Personalized care for your dog or cat - Oakbridge Community

Highly-rated overnight sitters - Oakbridge Community

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

1 / 1
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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Justin L.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$44
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

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Nabeel Q.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!

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Manisha C.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.

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Nabeel Q.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith was wonderful,she kept me updated everyday with pictures and text messages. We were gone for ten days and I could enjoy my trip knowing she was taking care of and giving the best care to my two dogs. It’s great to feel free to travel and know that your pet is well taken care of. We look forward to working with Edith again and we’ll recommend her to our friends.

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Angela H.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
from
$23
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle (and family) took excellent care of our dog while we were out of town for 2 days, even keeping her calm during a storm. Great communication, too!

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Laura S.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

I was nervous leaving our anxious dog with someone else, but Robert was patient with his interactions with Kipling and allowed Kipling to settle in at his own pace. Kipling had fun running around the fenced in yard with another dog and Robert kept us up to date with progress reports. Looking forward to the next visit where we can feel confident Kipling is being looked after.

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Kirsten A.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
220 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although I missed them, I knew they were in good hands and was able to enjoy my vacation without worry. The personalized pawgress report was so sweet and clever, it was nice reading how well the dogs behaved for her. I would highly recommend Cleda to anyone and everyone!!!

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Mariah B.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna was great, took excellent care of our dog. She provided updates throughout the stay. We will definitely be using Hanna next time we go out of town!

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Matthew B.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Gina S.
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Gina S.
from
$38
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!

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Samarashay S.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Becky and Judd have treated Neko so well and if he was there own! They have worked with us on short notice stays, and always keep me updated on how well he’s doing! Neko loves going over there to be watched by their family!

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Brittany D.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

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William J.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

David was great! He was open to meeting ahead of booking to make sure our pets’ personalities meshed. Throughout the stay he was very communicative and sent updates, and flexible around drop off and pickup. I’d definitely book again! 👏

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Jill R.
Sitter Profile Image: Evelin C.
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Evelin C.
from
$42
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
3 years of experience
Verona, WI, 53593

Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!

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Kaylie A.
Sitter Profile Image: Olivia R.
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Olivia R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
60 reviews
15 repeat clients
13 years of experience
Madison, WI, 53715

Olivia watched my cat, Tony, for 8 days, and I couldn’t have asked for a better experience. She made me feel completely comfortable leaving him in her care alongside her two cats. I received daily updates and photos, which gave me peace of mind while I was away. It was clear that Tony was well cared for and happy. I would absolutely recommend Olivia to anyone looking for a reliable and caring pet sitter. 10/10!

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Aiden S.
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Over 4.1 million
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Cat caregivers near you - Oakbridge Community

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

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Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer was such an amazing sitter for my furry babies. She took her time to ask questions and understand well how to care for them. The updates and pictures always were on point and left me feeling that my babies were in very caring and capable hands. Next time I will look for someone to look after my babies I will go for Jennifer.

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Franklin R.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
4 years of experience
Verona, WI, 53593

Mandy is so easy to communicate with and always responsive! She is very caring and attentive. I really enjoyed reading the Rover card every day, and I’m glad to see that she built such a wonderful friendship with my cat. I also have to emphasize—Mandy is a great photographer! Many of the photos she took are cute enough to be portraits (I secretly saved some of them🤭).

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Yushan
Sitter Profile Image: Maiya W.
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Maiya W.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
109 reviews
32 repeat clients
5 years of experience
Middleton, WI, 53562

Maiya is a wonderful cat sitter. She is reliable, a great communicator, and sends the best cat pictures. I am so grateful for the care she has given to my kitty.

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Catalina T.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
251 reviews
84 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie is such a great sitter! Our cat is very shy around new people. It took a couple visits, but she decided she really liked Natalie. She’s the best!

