Personalized care for your dog or cat - Crawford Crossing

Highly-rated overnight sitters - Crawford Crossing

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

1 / 1
Sitter Profile Image: Jaime P.
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Jaime P.
from
$45
per night
5.0 out of 5 stars
• 39 reviews
18 repeat clients
20 years of experience
Baraboo, WI, 53913

“Highly recommend boarding with Jamie!! This was our first time boarding our dogs. Jamie made the whole process very simple and stress free. She sent videos and updated us throughout Chester and Ginger’s stay. We will be using Jamie for boarding again in the future!”

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Kellie M.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 88 reviews
18 repeat clients
15 years of experience
Wisconsin Dells, WI, 53965

“Bethany was amazing! She watched my little Archie for a long weekend and made our getaway more enjoyable by not having to worry about our fur baby! Will definitely be using her again!”

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

“Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.”

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Frozena J.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 44 reviews
6 repeat clients
15 years of experience
Baraboo, WI, 53913

“Clementine had a wonderful time staying with Amber! She enjoyed many walks in the Baraboo area and enjoyed getting to stay with Cypress! Would love to have Amber watch Clementine again!”

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Ashley M.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

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

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Heather M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.”

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Julie D.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole did a great job taking care of our dog, Kevin, and keeping us updated on his stay along with plenty of photos each day. Her and her family seemed to give Kevin lots of exercise and attention. Highly recommend!”

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Lesley S.
Sitter Profile Image: Homa & Matt K.
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Homa & Matt K.
from
$49
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Reedsburg, WI, 53959

“Homa and Matt took in our dog Angus and treated him as family. They have a 2 year old that chased and played with him like their other dog. Angus did not even notice us leaving. Homa sent pictures every day showing a happy dog so we could relax and enjoy our time away. I highly recommend this beautiful place with a spacious yard and loving environment for any dog.”

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Rosemary Y.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“Georgie seemed well cared for and happy. We were so grateful to have a home similar to ours for her to stay while we traveled. We would recommend!”

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Samantha S.
Sitter Profile Image: Cilyr E.
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Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 75 reviews
18 repeat clients
20 years of experience
Black Earth, WI, 53515

“It was very important to me that Zeus was in truly caring and reliable hands, and Cylir did an amazing job. She took great care of him, gave him lots of walks, attention, and love. I was also absolutely thrilled with the dog play area where Zeus could dig and really enjoy his time. It truly felt like Zeus was on a little vacation 😊 Thank you so much! We’ll definitely be back.”

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

“Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!”

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Jessica C.
Sitter Profile Image: Daria N.
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Daria N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Loganville, WI, 53943

“Thank you so much Daria for taking care of Eddie. I loved the pics you send. I hope you will consider watching him again sometime. You were great with our little guy!”

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Barb M.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 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: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 93 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

“Paula took great care of Bear and met all the needs for him. She made sure Bear took walks everyday and occasionally updated me. It looked like Bear had a pleasant time there.”

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Chris C.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
25 years of experience
Portage, WI, 53901

“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”

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Julia B.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 29 reviews
10 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: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

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

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Holly K.
Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
30 years of experience
Reedsburg, WI, 53959

“Very good stay. Daisy was well taken care of. Plus, due to some weather, Barb was able to accommodate a later pickup for us which was greatly appreciated.”

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Paul L.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

“Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.”

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Matt S.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Crawford 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: Amber S.
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Amber S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
• 44 reviews
6 repeat clients
20 years of experience
Baraboo, WI, 53913

“Amber was super great and friendly! Sent picture updates and stayed in touch well! Would definitely use her again if in the area!”

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Leah O.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
• 88 reviews
18 repeat clients
15 years of experience
Baraboo, WI, 53913

“Bethany is so fantastic! We had her checking in on our 2 cats while we were away and she brought us so much peace of mind with her report cards and photos. She is so kind and friendly and took extra time to get photos of our nervous older cat that usually hides from visitors. Thank you Bethany for being our kitties caregiver and friend while we were away!”

