House Sitting in High Crossing, Madison, WI

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Top rated High Crossing house sitters

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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: Katie T.
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Katie T.
Star Sitter
from
$60
per night
5 out of 4.9 stars
30 reviews
5 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: Natalee Y.
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Natalee Y.
from
$29
per night
5 out of 5.0 stars
8 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: 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: Katelyn C.
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Katelyn C.
Star Sitter
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
10 years of experience
Sun Prairie, WI, 53590

We meet before booking and felt like it would be a good fit. We are happy with how she sent photos with an update & provided a sweet loving place for our girl Piper.

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

Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.

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Margaret W.
Sitter Profile Image: Travis M.
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Travis M.
Star Sitter
from
$65
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
15 years of experience
MONONA, WI, 53713

We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️

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Elaine W.
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: 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: Leah B.
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Leah B.
from
$55
per night
5 out of 4.7 stars
70 reviews
26 repeat clients
6 years of experience
Monona, WI, 53716

Leah was fantastic! Puffin is really picky about people and doesn’t warm up to anyone quickly but she was comfortable with Leah within minutes! It is obvious that Leah know dogs and can sense how they want to be treated. I felt very confident with her watching my little girl. Leah was very timely, polite and sweet.

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Tricia O.
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: Tessa D.
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Tessa D.
from
$40
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
16 years of experience
Hawthorne, Madison, WI, 53704

Tessa was fantastic! She is a great communicator and was very easy to correspond with during our trip. She was able to arrange our meet and greet right away and was incredibly polite and professional. She took excellent care of our older dog, Charlie, sending frequent photos and updates. I felt very at ease with her in our home. She left our house spotless and even collected some eggs from our chickens - which was totally above and beyond. Tessa is an awesome dog sitter and I'd love to have her stay with Charlie again in a heartbeat!

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

Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

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Linda A.
Sitter Profile Image: Louisa S.
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Louisa S.
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
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: Maya F.
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Maya F.
Star Sitter
from
$148
per night
5 out of 5.0 stars
144 reviews
51 repeat clients
26 years of experience
Sun Prairie, WI, 53590

I think my cats might like Maya more than me 🤣 She's always so good at following up after each visit with details and pictures, which puts us at ease. Even when I change the instructions in their plan, Maya is sure to review those changes and carry them out flawlessly. She communicates any time she has questions. She even informs us of any unusual litter box activity, which is so helpful with kitties that have health issues! Thanks Maya!

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Heather S.
Sitter Profile Image: Tonisha A.
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Tonisha A.
from
$60
per night
5 out of 5.0 stars
40 reviews
10 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)

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Jennifer H.
Sitter Profile Image: Dustin G.
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Dustin G.
from
$28
per night
5 out of 5.0 stars
16 reviews
6 repeat clients
20 years of experience
McClellan Park, Madison, WI, 53718

About: Ive always been available for friends or family if they were going out off town and needed help caring for their pets. I’ve also had pets in my home for as long as I can remember! Me and my wife have always said whenever we get a big piece of land we were gonna adopt as many dogs as we could possibly fit on that land 😊 I will be there in your home to give your pet some much needed attention and love while you are away! I have a 6 year old daughter who loves animals so I’m sure she would love to get to hang out and take care of your fur babies as well! As of right now I am available after 11:30am each day. I work part time for UW in the morning’s From 7:30-11:30. Weekends are available as well! I will take care of your pets with the care and attention that they need and deserve. I love to be there when you aren’t able to be 😊

Sitter Profile Image: Raven H.
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Raven H.
from
$75
per night
5 out of 4.9 stars
8 reviews
3 repeat clients
5 years of experience
Ridgewood, Madison, WI, 53704

Raven is FANTASTIC!!!!! Hank absolutely adores her. Trust worthy, on time and kind. No one better 🥰

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Mckenzie J.
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.
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Loving house sitters in your neighborhood

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Sitter Profile Image: Jolie Zevallos
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Sitter Profile Image: Jolie Zevallos
Verified Enhanced Background Check

Jolie Zevallos
Star Sitter

I love the fur babies so much
Madison, WI, 53715
7.8 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
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
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
30 reviews
5 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 today
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
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
5 out of 5.0 stars
8 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 3 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
4.9 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: Katelyn C.
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Sitter Profile Image: Katelyn C.
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Katelyn C.
Star Sitter

Your dog’s new best friend
Sun Prairie, WI, 53590
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

We meet before booking and felt like it would be a good fit. We are happy with how she sent photos with an update & provided a sweet loving place for our girl Piper.

