Personalized care for your dog or cat - Caldwell

Highly-rated overnight sitters - Caldwell

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: Amanda T.
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Amanda T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Mukwonago, WI, 53149

Amanda and her family did a fantastic job with our 2 dogs. Our vacation was a breeze and we felt at ease knowing our dogs were in good hands! Highly recommend.

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Dave C.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

I feel really comfortable leaving my pup with Joanne. She sent me pictures and updates on Ginger every day - they made me smile! Was wonderful to know my pup was being loved and so well cared for while I was away! Thank you, Joanne!

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Renee P.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!

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Brianna C.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
380 reviews
117 repeat clients
20 years of experience
Brookfield, WI, 53005

My two pugs had a great 4 day stay! Thank you for taking such good care of Charlie and Louie, and for all the updates! We will see you again soon!

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Danielle R.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
112 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
25 years of experience
Muskego, WI, 53150

Ollie had the best time at Carol & Steve’s! He loved their yard and all the attention they gave him. Carol is a great communicator and sent lots of adorable pictures during his stay. It gave me peace of mind knowing he was enjoying himself and being taken care of by such kind people. Thanks, again!

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Amanda G.
Sitter Profile Image: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
19 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊

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Vidhi S.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

Kylie took care of our Penny (dachshund) for a long stay while we were on vacation. After meeting her, we felt very comfortable leaving her for such an extended period of time. We felt confident that she would be well cared for and she was! Kylie was flexible and caring during her stay and took great care of Penny, even when her new food gave her tummy trouble...we so appreciated it! We would not hesitate to book again with Kylie in the future!

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Jennifer C.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

We left our Simba with Savannah for a weekend & it went great ! He enjoyed playing with her dogs & we could definitely tell that he wasn’t so worked up to come home (we have tried boarding locations in the past & he is very eager to get out of there asap & has never truly enjoyed that type of environment). We are very happy that we found Savannah to care for him ! The communication was great & and we are just happy that Simba had a safe/fun experience. We will definitely be booking again in the near future.

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Keylinne C.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
87 reviews
22 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.

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Kay R.
Sitter Profile Image: Carly B.
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Carly B.
from
$40
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

Carly is a wonderful sitter. She sent great updates, very responsive when making reservation and when picking up Millie, I could tell she had enjoyed her stay with Carly…she went back to her after seeing me as if to say good bye, one more petting from her.🤗

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Shelley M.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
346 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.7 out of 5 stars
13 reviews
10 repeat clients
14 years of experience
Burlington, WI, 53105

Rachel was wonderful with my two dogs. They felt right at home with her family. She's great with dogs and is very aware of tfeir behaviors. She proactively met with us prior to the stay to see how my dogs would interact with some of the other dogs she watches. Everything worked out great. I would highly recommend Rachel.

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Jean P.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
268 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

We are very happy with the care our puppy received during the nine days she was with Deanne. We received an update with pictures approximately every two days. We would not hesitate to book with her again.

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Linda W.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.

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Carol H.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

I’ve never had to trust a stranger with my dogs before so I was hesitant at first, but Hannah was so good with them it felt like they were staying with a family member! very communicative, attentive and trustworthy. Highly recommend!

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Ruby F.
Sitter Profile Image: Dana H.
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Dana H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
Sitter Profile Image: Teri A.
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Teri A.
from
$45
per night
5.0 out of 5 stars
55 reviews
22 repeat clients
25 years of experience
East Troy, WI, 53120

She was amazing and very accommodating. My puppies seemed to enjoy their stay alot. I got pictures and updates. She responded rather quickly to any questions i had. I got back late from training and she was able to keep them another night, and she offered it to be free. She was very understanding and I plan to try and use her in the future. :)

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Keara K.
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Cat caregivers near you - Caldwell

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

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Sitter Profile Image: Brandi W.
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Brandi W.
from
$14
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Mukwonago, WI, 53149

Brandi is amazing cat sitter, our cats love her. When we came back after long trip, I feel like both of my cats didn’t feel we were gone at all. Thanks to her again. Definitely ask her to check our cats again in the future.