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Danielle H.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$9
per visit
30 years of experience
Baraboo, WI, 53913

About: Big crazy cat lady here! Currently have two cats and pretty sure I’ve had a cat in my life 30 out of my 35 years of life. I have lots of flexibility to help you with your kitty needs!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$23
per visit
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca was a treasure! Both for me and my kitters. Pics, and even a video, from each visit, showed how much Zuko warmed up to her right away. Communication before and after was so helpful, since I'd never used a service such as this before. Rebecca's service is definitely a 5-star rating. I'll be calling on her again and again, as needed. Thank you so very much!! NS”

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Nancy S.
Sitter Profile Image: Heather E.
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Heather E.
from
$27
per visit
5.0 out of 5 stars
• 22 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

“Heather was super responsive and took good care of my senior cat. Truly appreciate her diligence and kindness to make time away less stressful for my 4-legged baby.”

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Lisa C.
Sitter Profile Image: Savannah J.
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Savannah J.
from
$14
per visit
7 years of experience
Baraboo, WI, 53913

About: I don’t have any professional experience yet, but I’ve spent years walking and caring for a reactive pit bull. He has taught me how to read animal body language, and how to respond to it when he is uncomfortable or nervous. I am currently working part time. I am available Tuesdays, Wednesdays, Friday and Saturdays after 4 PM. Thursdays and Sunday I am available all day. I usually have the first and last Saturday of every month off, so I am available all day. I do work at a restaurant so there is a chance my schedule could change. I currently live in an apartment with my two cats. Unfortunately I can’t have any more animals in my home, but I am more than willing to come to yours!

Sitter Profile Image: Anna N.
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Anna N.
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
8 repeat clients
15 years of experience
Baraboo, WI, 53913

“Anna is fantastic! My kitties clearly adored her, and I really appreciated how thorough she was with their care. Her thoughtful updates gave me so much peace of mind.”

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Angela F.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$14
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Baraboo, WI, 53913

About: I have taken care of dogs and cats big and small since I was a teenager. I had one ornery cat (RIP Duke) and a small terrier/Chihuahua mix, and 4 chickens who are each very particular, so I can adapt to whatever your pet needs. I am also a registered nurse (for humans!) I'm happy to do dog walks and drop in visits for dogs or cats, mostly on weekends and the random Wednesday. I am flexible with timing if you just shoot me a message! I had an escape artist cat at home so am very used to watching him like a hawk while I come and go! I will treat your pet and your home as my own!

Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
• 218 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

“Once again Kimberly did an excellent job taking care of the furry kids. Senior CKD cat thrives under her care😎. Thanks for all extra attention they get!!”

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Ann B.
Sitter Profile Image: Riley H.
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Riley H.
from
$11
per visit
10 years of experience
Baraboo, WI, 53913

About: I love to travel, but with 2 kitties of my own, I know that it can be so hard to leave them at home! You can trust that I will treat your pet(s) like my own while you were away!

Sitter Profile Image: Grace H.
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Grace H.
from
$22
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
5 years of experience
Baraboo, WI, 53913

“Grace was amazing with my pup while I was out of town. Looked happy and content when I got back! Highly recommend and looking forward to working with Grace again in the future”

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Andre M.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
• 134 reviews
32 repeat clients
30 years of experience
Portage, WI, 53901

“Ashley is amazing, kind, understanding and patient. I would 100% hire her again in the future. Knowing she was there caring for my pet put my mind at ease while I was away.”

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TA C.
Sitter Profile Image: Carlie W.
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Carlie W.
from
$25
per visit
5.0 out of 5 stars
• 57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

“Carlie helped watch my kitty Myra while we were on vacation and they got a long great! Lots of pictures and updates, she is very personable and someone I trusted to come over while we were away. Will definitely use again when needed.”

