Pet Sitting in Leland

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Leland pet sitters

1 / 1
Sitter Profile Image: Cilyr E.
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Cilyr E.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
51 reviews
11 repeat clients
15 years of experience
Black Earth, WI, 53515

Cilyr went above and beyond our expectations for our cat care. One cat can be a little tricky and unpredictable, and she handled it like a champ.

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Heidi A.
Sitter Profile Image: Aliya O.
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Aliya O.
from
$16
per visit
5 out of 5.0 stars
4 reviews
18 years of experience
Reedsburg, WI, 53959

We have used several different pet sitters on Rover and Alyia was by far the best! Took great care of multiple dogs with no issues or problems. Highly recommend.

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Emily H.
Sitter Profile Image: Erin H.
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Erin H.
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
18 years of experience
Reedsburg, WI, 53959

Very happy with Erin. I don't think anyone could do better.

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Michael C.
Sitter Profile Image: Jayde R.
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Jayde R.
from
$25
per visit
5 out of 5.0 stars
71 reviews
17 repeat clients
23 years of experience
Barneveld, WI, 53507

Wonderful to meet with Jayde to go over Sophie’s care needs! Also wonderful that Jayde was flexible to add time to her upcoming drop in visits for Sophie to allow for watering our flowers while we are away! Thanks so much!

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Julie G.
Sitter Profile Image: Rebecca R.
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Rebecca R.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
41 reviews
16 repeat clients
40 years of experience
Baraboo, WI, 53913

Rebecca did a fantastic job with my two pups! Communication was constant and the pictures were flowing. I will definitely use Rebecca in the future.

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Kimberly A.
Sitter Profile Image: Brook G.
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Brook G.
from
$13
per visit
15 years of experience
Baraboo, WI, 53913

About: Hi! I'm Brook Gassman, a 24-year-old school psychologist at JYMS in Baraboo, and I'm passionate about providing loving care for all kinds of pets. Growing up with both cats and dogs, I developed a deep love for animals of all shapes and sizes. Currently, I own a sweet cat named Elby and am in the process of finding the perfect dog to add to my family. I've had years of experience caring for pets, from playful puppies to calm senior cats. Whether it’s walking, feeding, or providing companionship, I’m dedicated to ensuring your pet receives the best care possible. I understand the importance of trust and routine for animals, and I’m committed to giving each pet the attention, exercise, and love they deserve. I look forward to helping you take care of your furry friends! I work full-time at the middle school in Baraboo, so my regular availability is between 6-7 AM and 3-9 PM. However, I'm flexible and can arrange to stop by outside of these hours if needed. I will care for your pet in your home according to your specific preferences and routine. My goal is to ensure a safe, comfortable, and stress-free experience for both you and your pet, and I’ll work closely with you to meet all of your pet’s needs.

Sitter Profile Image: Claire H.
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Claire H.
from
$13
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
10 years of experience
Reedsburg, WI, 53959

Wonderful all around! Will definitely use again! So kind and sweet to my babies! Was on time and had amazing communication with me! My babies were happy and well looked after! Pictures were sent every visit and made me feel at ease seeing them have fun!!!

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Amanda C.
Sitter Profile Image: Carlie W.
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Carlie W.
from
$30
per visit
5 out of 5.0 stars
48 reviews
20 repeat clients
29 years of experience
Sauk City, WI, 53583

Carlie was awesome. So easy to coordinate with and my two dogs instantly loved her. Gave us updates all the time and made it completely stress free for us to go away for a few days. Have already recommended Carlie to our neighbors and friends. Thanks Carlie

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Sean M.
Sitter Profile Image: Alissa A.
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Alissa A.
from
$25
per visit
5 out of 4.9 stars
12 reviews
25 years of experience
Baraboo, WI, 53913

About: Conveniently located 7 minutes from Wisconsin Dells (the map is not accurate), in the country on a few acres with a large fenced in area! I love taking care of pups in my home just as one of my own furry family members. I have a degree as a vet tech and in canine obedience and behavior! I have been boarding dogs in my home and pet sitting for over 25 years. I also ran a wonderful dog rescue for almost ten years giving me a wide variety of experience with many situations and behaviors. I love being able to help people with knowing their pup is in the best of care so you can enjoy your Vacation or not add more stress in a time of sorrow or whatever the situation may be that brings you to needing dog sitting! I also own my own business doing interior painting so have a very flexible schedule. I love being able to be flexible for you and for your pup I have a fenced in yard, can separate and/crate dogs as needed. I do offer for them to sleep with me at night and be spoiled. I will take them for rides, hikes, to the store all if applicable!

