Pet Sitting & Drop Ins in Westchester Gardens, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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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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!
McClellan Park, Madison, WI, 53718
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
392 reviews
71 repeat clients
from
$20
per visit
Profile image

Brooke has done an amazing job with our three cats. With other sitters, Leela has hidden the whole time, but Brooke has gently won her over. She now comes out to greet Brooke. If you knew Leela, you would know that this is nothing short of a miracle

Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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2. Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
4.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
7 repeat clients
from
$18
per visit
Profile image

Maggie was awesome and went above and beyond helping my geriatric Maine coon get her thyroid medication while I was away. She was super communicative, friendly, and patient even when Nalia (my cat) had her usual stranger danger up front. I could tell Nalia was healthy and happy when I returned home, and she really seemed to warm up to Maggie. Definitely will be asking for Maggie’s help again in the future.

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
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$20
per visit
Profile image

Shannon was able to come check on my little super last minute and was friendly and communicative. My girl is shy but warmed up to Shannon quickly, I could tell from the pictures she had a great time! I'll definitely book Shannon again in the future, thank you so much!!!

Sitter Profile Image: Meghan & Jacob D.
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Sitter Profile Image: Meghan & Jacob D.
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4. Meghan & Jacob D.

We’ll Treat Your Pet Like Our Own
McClellan Park, Madison, WI, 53718
3.4 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
29 reviews
14 repeat clients
from
$14
per visit
Profile image

Meghan was a wonderful pet sitter for our cat, Zipper. She followed every instruction perfectly, gave detailed updates, and always responded to messages very quickly. I would absolutely recommend her!

Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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5. Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$12
per visit
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Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Sitter Profile Image: Jen D.
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Sitter Profile Image: Jen D.
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6. Jen D.

Attentive and Fun Dog Mom
Berkley Oaks, Madison, WI, 53704
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$18
per visit
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Jen was a pleasure to work with. Communicated often, was well organized, and took great care of our pups. Will definitely book again.

Sitter Profile Image: Adrianna H.
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Sitter Profile Image: Adrianna H.
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7. Adrianna H.

Animal caregiver extraordinaire
Sun Prairie, WI, 53590
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$17
per visit
Profile image

Adrianna has been very helpful with my dog! Always is on time, friendly and always updates me through the app with plenty of good pictures! I feel very comfortable with having my dog in Adrianna’s care :)

Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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8. Amanda K.

Responsible, active, pet owner
Cottage Grove, WI, 53527
4.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
117 reviews
43 repeat clients
from
$15
per visit
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Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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9. Joan F.

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
2.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
75 reviews
26 repeat clients
from
$15
per visit
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Joan was a great cat sitter! She fed our cat every day, and sent us some cute photos. Our cat was in happy and in great condition when we returned.

Sitter Profile Image: Tonisha A.
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Sitter Profile Image: Tonisha A.
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10. Tonisha A.

Your dog will be like family!
Sun Prairie, WI, 53590
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
9 repeat clients
from
$20
per visit
Profile image

Tonisha was absolutely fantastic!! She went above and beyond to take care of our boys and kept us updated every step of the way. I have never felt more at ease about leaving them at home for a few days. 13/10 would recommend :)

Sitter Profile Image: Becky S.
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Sitter Profile Image: Becky S.
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11. Becky S.

Dog lover & wiener dog collector
Sherman, Madison, WI, 53704
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$25
per visit
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Becky came to check on our little dog and took her for two walks. We appreciate how quick and responsive she is, and she took great care of our puppy. Thank you Becky! We hope to be repeat clients!!!

Sitter Profile Image: Jilly D.
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Sitter Profile Image: Jilly D.
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12. Jilly D.

Rain or Shine Dog Walking
Sun Prairie, WI, 53590
3.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
5 repeat clients
from
$20
per visit
Profile image

Jilly is the best! She took care of our dogs while we were out of town for a long weekend. She came over to meet the dogs before the weekend and took notes on their routine and preferences. Throughout the weekend she provided updates and sent pictures. She loved our pups as if they were her own! Our younger dog loved that Jilly played ball with her out in the yard and played inside too. Our senior dog enjoyed the snuggling. Today Jilly came over to return our house key. The dogs were really excited to see her. Jilly took our pup outside and played ball with her for a bit. I will definitely hire Jilly again!

Sitter Profile Image: Echo L.
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Sitter Profile Image: Echo L.
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13. Echo L.

Genuine & experienced pet caretaker
Marquette, Madison, WI, 53703
4.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$15
per visit
Profile image

I really appreciated Miranda's good care, communication, and reliability. Highly recommended! My cat is not super social but it was great to know she was being checked on and cared for while I was away.

Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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14. Anna N.

I will love your pets like my own!
Sherman Village, Madison, WI, 53532
3.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$22
per visit
Profile image

I have booked Anna three times and she has been wonderful every time. She sends me the cutest picture updates. I defiantly recommend her, we will be using her in the future again.

Sitter Profile Image: Amanda L.
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Sitter Profile Image: Amanda L.
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15. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
11 repeat clients
from
$13
per visit
Profile image

Amanda is Awesome! She is an excellent communicator and took wonderful care of my dogs. I highly recommend!!!

Sitter Profile Image: Rebekah & Alex N.
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Sitter Profile Image: Rebekah & Alex N.
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16. Rebekah & Alex N.

Large fenced in yard!
High Crossing, Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$20
per visit

About: **please read schedule** We have 2 dogs who are on the opposite side of personalities. I have always had dogs growing up. Currently we watch our friends dogs while they are on holidays and weekend trips. We have a large fenced in back yard for them to run around in I currently work full time in a daycare, and home by 5 at the latest. It's only a few short minutes drive away. Weekends are usually free. Our two dogs are not in a kennel during the day and have full access to the house. If you are looking for evening/overnight or weekend care of your fur baby let us know. Feel free to message me about the dates you are looking for! We have a large fenced in yard. Our two dogs can help get your fur baby sleepy! Running and playing non stop even in the snow. We offer a large comfortable couch for your doggo to snuggle on with us. I can send daily photos of how your lovely doggo is doing. Our Tucker would love to meet your doggo before the overnight stays to make sure personalitys click. Isla will love on your dog as much as we will! I currently work at a daycare about 5 minutes from the house. Weekends are very open for boarding and dog sitting. I normally get home around 6 pm. I can also let them out sometime in the afternoon when I have a break. We have a large fenced in backyard, dogs are allowed everywhere in the house. Your fur baby will be able to play with our two dogs all day long and nap on the large couch we have. We do have a doggie door if your furbaby knows how to use one. I own a restaurant that is 10 minutes from the house. Drop off can be between noon and 2:30 or after 6:00 p.m. pickups can be after 1:30 on Sundays for weekend guests. If you are looking for a different times for pickup and drop off please let me know. We have a large fenced in yard with a doggy door so you'd fur baby can go in and out whenever they please during the day. Please bring your fur baby's food bowl, food, crate, blankets, NO BONES.

Sitter Profile Image: Jenna H.
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Sitter Profile Image: Jenna H.
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17. Jenna H.

Pet parent+caretaker🐶🥰🐈
Sun Prairie, WI, 53590
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
6 repeat clients
from
$20
per visit
Profile image

When we were heading out of town, we knew right away to book Jenna again to check on our cats! She does so well with our cats, is a great communicator, and goes above and beyond for their needs. We highly recommend Jenna for all pet sitting needs!

Sitter Profile Image: Stephanie H.
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Sitter Profile Image: Stephanie H.
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18. Stephanie H.

Dog lover pet spoiler
Eastmorland, Madison, WI, 53714
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
23 years of experience
from
$15
per visit

About: I have experience with dogs with medical issues including giving injections of insulin to a diabetic dog , incontinence manually expression of senior male dog bladder, so senior care is a big skill that I offer. I am working part-time more in the middle of the day Mondays are the only days that I have been needing to start work early in the morning. I am available to care for more than one animal if I housesit. With my work schedule I am able to pet sit any night of the week. I have a fenced back yard with a dog door so when at home the dogs have unlimited outdoor time. When walking dogs I am always prepared and only take my phone for emergency situations and very aware of my surroundings.

Sitter Profile Image: Gabriela X.
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Sitter Profile Image: Gabriela X.
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19. Gabriela X.

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

Looking for a responsible and caring person to watch over your pets? Look no further than Gaby. The way that Gaby loves and cares for her own pets will carryover to your family’s pets, too. She is patient, gentle, and reliable. You can trust that Gaby will give your pets the attention they deserve so they are happy and healthy when you come home to them.

Sitter Profile Image: Mei Lin M.
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Sitter Profile Image: Mei Lin M.
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20. Mei Lin M.

Dogs are family! :)
Madison, WI, 53704
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
5 repeat clients
from
$20
per visit
Profile image

Mei Lin M. is great! Extremely easy to work with and super great with our pet.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Westchester Gardens:

Dog owners in Westchester Gardens, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Westchester Gardens pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Westchester Gardens, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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