Dog Walking in Westhaven Trails, Madison, WI

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Top rated Westhaven Trails dog walkers

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Sitter Profile Image: Kaylyn M.
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Kaylyn M.
Star Sitter
from
$23
per walk
5 out of 5.0 stars
35 reviews
22 repeat clients
25 years of experience
Glacier Ridge, Madison, WI, 53719

My doggo loved Kaylyn right away, which doesn’t always happen! She was great with Bailey, communicative, on time, sweet. Will be asking her to help out again!

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Jenifer J.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5 out of 4.9 stars
75 reviews
34 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
127 reviews
22 repeat clients
25 years of experience
Leopold, Madison, WI, 53713

Melinda is so wonderful with my dogs! She always gives very thorough updates has been flexible to add last-minute walks. Highly recommend (even for not-the-best at walking pups!)

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Solvay L.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
22 reviews
9 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.

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Melissa W.
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: Magan E.
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Magan E.
from
$15
per walk
5 out of 5.0 stars
21 reviews
9 repeat clients
13 years of experience
Verona, WI, 53593

Magan was the most helpful and amazing dog walker. My dog Vienna loved her, and she was always so happy whenever she got to go out with Magan. Magan was really sweet to Vienna and treated her great! Would recommend 100%

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Alejandro M.
Sitter Profile Image: Iva & Eduardo P.
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Iva & Eduardo P.
from
$19
per walk
5 out of 5.0 stars
8 reviews
3 repeat clients
21 years of experience
Madison, WI, 53719

I highly recommend Iva for her services. From our first meeting at the in-person Meet & Greet, it was clear that she genuinely cared for my dog, Millie, as if she were her own. Iva quickly adapted to Millie's senior dog needs and promptly informed me of any concerns she noticed, keeping me well-informed. Having just moved to the area to start a new full-time job, this was my first experience leaving Millie home alone. Knowing that Iva was coming to walk her twice a day gave me tremendous peace of mind. I appreciated receiving brief reports and photos of their time together during my busy workdays. Iva even took the time to show extra love to my cat, Missy.

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Marijo F.
Sitter Profile Image: Kyle S.
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Kyle S.
from
$20
per walk
5 out of 5.0 stars
34 reviews
12 repeat clients
30 years of experience
Stone Meadows, Madison, WI, 53719

Our dog has a lot of anxiety and fear because of a very troubled past. After years of working with and understanding him, we have developed a protocol for him to give to friends, that if they follow, we can all but guarantee that Zuko will love them. Is the protocol super extra? Yes, but who isn't extra for their baby? Kyle was extremely understanding and followed every instruction we gave him to a T (which is more than we can say for many of our friends). He was also not afraid to ask questions and clarification which we greatly appreciated. He was patient, kind, nonjudgmental, and was very happy and excited to get to know Zuko. We're excited to start working with him and could not recommend him enough.

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Apoorva M.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$16
per walk
5 out of 5.0 stars
119 reviews
50 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

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Nikki T.
Sitter Profile Image: kylie l.
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kylie l.
from
$22
per walk
5 out of 5.0 stars
76 reviews
21 repeat clients
1 year of experience
Madison, WI, 53719

Great walker and great communication. My dog was very pleased and comfortable

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John H.
Sitter Profile Image: Ruthanne F.
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Ruthanne F.
from
$20
per walk
5 out of 4.8 stars
30 reviews
16 repeat clients
14 years of experience
Orchard Ridge Community, Madison, WI, 53711

Ruthanne is so wonderful with our young pup! We can always trust her to take good care of our puppy while on walks; she makes our puppy's day!

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Amy T.
Sitter Profile Image: Kaelena K.
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Kaelena K.
from
$16
per walk
5 out of 5.0 stars
3 reviews
15 years of experience
Fitchburg, WI, 53711

About: I’ve taken care of dogs, cats, & many other animals since I was young! I currently have two English Cocker Spaniels - they are sweeties! My husband and I got them as pups and trained them ourselves. I feel very confident working with puppies and I adore them. The dogs I grew up with were all rescues, so I also feel confident in caring for rescue dogs that may have more difficult pasts or behaviors. We had a senior chihuahua up until a year ago- she was my everything! Big or small, active or couch potato, I’m happy to care for your special ones. I am happy to get out and walk, run, bike, train or play as well as cuddle up and give some loves. (: I have a flexible work schedule and can easily fit in part-time pet sitting. I’m happy to come by for an hour or two in the afternoon as well as stay the night and keep the animals active morning and evening. I typically try to avoid leaving pets for more than 5 hours- it’s typically 2-4. I have two sweet, easy going boys that are very happy to play and hang out with other dogs in the owner’s home if they would like. I am flexible- I have watched active dogs, low-key dogs, dogs that need extra love and attention, and everything in between. I’m an active person and am happy to take dogs on longer walks or runs, even. My lifestyle is such that doing activities with animals fits in well with the day-to-day.

Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$24
per walk
5 out of 5.0 stars
36 reviews
10 repeat clients
10 years of experience
Madison, WI, 53719

Jess is absolutely fabulous. She’s looked after our two a couple of times now and every time she provides impeccable service to us and our pets! Always sending multiple pictures and great notes on what happened during her visit. You can 100% trust her and her sitting abilities - our boys LOVE her!

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Zayra S.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
Star Sitter
from
$22
per walk
5 out of 5.0 stars
71 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

Sitter Profile Image: Jenny J.
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Jenny J.
from
$27
per walk
5 out of 5.0 stars
99 reviews
41 repeat clients
2 years of experience
Madison, WI, 53719

Jenny did a great job taking Kai on walks while we were gone, she made sure he got some water out of the water hose when they were done. (It’s his favorite)

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Kendra R.
Sitter Profile Image: Claudia B.
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Claudia B.
from
$25
per walk
5 out of 5.0 stars
15 reviews
4 repeat clients
4 years of experience
Madison, WI, 53719

Claudia was great! She was able to help out and walk my dog on short notice. She was very responsive and responsible!

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Jamal J.
Sitter Profile Image: Anna O.
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Anna O.
Star Sitter
from
$21
per walk
5 out of 5.0 stars
16 reviews
4 repeat clients
23 years of experience
Madison, WI, 53711

I would 100% recommend Anna to walk any of my friends or family’s dogs. She goes the extra mile walking our dog. Anna takes a lot of pictures to update us on how our dog is and what she is up to! Our dog looks so happy in every picture- she loves Anna! Our dog absolutely loves to play fetch- one day, Anna even walked our dog to the park near by to play fetch! Have Anna walk your dog!!

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Meagan B.
Sitter Profile Image: Kyra M.
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Kyra M.
from
$17
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
2 years of experience
Maple-Prairie, Madison, WI, 53719

I am a returning client of Kyra. She always does a great job with my dog Lily and I am grateful for her kindness, care, and flexibility with scheduling.

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Katie C.
Sitter Profile Image: Joseph L.
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Joseph L.
from
$20
per walk
5 out of 5.0 stars
12 reviews
4 repeat clients
20 years of experience
Madison, WI, 53719

We were again very satisfied with Joe’s help. He followed instructions and honored our requests graciously and promptly. We highly recommend this sitter/walker for your furry family friend!

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Jason S.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$20
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
Madison, WI, 53719

About: Hi! I'm Alyssa and I am a recent UW graduate. I spent a year as a veterinary assistant before college, so I am very comfortable around all kinds of animals and have the proper training to make sure they are safe, happy, and healthy! I currently care for 2 budgies and a Springer mix in my apartment downtown, but I have raised and cared for two dogs (Border Collie and English Springer Spaniel) as well as 3 cats while growing up. I truly do have a passion for caring for animals and love making sure that they are having as great of a time as I am, and I look forward to meeting yours as well! With my extended amount of experience you can be absolutely certain that your dog will be well cared for and in great hands! If you have any questions or would like to know more about me please feel free to reach out!! PLEASE READ: I AM ONLY OFFERING GROOMING AND NAIL SERVICES AT THIS TIME Other services: Grooming(brushing, removing mats) Nail trimming as well as dremmeling Bathing Teeth Brushing I work full-time remotely, so I will have time to tend to your dogs needs at all times no matter the circumstances! Rest assured they will be monitored and played with to their hearts content! I have an unfenced yard near walking trails where I can take your dog for a walk. I aim for 3 long walks/day as well as many potty breaks are additionally needed! At your home, I will aim to stick to your routine when tending to your pet.

