Personalized care for your dog or cat - Westchester Gardens

Highly-rated overnight sitters - Westchester Gardens

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

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

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Kara B.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
123 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: 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

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

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

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Anthony T.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
6 years of experience
Madison, WI, 53704

Ronalisa put our minds at ease when we were out of town for a week. Our dogs were well cared for and we received regular picture and video updates!

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Charity P.
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
88 reviews
27 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!

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Russhell C.
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
31 reviews
7 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

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Hannah T.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!

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Hayley J.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Refine and her family were great hosts! Communication was great and I felt comfortable leaving Blaze with them! If Blaze gets better with potty training I would love for them to keep him again! He was wore out coming home this morning for sure!

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Jasmine J.
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
35 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert were great. Boomer seemed to have a great time with them. He slept in the car the entire car ride home, hour and a half. He will definitely be there again.

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Barb M.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
96 reviews
25 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

We are SO grateful to Alicia for all the consistent care & love she provides our lil’ guy, Modi, each time he stays with her. Our dog is a senior and quite sensitive to changes in routine. Alicia is a “natural” with him & we always know he is enjoying himself and very well cared for with her at her place. 5+ ⭐️!

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Lori H.
Sitter Profile Image: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
35 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family were able to accommodate my last minute overnight dog sitting request. My dogs were so excited to greet their family. They were so kind and welcoming to me as well. They have a lovely fenced yard that my dogs just loved. I will absolutely be using them again.

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Catherine C.
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
275 reviews
149 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val provided excellent care for my lab 9 month old puppy. He communicated well and kept me updated with pictures. Penny seemed very happy and comfortable with Val. I definitely would recommend Val for your dog boarding needs. He is great!

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

Amanda and her family were extremely accommodating and took care of my dog like he was their own. It was my first time using the app and I was nervous but she put that at ease with updates and pictures. Would definitely book again!

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John S.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula takes very good care of our Sadie. Sadie is happy to see Paula when being dropped off so I know that’s true. They go on walks and Paula sends pictures.

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Cindy T.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$50
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
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: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

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Gigi F.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

Jessie was great. He's expensive, but absolutely worth it. My dog came down with an illness a week before a planned vacation, I needed to board her with someone that could administer her meds and where she was isolated with other dogs. Jessie was able to handle her situation, and spoiled the heck out of her as well. I'd definitely book with him again.

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Mark N.
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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 - Westchester Gardens

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: Chelsea B.
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Chelsea B.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
High Crossing, Madison, WI, 53718

Chelsea was kind enough to visit our cat on short notice. She did a great job visiting with Blue, sent us lots of photos, detailed updates, and our cat loved her!! We definitely recommend her :)

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Helen M.
Sitter Profile Image: Blaze D.
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Blaze D.
from
$14
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Madison, WI, 53704

Blaze did a great job taking care of our kitties while we were on vacation. It was our first time using a Rover sitter and he made everything simple and easy. Thank you!

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Katie B.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
309 reviews
69 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

Jen took a VERY last minute booking request from me and was super accommodating and quick to respond. My girl can be very hesitant of new people and she gave Jen some sass, but she was very patient and understanding with her. I appreciated her flexibility and kindness so much!!

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Anna S.
Sitter Profile Image: Brittany S.
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Brittany S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
44 reviews
22 repeat clients
25 years of experience
Marquette, Madison, WI, 53704

Brittany did a great job taking care of my three cats, including dealing with some inappropriate urination one of my cats was doing. She did an extra cleaning of the pine litter boxes which I really appreciated.

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

Heather was so great looking after our fur babies! We were gone for a week on a road trip, and the regular updates, including videos of our kitties playing helped me know they were all happy and healthy, and relieved any anxiety I had about being gone for so long. It was really great. Heather was also very on top of the litter boxes and trash, and very thoughtful and considerate. I would absolutely contact her again next time we are out of town.

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Heather K.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per visit
5.0 out of 5 stars
94 reviews
23 repeat clients
25 years of experience
Eken Park, Madison, WI, 53704

Megan is always the best with my girl!! She sends so many good pictures and report cards from her visits. I always feel safe and confident having her come over.

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Anna S.
Sitter Profile Image: Darby P.
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Darby P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Rolling Meadows, Madison, WI, 53714

Darby's updates were super informative while I was away, having information on how much food my cat ate and what they did during the visit. I was always glad to get photos of my cat enjoying herself in the update!

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Laura B.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie was absolutely fantastic! She took such good care of my boy, and was incredibly gracious and kind about adjusting the booking days when my travel plans changed. I was thrilled with her throughout the entire process, and incredibly grateful.

