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
41 reviews
11 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!

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

Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!

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Lisa W.
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
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!

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Brian P.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
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: 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: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

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

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

Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again

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

Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again in the future!

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Jennifer W.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
122 reviews
37 repeat clients
20 years of experience
Mc Farland, WI, 53558

Good communication & flexible with drop off & pick up. Emily made me feel comfortable leaving my girl. She didn't even need the anxiety meds I sent! (my dog, not Emily) =)

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

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

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Kelley S.
Sitter Profile Image: 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: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
8 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: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and his family are the rare sitters that my boys actually enjoy. Upon arriving for their second stay, the boys were off, happily exploring and settling in. They usually have separation anxiety with any sitter, even in my home. It was such a relief that they didn't follow me to the door. I could tell from the photos and videos during their stay and at pick up that they were genuinely happy. It means so much that I know that my little guys are truly cared for! As a single dog mom, dog sitting eats into my budget, but a great experience is a worthy investment in their long-term well being.

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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
276 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Kevin had a great time! This was the first time he stayed over night without us and he did great. Kevin had another dog to play with and I don't think he missed us (well not too much anyway). I would definitely use Val again and recommend him highly.

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Amanda C.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: 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

Alex and Hannah gave lots of TLC with nice walks in the wooded trails nearby. They were extremely accommodating when we arrived late and then had a delayed return. Thanks!

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Mary R.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
143 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: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
89 reviews
27 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula went above for my senior dog. She even slept on the couch with her when she wouldn’t sleep in her crate! I’d definitely have her watch daisy again, maybe not overnight next time though ??

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

Tanya and Hutch could not have done a better job making Molly feel at home with them. You’re getting professional grade photos of your dog every day as well:) Thank you both so much:) Pete and Anne Jones

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Peter J.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
9 years of experience
Madison, WI, 53718

Such a great host family for our dog! She got loads of attention and exercise while she was there. Definitely returning and recommend highly.

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Theran M.
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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: Chelsea B.
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Chelsea B.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
High Crossing, Madison, WI, 53718

Chelsea has been wonderful at checking in on our cat, Blue! We can always tell Blue was well taken care of when we get home. Chelsea is kind, reliable, and sends thoughtful descriptions of her visits with plenty of photos :) We definitely recommend her!!

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Helen M.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
190 reviews
62 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Amanda was great to work with and took excellent care of our two cats. One of our cats is diabetic, and she had no issues administering his insulin. Our other cat is very shy, but by the end of Amanda's visits, she had even come out to see her. We will definitely trust Amanda with our cats again in the future.

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Amanda B.
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: Heather B.
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Heather B.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
110 reviews
25 repeat clients
17 years of experience
East Buckeye, Madison, WI, 53716

Heather did a wonderful job with her drops in visits with my cat, Benny. She was very attentive at the meet and greet and provided awesome updates throughout her visits.

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Samantha M.
Sitter Profile Image: Hailey R.
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Hailey R.
from
$12
per visit
5.0 out of 5 stars
4 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: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
317 reviews
70 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: Hannah P.
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Hannah P.
from
$12
per visit
1 repeat client
1 year of experience
Hawthorne, Madison, WI, 53714

About: Never had cats of my own but have taken care of others cats, including checking in on them, cleaning the litter box, and playing with them.

Sitter Profile Image: Krista I.
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Krista I.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Krista did such a great job watching our cats and keeping us updated during a longer trip away from home. Our cats seemed to really like her based on photos we were sent and daily updates!

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Audrey 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 did a great job with our cats! She was confident and asked great questions at our meet and greet. Our boys felt comfortable and she was able to pill our tricky cat. Darby has great attention to detail and really cares about the boys and building a positive relationship with them. It is clear that she really cares about her work and care for the animals. We are so fortunate to have found Darby! Thank you Darby!

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

Megan is the best!! She was very flexible when our kept changing and was always willing to work with what we needed! She provides the best cards and pictures of our girl and I know she is in the best hands with her.

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Anna S.
Sitter Profile Image: Adrianna C.
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Adrianna C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
67 reviews
18 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Where do I begin?! I'm so very happy to have found Adrianna on Rover! She is very professional and a true animal lover. My cat, Hannah (who is an excellent judge of character), warmed up to her right away. I will definitely book Adrianna again!

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Sue G.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
54 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: Cassandra B.
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Cassandra B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
38 reviews
11 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was great to have!! She took a somewhat late holiday booking and we so appreciate her help with our Peach. She can be pretty nervous and apprehensive and Cassandra gave her the space that she needed.

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Anna S.
Sitter Profile Image: Sydney R.
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Sydney R.
from
$23
per visit
5.0 out of 5 stars
79 reviews
25 repeat clients
10 years of experience
Madison, WI, 53718

Sydney was great—very helpful, communicative, and professional. Would love to book her again; the whole process was painless and I never felt anything less than confidence and trust.

