Personalized care for your dog or cat - High Crossing

Highly-rated overnight sitters - High Crossing

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

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

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Richard E.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
2 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: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

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Kristine B.
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: 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 wonderful,she kept me updated everyday with pictures and text messages. We were gone for ten days and I could enjoy my trip knowing she was taking care of and giving the best care to my two dogs. It’s great to feel free to travel and know that your pet is well taken care of. We look forward to working with Edith again and we’ll recommend her to our friends.

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Angela H.
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
34 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!

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Jessica V.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
186 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

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

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Christina Z.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
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
274 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val watched My dog Bentley over night and he seemed to enjoy himself. He was. He was nice and tired when I picked him up so I'm sure he had a good time with the other dogs as well. I will definitely use Val in the future to watch my pup.

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

Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.

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Christy K.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was great with our dog, Comet! She sent photos and updates and Comet seemed very happy both in the photos and when we got back. I would highly recommend booking Margaret and we will try and book her again in the future!

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Katy J.
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
24 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

Excellent job. My dog can be slow to warm up but she got along with Alicia right off the bat. Always feel relief when someone caring is looking after my dog.

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Gwen G.
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
6 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: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
34 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Absolutely wonderful experience having our two pups stay with Erik and his family. Extremely communicative, kind and accommodating through the process. Would HIGHLY recommend to anyone worried about hosts looking after their loved pets.

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Brian & Jessie B.
Sitter Profile Image: Suellen A.
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Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
69 reviews
24 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Suellen took exceptional care with our three puppies. She has the patience of an angel and sent so many great updates. Can’t thank her enough for the care!

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Robbie M.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$45
per night
5.0 out of 5 stars
2 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: Kara S.
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Kara S.
from
$40
per night
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Best in home dog care around! Kara takes exceptional care of our dog and our dog loves spending time with her and her animals. We appreciate the care and peace of mind knowing our dog is in good hands provides.

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Terah S.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
4 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: Megan T.
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Megan T.
from
$42
per night
5.0 out of 5 stars
91 reviews
21 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
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Cat caregivers near you - High Crossing

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: Claire S.
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Claire S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
141 reviews
29 repeat clients
20 years of experience
Reston Heights, Madison, WI, 53718

Claire was an excellent sitter for our two cats. She provided us with some great pics, played with and brushed them. She was also accommodating with last-minute scheduling change for her start date/time. We hope she’s available for us the next time we need someone.

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Michael C.
Sitter Profile Image: Jeff L.
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Jeff L.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
60 reviews
8 repeat clients
40 years of experience
Sun Prairie, WI, 53590

Jeff was wonderful in caring for my elderly kitty! He provided thorough updates, pictures, and completed all care tasks wonderfully. I was so glad to have Jeff drop in to check on my cat while I was away and mostly without internet for almost 3 weeks! I’ll definitely call on Jeff next time I’m gone!

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Jessica F.
Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$15
per visit
5.0 out of 5 stars
3 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: Darby P.
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Darby P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
31 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: Mary W.
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Mary W.
from
$13
per visit
5.0 out of 5 stars
8 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: Amanda K.
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Amanda K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
186 reviews
59 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda was attentive and caring for our kitty family members. So glad she could help us out. We'll always hope to book with Amanda when we have to be away from home.

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Kathy C.
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 was wonderful for our cats. They were well taken care of and it was as though we weren’t gone!

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Tara L.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
9 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: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
300 reviews
68 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

Jen once again did an amazing job with our cats and they love her. She provides detailed updates and is so flexible when we need it. We will be booking again!

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Danielle D.
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
13 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: Hailey R.
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Hailey R.
from
$12
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

Hailey was very responsible and communicative. Would definitely have her help with Boots again!

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Michelle R.
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 absolutely fantastic when she stayed with my 2 cats for a week. She was communicative, sent photos, and kept me in the loop while we were out of the country for a week. I'm a self-proclaimed helicopter mom when it comes to my kitties, and I completely trust Cassie with my boys. Highly recommend, and I'll definitely book again with her!

