Pet Sitting & Drop Ins in High Crossing, Madison, WI

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Top rated High Crossing pet sitters

1 / 1
Sitter Profile Image: Jeff L.
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Jeff L.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Jeff went above and beyond to care for my cats. He is considerate and is clearly invested in the care he provides. All of his messages were thoughtfully written. I had no doubt that my girls were in good hands! Jeff is awesome!!!

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Christine W.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
68 reviews
17 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.

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Jenna S.
Sitter Profile Image: Brianna M.
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Brianna M.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
13 reviews
5 repeat clients
16 years of experience
Bluff Acres, Madison, WI, 53704

Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!

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Liza L.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
148 reviews
51 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!

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Natalee T.
Sitter Profile Image: Jilly D.
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Jilly D.
from
$20
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!

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Gina K.
Sitter Profile Image: Miranda D.
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Miranda D.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
47 reviews
7 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Miranda is a stellar sitter for our two cats! She always leaves thoughtful messages during check-ins to let us know how the kitties are doing and sends along pictures that let us know food bowls are full, litter boxes are clean, and the kitties are happy. I trust our cats are in caring hands when in Miranda’s care.

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Austin T.
Sitter Profile Image: Christine D.
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Christine D.
from
$18
per visit
5 out of 4.8 stars
20 reviews
6 repeat clients
10 years of experience
Cottage grove, WI, 53527

Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.

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Kelli S.
Sitter Profile Image: Kathryn N.
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Kathryn N.
from
$19
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
10 years of experience
McClellan Park, Madison, WI, 53718

Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!

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Elyse S.
Sitter Profile Image: Stephanie H.
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Stephanie H.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
23 years of experience
Eastmorland, Madison, WI, 53714

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

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Lindsay & Nick P.
Sitter Profile Image: Tonisha A.
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Tonisha A.
from
$20
per visit
5 out of 5.0 stars
39 reviews
10 repeat clients
30 years of experience
Sun Prairie, WI, 53590

We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)

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Jennifer H.
Sitter Profile Image: Laura S.
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Laura S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients
32 years of experience
Rolling Meadows, Madison, WI, 53714

About: I am a lifelong animal lover & care taker. I also own a small business making healthy pet treats, so your special fur face will be spoiled! I have experience with reactive dogs, behavioral problems, senior animals, medical issues, & a wide variety of species. I base my care around the animals needs, not my schedule. I am patient, steady, & calm. I have loads of engagement toys, puzzles & activities to keep your pet happy & stimulated. I have a very flexible schedule & work from home, so I can adjust around you & your pets' needs whether it's early morning, last minute, or before bed. I do not have a fenced yard, so I do not leave dogs outside at my home. I walk & take park trips multiple times a day. I have 3 dogs & a cat who are used to new friends visiting. I do not crate my dogs in my home, but am happy to in your home.

Sitter Profile Image: Mark L.
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Mark L.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
5 years of experience
McClellan Park, Madison, WI, 53718

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

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Patrick A.
Sitter Profile Image: Brooke D.
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Brooke D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
520 reviews
92 repeat clients
10 years of experience
High Crossing, Madison, WI, 53718

Clearly very good with cats. Knew what questions to ask up front and covered the details I would've forgotten. Sent a lot of pictures, and my cat looked like he enjoyed her company.

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Charles J.
Sitter Profile Image: Meghan & Jacob D.
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Meghan & Jacob D.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
65 reviews
23 repeat clients
30 years of experience
McClellan Park, Madison, WI, 53718

As usual Meghan did a great job taking care of Zipper. Very detail oriented and highly communicative. I will definitely book with jer again in the future!

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Stephen H.
Sitter Profile Image: Stacy S.
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Stacy S.
from
$20
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
45 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!

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Sarah L.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
10 reviews
4 repeat clients
20 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Brittany was kind, friendly, and great at communicating. She paid attention to details and even offered to help with extras beyond the cats. I’d recommend her to anyone needing a reliable sitter.

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Dustin C.
Sitter Profile Image: Lexi L.
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Lexi L.
from
$20
per visit
5 out of 5.0 stars
15 reviews
2 repeat clients
10 years of experience
Bluff Acres, Madison, WI, 53704

Lexi was great! It was our first time using her and using a rover sitter since moving back to mke. She took great care of our cat Simba with no issues. Super sweet and would definitely recommend. Thanks Lexi!!

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Marissa C.
Sitter Profile Image: Zay O.
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Zay O.
Star Sitter
from
$22
per visit
5 out of 5.0 stars
11 reviews
2 repeat clients
13 years of experience
Westchester Gardens, Madison, WI, 53702

Zay was great with our dog Honey and also great at keeping in contact with us from beginning to end. As soon as she met our dog I could tell that she would have a great energy around her to help out while we were away. Would definitely ask for her to watch our dog while we are away again.