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Allison B.
Sitter Profile Image: Kim M.
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Kim M.
from
$17
per visit
5.0 out of 5 stars
99 reviews
41 repeat clients
8 years of experience
Middleton, WI, 53562

Kim was so easy to work with - she responds to messages very quickly, sent written and picture updates, and had a simple set-up for key drop off and pick up. I could tell my cat was very well cared for while I was gone!

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Hanna K.
Sitter Profile Image: Steve J.
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Steve J.
from
$15
per visit
4.9 out of 5 stars
24 reviews
5 repeat clients
2 years of experience
Madison, WI, 53717

He don’t falter in the face of adversity. He will battle tornado warning messages and rain alerts and still go and check on my meowisaurouses. Steve is one of the best!

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Richard N.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
73 reviews
29 repeat clients
5 years of experience
Madison, WI, 53719

Austin was great! He came over and met the cats before he took the job and we discussed any concerns we have. He gave us pictures of the kitties every time he took care of the cats, played with our youngest kitty every time, and was very understanding when we got the dates of our trip wrong. He even took in the recycling container that we left out and a giant Chewy box (which we were not expecting!). Will definitely consider hiring Austin again in the future if needed! :)

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Zack H.
Sitter Profile Image: Hannah I.
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Hannah I.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
111 reviews
36 repeat clients
5 years of experience
Wexford, Madison, WI, 53717

Exceptional! We highly recommend Hannah and appreciate her great care for our home and cats.

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Sara M.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$19
per visit
5.0 out of 5 stars
36 reviews
19 repeat clients
6 years of experience
Verona, WI, 53593

Whitney was amazing! She was thorough and sent some great pictures— definitely something you need when you’re leaving your pets with someone new. Would highly recommend!

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Lindsey L.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per visit
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Ali was so wonderful! We got married last weekend, and had the best time knowing she was checking in on our kitties. She took the best pictures of them ever, and they had fresh water and food. Litter boxes and even our high maintenance wet food w/ medication was handled. Can’t thank her enough ?

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Skylar C.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
144 reviews
23 repeat clients
4 years of experience
Madison, WI, 53711

Michelle took wonderful care of my little cat boy 🐈 I sincerely love looking at his report card after every visit and the pictures she takes of him are so very appreciated ! I give Michelle 10 stars 😉 I

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Gail S.
Sitter Profile Image: Janay B.
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Janay B.
from
$18
per visit
5.0 out of 5 stars
22 reviews
4 repeat clients
5 years of experience
Madison, WI, 53719

Janay did an excellent job taking care of our cat. She promptly responded to our messages and went out of her way to make our cat (who is a bit skittish) feel comfortable around her. Highly recommended!

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Parvathi M.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼

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Ruaidhri B.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
56 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

I had the best vacation knowing my fur babies were in great hands . Jess was amazing with them . I couldn’t ask for a better sitter . She’s great ! I will hire her again and again !!

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Angela F.
Sitter Profile Image: Krista C.
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Krista C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
150 reviews
39 repeat clients
15 years of experience
Verona, WI, 53593

Krista did a fantastic job watching our cat. I would highly recommend her to anyone looking for someone to watch over their pet. She went above and beyond what we asked of her, and our cat loved her!

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Alex K.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
564 reviews
173 repeat clients
30 years of experience
Madison, WI, 53719

The piece of mind we have knowing Jennifer is looking after our cats makes our vacations so much more enjoyable and relaxing. We would never go away even for a weekend without having Jennifer look after our fur babies

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John M.
Sitter Profile Image: Isabel S.
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Isabel S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
15 years of experience
Midvale Heights Community, Madison, WI, 53711

Isabel did an amazing job watching my cat Gio for the week. She was attentive & communicative. I really appreciated the regular photo updates as it gave me peace of mind knowing he was doing well while I was away. She was also very responsive and easy to coordinate with from start to finish. I’d absolutely trust her to watch Gio again and would highly recommend her to anyone looking for a reliable and thoughtful pet sitter. First time using Rover and was super happy with how it all went.

