Dog Boarding in Ourtown, WI

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Top rated Ourtown dog boarders

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Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$35
per night
5 out of 5.0 stars
53 reviews
24 repeat clients
15 years of experience
Sheboygan, WI, 53081

They took great care of our energetic boy! Sent daily messages and pictures which were great to see 😁 and very accommodating after our flight got delayed and we didn’t make it back in time to pick him up!

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Amelia W.
Sitter Profile Image: Judy P.
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Judy P.
Star Sitter
from
$39
per night
5 out of 5.0 stars
298 reviews
118 repeat clients
20 years of experience
Sheboygan, WI, 53081

I've never left my little guy with strangers overnight, but Judy and her family took such good care of Charlie! Five stars isn't enough! I appreciated the photos, texts and reassurance while I was away so very much! He had such a fun time and was pretty much exhausted when I picked him up from his action packed weekend with Judy and her family!

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Sandra L.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
5 out of 4.8 stars
41 reviews
20 repeat clients
15 years of experience
Cascade, WI, 53011

Great place to go!! Julius had a good time, (my pug) We thought it was really nice all the great pictures sent to us! Will certainly use her service again!

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John H.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$50
per night
5 out of 5.0 stars
129 reviews
24 repeat clients
12 years of experience
Sheboygan, WI, 53081

We actually ended up not leaving Poquito with Frankie because our plans changed, but Frankie was very easy to communicate with, understanding, and accommodating. I will definitely contact her again if we need a sitter in Sheboygan.

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Christina A.
Sitter Profile Image: Emily & Charles W.
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Emily & Charles W.
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
10 years of experience
West Bend, WI, 53095

Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.

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Nicole C.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$34
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!

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Pamela B.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$40
per night
5 out of 5.0 stars
119 reviews
53 repeat clients
28 years of experience
Sheboygan, WI, 53083

Cathy and her daughter did a wonderful job. My dog loved his time there. They kept me informed daily on how he was doing, including pictures. If I could give 6 stars I would

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Mike M.
Sitter Profile Image: Karen M.
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Karen M.
from
$44
per night
5 out of 5.0 stars
6 reviews
1 repeat client
9 years of experience
Sheboygan, WI, 53081

Karen was fantastic with Dottie! She sent us an update and photo each day and loved our dog as her own. I would definitely have her watch our dog again.

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Haley P.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$40
per night
5 out of 5.0 stars
5 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa is a true dog lover at heart! We felt like she would care for our pup as she would her own. We will definitely seek Lisa’s services in the near future!

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Mike And Kerri V.
Sitter Profile Image: Cortney T.
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Cortney T.
Star Sitter
from
$45
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
8 years of experience
Cedarburg, WI, 53012

Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!

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Amanda V.
Sitter Profile Image: Mary G.
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Mary G.
from
$40
per night
5 out of 5.0 stars
86 reviews
35 repeat clients
50 years of experience
West Bend, WI, 53090

Sweet, loving, great companion for our Angel while we were gone. pictures every day... great reports.... we felt so relaxed having her with Mary! There is a reason she has so many repeats!!!

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Pat S.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$26
per night
5 out of 5.0 stars
2 reviews
15 years of experience
Sheboygan falls, WI, 53085

Was very quick to respond and was able to be flexible enough to book last minute. Daily updates with pictures. Can't recommend enough!

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Zach K.
Sitter Profile Image: Molly B.
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Molly B.
from
$26
per night
5 out of 5.0 stars
4 reviews
2 years of experience
Kewaskum, WI, 53040

We will book with Molly again! Our fur babies had to stay with her for 2 days/1 night Molly was amazing with our babies Perrito and Gregorny. We had to find a dogsitter last minute and we found her. The day before we needed a sitter, she offered to do a quick meet and greet to see if Perrito and Gregorny would get along with Skyy (Molly's 3 yr old pet) and it went well. During Perrito and Gregorny's stay at her place, she kept us updated and sent us pictures! It was great knowing that they are all warming up to her, our babies can get pretty shy and easily get scared. I believe they also warmed up with Skyy eventually. Thanks again, Molly!!! 🫶🏽

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Jan A.
Sitter Profile Image: Laura R.
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Laura R.
from
$50
per night
5 out of 5.0 stars
1 review
15 years of experience
Sheboygan, WI, 53081

Very nice. Great yard and home for our dog.

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Theodore L.
Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5 out of 5.0 stars
28 reviews
16 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.

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Nancy M.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$40
per night
5 out of 4.9 stars
126 reviews
46 repeat clients
25 years of experience
Belgium, WI, 53004

Shannon took excellent care of my dog for an extended stay! She was very flexible and accommodating when my flight got cancelled and plans changed. My dog loved playing with her dog! Received several photo updates. Would book with her again

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Kayla C.
Sitter Profile Image: Kelly L.
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Kelly L.
from
$26
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!