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Marilyn H.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Adrianna took such good care of our kitty when we were away for the weekend. She administered his medication with no issue and made sure he was comfortable and loved on before she ended each visit. She updated us with lots of cute photos and detailed reports, too!

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

About: I’ve taken care of many of my friends cats and they always love to cuddle up with me. I know how to read their body language to make sure they’re not uncomfortable

Sitter Profile Image: Krista I.
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Krista I.
from
$17
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Sun Prairie, WI, 53590

Krista was great, already rebooked with her. Super responsive and asked great questions at our meet and greet.

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Tracie B.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per visit
5.0 out of 5 stars
91 reviews
21 repeat clients
25 years of experience
Eken Park, Madison, WI, 53704

Megan is such a great sitter for my girl! She takes her time with Peach, even when she gives some sass, and gives her the space she needs, while also making sure she has plenty of playtime and all her needs are met! I’m thankful to have found her.

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Anna S.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
35 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: Heather B.
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Heather B.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
100 reviews
23 repeat clients
17 years of experience
East Buckeye, Madison, WI, 53716

Heather did a great job tending to my feline’s needs while I was out of town. She was attentive and kept me updated, as needed, on happenings. Thanks, Heather!

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Mark M.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
50 reviews
12 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.
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Perfect for high energy dogs - High Crossing

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

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Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$30
per day
5.0 out of 5 stars
17 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
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Perfect set up for dog heaven. I needed a sitter for the day and I’m pretty sure my dog had the time of his life. He took a solid nap after picking him up!

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John & Amanda T.
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
2 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: 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: 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

Cynthia went above and beyond for our pup. She’s so caring and thoughtful, and sent lots of updates throughout the day. What a wonderful human and pet sitter!

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Jill B.
Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
35 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: Alyssa T.
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Alyssa T.
from
$55
per day
5.0 out of 5 stars
83 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Our pup had so much fun with Alyssa and her dogs! We were nervous using Rover for the first time but Alyssa was communicative and responsive with us throughout the entire process! Ada can’t wait for her next visit :)

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

My little Westie loves Suellen and her two sweet dogs. They treat her like one of their own. It's great for me to be able to drop her off for the day, knowing she'll have fun and be safe.

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Lucy S.
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: 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: 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

Ben was phenomenal - helped us out in a pinch to provide fun and stimulating daycare for our puppy. Super professional, great at providing the right amount of stimulation/rest/play for our pup, and very communicative. 10/10 will definitely be bringing our boy to Ben again!!!

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Ethan S.
Sitter Profile Image: Megan T.
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Megan T.
from
$30
per day
5.0 out of 5 stars
91 reviews
21 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: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
50 reviews
12 repeat clients
30 years of experience
Sun Prairie, WI, 53590

About: I have grown up with dogs and have always had one. I know the dedication and time it takes to give dogs the care and attention they need. Friends and family have trusted me with their pets’ care while they were on trips and I have always found it enjoyable and rewarding. I am currently in grad school and so have flexibility for walks and drop ins! If your pup is comfortable with other dogs, I am happy to welcome them here. We have an extra bed and plenty of toys to share! I have evenings and weekends free, so I am available to play and walk after 4:30pm and on weekends! I have the availability to stop home during my day to let pups out for potty and a play break! I have a pup of my own so your dog will always have company. If necessary, I have a crate that your dog can use to keep them safe. I also have plenty of toys to share :)

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: 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: Julie D.
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Julie D.
from
$40
per day
4.9 out of 5 stars
99 reviews
50 repeat clients
30 years of experience
Lake Edge, Madison, WI, 53716

Julie was very friendly and accepted our booking late the night before we needed her to look after our dog. She took great care of Truffles and sent us plenty of photos throughout the day.

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Stephen P.
Sitter Profile Image: Adriana P.
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Adriana P.
Star Sitter
from
$20
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
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: 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

Jackie is a great sitter! She is very communicative, and I appreciated that she introduced Cleo to her dogs one at a time, and in an intentional way (in the yard first). She's clearly knowledgeable about dog behavior and best practices. We'll definitely use her again!

