Personalized care for your dog or cat - Heritage Heights

Highly-rated overnight sitters - Heritage Heights

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: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
78 reviews
24 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Finn had a wonderful time with Duane and Lauren. They took such good care of Finn, kept him happy, busy and excercised. Im so grateful! Will book again soon!

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Heather A.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
184 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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Alison S.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert are the best! They took such good care of our little dog, who has never spent time away from us. They took him on walks, played with him, and kept him warm and safe. Our dog loved Tank (their dog) and the kids. He had a blast with this lovely family. They are kind and warm people who took excellent care of our dog. It is evident that they are expert dog owners who have fostered and trained many dogs. We will definitely book them next time we leave town. We highly recommend them!

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Hanan A.
Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Thanks so much for always taking such great care of Ollie! I truly appreciate knowing he's in good hands, happy and snuggled while I'm away. ❤️

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Stephanie M.
Sitter Profile Image: Olivia R.
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Olivia R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
13 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.
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
5 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.

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Barb R.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
70 reviews
25 repeat clients
20 years of experience
Waunakee, WI, 53597

We needed care for our new dog and Edith was very welcoming. She had us over to do a meet and greet prior to our dog’s first visit which put us at ease. During his visit she gave us updates and photos which helped us know he was doing well and having a good time. She communicates well and has a lovely home that our dog enjoyed going to. We look forward for to using her again.

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Sierra A.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$38
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

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Michael K.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
22 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

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Rukmini B.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$35
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!

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Chuck S.
Sitter Profile Image: Regine T.
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Regine T.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

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Joelle T.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie was amazing with Ollie! She was great to communicate with and gave Ollie so many snuggles while he was there. She also sent pics and updates throughout the stay which I really appreciate. Highly recommend!!

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Angi K.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!

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Alma & Samuel F.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
121 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

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Poushali G.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Derek & Yoki S.
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Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.

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Thaddeus D.
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
37 reviews
11 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: Jen C.
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Jen C.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Eastmorland, Madison, WI, 53714

Jennifer watched Teddy for me overnight and did a great job. She was communicative, caring, and made me feel comfortable leaving him with her. Teddy was well taken care of, and I will definitely book with her again! She sent several pictures of him and I could tell he was a happy boy❤️

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Jami M.
Sitter Profile Image: Lorelei & Kayla E.
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Lorelei & Kayla E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
258 reviews
114 repeat clients
35 years of experience
Madison, WI, 53713

A wonderful experience for us and our pup. We were provided with regular photos and updates. Our dog had limited socialization and is bundle of energy. She received wonderful care and got great, positive exposure to new canine friends. Communication was excellent. Highly recommend!

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Greer D.
Sitter Profile Image: Megan T.
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Megan T.
from
$42
per night
5.0 out of 5 stars
85 reviews
20 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

About: I have had dogs and cats my whole life. My family growing up never had less than 3 pets at a time so I've grown up loving and rescuing animals including taking care of outdoor feral cats,stray dogs, etc. I currently have two cats of my own and hope to have more in the future at the very least by fostering :) Besides when working my 9/5 or rover I spend most of my free time with my cats. I also keep a cat crate and food in my car in case I ever see any stray cats and I have a humane trap at home. I have raised puppies and kittens from 2 months old and have had elderly pets that have lived to be 19 years old so I have experience with lots of pets of different ages, breeds, and personality types. I've taken care of upwards of 7 cats all in the same household so I am also experienced with caring for multiple pets including households with multiple cats and also dogs. I also have experience to varying degrees with deer, rabbits, horses, chickens, quail, and fish. I think pets are family and best friends and I am excited to meet yours and give them lots of love and attention I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick For daycare or boarding for dogs I would prefer they are cat friendly but accommodations can be made for sure! Currrntl due to my job I can’t do morning drop ins or walks during the work week but can on weekends and can still do boardings. There are some afternoons where I occasionally have avilability and my availability is subject to change so please feel free to still message to ask :) I still do have lots of weekend free time too :) I’m happy to watch multi pet house holds and do daycare for multiple dogs if you have more than one! During meet ups I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick In my own household I would provide them with their own toys, food and water bowls, and take them for lots of walks if applicable. My pets and any animals here are allowed to be on the furniture like the couches and bed but I usually put a blanket and a small bed on the ground in case some babies feel more comfy with that. I am more than happy to also crate them!