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Rachel C.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was great with our little fur baby! She would give me updates on how much she has been eating and even stopped in a few extra times to check on her. And our old kitty is not an easy one to take care of. She requires several different medications and is finicky about how and when she chooses to take them. Thank you, Cassandra!

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Amanda C.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was great with my cat, Penny! Hailey gained Penny’s trust and affection immediately. Hailey sent detailed updates and lots of pictures which I greatly appreciated! We would definitely trust her to watch after Penny again!

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Anne S.
Sitter Profile Image: alyssa a.
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alyssa a.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
10 years of experience
Marquette, Madison, WI, 53704

I knew Alyssa was going to be the perfect pet sitter for my two kitties when I first met her and she was super cuddly with my little gray boy. But when she sent not only photos but a video which featured my very nervous, very reclusive gray tuxedo girl my first impressions were confirmed! Alyssa was wonderful. I trusted her with my precious buddies and in my home and will definitely trust her in the future!

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Susan J.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Rachael took a ton of amazing pictures of my 3 cats while I was away, and I really appreciated that! It made me feel good to see that they were all doing well. All 3 of my cats seemed to like her too which is awesome!

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Rachel D.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Madison, WI, 53718

This was my first time using Rover and Jennifer was fabulous ❤️ Her updates and photos she provided each day brought me total peace of mind! My cat got into something she shouldn't have and Jennifer let me know right away and kept me updated about the situation as the days progressed. Will definitely be booking with her again!

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Bobbi S.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
51 reviews
13 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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Kristin R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
48 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.

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Wenona W.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
9 reviews
5 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: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
36 reviews
14 repeat clients
10 years of experience
Madison, WI, 53704

Taylor was great with my cat. She communicated well and did everything I asked and more. Mathis loved getting to hang out and cuddle which made me feel better being away!

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Sydney H.
Sitter Profile Image: Mary W.
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Mary W.
from
$13
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
10 years of experience
High Crossing, Madison, WI, 53718

Mary did a great job with my two kitties. They were both quite happy and healthy when I got back home.

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Tom W.
Sitter Profile Image: Autumn H.
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Autumn H.
from
$17
per visit
5.0 out of 5 stars
20 reviews
10 repeat clients
12 years of experience
Sun Prairie, WI, 53590

Autumn did a great job with our 2 cats and even got our shy tuxedo to play and ask for chin scratches.

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Tim C.
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 - Westchester Gardens

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
18 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: Sarah M.
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Sarah M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
123 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

I just can't say enough about how amazing Sarah and Zach are and how much it means to us to have our active social 1 1/2 year old lab in their care. They understand him, take care of him as one of their own and make it so easy to coordinate and communicate.

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

Very friendly, responsive to messages, and provided updates. She took great care of Buddy!

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

We were lucky to have Cynthia as our dog sitter. Cynthia and her family were able to watch our dog Gary on short notice, which made us really happy. Right from the beginning, Cynthia communicated with us well and was very friendly and understanding. We felt comfortable leaving Gary with Cynthia. She sent regular updates with photos and wrote a lovely Rover card at the end, filled with pictures and lots of details. It was so thoughtful and sweet. We would definitely recommend her to others without hesitation. Cynthia is professional, kind, and genuinely loves dogs. Thank you for taking such great care of Gary and being an outstanding dog sitter!

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

Thank you so much for taking such good care of Mace. We haven’t had a night out since we got him. So we were able to enjoy a soccer game without worry. Thank you Ben!!

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

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Janice F.
Sitter Profile Image: Jessica G.
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Jessica G.
from
$30
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
20 years of experience
Madison, WI, 53718

Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!

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Vianna A.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Regine was super responsive and caring with Cora! Cora had a great time staying with her family for the day and I would definitely book again!

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Jordan F.
Sitter Profile Image: Megan T.
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Megan T.
from
$30
per day
5.0 out of 5 stars
94 reviews
23 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: 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

Our 3 dogs love going to Kara’s. They run in the door and barely look back at us. We know they’re having a great time by the photos Kara sends us during their stay. She takes wonderful care of them.

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Sharon S.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
96 reviews
25 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

About: I work remotely and have a fenced in yard so I’m able to look after and hang out with your dog throughout the day. My dog, Milo, is a pup who is the chillest pup I’ve ever met but also loves to play with other dogs and say hi to strangers. I make an effort to make sure owners pets stick to their schedules and I enjoy the active time with them too. I work from home allowing me to watch over pets throughout the day and ensure they have enough outside time and whatever else they may need. I try to stick to owners house rules and routines. I’m an early bird allowing for morning time to get energy out and for pets to start their day with me.