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Christina R.
Sitter Profile Image: Lucia S.
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Lucia S.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
6 years of experience
Loganville, WI, 53943

“Lucia was a great care giver my dogs loved her & looked forward to seeing her everyday. She was teaching maya some basic commands since she doesn't know anything yet. We are very pleased with her service”

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Traci N.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$12
per visit
5.0 out of 5 stars
• 1 review
3 years of experience
Mazomanie, WI, 53560

About: I have taken care of cats for the last 3 years, and I enjoy it so much, from playing with the cat to cleaning out the litter box.

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

“Hailey was so attentive, loving, and caring. She helped me with our cat and things around the house when we were away. You can trust Hailey. I recommend her.”

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Sandra Ruei K.
Sitter Profile Image: Kirstyn M.
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Kirstyn M.
from
$23
per visit
5.0 out of 5 stars
• 37 reviews
7 repeat clients
3 years of experience
Portage, WI, 53901

“Our cats love Kirstyn. She takes great care of them and is an excellent communicator. We always get multiple pictures and a synopsis of their time together. I highly recommend her.”

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Missy M.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$27
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
7 years of experience
Wisconsin Dells, WI, 53965

About: Bilingual and able to communicate with families in Spanish, as well. Neighbors and friends have trusted me to care for their pets/homes for almost 7 years. They often say we're (my fiance and I) the only ones they trust to care for their pets. I have experience with senior pets and worked at a rescue previously. Excited to be going full time pet sitting/walking in 2026! I'm very reliable, flexible and am available last minute, 7 days a week and on holidays. I take extra care to keep pets happy, safe and comfortable. I follow instructions given and use caution when necessary to prevent any escapes. I do not do boarding in my home.

Sitter Profile Image: Kelly F.
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Kelly F.
from
$20
per visit
5.0 out of 5 stars
• 21 reviews
11 repeat clients
10 years of experience
Wisconsin Dells, WI, 53965

“I recently returned from my 2nd multi-day hiking trip! Since I didn’t want to burden my sweet neighbor with kitty duties, I decided to take a chance on this thing called Rover.com. I specifically wanted to find someone that could spend the night in my home so kitty wouldn’t be lonely. (No judgement...my kitty just lost her companion of 10 years and it's really changed her.) Booooy, did I strike sitter GOLD! Kelly Flackey did an awesome job for me! She came over to meet us before the job. From the very first minute, she had a definite “read” on my kitty. Kitty is always a bit aggressive with other people. She won’t let anyone pet her. I swear Kelly is a cat whisperer, cuz she totally controlled the whole interaction. Kelly was so good with her while I was away from home...kitty actually slept next to her! ?? That’s so crazy to me, but totally awesome at the same time. I’m a happy pet mama!”

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Annette M.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$23
per visit
5.0 out of 5 stars
• 16 reviews
7 repeat clients
11 years of experience
DeForest, WI, 53532

About: Hi! I understand how important it is for your feline friend to feel loved and cared for in their own environment. While I don’t have a furry friend of my own, I care daily for my grandfather's two cats, Ireland and Tao, who have taught me so much about the unique personalities that cats can have. Additionally, I've gained experience caring for kittens I’ve found and nurtured until I could find them loving homes. I have hands-on experience ensuring cats get the attention they need, whether it’s feeding, playtime, or maintaining a clean and comfortable space. I recognize how important routine is for cats, so I make sure they’re fed on time, receive enough playtime, and enjoy a clean, cozy environment while you're away. Rest assured, I’m flexible and happy to accommodate any specific care routines your cat may have. Your cat’s comfort and well-being are my top priorities.

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

Perfect for high energy dogs - Crawford 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: Amber S.
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Amber S.
Star Sitter
from
$34
per day
5.0 out of 5 stars
• 44 reviews
6 repeat clients
15 years of experience
Baraboo, WI, 53913

“It was a last minute scramble to find anybody to watch the dogs, Amber reached out through the app she worked with us and even though she had another dog she was watching she took on our 2 little ladies and took very good care of them. I would certainly recommend her to anyone who has fur babies. Dogs well cared for and she is very easy to work with. 🐶❤️😊”

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Liz S.
Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$25
per day
5.0 out of 5 stars
• 42 reviews
9 repeat clients
30 years of experience
Reedsburg, WI, 53959

“Barb was great. She treated our doggos like family and they had a great time! She sent a lot of updates and you can tell she truly enjoyed having the pups over. Will be back soon!”