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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 - Heritage Heights

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: Amanda K.
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Amanda K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
184 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda is great with checking in on our cat while we're away! She goes above and beyond, and is someone I'd absolutely not hesitate to use in the future.

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Colin G.
Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$15
per visit
5 years of experience
High Crossing, Madison, WI, 53718

About: I currently have one cat, Zelda, who is very social, playful, and always wants attention. Her bonded sister, Sprite, passed away not too long ago after a very short life full of health problems, so I'm very accustomed to giving oral medication through wet food and treats and keeping my distance whenever a cat needs their space. I do not have experience with injection medication.

Sitter Profile Image: Lydia S.
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Lydia S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
20 years of experience
Schenk-Atwood, Madison, WI, 53704

Lydia did a great job dropping in to take care of my cat. She had to give pills, kept me updated well, and sent pictures every time! My cat seemed happy when I returned and the house was well taken care of. Would hire again!

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Sagan P.
Sitter Profile Image: Joan F.
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Joan F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
160 reviews
48 repeat clients
18 years of experience
Eastmorland, Madison, WI, 53714

Joan was so wonderful and communicative! She took great care of my cats and brought them some treats too :)! She was also wonderful in letting me know my automatic feeders were low on food. She then made time to come in and ensure my cats had food. 10/10 recommend and will be booking w Joan again next time we’re out of town!

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Jamee M.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
97 reviews
23 repeat clients
17 years of experience
East Buckeye, Madison, WI, 53716

Heather was communicative, kind, and took great care of my kitty! I felt comfortable and secure knowing she was there for Minerva, and I would definitely recommend her to anyone needing a sitter!

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Sabrina M.
Sitter Profile Image: Hannah K.
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Hannah K.
from
$17
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
10 years of experience
Madison, WI, 53704

My cat Rigby immediately took to Hannah! I felt super comfortable leaving him in her care. And she saved me when my flight home was delayed by several hours. It's such a relief to have someone who obviously loves animals caring for my friend. I will be rebooking her for my next work trip!

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Courtney B.
Sitter Profile Image: Darby P.
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Darby P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
20 years of experience
Rolling Meadows, Madison, WI, 53714

Darby is thoughtful, punctual and so so kind! She was a wonderful sitter and totally understood my cat's personality and needs! I can't recommend her enough!

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Alysia (Cici) G.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Samantha was wonderful! She was great with communication and left me feeling totally confident leaving my cat in her care. Would recommend and rebook with her again in a heartbeat!

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Emma W.
Sitter Profile Image: Claire S.
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Claire S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
139 reviews
28 repeat clients
20 years of experience
Reston Heights, Madison, WI, 53718

Claire was the perfect person to watch our cat while we were on vacation. She had great communication and gave Tiger the special TLC that he needed.

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Anna S.
Sitter Profile Image: Jennifer P.
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Jennifer P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
375 reviews
118 repeat clients
45 years of experience
McFarland, WI, 53558

Jennifer was truly exceptional. Our two cats are both particular and needy, with lots of detailed instructions, medications, and routines — and she handled everything with patience, care, and professionalism. She followed every instruction to the letter, checked in regularly with thoughtful updates, and took the time to problem-solve when things didn’t go perfectly (which happens with our cats!). Her Rover updates were thorough, with plenty of photos, videos and notes that made it easy to relax while we were away. She was proactive — adjusting to our cats’ moods, getting meds and supplements done even when one of them was hiding, and finding ways to keep both cats happy. Jennifer’s calm, communicative approach and attention to detail made all the difference. We came home to two well-cared-for, content kitties — and a spotless setup. We’ve used Rover for years, and she’s easily one of the best sitters we’ve ever had. Highly recommend!

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Julia H.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
278 reviews
62 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

Jen was wonderful as always. She truly came through in my time of need to care for my cat. She was extremely flexible and gracious when I added days at the last minute. Jen is reliable and great with communication. Don't hesitate, book her!

