Personalized care for your dog or cat - Old Middleton Greenway

Highly-rated overnight sitters - Old Middleton Greenway

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: 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

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

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Heather M.
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 was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

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Jennifer V.
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 is the sweetest dog lover out there. My dog was so happy when I picked him up and could tell he was well loved and cared for. I will be booking with Edith anytime I need in the future!

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Kelley S.
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, Samuel, and their family always take such good care of our Jarvis! They send frequent updates and always make sure that he has everything he needs to be comfortable while there. We know we can always trust them. We look forward to our next booking with them :)

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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

Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.

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Matt S.
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 an awesome temporary mom to Humphrey. This was our first time using Rover and I was a little nervous, but Cleda was so quick to respond, sent pictures of Humphrey throughout his visit, and he was clearly comfortable and happy in her care. I would trust Humphrey with her again in a heartbeat and recommend her to any pup owner.

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Rachel H.
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: 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: 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 took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Jenna K.
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

Robert did an excellent job hosting our dog for a week at his house. We received regular updates with photos and he was incredibly responsive, always replying in a timely fashion. When we first met, he struck me as a true "dog person" which is what we wanted! I would recommend Robert to anyone looking for a dog sitter.

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Kevin D.
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

The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date

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Stuart H.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was great! She frequently shared photos of Ollie during his time with her and communicated how he was doing while staying with her and her dog.

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Susan S.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 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: 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

Ollie came home happy, with a tennis ball in his sleepover bag! I got regular updates and was so glad to see him having such a great time with the family. Thank you so much, Michelle! 💚

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Stephanie M.
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

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
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
14 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.
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: 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

Neko LOVE'S going over to Becky & Judd's, especially to play with his kiddos! They always update me with how he is doing and send pictures. We will forever use them :)

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Brittany D.
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: 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

This was our first time using Rover, and we were very pleased. ***** We had a meet & greet before booking and I could tell right away that Lucy Liu would be taken care of and left in good hands. 🩷 Hanna was amazing with our 8 month old Shih Tzu. She also would keep us updated and sent pictures to let us know how our sweet girl was doing. We will definitely be booking with Hanna and Sadie (her sweet 3 yr old Boxer) again!!! 🩷🐾🩷 PS.. She also taught Lucy Liu to finally conquer going up stairs, YaY! Thank you again!! Kelli & Tony and Lucy Liu

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Kelli B.
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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 - Old Middleton Greenway

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

1 / 1
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

HIGHLY RECOMMEND!!!! We love Maiya! She goes above & beyond in communication! Super reliable! The kitties love her! She was able to administer medication & monitor the kitties while I was gone with great attention to detail! Also my place is clean & neat when I come home! I was gone during a cold snap & she took care to make sure condo pipes didn’t freeze while I was gone! 100 stars!! Thank you for all you do Maiya!

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Nima N.
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

She did an amazing job with my kitties! Went above and beyond what I expected her to do without me even asking. The kitties looked very happy in every photo.

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Meaghan R.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
220 reviews
87 repeat clients
11 years of experience
Madison, WI, 53705

She did such a good job with my cats. I had one who recently had teeth pulled, so both of my cats were getting fed largely different diets. She was able to manage them both. Also my very shy cat was even comfortable coming out to see her every day. Highly recommend

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Ashley A.
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 wonderful and sent detailed messages about the drop-in visits. The pictures were great to see that our cat was happy. She watered our plants too which was amazing! She cared for the wellbeing of our cat which made it that much easier to leave him. Highly recommend!!

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Ashley B.
Sitter Profile Image: Ryan H.
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Ryan H.
from
$14
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

Ryan was great. He stopped by once a day to check on my cat, feed him, and clean the litterbox. And we received a picture of my cat every day. Ryan jumped in at the last-minute request, and we greatly appreciated his timeliness and availability. Thank you, Ryan!

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Donna C.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie checked in on my cat daily for about a week. Great communication, reliable, prompt, took great care of my cat, and sent really cute photos too :)

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Tara M.
Sitter Profile Image: Anna H.
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Anna H.
from
$15
per visit
5.0 out of 5 stars
35 reviews
9 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: Lydia S.
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Lydia S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
161 reviews
48 repeat clients
10 years of experience
Middleton, WI, 53562

Lydia has been great with my cat and my cat loves her too! Not only sitting the cat but she takes good care of the space by keeping it neat and tidy. I have her as my go to cat sitter when I need and will keep her for future as well. I strongly recommend her.

