Pet Sitting & Drop Ins in Heritage Heights, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Heritage Heights pet sitters

1 / 1
Sitter Profile Image: Kathryn N.
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Kathryn N.
from
$19
per visit
5 out of 5.0 stars
8 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: Heather K.
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Heather K.
from
$18
per visit
5 out of 5.0 stars
21 reviews
10 repeat clients
15 years of experience
East Buckeye, Madison, WI, 53716

Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!

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Alexandra W.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
12 reviews
4 repeat clients
40 years of experience
Eastmorland, Madison, WI, 53714

Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

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Jessyca A.
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: Laura S.
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Laura S.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
13 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: Joan F.
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Joan F.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
110 reviews
34 repeat clients
18 years of experience
Eastmorland, Madison, WI, 53714

Joan is wonderful! She did weekly drop in visits with our dog and was always so communicative. It was clear through the pictures that our dog Beau was smiley, happy, and got plenty of exercise and cuddles when she was with him. She also was down to add extra days with relatively short notice too.

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Eliza G.
Sitter Profile Image: Shannon H.
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Shannon H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
47 reviews
14 repeat clients
20 years of experience
Monona, WI, 53716

Shannon was able to come check on my little super last minute and was friendly and communicative. My girl is shy but warmed up to Shannon quickly, I could tell from the pictures she had a great time! I'll definitely book Shannon again in the future, thank you so much!!!

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Olivia S.
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

Meghan was very patient with our kitties since they can be weary of new people. But they quickly warmed up to her and enjoyed her visits. We also appreciated the photos she would share with us of them playing and sunbathing. This was my first time using Rover and it was a seamless experience. I would absolutely use her again.

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Janelle A.
Sitter Profile Image: Jen D.
Verified Enhanced Background Check
Jen D.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
74 reviews
20 repeat clients
15 years of experience
Berkley Oaks, Madison, WI, 53704

Jen is thoughtful and very kind. She took great care of our pup and was very communicative throughout her visits. Definitely recommend her and look forward to working with her again in the future!

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

Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!

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Mark And Becky S.
Sitter Profile Image: Annmarie S.
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Annmarie S.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
14 reviews
2 repeat clients
15 years of experience
Emerson East, Madison, WI, 53704

Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!

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Brielle E.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$16
per visit
5 out of 5.0 stars
11 reviews
6 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: Stacy S.
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Stacy S.
from
$20
per visit
5 out of 5.0 stars
9 reviews
3 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: Stephanie H.
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Stephanie H.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
11 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: Jaimielyn B.
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Jaimielyn B.
from
$15
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
8 years of experience
Heistand, Madison, WI, 53714

Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.

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Katherine F.
Sitter Profile Image: Abigail & Ian R.
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Abigail & Ian R.
from
$10
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
15 years of experience
Monona, WI, 53713

Abby and Ian are very cool, responsive, and friendly! They got right along with my dog and I’m glad I booked with them.

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Mike S.
Sitter Profile Image: Safeeyah Q.
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Safeeyah Q.
from
$19
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
15 years of experience
Monona, WI, 53716

Safeeyah is a great sitter! She contacted me every time she went to visit my pet, left pictures and was very understanding of my situation. she went above and beyond and it was highly appreciated. Would highly recommend her as I am a pet sitter myself & can tell when someone cares about pets.

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Monica R.
Sitter Profile Image: Megan T.
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Megan T.
from
$16
per visit
5 out of 5.0 stars
16 reviews
3 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

Megan was absolutely stellar! Her updates were incredibly thorough and she sent lots of pictures of all the pets, including the aquatic ones. Our kitty adored her, and it really made me feel safe to leave the pets knowing that she was there. Megan is a great sitter and I am really looking forward to booking with her again.

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Emily Z.
Sitter Profile Image: Logan M.
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Logan M.
from
$30
per visit
5 out of 5.0 stars
68 reviews
1 repeat client
25 years of experience
McClellan Park, Madison, WI, 53718

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

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Patricia W.
Sitter Profile Image: Devin C.
Verified Enhanced Background Check
Devin C.
from
$25
per visit
5 out of 5.0 stars
16 reviews
4 repeat clients
15 years of experience
Madison, WI, 53718

Devin was so great with our pups! She was very flexible as we had a change of plans and our dogs loved spending time with her. We will definitely be calling Devin again the next time we need a sitter!

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Alex Z.
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Sitter Profile Image: Kathryn N.
Verified Enhanced Background Check
Sitter Profile Image: Kathryn N.
Verified Enhanced Background Check

1. Kathryn N.

Reliable Care When You're Not There
McClellan Park, Madison, WI, 53718
0.4 mi. away
Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
8 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 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Heather K.
Verified Enhanced Background Check
Sitter Profile Image: Heather K.
Verified Enhanced Background Check

2. Heather K.

Cat lover with years of experience!
East Buckeye, Madison, WI, 53716
1.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
21 reviews
10 repeat clients
Profile image

Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!