Availability updated 2 days ago
Sitter Profile Image: Stephanie H.
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Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter

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

Stephanie took excellent care of my diabetic dog who had some surprise additional restrictions after a tooth removal earlier that week. Additionally, she left my house spotless.

Availability updated 6 days ago
Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
Verified Enhanced Background Check

Travis M.
Star Sitter

Reliable, caring dog-lover
MONONA, WI, 53713
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

We have never left our boy, Griffin for more than a couple of days before. We went on a two week trip and hired Travis to watch our big sheepadoodle. He was incredible! He sent us pictures and videos of Griffin at the dog park and around the third day, Griffin was giving him his paw and Travis was loving on him. We then received a picture of Griffin on the bed Travis used…. That sealed it…. Griffin loves him! We do too! We couldn’t have asked for a better sitter for our boy❤️

Availability updated 27 days ago
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
4.8 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 today
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
4.7 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 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Leah B.
Verified Enhanced Background Check
Sitter Profile Image: Leah B.
Verified Enhanced Background Check

Leah B.

I absolutely love to love dogs
Monona, WI, 53716
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.7 stars
70 reviews
26 repeat clients
Profile image

Leah was fantastic! Puffin is really picky about people and doesn’t warm up to anyone quickly but she was comfortable with Leah within minutes! It is obvious that Leah know dogs and can sense how they want to be treated. I felt very confident with her watching my little girl. Leah was very timely, polite and sweet.

Availability updated 8 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
2.4 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 yesterday
Sitter Profile Image: Tessa D.
Verified Enhanced Background Check
Sitter Profile Image: Tessa D.
Verified Enhanced Background Check

Tessa D.

Dog mom and Lover of All Dogs!
Hawthorne, Madison, WI, 53704
2.4 mi. away
House Sitting
from
$40
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Tessa was fantastic! She is a great communicator and was very easy to correspond with during our trip. She was able to arrange our meet and greet right away and was incredibly polite and professional. She took excellent care of our older dog, Charlie, sending frequent photos and updates. I felt very at ease with her in our home. She left our house spotless and even collected some eggs from our chickens - which was totally above and beyond. Tessa is an awesome dog sitter and I'd love to have her stay with Charlie again in a heartbeat!

Availability updated 3 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
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
5 reviews
Profile image

Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

Availability updated 2 days ago
Sitter Profile Image: Louisa S.
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Sitter Profile Image: Louisa S.
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Louisa S.

Loving Pet Care Available
Sun Prairie, WI, 53590
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

Availability updated 2 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
2.8 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 yesterday
Sitter Profile Image: Maya F.
Verified Enhanced Background Check
Sitter Profile Image: Maya F.
Verified Enhanced Background Check

Maya F.
Star Sitter

Vet Tech/Cat Mom/Flexible Schedule!
Sun Prairie, WI, 53590
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$148
per night
5 out of 5.0 stars
144 reviews
51 repeat clients
Profile image

I think my cats might like Maya more than me 🤣 She's always so good at following up after each visit with details and pictures, which puts us at ease. Even when I change the instructions in their plan, Maya is sure to review those changes and carry them out flawlessly. She communicates any time she has questions. She even informs us of any unusual litter box activity, which is so helpful with kitties that have health issues! Thanks Maya!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tonisha A.
Verified Background Check
Sitter Profile Image: Tonisha A.
Verified Background Check

Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
40 reviews
10 repeat clients
Profile image

Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)

Availability updated 7 days ago
Sitter Profile Image: Dustin G.
Verified Enhanced Background Check
Sitter Profile Image: Dustin G.
Verified Enhanced Background Check

Dustin G.