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nirana b.
Sitter Profile Image: Ashley L.
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Ashley L.
from
$25
per visit
5.0 out of 5 stars
14 reviews
1 repeat client
29 years of experience
Mukwonago, WI, 53149

Ashley went above and beyond taking care of my cats. She spent a lot of time with them witch means so much to me that someone was there when I couldn't be.

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Teresa
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
63 reviews
13 repeat clients
15 years of experience
Big Bend, WI, 53103

Tami was wonderful. My cats were very, very happy when I came home, which is that they means they were comfortable while I was away. Tami kept me up-to-date with photos and texts while I was gone. I would definitely hire her again.

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Pam S.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$18
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

Was available on short notice and did a great job. Showed up when we discussed, communicated often and shared pics!

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Christina S.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$19
per visit
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

Lydia was super helpful on a whim & great with our dogs. Would certainly recommend her to anyone!

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Audrey J.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
30 years of experience
Burlington, WI, 53105

We’ve been using Cayla for our Golden Retrievers since October 2025. She is wonderful! She really cares for the dogs and can tell that she really loves seeing them each time. She goes above and beyond for the dogs and us too. Cayla is also extremely dependable, which is huge for us. We feel VERY comfortable knowing that she is taking care of our babies on the days we work. We highly recommend Cayla!!

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Julie Z.
Sitter Profile Image: Carly B.
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Carly B.
from
$18
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

We could NOT have asked for a better pet sitter for our kitty than Carly! She was easy to coordinate with and very friendly. My favorite part was when she sent me photo and video updates of what our baby was up to. ?

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Alli & Matt W.
Sitter Profile Image: Rianna M.
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Rianna M.
from
$16
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
1 year of experience
Burlington, WI, 53105

Rianna was great with my cat! She was very professional and thorough and her communication was great. I will definitely have Rianna back to watch my cat when I travel!

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Robyn A.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$13
per visit
1 repeat client
8 years of experience
Waukesha, WI, 53189

About: Ever since I was 10 I’ve always fostered cats, I’ve always had a special place for cats, I have some of my own

Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
42 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam and her family took wonderful care of my cat Wally. Kam sent me photos every day to show how well my cat was doing. I wholeheartedly recommend Kam’s sitting services!

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Layni G.
Sitter Profile Image: Julia S.
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Julia S.
from
$17
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
1 year of experience
Mukwonago, WI, 53149

Very communicative! She gave great updates on our kitty, Rupert.

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Hannah B.
Sitter Profile Image: Susana C.
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Susana C.
from
$18
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
10 years of experience
Eagle, WI, 53119

Susana followed my Kitten Leo s food instructions well. Played with Leo each visit and cleaned up after him. Thank you Susana! You did a great job!!

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Susan S.
Sitter Profile Image: Sammu G.
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Sammu G.
from
$12
per visit
4.0 out of 5 stars
1 review
6 years of experience
Waterford, WI, 53185

About: I've had cats my entire life and have volunteered at an animal shelter. I've cared for four cats at once in another client's home and I've cared for three at once in my own. I've helped care for a senior pet that needed regular meds and frequent reprieves for bladder control.

Sitter Profile Image: Claire E.
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Claire E.
from
$17
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Waukesha, WI, 53189

Claire is great with our dog and our cat. Super sweet and our pets love her. Thank you, Claire, for being there for us. We know our fur babies will be safe and well in your care.

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Debbie S.
Sitter Profile Image: Amanda T.
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Amanda T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Mukwonago, WI, 53149

About: Taking care of kitties has always been my thing! Snuggling, cuddling and playing with their cute toe-beans is all the Serotonin that I need.

Sitter Profile Image: Morgan S.
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Morgan S.
from
$19
per visit
5.0 out of 5 stars
32 reviews
4 repeat clients
9 years of experience
East Troy, WI, 53120

Morgan was great! She met with us prior to our visit to meet Gracie. She was prompt in responding to our request and questions. She took great care of Gracie for her drop in visit. Thank you Morgan!

