Pet Sitting in Crawford Crossing
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Crawford Crossing pet sitters
“Jenell was absolutely amazing! She stopped in several times over the weekend to check on our Boone while we were getting married. She always sent a picture update and paid attention to all the little details that Boone likes to do around his home. Would definitely hire her again! Very professional, great communication, and a very warm heart. Our Boone is the most important thing to us and Jenell made sure we had nothing to worry about while we were away.”
“Bethany was wonderful! Our dog enjoyed her very much. We loved getting the daily rover cards with updates during her check ins and the added pictures were nice to see while away on our trip. She even carried in packages and got our mail for us while we were away. We highly recommend her and will be using her again for future bookings 😊”
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.
“Ashley walked and played with our dog Lincoln for the first time today. Everything went great; Lincoln enjoyed his time with Ashley. The feedback and photos of Lincoln was nice and gave us confidence that Lincoln will be well cared for by Ashley when we are gone.”
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.
“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!!”
“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.”
About: I've had a dog in my home my whole life, in my adult life I successfully cared for my German Shepherd for all of her ten years. Now I have a Heeler mix who keeps us busy and active and I wouldn't have it any other way. I have the luxury of working from home with flexible hours but not everyone does, let me help you keep your dog active and happy when you can't be home. My schedule isn't always consistent week to week so booking ahead is the best plan! I work part-time from home running my own business so I have flexibility and extra time, especially when my kids are in school. I can and will handle all instructions that you have for your pets. I have a fenced in yard and a dog who loves friends as well.
About: I’ve taken care of dogs my entire life, having up to 4 at a time. I enjoy playing and showing dogs lots of attention and affection, and I even live 10 min away from the local dog park. I always keep my dogs on schedule and reward with treats. None of my dogs have ever shown aggressive behavior because it’s HOW you raise your dogs and not based off the breed type! Right now I am only offering walking services. I run my own online business, so my schedule is extremely flexible to suit you and your dogs needs. I have 2 dogs of my own that just turned 2. They are both high energy, so I know the importance of getting their zoomies out so they can relax at home. I have 2 friends dogs (Brody and Ghost). I recently moved to an apartment, so walking and running have become an important part of our lifestyle. I’ve even taught my pups how to run on the treadmill! Lol my dogs are allowed on furniture, but are kenneled during the night.
“Jeremy has been the best caretaker we could have asked for. He has gone above and beyond to ensure that our pets were well taken care of and we could travel with peace of mind. I am so glad to have him on our team. Without a doubt we will be bringing him back as our pet’s guardian. Thanks so much Jeremy.”
About: I'm a certified vet tech and I've had all kinds of animals throughout my life. I have about 5 years of professional animal care experience as well. I am able to walk dogs or drop in to check on other pets after work or on my days off. I can also drop in just to feed or medicate. I am a cleanly person that will make sure your pet has the water, food, exercise, and medications it needs. I am willing to scoop litter boxes and clean up accidents if they happen.
About: I worked at a boarding facility for 3 1/2 years and have been currently working at a vet clinic for the last 4 years. I trained my dog myself, i am not certified as a trainer but am more than happy to work on things with your pet that I can at no extra charge! I am experienced in understanding dog behavior. Being that I work at a clinic I know some first aid care if needed. I take care of my pets everyday and will make extra time for yours. I’m usually done early on Tuesdays and thursdays and can stop by if needed and am typically available Friday-Sunday I always take precautions. I don’t allow any animals to eat meals together always to be safe. I usually spend the first night sleeping in my living room with our guest! I always take time to make sure the pet is comfortable in my home. I have gates set up in my home to give pets a break from each other if needed. All pets are allowed on my furniture. I typically will have my dogs in a seperate room so our guest can Roam the home without interruption so they can sniff it out. I bring my dogs out one at a time to meet our guest. If they are playful they get lots of playtime with my young dog Ember and if they are older and don’t like to play ember respects their boundaries and leaves them alone.
Loving pet sitters in your neighborhood
Search Results
Jenell R.Star Sitter
“Jenell was absolutely amazing! She stopped in several times over the weekend to check on our Boone while we were getting married. She always sent a picture update and paid attention to all the little details that Boone likes to do around his home. Would definitely hire her again! Very professional, great communication, and a very warm heart. Our Boone is the most important thing to us and Jenell made sure we had nothing to worry about while we were away.”