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Natalie & Joey J.
Sitter Profile Image: Korie L.
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Korie L.
Star Sitter
from
$40
per day
5.0 out of 5 stars
21 reviews
9 repeat clients
20 years of experience
Madison, WI, 53718

Korie took great care of my dog Wolfie. Her response was fast to my request for daycare and Korie’s dog Ozzy played well with Wolfie. They even went on three walks too! Wolfie was a very relaxed pup when I picked him up. Thanks Korie!

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Andrea 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
24 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.

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Adventure-ready dog walkers - High Crossing

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

About: When I lived in Arizona with 6 Boarder Collies, we walked together every morning. I helped my brother care for them, throw balls to them and swim. I love to massage animals. I would love to sit on long weekends overnight. Your pet will feel safe and cared for. I have cared for cats as well. and I owned a cat for 7 years. I am great with following instructions if your pet has special diet needs or any other special needs. The pet owners will feel extremely comfortable leaving me with their pet, as well as coming home from a trip. I also have experience with brushing and bathing dogs. , and brushing cats . I hope this helps to know about what kind of care I would provide for your pet.

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

Tucker would literally try to jump out the kitchen window to get to her for his walk. He loved it so much. Carley was so nice and sweet with Tucker. If we weren't moving across the country I would still want her to walk him

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Rebekah & Alex N.
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: 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: Regine T.
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Regine T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Sun Prairie, WI, 53590

About: Grew and lived in a farm, the neighborhood calls me Ms. Doolittle. Some things never change especially taking care of pets with genuine, tender love. I'm currently working part-time, so I'll have plenty of time to play with your pups! I'm available boarding, dog sitting or walking on weekdays, anytime. I live in apartment, first floor, entire place is safe so as the area for walking. Park nearby and friendly neighborhood. I have a dog to keep your fur baby company.

Sitter Profile Image: Valeriia H.
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Valeriia H.
from
$10
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Madison, WI, 53718

About: Hi:) I am a dog lover and I have 7 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: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
8 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: 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: Kim B.
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Kim B.
from
$18
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
13 years of experience
High Crossing, Madison, WI, 53718

Kim was great and very patient with Turbo!

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Tatiana W.
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: Hailey R.
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Hailey R.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
9 years of experience
Sun Prairie, WI, 53590

About: What sets me apart is my dependable, loving care. I treat every dog like family, giving patient attention, walks, playtime, cuddles, and plenty of love. I work mornings in retail, finish later in the afternoon so I am free later in the day. I enjoy being active, but always plan my schedule around pets to ensure consistent, loving care. I adapt to each pets needs. I grew up with cats and dogs, and provide walks, cuddles, space if needed, plus updates, photos, and lots of love, care, and attention.

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: Christine D.
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Christine D.
from
$15
per walk
4.8 out of 5 stars
22 reviews
7 repeat clients
10 years of experience
Cottage grove, WI, 53527

About: I always had a dog. The house isn’t a home if you don’t have a dog. Family brings there dog over. Every one gets along I’m working part time . Will have time to play and walk your dog. I care for dogs. I have a dog name Louie. We’re always outside I have a big fenced in yard . I have a dog so my house is dog proof. I have a one story house on a quiet street.

Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$20
per walk
5.0 out of 5 stars
17 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: Adrianna C.
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Adrianna C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
62 reviews
16 repeat clients
25 years of experience
Sun Prairie, WI, 53590

About: I have cared for pets of all ages and types for many years, as well as been a pet owner and foster mom for many years. Dogs, cats, rabbits, hampsters, birds, chickens, fish, lizards etc. My family and friends have trusted me to care for, walk, feed, bathe, administer medications and give all the love and snuggles to their animal family members when they are away. I work part time and remote, so I have the flexibility to give all your pets the time, attention and love you need for them. I have a bit of a zoo at my house, so I am more than happy to care for your pets at your residence at this time.

