House Sitting in Cherokee Garden, Madison, WI

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Top rated Cherokee Garden house sitters

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Sitter Profile Image: Tiana B.
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Tiana B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
9 reviews
4 repeat clients
5 years of experience
DeForest, WI, 53532

Tiana was very dependable and took very good care of Hobbes

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Ray C.
Sitter Profile Image: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5 out of 4.9 stars
28 reviews
4 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

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Lisa K.
Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
8 years of experience
Madison, WI, 53715

Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!

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jill b.
Sitter Profile Image: Salem E.
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Salem E.
from
$35
per night
5 out of 4.7 stars
31 reviews
9 repeat clients
10 years of experience
Sherman Village, Madison, WI, 53704

Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!

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Jaynie P.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
9 years of experience
Waunakee, WI, 53597

About: Experienced caring for dogs of all sizes, along with house cats, rodents and reptiles. Particular experience with medium and large size dogs who are anxious/reactive. Rates lowered while I establish myself on Rover. I work from home, so your dog will get a lot of attention when I care for them (and they'll probably get a nickname or two). Walks, bathroom breaks, visits to the dog park, and lots of pets and ear scratches all fit into my daily and weekly schedule with ease. I have a lot of experience with anxious dogs in particular, so am used to reading what a dog needs and wants with a close eye. I take care to make sure that a dog is comfortable with me, that I respect their boundaries, that I respond to their needs, and that we remove ourselves from any situation that might upset or overwhelm them. I often ask a pet owner for details about their dog's usual routine, any particular habits they have, their behavior on leash, and what gives them comfort. This helps me better respond to what the dog is sharing about their needs.

Sitter Profile Image: Samantha M.
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Samantha M.
from
$45
per night
10 years of experience
Madison, WI, 53704

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

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Sonia M.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
5 out of 4.9 stars
66 reviews
21 repeat clients
38 years of experience
Windsor, WI, 53598

We had Tina meet our dogs to make sure she would want to do it. We have a needy Bulldog and a protective Mix. By the time Tina left our house, the dogs were great with her. She sent pictures and updates on the dogs daily and everything they were bothering her with, they bother our family with when were home. So we knew the dogs were comfortable. We will definitely seek out Tina in the future.

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Tanya O.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$60
per night
5 out of 5.0 stars
58 reviews
16 repeat clients
3 years of experience
Regent, Madison, WI, 53726

We are always grateful for the loving care that Sophie gives to our dog, Dash. Always reliable, excellent communication and a joy to have at our home while we are away!

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Ken C.
Sitter Profile Image: Natalee Y.
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Natalee Y.
from
$29
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
11 years of experience
Madison, WI, 53706

Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!

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Elijah H.
Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter
from
$28
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

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Ruth C.
Sitter Profile Image: Vanessa U.
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Vanessa U.
from
$28
per night
5 out of 5.0 stars
3 reviews
4 years of experience
Sherman Terrace, Madison, WI, 53704

Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.

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Gary C.
Sitter Profile Image: Jessica & Andrew B.
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Jessica & Andrew B.
from
$55
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
15 years of experience
Waunakee, WI, 53597

Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).

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Kara B.
Sitter Profile Image: Joshua D.
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Joshua D.
from
$30
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
10 years of experience
Hawthorne, Madison, WI, 53704

Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!

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Jennifer A.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$35
per night
5 out of 5.0 stars
4 reviews
11 years of experience
Sun Prairie, WI, 53590

Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!

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Angi K.
Sitter Profile Image: Karina M.
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Karina M.
from
$30
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.
from
$50
per night
5 out of 5.0 stars
4 reviews
38 years of experience
Madison, WI, 53704

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

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Jessica F.
Sitter Profile Image: Jessa E.
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Jessa E.
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client
3 years of experience
Madison, WI, 53714

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

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Mackenzie S.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$35
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!

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Jay K.
Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!

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Gabrielle C.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$28
per night
31 years of experience
Madison, WI, 53704

About: I've had dogs and cats my whole life. I love a gentle giant as much as a little yapper. I have three cats, a bearded dragon, and a ball python myself. Dog walks are therapy, and I'm happy to dose meds, clean ears, or spend extra time throwing the ball (or snuggling with a senior buddy). I currently have wide-open availability and very flexible hours. I have organized sports I play in on Tuesday and Thursday evenings, which I simply work around for nighttime/evening potty breaks. I cannot offer in-home sitting at this time. My cats would be too disturbed and unhappy to have another fur baby in their shared space.

