House Sitting in Caldwell

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Top rated Caldwell house sitters

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Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5 out of 5.0 stars
48 reviews
11 repeat clients
20 years of experience
Delafield, WI, 53018

Tara was great with Bernie. He is a big dog and can get into mischief. We were able to all go on a family vacation thanks to finding Tara. Her communication is 5 stars and she followed the directions for Bernie to the letter. We appreciate the great care Bernie had and will be using Tara again!

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Stephanie C.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$61
per night
5 out of 5.0 stars
29 reviews
6 repeat clients
4 years of experience
Mukwonago, WI, 53149

Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!

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tbigari
Sitter Profile Image: Susana C.
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Susana C.
Star Sitter
from
$55
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
15 years of experience
East Troy, WI, 53120

Susana was amazing! Our three pets can sometimes be a little shy, but they warmed up to her very quickly. She kept in touch with us sending lots of pictures which we really appreciated. She even vacuumed. The house was very clean when we got home. Highly recommended!

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Steve K.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$80
per night
5 out of 5.0 stars
48 reviews
14 repeat clients
20 years of experience
Burlington, WI, 53105

Emily as always provides the most loving care. We have had her stay with our puppy 3 times and each time she goes above and beyond. She works on training, takes her on walks and sends pictures and updates through the stay. I already have Emily booked again for another long weekend in October and plan to have her stay Penny's official dog sitter for however long she is will be available!

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Stephanie P.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Our dogs absolutely love Brandi. She is so sweet, kind, and especially patient with our shy dog. I’m always comfortable when away as I know our fur babies will be well cared for.

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Shenlee S.
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5 out of 5.0 stars
75 reviews
19 repeat clients
30 years of experience
Franklin, WI, 53132

It was comforting knowing that Georgia was being well cared for while I was out of town. I would definitely use Patricia again. Thank you for taking care.of her!

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Amanda K.
Sitter Profile Image: Madolyn C.
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Madolyn C.
from
$37
per night
5 out of 5.0 stars
3 reviews
1 repeat client
3 years of experience
Franksville, WI, 53126

About: I have had animals in my family and taken care of them since I was very young. I will treat your fur babies like they are my own. I have a very flexible schedule because my schedule is flexible I’m able to work any special requests to my day and I am willing to work with your schedule too. If the pet has an accident I will clean up the mess and if the pet needs walked I will walk them and if they need breakfast or dinner I will feed them and I will take them for walks and do what I can to meet your pets needs

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
5 out of 4.8 stars
28 reviews
10 repeat clients
10 years of experience
Muskego, WI, 53150

Quazaye watched our 2 dogs on a overnight for 2 nights. One of our dogs is 15 and has diabetes and cushings and needs insulin 2X a day. Quazaye was able to administer the shots which not everyone can. Quazaye is very personable,trustworthy,dependable and responsive. I highly recommend her for care of your beloved pets!

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Beth F.
Sitter Profile Image: Stephanie S.
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Stephanie S.
from
$50
per night
5 out of 5.0 stars
48 reviews
19 repeat clients
26 years of experience
Waukesha, WI, 53189

100% recommend Stephanie! I was definitely a little scared to leave my furry family in the hands of another that wasn't family for the very first time, while traveling out of state. However, that scared feeling subsided very quickly as Stephanie, cared for all three of our furry family members like they were her own. I got daily texts with updates on how the two cats (Casper & Cruella) and our dog (Cooper, who has very very bad separation anxiety) were doing, along with photo updates as well. Once again, I highly recommend Stephanie, we will definitely be having her watch our furry family again! Thank you again Stephanie for taking such great care of our furry family, while we were away.

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Stephanie O.
Sitter Profile Image: Vonnie T.
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Vonnie T.
from
$35
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

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Patrick P.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5 out of 5.0 stars
62 reviews
13 repeat clients
18 years of experience
Mukwonago, WI, 53149

Abigail was wonderful to work with - she was prompt and communicative, and demonstrated that she was taking watching our pup Leila who has separation anxiety seriously. She asked great questions, and accommodated my request to stay with her for the entire visit. I trusted Leila was in great hands, which was such a relief. She even sent pictures and left us a kind note. We highly recommend her and will definitely be booking with her in the future!