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Antonio
Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$24
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

The sweetest human ever took great care of my dogs. I would definitely use Jennifer again. She’s the best.

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Kimberly M.
Sitter Profile Image: Ava H.
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Ava H.
from
$7
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!

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Kiara R.
Sitter Profile Image: Iva & Eduardo P.
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Iva & Eduardo P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
7 years of experience
Verona, WI, 53593

Amazing as always, goes above and beyond for my kitties. Lots of people can drop in to reliably feed or medicate your pets, what sets Iva and Eduardo’s care apart is that they not only take care of your pet’s physical needs, but also spend fun quality time with them to meet their emotional/social needs while you’re away. It is such a relief knowing my pets are both exceedingly well cared for, and are also having a blast getting to play all of their favorite games !

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Delaina A.
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Perfect for high energy dogs - Oakbridge Community

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

1 / 1
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
251 reviews
84 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Loved getting the photos of Jackson out playing.

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Bobbi K.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is an animal liver and it shows in her sweet disposition. Our dog enjoyed himself with her and we feel very confident in Jesse’s care.

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Edie & Bob P.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$35
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna saved me in a sticky situation where I needed to board my dog unexpectedly. She was able to alleviate my worries about my fur baby being cared for while I was out of the country and I can’t thank her enough!

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Kelly J.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
60 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie did great job making me and my dog Stella Watson very comfortable from meet and greet thru 1st daycare visit. Stella had wonderful time playing with Zilla and zooming around the yard and house. Will be hoping to visit again soon!

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Shelby L.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
331 reviews
200 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was very responsive. She answered questions quickly and sent a lot of great pictures. My dog actually had a healthy amount of play and sleep instead of being overstimulated all day like she would at a traditional day care.

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Yujia H.
Sitter Profile Image: Allison C.
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Allison C.
from
$30
per day
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was fantastic! Quick communication and ability to support a booking request on short notice, I would highly recommend and book again!

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Kasey M.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$52
per day
5.0 out of 5 stars
23 reviews
5 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and Darin were great! They provided updates throughout the day and took great care of our slightly anxious puppy :) Will definitely book with them again!

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Autumn P.
Sitter Profile Image: Jeanette R.
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Jeanette R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
44 reviews
11 repeat clients
20 years of experience
Madison, WI, 53719

Jeanette has been wonderful with my puppy Norman! She sends photos and updates through the day, and he’s so excited when we arrive at her house. He loves playing with the other dogs, and appreciates the snuggles from her, too. She’s awesome!

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Caroline G.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
99 reviews
30 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Last minute, but with wonderful communication and top care. I got lots of photos and updates on my old girl. She has separation anxiety so probably not the easiest. But Taylor and her husband are lovely people and took good care of her for the evening! Many thanks❤️

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Susan H.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$33
per day
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Martha is so great, she accommodated us last minute which was so helpful! She sent update pictures which I really appreciate! Uma was in great care and had fun with her boys. They took her for walks and played with her. I’d recommend Martha and her family :)

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Kali K.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

Roz had so much fun at David’s!

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Jaclyn B.
Sitter Profile Image: Amy F.
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Amy F.
from
$38
per day
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

Amy was so accommodating of my last minute request. She created a safe space for my senior dog and the puppy she was sitting

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Rhonda J.
Sitter Profile Image: Priyanka "Pri" T.
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Priyanka "Pri" T.
from
$49
per day
4.8 out of 5 stars
186 reviews
75 repeat clients
20 years of experience
Madison, WI, 53719

Pri took care of my 9 month old for puppy daycare when I needed to get some painting done at the house. Lily can be busy so she probably kept Pri on her toes throughout the day. Pri sent adorable pictures of their walks and Lily came home tired and happy! Looking forward to booking again in the future.

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Gina C.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
101 reviews
30 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

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Jennifer P.
Sitter Profile Image: Amy H.
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Amy H.
from
$45
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
30 years of experience
Woodland Hills, Madison, WI, 53717

Amy and her kids were great with Fuzzy Wuzzy. thank you!!