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Angie C.
Sitter Profile Image: Leslie E.
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Leslie E.
from
$17
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
17 years of experience
East Troy, WI, 53120

Thank you so much, Leslie for all your help taking care of my cats. It was a peace of mind knowing you were there for them and thank you for the extras too. 5 stars and more! Very reliable, great communication and cares for animals!

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Karen C.
Sitter Profile Image: Teri A.
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Teri A.
from
$18
per visit
5.0 out of 5 stars
55 reviews
22 repeat clients
25 years of experience
East Troy, WI, 53120

Teri was kind and conscientious throughout our interaction and took good care of my pets, near as I can tell. She only had them two days, but seemed to get both animals to open up and interact. She deserves the acclaim she has on her profile. I'll definitely be keeping her in mind for any future boarding needs as both cats really seemed to enjoy the time spent in her home.

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Kariston S.
Sitter Profile Image: Diane R.
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Diane R.
from
$23
per visit
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane did a great job cat/house sitting for us. She sent messages everyday to keep me informed. Diane is very thorough and friendly.

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Fran F.
Sitter Profile Image: Allison U.
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Allison U.
from
$14
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
East Troy, WI, 53120

About: My name is Allison, I am 24 years old and love animals. I work full time and am looking for extra work taking care of animals. I have walked multiple dogs in my neighborhood since I was 10 years old, so i have about 10 years of experience walking all kinds and sizes of dogs. I also have about 3 years of experience house sitting and watching over dogs and cats. I will walk your dog as far or a short as you or your dog prefers. I will play with and give your pet lots of love. I also have grown up with 2 dogs and have my own cat and have family members with many more pets. I hope to give your pet lots of love. Currently, my schedule is very flexible and I am almost always available every day during the week for a few hours and the weekends as well. If I am to take care of your pet in your home I will be very respectful of your space and leave it just as it was when I arrived.

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Perfect for high energy dogs - Caldwell

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

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Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$29
per day
5.0 out of 5 stars
48 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

About: Welcome to your furry friends pawcation retreat in Eagle, WI. Pet sitting, grooming and showing dogs is my full time passion (can't say job because I love what I do) not just extra income. I take every furry guest seriously and treat them like my own. My home is a retreat for your dog to feel comfortable, safe, relaxed all while enjoying the joys of being in a dog friendly home. I have been caring and showing dogs for over 30 years. My home has a large 6’ high fenced in area with doggie windows for potty breaks. I always go outside with them to supervise as it's just the routine that I do with my own dogs. I only cater to a few dogs at a time and that allows more attention for our furry friends. They can hang out with our resident Field Spaniel furkids, Starlet, Russell, KC and Trixie. Some dogs are quick to play and explore, while some dogs are shy and require more attention. I love all dogs and adapt my approach to your dog’s personality. If you see I am not available for certain dates, but still want service if I can rearrange I try to accommodate. In some examples of accommodation it has turned from pet sitting needs in the sitters home into me traveling to your house instead. ~~~ Check out my review stay photos to have a glimpse of the spoiling that your dog(s) will receive in my care. ~~~ In addition, I match the activities to each furry guest while they are boarding and that includes pets with special needs. Each day or overnights may include dog walks, car rides, playing fetch and simply being a house dog lounging on the couch. Additional services offered include pampering in the doggie spa or focusing on dog training sessions. Think of our home as a pet friendly home for pet sitting and dog grooming. We want all the dogs to feel as if they are home while you are away having fun. Dogs that work well in my home: I do not accept high energy dogs or dogs that are too large to handle. I prefer dogs that are calmer and dogs that can be left loose and do not mark on furniture. Please be honest when making a doggie overnight reservation. I understand dog behavior and know what works well with my own dogs. About my yard: 6’ high fenced yard with doggie windows for the dogs to see outside the yard. (Please note some of the photos seen are from an older house and not my newer resident in Eagle, Wi) Why I love dog sitting: I have been caring for dogs for over 30 years. My house and energy is very calming. My house is a retreat for dogs while the parents are away on vacations. I look forward to having your furkid(s) stay with me soon! Sincerely, Kylie I currently stay at home full time and can dedicate all my time as needed to our furry guests. They are my number one focus! Typical day can be waking up early (between 4am and 6am to let out and feed), all the fun stuff in between and bedtime is around 8pm due to my significant others schedule. 6’ high fenced yard with doggie windows for the dogs to see outside the yard. In addition, I have a safety plan in place because the dogs come first before my needs.

Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
380 reviews
117 repeat clients
20 years of experience
Brookfield, WI, 53005

Couldn't have asked for a more pleasant experience! Maria & Nayibe were so friendly and took amazing care of my puppy. Additionally they accommodated my daycare request on short notice. I highly recommend them and will definitely utilize their services again in the future :)

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INFJ W.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$35
per day
5.0 out of 5 stars
5 reviews
3 years of experience
New Berlin, WI, 53151

They were both super nice and caring for our pup. Had good communication throughout the stay. Sent photo and video updates throughout the day which I really appreciated.

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Vanessa V.
Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
15 reviews
5 repeat clients
25 years of experience
Muskego, WI, 53150

Carol and Steve are excellent hosts. Our Cavapoo is extremely anxious and they provided personal attention to keep him calm. I got multiple messages with photos that made me comfortable. Already reserved more days. I would highly recommend their services.

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Aamir S.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

Savannah did a fantastic job with my puppy, Junie! She was patient with introducing Junie to her two dogs, and everyone ended up getting along well. They got to play at the dog park and Savannah even gave Junie a bath after! Looking forward to having Junie stay with her when I’m traveling.

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Shannon T.
Sitter Profile Image: Heather J.
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Heather J.
from
$40
per day
5.0 out of 5 stars
26 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

Jordy always has a great time visiting his friends at Heather’s! It’s a bonus to have her dog handling and training expertise. He loves to have a big, fenced yard to run around in.

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Bob A.
Sitter Profile Image: Kimberly F.
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Kimberly F.
Star Sitter
from
$30
per day
5.0 out of 5 stars
16 reviews
2 repeat clients
18 years of experience
West Allis, WI, 53227

Kim did an amazing job taking care of my dog. I cannot thank her enough for working with my unpredictable work schedule as well. Highly recommend.

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Lauren B.
Sitter Profile Image: Carrie B.
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Carrie B.
from
$30
per day
5.0 out of 5 stars
46 reviews
12 repeat clients
25 years of experience
Mukwonago, WI, 53149

Our Ruby spent the day with Carrie and her family recently. Ruby is 13 and not as active as she used to be, but she loves being around families and enjoys playtime with other dogs. She did very well and was well cared for. I am sure we will contact Carrie again to be Ruby’s sitter.

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Beatrice A.
Sitter Profile Image: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
268 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

This was our first visit with Deanne. Doggy Daycare was a hit! Cash was happy when I picked him up. He was sound asleep on the couch within a 1/2 of getting home. I think he had a busy day with his new lil buddy!

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Suzi S.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
127 reviews
43 repeat clients
15 years of experience
New Berlin, WI, 53146

Angie, and her daughter Bella, were great! They took good care of my dogs Max and Lulu! Angie even gave me some fresh eggs from her own ducks and chickens! =)

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Jinsung W.
Sitter Profile Image: Eric P.
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Eric P.
from
$40
per day
4.9 out of 5 stars
123 reviews
49 repeat clients
7 years of experience
Hales Corners, WI, 53130

My dogs had a blast with Eric and his dog Luna. The communication was easy (over the app) and they were clearly well taken care of when I picked them up each day. Highly recommend!

