Dog Walking in Westchester Gardens, Madison, WI

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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1. Brooke D.

Does your dog love walks? So do I!
High Crossing, Madison, WI, 53718
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
458 reviews
84 repeat clients
Profile image

Brooke is so great with our two girls (bmd and golden). They have very different personalities and Brooke is able to juggle both effortlessly. So happy to have her care for our doggies :)

Availability updated today
Sitter Profile Image: Sarah W.
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Sitter Profile Image: Sarah W.
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2. Sarah W.

Pet lover with vet assistant exp.
Madison, WI, 53704
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
18 reviews
4 repeat clients
Profile image

Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!

Availability updated today
Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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3. Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
43 reviews
12 repeat clients
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Shannon is awesome! Norman loves his walks with her. She’s super sweet with him, great at handling his less-than-ideal leash etiquette, and super communicative.

Availability updated 4 days ago
Sitter Profile Image: Carla P.
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Sitter Profile Image: Carla P.
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4. Carla P.

Dog-loving family ready to help!
Sun Prairie, WI, 53590
3.3 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
Profile image

Carla was great. She showed up on time and got our dog out for a walk for us while we were gone. Would absolutely love to have her car for our dog again.

Availability updated 4 days ago
Sitter Profile Image: Taelyn C.
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Sitter Profile Image: Taelyn C.
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5. Taelyn C.

Owners away? I will walk and play!
Madison, WI, 53703
4.5 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
Profile image

Taelyn is great! She was able to come meet me and my dog Rupert and then help with walking him while I was out of town. Definitely would book again!

Availability updated yesterday
Sitter Profile Image: Logan M.
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Sitter Profile Image: Logan M.
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6. Logan M.

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

Logan is dependable, trustworthy, and knowledgeable about dogs! My dogs are pretty crazy and Logan handles both of them wonderfully…I can notice they listen to me better since Logan has been caring for them. His wife is just as awesome and sometimes covers or comes with.

Availability updated 16 days ago
Sitter Profile Image: Sarah & Lucas B.
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Sitter Profile Image: Sarah & Lucas B.
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7. Sarah & Lucas B.

Everything you need under one woof!
Sun Prairie, WI, 53590
3.7 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$16
per walk
5.0 out of 5 stars
5 reviews
Profile image

Sarah and Lucas communicated when they arrived to take our dog on a walk and feed him. They sent pictures and let us know he was a friendly dog and the walk went well. They were very flexible with scheduling as well as I wasn't sure of the exact time I needed them when I booked. Thank you so much!

Availability updated 27 days ago
Sitter Profile Image: Tara N.
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Sitter Profile Image: Tara N.
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8. Tara N.

A lover of all creatures 🐶🐱🐸🦎🐍
Marquette, Madison, WI, 53703
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client

Tara is always my first choice for watching my pets. I have two cats who can be a challenging to watch as they are extremely weary of strangers. But, Tara has worked her charms on all of us and the boys will eagerly rub up against her legs during her pop in visits. Tara is also extremely well versed in reptile care, which comes in handy as I also have a crested gecko. She’s knowledgeable and truly cares about the animals she’s watching, always providing updates on how everyone is doing. I would recommend her to anyone!

Availability updated today
Sitter Profile Image: Ella W.
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Sitter Profile Image: Ella W.
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9. Ella W.

Hi, my name is Ella!!
Ridgewood, Madison, WI, 53704
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
5.0 out of 5 stars
18 reviews
6 repeat clients
Profile image

Ella was great! Came for a meet and greet and took our boy for a walk when we were gone. Would definitely recommend her to take care of your pet!

Availability updated today
Sitter Profile Image: Kate C.
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Sitter Profile Image: Kate C.
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10. Kate C.

Rover 101
Educator & Animal Enthusiast!
Madison, WI, 53714
3.2 mi. away
Drop-In Visits, Dog Walking
from
$19
per walk
5.0 out of 5 stars
18 reviews
10 repeat clients
Profile image

Kate was so patient and friendly! She has experience with reactive dogs and my Aussie warmed up to her extremely fast! After their walk he was happy and tired ?

Availability updated 25 days ago
Sitter Profile Image: Megan W.
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Sitter Profile Image: Megan W.
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11. Megan W.

Your Best Friend’s New Best Friend!
Sun Prairie, WI, 53590
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per walk
5.0 out of 5 stars
122 reviews
37 repeat clients
Profile image

Megan always goes above and beyond when taking care of our fur baby! She takes him on long walks or plays at the park as well as doing enrichment activities before she leaves. I highly recommend her!!

Availability updated today
Sitter Profile Image: Aubrey M.
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Sitter Profile Image: Aubrey M.
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12. Aubrey M.

College student who loves dogs
Ridgewood, Madison, WI, 53704
2.0 mi. away
Dog Walking
from
$15
per walk
3 reviews

Aubrey is a very responsible and respectful person who is willing to go out of her way to make sure your pet has the best experience. She is also a very trustworthy adult to trust and leave pet with.

