Dog Walking Westchester Gardens

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

End
Search

Over 4
pet parents in Westchester Gardens have booked dog walking

Westchester Gardens, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Keezieng V.
Verified Enhanced Background Check
Keezieng V.
from
$19
per walk
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

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.

Profile image
Colin S.
Sitter Profile Image: Mary W.
Verified Enhanced Background Check
Mary W.
from
$17
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
20 years of experience
High Crossing, Madison, WI, 53718

About: When I lived in Arizona with 6 Boarder Collies, we walked together every morning. I helped my brother care for them, throw balls to them and swim. I love to massage animals. I would love to sit on long weekends overnight. Your pet will feel safe and cared for. I have cared for cats as well. and I owned a cat for 7 years. I am great with following instructions if your pet has special diet needs or any other special needs. The pet owners will feel extremely comfortable leaving me with their pet, as well as coming home from a trip. I also have experience with brushing and bathing dogs. , and brushing cats . I hope this helps to know about what kind of care I would provide for your pet.

Sitter Profile Image: Carley T.
Verified Enhanced Background Check
Carley T.
from
$18
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

Tucker would literally try to jump out the kitchen window to get to her for his walk. He loved it so much. Carley was so nice and sweet with Tucker. If we weren't moving across the country I would still want her to walk him

Profile image
Rebekah & Alex N.
Sitter Profile Image: Oliver D.
Verified Enhanced Background Check
Oliver D.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 repeat clients
10 years of experience
Bluff Acres, Madison, WI, 53704

Oliver was great with our three dogs, and they warmed up to him right away! Thanks so much for the walks, Oliver :) We'd absolutely recommend Oliver and will reach out to him for any future pet care.

Profile image
Ami H.
Sitter Profile Image: Cassandra B.
Verified Enhanced Background Check
Cassandra B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

About: I have done petsitting (cats and dogs) for over 15 years. Usually for animals where I personally know the owners and have spent time with the animal to create a bond/relationship. I want to full disclose with new perspective pets parents: I have a full time, in-office job with the standard business hours, Monday through Friday. If that's not what you are looking for in a house sitter, I understand. If I had a pet of my own, I would ensure all their needs are met. As a petsitter, I would to ensure their animal's life doesn't change or I could make it better in some small way especially since their parent(s) is gone I stay at the animal's home to care for them so their life isn't different than what it usually is for them. Changing their environment can be quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone

Sitter Profile Image: Blaze D.
Verified Enhanced Background Check
Blaze D.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well

Sitter Profile Image: Elizabeth K.
Verified Enhanced Background Check
Elizabeth K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
46 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.

Profile image
Amy L.
Sitter Profile Image: Jackie G.
Verified Background Check
Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

Profile image
Leo B.
Sitter Profile Image: Wystria C.
Verified Enhanced Background Check
Wystria C.
Star Sitter
from
$16
per walk
4.8 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Ridgewood, Madison, WI, 53704

Wystria does a great job!

Profile image
Trent K.
Sitter Profile Image: Ernst G.
Verified Enhanced Background Check
Ernst G.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Monona, WI, 53716

Ernst is super friendly, responsive and knowledgeable. We have 70 lbs adolescent pup who has a lot of energy to give. Ernst is great at keeping our pup in line. I already notice an improvement in our pet’s loose leash walking!

Profile image
Sofia S.
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check
Suellen A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
69 reviews
24 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Very timely when I need a walk in a pinch! Would highly recommend!

Profile image
Nick M.
Sitter Profile Image: Elizabeth S.
Verified Enhanced Background Check
Elizabeth S.
from
$20
per walk
5.0 out of 5 stars
17 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.

Sitter Profile Image: Hailey M.
Verified Enhanced Background Check
Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
Madison, WI, 53704

About: I have a genuine love for animals. I proudly volunteer at the Humane Society of Southern Wisconsin, where I’ve worked with dogs of all breeds, sizes, and temperaments. That extra experience means I bring not just walks but patience, training awareness, and heart to every visit. Your pet isn’t just on my schedule, they’re part of my pack. 🐾 I work part-time and offer dog walking and drop-in visits for any type of animal during my off hours during the week. Weekends are usually pretty open! Safety, trust, and comfort are at the heart of everything I do. I care for my own pets in a calm, loving environment and treat every animal in my care as if they were part of my family. You can trust that your pets will be safe, respected, and genuinely loved. Their well-being always comes first. 🐾

Sitter Profile Image: Ben K.
Verified Background Check
Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
119 reviews
24 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Our Great Dane loves Ben. He has had great communication with us during all of his walks and has made sure that Bruno has “done his business” in the mornings. He is our favorite walker

Profile image
Stephanie C.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
55 reviews
16 repeat clients
26 years of experience
Madison, WI, 53704

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!

