Dog Walking Westmorland

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Over 26
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Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 37 reviews
14 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was a great communicator and very trustworthy. I am looking forward to having her spend time with Wally again in the future and I would recommend her to others!”

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

“Ashley is wonderful! She's on time, communicative, and great with my dog. I love using her and will continue to for as long as she'll have me!”

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Jessica L.
Sitter Profile Image: Julia M.
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Julia M.
from
$17
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
University Apartments, Madison, WI, 53705

About: Hi! I’m a graduate student who loves animals and understands how important it is to find someone you trust to care for them. I have experience caring for dogs with different temperaments, including dogs with anxiety and dogs who need medication or extra patience. I’m very responsible, detail oriented, and I take pet care seriously - I know I’m caring for a member of your family. I’m happy to follow your pet’s normal routine as closely as possible, including walks, feeding schedules, crate routines, and any specific instructions you have. I’ll also send regular updates and photos so you know your pet is doing well. My schedule is flexible, and I’m available for drop in visits, walks, and house sitting. I’m reliable and will always communicate clearly about timing and availability. Your pet’s safety and comfort comes first. I follow routines, use secure leashes, provide updates, and create a calm, safe, consistent environment for your pet

Sitter Profile Image: Jenny P.
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Jenny P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
• 91 reviews
28 repeat clients
25 years of experience
Madison, WI, 53711

“Jenny and her assistant, Ellen, did a great job taking care of our greyhound and elderly cat. The cat required extra effort with meds and the dog needed to be walked three times a day. We received regular updates and everything went well. We are new to town and were so happy to get a reliable petsitter for our new home over the holidays.”

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Patrick B.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
10 years of experience
Fitchburg, WI, 53719

“Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!”

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Matt H.
Sitter Profile Image: Sierra P.
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Sierra P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
2 years of experience
Greenbush, Madison, WI, 53715

“Sierra was so great to work with and very accommodating!”

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Roger M.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 102 reviews
32 repeat clients
5 years of experience
Madison, WI, 53719

“Austin does a great job of meeting the high energy needs of my pup, including taking him on a good distance walk and even upping the pace to a jog at times. It gives me great peace of mind to know he’s tuned in to the needs of my dog.”

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Megan G.
Sitter Profile Image: Delenn N.
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Delenn N.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

About: I have always had pets in my home, dogs, cats, goats, chickens, horses, fish, and even guinea pigs are welcome to be booked! I like training puppies, but I have lots of experience with older furry friends as well. I am currently only working occasional soccer games, and am more than happy to drive anywhere in both the Madison and Whitewater communities! Feel free to reach out with what your needs are and I will be able to confirm with you! I do 10-minute to 1hr long walks depending on your needs, as well as I am willing to take your dog to any play areas, or parks!

Sitter Profile Image: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
• 11 reviews
8 years of experience
Madison, WI, 53719

“Megan did a great job with Sami while we were away! We would definitely use her again!”

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Andy O.
Sitter Profile Image: Ella D.
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Ella D.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
15 years of experience
Fitchburg, WI, 53711

“Ella did a great job taking care of Eddy. My dog is a bit timid around people she doesn't know. Ella was patient, and everything went really well. Ella was very responsive to my inquiries. I would definitely rebook her for future dog walks.”

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Andrew L.
Sitter Profile Image: Katie T.
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Katie T.
from
$30
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
4 years of experience
Madison, WI, 53713

About: I’ve taken care of many kinds of animals for about 4 years now. This is the first time I’m doing this on a site, however, I am very familiar with the needs of dogs and cats and am very open and understanding regarding dogs with specific and unique needs. I have raised 2 female puppies myself and have been entrusted with friends animals as well while they have been away. This is not just a “side gig” for me. Animals really bring me happiness and joy into my life and I don’t see myself enjoying anything more than this! I do have a full time job currently and don’t get home until 5pm on tues-thurs. Mondays and Fridays I work at home. I have off the weekends. I have one ESA dog of my own that would enjoy the company of other dogs in our home! I prefer to bring my pup with me when I house sit, however, if not allowed by the client, I could do house sitting at daytime! Where I spend most of my time with your pet but I wouldn’t sleep overnight at your home as I have a pet at my home.

Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 36 reviews
9 repeat clients
12 years of experience
Capitol, Madison, WI, 53703

About: Eric and Rachel share a love for their beloved Aussie-beagle Lilo and fostering rescue dogs together. We know that it is never easy to leave your beloved dog with someone new, and in a new place. As our own Lilo has struggled with separation anxiety before, we know how important it is to have a pet sitter who is present, patient, and able to cater their care towards a dog’s specific needs. Rachel has taken care of 6 different family dogs growing up, including a border collie, golden retriever, Boston terrier, 2 mixed breeds and a silky terrier. Eric has taken care of his family dog (chihuahua minpin) since birth till now (11 years old). Together, we have fostered 22 rescue dogs these past two years, ranging from a high energy Great Pyrenees to 3 Border Collie puppies all at once, to a completely afraid and anxious Beagle mama and Shiba Inu mama that are recovering from very difficult situations. We have also looked after American pit bulls, large Newfoundlands and a Rhodesian Ridgeback, and senior doggies who have hip difficulties and special diets. Our own dog is a 3.5 year old Aussie-beagle, so we particularly love the herding dogs. :) We both have lots of experience working with dogs of all kinds of temperaments and needs, especially high energy dogs who require a lot of attention and care, and administering medication to dogs who have special needs. Rachel also loves cooking her home cooked meals for her dog, and can do that for yours too, if you need! We both work from home and have all weekends free. Our flexible schedules together allows us to bring dogs regularly on walks and to look after them consistently. We follow instructions really well, and can take care of your dog according to your requirements. We allow dogs to roam and sleep freely in our home, but we can also crate your dog easily if you prefer. We know how to work with your dog with lots of gentle care and love.

Sitter Profile Image: Kaitlyn M.
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Kaitlyn M.
from
$12
per walk
12 years of experience
Meadowood, Madison, WI, 53711

About: I’ve been caring for animals for over 12 years and have experience with dogs, cats, farm animals, and wildlife. My professional animal care experience began as a teenager working at Pine Ridge Pet Resort, where I cared for dogs of all sizes, ages, and temperaments. My responsibilities included feeding, walking, cleaning, administering medications, monitoring behavior, and providing safe, attentive care in both boarding and daycare settings. Since then, animal care has remained a huge part of my life. I have extensive hands-on experience caring for senior pets, including administering multiple oral medications, insulin injections, and providing extra support for aging dogs with changing mobility and health needs. I also have experience giving medication to cats and caring for puppies. In addition to domestic pet care, I worked at a wildlife rescue center where I assisted with first aid, fluid administration, and hands-on care for injured animals. That experience strengthened my ability to stay calm, observant, and compassionate in high-stress situations. I work 40h each week Monday through Friday, so I am mainly available on the weekends only for now. I am getting married in a year & have 2 degrees, so I have both debt and savings to add to. I am hoping to help care for pets & put every cent earned on Rover towards my debt In my home, I have a full house of 2 dogs and 2 cats. They all get along great, but my senior dog, Daisy, doesn't get along with dogs that don't live with her. Therefore, my home is not available currently for pet sitting, but I am familiar with pet sitting for others in their homes in order to assure their pets feel safe. In my home, I feed 2x/day in an 8 hour period and walk my dogs every 3-4 hours. When it comes to other people's pets, I am open to whatever care routine your animals are used to. No matter how many steps are involved, I can do anything you need done, and I will do it with a smile on my face. I will also respect any and all boundaries in your home and only go in the designated pet areas. I have had multiple people require I stay out of certain rooms, and it has never been an issue. I am deeply appreciative of the trust I am given when caring for pets, so I won't take it for granted by disrespecting your home or boundaries.

Sitter Profile Image: Amber K.
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Amber K.
from
$20
per walk
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wisconsin Co-Op Housing, MADISON, WI, 53705

About: We have 3 cats and a mini Dachshund, all rescues. Reliable, respectful, dependable. All-around animal-person, committed to keeping animals safe and happy - I strongly believe that people have a responsibility, duty to care for and love all animals; it’s a privilege to have a relationship with them, and we should foster and nurture that. Interested in teaching basic dog commands. Will learn to administer shots if needed. Sensitive to changes in behavior that could signal unhappiness, illness. In the future, hope to create a doggy sanctuary, so I can have many dogs of my own to love and care for every day. I just love dogs & cats & all animals! Value open and clear communication with owners to better care for their pets and to build healthy relationships between us all. My availability has some flexibility, so contact me to discuss! Recently retired and looking forward to devoting time and energy doing things I love, including caring for and building bonds with furry friends. Prefer scheduling ahead of time but will do my best to accommodate same-day requests. All care will be provided according to your instructions. For daycare service provided at my home, I would take dogs out on leash at regular intervals because my yard is un-fenced. Kitties and doggies are loved and treated with kindness and respect.