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Beth H.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
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$34
per day
5.0 out of 5 stars
16 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

Yshonda was absolutely wonderful to work with. We were a bit nervous because we have two fur babies with two different personalities and unique needs and Yshonda was very accommodating and flexible and was able to set our minds at ease. The babies are comfortable with her and seem to really enjoy her company. She’s friendly, personable and obviously loves dogs. She’s an amazing sitter and I would recommend her to anyone especially people who have never tried a dog sitter before. Check her out!

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Reno W.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.

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Karen P.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$45
per day
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

Lauren was absolutely phenomenal with Rory! He struggles with separation anxiety, but she made him feel comfortable and he warmed right up to her. He even ran straight inside on their second day together, ready to play! Lauren is very responsive and takes lots of great pictures too. I couldn’t recommend her more! We’ll definitely be reaching out again in the future. Thanks again, Lauren!

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Jessica P.
Sitter Profile Image: Julie K.
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Julie K.
from
$63
per day
4.9 out of 5 stars
77 reviews
21 repeat clients
30 years of experience
Hales Corners, WI, 53130

Julie was great with Sophie and Sophie was so excited to see her and was very happy when I came to pick her up. Sophie got all the snuggles she’s needed to make her first daycare experience a great one.

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Elizabeth R.
Sitter Profile Image: Kortney L.
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Kortney L.
Star Sitter
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$38
per day
4.7 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Dousman, WI, 53118

About: I grew up on a farm and have always had and cared for animals. Im also an puppy and advanced obedience trainer. I breed and whelp litters and also offer training lessons or programs. Im also a certified Canine Good Citizen Evaluater. Im a dog trainer with pets of my own. Both my training and boarding pups live life with me and my babes and are cared for just the same. I have an open back yard with plenty of room to move around. I also have steamed out tie outs for those who arent as confident with their recall.

Sitter Profile Image: Mackenzie P.
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Mackenzie P.
from
$60
per day
5 years of experience
East Troy, WI, 53120

About: I have only had my own dogs to engage with but I love to teach them new tricks and help them learn. I am also not afraid to get to know shy pets I would be available after 4:30pm weekends but available all weekend. I work around having other jobs but am open those parts of the day I feed them, walk them, and teach them new tricks. I also love to play with my dogs to get the energy out of them

Sitter Profile Image: Cassie B.
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Cassie B.
from
$35
per day
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

Cassie is an amazing sitter - she is so friendly and communicative, and took in my dog Abby when I was in need of last-minute day care. She sent photos and videos throughout the day, and even helped my shy dog warm up to her sweet pup. I felt so comfortable knowing Abby was in her hands and would 1000% book with her again! She is a friendly dog lover and Abby and I both look forward to seeing her next time.

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Susie T.
Sitter Profile Image: Louise P.
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Louise P.
from
$50
per day
5.0 out of 5 stars
21 reviews
9 repeat clients
17 years of experience
West Allis, WI, 53227

Our dog had an awesome day with Louise! She was great with little Stuart and so easy to work with for us. She accommodated a long day with our schedules and is so kind. She gave our dog personal care and very loving for our needy little puppy. We plan to book with Louise again, can’t recommend her enough!

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Maura B.
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Adventure-ready dog walkers - Caldwell

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Sitter Profile Image: Carly B.
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Carly B.
from
$15
per walk
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

Carly was great! My pup loved her and we had no issues! She was very efficient, kind and trustworthy!

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Jessica M.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam has been great to work with and brings peace of mind. She is prompt and reliable for our regular walks! We are thankful to have her take care of our Lexi.

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Rhonda M.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
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$21
per walk
5.0 out of 5 stars
63 reviews
13 repeat clients
4 years of experience
Waukesha, WI, 53189

Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.

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Gleda D.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$20
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Mukwonago, WI, 53149

About: I’ve grown up around dogs my entire life and as a pet owner myself, I know how important it is to have care that can be trusted. I’ve taken care of dogs of all shapes and sizes for family and friends in the past. I am committed to giving the best care to all of our furry friends and guarantee to treat them like my own. My schedule is currently open most of the time so I can be very flexible when it comes to working with you and your pet’s busy schedules. I am happy to follow any special instructions you may have related to feeding, medication, or any other pet needs that are requested by you.