Availability updated 10 days ago
Sitter Profile Image: Salem E.
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Sitter Profile Image: Salem E.
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13. Salem E.

I'm Salem, the gecko dad!
Sherman Village, Madison, WI, 53704
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

Salem would be a great fit for anyone looking to find a caring and flexible person to look after their pets. With a slew of geckos of their own and two family dogs, they have experience with furry and not-so-furry friends! Their genuine passion for animals shines through in every interaction, making them a trustworthy and compassionate caretaker. I highly recommend Salem to anyone seeking top-notch care for their furry family members!

Availability updated 26 days ago
Sitter Profile Image: Adrianna H.
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Sitter Profile Image: Adrianna H.
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14. Adrianna H.

Animal caregiver extraordinaire
Sun Prairie, WI, 53590
3.1 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
16 reviews
8 repeat clients

About: I have cared for pets of all ages and types for many years, as well as been a pet owner and foster mom for many years. Dogs, cats, rabbits, hampsters, birds, chickens, fish, lizards etc. My family and friends have trusted me to care for, walk, feed, bathe, administer medications and give all the love and snuggles to their animal family members when they are away. I work part time and remote, so I have the flexibility to give all your pets the time, attention and love you need for them. I have a bit of a zoo at my house, so I am more than happy to care for your pets at your residence at this time.

Availability updated 3 days ago
Sitter Profile Image: Libby K.
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Sitter Profile Image: Libby K.
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15. Libby K.

Super experienced ❤️ Cats & Dogs
Eken Park, Madison, WI, 53704
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
34 reviews
3 repeat clients
Profile image

Libby was awesome for Josie’s first walk with her! She gave me a cute little report card and a couple of photos that definitely put my mind at ease. I’m sure Josie will love her weekly walks with Libby!

Availability updated 87 days ago
Sitter Profile Image: Henry M.
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Sitter Profile Image: Henry M.
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16. Henry M.

Ready to watch any furry friend!
Eken Park, Madison, WI, 53704
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per walk
10 years of experience

About: I've taken care of and watched dogs since I was a teenager. My parents have had Saint Bernard Great Dane mixed breed dogs so I have a lot of experience dealing with giant breed dogs. When my parents current dog was a puppy, I had a lot of one on one time taking care of her especially when she was a puppy and first coming home because my parents were working and I was on summer break, this has given me an intimate understanding of the needs of puppies and how to take care of them. My parents have also always had cats and they don't always get along with the dog which has given me a lot of experience managing animals in conflict while working to make them more comfortable and get along more. I've also done a lot of work watching my partner's family dog which has given me a lot of experience dealing with dog reactivity and aggression and learning how to calm dogs down. I'm currently in between jobs so I have all of the time in the world to watch your pet! Amy schedule is incredibly flexible and I can be available for drop in visits, sitting, and other services in general and especially on weekends I can easily crate a dog if needed and I also love getting to lay on the couch or in bed with a puppy if they're allowed. I do have two cats but they can be kept in a bedroom and not interact with a dog if they are not cat friendly. If they are cat friendly, my cats love to play and would be really interested in meeting and cuddling with more dogs!

Availability updated 5 days ago
Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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17. Anna S.

Rover 101
Loving, professional petcare
Madison, WI, 53704
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$32
per walk
5.0 out of 5 stars
437 reviews
104 repeat clients
Profile image

We are new to using dog walking services. Anna has been amazing with our dogs. We love the photo updates! She has alleviated my anxiety from leaving our boys for long hours! ☺️

Availability updated today
Sitter Profile Image: Kayla K.
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Sitter Profile Image: Kayla K.
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18. Kayla K.

Dog walking, running, and playing
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
2.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
2 reviews

Kayla is an amazing and kind person who loves animals with all her heart. She has been amazing with my own dogs on trips and at the house. She has dog sat before and also volunteered for sandy paws shelter. A big animal lover in a kind human.

Availability updated 24 days ago
Sitter Profile Image: Cassandra B.
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Sitter Profile Image: Cassandra B.
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19. Cassandra B.

Treating animals as if they're mine
Madison, WI, 53704
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients

Cassie is an amazing pet sitter. She has been watch my two kitties for over 6 years now and needless to say they love her. Cassie is reliable and will care for your pets like they are her own. She has administered medication to my cats, stayed multiple nights with them, plays with them, and follows all feeding instructions perfectly! She will give you daily updates and sends pictures too! You couldn’t find a better person to watch your pets.

Availability updated 15 days ago
Sitter Profile Image: Gabriela X.
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Sitter Profile Image: Gabriela X.
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20. Gabriela X.

lover for all dogs !
Bluff Acres, Madison, WI, 53704
0.6 mi. away
Drop-In Visits, Dog Walking
from
$17
per walk
2 reviews

Gabriela is incredibly responsible and caring! Her love for animals is apparent within seconds of talking to her. Her own pets have been lucky she rescued them and she'll treat your pets with that same love!

Availability updated 49 days ago

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