Profile image
Brielle E.
Sitter Profile Image: Lexi F.
Verified Background Check
Lexi F.
from
$15
per walk
5.0 out of 5 stars
6 reviews
6 repeat clients
17 years of experience
Windsor, WI, 53598

Lexi is very punctual and easy to work with. She takes great care of our pup and went above and beyond with extra requests today to get him some water and put him in his crate when they got back from their walk. Thank you, Lexi!

Profile image
Megan H.
Sitter Profile Image: Baylee M.
Verified Enhanced Background Check
Baylee M.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
5 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Baylee was awesome with my puppy dog, and my dog adored her. Very reliable, great communication, and she really did have my dog’s safety in mind while providing a fun and energetic walk. Highly recommended — will hire her again!

Profile image
David P.
Sitter Profile Image: Kali R.
Verified Enhanced Background Check
Kali R.
from
$25
per walk
19 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

About: I’ve taken care of dogs since I was 10 - that’s when I got my first dog. Now I have 2 active pups that I love to ski, hike, & run with. I love to help other dogs get some exercise & enrichment. I have experience implementing behavior therapy (for kids), but it had made me confident in my behavior & training skills with dogs as well. I’m a special education teacher so I currently have the summer free to get outside with your pup(s). I can be flexible so please reach out about your specific scheduling needs. I have a fenced yard & two dogs to keep your fur baby(s) company. Although, I prefer to tend to dogs in their own home where they’re most comfortable.

Sitter Profile Image: Kennedy S.
Verified Background Check
Kennedy S.
from
$20
per walk
5 years of experience
Madison, WI, 53704

About: I have 2 dogs of my own so I’ve had a lot of experience with different types of training. Dogs bring such happiness to my life, I love playing with them or taking them on walks. I’m great with any size dog. I’ve spent lots of time with my dogs and other people’s dogs including playing, walking, running, and overnight stays. I love having the chance to meet new dogs and learn new skills to teach them or to teach my dogs as well! Seeing new and different breeds of dogs is fun too because they all have such unique personalities. I have worked with all different kinds of dogs and would love to continue. I will do basically anything with the dogs, I look forward to meeting you! I am going back to school that is fully online and am a part time Pilates instructor so I have plenty of time throughout the week to help with your needs. I make sure while taking care of your dogs at your homes to keep a clean environment and clean up as we play! I can hang out around your home or we can go for walks and play outside.

Sitter Profile Image: Karyanna M.
Verified Enhanced Background Check
Karyanna M.
from
$15
per walk
10 years of experience
Madison, WI, 53704

About: multi-dog household my whole life! schooling and certified experienced grooming 4+ years, as well as 3 years of dog lodging and day care worker. Reliable and safe pet sitting for friends, family and clients for 10+ years. Years of professional experience administering medications and special service requests to animals. Just a deep passion for animals and want to continue working with them outside of work! currently working part time so availability for me looks like Wed-sat 8am through 9pm availability. I am flexible with starting and ending times! Overnight stays if requested! willing to be flexible and accommodating for owners! following proper safety measures, perfecting personal care routines, protocols and tasks. having transparent, accurate and effective communication with owners to ensure dependency and proper safety of their loved ones is being carried out. Following directions requested by owners. They know their pets needs better!

1 / 1
View more sitters

The median cost per walk for dog walking in Westchester Gardens is $20

Dog parents share their Rover experiences - Westchester Gardens

1 / 1
5.0 out of 5 stars

Amazing experience! Francesca provided excellent updates and pics. I would hire them again in an instant. 10/10

Profile image
Alexa & Max R.
Dog Walking
5.0 out of 5 stars

Ollie has watched my dog on multiple occasions now and has always provided great service. Always reliable and kind.

Profile image
Morgan S.
Dog Walking
5.0 out of 5 stars

Very reliable, my dog absolutely loved her, and I felt safe when she was taking her for a walk. Highly recommended.

Profile image
David P.
Dog Walking
5.0 out of 5 stars

5 stars for Jen D. all day long. Jen D. showed up right on time to walk Gertie even though it was pouring rain, no cancellation, no shortcuts. We came home happy, towel-dried, and totally content fur baby. Jen D. is reliable, communicative, and Our Gert Gert clearly loves what Jen D. does.

Profile image
Charles Edward P.
Dog Walking
5.0 out of 5 stars

Samantha was a godsend for us -- she was a reliable, friendly, and caring dog walker who our gregarious pup, Watson, basically instantly fell in love with. We would still have her walk Watson if she weren't moving! She is fantastic.

Profile image
Michelle S.
Dog Walking
5.0 out of 5 stars

Christina was very warm and friendly with Rusty when they first met and came very promptly for their first walk. we look forward to another walk with her.

