Pet Sitting in Leland
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Leland pet sitters

“Wonderful to meet with Jayde to go over Sophie’s care needs! Also wonderful that Jayde was flexible to add time to her upcoming drop in visits for Sophie to allow for watering our flowers while we are away! Thanks so much!”


About: Hi! I'm Brook Gassman, a 24-year-old school psychologist at JYMS in Baraboo, and I'm passionate about providing loving care for all kinds of pets. Growing up with both cats and dogs, I developed a deep love for animals of all shapes and sizes. Currently, I own a sweet cat named Elby and am in the process of finding the perfect dog to add to my family. I've had years of experience caring for pets, from playful puppies to calm senior cats. Whether it’s walking, feeding, or providing companionship, I’m dedicated to ensuring your pet receives the best care possible. I understand the importance of trust and routine for animals, and I’m committed to giving each pet the attention, exercise, and love they deserve. I look forward to helping you take care of your furry friends! I work full-time at the middle school in Baraboo, so my regular availability is between 6-7 AM and 3-9 PM. However, I'm flexible and can arrange to stop by outside of these hours if needed. I will care for your pet in your home according to your specific preferences and routine. My goal is to ensure a safe, comfortable, and stress-free experience for both you and your pet, and I’ll work closely with you to meet all of your pet’s needs.

“Wonderful all around! Will definitely use again! So kind and sweet to my babies! Was on time and had amazing communication with me! My babies were happy and well looked after! Pictures were sent every visit and made me feel at ease seeing them have fun!!!”


“Carlie was awesome. So easy to coordinate with and my two dogs instantly loved her. Gave us updates all the time and made it completely stress free for us to go away for a few days. Have already recommended Carlie to our neighbors and friends. Thanks Carlie”


About: Conveniently located 7 minutes from Wisconsin Dells (the map is not accurate), in the country on a few acres with a large fenced in area! I love taking care of pups in my home just as one of my own furry family members. I have a degree as a vet tech and in canine obedience and behavior! I have been boarding dogs in my home and pet sitting for over 25 years. I also ran a wonderful dog rescue for almost ten years giving me a wide variety of experience with many situations and behaviors. I love being able to help people with knowing their pup is in the best of care so you can enjoy your Vacation or not add more stress in a time of sorrow or whatever the situation may be that brings you to needing dog sitting! I also own my own business doing interior painting so have a very flexible schedule. I love being able to be flexible for you and for your pup I have a fenced in yard, can separate and/crate dogs as needed. I do offer for them to sleep with me at night and be spoiled. I will take them for rides, hikes, to the store all if applicable!

“Heather was fantastic!! We have three elderly pets-two dogs and a cat. Heather administered medication and spent time with them so they weren’t lonely. They loved her and we enjoyed seeing the photos she sent us of them. We will be reaching out to Heather every time we need someone to drop in for our babies. Thank you so much Heather for giving us the ease of mind to have fun while we were away from home!!”


About: I see dogs as one of the great additions to a family, in fact, I have always had a dog in my household. Neighbors have relied on me to do drop in potty breaks as well as over night pet sitting. I am able to take care of dogs of all age and size. Feel free to reach out to me to double check my availability! I currently work part time, therefore I am able to fit pet care into my schedule as needed. I am available week days and weekends. I live on 5 acres and own two friendly dogs, a 1 year old Golden Retriever and a 9 year old Labrador. I am diligent about making sure animals stay safe while having a little bit of fun.

“Mariah was great! She was fast to respond to all messages, was a great communicator, kept me updated on everything going on and was so sweet to deal with. I definitely plan to use her again in the future!”


“I love her enthusiasm and excitement about my dog. Makes me feel like she really enjoyed her time with Alpine which is such a great feeling when I can’t be home with her.”


“Abby came to our home each day while we were on vacation to attend to our elderly cat and everything went smoothly! She was trustworthy and thorough - sent notes and pictures and we never worried about anything while we were gone. We would definitely book her again - we trusted her and appreciated all she did!”