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Bretagne B.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
24 years of experience
Eastmorland, Madison, WI, 53714

Tina does an amazing job with our girl, Stevie. She’s thorough, fun, and so knowledgeable with dog care. We always know Stevie is taken care of and happy when she is with Tina. And Tina does a little training when she checks in on Stevie which is so great!

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Jessyca A.
Sitter Profile Image: Heather K.
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Heather K.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
38 reviews
15 repeat clients
15 years of experience
East Buckeye, Madison, WI, 53716

Heather took great care of my cats! One of them has some medical issues and a lot of anxiety, but she made sure that he got his important medication without making upset! Great communication and fantastic updates. Thank you, Heather!!

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Jackie F.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

Carly took care of Chester for 1 week as drop-in sitter. My cat looks healthy and handsome as ever. I arrive with a chatty cat greeting me and I get it. I will book Carly again in the future because she not only took care of my cat’s needs (spoiled-prince) but she also respected my place and she is trustworthy and professional.

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Richard N.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
55 reviews
12 repeat clients
3 years of experience
Madison, WI, 53714

I'm so thankful to Anna for watching my cat, Bella! Although fine on her own, Bella was recently prescribed daily medications which she graciously gave. More importantly, Bella seemed to enjoy her company, so much so that I may have been replaced as her favorite human. I will definitely be reaching out to Anna in the future!

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Torria V.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
8 years of experience
McClellan Park, Madison, WI, 53718

Kathryn did an amazing job caring for my grumpy old cat, Rumor. He doesn't usually like strangers, but she got him to play with toys and always spent time with him. I felt better knowing that she was checking in on him everyday!

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Katie A.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per visit
5.0 out of 5 stars
85 reviews
20 repeat clients
25 years of experience
Eken Park, Madison, WI, 53704

I can’t say enough good things about Megan! She takes fantastic care of my cat and sends lots pictures with her daily updates. It puts my mind at ease to know that he is in such good hands when I’m away!

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Mark S.
Sitter Profile Image: Breckin F.
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Breckin F.
from
$12
per visit
7 years of experience
Madison, WI, 53714

About: I've taken care of pets since I was 13. Neighbors and family have relied on me to over night watch, feed, and walk their dogs. I'm currently in school but am available Monday -Thursday any time after 2pm, I am also available any time on the weekend from Friday through Sunday. I am very active and will play with and walk your pet. I am very punctional and will make sure your pet is cared for.

Sitter Profile Image: Mary M.
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Mary M.
from
$18
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
15 years of experience
McClellan Park, Madison, WI, 53718

Mary was absolutely amazing with Potter! We did a meet and greet before to make sure Potter would do well with her two cats and they are such sweethearts. She sent me daily pics and updates on how he was doing. I wouldn’t hesitate at all to book with Mary again in the future.

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Addison B.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$18
per visit
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Keezieng's assistance was a lifesaver this holiday season. His politeness and kindness when meeting us and our cat Olivia was reassuring and he did a great job of updating us during his visits while we were away. We’re so grateful for the excellent care provided!

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Elizabeth M.
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Perfect for high energy dogs - Heritage Heights

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: Elizabeth S.
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Elizabeth S.
from
$30
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

Hi Elizabeth, I just wanted to say thank you for taking such great care of Fox! I really appreciated the updates while I was away. It’s clear you gave her lots of attention and care, and I could tell she was happy and comfortable with you. I’d absolutely trust you again and would happily recommend you to others. Thanks again!

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Raymond X.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$25
per day
5.0 out of 5 stars
175 reviews
62 repeat clients
25 years of experience
Madison, WI, 53718

My dog had a great day at Tony’s! She was happy to be there and enjoyed playing with his pup. Tony sent pictures and updates during the day. When it was time for pick up, I could see my dog was comfortable going in and out of his house and was happy to be there. Tony answered all our questions and is easy to work with. We will be using Tony again until the future!

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Jeanne P.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
117 reviews
24 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Ben is the best! Always so accommodating, and our pup always comes home nice and tired. Super professional, trustworthy, and great with our Lil guy!