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

Autumn is a repeat for us. Our cats love her!

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Tara L.
Sitter Profile Image: Katelyn R.
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Katelyn R.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
45 reviews
14 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Katelyn took great care of my cat and made sure she got lots of playtime and attention. She was also able to be flexible when our travel plans changed last minute.

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Hannah P.
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: Megan H.
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Megan H.
from
$12
per visit
5.0 out of 5 stars
5 reviews
10 years of experience
High Crossing, Madison, WI, 53718

Megan was sweet with my boy. I would recommend her to watch your pets.

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Adriana P.
Sitter Profile Image: Kathryn N.
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Kathryn N.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
14 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: 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.
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Why choose a sitter on Rover

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    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

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.

1 / 1
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
20 reviews
3 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: 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

My pup Popsicle loves Cynthia and gets so excited to see her! Cynthia gives excellent ‘pupdates’ and is super-communicative, so when you’re away from your pup (and missing them), you’ll get beautiful pics and updates. She treats my pup like family, and I’ve hired her again and again!

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Josephine D.
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: Ben K.
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Ben K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
122 reviews
25 repeat clients
15 years of experience
Eken Park, Madison, WI, 53704

Ben and Kassy were awesome! My dog DouDou was only 8 months old and very nervous and shy and we booked a daycare first to let him get along with them and make new friends. They try their best to help familiarize him with their place, and their dogs. I can tell they love dogs a lot!

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Peiqi Z.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
97 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: Jessica G.
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Jessica G.
from
$30
per day
5.0 out of 5 stars
29 reviews
7 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: Julie D.
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Julie D.
from
$40
per day
4.9 out of 5 stars
100 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: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
54 reviews
13 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: Adriana P.
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Adriana P.
Star Sitter
from
$20
per day
5.0 out of 5 stars
6 reviews
3 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: Emma R.
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Emma R.
Star Sitter
from
$40
per day
4.9 out of 5 stars
93 reviews
30 repeat clients
35 years of experience
Marquette, Madison, WI, 53703

Emma was super sweet and I could immediately see that she was a dog person. She took great care of our dog and we felt assured that he would be safe and well taken care of. Highly recommend for the Madison area!

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Natasha B.
Sitter Profile Image: Megan T.
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Megan T.
from
$30
per day
5.0 out of 5 stars
96 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: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
78 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

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

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Kay C.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$25
per day
5.0 out of 5 stars
186 reviews
64 repeat clients
25 years of experience
Madison, WI, 53718

Tony watched my dogs for a couple days in a row and he was great! He is very communicative and sent lots of pictures throughout the day. Will definitely request services through him again in the future.

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Jessica K.
Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$34
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan & family did a great job with Augie. He came home from daycare happy and healthy. We especially enjoyed receiving updates with photos during the day.

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

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

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

Lorelei and Gail watched Pistachio for us while we were getting married! They sent us so many of pictures and videos of Pistachio happily playing with their dogs, it made our eventful evening even better. Pistachio came home tired and happy. We truly appreciate the care and communication.

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Emaad M.
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
15 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: Alyssa T.
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Alyssa T.
from
$55
per day
5.0 out of 5 stars
84 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: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
64 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie has taken great care of Arnie! He loves to play with Zilla and hang out in the yard. We will definitely bring him to Julie for more daycare in the future!

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

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: Paige J.
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Paige J.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
3 years of experience
Madison, WI, 53718

Paige was great with my Tessa! Super understanding of her being a timid rescue dog. Really communicative and easy to work with!!

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Virginia R.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
20 reviews
3 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: 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: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
63 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
4 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: 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: Megan H.
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Megan H.
from
$14
per walk
5.0 out of 5 stars
5 reviews
10 years of experience
High Crossing, Madison, WI, 53718

About: What sets me apart is my genuine love for animals. Spending time with pets is truly one of my favorite things, and I treat every pet as if they were my own. I enjoy getting to know each animal’s unique personality, whether that means playing with an energetic dog, giving extra attention to a cuddly cat, or providing gentle companionship to a senior pet. I believe pets thrive when they feel loved, comfortable, and understood, so I focus on building trust and creating a positive experience for them while you're away. Being around animals brings me so much joy, and I take pride in making sure they feel happy, safe, and cared for. You can count on me to provide plenty of affection, attention, and personalized care, along with regular updates so you can have peace of mind knowing your pet is in loving hands. I am currently a nursing student at UW Madison and have time throughout both the week and weekend to spend time with your pet! Typically earlier or later in the day is best for me but I am able to be flexible. I care for pets by sticking closely to their normal routine so they feel comfortable and at ease — feeding them on schedule, going on walks, playtime, and any specific instructions from their owner. I spend a lot of time giving attention and affection, whether that’s active play for energetic pets or calm companionship for seniors or more relaxed animals. I always try to make them feel safe and cared for while their owner is away. I also send updates so you know how they’re doing and can feel confident they’re in good hands.