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Sitter Profile Image: Tiana B.
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Sitter Profile Image: Tiana B.
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Tiana B.
Star Sitter

Trustworthy & Reliable Dog Sitting
DeForest, WI, 53532
7.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
4 repeat clients
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Tiana was very dependable and took very good care of Hobbes

Availability updated today
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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Katie T.
Star Sitter

ACTIVE, FLEXABLE, DOG LOVER
Marquette, Madison, WI, 53703
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
28 reviews
4 repeat clients
Profile image

We had last minute plans and Katie came to our rescue! One of our dogs just had a minor surgery and one was full of energy - and both were well taken care of during our day trip. Thank you!!

Availability updated 2 days ago
Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
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Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
11 reviews
5 repeat clients
Profile image

Jolie was great! She sent numerous pictures and the cat and the dog looked relaxed and normal. Jolie reached out with a question at the very end of her stay. I appreciate the attention to detail and her care of our pets and our house!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Salem E.
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Sitter Profile Image: Salem E.
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Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 4.7 stars
31 reviews
9 repeat clients
Profile image

Salem took fantastic care of our dog while we were gone. They sent us regular photos and updates and my dog looked like she was having a great time. Our house was in great shape, too!

Availability updated today
Sitter Profile Image: Brenda S.
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Sitter Profile Image: Brenda S.
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Brenda S.

Longtime pet sitter, new to Rover
Waunakee, WI, 53597
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
4 reviews

Brenda has cared for our pets as well as our home during our vacations for the last 4 years. She has proven herself to be caring, considerate, responsible, and trustworthy, which for us eliminates stress as we know our pets and our home are in good hands when we are traveling. I wholeheartedly recommend her to friends and neighbors without any hesitation or reservation!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha M.
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Sitter Profile Image: Samantha M.
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Samantha M.

College Student, Flexible, Reliable
Madison, WI, 53704
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
4 reviews
Profile image

Samantha is a very good worker. She is very responsable and she is always on time. She took care of Rokko very well and Rokko was very happy since the first moment. We appreciated her work very much.

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tina B.
Verified Background Check
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter

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

We had Tina meet our dogs to make sure she would want to do it. We have a needy Bulldog and a protective Mix. By the time Tina left our house, the dogs were great with her. She sent pictures and updates on the dogs daily and everything they were bothering her with, they bother our family with when were home. So we knew the dogs were comfortable. We will definitely seek out Tina in the future.

Availability updated 5 days ago
Sitter Profile Image: Sophie H.
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Sitter Profile Image: Sophie H.
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Sophie H.

I would love to love your pets!
Regent, Madison, WI, 53726
6.1 mi. away
House Sitting
from
$60
per night
5 out of 5.0 stars
58 reviews
16 repeat clients
Profile image

We are always grateful for the loving care that Sophie gives to our dog, Dash. Always reliable, excellent communication and a joy to have at our home while we are away!

Availability updated 3 days ago
Sitter Profile Image: Natalee Y.
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Sitter Profile Image: Natalee Y.
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Natalee Y.

Reliable Pet Care with Pride! 🐾🌈
Madison, WI, 53706
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Natalee was phenomenal with Remora! Consistent updates, cute pics of my cat, and very reliable with scheduling and coordination. Natalee took great notes to make sure Remora was cared for the best as could be. Thank you!!

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

Stephanie H.
Star Sitter

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

Stephanie took excellent care of our 4 year old poodle, bonding with him immediately and taking him on nice walks and keeping him happy while we were gone. She even brought her own long leash so he could run around at the park while she made sure he couldn’t take off. Very kind, conscientious sitter!

Availability updated today
Sitter Profile Image: Vanessa U.
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Sitter Profile Image: Vanessa U.
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Vanessa U.

Just call me Meowy Poppins! 🐾
Sherman Terrace, Madison, WI, 53704
3.7 mi. away
House Sitting, Drop-In Visits
from
$28
per night
5 out of 5.0 stars
3 reviews
Profile image

Vanessa was great! My dog loved her. Very communicative and goes the extra mile. I will definitely book her again.

Availability updated yesterday
Sitter Profile Image: Jessica & Andrew B.
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Sitter Profile Image: Jessica & Andrew B.
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Jessica & Andrew B.
Rover 101

Experienced & Insured Sitter
Waunakee, WI, 53597
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
18 reviews
5 repeat clients
Profile image

Jessica watched our 2 dogs while we were out of town! I loved that she sent pics and updates everyday and kept us in the loop. She was also great at troubleshooting to fix a stubborn stuck door in our house (where the dog food was).

Availability updated 3 days ago
Sitter Profile Image: Joshua D.
Verified Enhanced Background Check
Sitter Profile Image: Joshua D.
Verified Enhanced Background Check

Joshua D.