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Ethan S.
Sitter Profile Image: Cynthia H.
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Cynthia H.
Star Sitter
from
$45
per day
5.0 out of 5 stars
126 reviews
37 repeat clients
25 years of experience
Schenk-Atwood, Madison, WI, 53704

My pup Popsicle looooves Cynthia! Cynthia is communicative and amazing, cares for her like family and gives thoughtful pupdates. Popsicle looks forward to seeing her every week!

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Josephine D.
Sitter Profile Image: Wystria C.
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Wystria C.
Star Sitter
from
$33
per day
4.8 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Ridgewood, Madison, WI, 53704

About: I started pet sitting at age 12. I’m comfortable with all animals from exotic to barnyard (ex. Horses, pigs, bearded dragons, wolf-dogs, fox, skunks, parrots and ferrets). I have had my dog for seven years, and my senior cat for one year. I currently do Rover full-time! I am a busy bee- I’m also a student at Edgewood College and a new mom! I love taking regulars and new clients! My pets are crate trained and respect boundaries. I also have baby gates for separation. I do not require crate training but it is extremely helpful if your pet is, so please let me know!

Sitter Profile Image: Angel B.
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Angel B.
from
$25
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
Elvehjem, Madison, WI, 53716

Angel was very accommodating with my last minute request and sent tons of photos throughout the day which I appreciated! Merlin had a blast with her dog Bell and her son! He came home tired & ready to rest which is always a nice bonus 😊 I would definitely rebook and recommend Angel for any dogs needs.

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Stephanie D.
Sitter Profile Image: Olivia A.
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Olivia A.
from
$25
per day
5.0 out of 5 stars
5 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53716

About: I took care of my family's dog until I moved to college, and I really miss having a dog! Rover is perfect because it will allow me to satisfy my love for dogs while fitting with my schedule and helping you. I am also hoping to get a dog in the near future. I enjoy running and walking so having a dog with energy is not a problem as long as they are leash trained. I’m currently working from home full time. I can be flexible on when walks occur but am fairly busy between 8-5 and need some heads up to plan around meetings. I do not have a fenced in yard but will take your dog on frequent walks or as needed if you’re booking that service. I’m careful to follow instructions on how to get into your house for walks and lock up on the way out.

Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
64 reviews
22 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

My 7-month-old Jazzy Girl whines in excitement when we arrive at Suellen's, and once out of the car, she races up the steps, eager to be with her friends, Suellen's dogs, Mia & Wes. They all play well together.

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Lucy S.
Sitter Profile Image: Emily K.
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Emily K.
Star Sitter
from
$33
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
34 years of experience
Lake Edge, Madison, WI, 53716

Emily made us feel extremely safe leaving our pup, Tyke, with her! She had a basket full of toys ready to show him & her home felt so cozy & welcoming. I could tell our pup felt safe with her right away & wasn’t stressed during drop off or pick up Thank you, Emily!

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Savannah S.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per day
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert took great care of Arthur - he got many walks, and Robert kept me in the loop of what is happening via many photos throughout the day.

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Jungang L.
Sitter Profile Image: Adriana P.
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Adriana P.
from
$20
per day
5.0 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Madison, WI, 53718

About: I try to provide training for your dog using simple commands and treats. I have a corgy. He likes eating poop, so I am firm with him but lovely. I believe I take my time to rub his belly or play with my dog before feeding him or going for a walk. I always keep treats and bags. I currently have a job from home, with a flexible schedule. I always go outside for walk 10 to 20 minutes o play with tennis ball. I used to go outside 2 or 3 times a day. In the morning the firts walk is longer. I have many different toys and a medium-sized blanket if he needs to rest. They can also go on my couch. If he needs more privacy, I have a big cage with blankets and pillows. I live in an apartment with 2 beds to a bath.

Sitter Profile Image: Shelly T.
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Shelly T.
from
$38
per day
5.0 out of 5 stars
144 reviews
48 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Shelly was so great with my Vinnie. It was his first time staying with Shelly and he clearly had a blast. He came home happy but exhausted - perfect win. I'm so grateful Shelly was willing and able to care for Vinnie on pretty short notice - we will definitely be back :)

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Lindsay K.
Sitter Profile Image: Megan T.
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Megan T.
from
$30
per day
5.0 out of 5 stars
85 reviews
20 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

Megan was absolutely wonderful! Very friendly and I loved the updates. Lazlo was very Happy and had a Fun day 🐕‍🦺😃 Will Definitely be a repeat client!!

