Dog Walking in Glen Oak Hills, Madison, WI

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Top rated Glen Oak Hills dog walkers

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Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5 out of 4.9 stars
76 reviews
35 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

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Francesca C.
Sitter Profile Image: Melinda N.
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Melinda N.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
133 reviews
22 repeat clients
25 years of experience
Leopold, Madison, WI, 53713

Melinda has been such a wonderful help and is so incredibly good with our pup! She’s dependable, kind and responsible - we are moving, but will miss her greatly!

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Steph S.
Sitter Profile Image: Brook P.
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Brook P.
from
$15
per walk
5 out of 5.0 stars
2 reviews
2 repeat clients
20 years of experience
Madison, WI, 53715

About: What sets me apart as a pet sitter is the lifelong experience and genuine love I have for animals. I grew up in a home full of dogs and have always been surrounded by pets, learning early on how to care for them with patience and attention. Today, I have a dog and a cat of my own, so I understand how important it is to find someone you can trust to care for your furry family members. I treat every pet like my own, with kindness, consistency, and a lot of love. Whether it's a walk, a drop-in visit, or just some extra playtime, I ensure your pets feel safe, happy, and well cared for while you're away. As a teacher on summer break, I have a very open and flexible schedule, which means I’m available throughout the day to give your pets the attention and care they need. Whether it’s a morning walk, midday playtime, or an afternoon check-in, I’m able to provide consistent, dependable care. My background in teaching also means I’m organized, responsible, and great at following routines—qualities that translate well into attentive, loving pet care. When caring for pets in a client’s home, I prioritize maintaining their routine to help them feel safe and comfortable. I follow feeding schedules, provide fresh water, give walks or playtime, and make sure they get plenty of love and attention. I’m respectful of your home and any instructions you leave, whether it’s about medications, crate time, or favorite toys. If I were to offer care in my home, pets would have a calm, pet-friendly space and lots of companionship throughout the day. No matter the setting, I treat every pet as if they were my own, making sure they feel happy, secure, and loved while you're away.

Sitter Profile Image: Keezieng V.
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Keezieng V.
Star Sitter
from
$19
per walk
5 out of 5.0 stars
63 reviews
29 repeat clients
3 years of experience
Arbor Hills, Madison, WI, 53713

Keezieng has been a fantastic dog walker this past week! Very flexible and always on time, he made sure that Stella always had a nice mid-day walk.

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Colin S.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
93 reviews
29 repeat clients
10 years of experience
Madison, WI, 53711

Ann was so communicative! She asked great questions and made feel so confident in taking care of Beau. Left a great walk summary and I would recommend her to anyone!

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Keely C.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
23 reviews
10 repeat clients
5 years of experience
Madison, WI, 53719

Austin was fantastic walking Mazie! Great communication, lots of pictures, and she was tired and seemed very comfortable and happy. I recommend to everyone!

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Cailin C.
Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5 out of 5.0 stars
11 reviews
4 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Josette W.
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Josette W.
from
$15
per walk
15 years of experience
Madison, WI, 53705

About: I grew up with a Westie since I was 7 years old. I am a foster caretaker and trained to foster dogs by GRRoW (the golden retriever rescue organization of Wisconsin). Pet caretaking fits into my routine best every weekday for an after-work dog walks (5pm CST or later). I work from home on Mondays and Fridays so I have more free time then to watch a pet during the day. I have an apartment with a large open, yard good for playtime. My neighborhood and apartment complex is extremely dog friendly. There are plenty of non-busy street sidewalks and parks within walking distance for the dog to enjoy and run around in.

Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5 out of 5.0 stars
441 reviews
145 repeat clients
30 years of experience
Madison, WI, 53705

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

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Jay N.
Sitter Profile Image: Karly M.
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Karly M.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
65 reviews
16 repeat clients
17 years of experience
Regent, Madison, WI, 53726

We know howchi loves his time with Karly as when he sees her later on the street he runs right to her (although seems a little jealous if she has another dog with her!). She's the best.

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Jeffrey M.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per walk
5 out of 5.0 stars
65 reviews
17 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!

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Mariya T.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$24
per walk
5 out of 5.0 stars
122 reviews
41 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was amazing!! Great daily communication and even brought in a large UPS package off my porch when he came to walk Tucker. We are so thankful we found him and so is Tucker!

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Jackie K.
Sitter Profile Image: Annie J.
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Annie J.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
62 reviews
21 repeat clients
6 years of experience
Midvale Heights Community, Madison, WI, 53711

Really appreciated Annie walking my sweet dog for me! She’s very trustworthy and great!

