House Sitting In Cherokee Park

Find a loving house sitter to watch over your pets and your home.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Cherokee Park house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassie was wonderful! We had no worries, as we were gone for 11 days. She stayed at our home, so it didn’t stress out our dog, Zoe. Cassie was very proactive with asking detailed questions about her and just genuinely concerned about all her needs. She even suggested coming over for some visits prior to our vacation, so Zoe could get use to her. Highly recommend!!?

Profile image
Tammy B.
Sitter Profile Image: Jesse T.
Verified Enhanced Background Check
Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

Profile image
Seb A.
Sitter Profile Image: Tina B.
Verified Background Check
Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
76 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

This was my first time using Rover, and I appreciated Tina walking me through the process. I appreciated her daily updates, clear communication, and my house was as I'd left it.

Profile image
Heather E.
Sitter Profile Image: Karina M.
Verified Background Check
Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

Karina always shows such care for my pets. My dog and cat both have health issues that require multiple medicines and supplements. She always follows their routine closely, asks questions to make sure she’s providing good care, takes my dog on daily walks, and sends daily pictures. I also come home to a clean house. I will not hesitate to request pet/house sitting from Karina again and I highly recommend her!

Profile image
Hailey L.
Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

Profile image
Sarah M.
Sitter Profile Image: Ayomi O.
Verified Enhanced Background Check
Ayomi O.
from
$40
per night
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Meara S.
Verified Enhanced Background Check
Meara S.
from
$30
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Capitol, Madison, WI, 53703

About: I love dogs. My family has had dogs since I was a young kid. I also have experience as a dog sitter/walker for previous bosses. I'm a recent graduate of UW-Madison. Flexible schedule for at least the next three months. I am working another part time job with flexible hours. I would prefer notice for sitting bookings. I have experience with basic dog training, and have an authoritative manor when working with dogs, as well as really enjoying and having fun with dogs. I bike as my main transportation so I am very mobile in the summer/warm weather months. Ideally I'd like to have a regular walking/sitting schedule, but I'm happy to do overnights/dog sitting while owners are on vacation or need occasional help with their dog. I’m currently in between jobs! I have a lot of flexibility in my schedule currently to add both daytime and overnight pet care needs. My schedule will continue to be flexible through summer 2026. I have a number of beautiful dog friendly trail locations that I like to take dogs for longer walks. Otherwise if you’re looking for a short walk I’m happy to take your pup around the block! Please let me know about any household rules or needs, and I’ll be sure to respect the household culture that I step into.

Sitter Profile Image: Emma R.
Verified Enhanced Background Check
Emma R.
from
$30
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was communicative, kind, and took great care of our dogs while we were away!

Profile image
Valerie W.
Sitter Profile Image: Della H.
Verified Enhanced Background Check
Della H.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Windsor, WI, 53598

Della was wonderful with our dog Lacy.

Profile image
Steve M.
Sitter Profile Image: Julia G.
Verified Enhanced Background Check
Julia G.
from
$30
per night
5.0 out of 5 stars
8 reviews
3 years of experience
Middleton, WI, 53562

Julia did a great job caring for my dog, Louie, and cat, Callie! They both have health issues that require medication and Julie reviewed everything and gave them everything they needed. She also sent daily updates and pictures. I came home to healthy and happy pets and a clean home. I would definitely book with Julia again!

Profile image
Hailey L.
Sitter Profile Image: Maria & Bryan P.
Verified Enhanced Background Check
Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Jennifer H.
Verified Enhanced Background Check
Jennifer H.
from
$35
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
11 years of experience
Sun Prairie, WI, 53590

Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

Profile image
Linda A.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
Rebecca B.
from
$68
per night
5.0 out of 5 stars
38 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

We absolutely LOVED Rebecca and so did our dog Reba! We’re so happy we decided to have a house sitter instead of the traditional boarding route. We will 100% rebook with Rebecca moving forward.

Profile image
Reana K.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
from
$45
per night
5.0 out of 5 stars
62 reviews
13 repeat clients
6 years of experience
Madison, WI, 53718

Mary is a very responsible sitter. She had great communication and left me very detailed notes of Gracie’s schedule while I was away to let me know that Gracie was very well taken care of. I would highly recommend Mary.

