House Sitting in Sullivan

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Top rated Sullivan house sitters

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Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
10 years of experience
Watertown, WI, 53094

Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.

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Brenda S.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$52
per night
5 out of 5.0 stars
49 reviews
12 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: Nikole R.
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Nikole R.
from
$50
per night
5 out of 5.0 stars
9 reviews
11 years of experience
Whitewater, WI, 53190

Nikole stayed with our pups while we were out of town. She was responsive to messages and kept me updated with photos of their time with her. It was comforting to know that they were happy and well cared for while I was away!!

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Elisabeth P.
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
8 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: Yasmin U.
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Yasmin U.
from
$50
per night
5 out of 5.0 stars
2 reviews
4 years of experience
Watertown, WI, 53094

About: With years of hands-on experience caring for both dogs and cats, I bring a well-rounded and deeply committed approach to pet care. I am the owner of Oh My Paws, a pet-sitting business I started during college, and have worked as a kennel technician, dog handler for Can Do Canines, and am currently completing an apprenticeship at a Humane Society. These roles have given me experience with a variety of temperaments, medical needs, and behavioral challenges. What truly sets me apart is my background in dog behavior and training. I am currently studying to earn my CPDT-KA (Certified Professional Dog Trainer – Knowledge Assessed) certification and have experience training service dogs through the Falcon Fetch program. This gives me a unique ability to understand body language, reduce stress in pets, and ensure a safe, enriching environment during their care. Pet care is a central part of my life and something I prioritize in my weekly routine. I have very open availability on weekends (Saturday–Sunday), and I’m also available on Mondays if needed. This flexibility allows me to provide consistent and dependable care, whether it’s for daily visits, overnights, or last-minute bookings. Because I run my own pet-sitting business and am actively involved in training and animal welfare work, I structure my schedule around the pets I care for. I take the time to provide each animal with individualized attention, exercise, enrichment, and a calm, safe environment. Whether caring for pets in my home or in a client’s home, safety and trust are always my top priorities. I begin with a detailed intake to learn about each pet’s routine, medical needs, triggers, and preferences, and I tailor my care accordingly. I use positive reinforcement and clear communication to build trust with animals, helping them feel safe and comfortable. In a client’s home, I maintain their pet’s usual routines as closely as possible to reduce stress. I’m respectful of the home environment, leave things exactly as I found them, and provide regular updates with photos and notes for peace of mind.

Sitter Profile Image: Vonnie T.
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Vonnie T.
Star Sitter
from
$40
per night
5 out of 5.0 stars
23 reviews
7 repeat clients
50 years of experience
Oconomowoc, WI, 53066

Vonnie is a blessing to us. Our girl has separation anxiety but she loves Vonnie. It allows us to be able to get away without worrying about Rosy being anxious and miserable

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

Stephanie house at and watched my dog for the weekend. Sent pictures. Jimmy was a happy boy when we got home! Will for sure ask Stephanie to watch Jimmy again in the future.

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Jenna Z.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$58
per night
5 out of 4.9 stars
29 reviews
10 repeat clients
25 years of experience
Jefferson, WI, 53549

Amanda took great care of our medically complex older corgi and our home. She was very communicative and left our home looking beautiful and our pup happy!

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Devon H.
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

Brandi is absolutely a treasure, we are so grateful to have her as our puppy caretaker while we are away. Our puppies absolutely love her! Our Bailey is very shy and a bit skittish, but Brandi has won her over with her kind and sweet demeanor. We always know our pups are in great hands when Brandi is here with them. 🐾🩷

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Shenlee S.
Sitter Profile Image: Meagan W.
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Meagan W.
from
$40
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
19 years of experience
Pewaukee, WI, 53072

Our pup loved her!

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Kristin M.
Sitter Profile Image: Hayley M.
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Hayley M.
from
$45
per night
5 out of 5.0 stars
9 reviews
14 years of experience
whitewater, WI, 53190

Hayley did a great job with our girls. I can always tell when they are well cared for because when we come home they barely notice we are gone. And they let us know if they are not! :) Hayley kept me well informed and sent pictures. Definitely recommend!

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Carrie M.
Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter
from
$80
per night
5 out of 5.0 stars
17 reviews
7 repeat clients
6 years of experience
Oconomowoc, WI, 53066

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

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Danielle R.
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
14 repeat clients
18 years of experience
Mukwonago, WI, 53149

Abigail is great- she is conscientious, compassionate, and is willing to share her knowledge about animals with us (being first time pet owners). She has valuable experience and we appreciate her! Highly recommend to work with.

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Alexandria S.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5 out of 5.0 stars
20 reviews
1 repeat client
20 years of experience
Fort Atkinson, WI, 53538

Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!

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Marit S.
Sitter Profile Image: Joselyn B.
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Joselyn B.
from
$27
per night
5 out of 5.0 stars
5 reviews
1 repeat client
2 years of experience
Watertown, WI, 53094

Joselyn did a fantastic job with my dog. I have no complaints. I received pics of my dog.