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Lisa R.
Sitter Profile Image: Daryl S.
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Daryl S.
from
$45
per day
5.0 out of 5 stars
18 reviews
6 repeat clients
3 years of experience
Elvehjem, Madison, WI, 53716

Daryl has been great with Buddy, it’s exactly what I was hoping for when I signed up!

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Michael L.
Sitter Profile Image: Tracy S.
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Tracy S.
from
$50
per day
5.0 out of 5 stars
49 reviews
13 repeat clients
30 years of experience
Rolling Meadows, Madison, WI, 53714

Tracy was so patient with our elderly dog's needs and actions. Happy definitely had a good time and was exhausted each night! Great availability.

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Stacy R.
Sitter Profile Image: Lorelei & Kayla E.
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Lorelei & Kayla E.
Star Sitter
from
$37
per day
5.0 out of 5 stars
258 reviews
114 repeat clients
35 years of experience
Madison, WI, 53713

Bennett had an amazing time with Lorelei! She has a great setup and provides plenty of cute picture updates. I will definitely use her again!

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Brittany L.
Sitter Profile Image: Ella W.
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Ella W.
from
$30
per day
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Ridgewood, Madison, WI, 53704

Ella was really sweet for helping me find a sitter last minute. Her communication before, during, and after was impeccable! It made me feel assured that Remy was in good hands while in her care. I highly recommend!

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Vianna A.
Sitter Profile Image: Kara S.
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Kara S.
from
$35
per day
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Kara is wonderful! She has been so flexible in arranging Birdie’s care and very attentive to Birdie’s needs. This is Birdie’s first daycare experience and it went really well thanks for Kara.

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Kate M.
Sitter Profile Image: Meghan D.
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Meghan D.
from
$44
per day
5.0 out of 5 stars
20 reviews
8 repeat clients
12 years of experience
Rolling Meadows, Madison, WI, 53714

We are not from Madison, but just in town for one evening. Meghan’s communication was excellent from the beginning to the end. We talked about our situation and what we needed for care later in the evening. Meghan provided fantastic care for Moose - playing lots of fetch and helping him with his nervous separation. She took and shared lots of photos and brought him on 3 walks. Her profile was thoughtful and drew us in - we knew she would be the perfect fit. We are thankful for her hospitality and letting us park our car in front of her house while we were in town for a football game. If we are in the Madison area again, we will hire Meghan to hang out with Moose. Thank you! ??

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Heather B.
Sitter Profile Image: Jieqi (Jackie) M.
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Jieqi (Jackie) M.
from
$45
per day
5.0 out of 5 stars
27 reviews
4 repeat clients
5 years of experience
Ridgewood, Madison, WI, 53704

Jieqi was very responsive and welcoming to us and our puppy. Luna was well cared for and we received a photo and update even for just a 4 hour stay. I highly recommend Jieqi and will be using her again.

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Monica P.
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Adventure-ready dog walkers - Heritage Heights

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: Blaze D.
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Blaze D.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Madison, WI, 53704

About: I’m all of my friends and families first choice to watch their pets when they are out of town. I’ve looked after a variety of breeds of dogs and many cats as well. I’ve always had dogs in my life growing up so I’m very familiar with reading their body language and knowing how to care for them. I work full time but have a lot of flexibility to check on your pet throughout the day and have the opportunity to work remote as well I’ve never a met a pet that didn’t like me. I’m very good at reading dogs body langue and knowing what they need. Cats also like me and I’m good at reading their body language as well

Sitter Profile Image: Carley T.
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Carley T.
from
$18
per walk
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

So very happy with walks with Carley. She is solid, confident, relaxed and positive. I have a dog who can be challenging (reactive) and she is more than up to the task!

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Sabrina C.
Sitter Profile Image: Tina K.
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Tina K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
40 years of experience
Eastmorland, Madison, WI, 53714

We love Tina and our dog Stevie loves her even more! We use her often for check-ins and walks. She goes above and beyond with communication and photos. Appreciate having her in our life to love on our dog.