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Dave W.
Sitter Profile Image: Paige S.
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Paige S.
from
$26
per day
4.9 out of 5 stars
• 51 reviews
12 repeat clients
15 years of experience
Portage, WI, 53901

“Awesome!! Sid was very well taken care and was kept busy all day. We were very appreciative of the willingness of a last minute placement and flexibility. Highly recommend!”

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Karen D.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 86 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: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
• 335 reviews
203 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen hosted our pup on his first birthday and went out of her way to make him feel special on his big day. It definitely put this worrying puppy mom at ease knowing he was having such a fantastic time with Sasha and Gen while we were gone. His face always perks up when we pull into their driveway and he never wants to leave!”

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Jenny J.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$25
per day
5.0 out of 5 stars
• 1 review
15 years of experience
Mazomanie, WI, 53560

“Quinn was very attentive and asked questions to make sure my pups would be as comfortable as possible. I will definitely use her again in the future when needed.”

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Lizabeth M.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 95 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

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

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Kasey M.
Sitter Profile Image: Katie F.
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Katie F.
from
$25
per day
5.0 out of 5 stars
• 11 reviews
3 repeat clients
13 years of experience
Reedsburg, WI, 53959

“Katie and Dan helped us out very much with watching our pup. Our pup seemed to have a great time playing with their two dogs, as well.”

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Mike T.
Sitter Profile Image: Nancy & Dennis L.
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Nancy & Dennis L.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 12 reviews
2 repeat clients
40 years of experience
Wisconsin Dells, WI, 53965

“Dropped Nelli off for daycare and both Nancy and Dennis greeted us when we pulled in the driveway. Beautiful home and fenced yard. You can tell they were very happy to meet us and Nelli. Nelli was well cared for and pictures and updates were sent, which is always a comfort. Had such a positive experience that we immediately booked again for an overnight.”

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Kristine D.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 66 reviews
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

“Lindsey was great!! We were traveling from Virginia via California with our two dogs for a special family occasion and it was pleasure working with Lindsey! She really knows dogs, is kind, and our dogs were loved and cared for! She made sure to keep them safe and well loved. Thank you Lindsey!”

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Melissa P.
Sitter Profile Image: Gina S.
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Gina S.
from
$30
per day
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Winston always has a blast going to Gina’s! She does a great job keeping us updated on his daily activities and we’re glad our pup can feel comfortable while we travel.”

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Aaron L.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Allison was great! She was very responsive and sent lots of photos and updates. I felt very comfortable knowing Hodu was in good hands. Would definitely book with her again!”

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Soo Jin K.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$40
per day
5.0 out of 5 stars
• 2 reviews
2 years of experience
Waunakee, WI, 53597

“Amazing! My pet loved his day with Jamie and enjoyed playing with her dogs. From get going he has been excited with the warmth he was received. She was constantly updating me and also provided pointers for his training.”

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bhavya v.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Jenna H.
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Jenna H.
from
$31
per day
5.0 out of 5 stars
• 30 reviews
8 repeat clients
30 years of experience
Waunakee, WI, 53597

“Jenna and her girls took such great care of Merlin! Jenna always responds in a timely manner and has a flexible schedule. I got daily picture updates on how he was doing which was much appreciated. Merlin will definitely be visiting them again! Thank you so much 😊”

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Stephanie D.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
• 93 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

“Jenny felt right at home and couldn't wait to go back the second day! I'll definitely return to Paula the next time we need daycare! Communication and updates were great and very much appreciated!”