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Sitter Profile Image: Kaylyn M.
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Sitter Profile Image: Kaylyn M.
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1. Kaylyn M.

Rover 101
Star Sitter
Trustworthy, Reliable, Animal Lover
Glacier Ridge, Madison, WI, 53719
1.2 mi. away
Drop-In Visits, Dog Walking
from
$23
per walk
5 out of 5.0 stars
35 reviews
22 repeat clients
Profile image

My doggo loved Kaylyn right away, which doesn’t always happen! She was great with Bailey, communicative, on time, sweet. Will be asking her to help out again!

Availability updated 2 days ago
Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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2. Allegra R.

Rover 101
Star Sitter
Dog person for life.
Faircrest, Madison, WI, 53705
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 4.9 stars
75 reviews
34 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 4 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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3. Melinda N.

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

Melinda is so wonderful with my dogs! She always gives very thorough updates has been flexible to add last-minute walks. Highly recommend (even for not-the-best at walking pups!)

Availability updated 3 days ago
Sitter Profile Image: Austin C.
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Sitter Profile Image: Austin C.
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4. Austin C.

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

Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.

Availability updated 10 days ago
Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check

5. Keezieng V.

Star Sitter
A dog person through & through
Arbor Hills, Madison, WI, 53713
4.0 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 5 months ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Magan E.
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Sitter Profile Image: Magan E.
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6. Magan E.

Magsnwags
Verona, WI, 53593
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
21 reviews
9 repeat clients
Profile image

Magan was the most helpful and amazing dog walker. My dog Vienna loved her, and she was always so happy whenever she got to go out with Magan. Magan was really sweet to Vienna and treated her great! Would recommend 100%

Availability updated today
Sitter Profile Image: Iva & Eduardo P.
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Sitter Profile Image: Iva & Eduardo P.
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7. Iva & Eduardo P.

Your fur babies new best friends🐾
Madison, WI, 53719
0.2 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5 out of 5.0 stars
8 reviews
3 repeat clients
Profile image

I highly recommend Iva for her services. From our first meeting at the in-person Meet & Greet, it was clear that she genuinely cared for my dog, Millie, as if she were her own. Iva quickly adapted to Millie's senior dog needs and promptly informed me of any concerns she noticed, keeping me well-informed. Having just moved to the area to start a new full-time job, this was my first experience leaving Millie home alone. Knowing that Iva was coming to walk her twice a day gave me tremendous peace of mind. I appreciated receiving brief reports and photos of their time together during my busy workdays. Iva even took the time to show extra love to my cat, Missy.

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check
Sitter Profile Image: Kyle S.
Verified Enhanced Background Check

8. Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
1.3 mi. away
House Sitting, Dog Walking
from
$20
per walk
5 out of 5.0 stars
34 reviews
12 repeat clients
Profile image

Our dog has a lot of anxiety and fear because of a very troubled past. After years of working with and understanding him, we have developed a protocol for him to give to friends, that if they follow, we can all but guarantee that Zuko will love them. Is the protocol super extra? Yes, but who isn't extra for their baby? Kyle was extremely understanding and followed every instruction we gave him to a T (which is more than we can say for many of our friends). He was also not afraid to ask questions and clarification which we greatly appreciated. He was patient, kind, nonjudgmental, and was very happy and excited to get to know Zuko. We're excited to start working with him and could not recommend him enough.

Availability updated 19 days ago
Sitter Profile Image: Michelle S.
Verified Background Check
Sitter Profile Image: Michelle S.
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9. Michelle S.

Rover 101
Star Sitter
I love walking & playing for hours
Madison, WI, 53719
1.4 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
119 reviews
50 repeat clients
Profile image

Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

Availability updated 42 days ago
Sitter Profile Image: kylie l.
Verified Enhanced Background Check
Sitter Profile Image: kylie l.
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10. kylie l.

can’t wait to meet your dogs!
Madison, WI, 53719
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
76 reviews
21 repeat clients
Profile image

Great walker and great communication. My dog was very pleased and comfortable

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Ruthanne F.
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Sitter Profile Image: Ruthanne F.
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11. Ruthanne F.

I pawsitively love dogs and cats!
Orchard Ridge Community, Madison, WI, 53711
2.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 4.8 stars
30 reviews
16 repeat clients
Profile image

Ruthanne is so wonderful with our young pup! We can always trust her to take good care of our puppy while on walks; she makes our puppy's day!

