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.

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Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
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
32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Georgie seemed well cared for and happy. We were so grateful to have a home similar to ours for her to stay while we traveled. We would recommend!

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Samantha S.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce were fantastic. From the moment we stepped into their home they were welcoming of us and our dog, and it was obvious we made the right choice. They were loving and caring and we are certain that carried on throughout our dogs stay with them. Pictures and updates were sent and they kept to her normal routine, even when sleeping. Our dog was excited to see us again...but was torn and demanding good byes from Kristen, Bruce, and the kids (hoping to go back). Definitely a wonderful experience for us and your dog!

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Jessica S.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 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
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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

Michelle and her family are the greatest. I screwed up the schedule and literally dropped my dog off at her house at 7 am ON THE WRONG DAY, and she was so accommodating, flexible, and kind about it. She took such good care of my dog Luna and provided daily updates and pictures. 100% recommend and will use her again!!

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Trisha B.
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
31 reviews
8 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍

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Maggie Y.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
41 reviews
16 repeat clients
10 years of experience
Verona, WI, 53593

Another fantastic stay with Sarah! Truly such a great experience. I am always nervous leaving Remy, given his special needs, but it is such a relief to know that Sarah is so willing to take him in and keep him safe for me while I am away. Thank you kindly for taking him in for me!

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Vianna A.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

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Corinne H.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith sent many photos and kept me informed from the moment Ollie was dropped off until I picked him up. He was well taken care of and I would definitely ask her to watch him again.

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

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

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Mathew O.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
19 reviews
5 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: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

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Ceri J.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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: Robert N.
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Robert N.
from
$50
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.

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Frank M.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
225 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Cleda took great care of our pups, Nala and Riley! She kept us updated daily with photos and had good communication with us throughout our trip away. Our pups are a handful of energy and we felt very secure with Cleda and knew that they were in good hands. We’ll definitely book with her again!

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Mechico K.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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Marceilla T.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

About: I know how to administer medicine and tend to dogs that have seizures. I can also work with your dog on basic commands - sit, stay, lay down - as well as dogs who pull while on their leash. I work full time, until 1 PM, at the latest! My schedule is somewhat flexible, based on your needs, but it does vary. Just let me know! :) I have many different types of leashes and harnesses for your dogs walks, I can provide treats, and my fur baby will keep yours company.

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

Remy had an amazing stay! He's a little special because of his tummy issues, so it is very hard for me to leave him at all, but it's just a little easier knowing he's in caring hands. Thank you so much for all of the photos and updates. I really appreciate all that you did to make him comfortable. Remy sends his love!

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

Comet had a great time staying with Maria! Maria was communicative and sent daily photos which we appreciated. We will definitely try to book Maria again in the future!

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Katy J.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

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: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
291 reviews
103 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was an incredible pet sitter. She took such great care of my cat and our rats. She checked in using the Rover card system and sent pics each day of the boys. Would definitely recommend her!

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Monica O.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
30 years of experience
Madison, WI, 53711

Chelssey is incredibly friendly, professional and thorough. I will definitely try to book her again when the need arises!

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Kevin M.
Sitter Profile Image: Anna H.
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Anna H.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
37 reviews
10 repeat clients
5 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Sophie E.
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Sophie E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie was punctual, communicative, and did a great job dropping in to check on our puppy during the workday. Highly recommend!

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Olivia B.
Sitter Profile Image: Mandi W.
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Mandi W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
4 years of experience
Verona, WI, 53593

Mandi is wonderful - so sweet, excellent communication, and clearly a cat lover. She took thorough notes during our meet and greet and then took great care of our two senior kitties who need medication! We’ll definitely book her again.

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Alissa P.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
31 reviews
8 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: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
155 reviews
24 repeat clients
4 years of experience
Madison, WI, 53711

I was very happy with Michelle's care of my cat Michael !! She communicated with me and sent the cutest pictures each day. Made me feel much better about going away, which is Huge !