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Jessyca A.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
47 reviews
18 repeat clients
25 years of experience
Madison, WI, 53704

Always does great with my big pups

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Ernst G.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
McClellan Park, Madison, WI, 53718

Lynelle was very patient, responsive, and caring towards our puppy. She was also quick to respond to our messages. Highly recommend! Thank you! 😊

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Jackie M.
Sitter Profile Image: Wystria C.
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Wystria C.
Star Sitter
from
$16
per walk
4.8 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Ridgewood, Madison, WI, 53704

Wystria does a great job!

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Trent K.
Sitter Profile Image: Baylee M.
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Baylee M.
from
$20
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

Baylee was awesome with my puppy dog, and my dog adored her. Very reliable, great communication, and she really did have my dog’s safety in mind while providing a fun and energetic walk. Highly recommended — will hire her again!

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David P.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
55 reviews
12 repeat clients
3 years of experience
Madison, WI, 53714

Anna is always communicative, professional, punctual, respectful, and, most importantly, fantastic with my animals! Both my dog and cat have warmed up to her so much in the last few months and look forward to her visit every Friday.

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Melissa T.
Sitter Profile Image: Alexandria P.
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Alexandria P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
42 reviews
12 repeat clients
16 years of experience
Madison, WI, 53704

Alexandria has been walking my dog, Louie, for several weeks now since I’ve been recovering from knee surgery. She’s reliable, communicative, and has been great with his occasional leash reactivity. I’m happy to have Alexandria walking my dog while I can’t!

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Hailey L.
Sitter Profile Image: Liz S.
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Liz S.
from
$17
per walk
5.0 out of 5 stars
42 reviews
6 repeat clients
10 years of experience
Monona, WI, 53716

Thank you Liz! Appreciate your help!

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Garrick H.
Sitter Profile Image: Lindsay B.
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Lindsay B.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
McClellan Park, Madison, WI, 53718

Lindsay is amazing!! She was able to come over and take my golden retriever for a walk and to the dog park. She also has a dog who was able to join in on the fun, which is always great for my dog who loves to play! She’s super kind and easy to work with. I definitely recommend her, and will be booking her again in the future!

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Kelli G.
Sitter Profile Image: Keezieng V.
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Keezieng V.
from
$19
per walk
5.0 out of 5 stars
68 reviews
30 repeat clients
3 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Keezieng has been a fantastic dog walker this past week! Very flexible and always on time, he made sure that Stella always had a nice mid-day walk.

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Colin S.
Sitter Profile Image: Breckin F.
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Breckin F.
from
$15
per walk
7 years of experience
Madison, WI, 53714

About: I've taken care of pets since I was 13. Neighbors and family have relied on me to over night watch, feed, and walk their dogs. I'm currently in school but am available Monday -Thursday any time after 2pm, I am also available any time on the weekend from Friday through Sunday. I am very active and will play with and walk your pet. I am very punctional and will make sure your pet is cared for.

Sitter Profile Image: Aidan H.
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Aidan H.
from
$17
per walk
12 years of experience
McClellan Park, Madison, WI, 53718

About: I’ve been around dogs and cats my entire life, so caring for animals has always come naturally to me. I understand that every pet has their own personality, routine, and needs, and I treat each one with patience, attention, and genuine care. Whether it’s playtime, walks, or just keeping them company, I want every pet to feel safe, comfortable, and loved while you’re away. My schedule is very flexible, which allows me to give pets plenty of time, attention, and consistency throughout the day. I’m home often and have the availability to stick to your pet’s routine, whether that means walks, playtime, feeding schedules, or just keeping them company. I enjoy having the time to provide attentive, reliable care and make sure every pet feels comfortable and well looked after. Your pet’s safety and comfort would always be my top priority during overnight or daycare stays. I recently moved here with my cat and currently live with my sister, who has one friendly dog and two cats. The dog gets along well with other dogs, and the cats are generally comfortable around dogs as well. I understand that every pet has different comfort levels, so if needed, the cats can easily be kept in a separate room to provide a calm and stress-free environment for everyone. I’ll always make sure your pet feels safe, supervised, and cared for while staying in my home.