Sitter Profile Image: Briana M.
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Briana M.
from
$40
per day
5.0 out of 5 stars
9 reviews
1 repeat client
16 years of experience
Emerson East, Madison, WI, 53704

Briana is such a kind and empathetic individual! Although my doggy day care was last minute, I felt reassured that Semi was in good hands. Truly someone you can trust with your pups!

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Piper J.
Sitter Profile Image: Nicole G.
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Nicole G.
from
$30
per day
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
Madison, WI, 53704

Nicole and her kids were great. They were very kind and caring with my dog snooper. They have two other dogs that of course want to protect their owner .. but Nicole was careful to keep them on leash or contained during meet n greet. She thoughtfully considered my apprehension about leaving snooper with 3 dogs (they had another for day care I learned later) and figured out ways to keep the dogs separated. The kids were so loving to little snooper I think he had a lot of private attention! Nicole sets a great example for dog care for her kids—- as did her father who was around during meet and greet. So nice to see children take such loving interest in animals.

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Jude S.
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: Rachael D.
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Rachael D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
38 reviews
11 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.

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

Our 2 year old Norfolk Terrier Finn recently spent the day with Robert and had a fabulous time! Lots of walks for Finn and pictures sent to us during the day. I had great piece of mind knowing that Finn was well cared for by Robert, who is great with dogs (as well as people too)! I would have Finn stay with Robert again for sure!

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Amy A.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
37 reviews
14 repeat clients
6 years of experience
Madison, WI, 53704

About: Hi! My name is Rona. I grew up on a farm in the Philippines. As a child, my parents always had dogs and cats at home. I’ve experienced taking care of many different types of animals. It was quite challenging but it’s fun! When I came here, we adopted Maggie and Lyka when they were still puppies. Maggie is a 6 year old Pug and Lyka is a 2 year old Boston Terrier. I love them so much! They are both lovable and friendly. Our neighbors and friends have relied on me to groom, walk, feed and bathe their dogs while they were away. My house sits in a shady private area and is surrounded by parks and trails so there will be a lot of running around and play time when your dog is cared for by me. I can do oral medication administration, I have had a senior dog experience and can provide daily exercise for your pups. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I will update you regularly with pictures and videos to give you peace of mind during your time apart. I am working from home so most of my time will be caring for your fur baby. Daycare drop-off no earlier than 6:00 am and pick-up hours anytime in the afternoon. We have a large fenced backyard and our two dogs, Maggie (Pug) and Lyka (Boston Terrier) are very good with all dogs. They love to play and will keep your fur baby company during their stay. The dogs are in and out all day using 9 steps. We have security cameras and limited access to our property.

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: Brian & Jessie B.
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Brian & Jessie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Sherman Village, MADISON, WI, 53704

About: Happy, loving, patient and playful pupsitters who have experience working as kennel manager, dogsitter, and lifelong dog lovers. We love and care for all creatures big and small and happen to love dogs as though they were our own children (and they are.) My partner Jessie and I share all dog duties in our house. Someone is around the house every day of the week, as Jessie often works from home, and our two pups are always home. We strive to never leave our own pups alone for no more than 4 hours so there's always time and room for bathroom breaks. And if the weather is nice we leave the backyard door open for them to roam free (in a fenced area). It is the most ideal place for a dog to have room to move about, activities to entertain, and loving caretakers to help them live their best life. We have a fenced in yard and plenty of space to roam, along with healthy wildlife distractions, fun toys, plenty of snacks, and generous room inside the house for everyone to feel cozy, warm or cool, and always nurtured.

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

Adventure-ready dog walkers - Westchester Gardens

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
3 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: Mary W.
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Mary W.
from
$17
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
20 years of experience
High Crossing, Madison, WI, 53718

Mary was amazing to work with. She was very gracious about our last minute need, and wonderful with our dog Toliver. He really enjoyed their walks, and I felt like he was in great hands. I would book with Mary again in a heartbeat.