About: My name is Beautiful, but most people call me Violet. I own one dog of my own, and really enjoy all animals. I am a certified dog groomer as well, and I have been grooming since 2021. I started boarding dogs in my home at the beginning of 2024, and have worked in a doggy daycare setting as well. With all my experience in the pet industry I am able to provide a safe and enjoyable experience for your pets. I groom dogs Wednesday through Friday from 10 to 5, and occasionally a Tuesday. I also groom Saturdays 10 to 4. The rest of the time I can dedicate to making your pet(s) feel as comfortable and happy as possible! I will always treat your dogs like they are my own with lots of love and care. I have a lot of experience with different personalities and temperaments of dogs, so I am able to provide the most appropriate care for your dog.

“Tyler stopped in to check on our cat, Lexi, while we were on a long (17 day) vacation. He kept us up-to-date on his visits, made sure she had plenty of food, water and, most importantly, her treats! He even helped us out by picking tomatoes and zucchini from our garden and refrigerating them. We would not hesitate to contact him for our next vacation.”


About: I've been around dogs my whole life and have even helped friends and family with their dogs. I even got help my best friend get her dog dressed up for her wedding! I currently have flexible work from home hours where I can come play with the fluff balls when needed. I am only unavailable Tuesday and Wednesday. I live in an apartment but on the edge of town and have a huge area to run the dogs when they need some exercise.

About: I am a 19 years old and have grown up loving animals since day one. I am a very energetic person that absolutely loves to play with animals of all sorts. I am just as comfortable being outside with a Great Dane as I am being indoor with a five pound cat. I have a plethora of experience walking all sizes and breeds of dogs as well. I have no problem taking a leisure walk in the park or going for a run with dogs that want to try to keep up. I have been to multiple different dog training classes with my own dog. For dogs that are interested in staying at my house I have plenty of space in my home and in my yard to run around and have a blast. I am currently working part time and am available after 2 P.M. most days. I do not work on the weekends and I am free both days I am active and willing to walk and play with all sorts of pets indoors and outdoors. I enjoy playing with exercising all kinds of animals.

About: My very first job was working at a family owned boarding and grooming kennel. I started when I was 14 years old and worked there through college. In between that, I've pet sat for several family members and friends. I work full time as a second shift (3:00 pm - 11pm) 911 dispatcher. I'd love to do some evening or early morning walks to start and would like to expand into pet sitting as my schedule allows. I have preference to pet sitting at the clients home because my roommates dog is a bit fickle on who she gets along with. Plus I own a cat and I know not every dog likes cats. As a pet sitter, I intend to take your dog for regular walks in addition to normal outside play time. I can work with your dog on any ongoing training you have with them.
Loving pet sitters in your neighborhood
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Cilyr E.Star Sitter

“Cilyr went above and beyond our expectations for our cat care. One cat can be a little tricky and unpredictable, and she handled it like a champ.”


Aliya O.

“We have used several different pet sitters on Rover and Alyia was by far the best! Took great care of multiple dogs with no issues or problems. Highly recommend.”


Erin H.

“Very happy with Erin. I don't think anyone could do better.”


Jayde R.


“Wonderful to meet with Jayde to go over Sophie’s care needs! Also wonderful that Jayde was flexible to add time to her upcoming drop in visits for Sophie to allow for watering our flowers while we are away! Thanks so much!”


Rebecca R.Star Sitter

“Rebecca did a fantastic job with my two pups! Communication was constant and the pictures were flowing. I will definitely use Rebecca in the future.”


Brook G.
“Although Brook is my daughter, I do feel I can give her an honest and accurate endorsement. She has always been one of the most caring and hard working people I have ever known. I find her love of animals hart warming and contagious! I know Rover has some wonderful people on staff and I am sure Brook would be among them!”


Claire H.

“Wonderful all around! Will definitely use again! So kind and sweet to my babies! Was on time and had amazing communication with me! My babies were happy and well looked after! Pictures were sent every visit and made me feel at ease seeing them have fun!!!”