Sitter Profile Image: Diane R.
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Diane R.
from
$20
per walk
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.

Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
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$20
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
25 years of experience
Burlington, WI, 53105

Cayla is an amazing dog caretaker! She has a genuine love for animals, and it is apparent in her interactions with them. My dog is my baby, there is not many people besides my family and closest friends I trust with him, but Cayla is someone I can say I truly trust to take the best care of my pup! She makes each animal feel loved and special. I would very highly recommend Cayla!

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Janelle M.
Sitter Profile Image: Carrie B.
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Carrie B.
from
$20
per walk
5.0 out of 5 stars
46 reviews
12 repeat clients
25 years of experience
Mukwonago, WI, 53149

We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!

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Rylee H.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$21
per walk
5.0 out of 5 stars
32 reviews
4 repeat clients
10 years of experience
East Troy, WI, 53120

Thanks so much!

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Angela P.
Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
29 reviews
7 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.

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Kelly B.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$25
per walk
5.0 out of 5 stars
3 reviews
15 years of experience
Mukwonago, WI, 53149

About: Having a furry friend in the home has been a norm for me for as long as I can remember! I’ve cared for dogs of my own and family members dogs for my whole life. I have trained my own family dog through 4-H, so I am knowledgeable on some training tactics for dogs, just let me know your furry friends needs! :) I am currently taking time away from work, so I am available full time to care for your pets! Whether you just need someone to take them on walks or you need a sitter for a vacation, I am available whenever you need! At home, I’m in an apartment with an indoor cat of my own. He loves to follow me around to house and be wherever I am!

Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Katie P.
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Katie P.
from
$20
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
16 years of experience
Eagle, WI, 53119

Katie is wonderful! She met Dobby and he loved her. I could tell she was a doggy person right away! She took great care of my fur baby, sent pics, updates, and was very flexible with her schedule. I will be using Katie again and again for our pups walks.

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Deanna W.
Sitter Profile Image: Isabella M.
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Isabella M.
from
$16
per walk
1 repeat client
10 years of experience
Waukesha, WI, 53189

About: I’ve taken care of many dogs I’d say every kind I’ve worked in daycares where I would bathe them, feed them, or just keep them company and let them know they are safe I’m currently working part time at target, I’m always free to take care of your fur babies and make sure they are fed and taken care of! I have a fenced in yard that my dogs absolutely love playing fetch it and my fur babies love other fur babies they will get alone very well!

Sitter Profile Image: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Tami R.
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Tami R.
from
$16
per walk
35 years of experience
Mukwonago, WI, 53149

About: 75% of my life has been spent with dogs. In 2017 and after saying goodbye to our 13 year old yellow lab, I brought home a 10 week old German Shepard/Border Collie mix. He is a rescue from Oklahoma. I trained, potty trained, raised and still love Bandit. Last November an 8 week old Catahoula Leopard mix from the WI Humane Society was added to the equation. Pirate and Bandit are best of friends. Before Pirate, Bandit was anxious, skidding, ran away from and would go to only a select few. Who knew all he needed was his own emotional support dog?! He is a completely different dog. Friendly, not skidding, loves to play and run. Pirate is the same size at a year old as Bandit (approx 65 lbs. each) I am partially retired which gives me the availability and flexibility to come, play and stay in your home. Specific days of availability are Tuesday, Thursday, Friday, Saturday and through Sunday mornings. My only goal is to provide World Class service to you and your pets. I am able to administer medications, feed, potty and any other general care needed in your absence.

Sitter Profile Image: Breonna B.
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Breonna B.
from
$12
per walk
1 year of experience
Mukwonago, WI, 53149

About: I’ve always had dogs and pets growing up and have been a sitter for many friends and family’s throughout the years! All types and ages and breeds I’m currently working part time so I’ll have plenty of time to time to play and hang out with your pups! Especially on weekends - Friday, Saturday, Sundays ! I will follow your instructions clearly for how you would like me to treat your pups/animals and your home. I value your privacy and respect your home.