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Jill L.
Sitter Profile Image: Mary K.
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Mary K.
from
$81
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
38 years of experience
East Troy, WI, 53120

Mary is the BEST dog sitter! I know when she is here my dogs are getting treated like they are on a vacation as well. She is thoughtful and incredibly considerate. Our dogs love Mary!

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Molly K.
Sitter Profile Image: Theresa H.
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Theresa H.
from
$28
per night
5 out of 5.0 stars
2 reviews
5 years of experience
Dousman, WI, 53118

Theresa was an excellent dog sitter. She provided very good communication and sent pictures of Kaya who looked so happy! Highly recommended and I will definitely book again in the future!

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Candice V.
Sitter Profile Image: Cindy S.
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Cindy S.
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
45 years of experience
Oconomowoc, WI, 53066

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

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Nancy S.
Sitter Profile Image: Mardi W.
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Mardi W.
from
$50
per night
5 out of 5.0 stars
3 reviews
60 years of experience
Oconomowoc, WI, 53066

Great Person. Great with the dogs she came over to get an item she left and the dogs were on her. Tails waging

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Renee P.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$60
per night
5 out of 5.0 stars
13 reviews
15 years of experience
Oconomowoc, WI, 53066

About: We recently moved back to our roots to a spot right off South St. In Oconomowoc. We had our dog sitting business in San Diego, CA and will miss our furry friends so much! My husband and I both love animals very much and have the perfect set-up to host. We enjoy morning and evening cuddles and allow dogs on the couch and bed :) We will take care of your pup just the same as we care for our own. We have a 3.5 year old mutt that we adopted 3 years ago who has brought so much joy to our life! She loves to play and enjoys the dog park/hanging around other dogs as much as she can. She loves walks around the lake as I am sure your pup will too! We both have experience taking care of other dogs and have dog sit for many of our friends and family members for extended periods of time when they are out of town. We can provide pictures as little or as often as you would like. Excited to meet your furry friend soon! I do not currently work and am a lucky stay at home dog mom! I only leave for short periods of time to buy groceries on typical days! When our dog is outside I am always watching/making sure she stays within the yard. If left outside she has a long leash she hangs out on and enjoys watching the squirrels. She has a dog bed outside for days that aren't so warm to lounge in. We also have a large front patio that can be fenced off in case we have a runner on our hands! Moxie loves basking in the sun and shade out there as I am sure yours would too! Water bowls always provided and refreshed as I am home all day.

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Sitter Profile Image: Kristin C.
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Sitter Profile Image: Kristin C.
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Kristin C.

Professional Vet Tech Pet Sitter
Watertown, WI, 53094
14.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
Profile image

Outstanding communication and treated the dogs like if they were her own. The house was clean and orderly we would definitely love to have her back again.

Availability updated today
Sitter Profile Image: Tara R.
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Sitter Profile Image: Tara R.
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Tara R.
Star Sitter

I have a warm heart for cold noses!
Delafield, WI, 53018
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
49 reviews
12 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: Nikole R.
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Sitter Profile Image: Nikole R.
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Nikole R.

Looking for more furry friends
Whitewater, WI, 53190
18.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
9 reviews
Profile image

Nikole stayed with our pups while we were out of town. She was responsive to messages and kept me updated with photos of their time with her. It was comforting to know that they were happy and well cared for while I was away!!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Tami G.
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Sitter Profile Image: Tami G.
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Tami G.
Star Sitter

Ruff life? I got you
Mukwonago, WI, 53149
15.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$61
per night
5 out of 5.0 stars
29 reviews
8 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 2 days ago
Sitter Profile Image: Yasmin U.
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Sitter Profile Image: Yasmin U.
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Yasmin U.

passionate and enthusiastic sitter
Watertown, WI, 53094
13.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews

Yasmin has always been passionate about caring for pets. She is dedicated and hardworking. She will treat your pet like her own and give them all her love and attention. She is kind, caring, devoted, and so much more.

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.
Star Sitter

Have had a dog since I was a child
Oconomowoc, WI, 53066
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
23 reviews
7 repeat clients
Profile image

Vonnie is a blessing to us. Our girl has separation anxiety but she loves Vonnie. It allows us to be able to get away without worrying about Rosy being anxious and miserable

Availability updated 3 days ago
Sitter Profile Image: Stephanie S.
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Sitter Profile Image: Stephanie S.
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Stephanie S.

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

Stephanie house at and watched my dog for the weekend. Sent pictures. Jimmy was a happy boy when we got home! Will for sure ask Stephanie to watch Jimmy again in the future.

Availability updated today
Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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Amanda S.

Dog Mom serving Jefferson, Dane, Ro
Jefferson, WI, 53549
11.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$58
per night
5 out of 4.9 stars
29 reviews
10 repeat clients
Profile image

Amanda took great care of our medically complex older corgi and our home. She was very communicative and left our home looking beautiful and our pup happy!