Bethany P.Star Sitter
“Bethany was wonderful! Our dog enjoyed her very much. We loved getting the daily rover cards with updates during her check ins and the added pictures were nice to see while away on our trip. She even carried in packages and got our mail for us while we were away. We highly recommend her and will be using her again for future bookings 😊”
Emily B.
“Wonderful pet sitter and will have her again when needed”
Emily Q.Star Sitter
“Thank you Emily for taking such great care of Snickers. He was relaxed when we got home and not stressed at all. I will be calling on you again.”
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.”
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.”
Ashley R.Star Sitter
“Ashley walked and played with our dog Lincoln for the first time today. Everything went great; Lincoln enjoyed his time with Ashley. The feedback and photos of Lincoln was nice and gave us confidence that Lincoln will be well cared for by Ashley when we are gone.”
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.
“Brook has grown up surrounding by animals. She owns and has cared for both cats and dogs and has the responsibility and time management skills necessary to care for pets.”
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.
“Alissa is amazing!!! She has a gift with animals and it has shown her entire life.. Trust her with our babies 110%. Highly recommended!!! We have never questioned or felt our pets weren’t in the best hands when with her ..”
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!!”
Natalie F.
“Thank you! I will definitely keep you in mind for future visits. ?”
Mariah D.
“amazing as always! she’s amazing with her communication and takes the cutest pictures of our little babies. we can’t wait for her to stay with us again soon. 😁”
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.”
Kimberly R.
“⭐️⭐️⭐️⭐️⭐️ Absolutely Amazing Dog Walking Service! I can’t say enough great things about Kim and their dog walking business! They’re incredibly dependable, kind, and truly love dogs. Every time Obi-Wan sees them, their tail starts wagging like crazy—it’s clear how much they enjoy their walks together. Jim goes above and beyond, giving my pup the exercise they need and the love they deserve. They even send the sweetest updates and photos during the walk, so I know my fur baby is in great hands. If you’re looking for someone who will treat your dog like their own and provide professional, top-notch care, look no further. Highly recommend! 🐾”
Andrea B.
“Andrea is one of the best dog owners I know. She takes such good care and makes sure she knows what’s best for every breed. She makes sure she is able to stick to a schedule, of the animal’s choosing of course, even if it means waking up in the middle of the night.”
Jeremy W.
“Jeremy has been the best caretaker we could have asked for. He has gone above and beyond to ensure that our pets were well taken care of and we could travel with peace of mind. I am so glad to have him on our team. Without a doubt we will be bringing him back as our pet’s guardian. Thanks so much Jeremy.”
Cerise P.
“If you are looking for a responsible, knowledgeable and capable pet caregiver, I highly recommend Cerise. She has cares for her own animals, as well as mine, with love, paying attention to the pets special needs. As a practicing Vet Tech, she is aware of pet behaviors and communicates well with both animals and their humans! Cerise is a smart choice for a pet caregiver.”
Rachel L.
About: I worked at a boarding facility for 3 1/2 years and have been currently working at a vet clinic for the last 4 years. I trained my dog myself, i am not certified as a trainer but am more than happy to work on things with your pet that I can at no extra charge! I am experienced in understanding dog behavior. Being that I work at a clinic I know some first aid care if needed. I take care of my pets everyday and will make extra time for yours. I’m usually done early on Tuesdays and thursdays and can stop by if needed and am typically available Friday-Sunday I always take precautions. I don’t allow any animals to eat meals together always to be safe. I usually spend the first night sleeping in my living room with our guest! I always take time to make sure the pet is comfortable in my home. I have gates set up in my home to give pets a break from each other if needed. All pets are allowed on my furniture. I typically will have my dogs in a seperate room so our guest can Roam the home without interruption so they can sniff it out. I bring my dogs out one at a time to meet our guest. If they are playful they get lots of playtime with my young dog Ember and if they are older and don’t like to play ember respects their boundaries and leaves them alone.
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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 Crawford Crossing on Rover as of Aug 2025 was about $20 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 38 pet sitters in Crawford Crossing. 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, 100% of Crawford Crossing pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 11 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Crawford Crossing.
Rover makes it easy to find Crawford Crossing 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 38 pet sitters in Crawford Crossing 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.
Connect anywhere with the Rover app