Availability updated yesterday
Sitter Profile Image: Tina K.
Verified Enhanced Background Check
Sitter Profile Image: Tina K.
Verified Enhanced Background Check

3. Tina K.

Rover 101
Star Sitter
Positive reinforcement is my fave!
Eastmorland, Madison, WI, 53714
1.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

Availability updated 13 days ago
Sitter Profile Image: Mark L.
Verified Enhanced Background Check
Sitter Profile Image: Mark L.
Verified Enhanced Background Check

4. Mark L.

Star Sitter
Animal lover, biology author
McClellan Park, Madison, WI, 53718
0.6 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 37 days ago
Sitter Profile Image: Laura S.
Verified Enhanced Background Check
Sitter Profile Image: Laura S.
Verified Enhanced Background Check

5. Laura S.

Star Sitter
My care is built around your pet.
Rolling Meadows, Madison, WI, 53714
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per visit
5 out of 5.0 stars
13 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 6 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Joan F.
Verified Background Check
Sitter Profile Image: Joan F.
Verified Background Check

6. Joan F.

Star Sitter
Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
2.0 mi. away
Boarding, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
110 reviews
34 repeat clients
Profile image

Joan is wonderful! She did weekly drop in visits with our dog and was always so communicative. It was clear through the pictures that our dog Beau was smiley, happy, and got plenty of exercise and cuddles when she was with him. She also was down to add extra days with relatively short notice too.

Availability updated 2 days ago
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check
Sitter Profile Image: Shannon H.
Verified Enhanced Background Check

7. Shannon H.

Star Sitter
Pet sitter ready for anything.
Monona, WI, 53716
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
47 reviews
14 repeat clients
Profile image

Shannon was able to come check on my little super last minute and was friendly and communicative. My girl is shy but warmed up to Shannon quickly, I could tell from the pictures she had a great time! I'll definitely book Shannon again in the future, thank you so much!!!

Availability updated 11 days ago
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check
Sitter Profile Image: Meghan & Jacob D.
Verified Enhanced Background Check

8. Meghan & Jacob D.

Star Sitter
We’ll treat your pet like our own!
McClellan Park, Madison, WI, 53718
0.6 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

Meghan was very patient with our kitties since they can be weary of new people. But they quickly warmed up to her and enjoyed her visits. We also appreciated the photos she would share with us of them playing and sunbathing. This was my first time using Rover and it was a seamless experience. I would absolutely use her again.

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

9. Jen D.

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

Jen is thoughtful and very kind. She took great care of our pup and was very communicative throughout her visits. Definitely recommend her and look forward to working with her again in the future!

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

10. Amanda K.

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

Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!

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

11. 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
$15
per visit
5 out of 5.0 stars
14 reviews
2 repeat clients
Profile image

Annmarie was super responsive and able to help us last minute with some drop in visits during a day we had to work. She hung outside with our old man so that he could enjoy some sun. We are very thankful for her care!

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

12. Brittany S.

Star Sitter
Happy to check in!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
2.2 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
11 reviews
6 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 2 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

13. Stacy S.

Lifelong animal lover and pet owner
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
3 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 2 days ago
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie H.
Verified Enhanced Background Check

14. Stephanie H.

Star Sitter
Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
11 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 19 days ago
Sitter Profile Image: Jaimielyn B.
Verified Enhanced Background Check
Sitter Profile Image: Jaimielyn B.
Verified Enhanced Background Check

15. Jaimielyn B.

Here to relieve your worries
Heistand, Madison, WI, 53714
1.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
1 repeat client
Profile image

Jaimielyn was absolutely wonderful! I had her for a drop in for my puppy on a Saturday. She was communicative, easy to schedule with, and followed my instructions regarding feeding Cosette dinner and what she needed. I truly appreciated that she was reliable and great with my puppy. I would highly recommend Jaimielyn.

Availability updated 10 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Abigail & Ian R.
Verified Enhanced Background Check
Sitter Profile Image: Abigail & Ian R.
Verified Enhanced Background Check

16. Abigail & Ian R.

Happy paws & happy days!
Monona, WI, 53713
3.7 mi. away
Drop-In Visits, Dog Walking
from
$10
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Abby and Ian are very cool, responsive, and friendly! They got right along with my dog and I’m glad I booked with them.

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

17. Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.6 mi. away
Drop-In Visits
from
$19
per visit
5 out of 5.0 stars
15 reviews
5 repeat clients
Profile image

Safeeyah is a great sitter! She contacted me every time she went to visit my pet, left pictures and was very understanding of my situation. she went above and beyond and it was highly appreciated. Would highly recommend her as I am a pet sitter myself & can tell when someone cares about pets.

Availability updated 76 days ago
Sitter Profile Image: Megan T.
Verified Enhanced Background Check
Sitter Profile Image: Megan T.
Verified Enhanced Background Check

18. Megan T.

I love all animals
Eken Park, Madison, WI, 53704
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
16 reviews
3 repeat clients
Profile image

Megan was absolutely stellar! Her updates were incredibly thorough and she sent lots of pictures of all the pets, including the aquatic ones. Our kitty adored her, and it really made me feel safe to leave the pets knowing that she was there. Megan is a great sitter and I am really looking forward to booking with her again.

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

19. Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
0.8 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
68 reviews
1 repeat client
Profile image

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

Availability updated today
Sitter Profile Image: Devin C.
Verified Enhanced Background Check
Sitter Profile Image: Devin C.
Verified Enhanced Background Check

20. Devin C.

Enriching + fun bestie for your pet
Madison, WI, 53718
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Devin was so great with our pups! She was very flexible as we had a change of plans and our dogs loved spending time with her. We will definitely be calling Devin again the next time we need a sitter!

Availability updated 13 days ago
Confirmed availability for Memorial Day Weekend

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