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Genevieve H.
Sitter Profile Image: Anna N.
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Anna N.
from
$15
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients
5 years of experience
Madison, WI, 53705

Great job

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Andy O.
Sitter Profile Image: Jenny P.
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Jenny P.
Star Sitter
from
$28
per walk
5 out of 5.0 stars
84 reviews
28 repeat clients
25 years of experience
Madison, WI, 53705

Jenny is wonderful! My puppy warmed up to her right away. She asked a lot of questions about him and came prepared with treats, poop bags, and water. She took him on a walk nearby and when they returned home he was all tired out. Thank you!

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Calista L.
Sitter Profile Image: Ella O.
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Ella O.
from
$16
per walk
20 years of experience
madison, WI, 53705

About: I have had dogs my entire life. They ranged from puppies all the way to them becoming senior dogs, and they all came from very different backgrounds. I am especially good with senior dogs. My childhood dog eventually had severe arthritis and needed medication and some extra help. I would do anything for her that helped her feel more comfortable! I also puppysit for some family members so I am also used to the craziness a puppy can bring! I am currently available most days at any time until August 11. My cat does need medication at 8pm, but any other time of the day works for me! I can care for your pets however you need in your home! Whether it's going on a walk, playing outside, or staying inside, whatever is best for them is doable!

Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5 out of 5.0 stars
501 reviews
130 repeat clients
13 years of experience
Madison, WI, 53705

Ashley is always so reliable!! When my husband travels and I am at a work all day it’s great knowing my dogs are still getting their exercise! My 18 month old border-jack really needs it!! My 13 year old border Collie just likes a little attention!

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Sue L.
Sitter Profile Image: Carli D.
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Carli D.
from
$20
per walk
5 out of 5.0 stars
99 reviews
41 repeat clients
10 years of experience
Westmorland, Madison, WI, 53711

I requested Carli the night before to walk a dog that she had not met. She accepted and was phenomenal. She was right on time, followed instructions and saved the day for me!! Thank you Carli!

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Stacy M.
Sitter Profile Image: Shaina N.
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Shaina N.
from
$25
per walk
5 out of 5.0 stars
9 reviews
2 repeat clients
20 years of experience
Midvale Heights Community, Madison, WI, 53711

Shaina is the best! She takes great care of our two fluffballs - they love her. She’s also incredibly friendly and considerate. Would highly recommend!

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Jon W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
21 reviews
7 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
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Loving dog walkers in your neighborhood

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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Allegra R.
Rover 101
Star Sitter

Dog person for life.
Faircrest, Madison, WI, 53705
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 4.9 stars
76 reviews
35 repeat clients
Profile image

Allegra is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

Availability updated today
Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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Melinda N.
Star Sitter

Sorry, I was late. I saw a dog!
Leopold, Madison, WI, 53713
3.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
133 reviews
22 repeat clients
Profile image

Melinda has been such a wonderful help and is so incredibly good with our pup! She’s dependable, kind and responsible - we are moving, but will miss her greatly!

Availability updated 6 days ago
Sitter Profile Image: Brook P.
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Sitter Profile Image: Brook P.
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Brook P.

Walks & Wags with Brook
Madison, WI, 53715
3.7 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
2 reviews
2 repeat clients

I highly recommend Brook as a responsible and loving pet caregiver. She is incredibly attentive, patient, and clearly has a natural way with animals. Whether it's going for a walk, giving cuddles, or making sure pets feel safe and cared for, Brook goes above and beyond. You can trust that your pet will be in great hands with her—she treats every animal like her own!

Availability updated today
Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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Keezieng V.
Star Sitter

A dog person through & through
Arbor Hills, Madison, WI, 53713
3.3 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5 out of 5.0 stars
63 reviews
29 repeat clients
Profile image

Keezieng has been a fantastic dog walker this past week! Very flexible and always on time, he made sure that Stella always had a nice mid-day walk.

Availability updated 7 months ago
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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Ann V.
Star Sitter

Animal Lover & Recent Graduate
Madison, WI, 53711
2.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
93 reviews
29 repeat clients
Profile image

Ann was so communicative! She asked great questions and made feel so confident in taking care of Beau. Left a great walk summary and I would recommend her to anyone!

Availability updated 3 days ago
Sitter Profile Image: Austin C.
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Sitter Profile Image: Austin C.
Verified Enhanced Background Check

Austin C.
Star Sitter

I love all animals!
Madison, WI, 53719
3.5 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
23 reviews
10 repeat clients
Profile image

Austin was fantastic walking Mazie! Great communication, lots of pictures, and she was tired and seemed very comfortable and happy. I recommend to everyone!

Availability updated 27 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Molly H.
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Sitter Profile Image: Molly H.
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Molly H.

Dog mom + vet experience! ❤️🩺
Middleton, WI, 53562
2.7 mi. away
Dog Walking
from
$25
per walk
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

Availability updated 8 months ago
Sitter Profile Image: Josette W.
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Sitter Profile Image: Josette W.
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Josette W.