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Shannon N.
Sitter Profile Image: Tyler S.
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Tyler S.
from
$40
per day
12 years of experience
Mazomanie, WI, 53560

About: Hello everyone, my names Tyler I appreciate you reading my profile. I believe I have Special connection with animals specially dogs. Have always had dogs growing up. I have experience with small and xl dogs. From walks to hikes to rainy days and cuddles I am always here for the fur babies. I'm currently working part time and have recently discovered I need something else to fill my time besides my hobbies. I have opened up more of my time during the week to have a pretty open schedule I have a fenced in yard and a very clean and friendly home. I also have xl kennel and other separating equipment if needed. I will always be attentive and always make sure your pet is safe and happy. Maybe stuffed with too many treats. Look forward to meeting you all.

Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 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 7 years old Pug and Lyka is a 3 years 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: Evelyn R.
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Evelyn R.
from
$25
per day
1 repeat client
12 years of experience
De Forest, WI, 53532

About: I am a proud dog owner/parent who loves spending time with my two Frenchies. I love to have doggy friends come over and spend quality time playing, snuggling, and relaxing. I am currently doing consulting work from home in a part time basis and have a very flexible schedule. I can do doggy daycare during the week as well as some weekends. The house have a fenced backyard that is very safe for our dogs and our house is doggy proof. I have crates too if that is your preference, otherwise your pup will be inside the house with us.

Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 52 reviews
13 repeat clients
10 years of experience
Arena, WI, 53503

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.

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

Adventure-ready dog walkers - Crawford 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: Amber S.
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Amber S.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
• 44 reviews
6 repeat clients
15 years of experience
Baraboo, WI, 53913

“Amber was very easy to communicate with! She listened to my requests and was flexible in planning. Finley loved it!”

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Brittney t.
Sitter Profile Image: Taylor S.
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Taylor S.
from
$10
per walk
30 years of experience
Baraboo, WI, 53913

About: I am new to Rover but have always been a big animal lover. I’ve had dogs and cats my entire life. I do cat and dog sitting for family and friends whenever needed. We currently have two cats but no dogs. I’d love to help you out while getting in my dog fix! I have lots of flexibility to help with multiple visits in a day. I look forward to helping you and your critter! I am at home and in the area everyday and most weekends. I would be able to prove multiple visits a day for your pet. I would only be able to offer drop in or at your home visits. I can provide walks, feeding, cleaning your pet and litter boxes. Just ask and I’m sure we can arrange something that works for everyone!

Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 88 reviews
18 repeat clients
15 years of experience
Baraboo, WI, 53913

“Bethany was delightful. She interacted well with our 2 dogs and was prompt for her visits. She sent lovely photos and provided a positive Rover experience for the second dog owner.”

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David & Ann M.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$30
per walk
5.0 out of 5 stars
• 57 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

“Rebecca did a phenomenal job with our dog and was very good at communicating during the entire process. Thank you again!”

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Eric S.
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
• 218 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

“Thanks Kimberly for doing such a great job!! Chase is always so happy to see you. I highly recommend Kimberly as we have had her watch our pup many times and she is very kind and responsible”

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Deb N.
Sitter Profile Image: Danielle H.
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Danielle H.
from
$17
per walk
5.0 out of 5 stars
• 2 reviews
20 years of experience
Baraboo, WI, 53913

“Dani was amazing! She took our GSD for a long walk, played ball with him, snuggled him and freshened up his food and water. I would highly recommend Dani. She did a great job!”

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Gail Cory H.
Sitter Profile Image: Breanna M.
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Breanna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 6 reviews
3 repeat clients
5 years of experience
Sauk City, WI, 53583

About: I’ve grown up in a household that has always had at least two dogs, usually 3. We also have 3 indoor-outdoor cats. I am now a student at UW Madison, and I have a 5yr old heeler shepherd mix. Throughout her life I have trained her for obedience and herding, and have dealt with low confidence and reactivity with her daily. I am experienced with dogs who are shy and tend to be reactive. I am studying for a Food Science PhD at UW Madison, so I’m able to take whatever requests work outside of my classes! Most weekends are free, and I update my calendar regularly to reflect class and exam schedules. I have experience training dogs and love hanging out with any breed of dog. I believe dogs need both mental and physical stimulation in order to be fulfilled.