Availability updated 4 days ago
Sitter Profile Image: Kaelena K.
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Sitter Profile Image: Kaelena K.
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12. Kaelena K.

Doggies are my besties! (:
Fitchburg, WI, 53711
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
3 reviews

We really appreciated Kaelena’s care and attention she gave to our senior dog. We would highly recommend her to watch & care for other people’s pets.

Availability updated 2 days ago
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

13. Jess B.

Star Sitter
Your weekend/evening needs covered!
Madison, WI, 53719
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per walk
5 out of 5.0 stars
36 reviews
10 repeat clients
Profile image

Jess is absolutely fabulous. She’s looked after our two a couple of times now and every time she provides impeccable service to us and our pets! Always sending multiple pictures and great notes on what happened during her visit. You can 100% trust her and her sitting abilities - our boys LOVE her!

Availability updated 2 days ago
Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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14. Ryan & Jocelyn R.

Star Sitter
Small Dog Loving Family
Greentree, Madison, WI, 53711
1.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
71 reviews
21 repeat clients

Ryan is my brother in-law. His family loves dogs. He and his wife grew up with dogs and their little daughter wants one. They can’t wait to get one of their own in the next couple of years. His family would be great dog watchers. They have a fenced in yard, and they love playing and going for walks.

Availability updated today
Sitter Profile Image: Jenny J.
Verified Background Check
Sitter Profile Image: Jenny J.
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15. Jenny J.

Rover 101
Walking for a living (seriously)!
Madison, WI, 53719
1.3 mi. away
Drop-In Visits, Dog Walking
from
$27
per walk
5 out of 5.0 stars
99 reviews
41 repeat clients
Profile image

Jenny did a great job taking Kai on walks while we were gone, she made sure he got some water out of the water hose when they were done. (It’s his favorite)

Availability updated 5 months ago
Sitter Profile Image: Claudia B.
Verified Enhanced Background Check
Sitter Profile Image: Claudia B.
Verified Enhanced Background Check

16. Claudia B.

I’m back!
Madison, WI, 53719
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
15 reviews
4 repeat clients
Profile image

Claudia was great! She was able to help out and walk my dog on short notice. She was very responsive and responsible!

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Anna O.
Verified Enhanced Background Check
Sitter Profile Image: Anna O.
Verified Enhanced Background Check

17. Anna O.

Star Sitter
Will treat your sweet pet as my own
Madison, WI, 53711
1.4 mi. away
Drop-In Visits, Dog Walking
from
$21
per walk
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

I would 100% recommend Anna to walk any of my friends or family’s dogs. She goes the extra mile walking our dog. Anna takes a lot of pictures to update us on how our dog is and what she is up to! Our dog looks so happy in every picture- she loves Anna! Our dog absolutely loves to play fetch- one day, Anna even walked our dog to the park near by to play fetch! Have Anna walk your dog!!

Availability updated yesterday
Sitter Profile Image: Kyra M.
Verified Enhanced Background Check
Sitter Profile Image: Kyra M.
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18. Kyra M.

Owner away? I walk, sit and stay!
Maple-Prairie, Madison, WI, 53719
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$17
per walk
5 out of 5.0 stars
11 reviews
3 repeat clients
Profile image

I am a returning client of Kyra. She always does a great job with my dog Lily and I am grateful for her kindness, care, and flexibility with scheduling.

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Joseph L.
Verified Background Check
Sitter Profile Image: Joseph L.
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19. Joseph L.

We love dogs! Fenced yard freedom!
Madison, WI, 53719
0.6 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

We were again very satisfied with Joe’s help. He followed instructions and honored our requests graciously and promptly. We highly recommend this sitter/walker for your furry family friend!

Availability updated over 1 year ago
Sitter Profile Image: Alyssa L.
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Sitter Profile Image: Alyssa L.
Verified Background Check

20. Alyssa L.

Passionate& educated dog lover!
Madison, WI, 53719
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients

Alyssa has been around dogs and caring for them nearly her entire life. She is incredibly good with animals in general and has had hands-on experience working with animals in both a veterinarian's office and boarding kennel, where she worked for a year before going to college. Alyssa is very loving with animals and also attentive if something does not look right. Highly recommend her!

Availability updated 18 days ago

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