Sitter Profile Image: Heather E.
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Heather E.
from
$30
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

Heather was fantastic!! We have three elderly pets-two dogs and a cat. Heather administered medication and spent time with them so they weren’t lonely. They loved her and we enjoyed seeing the photos she sent us of them. We will be reaching out to Heather every time we need someone to drop in for our babies. Thank you so much Heather for giving us the ease of mind to have fun while we were away from home!!

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Kimberly M.
Sitter Profile Image: Julia P.
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Julia P.
from
$15
per visit
1 repeat client
2 years of experience
Plain, WI, 53577

About: I see dogs as one of the great additions to a family, in fact, I have always had a dog in my household. Neighbors have relied on me to do drop in potty breaks as well as over night pet sitting. I am able to take care of dogs of all age and size. Feel free to reach out to me to double check my availability! I currently work part time, therefore I am able to fit pet care into my schedule as needed. I am available week days and weekends. I live on 5 acres and own two friendly dogs, a 1 year old Golden Retriever and a 9 year old Labrador. I am diligent about making sure animals stay safe while having a little bit of fun.

Sitter Profile Image: Mariah D.
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Mariah D.
from
$30
per visit
5 out of 5.0 stars
53 reviews
17 repeat clients
5 years of experience
Baraboo, WI, 53913

Mariah was great! She was fast to respond to all messages, was a great communicator, kept me updated on everything going on and was so sweet to deal with. I definitely plan to use her again in the future!

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Lyndsay B.
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$40
per visit
5 out of 5.0 stars
177 reviews
35 repeat clients
32 years of experience
Baraboo, WI, 53913

I love her enthusiasm and excitement about my dog. Makes me feel like she really enjoyed her time with Alpine which is such a great feeling when I can’t be home with her.

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Heather H.
Sitter Profile Image: Ashley E.
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Ashley E.
from
$22
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
26 years of experience
Reedsburg, WI, 53959

Another fantastic service provided! Love Ashley and she takes great care of my boys! Will def continue to book again w her whenever it works!!!

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Kristine H.
Sitter Profile Image: Abby I.
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Abby I.
from
$15
per visit
5 out of 5.0 stars
8 reviews
20 years of experience
Reedsburg, WI, 53959

Abby came to our home each day while we were on vacation to attend to our elderly cat and everything went smoothly! She was trustworthy and thorough - sent notes and pictures and we never worried about anything while we were gone. We would definitely book her again - we trusted her and appreciated all she did!

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Karen S.
Sitter Profile Image: Beautiful N.
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Beautiful N.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
32 reviews
8 repeat clients
4 years of experience
Sauk City, WI, 53583

About: My name is Beautiful, but most people call me Violet. I own one dog of my own, and really enjoy all animals. I am a certified dog groomer as well, and I have been grooming since 2021. I started boarding dogs in my home at the beginning of 2024, and have worked in a doggy daycare setting as well. With all my experience in the pet industry I am able to provide a safe and enjoyable experience for your pets. I groom dogs Wednesday through Friday from 10 to 5, and occasionally a Tuesday. I also groom Saturdays 10 to 4. The rest of the time I can dedicate to making your pet(s) feel as comfortable and happy as possible! I will always treat your dogs like they are my own with lots of love and care. I have a lot of experience with different personalities and temperaments of dogs, so I am able to provide the most appropriate care for your dog.