Sitter Profile Image: Mia S.
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Mia S.
from
$30
per walk
5.0 out of 5 stars
• 14 reviews
4 repeat clients
3 years of experience
Regent, Madison, WI, 53705

About: I’ve had pets my whole life and truly consider them part of the family. I helped raise my dog Luna from a puppy and my family has had two senior dogs—one with seizures—so I’m comfortable with everything from energetic pups to handling health issues. I also had a senior cat who I loved dearly and cared for until the very end, which taught me so much about compassion and attentiveness. As a medical student, I bring a calm, reliable presence and close attention to detail. I tailor my care to each pet’s unique needs and always strive to make them feel safe, loved, and at ease. I am a second year medical student, so while I am busy with school I hope to accept a few jobs on the side nearby to where I live. I can walk dogs, do drop in visits, and on occasion house sit depending on my school schedule. I am comfortable visiting and/or staying in a client’s home to care for their pets. During longer stays I will spend the night and be at the house as frequently as requested during the daytime.

Sitter Profile Image: Grace H.
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Grace H.
from
$21
per walk
5.0 out of 5 stars
• 44 reviews
5 repeat clients
6 years of experience
Madison, WI, 53711

About: I have extensive experience caring for dogs. I grew up with Labrador Retrievers and have had Labs my entire life. My family currently has a 5-year-old chocolate Lab, so dogs have always been a big part of my life. Over the past two years, I have cared for more than 50 dogs, and I couldn't imagine a better hobby. I have always loved dogs and enjoy staying connected to my love of animals while living in Madison. I'd love the opportunity to care for your furry family member. Book with me! I can't wait to meet you and your pup! I graduated from the University of Wisconsin-Madison in May of 2024. I am currently starting my masters at Edgewood University. I work full-time at a CPA firm from 8am-4pm Monday through Friday. I am available any weeknight after 4:30pm, as well as all day Saturdays & Sundays! Please do not hesitate to reach out, as my schedule is constantly changing and I may be able to squeeze in a stay last minute. I provide a wide variety of services for your pups. I live in a safe community right next to the capital, making it very convenient for Madison families, visiting alumni & parents, and anyone/everyone to book! My roommates have a cat, but we do not have her interact with the pups. She stays in a closed door room when I am sitting, unless you are comfortable allowing her to free roam. I allow dogs on my furniture and bed. I have a large supply of leashes, toys, water bowls, and poop bags for your pups. I do ask that you provide your favorite toy for the pup, as this will help them bring a "piece of home" to an unfamiliar place.

Sitter Profile Image: Sophie S.
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Sophie S.
from
$15
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Spring Harbor, Madison, WI, 53705

About: I’ve been caring for dogs since high school and have over 10 years of experience with pets of all kinds. I also started training service dogs in middle school, so I’m comfortable working with different temperaments and routines. I love making pets feel safe, happy, and well cared for while their owners are away! I’m currently a pharmacy student, so my schedule during the school year is structured and reliable. I’m available for walks, drop-ins, and pet sitting around classes and study time, and I enjoy having pets as company during quieter parts of the day. During the summer, I work but still maintain availability for pet care, especially evenings, weekends, and longer stays. I care for pets in their own home where they’re most comfortable and able to stick to their normal routine. I always make sure pets feel safe, calm, and well cared for by following feeding schedules, exercise needs, medication instructions, and any house rules closely.

Sitter Profile Image: Anna K.
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Anna K.
from
$15
per walk
20 years of experience
Stone Meadows, Madison, WI, 53719

About: I have had a dog since I was 6 years old and have been taking care of dogs ever since. I have had a dog of my own for the past 3 years as well so have learned about raising a puppy into a young dog. I have patience, reliability, and genuine love for animals! I understand that every pet has their own personality, needs, and routines, and I strive to make every dog feel safe, comfortable, and loved. I’m attentive to details, responsible, and happy to provide updates and photos so you can have peace of mind while you’re away. Whether it’s playing with an energetic puppy, reinforcing basic training, going on walks, or providing extra patience and gentle care for senior dogs, I’ll treat your furry family member like my own. Your pet’s happiness, safety, and well-being will always be my top priority! 🐾 I currently only work 3-4 days a week and have frequent off days or days in between where I have ample time to care for pets I have a fenced in backyard and one friendly 3 year old dog. I can easily accommodate any of your pets needs and routines into my schedule.

Sitter Profile Image: Madi M.
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Madi M.
from
$15
per walk
5.0 out of 5 stars
• 39 reviews
5 repeat clients
4 years of experience
Marquette, Madison, WI, 53703

“Madi is easy to communicate with, shows up to walk our dog, Milo, when she says she is going to, and gives feedback right away. We’re very happy with her and would recommend her to anyone.”