Sitter Profile Image: Jamie K.
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Jamie K.
from
$20
per walk
5.0 out of 5 stars
53 reviews
16 repeat clients
14 years of experience
Madison, WI, 53704

Jamie is awesome! She went above and beyond our expectations while taking care of our boys!! She is very professional and took the time to meet the boys before our scheduled dates with her. We got great pictures from her!! We will definitely be using her again

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Megan R.
Sitter Profile Image: Sydney R.
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Sydney R.
from
$25
per walk
5.0 out of 5 stars
79 reviews
25 repeat clients
10 years of experience
Madison, WI, 53718

Sydney is a fantastic dog walker. She is great at communicating both before and during walks. She is incredibly reliable. She does a great job!

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Tricia S.
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: Carley T.
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Carley T.
from
$18
per walk
5.0 out of 5 stars
10 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: Ben K.
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Ben K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
122 reviews
25 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: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
143 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: Lindsey D.
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Lindsey D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
50 reviews
18 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Lindsey is awesome! My dog fell in love right away :) She is super attentive and communicative.

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Alexis B.
Sitter Profile Image: Ben G.
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Ben G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
35 years of experience
Madison, WI, 53718

Ben was great with my large standard poodles. He did a previsit and asked a lot of good questions. He knew how to slowly earn their trust. Ben sent pictures and updates from each visit. He also administered medication. We will definitely have him care for them again.

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Jean L.
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: 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: Oliver D.
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Oliver D.
from
$15
per walk
5.0 out of 5 stars
10 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: Adrianna C.
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Adrianna C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
67 reviews
18 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: 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

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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 - 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
41 reviews
11 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!

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

Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!

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Lisa W.
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
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Pretzel has a great 2 week stay. Duane& Lauren took great care of him and he has lots of playtime and walks to keep him busy. Their place is warm and cozy even in the cold winter!

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

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

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

Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again

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

Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again in the future!

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Jennifer W.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
122 reviews
37 repeat clients
20 years of experience
Mc Farland, WI, 53558

Good communication & flexible with drop off & pick up. Emily made me feel comfortable leaving my girl. She didn't even need the anxiety meds I sent! (my dog, not Emily) =)

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Allie S.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
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: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
8 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: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
276 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Kevin had a great time! This was the first time he stayed over night without us and he did great. Kevin had another dog to play with and I don't think he missed us (well not too much anyway). I would definitely use Val again and recommend him highly.

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Amanda C.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: 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

Alex and Hannah gave lots of TLC with nice walks in the wooded trails nearby. They were extremely accommodating when we arrived late and then had a delayed return. Thanks!

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Mary R.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
143 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: Tanya & Hutch K.
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Tanya & Hutch K.
from
$40
per night
5.0 out of 5 stars
5 reviews
25 years of experience
Monona, WI, 53716

Tanya and Hutch could not have done a better job making Molly feel at home with them. You’re getting professional grade photos of your dog every day as well:) Thank you both so much:) Pete and Anne Jones

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Peter J.
Sitter Profile Image: Elizabeth S.
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Elizabeth S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
9 years of experience
Madison, WI, 53718

Such a great host family for our dog! She got loads of attention and exercise while she was there. Definitely returning and recommend highly.

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Theran M.
Sitter Profile Image: Kara S.
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Kara S.
from
$40
per night
4.7 out of 5 stars
92 reviews
29 repeat clients
10 years of experience
Reston Heights, Madison, WI, 53718

Kara is one of a kind! My dog Tashi spent nine days with Kara at her home with her animals and was cared for as one of her own. We got an update every single day about how she was doing and pictures which reassured us since we were nervous about being so far away from her for such an extended time. Tashi got to hang out with her dogs in her backyard, got her daily walks, got lots of couch and bed time, and was super well looked after and cared for. We are so grateful to have found Kara and know that we can leave and Tashi will be happy and in a home where she feels so comfortable and is in such good hands. Kara even allowed us to pickup at 10:45 pm after a late night flight home! Thanks a million!

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

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

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

Ben & his dogs are wonderful- my 2 year old Bernedoodle fit in perfectly and had a great time romping with Ben’s dogs. Ben was a great communicator and shared helpful videos and photos. Cosmo can’t wait to stay with Ben again!

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Emily J.
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 family were great to our pup! We submitted a request only 4 days before we needed to use them. We did a meet and greet 2 days later and they were able to take Rosie just a couple of days later, as requested. Meghan was very prompt with responses, and I got regular updates including pictures of her kids giving so much love to our dog while we were away.

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Melissa O.
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