Sitter Profile Image: Tyler F.
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Tyler F.
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Sauk City, WI, 53583

Tyler stopped in to check on our cat, Lexi, while we were on a long (17 day) vacation. He kept us up-to-date on his visits, made sure she had plenty of food, water and, most importantly, her treats! He even helped us out by picking tomatoes and zucchini from our garden and refrigerating them. We would not hesitate to contact him for our next vacation.

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Kathy M.
Sitter Profile Image: Cassandra L.
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Cassandra L.
from
$12
per visit
10 years of experience
Reedsburg, WI, 53959

About: I've been around dogs my whole life and have even helped friends and family with their dogs. I even got help my best friend get her dog dressed up for her wedding! I currently have flexible work from home hours where I can come play with the fluff balls when needed. I am only unavailable Tuesday and Wednesday. I live in an apartment but on the edge of town and have a huge area to run the dogs when they need some exercise.

Sitter Profile Image: Spencer K.
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Spencer K.
from
$12
per visit
12 years of experience
Sauk City, WI, 53583

About: I am a 19 years old and have grown up loving animals since day one. I am a very energetic person that absolutely loves to play with animals of all sorts. I am just as comfortable being outside with a Great Dane as I am being indoor with a five pound cat. I have a plethora of experience walking all sizes and breeds of dogs as well. I have no problem taking a leisure walk in the park or going for a run with dogs that want to try to keep up. I have been to multiple different dog training classes with my own dog. For dogs that are interested in staying at my house I have plenty of space in my home and in my yard to run around and have a blast. I am currently working part time and am available after 2 P.M. most days. I do not work on the weekends and I am free both days I am active and willing to walk and play with all sorts of pets indoors and outdoors. I enjoy playing with exercising all kinds of animals.

Sitter Profile Image: Caitlin O.
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Caitlin O.
from
$13
per visit
12 years of experience
Prairie du sac, WI, 53578

About: My very first job was working at a family owned boarding and grooming kennel. I started when I was 14 years old and worked there through college. In between that, I've pet sat for several family members and friends. I work full time as a second shift (3:00 pm - 11pm) 911 dispatcher. I'd love to do some evening or early morning walks to start and would like to expand into pet sitting as my schedule allows. I have preference to pet sitting at the clients home because my roommates dog is a bit fickle on who she gets along with. Plus I own a cat and I know not every dog likes cats. As a pet sitter, I intend to take your dog for regular walks in addition to normal outside play time. I can work with your dog on any ongoing training you have with them.

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Sitter Profile Image: Cilyr E.
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Sitter Profile Image: Cilyr E.
Verified Enhanced Background Check

Cilyr E.
Star Sitter

Enrichment-based Care
Black Earth, WI, 53515
17.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
51 reviews
11 repeat clients
Profile image

Cilyr went above and beyond our expectations for our cat care. One cat can be a little tricky and unpredictable, and she handled it like a champ.

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Aliya O.
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Sitter Profile Image: Aliya O.
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Aliya O.

All pets welcome for care 💗
Reedsburg, WI, 53959
12.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5 out of 5.0 stars
4 reviews
Profile image

We have used several different pet sitters on Rover and Alyia was by far the best! Took great care of multiple dogs with no issues or problems. Highly recommend.

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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Erin H.

Doting, & delightful dog devotee
Reedsburg, WI, 53959
17.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Very happy with Erin. I don't think anyone could do better.

Availability updated 12 days ago
Sitter Profile Image: Jayde R.
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Sitter Profile Image: Jayde R.
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Jayde R.
Rover 101

Just a woman who loves pets!
Barneveld, WI, 53507
22.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
71 reviews
17 repeat clients
Profile image

Wonderful to meet with Jayde to go over Sophie’s care needs! Also wonderful that Jayde was flexible to add time to her upcoming drop in visits for Sophie to allow for watering our flowers while we are away! Thanks so much!