Sitter Profile Image: Cheyenne K.
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Cheyenne K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
4 years of experience
Union Grove, WI, 53182

About: I have been a dog lover my whole life! Dogs have been apart of my family since I was kid. We have loved a wide variety of breeds from small dogs to large dogs. I also have experience as a dog walking volunteer at the Racine County Humane society! Through this position and my home life I have walked dogs from 5-100+lbs. My family calls me the dog whisperer and I've always felt so at peace walking or spending time with pups! I am a recent grad with my Masters in Physician Assistant Studies. I work as an Emergency Medicine PA offering me flexibility with my schedule. I would love to help care for your pets in my off time. Animals bring me so much joy and I will treat your pet as one of my own! I am able to work with pets of high energy as well as more docile pups! I am comfortable using crates as well as kennels.

Sitter Profile Image: Julia S.
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Julia S.
from
$20
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Mukwonago, WI, 53149

About: While I haven’t had a dog of my own, I’ve had the joy of dog sitting and caring for many over the years. I genuinely love spending time with dogs—whether it’s going for a walk, playing, or just giving them the love and attention they deserve. I make sure each dog feels safe, happy, and well cared for, just like they would at home. I currently work full time from 8-4 pm on weekdays but I can swing by in the mornings and spend time in the afternoons otherwise I am always off every weekend to give you that getaway that you deserve! You pets will always be in good hands as I am a huge animal person! I always prioritize making pets feel comfortable, safe, and loved—whether they’re in my home or their own. In a client’s home, I follow their usual routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. I also make sure to keep the space clean and secure. If caring for pets in my home, I provide a calm and pet-friendly environment with plenty of attention, enrichment, and affection. I treat every pet like they’re part of the family.

Sitter Profile Image: Chloe G.
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Chloe G.
from
$20
per walk
5.0 out of 5 stars
2 reviews
6 years of experience
East Troy, WI, 53120

About: I have had both cats and dogs since I was born and have lots of experience providing care for many ages, behaviors, and disabilities. Over the last few years, I have aided with foster dog care, and while it can be challenging, it is very rewarding. Over the last few years, I have seen seniors, puppies, and pregnant dogs come through the home, and I always try to provide the best care I can while trying to find homes that are a good fit! I am working a part-time job at Carthage College and have ample time to help provide care. During the weekdays, I am quite flexible with my availability. On weekends I have lots of flexibility as well in order to provide ample support and care for pets. I am very active, so I am more than willing to provide walks and activities for your pup! If your dog needs medication, I am able to administer it when needed. I can also provide time outside and around the home if the dog must be in a crate.

Sitter Profile Image: Leslie E.
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Leslie E.
from
$15
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
17 years of experience
East Troy, WI, 53120

About: I’ve had pets especially dogs all my life. I’ve taken care of other dog for two weeks. I’m currently having two cats living with us. Pets are best thing to have! I’m currently working on call as substitute teacher. So I’d thought I could work on days I’m available to look after pets, dogs or cats. Take dogs for walk and feeding if need to. I have a backyard but not fenced. But take walk if need. Play with ball or toys. Giving lots of cuddles. Important making them feel comfortable and safe.

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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Caldwell

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: Amanda T.
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Amanda T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
30 years of experience
Mukwonago, WI, 53149

Amanda and her family did a fantastic job with our 2 dogs. Our vacation was a breeze and we felt at ease knowing our dogs were in good hands! Highly recommend.

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Dave C.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Waukesha, WI, 53189

I feel really comfortable leaving my pup with Joanne. She sent me pictures and updates on Ginger every day - they made me smile! Was wonderful to know my pup was being loved and so well cared for while I was away! Thank you, Joanne!