Carlie W.

“Carlie was awesome. So easy to coordinate with and my two dogs instantly loved her. Gave us updates all the time and made it completely stress free for us to go away for a few days. Have already recommended Carlie to our neighbors and friends. Thanks Carlie”


Alissa A.
“I have known Alissa for 30 years and ever since I’ve known her she has had a heart for animals.She speaks their language and is compassionate yet firm! I recommend her over and over again. I am a dog groomer and I’m constantly recommending her to people because she’s so good at what she does!”


Heather E.

“Heather was fantastic!! We have three elderly pets-two dogs and a cat. Heather administered medication and spent time with them so they weren’t lonely. They loved her and we enjoyed seeing the photos she sent us of them. We will be reaching out to Heather every time we need someone to drop in for our babies. Thank you so much Heather for giving us the ease of mind to have fun while we were away from home!!”


Julia P.
About: I see dogs as one of the great additions to a family, in fact, I have always had a dog in my household. Neighbors have relied on me to do drop in potty breaks as well as over night pet sitting. I am able to take care of dogs of all age and size. Feel free to reach out to me to double check my availability! I currently work part time, therefore I am able to fit pet care into my schedule as needed. I am available week days and weekends. I live on 5 acres and own two friendly dogs, a 1 year old Golden Retriever and a 9 year old Labrador. I am diligent about making sure animals stay safe while having a little bit of fun.


Mariah D.


“Mariah was great! She was fast to respond to all messages, was a great communicator, kept me updated on everything going on and was so sweet to deal with. I definitely plan to use her again in the future!”


Kimberly G.
Star Sitter


“I love her enthusiasm and excitement about my dog. Makes me feel like she really enjoyed her time with Alpine which is such a great feeling when I can’t be home with her.”


Ashley E.

“Another fantastic service provided! Love Ashley and she takes great care of my boys! Will def continue to book again w her whenever it works!!!”


Abby I.

“Abby came to our home each day while we were on vacation to attend to our elderly cat and everything went smoothly! She was trustworthy and thorough - sent notes and pictures and we never worried about anything while we were gone. We would definitely book her again - we trusted her and appreciated all she did!”


Beautiful N.Star Sitter
“Beautiful seems to be very comfortable with caring for dogs of many types- young, old, and even drooly! They all love her, and get excited expecting her arrival. She is also competent and professional in handling cleanup of dog and cat excrement.”


Tyler F.

“Tyler stopped in to check on our cat, Lexi, while we were on a long (17 day) vacation. He kept us up-to-date on his visits, made sure she had plenty of food, water and, most importantly, her treats! He even helped us out by picking tomatoes and zucchini from our garden and refrigerating them. We would not hesitate to contact him for our next vacation.”


Cassandra L.
“Cassie is a very responsible person who has many years of experience caring for pets. Cassie is very thoughtful, considerate, and loving towards any animal that she is around.”


Spencer K.
“Spencer would be a great dog walker/sitter. He loves dogs and dogs love him. I would highly recommend choosing Spencer to spend time with your dog. In fact he cared for my dog today.”


Caitlin O.
About: My very first job was working at a family owned boarding and grooming kennel. I started when I was 14 years old and worked there through college. In between that, I've pet sat for several family members and friends. I work full time as a second shift (3:00 pm - 11pm) 911 dispatcher. I'd love to do some evening or early morning walks to start and would like to expand into pet sitting as my schedule allows. I have preference to pet sitting at the clients home because my roommates dog is a bit fickle on who she gets along with. Plus I own a cat and I know not every dog likes cats. As a pet sitter, I intend to take your dog for regular walks in addition to normal outside play time. I can work with your dog on any ongoing training you have with them.
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets 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 pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Leland on Rover as of Aug 2025 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 16 pet sitters in Leland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Leland.
Rover makes it easy to find Leland pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 16 pet sitters in Leland on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