Profile image
Isaac W.
Sitter Profile Image: Samuel A.
Verified Enhanced Background Check
Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!

Profile image
Marit S.
Sitter Profile Image: Renee L.
Verified Background Check
Renee L.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was ABSOLUTELY AMAZING! So accommodating, GREAT communication and just a really great person to work with. You know your dog is getting 100% attention and love when you come home and they're completely worn out. At an energetic year old, Asha NEVER gets worn out from playing...that is until she met her match in Renee! This was out first time using Rover and it was last minute and I had my concerns just because we had to trust this person in our home for the first time without ever meeting her. Every concern was gone as soon as I met Renee! I can't recommend her highly enough! She's amazing!!!

Profile image
Theresa F.
Sitter Profile Image: Ruby K.
Verified Enhanced Background Check
Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
3 repeat clients
6 years of experience
Madison, WI, 53704

Ruby was great! We got back a tired, happy pup and a house as clean as we left it. We’ll definitely hire her again when we need a house sitter.

Profile image
Scott K.
Sitter Profile Image: Nicole W.
Verified Enhanced Background Check
Nicole W.
from
$35
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Madison, WI, 53705

We (and our dogs) loved having Nicole sit for us. She is an excellent communicator and took care of our pups like they were her own. I’d absolutely have her stay with our dogs again—and based on their lukewarm reaction to us coming home, I think they’d like to see her again too. 🤣

Profile image
Kim B.
Sitter Profile Image: Louisa S.
Verified Enhanced Background Check
Louisa S.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

Profile image
Angi K.
Sitter Profile Image: Krista I.
Verified Enhanced Background Check
Krista I.
from
$53
per night
5.0 out of 5 stars
7 reviews
5 years of experience
Sun Prairie, WI, 53590

Krista was great! She asked thorough questions and sent pictures throughout the day - no complaints!

Profile image
Erin D.
1 / 1
View more sitters

Cherokee Park pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!

Profile image
Chantal M.
House Sitting
5.0 out of 5 stars

Josh really went above and beyond for our 2 dogs while house sitting. We felt relaxed and comfortable knowing they were well taken care of. Will definitely request his services again.

Profile image
Molly M.
House Sitting
5.0 out of 5 stars

Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!

Profile image
Ellyssa E.
House Sitting
5.0 out of 5 stars

Sabrina is amazing! Contacted her on pretty short notice (ahead of a holiday weekend nonetheless!) and she was quick to respond and be available. Additionally, she came for a meet and greet and hung out long enough to really get to know Eddie. She was so so flexible, kind and caring and left my place looking perfect.

Profile image
Haley M.
House Sitting
5.0 out of 5 stars

Sophie was an amazing help while we were gone for two weeks. The daily check-ins and pics were so sweet and it was a relief to see the oftentimes-shy kitties cuddling with her. Even our cockatiel got plenty of time out of her cage and loved getting the pics of “Birdman” on Sophie’s head! Not everyone has experience with it or the interest to learn how to handle and bond with a bird but when Sophie was unsure of something she would be proactive and reach out for tips and advice and it sure seemed to work. The dog was happy when we returned but not TOO happy which leads me to believe she had a great time while we were away. The house was in order, garbages taken out, and laundry done so that we could return late at night and get ourselves to bed quickly. We would definitely hire Sophie again for housesitting.

Profile image
Rachel A.
House Sitting
5.0 out of 5 stars

Sarah did a great job. Our dog is shy and she went the extra mile to make her comfortable. She also communicated with us daily. Sarah stayed overnight at our house and left everything in great condition. I would definitely book her again.

Profile image
Colin B.
House Sitting
5.0 out of 5 stars

Ou boys loved Sammie and she was great with our boys! Very communicative and friendly to work with. Would definitely recommend and book again.

Profile image
Amanda U.
House Sitting
5.0 out of 5 stars

Tessa is incredibly responsible, responsive, and most important, our dog Humphrey seems to love her!

Profile image
Rebecca P.
House Sitting
5.0 out of 5 stars

Salem was wonderful! She was so attentive to Clementine and she communicated very smoothly and easily.

Profile image
Shana H.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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 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.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Cherokee Park house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Cherokee Park.

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. Cherokee Park 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.