Sitter Profile Image: Grace H.
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Grace H.
from
$22
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
9 years of experience
Baraboo, WI, 53913

“Grace was very prompt and handled our puppy extremely well despite the frigid conditions. We will absolutely have her back.”

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Jason P.
Sitter Profile Image: Zoe L.
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Zoe L.
from
$18
per walk
4.5 out of 5 stars
• 2 reviews
5 years of experience
Prairie du Sac, WI, 53578

About: I use to work at a vet clinic with boarding and daycare for a year. I know how to take care of dogs and entertain them. And of course cats aswell. I’m available most of the time. I have another job but in the morning and mid-afternoon. I am on summer break but once school starts, I might be limited. I will make sure they feel comfortable and let me smell me before I pet them. I will make sure they have food, water, and etc.

Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
• 134 reviews
32 repeat clients
30 years of experience
Portage, WI, 53901

“Ashley is wonderful! She loves my Bella so much and takes good care of her! I bet Bella would keep her all day If she could. Bella absolutely loves Ashley! We will use her for as long as we are in the area”

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Maegan K.
Sitter Profile Image: Riley H.
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Riley H.
from
$13
per walk
10 years of experience
Baraboo, WI, 53913

About: I love to travel, but with 2 kitties of my own, I know that it can be so hard to leave them at home! You can trust that I will treat your pet(s) like my own while you were away! I can be time flexible based on you and your pet(s) needs. I am so excited to spend some time with your pet(s). I like to keep a clean space and make sure my pet(s) are clean and comfortable. I am committed to making sure you & yours are too.

Sitter Profile Image: Carlie W.
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Carlie W.
from
$25
per walk
5.0 out of 5 stars
• 57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

“Carlie is prompt, pleasant, and enthusiastic! My little dog can’t say enough good things! Thank you Carlie! 😎”

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Mark P.
Sitter Profile Image: Claire H.
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Claire H.
from
$15
per walk
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Reedsburg, WI, 53959

“You’re awesome!!! Thank you!”

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Katie Jayne W.
Sitter Profile Image: Kirstyn M.
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Kirstyn M.
from
$20
per walk
5.0 out of 5 stars
• 37 reviews
7 repeat clients
3 years of experience
Portage, WI, 53901

About: I’ve taken care of puppies to senior dogs since I was a little girl. My dad owned a doggy daycare and it was a great experience learning how to care for animals. I currently work full time and I go to school. Pet care will fit into my schedule because I do work night shift. I will have plenty of time to properly care for your pets. I will be there to watch your home and make sure your pet is safe. I will follow all of your instructions to assure that I keep everyone safe.

Sitter Profile Image: Hailey M.
Verified Enhanced Background Check
Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 45 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

“Hailey is so great to work with and I’d hire her again anytime! She is extremely responsive and always gives great pupdates. Plus our pups seem to love her!”

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Claire H.
Sitter Profile Image: Tyler S.
Verified Enhanced Background Check
Tyler S.
from
$15
per walk
12 years of experience
Mazomanie, WI, 53560

About: Hello everyone, my names Tyler I appreciate you reading my profile. I believe I have Special connection with animals specially dogs. Have always had dogs growing up. I have experience with small and xl dogs. From walks to hikes to rainy days and cuddles I am always here for the fur babies. I'm currently working part time and have recently discovered I need something else to fill my time besides my hobbies. I have opened up more of my time during the week to have a pretty open schedule I have a fenced in yard and a very clean and friendly home. I also have xl kennel and other separating equipment if needed. I will always be attentive and always make sure your pet is safe and happy. Maybe stuffed with too many treats. Look forward to meeting you all.

Sitter Profile Image: Quinn M.
Verified Enhanced Background Check
Quinn M.
from
$15
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Helena, WI, 53503

About: I have been taking care of animals ever since I was little, between dogs, cats, reptiles, and even farm animals such as dairy cows, pigs, goats, chickens, rabbits, and guinea pigs. I have open availability so I can take pets anytime and any day. I can do both cats and dogs as I have experience in both and experience in different energy levels I have a fence for my pets, we play with toys, and we go on walks (depending on the weather). My dog will sleep where she is most comfortable and she always goes to the bathroom on time.

Sitter Profile Image: Kelly F.
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Kelly F.
from
$35
per walk
5.0 out of 5 stars
• 21 reviews
11 repeat clients
10 years of experience
Wisconsin Dells, WI, 53965

“Kelly was so attentive and made sure to include all the little details about her time with our pet! This was our first time using Rover and Kelly made the experience so wonderful.”

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Anastasia A.
Sitter Profile Image: Lensy A.
Verified Enhanced Background Check
Lensy A.
from
$25
per walk
5.0 out of 5 stars
• 16 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

“Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!”

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Kristalyn B.
Sitter Profile Image: Alanis C.
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Alanis C.
from
$15
per walk
5 years of experience
Madison, WI, 53704

About: I’ve always loved animals and really enjoy caring for them. I actually fostered a puppy and ended up falling in love with her and adopting her myself! I’m patient, caring, and will make sure your pet feels safe, loved, and comfortable while they’re with me. Currently graduated college a few months ago, so my schedule gives me plenty of time to care for your pets. I’m available throughout the week and can be flexible depending on your pet’s routine and needs. I’ll make sure they get plenty of attention, playtime, walks, and love while they’re with me. 🐾 I make sure every pet feels safe, comfortable, and loved while in my care. I follow their normal routine as closely as possible, give them plenty of attention and playtime, and always make sure they have a clean, comfortable environment. I’ll treat your pet like my own. 🐾❤️

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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 - Crawford Crossing

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

1 / 1
Sitter Profile Image: Bethany P.
Verified Enhanced Background Check
Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 88 reviews
18 repeat clients
15 years of experience
Wisconsin Dells, WI, 53965

“Bethany was amazing! She watched my little Archie for a long weekend and made our getaway more enjoyable by not having to worry about our fur baby! Will definitely be using her again!”

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Alisha H.
Sitter Profile Image: Amber S.
Verified Enhanced Background Check
Amber S.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 44 reviews
6 repeat clients
15 years of experience
Baraboo, WI, 53913

“Clementine had a wonderful time staying with Amber! She enjoyed many walks in the Baraboo area and enjoyed getting to stay with Cypress! Would love to have Amber watch Clementine again!”

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Ashley M.
Sitter Profile Image: Stefanie B.
Verified Enhanced Background Check
Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 95 reviews
31 repeat clients
14 years of experience
Middleton, WI, 53562

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

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Heather M.
Sitter Profile Image: Ronalisa E.
Verified Enhanced Background Check
Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

“Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.”

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Julie D.
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

“Nicole did a great job taking care of our dog, Kevin, and keeping us updated on his stay along with plenty of photos each day. Her and her family seemed to give Kevin lots of exercise and attention. Highly recommend!”

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Lesley S.
Sitter Profile Image: Homa & Matt K.
Verified Enhanced Background Check
Homa & Matt K.
from
$49
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Reedsburg, WI, 53959

“Homa and Matt took in our dog Angus and treated him as family. They have a 2 year old that chased and played with him like their other dog. Angus did not even notice us leaving. Homa sent pictures every day showing a happy dog so we could relax and enjoy our time away. I highly recommend this beautiful place with a spacious yard and loving environment for any dog.”

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Rosemary Y.
Sitter Profile Image: Cilyr E.
Verified Enhanced Background Check
Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 75 reviews
18 repeat clients
20 years of experience
Black Earth, WI, 53515

“It was very important to me that Zeus was in truly caring and reliable hands, and Cylir did an amazing job. She took great care of him, gave him lots of walks, attention, and love. I was also absolutely thrilled with the dog play area where Zeus could dig and really enjoy his time. It truly felt like Zeus was on a little vacation 😊 Thank you so much! We’ll definitely be back.”

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Daria N.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 126 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

“Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!”

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Jessica C.
Sitter Profile Image: Daria N.
Verified Enhanced Background Check
Daria N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Loganville, WI, 53943

“Thank you so much Daria for taking care of Eddie. I loved the pics you send. I hope you will consider watching him again sometime. You were great with our little guy!”

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Barb M.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
7 repeat clients
25 years of experience
Portage, WI, 53901

“Moka was very happy to see Alissa and did not seem sad to go with her. (This was her 1st time). There was good communication with Alissa. When we picked up Moka, you can tell she didn't miss mom that much. 😒 lol It's great to know that we have someone in the area that we can trust her with.”

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Julia B.
Sitter Profile Image: Stephanie E.
Verified Enhanced Background Check
Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 29 reviews
10 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: Lindsey C.
Verified Enhanced Background Check
Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

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

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Holly K.
Sitter Profile Image: Barbara F.
Verified Enhanced Background Check
Barbara F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
30 years of experience
Reedsburg, WI, 53959

“Very good stay. Daisy was well taken care of. Plus, due to some weather, Barb was able to accommodate a later pickup for us which was greatly appreciated.”

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Paul L.
Sitter Profile Image: Allison C.
Verified Enhanced Background Check
Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

“My boy had the BEST time with Manjusha & Midhun! They went above and beyond caring for him - several photo/video updates, walks, treats, and cuddles. They made sure he was comfortable, loved, and spoiled as much as possible during his stay and I truly couldn’t have asked for better care. Zero complaints and highly, highly recommend! ❤️🥰”

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Kamryn B.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

“Kris was absolutely fantastic. I felt very comfortable leaving Cokes with Kris and her household. Would not hesitate to use again. Thank you so much!”

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Richard M.
Sitter Profile Image: Nancy & Dennis L.
Verified Enhanced Background Check
Nancy & Dennis L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
40 years of experience
Wisconsin Dells, WI, 53965

“Nancy and Dennis sent so many pictures throughout my pups stay! I think she had a wonderful time exploring their fenced in yard! I highly recommend!”

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April O.
Sitter Profile Image: Paige S.
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Paige S.
from
$45
per night
4.9 out of 5 stars
• 51 reviews
12 repeat clients
15 years of experience
Portage, WI, 53901

“Paige S. was an excellent babysitter for my Babycat. My Babycat is all that I have in this world and I would trust Paige S. with my Babycat anytime. After communicating and speaking to Paige on the phone, I realized that Paige was a true animal lover like myself. It was then I booked with her to board my Babycat while I had to go to the hospital for 2 nights. During my stay at the hospital, Paige answered text and even sent pictures of my Babycat to reassure me. She also helped load and unload Babycat in her carrier, as I am dealing with a handicap.This is how Paige takes excellent care of animals and their humans ! Thank you to Rover for having respectable, professional and loving caregivers like Paige S.! Thank you very much to Paige S. for all your care and extra help with my Babycat! Raul "Dan" Ornelas”

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Raul O.
Sitter Profile Image: Gen A.
Verified Background Check
Gen A.
from
$75
per night
5.0 out of 5 stars
• 335 reviews
203 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen was fantastic! Regular updates, clearly cares about dogs, we felt very comfortable with her taking care of our dog while we were away. Will definitely be reaching back out to Gen the next time we need a pet sitter!”

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Eric B.
Sitter Profile Image: Maria & Bryan P.
Verified Enhanced Background Check
Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

“I am so thankful for Maria and Bryan. They showed so much patience to Aza who is a very sensitive dog. They also kept me well informed on how she was doing.”

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Yolibeth R.
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