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Michael S.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$20
per walk
5.0 out of 5 stars
18 reviews
2 repeat clients
9 years of experience
Madison, WI, 53718

About: I am a huge dog lover. I love all kinds of dogs and have grown up with all different kinds of dogs of varying size and temperment. My family has had 2 havanese dogs and 2 newfoundlands so I have experience with a variety of sizes. Recently, I lost my soul dog, Max. Max was a shepherd mix and was my whole world. My husband and I had Max since he was a puppy and are looking to get our dog fix by helping out others. We understand the stress finding care for your dog can create, and we would love to help provide a safe and fun environment for your dog when you need it. We have a large yard (unfenced) and safe neighborhood for walks. We also have 2 children, aged 5 and 3. I am a stay at home mom, so I am available most of the time from home any given week. I have 2 children, aged 5 and 3, and they would love to help care for and love on a doggy. I have a large, unfenced yard in a quiet, safe, and dog friendly neighborhood. Our dog Max was always free to run around the yard without any issues. Dogs are allowed inside, on our furniture and I still have Max’s dog bed for use as well. I am also happy to pop in by your house to walk your dog if that’s needed.

Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
62 reviews
17 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

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Leo B.
Sitter Profile Image: Carley T.
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Carley T.
from
$18
per walk
5.0 out of 5 stars
9 reviews
5 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: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
Madison, WI, 53704

Hailey was great- super attentive to the dogs and an awesome communicator with me. I would be happy to have her watch the pups again!

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Claire H.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
119 reviews
24 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Our Great Dane loves Ben. He has had great communication with us during all of his walks and has made sure that Bruno has “done his business” in the mornings. He is our favorite walker

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Stephanie C.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
36 reviews
14 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was very kind with Kora and let her take out her frisbee, which she loves to play with in the afternoons.

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María Paula R.
Sitter Profile Image: Kristina G.
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Kristina G.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Marquette, Madison, WI, 53704

About: I have lived with large dogs my entire life and own 2 cats of my own, one of which I take for walks outside on a leash every day. I am responsible, communicative, and compassionate. Pet happiness is very important to me! I am currently unemployed so my time is very flexible, both during the week and weekends. I am usually unavailable Friday afternoons but that can be flexible as well I love caring for animals in the way that clearly makes them feel safe and happy whether it is the smallest, weirdest, or most random things. I am happy to tailor the experience to each individual pet and their owner, and take safety and communication very seriously as that is what I would want for my cats

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
48 reviews
15 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.

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Amy L.
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: Lisa N.
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Lisa N.
from
$20
per walk
5.0 out of 5 stars
6 reviews
40 years of experience
Eastmorland, Madison, WI, 53714

About: I will keep you updated with photos and messages throughout your pet's stay so you can relax knowing they're well cared for. And I understand their unique needs and personalities. I work from home and part-time, so whatever works for both of us, I will be someone you can rely on. Looking forward to giving to and getting love from your pet! My love for animals will never go away! They will be most comfortable in their own environment and I will help them feel safe in that space.

Sitter Profile Image: Karyanna M.
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Karyanna M.
from
$15
per walk
10 years of experience
Madison, WI, 53704

About: multi-dog household my whole life! schooling and certified experienced grooming 4+ years, as well as 3 years of dog lodging and day care worker. Reliable and safe pet sitting for friends, family and clients for 10+ years. Years of professional experience administering medications and special service requests to animals. Just a deep passion for animals and want to continue working with them outside of work! currently working part time so availability for me looks like Wed-sat 8am through 9pm availability. I am flexible with starting and ending times! Overnight stays if requested! willing to be flexible and accommodating for owners! following proper safety measures, perfecting personal care routines, protocols and tasks. having transparent, accurate and effective communication with owners to ensure dependency and proper safety of their loved ones is being carried out. Following directions requested by owners. They know their pets needs better!

Sitter Profile Image: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
10 years of experience
Bluff Acres, Madison, WI, 53704

Oliver was great with our three dogs, and they warmed up to him right away! Thanks so much for the walks, Oliver :) We'd absolutely recommend Oliver and will reach out to him for any future pet care.

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Ami H.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
55 reviews
16 repeat clients
26 years of experience
Madison, WI, 53704

Sarah was great! Super friendly, responsible, sweet, and an obvious animal lover. We are lucky to have found her to help us with our dog, Pax!

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Brielle E.
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: Lexi F.
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Lexi F.
from
$15
per walk
5.0 out of 5 stars
6 reviews
6 repeat clients
17 years of experience
Windsor, WI, 53598

Lexi is very punctual and easy to work with. She takes great care of our pup and went above and beyond with extra requests today to get him some water and put him in his crate when they got back from their walk. Thank you, Lexi!