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Renee P.
Sitter Profile Image: Kandice B.
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Kandice B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
35 years of experience
Waukesha, WI, 53189

My dog absolutely loves Kandice. She was amazing. She’s had my dog for boarding for 3 weeks and I’ve been able to pick my dog up and play with her and drop her back off after. Very accommodating and loves and cares for my dog like her own!

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Brianna C.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
112 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
Sitter Profile Image: Christina W.
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Christina W.
from
$40
per night
5.0 out of 5 stars
19 reviews
12 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was great with communication as and took very good care of my dog. Super generous with photos and dog came back home happy. Thank you Christina .. sorry for the delayed review. 😊

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Vidhi S.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
48 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

Kylie took care of our Penny (dachshund) for a long stay while we were on vacation. After meeting her, we felt very comfortable leaving her for such an extended period of time. We felt confident that she would be well cared for and she was! Kylie was flexible and caring during her stay and took great care of Penny, even when her new food gave her tummy trouble...we so appreciated it! We would not hesitate to book again with Kylie in the future!

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Jennifer C.
Sitter Profile Image: Savannah S.
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Savannah S.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
New Berlin, WI, 53151

We left our Simba with Savannah for a weekend & it went great ! He enjoyed playing with her dogs & we could definitely tell that he wasn’t so worked up to come home (we have tried boarding locations in the past & he is very eager to get out of there asap & has never truly enjoyed that type of environment). We are very happy that we found Savannah to care for him ! The communication was great & and we are just happy that Simba had a safe/fun experience. We will definitely be booking again in the near future.

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Keylinne C.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
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$41
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Laura was great! Our dog Dolly seemed well taken care of. Dolly got along really good with her labrador Diesel. He is a sweet boy. Highly recommend her and have scheduled for future plans. Theresa W.

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Theresa W.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott was very accommodating and communicative, we got several pictures and even a short video of our dog out playing in the fresh snow. Our dog has a fear of smooth floors and Scott was able to layout enough rugs and beds that Barley was comfortable. Will book again.

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Andy B.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
87 reviews
22 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.

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Kay R.
Sitter Profile Image: Carly B.
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Carly B.
from
$40
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

Carly is a wonderful sitter. She sent great updates, very responsive when making reservation and when picking up Millie, I could tell she had enjoyed her stay with Carly…she went back to her after seeing me as if to say good bye, one more petting from her.🤗

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Shelley M.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
367 reviews
156 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer was an excellent dog sitter! Our dog was well taken care of while we were on vacation. We had a great experience and will definitely book with her again.

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Katie Q.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
346 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was great with my dog and made it a smooth pick-up and drop-off process. I could tell my dog was comfortable and well cared for. I would definitely recommend booking with her!

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Briana O.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.7 out of 5 stars
13 reviews
10 repeat clients
14 years of experience
Burlington, WI, 53105

Rachel was wonderful with my two dogs. They felt right at home with her family. She's great with dogs and is very aware of tfeir behaviors. She proactively met with us prior to the stay to see how my dogs would interact with some of the other dogs she watches. Everything worked out great. I would highly recommend Rachel.

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Jean P.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
268 reviews
130 repeat clients
25 years of experience
Genoa City, WI, 53128

We are very happy with the care our puppy received during the nine days she was with Deanne. We received an update with pictures approximately every two days. We would not hesitate to book with her again.

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Linda W.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!

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isis s.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per night
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

My dog was apparently incredibly bad with Lauren (NOT HER WORDS. She was very sweet about telling me about his behaviors). Not because of her, but because of it being his first time being away from us and not knowing what to expect. She was patient and communicative with us. She sent a ton of pictures and videos and talked through any problems that's arose. I would definitely work with Lauren in the future.

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Alli & Matt W.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

I’ve never had to trust a stranger with my dogs before so I was hesitant at first, but Hannah was so good with them it felt like they were staying with a family member! very communicative, attentive and trustworthy. Highly recommend!

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Ruby F.
Sitter Profile Image: Dana H.
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Dana H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
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