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Shawn C.
Sitter Profile Image: Kayla B.
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Kayla B.
from
$60
per night
5 out of 5.0 stars
5 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53083

About: Hi! We are Kayla and Austin! My partner and I have Been around many animals especially dogs, our entire life. I (Kayla) Have my grooming license and have dog sit, helped with rescues and administration of medications, physical therapy ect. Offer enrichment and lots of space to run and play! **FYI** if anyone is uncomfortable boarding at my home because we have dogs, we are more than happy, and capable of keeping your pet completely separate while still giving them a positive experience with plenty of space and love. Update 08/13/25 Just to be EXTRA cautious, unless you request otherwise, we will be keeping our dogs separate at all times. I currently have an open schedule so will build and work around everyone as I go. Working on building a great efficient and FUN routine! I have a fully fenced in back yard to play in and lots of toys and enrichment stuff to do while here, can also bring enrichment to other homes. Also can do baths, nails, ears, brushing..anything dog, I'm in!

Sitter Profile Image: Abigail V.
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Abigail V.
from
$30
per night
5 out of 4.5 stars
2 reviews
7 years of experience
Sheboygan, WI, 53083

Abby was great with my old, fussy cat Mama. She went out of her way to make mama feel safe and comfortable. She sent frequent updates with photos and video, allowing me to feel at ease and enjoy my vacation. We’ll definitely book with Abby again the next time we need a pet sitter.

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Tiffany C.
Sitter Profile Image: Tori Z.
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Tori Z.
from
$50
per night
5 out of 5.0 stars
3 reviews
15 years of experience
Plymouth, WI, 53073

I am so happy I found Tori on here!! My dog Chapo had a blast with her & even had another doggy to play with. She sent videos to keep me updated which I enjoyed! I would 100% book with her again & recommend her to anyone.

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Cassie W.
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Sitter Profile Image: Emily & Bryan U.
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Sitter Profile Image: Emily & Bryan U.
Verified Background Check

Emily & Bryan U.
Star Sitter

More than dogsitting, it's a bond!
Sheboygan, WI, 53081
7.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
53 reviews
24 repeat clients
Profile image

They took great care of our energetic boy! Sent daily messages and pictures which were great to see 😁 and very accommodating after our flight got delayed and we didn’t make it back in time to pick him up!

Availability updated yesterday
Sitter Profile Image: Judy P.
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Sitter Profile Image: Judy P.
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Judy P.
Star Sitter

Go Getter, Animal Lover, farmer
Sheboygan, WI, 53081
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
298 reviews
118 repeat clients
Profile image

I've never left my little guy with strangers overnight, but Judy and her family took such good care of Charlie! Five stars isn't enough! I appreciated the photos, texts and reassurance while I was away so very much! He had such a fun time and was pretty much exhausted when I picked him up from his action packed weekend with Judy and her family!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Luana L.
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Sitter Profile Image: Luana L.
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Luana L.

Home full-time w/large fenced yard!
Cascade, WI, 53011
9.7 mi. away
Boarding
from
$25
per night
5 out of 4.8 stars
41 reviews
20 repeat clients
Profile image

Great place to go!! Julius had a good time, (my pug) We thought it was really nice all the great pictures sent to us! Will certainly use her service again!

Availability updated 8 months ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Frankie A.
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Sitter Profile Image: Frankie A.
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Frankie A.
Rover 101
Star Sitter

Pawsitively the best, no ruff times
Sheboygan, WI, 53081
5.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
129 reviews
24 repeat clients
Profile image

We actually ended up not leaving Poquito with Frankie because our plans changed, but Frankie was very easy to communicate with, understanding, and accommodating. I will definitely contact her again if we need a sitter in Sheboygan.

Availability updated 2 days ago
Sitter Profile Image: Emily & Charles W.
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Sitter Profile Image: Emily & Charles W.
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Emily & Charles W.

In home pet boarding!
West Bend, WI, 53095
25.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Our pup had the best time at Emily and Charles’ playing with their dogs. They kept us well informed, provided photos & videos for my kids to see, and were super accommodating to our last minute schedule and timing changes. Our pup is completely exhausted in the best way and clearly missed his new friends when we left. Would definitely use them again and would highly recommend them to others.

Availability updated 10 days ago
Sitter Profile Image: Diane & Dale G.
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Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.

Loved & Cared like our own
Random Lake, WI, 53075
14.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$34
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!

Availability updated 32 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cathy N.
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Sitter Profile Image: Cathy N.
Verified Background Check

Cathy N.
Star Sitter

Welcome to our home!
Sheboygan, WI, 53083
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
119 reviews
53 repeat clients
Profile image

Cathy and her daughter did a wonderful job. My dog loved his time there. They kept me informed daily on how he was doing, including pictures. If I could give 6 stars I would

Availability updated 4 days ago
Sitter Profile Image: Karen M.
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Sitter Profile Image: Karen M.
Verified Enhanced Background Check

Karen M.

I'll treat your pet like my own!
Sheboygan, WI, 53081
5.8 mi. away
Boarding, Doggy Day Care
from
$44
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Karen was fantastic with Dottie! She sent us an update and photo each day and loved our dog as her own. I would definitely have her watch our dog again.