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Gail S.
Sitter Profile Image: Yvonne L.
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Yvonne L.
from
$16
per visit
5.0 out of 5 stars
28 reviews
9 repeat clients
16 years of experience
Middleton, WI, 53562

Yvonne is a delight! My cat fell in love with her immediately and she made him feel comfortable right away. Yvonne was very communicative and I knew my cat was in good hands. This was my first time using Rover and it was a great experience.

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Stephanie B.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$17
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah watched our 15 y/o dog for 12 days while we were on spring break. She was easy to schedule with and communicative. Georgie seemed to really enjoy her visits and we recommend her!

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Paige N.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
28 reviews
5 repeat clients
2 years of experience
Madison, WI, 53717

Very consistent and flexible sitter. He not only drops in to check on my meow-meows but also makes sure my plants are alive. Will book again. Thanks Steve!

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Richard N.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
143 reviews
53 repeat clients
10 years of experience
Madison, WI, 53719

Ann always does such a great job with my shy cat, and I appreciate that she keeps me updated on anything that goes on at the house while I'm away.

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Holly P.
Sitter Profile Image: Janay B.
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Janay B.
from
$18
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Madison, WI, 53719

Janay is kind, responsive, and great with cats! She has taken care of my two boys twice now, and the experience has been wonderful each time. She takes the time to understand your pets' needs and gives detailed updates on how they're doing. I had to book the most recent visits very last minute, and she was super understanding, which I greatly appreciated. I'd trust her to take care of my cats any time :)

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Chloe S.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$18
per visit
4.9 out of 5 stars
61 reviews
15 repeat clients
13 years of experience
madison, WI, 53719

Stephany is fantastic! She did amazing staying with our senior kitty and sent plenty of pics. It didn’t even look like he missed us! She also took great care of our home. Highly recommend!

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Paula G.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
7 repeat clients
4 years of experience
Verona, WI, 53593

Mandy truly took wonderful care of our cats, Meeko and Princess! I really appreciate all the lovely comments after each visit, and I loved receiving the photos—they made me smile! I wholeheartedly recommend Mandy as a cat sitter, and I will definitely be asking her again to look after our furry friends. 🐈🐈🤗

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Ayelen B.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$20
per visit
5.0 out of 5 stars
38 reviews
19 repeat clients
6 years of experience
Verona, WI, 53593

Oh my gosh, I just can't say enough good things about how well loved my pets (2 cats) and home felt with Whitney checking in while I was out of town. I loved seeing pictures of my girls every day and reading updates about their activities. Whitney kept my plants watered, collected my mail and even took my trash (bagged/scooped kitty litter) to the outside bin rather than leave it in the covered waste bin in my laundry room (which I'd said would be fine). Whitney is really responsive with regard to communication and I really appreciated the lovely note that she left to welcome me home. All in all, she is a lovely and conscientious person and caregiver. I will definitely be asking her to manage my home whenever I'm away.

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Laura R.
Sitter Profile Image: Emily O.
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Emily O.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Fitchburg, WI, 53719

Emily is awesome. She took care of my Curry Boi and Chickpea. She fed them and took pictures for peace of mind . You can tell she really cares about them . Thanks Emily for all you do !!

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

Jess did a great job taking care of my cat! My cat hides from new people, and she still took the time to find her and send me a photo. The updates she wrote with each check-in always made me so happy. I had to rush and change my travel plans and she was incredibly accommodating, helpful, and was able to change my booking to reflect my new travel dates! I would highly recommend Jess to take care of your pets.

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Kaitlyn K.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
94 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin took incredible care of our two cats! He is an excellent communicator and I loved all his photos and updates. I highly recommend Austin for your pet sitting needs!

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Julia K.
Sitter Profile Image: Meeka M.
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Meeka M.
from
$23
per visit
5.0 out of 5 stars
87 reviews
23 repeat clients
10 years of experience
Madison, WI, 53717

Would absolutely book again. Very responsive. Offers a meet and greet prior to accepting. Charlie cat was well cared for and I get completely at ease leaving him in Meeks’s care.

