Pet Sitting Cherokee Garden

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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Cherokee Garden, Find top rated pet sitting

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

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Sitter Profile Image: Kylie U.
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Kylie U.
from
$20
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

Kylie was absolutely wonderful with our cats, Georgie and Weezy!! She was punctual, attentive, and kept us updated with photos and messages during her drop-in visits. Georgie really liked her and she tends to be more timid with strangers. We’ll definitely book with Kylie again!

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Jody & Nick J.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
342 reviews
74 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was great. She went above and beyond with our dogs. She was very detailed in her reports and provided lots of great pictures. Would definitely recommend.

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Jeremy B.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
44 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

Needed a couple drop-ins on short notice so I contacted Hailey and she got back to me right away. We set up a meet and great for that evening and she was right on time. All 3 dogs just loved her at first sight! After they got their attention we went over all the details of food, water, etc. She was on time to appointments and sent pics during visit. Hailey has great communication and I will definitely use her again.

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Shawn M.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
43 reviews
7 repeat clients
25 years of experience
Windsor, WI, 53598

We couldn't have asked for a better sitter for our two cats Mochi & Frankie! Heather truly went above and beyond, giving us total peace of mind while we were away. She didn't just handle the basics, Heather took the time to really bond with our cats, sent the best photo updates, and even got my shy Covid kitty to play and come out. It’s clear Heather genuinely loves animals. We’ll definitely be booking again!" We appreciated all the updates and photos.

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Jullie B.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per visit
4.8 out of 5 stars
38 reviews
15 repeat clients
9 years of experience
Westport, WI, 53597

Brenda took great care of my recently adopted feline, Atticus, when I was suddenly called out of town. I found her punctuality and dependability assuring, and her approach to providing care to a skittish kitty in alignment with mine; when I arrived home, Atticus was in great shape, physically and emotionally. Absolutely recommend her with enthusiasm.

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Amber A.
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
30 reviews
15 repeat clients
4 years of experience
Windsor, WI, 53598

Taryn did a great job with George while we were away. We appreciated knowing he was in good hands and enjoyed the updates and photos she sent us. She was a great communicator, arrived when she said she would, and took care of George like he was her own. We will definitely have Taryn back to look after him again.

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Ashley S.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
43 reviews
16 repeat clients
15 years of experience
Madison, WI, 53704

Taylor has been taking great care of my dog Coco! She arrives during the requested window of time, feeds her lunch, and makes sure Coco gets a little walk. Taylor has great feedback for each visit and I can tell that Coco trusts her and has a nice time. It’s great to see the visit photo each day.

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Brittany H.
Sitter Profile Image: Blanca G.
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Blanca G.
from
$12
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
1 year of experience
Tenney-Lapham, Madison, WI, 53703

Blanca was amazing - super reliable and responsive! Our cat is usually grumpy, but Blanca is a natural and the cat LOVED her. Great updates and photos with each visit. Will definitely book again!

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John G.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
51 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Liz was very flexible and willing to help with my 3 pit bull/bully doggies on short notice. Very kind and understanding. Great help. Thanks Liz!

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Julia X.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
68 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is very accommodating, She contacted me to get instructions for entering my residence, but unfortunately I hadn't noticed. I got back to her as soon as I read the message, but she had already left. She was able to make another stop by later to care for Sparks. Her communication and care were top notch and I would recommend her as your next pet care provider.

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Chris R.
Sitter Profile Image: Darshani L.
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Darshani L.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Windsor, WI, 53598

About: I’ve grown with big dogs my whole life and I have my fair share of personal experience with smaller ones as well. Additionally, I worked at Paradise Paws (doggy daycare) as a dog handler for about a year. I am very familiar with all the different breeds and personality types, even puppies! I have a very flexible schedule. I do online school and don’t have another job, so I have lots of opportunity during the day to hang out with your dogs! I will care for your dogs depending on your environment and the rules you have set for me. I will respect your environment and that of the dog, while ensuring they receive lots of fun and attention!

Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per visit
4.9 out of 5 stars
32 reviews
14 repeat clients
1 year of experience
Madison, WI, 53719

Amazing, she went out of her way to pick my dog up and take him home for me when I was out of state.

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J F.
Sitter Profile Image: Christine W.
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Christine W.
from
$13
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Emerson East, Madison, WI, 53704

About: I’ve been surrounded by animals my entire life—growing up in a home full of fish, birds, cats, dogs, and rodents taught me early on that pets are family. I truly believe every animal deserves love, patience, and attentive care. Today, I share my home with my friendly dog Birdie, who loves meeting new furry friends and makes a great playmate. My two kids are also passionate animal lovers, and together we create a safe, warm, and pet-friendly environment. I’m experienced in administering medications, whether pills, drops, or topical treatments, and I’m happy to support pets with special needs. I also offer daily walks for exercise and enrichment, and I’m comfortable with crate training if it’s part of your routine. Whether your pet is playful, shy, energetic, or relaxed, I’ll treat them with the same love and respect I give my own. I work full-time during the week, but on my weekends off, I love spending my time caring for animals. Pet care has always been a part of my life, and I’m excited to offer reliable, loving support to fellow pet parents when I’m available. Whether it’s weekend drop-ins, walks, or cuddles while you’re away, I’m here to help give your pets the attention and care they deserve. Your pet’s safety and comfort are my top priorities. My home is fully pet-friendly and thoughtfully pet-proofed to ensure a secure environment. I use baby gates to create designated pet areas, so dogs can have their own space or be kept out of certain rooms when needed. I also have a large, fully fenced backyard—perfect for safe outdoor play and potty breaks. Fresh water is always available in multiple areas of the home to keep pets hydrated throughout the day. Whether your pet loves to run or relax, they’ll have a secure, comfortable, and caring space to enjoy.

Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
31 reviews
7 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua mix) since birth till now (11 years old). Together, we have fostered 16 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, a large Newfoundland, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Alanis C.
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Alanis C.
from
$15
per visit
5 years of experience
Madison, WI, 53704

About: I’ve always loved animals and really enjoy caring for them. I actually fostered a puppy and ended up falling in love with her and adopting her myself! I’m patient, caring, and will make sure your pet feels safe, loved, and comfortable while they’re with me. Currently graduated college a few months ago, so my schedule gives me plenty of time to care for your pets. I’m available throughout the week and can be flexible depending on your pet’s routine and needs. I’ll make sure they get plenty of attention, playtime, walks, and love while they’re with me. 🐾 I make sure every pet feels safe, comfortable, and loved while in my care. I follow their normal routine as closely as possible, give them plenty of attention and playtime, and always make sure they have a clean, comfortable environment. I’ll treat your pet like my own. 🐾❤️

Sitter Profile Image: Vanessa U.
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Vanessa U.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
5 years of experience
Sherman Terrace, Madison, WI, 53704

We literally could not be happier with the care we got from Vanessa. This was our first extended time away since adopting Finn where a friend or relative (usually his grandma) was not available to cat-sit so we were pretty nervous how all of this would work. Finn is extremely nervous with new people and even with ones he’s met a few times. But Finn absolutely loved Vanessa as her photos and videos easily showed. Within her first visit, she had photos of him rolling over to show his belly - the ultimate sign that he was so comfortable with her. We really appreciated Vanessa’s communication with us during the entire process. There is a 100% chance we will hire her again. Anyone who’s nervous about leaving their separation-anxiety cat alone for a few days should really be confident Vanessa is going to go a long way in making you comfortable.

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Robert B.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
59 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

Sarah as always took great care of our cat! She is very communicative and always sends photos. We are always very happy when traveling to know our girl is in good hands!

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Julia N.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

My second time booking with Carley. She is an amazing pet sitter. Takes care of my boykitty like her own and is mindful of my place as well. Very professional and I highly recommend her when she is available. I dont need to worry to much if am away because she is reassuring me with amazing photos. I will book her again.

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Richard N.
Sitter Profile Image: Lacey S.
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Lacey S.
from
$20
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
16 years of experience
Madison, WI, 53704

Lacey was super responsive which was nice when booking, but she also genuinely cared about making sure my cat was getting enough love & attention while I was gone, which was awesome to know. Would defs have her cat-sit again!

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Stephanie A.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per visit
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Keezing is incredible as always! It’s hard for us to find someone who we are comfortable leaving our dogs with, and he gives us absolute peace of mind when he’s taking care of our dogs! I would highly recommend him!

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McKenna M.
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The median cost per visit for pet sitting in Cherokee Garden is $20

Pet parents share their Rover experiences - Cherokee Garden

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5.0 out of 5 stars

Thanks for taking such good care of Pumpkin! Hailey went above and beyond to get to know my cat beforehand which I appreciated given my cats anxiety and medication needs. Hailey was dependable and gave me updates for every visit

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Alyssa M.
Drop-In Visits
5.0 out of 5 stars

Jen is simply amazing! Thorough updates as she was watching over our two little fur kids. Tons of pics, tons of playtime, tons of love. Jen will be our go-to for taking care of our little ones!

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tom j.
Drop-In Visits
5.0 out of 5 stars

As always, Megan took excellent care of our cats! We were traveling last minute, and Megan was available on short notice and was a lifesaver

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Sherif H.
Drop-In Visits
5.0 out of 5 stars

My boy received such amazing care! Taylor did such a good job and is such a trustworthy person. Will continue being a customer!

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Gwen G.
Drop-In Visits
5.0 out of 5 stars

Sarah did a great job with our 2 gentle giants with such short notice. When we came home they were happy and bouncy😀We loved the photos of the pups. Iggy and Willow vote to see her again🤗

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Jason S.
Drop-In Visits
5.0 out of 5 stars

Ben did amazing with our 5 dogs. He knew exactly how to handle them and did it with ease. Will 100% be requesting his services again!

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Mike G.
Drop-In Visits
5.0 out of 5 stars

Elizabeth did a great job taking care of our cats. They seemed very happy under her care and we got some very cute pictures !

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Aidan M.
Drop-In Visits
5.0 out of 5 stars

Erin was reliable, on time, and had great communication! My cat that typically hides from others warmed up to her. Would recommend her!

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Hannah H.
Drop-In Visits
5.0 out of 5 stars

Oliver was an incredible sitter!! He is kind, attentive, thorough, and went the extra mile for our cats!! We would definitely invite him back ❤️

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Lily S.
Drop-In Visits
5.0 out of 5 stars

Becky was great! She’s an excellent communicator. Our dogs had some out of the ordinary behavior with her, & she handled it so professionally & kindly. Wonderful sitter!

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Meshel L.
Drop-In Visits
5.0 out of 5 stars

Anna is fantastic! My kitties clearly adored her, and I really appreciated how thorough she was with their care. Her thoughtful updates gave me so much peace of mind.

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Angela F.
Drop-In Visits
5.0 out of 5 stars

Anne took great of our cat, Finn. She communicated with us each visit and was adaptable to our needs. She was able to give Finn his oral meds. We highly recommend her!

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Joanie K.
Drop-In Visits
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