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

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

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

Edith is great and we always feel like Henry is in good hands when he stays with her. Her updates on Henry are the best! They are timely and we enjoy reading and seeing pictures while we’re away.

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Mizzy R.
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 is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
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: 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

Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!

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Jessica C.
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: 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

Finn had a wonderful time with Duane and Lauren. They took such good care of Finn, kept him happy, busy and excercised. Im so grateful! Will book again soon!

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Heather A.
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: 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: 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

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

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Holly K.
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: 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

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
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

Drop off and pick were super smooth. Benji had zero complaints about his over-night with Margaret ;) We will definitely book with Margaret again!

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Jessica V.
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

Alex and Hannah gave lots of TLC with nice walks in the wooded trails nearby. They were extremely accommodating when we arrived late and then had a delayed return. Thanks!

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Mary 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

We are so happy to have had Jen care for our dog for a long weekend out of town. It was our dogs first time staying with a non-family member so we were a little nervous but it was clear she loved staying with Jen and had so much fun. Jen is very professional and sent us several helpful updates throughout the weekend. Our dog had the best time with her. We will definitely be requesting future boarding stays with Jen!

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Sarah P.
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check
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 was so great to Ari! She kept me updated with photos and videos and was very lenient with pick up/drop off times!! I would 100% recommend Suellen!!!

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Hayley H.
Sitter Profile Image: Paula R.
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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

We love Paula! She cares for our pup so well and takes him on so many walks. We feel very safe and comfortable when Lou is in her care. Which is such a blessing!

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Julia L.
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 took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.

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Patrick W.
Sitter Profile Image: LAVAL [VAL] S.
Verified Background Check
LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
272 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Wally had a great stay with Val. We felt really comfortable on our trip knowing Wally was being well taken car of. Would recommend him to any one.

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Jane G.
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 awesome. My dogs were much happier than when I used a boarding facility. Would use them again and recommend highly. Thank you Erik and your family for treating my dogs like family.

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Theresa A.
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Cherokee Garden dog parents share their Rover experiences

1 / 1
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!

The median cost per night for dog boarding in Cherokee Garden is $45

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

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.