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Alexandria S.
Sitter Profile Image: Jason B.
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Jason B.
from
$70
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
45 years of experience
Burlington, WI, 53105

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

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Jennifer E.
Sitter Profile Image: Hannah D.
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Hannah D.
from
$75
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
28 years of experience
Muskego, WI, 53150

Hannah stayed in our home and watched our dog for a week. He is an older dog and needs medicine twice a day plus some extra TLC getting up and down steps or even the couch. She was wonderful! She was always in communication with me and sent pictures all the time which really put my mind at ease. She took such great care of him and our house too. I would highly recommend her!

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Anne S.
Sitter Profile Image: Diane R.
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Diane R.
from
$60
per night
5 out of 4.6 stars
16 reviews
6 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane took wonderful care of my puppy and 2 cats. She was easy to communicate with and sent lots of updates and pictures. I will definitely trust Diane with my pets again!

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Patricia K.
Sitter Profile Image: Robyn S.
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Robyn S.
from
$45
per night
10 years of experience
East Troy, WI, 53120

Came ahead of time for a Meet n Greet. Was on time the day I needed and stayed a little longer than I requested. All went well.

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Charlie R.
Sitter Profile Image: Mackenzie P.
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Mackenzie P.
from
$60
per night
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: Barbara M.
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Barbara M.
from
$50
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
7 years of experience
Waukesha, WI, 53189

Barbara did a nice job updating me and sent pictures.

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Jo M.
Sitter Profile Image: Yamileth F.
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Yamileth F.
from
$30
per night
15 years of experience
Waterford, WI, 53185

About: I’ve taken care of dogs for more than 20 years. Our dog was 15 years old when we had to put him down. He was very well loved and taken care of. I’ve helped friends with their dogs. I’ve taken ate of puppies and senior dogs I’m currently retired and I miss my dog so much. I’m looking to help out other families with caring for their pets. I’m very flexible during the week I can take them for a walk, play with them and keep them company. Give medication. Whatever is needed to keep your furr baby happy 😊

Sitter Profile Image: Avery N.
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Avery N.
from
$50
per night
3 years of experience
East Troy, WI, 53120

About: I have worked with animals for three years. I am a veterinary receptionist. I love animals with my whole heart and will always try to make them as comfortable as possible. I work Full time at a veterinary clinic but Tuesdays i am off as well as Saturday and Sunday. I am doing this to help more people get their pet the care it needs! I always try to make pets feel at home and safe. I always comfort animals and prefer to meet them beforehand so I am not a complete stranger to them.

Sitter Profile Image: Morgan S.
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Morgan S.
from
$45
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
10 years of experience
East Troy, WI, 53120

Morgan took great care of Myles while I was away.

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Melissa P.
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Sitter Profile Image: Tara R.
Verified Enhanced Background Check
Sitter Profile Image: Tara R.
Verified Enhanced Background Check

Tara R.
Star Sitter

I have a warm heart for cold noses!
Delafield, WI, 53018
15.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
48 reviews
11 repeat clients
Profile image

Tara was great with Bernie. He is a big dog and can get into mischief. We were able to all go on a family vacation thanks to finding Tara. Her communication is 5 stars and she followed the directions for Bernie to the letter. We appreciate the great care Bernie had and will be using Tara again!

Availability updated today
Sitter Profile Image: Tami G.
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Sitter Profile Image: Tami G.
Verified Enhanced Background Check

Tami G.
Star Sitter

Ruff life? I got you
Mukwonago, WI, 53149
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$61
per night
5 out of 5.0 stars
29 reviews
6 repeat clients
Profile image

Tami is great. Our dogs are kind of weirdos, but she figured out their unique personalities quickly and sent lots of photos and updates. We will definitely hire her again!

Availability updated today
Sitter Profile Image: Susana C.
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Sitter Profile Image: Susana C.
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Susana C.
Rover 101
Star Sitter

Your pet is my #1 priority ❤️
East Troy, WI, 53120
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
16 reviews
4 repeat clients
Profile image

Susana was amazing! Our three pets can sometimes be a little shy, but they warmed up to her very quickly. She kept in touch with us sending lots of pictures which we really appreciated. She even vacuumed. The house was very clean when we got home. Highly recommended!