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Mo D.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$36
per day
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was flexible and communicative. I wasn’t worried about my dogs in his care at all, and they seemed to have had a great time based on how tired they were when they got home. We look forward to working with him again in the future.

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Jess I.
Sitter Profile Image: Jiayi H.
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Jiayi H.
from
$35
per day
5.0 out of 5 stars
52 reviews
15 repeat clients
2 years of experience
Verona, WI, 53593

Jiayi has been super helpful watching my 13 week old golden retriever puppy! I was nervous to leave him with anyone since he’s still so young, but Jiayi sent pictures, videos, and updates multiple times throughout the day. She has everything needed for a puppy and goes above and beyond. I never worry when I take him to her house as I know he’s in great friends and gets to play with her dog Luca. Would recommend her to anyone looking for a daycare:)

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Madi S.
Sitter Profile Image: Ann M.
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Ann M.
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from
$25
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
30 years of experience
Verona, WI, 53593

About: I am a previous dog owner and current cat mom. I grew up watching dog and cat training shows on TV and going to in person purebred dog and cat show events. I enjoy spending my time with furry friends. I'm a in-home caregiver to my mom so I have lots of time to take care of your pet. I have weekly events on Sundays and Wednesdays, but can easily work around those times. I have a long line for when your pet is outside and lots of patio seating to supervise and play with your pet the whole time. I also have a crate for indoor use.

Sitter Profile Image: Holly T.
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Holly T.
from
$40
per day
4.5 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Middleton, WI, 53562

Holly was very receptive to caring for our dog on short notice when we had to be in Madison for a family member’s hospitalization. The home, fenced in yard, companionship of their dog Mocha was wonderful for our little guy. I could tell he was exercised and loved while in her care.

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Denise F.
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Adventure-ready dog walkers - Oakbridge Community

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

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Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
12 years of experience
Middleton, WI, 53562

Jennifer was great with my big, goofy mastiff-pitty mix! And Jupiter/JuJu loved his walk and sniff time with her…he came back ready for a nap! Glad to have Jennifer on board as part of Jupiter’s team!

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Elaina M.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
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$18
per walk
5.0 out of 5 stars
73 reviews
29 repeat clients
5 years of experience
Madison, WI, 53719

Austin is fantastic! I love all of the pictures, updates, flexibility, and care he takes while walking Mazie! She always looks so happy and excited! Will recommend Austin to anyone and everyone!

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Cailin C.
Sitter Profile Image: Victor N.
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Victor N.
from
$18
per walk
5.0 out of 5 stars
42 reviews
9 repeat clients
10 years of experience
Middleton, WI, 53705

Victor always does a great job with my little Buddy. Sometimes I am nervous about how my dog might react around a new person, but Victor has been amazing and Buddy loves when he visits. Definitely recommend!

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Sarah K.
Sitter Profile Image: Alisyn L.
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Alisyn L.
from
$25
per walk
5.0 out of 5 stars
69 reviews
18 repeat clients
9 years of experience
Madison, WI, 53717

Alisyn has been wonderful with our dog, Indy! We would highly recommend her for dog walking. She is professional, dependable, and communicative. Most importantly, she made Indy feel very comfortable right away. We greatly appreciate the Rover (Report) Cards and photos after every walk. Thank you, Alisyn!

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Mariya T.
Sitter Profile Image: Allegra R.
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Allegra R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
133 reviews
53 repeat clients
29 years of experience
Faircrest, Madison, WI, 53705

I’m so thankful to have Allegra as a dog walker- she is a rock star! I feel so safe with her care with the dogs, and she always has great feedback after every walk.

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Holly F.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
26 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
137 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle did an excellent job. When we first met, she took notes about my requests. She followed my directions precisely and took excellent care of Myla. I received updates before, during, and after Myla's walk and she left very thorough notes on the visit card. I highly recommend Michelle.