Sitter Profile Image: Valeriia H.
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Valeriia H.
from
$10
per walk
5.0 out of 5 stars
6 reviews
4 years of experience
Madison, WI, 53718

About: Hi:) I am a dog lover and I have 4 years of experience of pet sitting. I am looking forward to take care of your dog and make sure your dog enjoys the time while you have to be away. Me and you dog will definitely have fun together:) I work part time remotely, so I am able to walk your dog as many times a day as needed. I will make sure your dog stays active enough and does not get bored while staying with me:) In my apartment complex I have a special fenced area where I can walk your dog. If you want, I can also use leash there

Sitter Profile Image: Amy A.
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Amy A.
from
$11
per walk
5.0 out of 5 stars
1 review
1 year of experience
Madison, WI, 53714

Helped out immensely when I decided to take a last minute trip, very attentive and flexible care, greatly appreciated.

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Wystria C.
Sitter Profile Image: Ernst G.
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Ernst G.
from
$15
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Monona, WI, 53716

Ernst is super friendly, responsive and knowledgeable. We have 70 lbs adolescent pup who has a lot of energy to give. Ernst is great at keeping our pup in line. I already notice an improvement in our pet’s loose leash walking!

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Sofia S.
Sitter Profile Image: Mary M.
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Mary M.
from
$15
per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
20 years of experience
McClellan Park, Madison, WI, 53718

Fantastic! Highly recommended!

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Eli M.
Sitter Profile Image: Emily G.
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Emily G.
from
$22
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Elvehjem, Madison, WI, 53716

About: As a lifelong dog owner, I understand how much happiness our furry friends bring to our lives. My first rescue pup was a golden retriever mix named Luna, the sweetest dog who stole hearts everywhere she went. I currently have a Rottweiler who loves romping in the yard and excels at snuggling. It would be my pleasure to care for your dog while you are away. Long walks, playtime, and endless snuggles are services I can provide. I am comfortable with large breeds. My work schedule is quite flexible, so I have availability most days. I would be happy to meet you and your dog prior to bookings. I am passionate about animal rescue, and have experience volunteering at Dane County Humane Society. I look forward to meeting you and your pup!

Sitter Profile Image: Emma S.
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Emma S.
from
$20
per walk
8 years of experience
Madison, WI, 53703

About: I’m an incoming veterinary student and pet owner. I’ve grown up taking care of my cat and dog and love spending my time with animals. I have worked as a veterinary assistant for the past 3 years. Daily dog walks are an important part of my routine and I have a flexible schedule. I love meeting new people and animals on the island! I have experience with dogs of all sizes and am an active person. I also keep my dog leashed and am amenable to dog’s specific needs.

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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 - Heritage Heights

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: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
78 reviews
24 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Finn had a wonderful time with Duane and Lauren. They took such good care of Finn, kept him happy, busy and excercised. Im so grateful! Will book again soon!

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Heather A.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
184 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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Alison S.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert are the best! They took such good care of our little dog, who has never spent time away from us. They took him on walks, played with him, and kept him warm and safe. Our dog loved Tank (their dog) and the kids. He had a blast with this lovely family. They are kind and warm people who took excellent care of our dog. It is evident that they are expert dog owners who have fostered and trained many dogs. We will definitely book them next time we leave town. We highly recommend them!

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Hanan A.
Sitter Profile Image: Alexander & Hannah K.
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Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Thanks so much for always taking such great care of Ollie! I truly appreciate knowing he's in good hands, happy and snuggled while I'm away. ❤️

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Stephanie M.
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
5 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.

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Barb R.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
175 reviews
62 repeat clients
25 years of experience
Madison, WI, 53718

Tony has watched Dessie well over a dozen times in the past year and a half. Though she is typically quite nervous around other humans as a rescue, it’s clear that Tony has earned her love and affection. She has a great time playing with all the other dogs and I love getting photos of her every day while I’m away. Tony is extremely reliable and my go-to whenever I need someone to watch my precious girl.

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mitch s.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
272 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

He’s amazing with my dog. He understands how she’s upset with changes and is patient with her. My dog seems to enjoy her time with him and is happy and healthy when I pick her up.