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Marilyn H.
Sitter Profile Image: Megan B.
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Megan B.
from
$20
per visit
5.0 out of 5 stars
10 reviews
15 years of experience
Madison, WI, 53719

Very personable, responsible, communicative and dependable!

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Scott B.
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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.

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Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per day
4.9 out of 5 stars
32 reviews
14 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: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Allison was great! She was very responsive and sent lots of photos and updates. I felt very comfortable knowing Hodu was in good hands. Would definitely book with her again!

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Soo Jin K.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Oakbridge Community, Madison, WI, 53717

Christine was awesome. She took a late booking and looked after Ollie for the day. She sent updates, photos and made sure she was a good fit before her stay. Will book again

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Simon B.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
92 reviews
29 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: Grace H.
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Grace H.
from
$45
per day
5.0 out of 5 stars
42 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

Grace was great to work with! She was very quick to respond and provided me with the peace of mind that my dog was well taken care of. Highly recommend Grace to anyone in the Madison area!

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Austin C.
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
31 reviews
8 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: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
66 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie let me know a new dog would be present at the same time as my dog, and she made sure to attempt to make introduce successful with a 3rd dog. She let me know she was able to keep dogs in separate areas as needed, let dogs have space from each other, and make sure my pup was safe and comfortable.

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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
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen is great and super reliable 🥰! She watches our 2 younger ones (because the one is destructive and the other one has anxiety™️️) and they are always tired at the end of the day 😊. I would absolutely recommend Gen.

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Mik R.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$30
per day
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Fast response, super friendly. Taylor was able to take our pup at short notice so we could have a family outing and not worry about the dog. He played all day and had a great time.

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Brian P.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$25
per day
4.9 out of 5 stars
13 reviews
6 repeat clients
30 years of experience
Verona, WI, 53593

Ann was great with Whiskey! We got updates throughout the day and he loved playing outside! Definitely will be having Whiskey go back to hangout with her:)

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Sam S.
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
106 reviews
31 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: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$33
per day
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Bean loves going to Ryan & Martha’s and always comes home tired which means she had fun :) they are super quick to respond and always send pictures

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Erin B.
Sitter Profile Image: Amy F.
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Amy F.
from
$38
per day
4.9 out of 5 stars
19 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: 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 watched my Kira today. She sent me pictures and assured me that Kira was having a great time. She has a nice fenced yard and her dog Sadie is so sweet! Sadie also has the same amount of energy as my dog, they played well together. Kira is wiped out from today’s play day and can’t wait to see Hanna and Sadie again next week!

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Cherry J.
Sitter Profile Image: Mary Z.
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Mary Z.
from
$35
per day
5.0 out of 5 stars
19 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

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Jeff K.
Sitter Profile Image: Jamie D.
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Jamie D.
from
$29
per day
5.0 out of 5 stars
9 reviews
5 repeat clients
17 years of experience
Verona, WI, 53593

We used to have Leonardo stay in his crate while we were at work, but we knew he deserved something better. After looking through several profiles, Jamie really stood out. Once we read more about her, we felt confident Leo would have an amazing time with her and her dogs. Now he comes home completely tired and even falls asleep in the car, which says everything! Jamie is so kind and welcoming. we couldn’t have asked for a better person to care for him. We would absolutely recommend her. Thank you, Jamie, for treating Leo like your own while we’re at work!

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Abby B.
Sitter Profile Image: Robert N.
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Robert N.
from
$36
per day
5.0 out of 5 stars
203 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!

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Bella G.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith took great care of our pup. She responded promptly and sent pictures and up dates during the stay. She has a fenced yard which was quite a treat.

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Janice F.
Sitter Profile Image: Jackie P.
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Jackie P.
from
$25
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Middleton, WI, 53562

Jackie is a great choice for any dog sitting needs. She was very communicative and flexible including sending multiple pics of our dog Daisy unprompted. We could tell that Daisy had an incredible vacation with Jackie and look forward to booking again!