Availability updated 19 days ago
Sitter Profile Image: Brandi W.
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Sitter Profile Image: Brandi W.
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Brandi W.

Treat pets like their my own
Mukwonago, WI, 53149
17.3 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

Brandi is absolutely a treasure, we are so grateful to have her as our puppy caretaker while we are away. Our puppies absolutely love her! Our Bailey is very shy and a bit skittish, but Brandi has won her over with her kind and sweet demeanor. We always know our pups are in great hands when Brandi is here with them. 🐾🩷

Availability updated 2 days ago
Sitter Profile Image: Meagan W.
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Sitter Profile Image: Meagan W.
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Meagan W.

Animals are my people
Pewaukee, WI, 53072
15.8 mi. away
House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
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Our pup loved her!

Availability updated 19 days ago
Sitter Profile Image: Hayley M.
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Sitter Profile Image: Hayley M.
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Hayley M.

Animal lover
whitewater, WI, 53190
16.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
9 reviews
Profile image

Hayley did a great job with our girls. I can always tell when they are well cared for because when we come home they barely notice we are gone. And they let us know if they are not! :) Hayley kept me well informed and sent pictures. Definitely recommend!

Availability updated 8 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Katelyn W.
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Sitter Profile Image: Katelyn W.
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Katelyn W.
Star Sitter

"Cozy Care, Tailored for Companion
Oconomowoc, WI, 53066
7.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
17 reviews
7 repeat clients
Profile image

Katelyn watched my English Bulldog and Chocolate Lab while I was on vacation for several days. She took great care of my fur babies. She fed them, walked them, let them out several times, and gave them loves and pets. She sent good notes and several pictures and videos throughout the stay.

Availability updated yesterday
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
11.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$70
per night
5 out of 5.0 stars
62 reviews
14 repeat clients
Profile image

Abigail is great- she is conscientious, compassionate, and is willing to share her knowledge about animals with us (being first time pet owners). She has valuable experience and we appreciate her! Highly recommend to work with.

Availability updated 5 days ago
Sitter Profile Image: Samuel A.
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Sitter Profile Image: Samuel A.
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Samuel A.

Experienced,Reliable,Professional
Fort Atkinson, WI, 53538
14.5 mi. away
House Sitting
from
$65
per night
5 out of 5.0 stars
20 reviews
1 repeat client
Profile image

Sam took excellent care of my dogs and home. I was happy to get pics and updates, as well as to come home to a clean house. He even washed the bedsheets ? I recommend Sam for both house and pet sitting!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Joselyn B.
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Sitter Profile Image: Joselyn B.
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Joselyn B.

Gentle care for furry companions
Watertown, WI, 53094
14.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Joselyn did a fantastic job with my dog. I have no complaints. I received pics of my dog.

Availability updated 23 days ago
Sitter Profile Image: Mary K.
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Sitter Profile Image: Mary K.
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Mary K.

Follow the Paw Prints to my ❤️
East Troy, WI, 53120
13.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$81
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
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Mary is the BEST dog sitter! I know when she is here my dogs are getting treated like they are on a vacation as well. She is thoughtful and incredibly considerate. Our dogs love Mary!

Availability updated 5 days ago
Sitter Profile Image: Theresa H.
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Sitter Profile Image: Theresa H.
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Theresa H.

Flexifuel hours & looking to learn
Dousman, WI, 53118
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$28
per night
5 out of 5.0 stars
2 reviews
Profile image

Theresa was an excellent dog sitter. She provided very good communication and sent pictures of Kaya who looked so happy! Highly recommended and I will definitely book again in the future!

Availability updated today
Sitter Profile Image: Cindy S.
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Sitter Profile Image: Cindy S.
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Cindy S.

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

And all I can say is outstanding! Cindy went above and beyond to make sure my pets for well taken care of! She sent pictures and was very responsive to my questions plus when I got home my house was cleaner then when I left!- I really could not have asked for more and would definitely have her back again!!!

Availability updated today
Sitter Profile Image: Mardi W.
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Sitter Profile Image: Mardi W.
Verified Enhanced Background Check

Mardi W.

Fun with pets
Oconomowoc, WI, 53066
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Great Person. Great with the dogs she came over to get an item she left and the dogs were on her. Tails waging

Availability updated 36 days ago
Sitter Profile Image: Brooke G.
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Sitter Profile Image: Brooke G.
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Brooke G.

Dog Heaven Near the Lake
Oconomowoc, WI, 53066
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
13 reviews

Brooke shows compassion to animals and is a responsible dog caregiver. She's attentive to their needs and enjoys playtime & taking them on walks. She's a great communicator. I highly recommend her services for your next get-a-way!

Availability updated 7 days ago

Over 15 pet parents in Sullivan have booked house sitting

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The median cost per night for house sitting in Sullivan is $50

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Sitters in Sullivan average 3 repeat house sitting clients

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