Availability updated yesterday
Sitter Profile Image: Emily B.
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Sitter Profile Image: Emily B.
Verified Enhanced Background Check

Emily B.
Star Sitter

TRUSTWORTHY PET LOVING TEACHER!
Burlington, WI, 53105
10.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$80
per night
5 out of 5.0 stars
48 reviews
14 repeat clients
Profile image

Emily as always provides the most loving care. We have had her stay with our puppy 3 times and each time she goes above and beyond. She works on training, takes her on walks and sends pictures and updates through the stay. I already have Emily booked again for another long weekend in October and plan to have her stay Penny's official dog sitter for however long she is will be available!

Availability updated 53 days ago
Sitter Profile Image: Brandi W.
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Sitter Profile Image: Brandi W.
Verified Enhanced Background Check

Brandi W.

Treat pets like their my own
Mukwonago, WI, 53149
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
15 reviews
6 repeat clients
Profile image

Our dogs absolutely love Brandi. She is so sweet, kind, and especially patient with our shy dog. I’m always comfortable when away as I know our fur babies will be well cared for.

Availability updated 3 days ago
Sitter Profile Image: Patricia N.
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Sitter Profile Image: Patricia N.
Verified Enhanced Background Check

Patricia N.
Star Sitter

Love them all!
Franklin, WI, 53132
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
75 reviews
19 repeat clients
Profile image

It was comforting knowing that Georgia was being well cared for while I was out of town. I would definitely use Patricia again. Thank you for taking care.of her!

Availability updated 50 days ago
Sitter Profile Image: Madolyn C.
Verified Enhanced Background Check
Sitter Profile Image: Madolyn C.
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Madolyn C.

Madolyn
Franksville, WI, 53126
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per night
5 out of 5.0 stars
3 reviews
1 repeat client

Maddie has taken care of Eva, our mini Dauchund many times. She is very reliable and trustworthy. Eva absolutely loves her! I would recommend her to anyone!

Availability updated 18 days ago
Sitter Profile Image: Quazaye K.
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Sitter Profile Image: Quazaye K.
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Quazaye K.

Rubbin and lovin and walkin, oh my!
Muskego, WI, 53150
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.8 stars
28 reviews
10 repeat clients
Profile image

Quazaye watched our 2 dogs on a overnight for 2 nights. One of our dogs is 15 and has diabetes and cushings and needs insulin 2X a day. Quazaye was able to administer the shots which not everyone can. Quazaye is very personable,trustworthy,dependable and responsive. I highly recommend her for care of your beloved pets!

Availability updated 5 days ago
Sitter Profile Image: Stephanie S.
Verified Enhanced Background Check
Sitter Profile Image: Stephanie S.
Verified Enhanced Background Check

Stephanie S.

Always looking for furreal friends!
Waukesha, WI, 53189
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
48 reviews
19 repeat clients
Profile image

100% recommend Stephanie! I was definitely a little scared to leave my furry family in the hands of another that wasn't family for the very first time, while traveling out of state. However, that scared feeling subsided very quickly as Stephanie, cared for all three of our furry family members like they were her own. I got daily texts with updates on how the two cats (Casper & Cruella) and our dog (Cooper, who has very very bad separation anxiety) were doing, along with photo updates as well. Once again, I highly recommend Stephanie, we will definitely be having her watch our furry family again! Thank you again Stephanie for taking such great care of our furry family, while we were away.

Availability updated 7 days ago
Sitter Profile Image: Vonnie T.
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Sitter Profile Image: Vonnie T.
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Vonnie T.

Have had a dog since I was a child
Oconomowoc, WI, 53066
13.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
21 reviews
7 repeat clients
Profile image

Murphy Loved Vonnie! And she sent pictures. She's amazing! I will definitely be reaching out to her again. Best Sitter Ever. Totally made me feel comfortable leaving my best buddy with her. She is AWESOME!

Availability updated 55 days ago
Sitter Profile Image: Abigail B.
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Sitter Profile Image: Abigail B.
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Abigail B.
Rover 101
Star Sitter

Your pets are in good paws with me
Mukwonago, WI, 53149
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
62 reviews
13 repeat clients
Profile image

Abigail was wonderful to work with - she was prompt and communicative, and demonstrated that she was taking watching our pup Leila who has separation anxiety seriously. She asked great questions, and accommodated my request to stay with her for the entire visit. I trusted Leila was in great hands, which was such a relief. She even sent pictures and left us a kind note. We highly recommend her and will definitely be booking with her in the future!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jason B.
Verified Enhanced Background Check
Sitter Profile Image: Jason B.
Verified Enhanced Background Check

Jason B.