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Lawrence O.
Sitter Profile Image: Jennifer L.
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Jennifer L.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
564 reviews
173 repeat clients
30 years of experience
Madison, WI, 53705

Jennifer is great! We'd love for her to walk our dog again (in fact we already rebooked). We needed help once a week with our 8mo puppy. Jennifer always picks him up on schedule and returns him happy and well exercised! Our dog loves everyone but my husband is convinced the pup loves Jennifer extra.

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Rosanne L.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
10 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: Annalesse B.
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Annalesse B.
from
$18
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Madison, WI, 53719

About: I’m a lifelong animal lover, experienced pet owner, and former veterinary assistant who cares for both dogs and cats. I understand how important it is to find someone trustworthy, attentive, and patient with your pets. I’m comfortable with walks, feeding routines, playtime, cleanup, and providing lots of love and attention while you’re away! 🐾 I work full-time during weekdays, so my availability is mainly evenings and weekends. I’m fully available on weekends for walks, drop-ins, and extended care, and I’m happy to help provide reliable, loving care around my work schedule. Your pet’s safety and comfort are always my top priorities. As a former veterinary clinic assistant and experienced pet owner, I pay close attention to routines, behavior, and any special care instructions to help your pets feel safe and stress-free. I’m attentive, reliable, and committed to providing a calm, loving environment.

Sitter Profile Image: Jennifer F.
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Jennifer F.
from
$25
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Middleton, WI, 53562

Jennifer was great! Super friendly, wonderful with my dog Sadie and very communicative!!

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Katie H.
Sitter Profile Image: Manu & Joseph B.
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Manu & Joseph B.
from
$18
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
9 years of experience
Middleton, WI, 53562

Joseph is great with our AmStaff. The basics of timely and great communication definitely met. But then way above and beyond in his care and exercise of a high energy 5 year old Staffie. Koda is is noticeably and positively impacted by the days Joseph visits. Strongly recommend!!!

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Michael M.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Ava H.
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Ava H.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

About: Hi, my name is Ava! I am looking to provide dog walking & check in services in the West Madison area. I live at High Point Commons so that would be preferable if possible. I am committed to providing individualized care, strong attention to detail, and genuine interest and compassion for animals. I grew up in a family that took in a variety of pets to provide a safe home. I am a strong believer in your fuzzy friends being your best friends! They deserve to be treated with care and love while you're away, just as I would want for my dog. I rescued my miniature pinscher 6 years ago and she is now 15 years old! She is both an old lady and still my little baby. I love all animals and I'm so excited to meet yours! I have experience working with children and youth with diverse needs, and that level of care and patience extends naturally to animals with anxiety, behavioral challenges, or special routines. My background in caregiving and support work has taught me to be highly responsible, communicative, and reliable. I’m organized, dependable, and quick to respond — qualities that give pet owners peace of mind. I can provide photo or video updates, play with their toys, and give them lots of pets & snuggles! :) I’m active and love outdoor time — I’m happy to match your dog’s energy level. I work from home so I have a flexible schedule but it is not consistent every day. I am able to work my schedule around visits and walks if I have enough time to plan. So, I am available from about 11-1:30 Monday-Thursday. Just message me with details! I could board pets during the day if it's a small dog with no aggression. I have a 15 year old miniature pinscher that gets anxious around medium-large dogs that have anxiety as well and/or some aggression. I am happy to do drop ins and walks during lunch time!

Sitter Profile Image: Ashley N.
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Ashley N.
from
$16
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
25 years of experience
Madison, WI, 53719

About: I work as an ICU RN and even though this entails humans, I extend my knowledge to animals. It allows me to identify and problem solve health and behavioral issues, with the tools to create solutions. I genuinely offer compassion to all animals, not just cats/dogs. I give my time, respect and patience. I have taken care of all kinds of pets; different species, breeds, sizes, temperaments, and needs, ever since I was a child. My childhood home was always filled with an abundance of animals (& also reptiles, aquatic life and arachnids). I look forward to meeting your extended member of the family! :D The perk of being a RN is that I only 3 days a week. This leaves me extra time during the week for other activities. I am an animal lover, so what better way to fill a few hours of time than with more furry friends! I will not be doing boarding at my own home. I will however treat your home with respect and follow guideline for providing the best care for your fur baby!

