House Sitting in North Freedom
Find a loving house sitter to watch over your pets and your home.

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Top rated North Freedom house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ashley was a fantastic sitter for our old pup. I appreciate that she came for a meet and greet to familiarize herself with Piper and his needs. We immediately felt comfortable with Ashley-- through our conversations it became very clear that she has a passion for animals. Ashley sent us updates and photos throughout the day. I highly recommend Ashley and have no reservations asking her again if we needed her. Thank you, Ashley!”

“Matthew watches our German Shepard fora Week. Cooper loved him. When Cooper will sleep with you and let you give belly rubs you know he loves you. While we were gone I got a notice the lawn service was coming the next day for the final application of the year. I texted Matt and asked him if he could clean up the poop in the back yard. He not only cleaned it up he also raked the leaves. Amazing!! Before we left he spent an entire day with Cooper so they could get to know each other and see if he had any questions. He’s amazing and we will be using him next time we travel.”


“Our young dog (2yrs) has seizures, along with that many medications to be given. She did incredible with both. She is amazing with our boys! A 5yr old Chihuahua and a 2yr old Pekingese/Shih Tzu/mix.”

“Erin was amazing and super responsive the entire time she hung out with our pups 😊 even when bandit was a little jerk at first- she didn’t even care. We will definitely be using Erin again!”

“Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!”

“Samantha was wonderful with our 3 fur babies. Very attentive to their needs and wants. Our 3 even pouted when she left! Highly recommend, she went above and beyond for our babies!”

“Heather was fabulous! Our dog, Bodie, loved her. We were at a wedding and we received texts with photos of Bodie a couple of times letting us know he was ok. We will most definitely use her services again.”

“Very happy with Rebecca and the care she provided for our dogs and cats while we were away. She communicated daily, sent pictures and updates, and we felt very comfortable, and that our animals were in safe hands. We came home to a clean house and happy pets! Thank you again, Rebecca, definitely using you again in the future!!!”

About: I provide calm, reliable overnight care for pets of all sizes and temperaments. This includes big dogs, small dogs, and cats. I tailor routines to each animal’s needs and personality. While you're away, I also care for your home and plants, keeping everything clean, secure, and thriving so you return to happy pets and a well-tended space. Pet care fits seamlessly into my daily and weekly routine because I work remotely and have hotspot access, allowing me to stay connected from virtually anywhere. This flexibility means I can be fully present for your pets. This means whether it’s sticking to their feeding schedule, going on midday walks, or providing companionship throughout the day— I can do it all without compromising my professional responsibilities. I structure my work around their needs, ensuring they get the attention, exercise, and comfort they deserve while you’re away. When caring for pets in the owner's home, I prioritize creating a calm, consistent environment that mirrors their usual routine as closely as possible. I make sure they feel safe, loved, and engaged throughout the day.
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 also provide training as well as package deals for walks and daily let outs ..just ask! 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!
“Amanda was an outstanding sitter for my two dogs. One of my dogs is a senior and required a little extra TLC. Amanda kept me updated regularly and took some of the most beautiful photos of my pets! She was simply wonderful. I highly recommend.”
“Mariah was very receptive to Bama’s needs. I received updates and photos. Mariah is a very responsible and caring person. I will definitely contact her again when I need a sitter.”

About: Hi! I'm Brook Gassman, a 25-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 the most adorable corgi named Winnie. 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.
“Leora stayed at our house for a week to watch our dog while we were out of town and she was amazing! She provided regular updates and took great care of our dog - even including taking her to the vet and taking great care of her when she was sick. Our house was very tidy when we got home and our dog was happy! Thanks, Leora!”

About: Hello, my name Is Jeremy and I used to work for a Pet Sitting Company in Kenosha, Wisconsin. I now moved to Baraboo & am looking to do more sits in my spare time. I have a very flexible schedule. I feel very confident in my abilities. I have two cats at home that require special medication and a shot so I am comfortable with giving injections. I really enjoy taking dogs for walks. I am willing to do what it takes to make you feel comfortable about letting me take care of your pet. I thank you so much for taking the time to read all this. I cannot wait to work with your pets! I run an online sports business & pet sit for a living. Both part time as of right now. I typically work mom-fri but willing to work weekends. Safety is my #1 priority. Making sure doors are locked & animals don’t escape. Making sure they have water at all times to stay hydrated.
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.
About: I’ve taken care of pets my whole life. Pet sitting for Family and friends I love being with animals, playing with them and making sure there not alone I’m around animals all day I live with 5 animals, 4 dogs 1 cat. I’m used to taking dogs outside l, playing with them, feeding them, and cleaning them if necessary I make sure all animals are clean, fed and have been taken outside to play and do what they need to do, im good with schedules and following them
About: I have been taking care of dogs for my entire life! I have experience caring for big and small dogs of all ages, from puppies to the elderly. I took on the responsibility of training each of my family's dogs, so I am skilled in the area of obedience training for puppies and adolescent dogs. I am a very meticulous person and I follow every direct I'm given to a T, so I will make sure that your fur baby gets the best care and love possible. I am currently a high school student about to graduate and leave for college! From now until the end of the school year, I am available every weekday from 2-10. After May 31st, I will be working part-time, so I will have more than enough time during the summer to care for your fur babies! Although I do not offer services at my own house, I will make sure that your pet is as safe as can be wherever we are! The safety of anybody's pets is a top priority for any pet owner, including myself. Leaches and supervision are some of the most important tools that pet owners can use to keep their pets safe.
Over 14 pet parents in North Freedom have booked house sitting
How Rover works

1. Search
Read verified reviews and choose a house 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 house and 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!
The median cost per night for house sitting in North Freedom is $50
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 house 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.
Sitters in North Freedom average 5 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in North Freedom on Rover as of Nov 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Nov 2025, there are 53 house sitters in North Freedom. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of North Freedom house sitters respond in under an hour.
House sitters with repeat customers have an average of 5 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in North Freedom.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. North Freedom house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