Sitter Profile Image: Alyssa T.
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Alyssa T.
from
$20
per walk
5.0 out of 5 stars
83 reviews
20 repeat clients
10 years of experience
Sun prairie, WI, 53590

Alyssa was communicative, easy-going & respectful. My pup Popsicle felt relaxed around her & enjoyed her walks. Would definitely hire Alyssa again!

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Josephine D.
Sitter Profile Image: Kelsey T.
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Kelsey T.
from
$18
per walk
5.0 out of 5 stars
25 reviews
7 repeat clients
2 years of experience
Sun Prairie, WI, 53590

Kelsey took our dog Pivo in a walk and we could tell by the picture she sent that he loved it. Kelsey was very nice and very punctual with the scheduled walk time. We would definitely ask her again.

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Ray F.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$21
per walk
4.9 out of 5 stars
164 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!

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Cheryl J.
Sitter Profile Image: Emma H.
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Emma H.
from
$22
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
High Crossing, Madison, WI, 53718

The absolute best!!!! Can not speak to her level of care enough!!!

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Caitlin S.
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Over 980,000
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Large dog specialists near you - High Crossing

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

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

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Richard E.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Finny had a blast! I got updates every day and I could see how happy and content he was while I was on vacation. I was very comfortable knowing he was safe and having a great time, and when he got home he was good and tired. Thank you so much! I would be super happy to bring him back and would highly recommend.

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Kristine B.
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: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Last minute booking and sitter was super accommodating! Kept me posted with pics and videos. I felt super comfortable and that my pup was in good hands as soon as I walked in the door! Highly highly recommend!

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Jessica V.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
186 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
18 years of experience
Madison, WI, 53704

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

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Christina Z.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$20
per night
5.0 out of 5 stars
85 reviews
26 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
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
274 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val watched My dog Bentley over night and he seemed to enjoy himself. He was. He was nice and tired when I picked him up so I'm sure he had a good time with the other dogs as well. I will definitely use Val in the future to watch my pup.

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

Erika did a great job with Finchley! She sent us lots of pictures which we loved and finch came back so exhausted and happy! We were very happy with her.

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Christy K.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
30 reviews
7 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was great with our dog, Comet! She sent photos and updates and Comet seemed very happy both in the photos and when we got back. I would highly recommend booking Margaret and we will try and book her again in the future!

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Katy J.
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
24 repeat clients
10 years of experience
Worthington Park, Madison, WI, 53714

Excellent job. My dog can be slow to warm up but she got along with Alicia right off the bat. Always feel relief when someone caring is looking after my dog.

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Gwen G.
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
6 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: Suellen A.
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Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
69 reviews
24 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Suellen took exceptional care with our three puppies. She has the patience of an angel and sent so many great updates. Can’t thank her enough for the care!

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Robbie M.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$45
per night
5.0 out of 5 stars
2 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: Kara S.
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Kara S.
from
$40
per night
4.7 out of 5 stars
91 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Best in home dog care around! Kara takes exceptional care of our dog and our dog loves spending time with her and her animals. We appreciate the care and peace of mind knowing our dog is in good hands provides.

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Terah S.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
4 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: Megan T.
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Megan T.
from
$42
per night
5.0 out of 5 stars
91 reviews
21 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!

Sitter Profile Image: Tanya & Hutch K.
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Tanya & Hutch K.
from
$40
per night
5.0 out of 5 stars
4 reviews
25 years of experience
Monona, WI, 53716

Could not be more accommodating or friendly. Felt very comfortable leaving my coach with Tanya and Hutch.

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Stuart H.
Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$39
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan and her family are absolutely AMAZING!! We did an extended stay and it was our first time using Rover ~ daily updates, pictures.. she and her family took great care of pup while we were away. We will definitely be rebooking with her :)

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

Tony did a great job with our dog, Chester. It was our first time leaving our dog with someone else, so we were a little nervous, but he did so well! Tony was great at sending us pictures and updates every day, and we could tell Chester was having a wonderful time. We’d definitely book with Tony again!

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Amanda E.
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