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Megan H.
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: Cassandra B.
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Cassandra B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

About: I have done petsitting (cats and dogs) for over 15 years. Usually for animals where I personally know the owners and have spent time with the animal to create a bond/relationship. I want to full disclose with new perspective pets parents: I have a full time, in-office job with the standard business hours, Monday through Friday. If that's not what you are looking for in a house sitter, I understand. If I had a pet of my own, I would ensure all their needs are met. As a petsitter, I would to ensure their animal's life doesn't change or I could make it better in some small way especially since their parent(s) is gone I stay at the animal's home to care for them so their life isn't different than what it usually is for them. Changing their environment can be quite shocking and stressful to them. I try not change their lifestyle too much while the parent is gone

Sitter Profile Image: Tatiana C.
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Tatiana C.
from
$20
per walk
4.8 out of 5 stars
12 reviews
3 repeat clients
7 years of experience
Madison, WI, 53704

About: As a passionate and experienced dog sitter, I bring over 5 years of pet-sitting experience and 4 years of hands-on care with my own pup, who I adopted as a puppy and has grown into a playful, loving companion. He’s wonderful with other dogs and children, which means your furry friend will have a built-in buddy during their stay! I provide a fun, safe, and loving environment for dogs of all sizes and temperaments. I live in a dog-friendly apartment just 2 miles from a spacious dog park where I frequently take dogs for exercise and playtime. Whether it’s walks, runs, car rides, or simply cuddling on the couch, your pet will receive plenty of attention, affection, and activity while in my care. I’ve also volunteered at the Humane Society in Green Bay during college, where I gained valuable experience working with dogs of all breeds and energy levels. I pride myself on being active, attentive, and highly dependable. When your dog is with me, they’re not just being watched—they’re being cared for like family. If you’re looking for someone who will treat your pup like their own, provide regular updates, and ensure they feel right at home, I’d love to be that person. Feel free to reach out with any questions—I can’t wait to meet your best friend! I work part time monday - thursday and my boyfriend starts work later in the day so my pup usually is only home alone for 5 hours out of the day and I come home during my breaks. I usually take him potty and feed him at that time and allow for some play time before going back My puppy loves running. He is a high-energy dog so we do walks and he has lots of toys to play with. We also have a balcony so we like to people watch together in the mornings ! If your dog is not into other dogs or high energy, my pup is also crate trained.

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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 - Westchester Gardens

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

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

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Kara B.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
123 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: 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

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

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
6 years of experience
Madison, WI, 53704

Ronalisa put our minds at ease when we were out of town for a week. Our dogs were well cared for and we received regular picture and video updates!

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Charity P.
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
88 reviews
27 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!

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Russhell C.
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
31 reviews
7 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!

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Hannah T.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!

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Hayley J.
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
35 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert were great. Boomer seemed to have a great time with them. He slept in the car the entire car ride home, hour and a half. He will definitely be there again.

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Barb M.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
96 reviews
25 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

We are SO grateful to Alicia for all the consistent care & love she provides our lil’ guy, Modi, each time he stays with her. Our dog is a senior and quite sensitive to changes in routine. Alicia is a “natural” with him & we always know he is enjoying himself and very well cared for with her at her place. 5+ ⭐️!

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Lori H.
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
275 reviews
149 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val provided excellent care for my lab 9 month old puppy. He communicated well and kept me updated with pictures. Penny seemed very happy and comfortable with Val. I definitely would recommend Val for your dog boarding needs. He is great!

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

Amanda and her family were extremely accommodating and took care of my dog like he was their own. It was my first time using the app and I was nervous but she put that at ease with updates and pictures. Would definitely book again!

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John S.
Sitter Profile Image: Jesse L.
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Jesse L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
12 years of experience
Emerson East, Madison, WI, 53704

Jessie was great. He's expensive, but absolutely worth it. My dog came down with an illness a week before a planned vacation, I needed to board her with someone that could administer her meds and where she was isolated with other dogs. Jessie was able to handle her situation, and spoiled the heck out of her as well. I'd definitely book with him again.

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Mark N.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
165 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika was fantastic! We had flight changes and she was very accommodating and allowed us to add a night which helped relieve stress while traveling.

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Marcos S.
Sitter Profile Image: Ben K.
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Ben K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
119 reviews
24 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Ben and Kassy were great. My dog Loki was very nervous and anxious and went above and beyond to help acclimate him to their place and their dogs. They also send me daily pictures and videos. By day 2, he was having a blast! Definitely will be using them again for future trips.

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

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

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Heather M.
Sitter Profile Image: Jen C.
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Jen C.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
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: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
6 reviews
32 years of experience
McClellan Park, Madison, WI, 53718

I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.

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jamie e.
Sitter Profile Image: Beatrice L.
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Beatrice L.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
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: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
10 years of experience
Madison, WI, 53705

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

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Holly K.
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