Availability updated 3 months ago
Sitter Profile Image: Rebecca R.
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Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check

Rebecca R.
Star Sitter

Providing Cuddles & Care ♡♡♡♡
Baraboo, WI, 53913
13.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
41 reviews
16 repeat clients
Profile image

Rebecca did a fantastic job with my two pups! Communication was constant and the pictures were flowing. I will definitely use Rebecca in the future.

Availability updated 19 days ago
Sitter Profile Image: Brook G.
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Sitter Profile Image: Brook G.
Verified Enhanced Background Check

Brook G.

School Psych Loves All Animals
Baraboo, WI, 53913
11.9 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 reviews

Although Brook is my daughter, I do feel I can give her an honest and accurate endorsement. She has always been one of the most caring and hard working people I have ever known. I find her love of animals hart warming and contagious! I know Rover has some wonderful people on staff and I am sure Brook would be among them!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Claire H.
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Sitter Profile Image: Claire H.
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Claire H.

A Pawsome Experience for Your Dog🐾
Reedsburg, WI, 53959
15.3 mi. away
Drop-In Visits, Dog Walking
from
$13
per visit
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

Wonderful all around! Will definitely use again! So kind and sweet to my babies! Was on time and had amazing communication with me! My babies were happy and well looked after! Pictures were sent every visit and made me feel at ease seeing them have fun!!!

Availability updated 3 months ago
Sitter Profile Image: Carlie W.
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Sitter Profile Image: Carlie W.
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Carlie W.

Nothing's better than a happy pup!!
Sauk City, WI, 53583
12.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per visit
5 out of 5.0 stars
48 reviews
20 repeat clients
Profile image

Carlie was awesome. So easy to coordinate with and my two dogs instantly loved her. Gave us updates all the time and made it completely stress free for us to go away for a few days. Have already recommended Carlie to our neighbors and friends. Thanks Carlie

Availability updated 15 days ago
Sitter Profile Image: Alissa A.
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Sitter Profile Image: Alissa A.
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Alissa A.

Over 25 years experience
Baraboo, WI, 53913
19.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 4.9 stars
12 reviews

I have known Alissa for 30 years and ever since I’ve known her she has had a heart for animals.She speaks their language and is compassionate yet firm! I recommend her over and over again. I am a dog groomer and I’m constantly recommending her to people because she’s so good at what she does!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Heather E.
Verified Enhanced Background Check
Sitter Profile Image: Heather E.
Verified Enhanced Background Check

Heather E.

Dependable and Caring!
Baraboo, WI, 53913
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Heather was fantastic!! We have three elderly pets-two dogs and a cat. Heather administered medication and spent time with them so they weren’t lonely. They loved her and we enjoyed seeing the photos she sent us of them. We will be reaching out to Heather every time we need someone to drop in for our babies. Thank you so much Heather for giving us the ease of mind to have fun while we were away from home!!

Availability updated 50 days ago
Sitter Profile Image: Julia P.
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Sitter Profile Image: Julia P.
Verified Enhanced Background Check

Julia P.

Loving sitter, flexible schedule!
Plain, WI, 53577
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
1 repeat client

About: I see dogs as one of the great additions to a family, in fact, I have always had a dog in my household. Neighbors have relied on me to do drop in potty breaks as well as over night pet sitting. I am able to take care of dogs of all age and size. Feel free to reach out to me to double check my availability! I currently work part time, therefore I am able to fit pet care into my schedule as needed. I am available week days and weekends. I live on 5 acres and own two friendly dogs, a 1 year old Golden Retriever and a 9 year old Labrador. I am diligent about making sure animals stay safe while having a little bit of fun.

Availability updated 13 days ago
Sitter Profile Image: Mariah D.
Verified Enhanced Background Check
Sitter Profile Image: Mariah D.
Verified Enhanced Background Check

Mariah D.
Rover 101

Veterinary Assistant For 2 Years!
Baraboo, WI, 53913
13.9 mi. away
House Sitting, Drop-In Visits
from
$30
per visit
5 out of 5.0 stars
53 reviews
17 repeat clients
Profile image

Mariah was great! She was fast to respond to all messages, was a great communicator, kept me updated on everything going on and was so sweet to deal with. I definitely plan to use her again in the future!

