Dog Boarding In Cherokee Garden

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Top rated Cherokee Garden dog boarders

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

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Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

We are so grateful to have found Stephanie to watch our two highly energetic golden girls! She gave them lots of play time, exercise, and snuggles on the couch. She was kind, patient, and easy to communicate with. Highly recommend and we would love to bring our dogs back to her 🥰

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Christina Z.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

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Anthony T.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
8 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie took wonderful care of Dizzy! Her communication and updates were clear and she was flexible with pickup and drop off times. Would absolutely love for Dizzy to stay with Korie and Ozzy again.

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Carol P.
Sitter Profile Image: Regine T.
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Regine T.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

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Joelle T.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
121 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

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Kristine B.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
78 reviews
24 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.

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Barb R.
Sitter Profile Image: Jen C.
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Jen C.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

Jennifer watched Teddy for me overnight and did a great job. She was communicative, caring, and made me feel comfortable leaving him with her. Teddy was well taken care of, and I will definitely book with her again! She sent several pictures of him and I could tell he was a happy boy❤️

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Jami M.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was great! She frequently shared photos of Ollie during his time with her and communicated how he was doing while staying with her and her dog.

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Susan S.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!

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Hayley J.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
63 reviews
20 repeat clients
12 years of experience
Middleton, WI, 53562

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

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Heather M.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$30
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: Paula R.
Verified Enhanced Background Check
Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula was great! Our pup is sweet, but a lot to handle at times, and Paula took it in stride. Paula is great with communication and even sends some pictures while you’re away. Would definitely use her again!

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Michelle M.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
65 reviews
22 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Suellen took exceptional care with our three puppies. She has the patience of an angel and sent so many great updates. Can’t thank her enough for the care!

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Robbie M.
Sitter Profile Image: Megan T.
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Megan T.
from
$42
per night
5.0 out of 5 stars
86 reviews
20 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

About: I have had dogs and cats my whole life. My family growing up never had less than 3 pets at a time so I've grown up loving and rescuing animals including taking care of outdoor feral cats,stray dogs, etc. I currently have two cats of my own and hope to have more in the future at the very least by fostering :) Besides when working my 9/5 or rover I spend most of my free time with my cats. I also keep a cat crate and food in my car in case I ever see any stray cats and I have a humane trap at home. I have raised puppies and kittens from 2 months old and have had elderly pets that have lived to be 19 years old so I have experience with lots of pets of different ages, breeds, and personality types. I've taken care of upwards of 7 cats all in the same household so I am also experienced with caring for multiple pets including households with multiple cats and also dogs. I also have experience to varying degrees with deer, rabbits, horses, chickens, quail, and fish. I think pets are family and best friends and I am excited to meet yours and give them lots of love and attention I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick For daycare or boarding for dogs I would prefer they are cat friendly but accommodations can be made for sure! Currrntl due to my job I can’t do morning drop ins or walks during the work week but can on weekends and can still do boardings. There are some afternoons where I occasionally have avilability and my availability is subject to change so please feel free to still message to ask :) I still do have lots of weekend free time too :) I’m happy to watch multi pet house holds and do daycare for multiple dogs if you have more than one! During meet ups I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick In my own household I would provide them with their own toys, food and water bowls, and take them for lots of walks if applicable. My pets and any animals here are allowed to be on the furniture like the couches and bed but I usually put a blanket and a small bed on the ground in case some babies feel more comfy with that. I am more than happy to also crate them!

Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

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Hannah T.
Sitter Profile Image: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
33 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family were able to accommodate my last minute overnight dog sitting request. My dogs were so excited to greet their family. They were so kind and welcoming to me as well. They have a lovely fenced yard that my dogs just loved. I will absolutely be using them again.

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Catherine C.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert did a great job with our little puppy Milton. We loved that Milton could play with their kids, run around in the backyard with their dog, and feel at home. He’s a handful and came home happy!

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Jill B.
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Cherokee Garden dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Ayomi communicated with us very well and sent pics of Shilo each day we were gone. Great job overall!

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Trudy M.
Boarding
5.0 out of 5 stars

Thank you for taking such great care of Reggie! I was wonderful working with you and will use you for future needs!

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Rachel P.
Boarding
5.0 out of 5 stars

Christina (and her dog Beira) were so great for our dog. She was especially responsive and accommodating. Since our dog is somewhat anxious with new people, we asked Christina to make time for a meet and greet at her home so our dog could sniff it out and meet the resident dog a week before boarding her there. She was especially receptive to that and we think it made for a great experience as we could get all our questions out of the way ahead of time!

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Michelle Z.
Boarding
5.0 out of 5 stars

Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.

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Julie D.
Boarding
5.0 out of 5 stars

Ben took great care of our dog Louie over the weekend. I highly recommend him to anyone looking to board their dog.

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Scott C.
Boarding
5.0 out of 5 stars

Jessie and Brian were amazing. I had anxiety about leaving Hope but meeting them and the picture updates made everything so easy.

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Kristine Q.
Boarding
5.0 out of 5 stars

This was our first time using Alexander and Hannah, and my dog Cricket had a BLAST. Even joined in on a party they were having and made himself right at home. While I was a little nervous about their bird, they easily moved them right upstairs to ensure that no one got too curious, and it wound up being a complete non-issue. Cricket had some paw injuries that he needed tending to during his stay, and everything went smoothly and he was a very happy pup when I picked him up. Thank you for everything!

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Ali Y.
Boarding
5.0 out of 5 stars

Hope watched our pup for a week and we had a great experience! She always sends photos, videos, and updates and keeps our mind at ease while we’re away.

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Faith K.
Boarding
5.0 out of 5 stars

I am so thankful for Maria and Bryan. They showed so much patience to Aza who is a very sensitive dog. They also kept me well informed on how she was doing.

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Yolibeth R.
Boarding
5.0 out of 5 stars

Anne is so great with Ollie! She sent me pics and updates throughout the stay which I loved. He loves going to see her. Highly recommend!

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Angi K.
Boarding
5.0 out of 5 stars

Nick and family were fantastic with our dog Iggy, who came home well exercised and relaxed. They have a great house and yard for accommodating the pooches, and their own friendly dog for company is a big plus. On top of it all, super quick and responsive communication throughout.

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Chris M.
Boarding
5.0 out of 5 stars

This was the second time Caspian stayed with Andrea and again, it was great! She keeps me informed on how he is doing and checks in when his behavior changes. She is wonderful!

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Hannah T.
Boarding
5.0 out of 5 stars

Arabella stayed with Jennifer for 10 days. She was delightful. We received daily photos of Arabella and she managed to take her for walks, do zoomies with her, with her in the garden brush her teeth brush her hair give her daily belly rubs and make her feel loved. We never doubted for a minute that Jennifer truly cared for our dog. We will definitely use Jennifer again.

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Barbara E.
Boarding
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The median cost per night for dog boarding in Cherokee Garden is $45

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Sitters in Cherokee Garden average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

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

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

As of Jun 2026, 468 sitters provided dog boarding in Cherokee Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Cherokee Garden dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Cherokee Garden have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Cherokee Garden.

Rover makes it easy to find Cherokee Garden dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 468 dog boarding sitters in Cherokee Garden on Rover, so you’re sure to find the perfect match for your dog! In Cherokee Garden, 90% of sitters offer daily exercise, 98% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.