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Aimee C.
Sitter Profile Image: Wesley & Sierra S.
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Wesley & Sierra S.
from
$30
per day
18 years of experience
Madison, WI, 53719

About: I grew up on a farm, so caring for animals has been a part of my life for as long as I can remember. I’ve had experience with animals of all kinds and learned early on that every animal has their own personality, needs, and quirks! Whether your dog needs a long walk, some extra playtime, medication reminders, or just someone to keep them company, I’m happy to help. I’m also comfortable with puppies, energetic dogs, and senior pets who may need a little extra patience and attention. Most importantly, I’ll treat your pets like they’re my own and keep you updated while you’re away. I work from home, so I have a flexible schedule and can give pets plenty of attention throughout the day. Also at my fiance’s flower shop pets are welcome, so I’m often around animals even when I’m not at home. This makes it easy for me to provide regular walks, playtime, potty breaks, and companionship rather than leaving pets alone for long periods. I work from home, so they’ll have plenty of company throughout the day, along with walks, playtime, and lots of attention. I grew up on a farm around all kinds of animals, and I really enjoy having pets around. I’m happy to let them settle into their own routine, whether that means playing fetch all afternoon, curling up on the couch, or taking a nice long nap. I’ll follow any instructions you leave and make sure they feel safe, comfortable, and loved while they’re with us.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

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.

1 / 1
Sitter Profile Image: Christian O.
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Christian O.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Summit Woods, Madison, WI, 53711

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.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$12
per walk
4.9 out of 5 stars
61 reviews
15 repeat clients
13 years of experience
madison, WI, 53719

About: Hello my name is Stephany Dos Santos and I have both baby sat and walked dogs for as long as I can remember. I have taken care of a wide range of dogs including Yorkshire, Gold Retriever, Mini Australian Shepherd, Poodle, Chihuahua , and etc. What you would love about me is that with my different experiences I could handle any dog because I treat them equally and also as if they were people. I am available any time of any day and to walk or sit your dog! I am a very funny and energetic individual which makes it easier for me to get along with dogs and run around with them. I would really love to be there when you need me most! Thank you for reading my profile and I hope to meet you! I currently work in a lab, and my schedule is pretty flexible than most other individuals. I am typically at work from between 2 to 4 hours a day. I have the flexibility to leave work whenever I need to and then if I needed to come back I could. Therefore if I am staying over And I see myself being at work for more than six hours a day, then I would just split my day and half and go home and walk or feed whichever animal I’m working with, then head back to work. I currently live in an apartment complex. It does allow animals. There is a large park by my complex, which, if there were a dog with me, I would take them there. In my apartment itself I have a lot of toys and it is a safe environment

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

Michelle was the best rover experience we have had in a long time. She was punctual, proactive, and provided honest communication with how things were going with our two big dogs. One of our dogs is very nervous and she was beyond patient with him and successfully got him out for his walks. I appreciated that she showed up exactly when she said she would. We will absolutely use her again in the future.

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Laura C.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
28 reviews
5 repeat clients
4 years of experience
Madison, WI, 53719

Steve did a great job walking my dog and on short notice too!

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Mitchell C.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
32 reviews
14 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is reliable, communicative and an excellent pet photographer.

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Sarah N.
Sitter Profile Image: Naomi M.
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Naomi M.
from
$15
per walk
5.0 out of 5 stars
6 reviews
3 repeat clients
2 years of experience
Middleton, WI, 53562

About: I regularly walk and check in on a dog four times a week and have pet sat for several families. I’ve also helped care for my families dog over the years. I’m reliable, patient, and always make sure pets feel safe and cared for. I currently have a pretty high availability to care for pets — through boarding, quick walks, drop in visits, etc! I love early morning walks and exploring nature. I provide a calm, safe environment and always follow care instructions closely. Though I don’t have a fenced yard, I’m comfortable caring for dogs and cats — supervising pets carefully to ensure their safety and comfort at all times.

