House Sitting in Cherokee Garden, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$28
per night

I appreciated Devon letting me know how everything was going a couple of times throughout her time with my pups. She played with them everyday and kindly helped them through a thunderstorm.

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Sitter Profile Image: Bailey U.
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Sitter Profile Image: Bailey U.
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2. Bailey U.

Experienced Pup Lover 🐶 😊
Capitol, Madison, WI, 53703
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$35
per night

Bailey was amazing! She watched my pup in-home for about 2 weeks. Even prior to her stay, she was very responsive in setting up a meet and greet which I appreciated and sent updates and photos while I was away. She left my house cleaner than it was before and I can tell my Brighton was well cared for during the visit. Thank you, Bailey!

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Sitter Profile Image: Jess F.
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Sitter Profile Image: Jess F.
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3. Jess F.

Friendly neighborhood extrovert!
Madison, WI, 53718
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$34
per night

Jess has been wonderful to work with! Our Elle loves her so much and is so comfortable with her vs going to a dog boarder while I’m out of town. So thankful for such wonderful help!

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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4. Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$65
per night

Travis is truly remarkable! We arranged a meet and greet where he invested time in getting to know our dog. He made sure to understand Remy's needs and ensured a perfect match. Travis went above and beyond by agreeing to house and Dog sit for 8 days. During his stay, Remy not only had the pleasure of regular walks but also relished the companionship at home. It's evident that Travis provided a level of care that exceeded our expectations. Our home was left in pristine condition, and to top it off, our neighbors were quick to compliment Travis on his friendly demeanor. Remy, our Husky German Shepherd Rescue, is eagerly anticipating his next stay with Travis. It's heartening to see such a positive connection between them. Travis has proven to be more than just a sitter; he's become a trusted companion for Remy. We're grateful to have found such a reliable and caring individual for our beloved pet.

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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5. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was absolutely amazing with our finicky old Pomeranian. He definitely takes some time to warm up but Genevieve was patient and loving with him. She provided detailed and frequent updates with wonderful photos. We felt so comfortable knowing that he was so well taken care of.

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Sitter Profile Image: Pam W.
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Sitter Profile Image: Pam W.
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6. Pam W.

Dogs LOVE me / I LOVE dogs
Sun Prairie, WI, 53590
5.6 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$50
per night

Pam was wonderful with our two dogs! Even with our second dog, who can be quite reactive with new folks, she settled in and made both dogs feel very comfortable. She stayed a weekend in our home while we traveled and really helped us feel like our dog and home were in great hands.

Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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7. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
6.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$28
per night

Mark did a nice job with our senior dog. He was patient and kind with him. He also sent photos of video of their time together which were nice to receive while we were away.

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Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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8. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
5.8 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Kaylee housesat for our dog Lacey while we were away, and did a phenomenal job. She was quick to respond to messages, sent regular updates on how our fur baby was doing, and left our house just as clean as when we left. Will 100% rebook next time we need a sitter if she’s available!

Sitter Profile Image: Tina B.
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Sitter Profile Image: Tina B.
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9. Tina B.

Animal lover doing what I enjoy
Windsor, WI, 53598
4.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
55 reviews
20 repeat clients
from
$35
per night

We were a little anxious leaving our girl with "a stranger" for the first time since she adopted us. Tina made the experience so much easier. She was calm and patient and kept us informed while we were away about how our girl was doing. Our house was kept clean and nothing was out of place. We will use Tina's comforting services again!

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Sitter Profile Image: Alicia D.
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Sitter Profile Image: Alicia D.
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10. Alicia D.

Dog lover happy to care for pups!
Worthington Park, Madison, WI, 53714
3.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
35 reviews
8 repeat clients
from
$50
per night

Alicia was great with my three big dogs. They loved her from the moment she walked through the door. She was responsive and sent cute photos. Very professional.

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Sitter Profile Image: Dorian M.
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Sitter Profile Image: Dorian M.
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11. Dorian M.

let me play with your pets
Madison, WI
6.5 mi. away
House Sitting
5.0 out of 5 stars
1 review
1 repeat client
from
$63
per night

Dorian was terrific. From the moment we met him we felt confident that our kitty and our home would be well taken care of. He did not disappoint. We would gladly have him stay anytime we are away.

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Sitter Profile Image: Leah M.
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Sitter Profile Image: Leah M.
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12. Leah M.