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Kass L.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
• 18 reviews
6 repeat clients
14 years of experience
Fitchburg, WI, 53711

“Elizabeth is a very professional and caring dog walker. My dog looked forward to her visits. She follow directions perfectly and asked pertinent questions. I will definitely book with her again.”

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Brian D.
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The median cost per walk for dog walking in Westmorland is $20

Dog parents share their Rover experiences - Westmorland

1 / 1
5.0 out of 5 stars

This is a short week, but wanted to say thank you to Allegra for the funny stories, fantastic photos, excellent care and attention to detail for R & T. You have made getting through a very challenging 3 weeks so much easier knowing our pups are in the best hands.

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Mark & Jill J.
Dog Walking
5.0 out of 5 stars

Couldn’t be better!! Came by on short notice and took wonderful care of my dog, even giving her a little grooming :) Would recommend to anyone!

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Alyssa C.
Dog Walking
5.0 out of 5 stars

Hillary is amazing and so good with my Ruby. I highly recommend. She is knowledgeable, passionate about positive reinforcement training, and very reliable. Any pup would be lucky to have her drop by!

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Theodore G.
Dog Walking
5.0 out of 5 stars

Sierra is absolutely amazing! Our dog has so much fun on their walks and Sierra is amazing with the photo updates!!

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Elise F.
Dog Walking
5.0 out of 5 stars

It was such a relief to have Bethany's help today! Even when my dog decided enough walking was enough before the hour was up, Bethany was able to get her to play for a while and get her engaged. Thank you!

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Kimberly G.
Dog Walking
5.0 out of 5 stars

Jack was fabulous. We highly recommend him! He was always on time and walked the whole time. He would send me a map of where he walked our dog. He also wrote up great little post-walk notes for me, and I felt like our dog was really safe with him.

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Amy H.
Dog Walking
5.0 out of 5 stars

Eleyna was caring and attentive to all three of our pets, providing excellent care and photos to boot to make us miss them more! :)

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Charles B.
Dog Walking
5.0 out of 5 stars

Brenda was awesome! She was super easy to communicate with and took lots of photos of our pup during their walk!

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Elise F.
Dog Walking
5.0 out of 5 stars

Sophie was fantastic with Alfie! She walked him for 5 days and did an amazing job every time — always reliable, punctual, and clearly great with dogs. Alfie came back happy and tired out after each walk. I’d highly recommend Sophie to anyone looking for a trustworthy, caring walker. We’ll definitely be booking with her again!

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Vladimir D.
Dog Walking
5.0 out of 5 stars

Brooke was perfect. The pups loved her. She was prompt and communicative. Definitely recommended. Thank you

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Adam D.
Dog Walking
5.0 out of 5 stars

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

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Danae A.
Dog Walking
5.0 out of 5 stars

Robert did a great job walking our dog. He was punctual and very responsible. He is becoming our "go to" dog sitter and walker!

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Cheri F.
Dog Walking
5.0 out of 5 stars

Erin was very kind, thorough, and communicative. She took the best care of our dog for a planned visit, and also a very last minute request when we had delays coming home. I don’t know what I would have done without her. I highly recommend Erin, and would definitely hire her again!

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Julie & Joseph R.
Dog Walking
5.0 out of 5 stars

Anna is amazing with my animals and they adore when she visits and takes care of them. They are always happy and happily tired when I get home!

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Wendy B.
Dog Walking
5.0 out of 5 stars

Caroline is wonderful - really appreciate how observant and attuned she is to our dogs, noticing important behavioral changes early so I could get one of them to the vet. Great communicator, reliable, and very kind.

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Melissa K.
Dog Walking
5.0 out of 5 stars

We have booked with Ruby for house sitting and dog walking. She has been responsive, reliable, and taken great care of the dogs!

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Olivia M.
Dog Walking
5.0 out of 5 stars

Nyx is very shy and timid. Isabel was so patient and kind with her and was able to get her out for multiple walks!

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Natalee P.
Dog Walking
5.0 out of 5 stars

Carlee was a life savior! This whole week was jam packed for me so I was worried Freya wouldn't get to stretch her legs. Carlee was very communicative and kind which I really appreciated 🩵

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Cassie R.
Dog Walking
5.0 out of 5 stars

Luna seems to loved her time with Stacey and communicating and interacting with her was great. Will hope to work with her again!

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Roger M.
Dog Walking
5.0 out of 5 stars

Grace was amazing! She truly loves dogs and i couldn't be happier with the overall experience. I will definitely book her again when needed!

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Erik W.
Dog Walking
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