Unlock Tail-Wagging Joy
Hawthorne, Madison, WI, 53704
3.0 mi. away
House Sitting
from
$30
per night
5 out of 5.0 stars
6 reviews
2 repeat clients
Profile image

Josh was wonderful! Our dog can be wary of new people, but Josh took the time to get to know him and let Coqui warm up to him slowly. He was respectful of our property (left our house so clean), was highly responsive, and communicative. We will definitely hire Josh again!

Availability updated 16 days ago
Sitter Profile Image: Jennifer H.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer H.
Verified Enhanced Background Check

Jennifer H.

Dedicated to serve su-paw star pets
Sun Prairie, WI, 53590
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
Profile image

Jennifer was fantastic with Ollie! He loved her right away and I felt very comfortable having her care for him. She gave me updates and sent pics throughout the stay which I greatly appreciated. Excellent first sir and would certainly have her sit again!

Availability updated 2 days ago
Sitter Profile Image: Karina M.
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Sitter Profile Image: Karina M.
Verified Background Check

Karina M.

Dependably kind and reliable
Marquette, Madison, WI, 53703
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
20 reviews
5 repeat clients
Profile image

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

Availability updated 2 days ago
Sitter Profile Image: Nicholas & Lauren R.
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Sitter Profile Image: Nicholas & Lauren R.
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Nicholas & Lauren R.

Two pet loving people
Madison, WI, 53704
3.3 mi. away
House Sitting
from
$50
per night
5 out of 5.0 stars
4 reviews
Profile image

Lauren and Nia were great with our pets and us! This was our first time using pet sitters and they really helped put us at ease through the process. With picture and video updates we knew our dogs and cats were having a good time and being well cared for. Highly recommend using them!

Availability updated 3 days ago
Sitter Profile Image: Jessa E.
Verified Enhanced Background Check
Sitter Profile Image: Jessa E.
Verified Enhanced Background Check

Jessa E.

Dog walker
Madison, WI, 53714
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

Availability updated 12 days ago
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check

Cassandra B.
Star Sitter

Treating animals as if they're mine
Madison, WI, 53704
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
Profile image

Cassandra was fantastic with our two pups while we were away for a few days. She’s very patient and understanding with our dogs’ needs. She’s very communicative; asking questions, sending updates and sharing pics daily. Thank you again!

Availability updated yesterday
Sitter Profile Image: Annmarie S.
Verified Enhanced Background Check
Sitter Profile Image: Annmarie S.
Verified Enhanced Background Check

Annmarie S.
Star Sitter

Gentle and Loving for All Animals
Emerson East, Madison, WI, 53704
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

Annemarie was a WONDERFUL dog sitter for my pup! She was so attentive and kept me informed the entire time, and Laika absolutely adored her. I will definitely be rebooking!

Availability updated today
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check
Sitter Profile Image: Samantha S.
Verified Enhanced Background Check

Samantha S.

Easy, consistent pet care!
Madison, WI, 53704
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
1 review

Sam took amazing care of our pets! We have 2 dogs and a cat, all with very different personalities. She got to know all of them and get each one exactly what they need. Even if it’s been a while between visits, our pets are so excited to see her and get their personalized attention. I couldn’t recommend Sam enough!

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend

Cherokee Garden pet parents share their Rover experiences

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5 out of 5.0 stars

Josh was excellent about communication and truly a kind human. He loves to make sure the dogs are well exercised. we came home to our house as we left it and happy dogs! Thanks, Josh.

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Lauren K.
House Sitting
5 out of 5.0 stars

Second time hiring Sarah to watch our dogs. She did an excellent job caring for our pack while we were away for the weekend. Highly recommend.

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Ashley D.
House Sitting
5 out of 5.0 stars

Sabrina is incredible. She stepped into a complex situation on zero notice — taking over care of a timid, recently rescued dog while also managing my home during a medical emergency. From the very first meeting, her calm energy and deep compassion for animals stood out. She was flexible, responsive, and completely trustworthy. I would highly recommend her.

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Mitch R.
House Sitting
5 out of 5.0 stars

Brea was amazing with my dog! I got daily updates and could tell my pup was happy and well cared for. It gave me total peace of mind while I was away. Highly recommend and will definitely book again! If you’re looking for someone who truly loves what they do and treats your pet like family, Brea is the one!

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Rachell U.
House Sitting
5 out of 5.0 stars

McKenzie is OUTSTANDING- cannot recommend her enough. She’s wonderful with my guys, and is great at handling every situation.

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Laura R.
House Sitting
5 out of 5.0 stars

Colette was able to stay at our house for 4 days and care for our 2 dogs like they were her own! All on very short notice too!

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Kyle S.
House Sitting
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