Rover 101
Calling all pet parents!
Waunakee, WI, 53597
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
16 repeat clients
from
$80
per night

Amazing. We used Leah in the past for a few walks but this time she was with Teddy for a full long weekend. We cannot express how happy we are with everything. Teddy was in great spirits when we arrived home. Leah also give us full reports while we were away, it was as if we were there. Booking Leah again for next week.

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Sitter Profile Image: Natalie W.
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Sitter Profile Image: Natalie W.
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13. Natalie W.

Graduate student & dog lover
Madison, WI, 53704
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$49
per night

Natalie was able to watch Boomer last minute for me. She was also super flexible when I had to leave a little earlier and get back later than I originally planned. She did a great job!

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Sitter Profile Image: Nicole Z.
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Sitter Profile Image: Nicole Z.
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14. Nicole Z.

Lover of ALL pets!
Waunakee, WI, 53597
5.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$40
per night

I’m a full on dog mom, I worry about my pup and miss her when I’m away but this trip I was able to rest assured that she was safe and happy with Nikki! She was quick to respond when a hurricane was headed our way with me out of town, she gave me daily updates and pictures of my dog, took her to the park, on car rides, played fetch, and gave snuggles. Nikki was exactly what every traveling dog mom needs in a doggy sitter!

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Sitter Profile Image: Tommy M.
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Sitter Profile Image: Tommy M.
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15. Tommy M.

I will treat your pet as my own!
Madison, WI, 53703
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$55
per night

Tommy took care of my dog with lots of care and respect, and we would definitely recommend him to other pet parents looking for sitting services in his area! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Marianne C.
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Sitter Profile Image: Marianne C.
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16. Marianne C.

go for runs and basic training
Madison, WI, 53703
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
from
$55
per night

Marianne is an absolutely wonderful sitter!! She is super knowledgeable about dogs and was great at accounting for my older dog’s special needs and my younger dog’s nervousness. She really paid attention to the little things like moving my dogs bed to be near her so he didn’t have to pick between being by someone and not laying on the floor, or opening the window for my other dog to people watch. My dogs absolutely loved her! I will 100% be using her in the future!!

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Sitter Profile Image: Avery C.
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Sitter Profile Image: Avery C.
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17. Avery C.

Rover 101
Animal Whisperer Filling The Void
Tenney-Lapham, Madison, WI, 53703
4.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
50 reviews
13 repeat clients
from
$100
per night

Avery was an excellent sitter! She watched our dog at our house for a long weekend and was great - she communicated well, the house was clean and our dog was happy. We really liked working wth Avery and would definitely hire her again. Thank you, Avery!

Sitter Profile Image: Kiara G.
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Sitter Profile Image: Kiara G.
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18. Kiara G.

Future Veterinarian/Animal Lover
Nobel Park, Madison, WI, 53704
1.1 mi. away
House Sitting, Dog Walking
1 repeat client
from
$50
per night

Kiara loves animals. I've seen how she takes care of her cats and how she treats my little boston Max. She is very good with animals

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Fayth C.
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Sitter Profile Image: Fayth C.
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19. Fayth C.

Pets are the most important
Madison, WI, 53704
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$30
per night

Fayth is great with all animals, but especially dogs of all sizes. As a child, she had several pets, but her love for Dawson,the family dog, was something special. Fayth raised him from a rescued puppy and always treated him with love. She brushed and walked him everyday after school and even included him in her senior portraits. When Dawson got older and needed prescription meds. Fayth made sure he never missed a dose. Fayth's current love is Violet, her "Frenchie". As a young energetic specialty dog, Violet needs a lot of attention and Fayth has become one of the most educated dog owners I know. Her knowledge on nutrition, safety, and exercise is amazing. Fayth is an active young woman who enjoys the outdoors. While in high school, she worked at my family's flower farm. Her responsibilities included caring for Charley, the farm dog, making sure he had enough food, water, attention, and play time. Charley loved Fayth and was always excited to see her. As an employee, Fayth was prompt, reliable, responsible, and trustworthy. I highly recommend Fayth to anyone in need of a dog sitter. You will not be disappointed.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Grayson M.
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Sitter Profile Image: Grayson M.
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20. Grayson M.

Loving, Attentive Pet Caretaker
Sherman Village, Madison, WI, 53704
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$30
per night

Grayson is incredibly kind and responsible. She consistently arrives on time, shows genuine concern for Soso's health, and devotes ample time to activities like playing with toys, training sessions, walks, and visits to the dog park. Her dedication exceeds expectations, and I highly recommend him.

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Dog owners in Cherokee Garden, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Cherokee Garden.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Cherokee Garden house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Cherokee Garden, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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