Sitter Profile Image: Molly H.
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Molly H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
25 years of experience
Middleton, WI, 53562

Molly takes excellent care of my dog. She is communicative, very respectful of my home, kind to my dog, and ensures my dog’s safety every booking. I am lucky to have found Molly. I will definitely book again!

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Sarah G.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$15
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Aliyah responded very quickly to my request for dog walking while I couldn't get my 2 large fur babies out. She was kind, quick to bond with them, lovely to chat with and although it was a splurge for me it definitely feels worth it. The dogs liked her immediately, which isn't always the case with our oldest, more shy Sheepadoodle. As I write this, they are spread out on the floor tired, so goal met. I'll definitely ask for Aliyah's help again.

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Jennifer C.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$15
per walk
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
Fitchburg, WI, 53719

About: Our kids LOVE dogs, they pretty much live for them. We can't have our own right now, so we want to love on yours while you're away! We've owned our own dogs, and both of the adults grew up taking care of and loving dogs. We're happy to help reinforce any training that you're doing with your pup! We work during the week, but we can spend the weekend giving full-time care to your dog! We are open to watching your pup during the week, but they would be home alone from about 9am-4:30 pm. Just send me a message if you need longer care than the weekend and we can discuss details! We have a fenced backyard with plenty of room for dogs to run and play fetch. We can offer plenty of outside time and bathroom breaks, we're happy to keep your pet on their typical schedule!

Sitter Profile Image: Claire M.
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Claire M.
from
$20
per walk
5.0 out of 5 stars
5 reviews
9 years of experience
Madison, WI, 53717

About: I have been taking care of animals since I was about 10 years old starting with learning how to train show dogs and showing my pups in the ring. Then pet sitting all the neighborhood pets. Over the last 3 year I have been working at a boarding and daycare facility and then a grooming facility. During those years I have learned a lot more about dog behavior and dog language and how to stay calm In stressful situations.I know how to administer medication properly and do insulin shots. I love working with nervous and anxious pups and help them open up and be happy in all environments. I also love working with pups that need some extra care and support threw health issues or injuries. I’m currently working Full time at a dog Grooming facility, I’m allowed to take my pet sitting pups to work with me to play and have fun as long as the owners are ok with it. I’m usually gone between 5-9 hours during my work day depending on my schedule. I take my pup to the dog park few times a week and she loves to play with everyone. When I’m in your home taking care of your pets I always listen to all instructions given. My job working in dog and cat boarding has provided with extensive experience in ensuring proper pet care and animal handling. I like to take them for long walks and have lots of play time outside! I currently can’t take clients into my home as I have 4 dogs of my own,but I’m hoping to take pet sitting in home in the fall!

Sitter Profile Image: Jordan J.
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Jordan J.
from
$15
per walk
5.0 out of 5 stars
1 review
4 years of experience
Verona, WI, 53593

Jordan is an amazing dog walker! My dog loves him. He is reliable and really considerate of the dog’s walking experience. He gets to know the dog and what the dog needs. Every time my dog returned she was calm, happy and had a big goofy grin on her face. We had difficult weather during the week he walked her and he was great about communicating with me to work around the weather and make sure she had a great walk. I highly recommend him!

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Natasha M.
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Over 980,000
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Large dog specialists near you - Oakbridge Community

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

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Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
50 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.

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Nabeel Q.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
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$23
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle (and family) took excellent care of our dog while we were out of town for 2 days, even keeping her calm during a storm. Great communication, too!