Your dog wants to be my friend.
Burlington, WI, 53105
10.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
20 reviews
4 repeat clients
Profile image

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

Availability updated 3 months ago
Sitter Profile Image: Hannah D.
Verified Enhanced Background Check
Sitter Profile Image: Hannah D.
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Hannah D.

I’d love to care for your pets!
Muskego, WI, 53150
9.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
Profile image

Hannah stayed in our home and watched our dog for a week. He is an older dog and needs medicine twice a day plus some extra TLC getting up and down steps or even the couch. She was wonderful! She was always in communication with me and sent pictures all the time which really put my mind at ease. She took such great care of him and our house too. I would highly recommend her!

Availability updated 2 days ago
Sitter Profile Image: Diane R.
Verified Enhanced Background Check
Sitter Profile Image: Diane R.
Verified Enhanced Background Check

Diane R.

Let me care for your furbabies
Big Bend, WI, 53103
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.6 stars
16 reviews
6 repeat clients
Profile image

Diane took wonderful care of my puppy and 2 cats. She was easy to communicate with and sent lots of updates and pictures. I will definitely trust Diane with my pets again!

Availability updated 28 days ago
Sitter Profile Image: Robyn S.
Verified Enhanced Background Check
Sitter Profile Image: Robyn S.
Verified Enhanced Background Check

Robyn S.

Tail-wagging Walks and Trusted Care
East Troy, WI, 53120
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
1 review
Profile image

Came ahead of time for a Meet n Greet. Was on time the day I needed and stayed a little longer than I requested. All went well.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mackenzie P.
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Sitter Profile Image: Mackenzie P.
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Mackenzie P.

Friendly person who enjoys animals
East Troy, WI, 53120
7.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
1 review

Mackenzie P has been the best care taker of dogs for a very long time! Dogs absolutely love her! She loves dogs and small animals.

Availability updated 3 days ago
Sitter Profile Image: Barbara M.
Verified Background Check
Sitter Profile Image: Barbara M.
Verified Background Check

Barbara M.
Rover 101

Trustworthy Sitter-Your house/Mine
Waukesha, WI, 53189
9.1 mi. away
Boarding, House Sitting
from
$50
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Barbara did a nice job updating me and sent pictures.

Availability updated 39 days ago
Sitter Profile Image: Yamileth F.
Verified Enhanced Background Check
Sitter Profile Image: Yamileth F.
Verified Enhanced Background Check

Yamileth F.

Furry Fun, Trusted Care
Waterford, WI, 53185
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

One of the things I admire most about Yamileth is her love that she had for her furr baby Rusty. “I strongly recommend Yamileth for this opportunity. Her combination of drive, compassion, and adaptability will make her a valuable addition to any team.” She’s taking care of a lot of our friends and family pets.

Availability updated 20 days ago
Sitter Profile Image: Avery N.
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Sitter Profile Image: Avery N.
Verified Enhanced Background Check

Avery N.

Pets over People any day😁
East Troy, WI, 53120
5.6 mi. away
House Sitting, Dog Walking
from
$50
per night
1 review

Avery sat with our dogs while we were away on a cruise for 10 days. She is wonderful! I have nothing negative to say about her or our dog sitting experience with her. She is very caring, conscientious and responsible. Excellent communicator. She is definitely my first go to choice when I am looking for a sitter and I highly recommend her.

Availability updated 5 months ago
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check
Sitter Profile Image: Morgan S.
Verified Enhanced Background Check

Morgan S.

For Pet's Sake!
East Troy, WI, 53120
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
26 reviews
4 repeat clients
Profile image

Morgan took great care of Myles while I was away.

Availability updated today

Caldwell pet parents share their Rover experiences

1 / 1
5 out of 5.0 stars

Came ahead of time for a Meet n Greet. Was on time the day I needed and stayed a little longer than I requested. All went well.

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Charlie R.
House Sitting
1 / 1
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The median cost per night for house sitting in Caldwell is $50

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Sitters in Caldwell average 4 repeat house sitting clients

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