Lover of ALL animals!!!
McClellan Park, Madison, WI, 53718
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
16 reviews
6 repeat clients

He is really great with animals and children!!! Very trustworthy! He won’t disappoint you. He is very dependable. I can sa. If he tells you he will do something he will do it.

Availability updated 15 days ago
Sitter Profile Image: Raven H.
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Sitter Profile Image: Raven H.
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Raven H.

Your dogs new BFF 🐶
Ridgewood, Madison, WI, 53704
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 4.9 stars
8 reviews
3 repeat clients
Profile image

Raven is FANTASTIC!!!!! Hank absolutely adores her. Trust worthy, on time and kind. No one better 🥰

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
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
0.6 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 3 days ago

High Crossing pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Megan is the best. She goes above and beyond to make sure our pup is well taken care of! She’s an excellent communicator — we got lots of amazing update pics :) Most important, our dog is obsessed with her! We’re so grateful for her care!

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Rebecca P.
House Sitting
5 out of 5.0 stars

Our little dog was sooo happy with Jennifer. I would give 10 stars if I could. She maintain great communication, was flexible, and tended to our little fur guy like it was her own pet. She was truthworthy to stay in our home for 2.5 days and very reliable. We will always try to book again with Jennifer!

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Linda A.
House Sitting
5 out of 5.0 stars

Josh was great! He was responsive to our needs. Athena was very at ease with him and he took her on a couple of runs. We will definitely use Josh the next time we leave town!

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Jennifer L.
House Sitting
5 out of 5.0 stars

Raven was great! She watched our dog for the weekend and sent regular updates. Came home to a tidy house and happy pup.

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Jennifer K.
House Sitting
5 out of 5.0 stars

Payton was the dream pet sitter! She was extremely communicative, easy to work with, professional, attentive, and took amazing care of our pets. It's easy to be nervous when inviting a stranger into your home to take care of your pets, but Payton was so approachable and easy to work with from the beginning. We got photos every single day, as well as regular text updates. She even did some chores around the house such as taking our garbage bins in and some general tidying! Our pets loved her and were very well cared for.

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Bryce B.
House Sitting
5 out of 5.0 stars

Jimmy and Stella did a great job with my two completely different tempered dogs. I have a 8 month old and a 13+ year old who both loved Jimmy and Stella. Very much appreciated!

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Tony V.
House Sitting
5 out of 5.0 stars

Lynelle was fantastic house sitting our dog Maeve! She sent us some glamour shot pictures of her doing puzzles and on a walk, showing that she was doing okay in the process. She gave timely updates and made sure we were in the loop on everything that happened during the day. Maeve took to Lynelle extremely well, we’d be happy to repeat again!

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Ross F.
House Sitting
5 out of 5.0 stars

Louisa did a great job with our dogs, and gave us updates about how they were doing. Would love to hire her again!

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Caleb K.
House Sitting
5 out of 5.0 stars

Kirsten was so great with watching my dog. She was great with communication and accommodating with my schedule. She took such good care of Greta and comforted her when she was scared of fireworks.

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Colleen J.
House Sitting
5 out of 5.0 stars

Pam was, as always, an absolute godsend. She takes such good care of our quirky and shy rescue pup, always patient and thoughtful with him. She gives him wonderful, long walks and is a great communicator. We were able to fully enjoy our trip knowing our dog was in the best hands.

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Emily G.
House Sitting
5 out of 5.0 stars

Abigail took care of my dog over the holidays at my home. After a small miscommunication everything went smoothly and Cedar was very happy and well cared for. Abigail even put the sheets in the wash. Thanks!

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leah k.
House Sitting
5 out of 5.0 stars

Kailynn did a fantastic job with our dogs while we were away on vacation. She is always dependable and sends regular updates.

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Alyssa L.
House Sitting
5 out of 5.0 stars

After having some really bad Rover experiences, Tonisha was a breath of fresh air. She said and did everything she said she was going to. My dogs loved her and she was able to get my old lady to eat without any issues. I think they like Tonisha better than they do me!! I hope to be able to book with her again in the future.

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zeisneiss
House Sitting
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