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Mccoy Y.
Sitter Profile Image: Morgan B.
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Morgan B.
from
$22
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
10 years of experience
Bluff Acres, Madison, WI, 53704

Morgan went absolutely above and beyond to make sure our doggo's were safe, happy, and loved! Daily updates either pictures were wonderful. Very thankful Morgan was able to help out with fairly short notice. She handled this with grace and professionalism. Highly recommend Morgan for your drop-in visits!

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Connor F.
Sitter Profile Image: Rylann W.
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Rylann W.
from
$15
per visit
12 years of experience
Madison, WI, 53718

About: I have been working with animals since middle school, volunteering at shelters and helping care for numerous litters of puppies. I have been working in emergency veterinary medicine for four years now, previously working as a wildlife rehabilitator. I am trained in identifying medical emergencies and providing care. I will ensure your pet is in great hands! I am hoping to work three 12hr shifts at an emergency clinic, therefore I’ll have many free days to help care for your pets while you’re away! I have a dog and two cats who are very friendly with others. We can make sure we create the best scenario for your pet while you’re away!

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Sitter Profile Image: Jeff L.
Verified Enhanced Background Check
Sitter Profile Image: Jeff L.
Verified Enhanced Background Check

1. Jeff L.

Star Sitter
Experienced, Reliable Pet Owner
Sun Prairie, WI, 53590
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Jeff went above and beyond to care for my cats. He is considerate and is clearly invested in the care he provides. All of his messages were thoughtfully written. I had no doubt that my girls were in good hands! Jeff is awesome!!!

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jen D.
Verified Enhanced Background Check
Sitter Profile Image: Jen D.
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2. Jen D.

Star Sitter
Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
3.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
68 reviews
17 repeat clients
Profile image

Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Brianna M.
Verified Enhanced Background Check
Sitter Profile Image: Brianna M.
Verified Enhanced Background Check

3. Brianna M.

Star Sitter
Patience, affection, and play time!
Bluff Acres, Madison, WI, 53704
1.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Brianna did an amazing job taking care of my cat Rhubarb! She is an experienced pet sitter/owner and was able to give Rhu her liquid medication. She was also super communicative and friendly; I really appreciated her report cards describing their time together, complete with lots of photos!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Amanda K.
Verified Background Check
Sitter Profile Image: Amanda K.
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4. Amanda K.

Star Sitter
Responsible, active, pet owner
Cottage Grove, WI, 53527
3.1 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
148 reviews
51 repeat clients
Profile image

Amanda was wonderful! This was my first experience with Rover and I couldn’t imagine a better caregiver for my pups. She took amazing care of them. Would absolutely love for her to care for my babies again!!!

Availability updated 6 days ago
Sitter Profile Image: Jilly D.
Verified Enhanced Background Check
Sitter Profile Image: Jilly D.
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5. Jilly D.

Rain or Shine Dog Walking
Sun Prairie, WI, 53590
2.5 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
5 repeat clients
Profile image

Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Miranda D.
Verified Enhanced Background Check
Sitter Profile Image: Miranda D.
Verified Enhanced Background Check

6. Miranda D.

Star Sitter
Efficient, Kind, Loving Pet Sitter
Sun Prairie, WI, 53590
2.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
47 reviews
7 repeat clients
Profile image

Miranda is a stellar sitter for our two cats! She always leaves thoughtful messages during check-ins to let us know how the kitties are doing and sends along pictures that let us know food bowls are full, litter boxes are clean, and the kitties are happy. I trust our cats are in caring hands when in Miranda’s care.

Availability updated 36 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Christine D.
Verified Enhanced Background Check
Sitter Profile Image: Christine D.
Verified Enhanced Background Check

7. Christine D.

Happy dog mommy
Cottage grove, WI, 53527
4.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 4.8 stars
20 reviews
6 repeat clients
Profile image

Very appreciative of the work Christine offers. Reassuring knowing my girl is in good hands when we are away.

Availability updated 9 months ago
Sitter Profile Image: Kathryn N.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn N.
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8. Kathryn N.

Reliable Care When You're Not There
McClellan Park, Madison, WI, 53718
2.5 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Kathryn is amazing. Extremely attentive to my baby’s needs and super flexible with our schedule. Her communication goes beyond expectation and has made our experience of rover great!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

9. Stephanie H.

Star Sitter
Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!

