elderly. When I have time off, I love to spend it with my dogs and my horses. I plan to have a few days open weekly for pet care as I transition into a full time position for animal caretaking. Pets in my home have free range for activities, allowing them to express themselves at all times. Pets in my care will never be crated unless stated by the owner. I will abide by feeding times and rules set by owner, and will contact owner with questions or concerns. I will always maintain a safe and uplifting environment for pets, that includes lots of cuddles and free range on couches if that is a safe space for them. I am flexible with requests or special cares.

About: I've taken care of many dogs and even more cats over the last 38 years. I love them and will love yours like my own. Semi retired looking forward to helping people out. I have a very flexible schedule and a very dog friendly home. We have one dog in the home sometimes too because I watch my daughter's dog. We have a big country yard, dogs would be monitored with a leash unless the dog is good at obeying commands. Big yard with walking trails.
Loving dog boarding sitters in your neighborhood
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Edith S.Star Sitter

“Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.”


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!”


Luz S.

“This is the second time I have used Luz for sitting services and I highly recommend her. She gives me quite a few updates and pictures and she is also accommodating to my dogs need to be in a room with someone most times.”


Kristin K.Star Sitter

“Kristin was great with my dog Lacy. I would highly recommend her. She sent me pictures and made sure I now that Lacy was doing great. I will be using her again next time I travel.”


Sarah & Karl K.Star Sitter

“Sarah and Karl provided great care for our dog, Jack! They were responsive and communicative. They also have a large fenced yard, which was fantastic! Jack came home very happy.”


Nicole P.Star Sitter

“I would highly recommend Nicole. Her and her family where so great with Lacy. She keep me updated and had Lacy outside every day wish Lacy loves. I would definitely use Nicole in the future.”


Daniel P.Star Sitter

“Daniel and his girls were great with both dogs. He had great communication before and during, and made us feel very comfortable leaving our pups with him. Thanks for another great experience Daniel!!”


Jaime P.

“Jamie is a wonderful host. I have had many as I have lived in 3 states in the last 2 1/2 years, she is most definitely at the very top of my list. Kind, caring, discipline her house is immaculate my very picky dogs love to stay at her home, it is like home away from home. My Jackson (teacup Yorkie actually is better behaved when he gets home from staying. I travel often so I am so happy when Jamie is available.”


Shelby F.Star Sitter
“Shelby was the perfect host for our puppy. She was super friendly, responded very quickly, gave us updates and pictures on how Copper was doing, and took great care of him. We’ll definitely be re-booking the next time we need to go out of town.”


Daria N.

“Daria is an absolute treasure! You can tell she genuinely loves dogs. Our 83-pound lab, Zeke, had a fantastic overnight stay and came home happy and calm, which is not what we're used to after traditional boarding. She provided regular updates with walks, playtime, and plenty of photos to keep us at ease. Zeke even made a new friend in Daria's beautiful golden, Zeus! We will definitely be back. Thank you, Daria and Zeus!”


Paige S.

“Paige S. was an excellent babysitter for my Babycat. My Babycat is all that I have in this world and I would trust Paige S. with my Babycat anytime. After communicating and speaking to Paige on the phone, I realized that Paige was a true animal lover like myself. It was then I booked with her to board my Babycat while I had to go to the hospital for 2 nights. During my stay at the hospital, Paige answered text and even sent pictures of my Babycat to reassure me. She also helped load and unload Babycat in her carrier, as I am dealing with a handicap.This is how Paige takes excellent care of animals and their humans ! Thank you to Rover for having respectable, professional and loving caregivers like Paige S.! Thank you very much to Paige S. for all your care and extra help with my Babycat! Raul "Dan" Ornelas”


Katina G.Star Sitter

“Katina and her family took care of our dog and our friends' dog on the Christmas eve. They provided a wonderful care and we received our pets back happy and in great mood. Thank you !”


Gina S.

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”


Barbara F.Star Sitter

“Barbara was wonderful with our four-legged baby! She sent us messages and pictures and kept us up to date on his daily doings. She was very accommodating to his at-home routines, too. We highly recommend Barbara!”


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!”


Emily Q.Star Sitter
“Emily is an incredible individual who possesses a genuine passion for her work. When it comes to forming connections with dogs, she excels effortlessly, owing to her friendly nature and unwavering commitment to ensuring their utmost comfort.”


Cilyr E.Star Sitter

“Please read! I will be there first to admit I was skeptical of using Rover. I carefully scanned through profiles of those willing to watch the two dogs we have, a Great Dane and a boxer. Cilyr was so much more than we could have asked for! She and I agreed having a meet and greet prior was a great choice to make sure the dogs would have an easier transition. Cilyr went to every length to ensure she had asked questions we may not have thought of: do the dogs have allergies? Require specific routines? But I was really blown away when she brought to my attention that she does not have a truck large enough for our Great Dane in the event he would need to get to a vet emergently however, she has already arranged with a friend and neighbor that she could borrow theirs should an emergency arise. I knew at that moment She was that absolutely perfect choice to watch our dogs. This was not just a” side gig” for her, she genuinely cares so much for animals and helping others! When I brought the boys back for their week long stay they took about a day and a half to fully adjust. I know this because Cilyr went above and beyond to make sure I knew the boys were doing well and sent pictures! It was so heartwarming to get those little messages and pictures and know our boys were in great hands. Through those pictures you could see our dogs easing into their day and feeling safe and loved. Before we had even returned from our vacation we had discussed that we will hands down take our dogs back to her any time we need to leave them. The personal touches are unmatched to anything we’ve experienced in the past and we will absolutely recommend her every chance we get! Thank you Cilyr!”


Alissa A.

“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”


Aliya O.
“Aliya has been an integral part of my success in raising and training service dogs for autism, PTSD, anxiety, diabetes, and guide dogs for the blind. At all hours of the day and night Aliya has assisted in the birthing process — nurturing, protecting, and bottle feeding brand new puppies. She has been called the “puppy whisperer” for years. Caring for dogs could not be a more organic fit for Aliya’s gift with animals. She would be at the top my short list of people I would trust with my babies.”


Dawn M.
“Dawn is a very caring and thoughtful person! She loves her dogs and takes great care if them. She would go above and beyond for your dog too!”
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, 45 sitters provided dog boarding in Leland. 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, 90% of Leland dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 4 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 Leland.
Rover makes it easy to find Leland 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 45 dog boarding sitters in Leland 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.