Dog lover in the Wisconsin area
Madison, WI, 53705
1.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per walk
6 reviews

Josie is a passionate and dedicated animal lover, especially when it comes to dogs. With over 13 years of personal experience caring for her own dog, she understands the importance of providing both affection and responsible care. Josie is highly active and loves spending time outdoors, making her a perfect companion for dogs who enjoy regular walks and exercise. She treats every dog as if they were her own—offering a safe, loving, and engaging environment. For any dog owner looking for someone trustworthy, attentive, and full of energy, Josie is an excellent choice.

Availability updated yesterday
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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Jennifer L.
Rover 101
Star Sitter

TOP RATED! 30+ Years of Experience
Madison, WI, 53705
0.9 mi. away
Drop-In Visits, Dog Walking
from
$28
per walk
5 out of 5.0 stars
441 reviews
145 repeat clients
Profile image

We have worked with Jennifer for a couple months now. She has been on top of the ball for quick responses and short notice weekend availability. Very professional and reliable. Raja, our dog, looks forward to his walks with her as well. Thank you for all of your hard work!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karly M.
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Sitter Profile Image: Karly M.
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Karly M.
Rover 101
Star Sitter

Providing Walks + Wagging Tails🐾🐶
Regent, Madison, WI, 53726
2.6 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
65 reviews
16 repeat clients
Profile image

We know howchi loves his time with Karly as when he sees her later on the street he runs right to her (although seems a little jealous if she has another dog with her!). She's the best.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alisyn L.
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Sitter Profile Image: Alisyn L.
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Alisyn L.

Veterinary Technician & Adventurer
Madison, WI, 53717
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
65 reviews
17 repeat clients
Profile image

Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!

Availability updated 7 days ago
Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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Robert N.
Star Sitter

I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per walk
5 out of 5.0 stars
122 reviews
41 repeat clients
Profile image

Robert was amazing!! Great daily communication and even brought in a large UPS package off my porch when he came to walk Tucker. We are so thankful we found him and so is Tucker!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Annie J.
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Sitter Profile Image: Annie J.
Verified Enhanced Background Check

Annie J.
Rover 101
Star Sitter

Active & communicative pet lover!
Midvale Heights Community, Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
62 reviews
21 repeat clients
Profile image

Really appreciated Annie walking my sweet dog for me! She’s very trustworthy and great!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
Verified Enhanced Background Check

Anna N.

Professional student who loves dogs
Madison, WI, 53705
0.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Great job

Availability updated 40 days ago
Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
Verified Enhanced Background Check

Jenny P.
Rover 101
Star Sitter

Pamper your puppy, tailored care
Madison, WI, 53705
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per walk
5 out of 5.0 stars
84 reviews
28 repeat clients
Profile image

Jenny is wonderful! My puppy warmed up to her right away. She asked a lot of questions about him and came prepared with treats, poop bags, and water. She took him on a walk nearby and when they returned home he was all tired out. Thank you!

Availability updated 27 days ago
Sitter Profile Image: Ella O.
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Sitter Profile Image: Ella O.
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Ella O.

Life is so much better with pets!
madison, WI, 53705
0.4 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
1 review

Ella has lived with pets her entire life. She has actively assisted in the care of her families 3 dogs and 2 cats. Whether it was feeding, playing, walking, or simply cuddling with them, she did it all! Ella loves all animals, is trustworthy and dependable. Ella has a soft spot for senior pets, and she even adopted a senior cat from a shelter. You can trust that your pet will get all the love and attention with Ella as their caretaker!

Availability updated 3 days ago
Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter

Treating Your Furbabies Like My Own
Madison, WI, 53705
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5 out of 5.0 stars
501 reviews
130 repeat clients
Profile image

Ashley is always so reliable!! When my husband travels and I am at a work all day it’s great knowing my dogs are still getting their exercise! My 18 month old border-jack really needs it!! My 13 year old border Collie just likes a little attention!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Carli D.
Verified Background Check
Sitter Profile Image: Carli D.
Verified Background Check

Carli D.

Home full time pet lover
Westmorland, Madison, WI, 53711
1.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

I requested Carli the night before to walk a dog that she had not met. She accepted and was phenomenal. She was right on time, followed instructions and saved the day for me!! Thank you Carli!

Availability updated 4 days ago
Sitter Profile Image: Shaina N.
Verified Enhanced Background Check
Sitter Profile Image: Shaina N.
Verified Enhanced Background Check

Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Shaina is the best! She takes great care of our two fluffballs - they love her. She’s also incredibly friendly and considerate. Would highly recommend!

Availability updated 3 days ago
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check

Lindsey C.
Rover 101
Star Sitter

I used to call myself the Dog Queen
Madison, WI, 53705
0.4 mi. away
Boarding, Dog Walking
from
$20
per walk
5 out of 5.0 stars
21 reviews
7 repeat clients
Profile image

Lindsey was great! On time, reliable and awesome communication!

Availability updated yesterday

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