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

She did such a good job with my 2 fur babies! I was on a long trip (overseas!!) and was so anxious about it, especially with one of my 2 cats needing very specific feeding directions! She was thorough, quick to respond, and it was such a good sign that my shy guy came out to see her every time! So happy with her services and would 1000% book again

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Ashley A.
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
3 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: Sabrina S.
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Sabrina S.
from
$18
per visit
5.0 out of 5 stars
32 reviews
7 repeat clients
20 years of experience
Madison, WI, 53705

This was Sabrina’s second time sitting for my cats, and they were just as happy and comfortable with her as the first time. She’s reliable, caring, and clearly has a way with animals. I’ll definitely keep her as my go-to sitter. Highly recommend!

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Nate G.
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

Steve goes above and beyond buying food for my always hungry meowysaurouses when they ate all months ration. I couldnt ask for a dedicated bro.

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Richard N.
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

Hannah is the best cat sitter!! She helped us out last second cat sit need and could have appreciated it more. Her updates and photos are always great. She is really an excellent cat/house sitter.

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Sara M.
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

Jennifer was wonderful caring for our three kittens while we were out of town. She went above and beyond. We have already booked her again for future services.

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Jessica H.
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

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: 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 was wonderful! She sent a lot of great pictures to keep us up to date on how the cats were doing. She also took wonderful care of the house. Don't hesitate to book Isabel!

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Amy W.
Sitter Profile Image: Raymar F.
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Raymar F.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
4 years of experience
Madison, WI, 53705

Such a well dog sitter! Came to meet my dog and asked a lot of good questions on how to provide and care for my dog! She came did her thing just like how I told her and she went beyond! Gave me a lot of photos during the care and a lot of note taking on how my dog was! Definitely will book again and recommend her!

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Choua Y.
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 was absolutely wonderful with our two senior dogs! She gave them the extra care and attention they needed, and her beautifully written, detailed report cards gave us such peace of mind while we were away. It’s clear she truly cares about the pets she looks after — we couldn’t have asked for a better sitter. Highly recommend!

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Kate K.
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: Amy U.
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Amy U.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy did such an amazing job! Even my shy cat came out for photos. She took extra care to ensure she was playing with them, which felt great as some people assume “they are just cats” and don’t need that extra interaction. Her updates were thorough, and I’m definitely getting some of the pictures she took of them framed!! After an especially scarring experience with a prior sitter, it feels nice to be able to trust someone again. Will definitely be using her again

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Ashley A.
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Perfect for high energy dogs - Old Middleton Greenway

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

Natalie took great care of Zara for us. We appreciated the added walks during her stay!

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Grace H.
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

We are looking to find someone to board Ollie with for weekends. To start him out slow (he has separation anxiety), we had a Meet and Greet, a short (3hr) stay and later, a full day stay. Julie was clear that her dog Zilla's comfort with Ollie was a priority, which I fully support. I won't want to trust my dog to someone who isn't looking out for ALL the dogs involved. Julie was very responsive with messages, showed us around her home and yard and was generally very calm and patient. While the dogs didn't end up getting along well enough for this to work out long term, Ollie warmed up to Julie and was definitely as calm as I've seen him after being left.

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Elizabeth J.
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: David R.
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David R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
14 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: 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 flexible when I needed some last minute care and also with varying pickup and drop-off times. I'll definitely go to her again when I need care on her side of town.

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Cameron M.
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.
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: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
77 reviews
26 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is your dream sitter. She posts daily photos and updates of your pet. She obviously loves what she does. She is a lovely soul and my Mimi, who can be shy, had her tail up in the photos which made me feel reassured that she was in a safe, loving environment.

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Kay C.
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: 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: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 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: 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: 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

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: Caitlin G.
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Caitlin G.
from
$25
per day
3 repeat clients
20 years of experience
Middleton, WI, 53562

About: I treat animals as though they would be my own. I grew up around both dogs and cats so I know how to treat them very lovingly. I am usually spending time with my daughter every other weekend. I have a loving holden retriever that i would like to get outside with more at the dog park. I look forward to getting to know each and every one of you and your pets and would love to help out as much as I can. I currently dont work and am doing online schooling so I have plenty of time to spend with not not only my pup but yours as well. I usually stay at home, but if I do go out to the store my pup comes with me for a car ride or we go out to the dog park.

Sitter Profile Image: Jenna R.
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Jenna R.
from
$30
per day
10 years of experience
Middleton, WI, 53562

About: I’ve taken care of dogs since I was 10 or 11. I have had a dog growing up and am very responsible for caring for them and giving them what they need. I love all dogs and would love to give your dog the exercise it needs! I’m currently home from college and would love to work with pups over the summer! I’m pretty flexible on when and where I’m able to work! I have a dog at my home and I live right next to a park that I bring my dog to a bunch over the summer. My dog plays well with other dogs and would love some more company this summer!