Availability updated 4 days ago
Sitter Profile Image: Lisa S.
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Sitter Profile Image: Lisa S.
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Lisa S.

🐾Trusted & Personalized Pet Care🐾
Elkhart Lake, WI, 53020
14.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Lisa is a true dog lover at heart! We felt like she would care for our pup as she would her own. We will definitely seek Lisa’s services in the near future!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Cortney T.
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Sitter Profile Image: Cortney T.
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Cortney T.
Star Sitter

Care that makes a best friend!
Cedarburg, WI, 53012
29.2 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
Profile image

Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!

Availability updated 5 days ago
Sitter Profile Image: Mary G.
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Sitter Profile Image: Mary G.
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Mary G.
Rover 101

Dogs come first in this house !!!
West Bend, WI, 53090
26.9 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
86 reviews
35 repeat clients
Profile image

Sweet, loving, great companion for our Angel while we were gone. pictures every day... great reports.... we felt so relaxed having her with Mary! There is a reason she has so many repeats!!!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Samantha C.
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Sitter Profile Image: Samantha C.
Verified Enhanced Background Check

Samantha C.

Dedicating my life to animals
Sheboygan falls, WI, 53085
2.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$26
per night
5 out of 5.0 stars
2 reviews
Profile image

Was very quick to respond and was able to be flexible enough to book last minute. Daily updates with pictures. Can't recommend enough!

Availability updated 14 days ago
Sitter Profile Image: Molly B.
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Sitter Profile Image: Molly B.
Verified Enhanced Background Check

Molly B.

Passionate about pets
Kewaskum, WI, 53040
23.8 mi. away
Boarding
from
$26
per night
5 out of 5.0 stars
4 reviews
Profile image

We will book with Molly again! Our fur babies had to stay with her for 2 days/1 night Molly was amazing with our babies Perrito and Gregorny. We had to find a dogsitter last minute and we found her. The day before we needed a sitter, she offered to do a quick meet and greet to see if Perrito and Gregorny would get along with Skyy (Molly's 3 yr old pet) and it went well. During Perrito and Gregorny's stay at her place, she kept us updated and sent us pictures! It was great knowing that they are all warming up to her, our babies can get pretty shy and easily get scared. I believe they also warmed up with Skyy eventually. Thanks again, Molly!!! 🫶🏽

Availability updated 11 days ago
Sitter Profile Image: Laura R.
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Sitter Profile Image: Laura R.
Verified Enhanced Background Check

Laura R.

Flexible dog sitter!
Sheboygan, WI, 53081
5.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review
Profile image

Very nice. Great yard and home for our dog.

Availability updated 3 days ago
Sitter Profile Image: Salena L.
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Sitter Profile Image: Salena L.
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Salena L.

I'm an animal lover 🐾💕
Sheboygan Falls, WI, 53085
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
28 reviews
16 repeat clients
Profile image

This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.

Availability updated 13 days ago
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check
Sitter Profile Image: Shannon A.
Verified Enhanced Background Check

Shannon A.

Work from home dog lover.
Belgium, WI, 53004
13.8 mi. away
Boarding, Dog Walking
from
$40
per night
5 out of 4.9 stars
126 reviews
46 repeat clients
Profile image

Shannon took excellent care of my dog for an extended stay! She was very flexible and accommodating when my flight got cancelled and plans changed. My dog loved playing with her dog! Received several photo updates. Would book with her again

Availability updated 19 days ago
Sitter Profile Image: Kelly L.
Verified Background Check
Sitter Profile Image: Kelly L.
Verified Background Check

Kelly L.

Your pet is in great hands with me!
SHEBOYGAN FALLS, WI, 53085
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$26
per night
5 out of 5.0 stars
8 reviews
4 repeat clients
Profile image

Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!

Availability updated 3 days ago
Sitter Profile Image: Kayla B.
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Sitter Profile Image: Kayla B.
Verified Enhanced Background Check

Kayla B.

Loving and knowledgeable pet care ❤
Sheboygan, WI, 53083
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
5 reviews
1 repeat client

Kayla is the best! My dogs love her and I feel at ease every time she watches them. I know they will always be cared and loved for when I’m not around. She gives great updates and truly cares about your animals. 10/10

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

Travel, Sit & Play
Sheboygan, WI, 53083
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 4.5 stars
2 reviews
Profile image

Abby was great with my old, fussy cat Mama. She went out of her way to make mama feel safe and comfortable. She sent frequent updates with photos and video, allowing me to feel at ease and enjoy my vacation. We’ll definitely book with Abby again the next time we need a pet sitter.

Availability updated 23 days ago
Sitter Profile Image: Tori Z.
Verified Background Check
Sitter Profile Image: Tori Z.
Verified Background Check

Tori Z.

Looking to walk dogs or do drop ins
Plymouth, WI, 53073
8.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

I am so happy I found Tori on here!! My dog Chapo had a blast with her & even had another doggy to play with. She sent videos to keep me updated which I enjoyed! I would 100% book with her again & recommend her to anyone.

Availability updated 75 days ago

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