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Laura S.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
65 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

I was nervous leaving our anxious dog with someone else, but Robert was patient with his interactions with Kipling and allowed Kipling to settle in at his own pace. Kipling had fun running around the fenced in yard with another dog and Robert kept us up to date with progress reports. Looking forward to the next visit where we can feel confident Kipling is being looked after.

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Kirsten A.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna was great, took excellent care of our dog. She provided updates throughout the stay. We will definitely be using Hanna next time we go out of town!

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Matthew B.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
5 reviews
5 years of experience
Glen Oak Hills, Madison, WI, 53705

About: I have four dog nieces and nephews that I love very much and occasionally watch. I check in on my neighbors dog when needed. I successfully dog sat a Great Dane for a week who I fell in love with. I have a large fenced in yard that is the best for zoomies. I work from home M-F with a flexible schedule to take the dogs out to play or for a walk. The summer months I may be less available during the weekends but during the winter I will have more availability. I have a fenced in yard that is large enough for dogs to run. There are no other animals or children at this house making it a relaxing and peaceful place if the dog needs a more chill environment. I do have two doodle nephews that can come to play if the dog needs to socialize.

Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
30 reviews
4 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Becky and Judd have treated Neko so well and if he was there own! They have worked with us on short notice stays, and always keep me updated on how well he’s doing! Neko loves going over there to be watched by their family!

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Brittany D.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

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William J.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Madison, WI, 53705

David was great! He was open to meeting ahead of booking to make sure our pets’ personalities meshed. Throughout the stay he was very communicative and sent updates, and flexible around drop off and pickup. I’d definitely book again! 👏

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Jill R.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

Nicole was amazing. She did a wonderful job caring for my dog. He loved it and seemed sad to leave. I appreciate her flexibility and all her pictures and communication. I highly recommend her!!!

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Beth V.
Sitter Profile Image: Juan P.
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Juan P.
from
$30
per night
4.4 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Leopold, Fitchburg, WI, 53713

Juan has great! He and his son were very attentive with our dog. We were sent pictures throughout the day, and given updates about how our boy was doing! He has very high anxiety with strangers, and he had no problem calming down and napping with this family! When booking, we were told another dog would also be in Juan's care. He made sure that was okay with us, and went above and beyond to make sure our dogs never crossed paths (as we don't know if our dog is good with others yet) If you need a sitter, Juan is a great option! Very flexible, kind, and an overall great influence on your furry friend!

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Liam S.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
30 years of experience
Verona, WI, 53593

Ann was amazing! We have a pup that has some tricky behavior issues and she handled them like a professional. She was easy to work with and super accommodating. Highly recommend!

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Angela H.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$55
per night
5.0 out of 5 stars
79 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

We always feel so comfortable whenever Ryan, Jocelyn and there two girls watch Turbo! We know how well he is being taken care of and he loves it too!

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Bridget F.
Sitter Profile Image: Amy F.
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Amy F.
from
$50
per night
5.0 out of 5 stars
13 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

Amy and her family were delightful! I felt comfortable with her from our first meet up. She provided regular updates including photos and videos. My dogs seemed to genuinely enjoy their stay. They got plenty of play, walks, and snuggles. I highly recommend Amy!

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Catherine C.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

Maria was amazing! We felt so confident in leaving our bot with her. We got great update pics and fast communication. My husband and I had many difficulties with our travel arrangements and Maria was very flexible and understanding.

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Laura P.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

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Kenadie S.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

We are so grateful to have found Stephanie to watch our two highly energetic golden girls! She gave them lots of play time, exercise, and snuggles on the couch. She was kind, patient, and easy to communicate with. Highly recommend and we would love to bring our dogs back to her 🥰

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Christina Z.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
331 reviews
200 repeat clients
7 years of experience
Middleton, WI, 53562

Gen is great! We used her for an overnight visit for our dog, and he had a great time! She has a great set up for pup sitting, and she is so responsive! She sent us pictures with updates of our pup, which we really appreciated! She’s also very flexible and does her best to work with your schedule! Cannot recommend her enough!

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Jennifer W.
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