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

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: 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: 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

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: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
39 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

About: I've had dogs ever since I was a little kid and would do anything for them. I've also worked with dogs for the past 2 years. I have a Rat Terrier of my own and will make sure to treat your dog like they're my own. I’m used to all kinds of dogs whether it be age, energy level, or condition as I’ve had a mix of all at my job and growing up! I'm a student with lots of breaks between my classes meaning I’m usually only gone for less than two hours and I have lots of free time on the weekends. Max I’ll be gone is four hours, but that rarely happens. My dog is very friendly and energetic, but also knows when a dog doesn’t want to play. She’s very silly and loves to sleep! I live near the lake and can take your dog out often as there’s a nice trail along the lake and campus is pedestrian friendly. I live in an apartment, so I’m looking to host dogs who are comfortable in a quieter environment. Since I share walls with neighbors, I’m best suited for dogs who aren’t big barkers. That being said, I love dogs with a personality! A little energy and playfulness is totally welcome, I just ask that barking is kept to a minimum. Dogs are allowed to free roam around the apartment whether I’m with them or gone. If your puppy has energy to burn but knows when to settle down, we’ll get along great! In your own home I will take on any type of dog with any energy level! I will make sure to care for your dog while you are away just as you care for them while you’re in your house. A dogs safety and their comfort are a top priority for me! I also have a fenced in patio with dog grass if your pup needs a quick potty break!

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Adventure-ready dog walkers - Old Middleton Greenway

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: Stefanie B.
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Stefanie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
69 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was so great! She took care of my THREE dogs on short notice. I’d definitely recommend her and use her services in the future. Thank you!

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Gabrielle B.
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: 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: 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: 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

Allegra has been walking our mastiff and doing a great job working on leash skills. We got Bixby as a rescue so he’s needed a lot of extra TLC to relearn things at 3-4 years old. Allegra totally gets him.

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Emily B.
Sitter Profile Image: Allison C.
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Allison C.
from
$20
per walk
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: Raymar F.
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Raymar F.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Madison, WI, 53705

About: Hi! I’m a lifelong animal lover who’s been caring for dogs since I was around 10 years old. I grew up with dogs, helped train my family’s pups, and have been the go-to dog sitter for family and friends for years. I’m comfortable with walks, baths, feeding routines, playtime, and making sure your pet feels safe, happy, and cared for while you’re away. Whether your pet is energetic, shy, cuddly, or a little goofy, I’ll treat them like they’re my own :) Currently accepting bookings for July only, as I will be moving at the end of the month! See my calendar for availability! I’m currently a graduate student finishing my final courses online this summer, which gives me a very flexible schedule and plenty of time to dedicate to pet care. I’m available by request in the mornings, afternoons, and on weekends, and I’m happy to work with your schedule whenever possible. My goal is to be flexible and reliable so I can step in and provide consistent care whenever you need help with your pets :) I always aim to make them feel as comfortable, safe, and loved as possible. I’m very adaptable and I understand that every pet has their own routine, personality, and needs. Before any booking, I like to ask a few questions about your pet’s habits, personality, and preferences so I can provide the best care tailored specifically to them. I follow feeding, walking, and medication routines closely and make sure they get plenty of attention, playtime, and companionship. If I’m in your home, I also respect your space and keep things clean and consistent for your pet so they feel secure in their familiar environment.

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: Ryan H.
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Ryan H.
from
$15
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stonefield Woods-Ridge, Madison, WI, 53717

About: I work from home and have flexible hours. My dog loves to play with other dogs and would love to have a friend on walks or to play in our fenced-in yard! Also available to go on solo walks if needed. Can also have behaved dogs stay over during day or night; they will get plenty of love from our dog and our two daughters. Can take the dog for walks, to dog parks, or just hang out in our back yard. I work from home. I can take dogs for walks or dog parks most times during the week, as my meetings can be handled from my phone. If dogs are friendly with our dog, the dog can come play at our house in our fenced in back yard. Weekend mornings are usually free for walks, and depending on kid activities can fit in walks and feedings during the afternoon/evening. I have a fenced in yard and a dog (Australian Shepard) that gets along with almost every dog he’s met. Have many dog toys for play. Neighborhood for walks is quiet and has many friendly dogs. At client’s home, will provide feedings, walks, and/or in-home playtime.

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: Jennifer B.
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Jennifer B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
3 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: 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: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
73 reviews
29 repeat clients
5 years of experience
Madison, WI, 53719

Austin has been great with my dog, Jax. He's punctual, communicates well, and takes Jax's needs as an old dog into account, taking it slow with him and giving him breaks in the hot weather!

