Personalized care for your dog or cat - Glen Oak Hills

Highly-rated overnight sitters - Glen Oak Hills

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: 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: 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

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
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

Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.

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

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

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Meghan D.
Sitter Profile Image: 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 great and we always feel like Henry is in good hands when he stays with her. Her updates on Henry are the best! They are timely and we enjoy reading and seeing pictures while we’re away.

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Mizzy R.
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

Benito loved his stay with Cleda! We were worried cause he usually has separation anxiety, but with Cleda he was instantly happy, he had the best time, and Cleda is great at giving updates and lots of pictures of how Benito was doing! We are definitely becoming regulars ?

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

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

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Nabeel Q.
Sitter Profile Image: 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: 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 was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.

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

Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!

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

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

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Jill R.
Sitter Profile Image: 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 with our high-energy dogs. They clearly had a lot of fun in his large fenced-in yard, and Lee provided pictures and updates daily! He was also very responsive and flexible when our travel plans changed

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Dana H.
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

They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.

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

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

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Christina Z.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

Hannah and family were amazing! It was clear from the pictures she shared that they felt safe and happy while we were away. Hannah sent lots of pictures and was so easy to communicate with. We already have another reservation booked with her!!

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Amy P.
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 came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!

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

Olivia is amazing!!! Our Nutka stay with Olivia for a week. This was Nutka’s first time away from us which may have been difficult at her 4 years of age. Olivia created adjustment meetings to ensure Nutka was happy and transitioned well. It worked! Nutka loved being with Olivia! Words to describe Olivia include: loving, thoughtful, intelligent, caring, and dependable. We are definitely returning and highly recommend Olivia to anyone!

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Denise R.
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dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Glen Oak Hills

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

Natalie cared for my cranky kitty Ozzie with so much confidence and enthusiasm! She graciously accepted an unexpected change in our schedule at the last minute. I will definitely request her services again and highly recommend her to anyone as a caring and compassionate sitter. Thank you so much Natalie!

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Lorinda H.
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

Cleda is great! She’s helped us out over the holidays and was wonderful about sending great updates and pictures. Our cats warmed up to her quickly! I’d definitely recommend her to watch your pets.

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Elly D.
Sitter Profile Image: Hannah S.
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Hannah S.
from
$18
per visit
5.0 out of 5 stars
64 reviews
33 repeat clients
10 years of experience
Madison, WI, 53705

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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

I chose Kim for my first Rover experience to take care of my cat while I was away for a week. She showed genuine care and interest in my cat , provided daily pictures and updates while I was away , and was always quick to respond if and when needed. She is very trustworthy and she’ll be an obvious choice for the next time I need someone to watch my cat ! I have no hesitation and give my full enthusiasm to recommend her to anybody looking for the right caretaker for your pet.

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

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

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Antonio
Sitter Profile Image: 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

Sabrina took amazing care of our two cats, including our asthmatic boy Sebastian who needs a daily inhaler. We received daily updates and photos, and it was clear the cats were happy and comfortable in her care. On top of that, Sabrina went above and beyond by picking up our mail and even watering a plant (little things that made a big difference). Would definitely recommend Sabrina to anyone looking for a responsible and genuinely kind sitter!!

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

Jennifer did her usual great job looking after our three cats. We especially appreciate the pictures she sends us after each visit. It gives us great peace of mind having her care for our girls when we are on vacation. We look forward to having Jennifer stop by when we are out of town in the future.

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

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

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Franklin R.
Sitter Profile Image: 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: 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: 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 took amazing care of my two cats while I was away! He was great at communicating and left my house just as I had left it. I would def recommend him as a sitter!

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Rose K.
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 was great! I could tell see really cared about the cats. She did an amazing job catering for my more shy cat, making sure she got food even though she was hiding.

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Stephen G.
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: Alana L.
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Alana L.
from
$22
per visit
5.0 out of 5 stars
60 reviews
16 repeat clients
30 years of experience
Madison, WI, 53705

Alana took great care of my two cats! Toad and Nabi are very mischievous and have a tendency to get into everything and make messes, and she went above and beyond to help clean them up. She also provided plenty of update photos of playtimes and mealtimes which gave me peace of mind. I greatly appreciate everything she did for them while I was away and I'd definitely book her services again. Thanks Alana!

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

Michelle met all our scheduled needs for feeding, medication and care. She spent time playing with and patting our usually not affectionate older cat and sent pictures to prove it. So we had a talk with Ali the cat and told her we want some patting time too!

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Kathryn C.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

Alissa was wonderful as always! I’ve booked with Alissa a few times now, and she goes above and beyond with all the pictures she sends and very detailed updates after each visit. She’s helped clean up after accidents and keep my cats from getting into any mischief.