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Natalia B.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$38
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

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Michael K.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
22 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

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Rukmini B.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$35
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!

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Chuck S.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie was amazing with Ollie! She was great to communicate with and gave Ollie so many snuggles while he was there. She also sent pics and updates throughout the stay which I really appreciate. Highly recommend!!

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Angi K.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!

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Alma & Samuel F.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
121 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Estrella loved going to Sarah's house! She always has a fun time playing with Sarah's dogs and she met a new friend in the regular daycare dog they host. We got lots of adorable pictures and videos and Estrella came home tired and happy!

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Poushali G.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Derek & Yoki S.
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Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

Yoki and Derek were great with Ziggy and Zoey, who were staying overnight away from me for the first time in their lives! They were very patient with my pups and generously shared photos throughout the duration of the dog’s stay.

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Thaddeus D.
Sitter Profile Image: Alexandria P.
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Alexandria P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
16 years of experience
Madison, WI, 53704

Alex did an amazing job with Mini and Rogue! She provided me with daily updates/pics and she was very communicative. When I picked my girls up, I saw the joy they had staying with her, and I was really able to tell that she was taking great care of them. 1000000/10 will be booking with her again :D

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Maizel R.
Sitter Profile Image: Jen C.
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Jen C.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Eastmorland, Madison, WI, 53714

Jennifer watched Teddy for me overnight and did a great job. She was communicative, caring, and made me feel comfortable leaving him with her. Teddy was well taken care of, and I will definitely book with her again! She sent several pictures of him and I could tell he was a happy boy❤️

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Jami M.
Sitter Profile Image: Angelica P.
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Angelica P.
from
$28
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Elvehjem, Madison, WI, 53719

Angelica was communicative and amazing, the pups loved her!

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Dantiel M.
Sitter Profile Image: Christina H.
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Christina H.
from
$40
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Hawthorne, Madison, WI, 53714

Christina (and her dog Beira) were so great for our dog. She was especially responsive and accommodating. Since our dog is somewhat anxious with new people, we asked Christina to make time for a meet and greet at her home so our dog could sniff it out and meet the resident dog a week before boarding her there. She was especially receptive to that and we think it made for a great experience as we could get all our questions out of the way ahead of time!

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Michelle Z.
Sitter Profile Image: Megan T.
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Megan T.
from
$42
per night
5.0 out of 5 stars
85 reviews
20 repeat clients
12 years of experience
Eken Park, Madison, WI, 53704

About: I have had dogs and cats my whole life. My family growing up never had less than 3 pets at a time so I've grown up loving and rescuing animals including taking care of outdoor feral cats,stray dogs, etc. I currently have two cats of my own and hope to have more in the future at the very least by fostering :) Besides when working my 9/5 or rover I spend most of my free time with my cats. I also keep a cat crate and food in my car in case I ever see any stray cats and I have a humane trap at home. I have raised puppies and kittens from 2 months old and have had elderly pets that have lived to be 19 years old so I have experience with lots of pets of different ages, breeds, and personality types. I've taken care of upwards of 7 cats all in the same household so I am also experienced with caring for multiple pets including households with multiple cats and also dogs. I also have experience to varying degrees with deer, rabbits, horses, chickens, quail, and fish. I think pets are family and best friends and I am excited to meet yours and give them lots of love and attention I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick For daycare or boarding for dogs I would prefer they are cat friendly but accommodations can be made for sure! Currrntl due to my job I can’t do morning drop ins or walks during the work week but can on weekends and can still do boardings. There are some afternoons where I occasionally have avilability and my availability is subject to change so please feel free to still message to ask :) I still do have lots of weekend free time too :) I’m happy to watch multi pet house holds and do daycare for multiple dogs if you have more than one! During meet ups I may be wearing a mask - don’t worry I’m not sick I am very immunocompromised so I mask around strangers just as an extra precaution so I don’t get sick In my own household I would provide them with their own toys, food and water bowls, and take them for lots of walks if applicable. My pets and any animals here are allowed to be on the furniture like the couches and bed but I usually put a blanket and a small bed on the ground in case some babies feel more comfy with that. I am more than happy to also crate them!

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