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Andrew W.
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: Jessica B.
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Jessica B.
from
$15
per walk
5.0 out of 5 stars
12 reviews
10 years of experience
Middleton, WI, 53562

About: As a veterinary technician of 10 years, I have skills in administering medications, knowing when your fur baby is not feeling well or in pain, assisting senior fur babies in mobility or other needs and creating as stress free of an environment as possible. I work full time at a veterinary hospital. My work days are 10 hour days and 4 days a week. Before I leave for the day, I ensure fur babies are comfortable, well taken care of and receive lots of love before leaving. Once I am back, I immediately take care of fur babies, then spend time with them before everyone heads to bed. I treat every fur baby as if they were my own so get ready for lots of pictures, videos and updates! I highly value pet safety and ensuring they are as stress free as possible. I treat every fur baby as if they were my own and they are my priority before I takd care of anything else around the house or leave for work, and when I am back.

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: Lindsey C.
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Lindsey C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
40 reviews
10 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey was great! On time, reliable and awesome communication!

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Jackie K.
Sitter Profile Image: Nicole Z.
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Nicole Z.
from
$25
per walk
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Middleton, WI, 53562

About: Although I’m new to Rover, I bring several years of pet care experience for friends and family, both in-home and in my own. Since I don’t currently have a pet, I look forward to giving yours my full attention and care. I’m comfortable with both dogs and cats of all sizes and love giving them plenty of walks, playtime, and snuggles. With a flexible remote work schedule, I can provide consistent care during the day, evenings, and overnights. As an early riser, I enjoy starting mornings with a walk, and I make sure your pet receives lots of attention, exercise, and companionship any time of day. I provide loving care while making sure your pet’s routines are followed exactly as directed, from feeding schedules to walks and playtime, so they stay comfortable and safe. I’ll also share regular updates and photos, giving you peace of mind while you’re away.

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 was great with my great with my dog who was being extra difficult. She was very communicative and able to get my dog outside. Can’t thank her enough!

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Cally G.
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!

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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 - Old Middleton Greenway

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: 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

Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!

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Heather M.
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 was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

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Jennifer V.
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: 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

Robert did an excellent job hosting our dog for a week at his house. We received regular updates with photos and he was incredibly responsive, always replying in a timely fashion. When we first met, he struck me as a true "dog person" which is what we wanted! I would recommend Robert to anyone looking for a dog sitter.

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Kevin D.
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

The friendliest family! I had car issues and Martha came to the rescue to grab my dog from the side of the road AND dropped her off at the end of the stay. My favorite rover provider to date

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Stuart H.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 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: 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

Ollie came home happy, with a tennis ball in his sleepover bag! I got regular updates and was so glad to see him having such a great time with the family. Thank you so much, Michelle! 💚

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Stephanie M.
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

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
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: 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

Neko LOVE'S going over to Becky & Judd's, especially to play with his kiddos! They always update me with how he is doing and send pictures. We will forever use them :)

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Brittany D.
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

This was our first time using Rover, and we were very pleased. ***** We had a meet & greet before booking and I could tell right away that Lucy Liu would be taken care of and left in good hands. 🩷 Hanna was amazing with our 8 month old Shih Tzu. She also would keep us updated and sent pictures to let us know how our sweet girl was doing. We will definitely be booking with Hanna and Sadie (her sweet 3 yr old Boxer) again!!! 🩷🐾🩷 PS.. She also taught Lucy Liu to finally conquer going up stairs, YaY! Thank you again!! Kelli & Tony and Lucy Liu

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Kelli B.
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: 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

Could not be more happy about the care our girl received! She was well taken care of and we received lots of pictures and videos so we knew what she was up to while she was there. Would absolutely book again! :)

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Jazmine C.
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: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
11 years of experience
Dudgeon-Monroe, Madison, WI, 53711

Grace & her wife took such amazing care of our dog, Bourbon, while we were away for two weeks! Grace made this process so smooth, and we felt so secure with our decision from the get go. We received daily updates, and so many photos! Grace went above and beyond and more! 100000/10 recommend Grace, she will take your pet in as if they are her own. Zero complaints, I cannot recommend her enough!! Thank you!!!!

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Giavonna P.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.

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Richard E.
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 was fantastic with our dog over the weekend. Although he can get nervous around new people and dogs, he quickly warmed to everyone. I appreciate the regular updates and all of the cute pictures. Would absolutely book again!

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Nate J.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Lauren O.
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Lauren O.
from
$55
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Capitol, Madison, WI, 53703

Mellie told me herself that Lauren is one of her favorite sitters! She always has so much fun, goes on lots of walks, and gets so many cuddles!

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Kaycee S.
Sitter Profile Image: Beatrice L.
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Beatrice L.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 years of experience
Bay Creek, Madison, WI, 53715

Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again

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