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

Kimberly G.
Rover 101
Star Sitter

All paws matter 🐾
Baraboo, WI, 53913
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per visit
5 out of 5.0 stars
177 reviews
35 repeat clients
Profile image

I love her enthusiasm and excitement about my dog. Makes me feel like she really enjoyed her time with Alpine which is such a great feeling when I can’t be home with her.

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

Ashley E.

Puppy lover looking to help
Reedsburg, WI, 53959
14.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Another fantastic service provided! Love Ashley and she takes great care of my boys! Will def continue to book again w her whenever it works!!!

Availability updated 54 days ago
Sitter Profile Image: Abby I.
Verified Background Check
Sitter Profile Image: Abby I.
Verified Background Check

Abby I.

🐾Furbaby Help🐾
Reedsburg, WI, 53959
15.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 5.0 stars
8 reviews
Profile image

Abby came to our home each day while we were on vacation to attend to our elderly cat and everything went smoothly! She was trustworthy and thorough - sent notes and pictures and we never worried about anything while we were gone. We would definitely book her again - we trusted her and appreciated all she did!

Availability updated 67 days ago
Sitter Profile Image: Beautiful N.
Verified Enhanced Background Check
Sitter Profile Image: Beautiful N.
Verified Enhanced Background Check

Beautiful N.
Star Sitter

Dog Groomer with lots of Experience
Sauk City, WI, 53583
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
32 reviews
8 repeat clients

Beautiful seems to be very comfortable with caring for dogs of many types- young, old, and even drooly! They all love her, and get excited expecting her arrival. She is also competent and professional in handling cleanup of dog and cat excrement.

Availability updated 50 days ago
Sitter Profile Image: Tyler F.
Verified Background Check
Sitter Profile Image: Tyler F.
Verified Background Check

Tyler F.

Reliable, fun, and flexible care!
Sauk City, WI, 53583
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Tyler stopped in to check on our cat, Lexi, while we were on a long (17 day) vacation. He kept us up-to-date on his visits, made sure she had plenty of food, water and, most importantly, her treats! He even helped us out by picking tomatoes and zucchini from our garden and refrigerating them. We would not hesitate to contact him for our next vacation.

Availability updated 69 days ago
Sitter Profile Image: Cassandra L.
Verified Enhanced Background Check
Sitter Profile Image: Cassandra L.
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Cassandra L.

Loves all animals!
Reedsburg, WI, 53959
13.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$12
per visit
1 review

Cassie is a very responsible person who has many years of experience caring for pets. Cassie is very thoughtful, considerate, and loving towards any animal that she is around.

Availability updated today
Sitter Profile Image: Spencer K.
Verified Background Check
Sitter Profile Image: Spencer K.
Verified Background Check

Spencer K.

Full of energy, full of love 4 pets
Sauk City, WI, 53583
13.0 mi. away
Drop-In Visits, Dog Walking
from
$12
per visit
3 reviews

Spencer would be a great dog walker/sitter. He loves dogs and dogs love him. I would highly recommend choosing Spencer to spend time with your dog. In fact he cared for my dog today.

Availability updated over 1 year ago
Sitter Profile Image: Caitlin O.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin O.
Verified Enhanced Background Check

Caitlin O.

Cat owner who loves dogs too
Prairie du sac, WI, 53578
11.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit
12 years of experience

About: My very first job was working at a family owned boarding and grooming kennel. I started when I was 14 years old and worked there through college. In between that, I've pet sat for several family members and friends. I work full time as a second shift (3:00 pm - 11pm) 911 dispatcher. I'd love to do some evening or early morning walks to start and would like to expand into pet sitting as my schedule allows. I have preference to pet sitting at the clients home because my roommates dog is a bit fickle on who she gets along with. Plus I own a cat and I know not every dog likes cats. As a pet sitter, I intend to take your dog for regular walks in addition to normal outside play time. I can work with your dog on any ongoing training you have with them.

Availability updated 10 months ago

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  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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