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Nicole H.
Sitter Profile Image: Amira S.
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Amira S.
from
$15
per visit
5.0 out of 5 stars
74 reviews
18 repeat clients
4 years of experience
Regent, Madison, WI, 53705

Once again I came home to my cats feeling calm and happy. Amira takes wonderful care of the boys and provides great updates! I'm grateful to have found her

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Jamie T.
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

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

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

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Sara M.
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Perfect for high energy dogs - Glen Oak Hills

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

Roz had so much fun at David’s!

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

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

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

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

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

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

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

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

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Caroline G.
Sitter Profile Image: Helen S.
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Helen S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
38 reviews
13 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Helen and her mom were so great to my pup Rooster. They took him on two walks and sent several pictures, which put my mind at ease. Definitely recommend!

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Grace H.
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: 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
40 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!

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

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

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Denise F.
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Adventure-ready dog walkers - Glen Oak Hills

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: 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: 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 is the best with my dogs. She is responsible, great at quick communication, and truly treats my pups well when we need her to walk the. Or stay the night. We cant say enough nice things about Allegra.

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

Jennifer was fantastic! Both dogs loved having her walk them. Can’t thank Jennifer enough for giving the dogs the attention they needed while we were away from home for the day.

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Taylor K.
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: 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: 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

Amazing service provided by Stefanie! Great communication, photo updates and extras like grabbing our mail/packages. Best care for our fur baby!!

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

Jennifer is great with my big, goofy Mastiff-Pitty mix! He loves his walks with her and loves when she comes to pup sit at the house. It’s all goofy smiles from the pup!

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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: 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: 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: Hannah S.
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Hannah S.
from
$20
per walk
5.0 out of 5 stars
64 reviews
33 repeat clients
25 years of experience
Madison, WI, 53711

Hannah did a great job on short notice! My dog is terrified of everything but walked well with Hannah. Thank you!!!

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Erica T.
Sitter Profile Image: Lydia B.
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Lydia B.
from
$15
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Madison, WI, 53705

Lydia was punctual, caring, and was clearly attentive to our dog Rupert!!! Thank you, Lydia!!!

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Sean M.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
604 reviews
146 repeat clients
13 years of experience
Madison, WI, 53705

Harper gets a little nervous when we are not home. Ashley had patience enough to get Harper excited to take a walk and gave some great recommendations.

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

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

Sitter Profile Image: 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: Alana M.
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Alana M.
from
$18
per walk
5.0 out of 5 stars
6 reviews
7 repeat clients
15 years of experience
Madison, WI, 53705

About: I have been dog, baby, and house sitting since I was 10 (~13 years). I have personally had a cat and 4 dogs throughout growing up and have taken diligent and loving care of them from walks/runs, veterinary care, to lots and lots of snuggles. I'm currently a student doing predominantly online classes, so I have a lot of flexibility in my schedule to fit pet care into the routine. I also lead a very active lifestyle taking multiple walks/jogs throughout the day that would only be enhanced with a furry companion. I live in an apartment with no other pets and I have a very clean and safe indoor living area as well and could always crate him/her if needed.

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 fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

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Nikki T.
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: 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 - Glen Oak Hills

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: 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: 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

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
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 was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.

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

Michelle was wonderful. She is super kind and so is her husband, Kevin. They handled my dog and his anxiety perfectly, couldn’t have asked for a better spot to board my dog :) he will definitely be my new go to when I need to go out of town!

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

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

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Jill R.
Sitter Profile Image: 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 with our high-energy dogs. They clearly had a lot of fun in his large fenced-in yard, and Lee provided pictures and updates daily! He was also very responsive and flexible when our travel plans changed

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Dana H.
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

They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.

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

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

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

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Christina Z.
Sitter Profile Image: 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 came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!

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Brittany D.
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: Hanna N.
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Hanna N.
from
$45
per night
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

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

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Matthew B.
Sitter Profile Image: 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: 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

I am very satisfied with the care that Grace provided to my dog Goldie. She took good care of her and sent pictures along with updates during her stay. I would recommend Grace and would certainly request her again the next time Goldie needs to be boarded.

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Al G.
Sitter Profile Image: Beatrice L.
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Beatrice L.
from
$40
per night
5.0 out of 5 stars
6 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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Tracy K.
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
10 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: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
7 repeat clients
8 years of experience
Fitchburg, WI, 53711

Emily was great. She had quick communication and accepted my booking fast. I needed my buddy boarded for a few hours the next day due to a job interview and didn't have many options. Emily had great communication and was easy to work with. I would recommend her to others in the future. I just hope Rudy treated her well.

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

Flash had a fun-filled weekend with Lauren and Gabby. Lots of walks and playtime, and he was a tired pup when we picked him up. We appreciated the photos and videos. Flash is looking forward to his next visit!

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

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

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Catherine C.
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