Availability updated 2 days ago
Sitter Profile Image: Tonisha A.
Verified Background Check
Sitter Profile Image: Tonisha A.
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10. 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
$20
per visit
5 out of 5.0 stars
39 reviews
10 repeat clients
Profile image

We had never used Rover before but our neighbors had and highly recommended it. Tonisha did an AMAZING job taking care of our little fur babies while we were unable to for two days. She came over to meet the pups ahead of time and we knew she would be a great fit. While we were away, she came over to walk, play, feed and snuggle our little ones. Tonisha took lots of pics and videos, along with updating us how things went after every visit. We will definitely use her services again and highly recommend the care with love Tonisha provided! The pups were happy to see us when we returned and I am positive they were very well taken care of:)

Availability updated 9 days ago
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Sitter Profile Image: Laura S.
Verified Enhanced Background Check

11. Laura S.

Star Sitter
My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
12 reviews
3 repeat clients

Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!

Availability updated 17 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Mark L.
Verified Enhanced Background Check
Sitter Profile Image: Mark L.
Verified Enhanced Background Check

12. Mark L.

Star Sitter
Animal lover, biology author
McClellan Park, Madison, WI, 53718
2.8 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 4.9 stars
37 reviews
8 repeat clients
Profile image

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Availability updated 20 days ago
Sitter Profile Image: Brooke D.
Verified Enhanced Background Check
Sitter Profile Image: Brooke D.
Verified Enhanced Background Check

13. Brooke D.

Star Sitter
Does your dog love walks? So do I!
High Crossing, Madison, WI, 53718
0.4 mi. away
Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
520 reviews
92 repeat clients
Profile image

Clearly very good with cats. Knew what questions to ask up front and covered the details I would've forgotten. Sent a lot of pictures, and my cat looked like he enjoyed her company.

Availability updated 32 days ago
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

14. Meghan & Jacob D.

Star Sitter
We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$15
per visit
5 out of 5.0 stars
65 reviews
23 repeat clients
Profile image

As usual Meghan did a great job taking care of Zipper. Very detail oriented and highly communicative. I will definitely book with jer again in the future!

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Stacy S.
Verified Enhanced Background Check
Sitter Profile Image: Stacy S.
Verified Enhanced Background Check

15. Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
3.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!

Availability updated 16 days ago
Sitter Profile Image: Brittany S.
Verified Enhanced Background Check
Sitter Profile Image: Brittany S.
Verified Enhanced Background Check

16. Brittany S.

Star Sitter
Happy to check in!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
3.1 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
10 reviews
4 repeat clients
Profile image

Brittany was kind, friendly, and great at communicating. She paid attention to details and even offered to help with extras beyond the cats. I’d recommend her to anyone needing a reliable sitter.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Lexi L.
Verified Enhanced Background Check
Sitter Profile Image: Lexi L.
Verified Enhanced Background Check

17. Lexi L.

I’m a dog AND a cat person!
Bluff Acres, Madison, WI, 53704
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
15 reviews
2 repeat clients
Profile image

Lexi was great! It was our first time using her and using a rover sitter since moving back to mke. She took great care of our cat Simba with no issues. Super sweet and would definitely recommend. Thanks Lexi!!

Availability updated 26 days ago
Sitter Profile Image: Zay O.
Verified Enhanced Background Check
Sitter Profile Image: Zay O.
Verified Enhanced Background Check

18. Zay O.

Star Sitter
Bringing quality care to all floofs
Westchester Gardens, Madison, WI, 53702
2.0 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Zay was great with our dog Honey and also great at keeping in contact with us from beginning to end. As soon as she met our dog I could tell that she would have a great energy around her to help out while we were away. Would definitely ask for her to watch our dog while we are away again.

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Morgan B.
Verified Enhanced Background Check
Sitter Profile Image: Morgan B.
Verified Enhanced Background Check

19. Morgan B.

Vet Tech Awaiting Your Furry Friend
Bluff Acres, Madison, WI, 53704
1.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$22
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Morgan went absolutely above and beyond to make sure our doggo's were safe, happy, and loved! Daily updates either pictures were wonderful. Very thankful Morgan was able to help out with fairly short notice. She handled this with grace and professionalism. Highly recommend Morgan for your drop-in visits!

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Rylann W.
Verified Enhanced Background Check
Sitter Profile Image: Rylann W.
Verified Enhanced Background Check

20. Rylann W.

Licensed Veterinary Technician
Madison, WI, 53718
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Rylann is amazing! She treats your pets like her own. She is a certified/registered vet tech and is very knowledgeable and helpful. She is very reliable, kind, enthusiastic. I highly recommend choosing Rylann for any of your pet care needs!! She is awesome!

Availability updated 9 days ago

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