Profile image
Leif B.
Dog Walking
5.0 out of 5 stars

Tucker would literally try to jump out the kitchen window to get to her for his walk. He loved it so much. Carley was so nice and sweet with Tucker. If we weren't moving across the country I would still want her to walk him

Profile image
Rebekah & Alex N.
Dog Walking
5.0 out of 5 stars

Keely has been walking my dog Lola every Wednesday for the past couple of weeks, and I truly could not be happier with the care she's provided. I booked with very little notice, reaching out on a Monday, and Keely came over the very next day to meet Lola, learn our routine, and get to know her needs. From the start, I could tell she was thoughtful, thorough, and genuinely invested in making sure Lola felt comfortable and safe. Lola is a reactive dog, and having someone who understands reactive dogs is incredibly important to me. Keely clearly has that experience and confidence. She pays attention to every detail, thinks ahead, and has approached each walk with care and awareness. I feel completely at ease knowing Lola is in her hands. What has impressed me even more is how thoughtful Keely is about factors beyond just the walk itself. We've had plenty of rainy weather lately, and she's done an amazing job timing walks to avoid the worst of it. She's also been mindful of potential thunderstorms and how Lola might react, which shows just how much she cares about the dogs she works with. Keely has been an absolute pleasure to work with - reliable, communicative, knowledgeable, and genuinely caring. I'm so grateful to have found her, and I know Lola is too. I would recommend her without hesitation to anyone looking for someone they can trust completely with their dog.

Profile image
Crystal F.
Dog Walking
5.0 out of 5 stars

Anna always shows up, rain or shine! She's reliable,communicative, and super sweet. My dog and cat both absolutely adore her

Profile image
Melissa T.
Dog Walking
5.0 out of 5 stars

Elizabeth was great for Lacey today. She was prompt with messaging and very flexible to walk her the next day.

Profile image
Allison H.
Dog Walking
5.0 out of 5 stars

Brittany has been great as our dog’s regular walker. Punctual, so reliable, and I can tell from the pictures my dog has a great time with her! Can’t recommend her highly enough.

Profile image
Serenity V.
Dog Walking
5.0 out of 5 stars

Alexandria is amazing with my dog and provides great updates each day after their daily walk. She’s reliable, shows up on time, and spends the full time. I feel so lucky to have found her!

Profile image
Kelsey T.
Dog Walking
5.0 out of 5 stars

Megan is outstanding and very responsive and flexible. She is super kind with any animals and that helps with any cat or dog that needs her services.

Profile image
Scott S.
Dog Walking
5.0 out of 5 stars

Lydia did a great job taking my energetic golden retriever for a walk and sending me lovely photos :)

Profile image
Kat F.
Dog Walking
5.0 out of 5 stars

Lora was reliable and really gave extra. She came out before hand to learn the dogs and their routes. I am currently disabled and she was so helpful bringing in packages. She took each dog on extra laps if they failed to do their business the first round. We will not hesitate to call Lora the next time we need someone.

Profile image
Cheri H.
Dog Walking
5.0 out of 5 stars

Lindsay is amazing!! She was able to come over and take my golden retriever for a walk and to the dog park. She also has a dog who was able to join in on the fun, which is always great for my dog who loves to play! She’s super kind and easy to work with. I definitely recommend her, and will be booking her again in the future!

Profile image
Kelli G.
Dog Walking
5.0 out of 5 stars

Sylvia was great with our little shy doggie. She was patient & caring- taking the time to let or dog get used to her before they walked. No wonder she is a star sitter.

Profile image
Hex H.
Dog Walking
5.0 out of 5 stars

Since recently moving to Madison, I have been overjoyed to discover Alisha. She has become a lovely caregiver for my anxious rescue dog. Our partnership kicked off with a thorough meet-and-greet that instantly built trust, evolving into drop-in visits and dog-walking sessions, with overnight house-sitting on the horizon for future needs. Alisha's calm, nurturing demeanor is exactly what my dog needs, who has a challenging history of anxiety and trust issues. Alisha consistently shares reassuring photos alongside detailed updates, giving me peace of mind no matter how long I'm away. I would highly recommend Alisha to fellow dog owners, especially those with loving yet challenging pets that require extra patience and understanding. Hazel is forming a genuine bond with her, displaying real joy and relaxation in her presence—precisely what I hoped for—and I eagerly look forward to booking her services again.

Profile image
Sammy G.
Dog Walking
5.0 out of 5 stars

So happy with the walks. Edwin is friendly and responsive. He totally rolled with me completely forgetting to leave some important supplies (treat and poop bags I had said would be there). Highly recommend Edwin!

Profile image
Sabrina C.
Dog Walking
5.0 out of 5 stars

We love Tina and our dog Stevie loves her even more! We use her often for check-ins and walks. She goes above and beyond with communication and photos. Appreciate having her in our life to love on our dog.

Profile image
Jessyca A.
Dog Walking
1 / 1
Find pet care near you

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests near you

Select a filter and find qualifying Westchester Gardens sitters!

Sitters in Westchester Gardens average 3
repeat dog walking clients

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge