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: Bethany P.
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Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
87 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.
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Amber S.
Star Sitter
from
$46
per night
5.0 out of 5 stars
40 reviews
5 repeat clients
15 years of experience
Baraboo, WI, 53913

Amber went the extra mile to accommodate a last-minute booking for my shy and anxious pup. My dog was in great spirits at pickup and clearly felt very comfortable in Amber’s home. Would definitely book again!

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Kaitlin L.
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

Jaime is always a pleasure to work with. Her house is clean and tidy, and her 2 dogs are so friendly and playful with our dog. She also has good communication throughout our dog’s visit, and I know he’s in good hands.

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

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

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Angela H.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
86 reviews
28 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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

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

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Charity P.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula took such great care of our corgi. She has a wonderful set up and he absolutely loved his stay. Especially the Christmas turkey!! Thanks so much!

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

We had a wonderful experience leaving our 11-year-old Frenchie for an overnight stay! Homa has a beautiful property that was absolutely perfect for exploring. She was incredibly prompt and helpful while we were figuring out drop-off and pick-up times, and she kept our minds at ease by sending picture updates throughout the stay. Highly recommend!

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Cara P.
Sitter Profile Image: Cilyr E.
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Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
74 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: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.

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Onix
Sitter Profile Image: Barbara F.
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Barbara F.
Star Sitter
from
$50
per night
5.0 out of 5 stars
39 reviews
8 repeat clients
30 years of experience
Reedsburg, WI, 53959

Barb was wonderful with our Silver Lab, Birdie. From the moment we booked with her, she was an excellent communicator. She kept us updated throughout Birdie's stay with thoughtful text messages and photos, which gave us great peace of mind. When we picked Birdie up at the end of the day, it was clear she had been well cared for. I highly recommend Barb to anyone looking for a caring and reliable pet sitter.

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Julie H.
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: 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

Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.

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

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

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Michael K.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
63 reviews
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

Lindsey and her family are fantastic sitters! Her children love dogs and her dog Echo enjoys playing with Poppy. Lindsey makes every dog feel welcome and loved. She does extras like supplying extra food, treats and time outside. I was afraid my pup wouldn’t want to come home after all of those belly rubs!!

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Elizabeth K.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
10 years of experience
Verona, WI, 53593

Another fantastic stay with Sarah! Truly such a great experience. I am always nervous leaving Remy, given his special needs, but it is such a relief to know that Sarah is so willing to take him in and keep him safe for me while I am away. Thank you kindly for taking him in for me!

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Vianna A.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 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: 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: 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

Our dogs received great care with Erik and his family. Excellent communication and very easy to work with. Would reccomend and would book with again.

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Amanda G.
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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: 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: Amber S.
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Amber S.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
40 reviews
5 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: Cassidy F.
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Cassidy F.
from
$16
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Baraboo, WI, 53913

Cassidy did an awesome job taking care of our fur babies. We will definitely ask her to take care of our cats next time we go out of town.

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Yola F.
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

Always responsible, always communicative, always reliable always caring for my senior kitty girl.

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Lisa C.
Sitter Profile Image: Bethany P.
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Bethany P.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
87 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: 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: Mercede K.
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Mercede K.
from
$14
per visit
3 years of experience
Baraboo, WI, 53913

About: Though I’ve only had dogs during my childhood, my life changed when I came across my brown tabby kitty. For the past few years I’ve had the pleasure of raising him, and it’s been one of the best experiences of my life. Since then I have done many other cat sitting jobs for neighbors, and friends! I’ve watched all ages, from kittens after spay/neuter surgery to senior kitties who require medication, and special care.

Sitter Profile Image: Breanna M.
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Breanna M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
5 years of experience
Sauk City, WI, 53583

We felt so good knowing Breanna was checking in on our cats! She communicated super well and kept us in the look about what was going on at home!

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

Rebecca is a fantastic pet sitter! Her communication with us was exemplary. She sent us a note every morning before she went over to our house, and then more notes and photos as she cared for our two cats. She followed our instructions to a T, and we returned to two happy cats! We definitely will ask her to cat-sit for us again! Thank you, Rebecca!

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Kara M.
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

Kimberly did an awesome job with my two senior cats. Zeke didn’t lose any weight while I was gone and Willie was spoiled with frequent walks on his leash to the point that I probably can’t live up to his new expectations 🙄. Will definitely use Kimberly again.

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Ann B.
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 has cared for our cats several times and we’ve been consistently pleased with her services. We know we can rely on her to provide excellent care for our cats and keep tabs on our home while we are away. We were concerned about water in our basement after heavy rains and she kept us informed. We were also running low on kibble and she offered to buy some for us!! We highly recommend using Anna to care for your pets.

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Jennifer M.
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’s the best and takes care of our cats so well. She’s always flexible on schedules, very responsive, and we love booking her time and again!

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Erin K.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
127 reviews
31 repeat clients
30 years of experience
Portage, WI, 53901

Ashley is wonderful - respectful, professional, and genuinely loves animals. I’m not sure what else one could want when trusting someone with their pets! I was recommended her and will be recommending to others as well as booking her in the future. Thank you!

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Noah F.
Sitter Profile Image: Ramon C.
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Ramon C.
from
$27
per visit
5.0 out of 5 stars
4 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: Holly G.
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Holly G.
from
$15
per visit
10 years of experience
Lodi, WI, 53555

About: I am currently a full-time Team Coordinator that works remotely out of my home, or any place with wifi! Working remotely has provided me with a lot of spare time, not having to commute to and from work, so I am looking to fill some of that time caring for animals. I currently have two dogs and two cats at home. I have experience with all types of dogs including small dogs, like my dad's Peekapoo, and large dogs, like my brother's Great Dane. I've taken care of puppies as well as senior dogs with extra care needed included insulin injections and eye drops. I am available for entire weekends, individual weekend days, full weeks and individual week days. I look forward to meeting you and your pet(s) and please don't hesitate to ask me any questions! If weekdays are needed, I have the flexibility to work from your home which gives me the opportunity to be there all day long if needed. Only working from 7:30am to 4:00pm with no commute gives me plenty of extra hours for pet/house care. I will treat your pets and home with the utmost respect as if they were my own. I would ask for any special requirements that pertain to housesitting and pet sitting ahead of time so I can follow them when I am there. I always make sure to lock doors and stay vigilant, especially at other peoples’ homes. I can be available to you by phone any time of the day or night when I am watching your pet/house and am always willing to help out with anything that may come up!

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

Kelly is awesome! She has a way with animals that puts them at ease. We feel super comfortable with her and will definitely be a repeat customer. Thank you very much Kelly!!

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Joann M.
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: 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.
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Why choose a sitter on Rover

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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
40 reviews
5 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: Paige S.
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Paige S.
from
$26
per day
4.9 out of 5 stars
50 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: Barbara F.
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Barbara F.
Star Sitter
from
$25
per day
5.0 out of 5 stars
39 reviews
8 repeat clients
30 years of experience
Reedsburg, WI, 53959

Barbara was a great sitter for our dogs first time with a stranger. Barbara had great communication and extremely clean home a large backyard for any dog to run around. She also took our dog on a couple walks and sent update pics and videos. We were confident in her care and hope to bring our dog to her again.

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

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

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Janice F.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Our go to rover in the Madison area. I never ever worry about Mazie in Gen’s care. Mazie is exhausted, and always seems happy! Highly recommend to anyone.

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Cailin C.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
86 reviews
28 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
10 reviews
3 repeat clients
13 years of experience
Reedsburg, WI, 53959

About: My family has always had dogs. I’ve had all types of experiences with dogs. I have been pet sitting for years. I was in the 4h dog obedience project, did rally obedience, showmanship, did cgc and therapy dog training, dog agility, and I’m working at a doggie daycare and boarding facility now have been there for almost 8 years. I do work full time. But my husband works from home and agreed to help me out. So there will always be somebody at the house to watch over your pet. I have a fenced in yard for the dogs to run around in. I also have two 12 pound dogs that are very barky at first but then they are fine. I also have a cat that is very friendly and not afraid of dogs-does your dog get along with cats?

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
11 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: Jenna H.
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Jenna H.
from
$31
per day
5.0 out of 5 stars
29 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: Lindsey M.
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Lindsey M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
63 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: 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: Kristina D.
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Kristina D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

We met both Kristina and her husband and their dog Delphie. All were warm and friendly, and we were reassured that Lady had an excellent and caring afternoon stay. I would recommend Kristina for future stays.

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Sherrill W.
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: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
92 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: Quinn M.
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Quinn M.
from
$25
per day
15 years of experience
Mazomanie, WI, 53560

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 can take care of pets at any time of day or night, and I can walk dogs after 4 pm. Tuesday & Thursday, I do have class from 7-10 am. 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: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
9 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: 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

My little pup Macy had a wonderful, exciting day with Gina and her kiddos! She was given lots of love and attention - wore her out in the best way possible! Thank you so much Gina for taking good care of her!

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Jody R.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
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: Jackie P.
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Jackie P.
from
$25
per day
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Middleton, WI, 53562

Jackie is a great choice for any dog sitting needs. She was very communicative and flexible including sending multiple pics of our dog Daisy unprompted. We could tell that Daisy had an incredible vacation with Jackie and look forward to booking again!

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Aimee C.
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.

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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: 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
87 reviews
18 repeat clients
15 years of experience
Baraboo, WI, 53913

Best sitter ever! We love Bethany. She takes the best care of all of our pets. We have used her for a couple years now. Bethany takes the BEST Photos! We love her! And so do our pets.

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Rachel C.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$30
per walk
5.0 out of 5 stars
56 reviews
20 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca is such a sweetie and awesome communicator!!

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Diedre R.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
40 reviews
5 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: Mercede K.
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Mercede K.
from
$15
per walk
3 years of experience
Baraboo, WI, 53913

About: I love all animals! At home, I currently have a feisty tabby cat, and the sweetest Akita around❤️ Both require lots of love, time, and attention, but life wouldn’t be the same without them. Prior to starting on this app, I have gained experience, in the past, when I was employed as a dog sitter at a local daycare in Wisconsin Dells. I also have done yearly sitting jobs up to a week for various neighbors around town for foster dogs of all ages, and breeds, and cats! I currently have a part-time job. I consistently work on the weekends from 8:00am to 2pm on Saturdays, and Sundays. Occasionally I pick up extra shifts during the weekdays, but shifts are consistent to 5 hour increments. If I have any extra shifts scheduled, I will be sure to inform you prior to my stay. I am more than willing to come in between those times. I do not currently open my own home as I have a large Akita that requires to be the spotlight. But when stating client homes, I am open to the majority of situations. I ask that if your pet requires special instructions, or precautions, list them clearly, and I will work around them!

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: Ashley R.
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Ashley R.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
127 reviews
31 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: Breanna M.
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Breanna M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 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 have a part time internship at UW Madison, so I have partially and completely free days every week. That being said, I will have plenty of time to make house visits around this schedule. 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: 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: Zoe L.
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Zoe L.
from
$18
per walk
5.0 out of 5 stars
1 review
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: Cassidy F.
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Cassidy F.
from
$25
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Baraboo, WI, 53913

About: I currently am working at a vet clinic and I am in school to be a Veterinary technician. I love working and being around animals. I have always loved dogs and love getting them out side and making them feel less lonely while we're at work! I work every day with animals and I have worked in a veterinary emergency hospital so keeping pets healthy and happy is my greatest priority! I walk my dogs regularly and they love friends so having the company of your pet would be awesome! If your pets just needs some company during the day I can definitely take them outside and give some attention to get them through the longer days

Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Madison, WI, 53704

Hailey did a great job! She followed our instructions, and our dog rooster seemed to love her! Definitely will use her in the future and highly recommend!

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Rachael D.
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: 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: Kimberly G.
Verified Enhanced Background Check
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: Lensy A.
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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: 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: Kirstyn M.
Verified Enhanced Background Check
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: Kelly F.
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Kelly F.
from
$35
per walk
5.0 out of 5 stars
20 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.
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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.

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Sitter Profile Image: Bethany P.
Verified Enhanced Background Check
Bethany P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
87 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
40 reviews
5 repeat clients
15 years of experience
Baraboo, WI, 53913

Amber went the extra mile to accommodate a last-minute booking for my shy and anxious pup. My dog was in great spirits at pickup and clearly felt very comfortable in Amber’s home. Would definitely book again!

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Kaitlin L.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
86 reviews
28 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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

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

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

We had a wonderful experience leaving our 11-year-old Frenchie for an overnight stay! Homa has a beautiful property that was absolutely perfect for exploring. She was incredibly prompt and helpful while we were figuring out drop-off and pick-up times, and she kept our minds at ease by sending picture updates throughout the stay. Highly recommend!

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Cara P.
Sitter Profile Image: Cilyr E.
Verified Enhanced Background Check
Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
74 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: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

Nicole has a lovely house in a nice neighborhood. She sent me updates on my dog, with pictures and was able to take the dog for daily walks. I'm in between jobs and this was a most affordable great quality yet homely option.

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

Barb was wonderful with our Silver Lab, Birdie. From the moment we booked with her, she was an excellent communicator. She kept us updated throughout Birdie's stay with thoughtful text messages and photos, which gave us great peace of mind. When we picked Birdie up at the end of the day, it was clear she had been well cared for. I highly recommend Barb to anyone looking for a caring and reliable pet sitter.

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Julie H.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
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: Stephanie E.
Verified Enhanced Background Check
Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

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

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Michael K.
Sitter Profile Image: Lindsey M.
Verified Enhanced Background Check
Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
63 reviews
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

Lindsey and her family are fantastic sitters! Her children love dogs and her dog Echo enjoys playing with Poppy. Lindsey makes every dog feel welcome and loved. She does extras like supplying extra food, treats and time outside. I was afraid my pup wouldn’t want to come home after all of those belly rubs!!

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Elizabeth K.
Sitter Profile Image: Allison C.
Verified Enhanced Background Check
Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 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: 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: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
13 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: Paige S.
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Paige S.
from
$45
per night
4.9 out of 5 stars
50 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: 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

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was very accommodating in scheduling dropoff/pickup and in providing updates and pictures during our dog's stay. Our dog had a great time with her.

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

Jenna was wonderful taking care of our dog. She was attentive, friendly and happy to have our dog stay with her and her family. She sent us regular updates and photos during the stay. We would highly recommend Jenna and would book with her again.

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Arturo G.
Sitter Profile Image: Amy & Michael G.
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Amy & Michael G.
from
$35
per night
25 years of experience
Madison, WI, 53704

About: Hi! My name is Amy. My husband Michael and I grew up with dogs-both large and small. We acquired our first dog shortly after purchasing our home over 20 years ago. We have raised dogs in our home since they were puppies. We recently lost our cherished dog Maddie to cancer. We are not ready to own another dog at this time however we really miss having a furry friend in our home. We would love to care for your dog! We work from home and are available to take your dog out as needed to play in our large fenced in yard or out for a walk. We live in a dog friendly neighborhood and would love to care for your 4-legged family member. I currently work from home with a flexible schedule. I am able to give dogs consistent attention throughout the day. My husband works from home most afternoons and can be flexible with his schedule as well. We structure our days around feeding routines, potty breaks, walks, and downtime so dogs can settle in comfortably. We are mindful of maintaining your dog’s normal routine as closely as possible. We are happy to sit multiple dogs from the same client. We have a large, fenced in yard to run and play in. We can take your dog on leash for daily walks. We have a large crate that can be used upon request. We will provide updates to you during your dog's stay.

Sitter Profile Image: Kristina D.
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Kristina D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

Very smooth stay. Excellent communication, flexibility in start and end times. Lovely companion dog. Delphie, as a special friend for our dog. Kristina also is wonderful - enthusiastic and friendly, communicated promptly when she had a question. Highly recommend.

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Sherrill W.
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