Sitter Profile Image: Poorna D.
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Poorna D.
from
$24
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Verona, WI, 53593

About: I’ve worked with dogs through volunteering at animal shelters for over 12 years. I have experience fostering dogs of all ages, and I am Fear Free certified. I don’t have a dog myself yet, so I’ll love and care for your pup as though they are my own! I work full-time, so I am outside of the home 8+ hours on weekdays. I can provide care in the morning before work and in the evening after work, and on weekends. I am available most holidays as well. I make sure to earn the trust of every animal I work with, which includes respecting their boundaries as we are getting to know each other. That being said, I’ll make sure your pet gets the food, exercise, and attention they need to feel safe and happy while you are away.

Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$17
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

Truman was very awesome!! He did great with our boy, Zissou!

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Taylor B.
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: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie ensured Piper was taken care of in all areas. Not only did she walk and play with her, but also met her basic needs of food and water. Very grateful for Sophie!

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Georgia V.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
94 reviews
31 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: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

Magan was the most helpful and amazing dog walker. My dog Vienna loved her, and she was always so happy whenever she got to go out with Magan. Magan was really sweet to Vienna and treated her great! Would recommend 100%

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Alejandro M.
Sitter Profile Image: May N.
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May N.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Middleton, WI, 53562

About: My pet-sitting experiences include looking after both cats and dogs day to day and for extended periods of time. When taking care of cats, I make sure they have clean water and food at all times; keep their environment clean; watch over them and see if they are healthy; and interact with them by playing with them on a daily basis. I also have experience caring for dogs of various sizes and energy levels. Making sure their fed, walked, groomed, and cleaning up any messes/ their environment. In addition always making sure they have access to clean drinking water and providing plenty of playtime and attention. I occasionally take care of a family friend’s dog who has arthritis. I help keep her comfortable through gentle massages, giving her medication as directed, and hand-feeding her when necessary. In doing so, I learned to be patient and attentive in caring for an animal's individual needs. What sets me apart is my genuine love for animals. I always go the extra mile into taking good care of animals, ensuring their safety, and comfort in the absence of their owners. I treat every pet as if they were my own and doing everything I can to ensure their happiness. I am extremely flexible with regards to my schedule, and can be available for the most part of the day. I wake up early, so feeding and taking the animals for walk won't be a problem at all. When caring for pets in a client’s home, I value their safety, trust, and maintaining a calm and familiar environment for their pet. It is important for me to carefully follow all the instructions concerning their feeding schedule, treatment, taking medication, and other specific care. It goes without saying that I make sure that the pets receive proper meals and have clean water to drink. I also try to keep the house as clean as possible, including litter boxes for cats and any messes that may occur. I also observe the pets to ensure everything seems normal and they’re healthy. I believe that building trust with both pets and owners is essential, I’ll always provide them with updates and photographs about the current condition of the pets. My goal is to make sure their pet is cared for and mostly importantly happy.

Sitter Profile Image: Sidney R.
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Sidney R.
from
$20
per walk
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

We have a reactive dog that needs time, space and discipline. Sidney is very friendly, understanding and willing to work with us to make our pup comfortable. We are happy to book her again!

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Eliisa R.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Oakbridge Community, Madison, WI, 53717

About: I have owned pets a good portion of my life. Dogs, cats, fish, birds. I currently own a beautiful and sweet Siberian husky. I hired a pet boarder for her and loved rover for pet care options. I work from home m-f. Weekends off. My weekly schedule is flexible. I also have a teenage son who is around to help if need be I have a flexible schedule and can be accommodating to most schedules. I’m most interested in boarding and day care. I crate my dog at night and get her outside multiple times a day. We usually get to a dog park 4-5 times a week

Sitter Profile Image: Jennifer G.
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Jennifer G.
from
$25
per walk
5.0 out of 5 stars
10 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: Abigail A.
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Abigail A.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
17 years of experience
Middleton, WI, 53562

At short notice, Abigail stepped in and gave my dog Rosie a walk when my dog walker was sick. I’m so grateful for her and will definitely work with her in the future.

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Kat G.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$25
per walk
5.0 out of 5 stars
80 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 9 and 5. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

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: Jenna B.
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Jenna B.
from
$25
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
30 years of experience
Madison, WI, 53719

About: I have taken care of dogs, cats, birds, and fish since childhood. I’ve cared for toy breeds to extra large dogs (tea cups yorkies to mastiffs!), individual cats to families with 5+ feline family members. I have experience with puppy obedience (consistent/incremental/positive reinforcement), senior care, and varying levels of energy. I’ve worked with shy pets and incredibly social pets. Teach me about your pet and I will provide as consistent of care as possible while you’re away. I have a predictable schedule in my personal life and I am able to plan and design a pet care schedule with your routines in mind. I will make every effort to ensure clear, manageable expectations are communicated in advance so all parties are satisfied. I will follow routines and practices as close to the established routines to which your pet has grown accustomed. I understand this can vary greatly by family and appreciate clear communication.

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

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.

1 / 1
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce were fantastic. From the moment we stepped into their home they were welcoming of us and our dog, and it was obvious we made the right choice. They were loving and caring and we are certain that carried on throughout our dogs stay with them. Pictures and updates were sent and they kept to her normal routine, even when sleeping. Our dog was excited to see us again...but was torn and demanding good byes from Kristen, Bruce, and the kids (hoping to go back). Definitely a wonderful experience for us and your dog!

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Jessica S.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 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
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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

Michelle and her family are the greatest. I screwed up the schedule and literally dropped my dog off at her house at 7 am ON THE WRONG DAY, and she was so accommodating, flexible, and kind about it. She took such good care of my dog Luna and provided daily updates and pictures. 100% recommend and will use her again!!

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Trisha B.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

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

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

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Mathew O.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

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Ceri J.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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: Robert N.
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Robert N.
from
$50
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was amazing. I got updates from him regularly with photos of Baby. I didn’t even have to ask. He has the cutest little French bulldog that kept Baby company as well. Will definitely be booking with him again.

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Frank M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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

Comet had a great time staying with Maria! Maria was communicative and sent daily photos which we appreciated. We will definitely try to book Maria again in the future!

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Katy J.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Taylor is a fantastic sitter!! Super friendly, she sent daily pictures and updates of our sweet Maggie. It was truly a home away from home from her. Next time we're out of town, Taylor will be the first to come to mind!

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Tom S.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Oakbridge Community, Madison, WI, 53717

Christine is flexible and kind! She really cares and will do her best to help your pet feel at home.

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Savannah P.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
11 years of experience
Greentree, Madison, WI, 53711

Grace took great care of our golden retriever. She stayed in touch and sent little updates with photos about the days events. I would be happy to work with Grace again anytime.

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

She took excellent care of my little guy. It's the first time he came back home looking happier and more energetic than when we dropped him off!

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Roopa S.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Flash had lots of fun playing with the other dogs at Lee's house. I appreciated the daily updates and videos. My return flight was delayed, and Lee was flexible and accommodating for late pickup.

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

Amazing family for our monster to stay with on our Labor Day trip to the PNW. Loved getting updates and checkins as needed. We are so thankful and happy to find a family we can use regularly in Madison! Thank y’all so much!

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Laura P.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was the best pet sitter. Gen took awesome pictures and gave daily updates which kept me from worrying about my dogs. I think the dogs had as much fun as I did. Gen went above and beyond when I messed up my schedule for the return day. Gen is an experienced dog owner and a kind person. I wouldn’t hesitate to rebook her for dog sitting!

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Kandi B.
Sitter Profile Image: Meta M.
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Meta M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
53 reviews
10 repeat clients
25 years of experience
Verona, WI, 53593

Meta was absolutely amazing with my dog! He is 14 years old and has anxiety, so I was very nervous about leaving him. He was in great hands and I got pictures every day. I will absolutely be in touch the next time I take a trip, and I will recommend Meta to all of my friends as well. I could not have asked for a better experience for Duffy!

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Claire M.
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