House Sitting Fair Park

Find a loving house sitter to watch over your pets and your home.

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Over 14
pet parents in Fair Park have booked house sitting

Fair Park, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Emily M.
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Emily M.
from
$59
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
30 years of experience
Milwaukee, WI, 53213

“Emily was great at communicating with us the entire stay, and we could tell from all her updates and pictures that our pups loved having her around. Our flight ended up getting delayed because of the blizzard rolling through Wisconsin this past weekend, and Emily was able to help make sure our pups were let out and fed while we figured out how to get back to Milwaukee. I would absolutely recommend Emily to anyone else looking for expert and friendly care for their pups on Rover. Thank you again!”

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Creighton B.
Sitter Profile Image: Evita E.
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Evita E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
10 years of experience
Sunset Heights, Milwaukee, WI, 53216

“Evita was absolutely amazing with both of our dogs. She took great care of them and even pivoted during unforeseen circumstances to ensure our dogs stayed loved on and safe while we were gone. We will definitely use her again in the future!”

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Frances T.
Sitter Profile Image: Liz B.
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Liz B.
from
$75
per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
12 years of experience
West Allis, WI, 53214

“Liz was wonderful! Excellent communication. This was my first time using Rover and she made for an amazing first experience. I will definitely use her services again.”

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Stacy J.
Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
17 years of experience
West Allis, WI, 53214

“Kerry watched our two girls for 5 days at our home. We have an Aussie and a Terrier mix and the Aussie can be anxious when we are away. Kerry was awesome and we could tell when we returned that the girls were calm and well taken care of. She asked thoughtful questions to make sure she knew about their preferences/routine and gave us updates along the way. Highly recommend!”

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Kay M.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Milwaukee, WI, 53214

About: Over 20 years of experience, including elderly dogs and puppies. I love dogs and enjoy walks, park visits, games and couch snuggles. I know how important it is that your fluffy family members are taken care with as much love and stability as possible when you are away. I currently have a 10 month old standard poodle and she is my whole world. I understand how important this job is! I am an artist and work part time at my home studio. My flexible work schedule allows plenty of time for dog walks, park visits, play, attention and engagement throughout the day. I have a fully fenced in yard and a very friendly (well socialized) 10 month old standard poodle who loves having friends to play with. Our home is 4,200 square feet with plenty of space for dogs to play and settle in. We also have the first floor entirely puppy proofed, making it safe for even the youngest of curious explorers.

Sitter Profile Image: Diana M.
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Diana M.
from
$50
per night
5 years of experience
Milwaukee, WI, 53215

About: I love all pets, big and small! I’ve pet sat for family and friends (from puppies to tripod cats) over the last few years. I don’t have any pets of my own so I always enjoy meeting new dogs/cats :) I work 9-5 (mon-friday) and typically work from home once a week. I’m available when I wfh, weeknights and weekends! Would love to use some of my free time to take care of your pets. For overnight stays, I’m available to stay at your house. I know every pet has their own personality, routine and quirks - I do my best to stick to what makes them feel comfortable. I’ll follow your care instructions and treat your pet the way I’d want someone to treat my own. Whether that’s a long walk, trip to the park, pup cup or being a house hippo, I’m happy to accommodate.

Sitter Profile Image: Stephan K.
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Stephan K.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
6 years of experience
Bluemound Heights, Milwaukee, WI, 53214

About: While I don't own a pet I lived with pets almost my whole life until buying a home for myself. While I wait until the right pet comes along in my life I'll happily care for yours! Living near the Hank Aaron Trail allows plenty of time for walks or runs around the neighborhood. If your pet isn't a fan of long walks or runs that's okay, too! Couch time is always something to look forward to with a friendly dog as well. Happy to follow any and all rules owners have while going the extra mile to make sure your pet feels cared for every day I take care of them. Look no further for someone to dedicate their time for your pet than my home. I work full time in the Milwaukee area but am usually not gone for longer than 8.5 or 9 hours at a time. I make time right away in the morning and immediately after work to care for any of the pets that I am watching. If your pet is active I'll happily take it out for runs around the trail or make time to play with it either in my yard or at the park near me. I will happily take the time to play with your pet outside or just let it roam around and do its business if that is what your pet prefers. There aren't many dogs in the area that are out and about to worry about. I don't have a pet of my own that you need to worry about your pet being comfortable with, either. I work full time Monday to Friday and am gone for 8.5-9 hours at most. I make time in the mornings and after work to take dogs out for walks and regular exercises as needed. My schedule typically revolves around the dog I’m watching. While sitting dogs I make them my priority and try to give them as much attention as they desire or you would at your home. There are parks and open fields nearby to play in and plenty of sidewalks to roam and get a leisurely walk in.

Sitter Profile Image: Thomas M.
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Thomas M.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Wauwatosa, WI, 53213

“Thomas did a great job taking care of our boys. The dogs got plenty of attention and exercise. He kept the boys on their regular schedule and checked in often with pictures and updates. We hope to book again in the future.”

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Alex J.
Sitter Profile Image: Berenice B.
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Berenice B.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 304 reviews
122 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

“Berenice was great!!! She was easy to get in touch with and sent lots of pictures! My puppy was so happy to see her and tuckered out when I saw him indicating that all his physical and mental needs were met during his full day of care. Trustworthy and reliable! Would definitely book again”

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Jagpreet S.
Sitter Profile Image: Jamila M.
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Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Jeremy was delight for dog and house sitting, he truly loves being with dogs and it shows. I would highly recommend him for your pet care needs!”

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Andrea B.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 65 reviews
23 repeat clients
40 years of experience
Milwaukee, WI, 53212

“I’ve had Melissa watch my pups multiple times now and it makes traveling so much easier. She is very attentive to the dogs needs makes sure to give them the stimulation they need. I will continue booking her for when I’m traveling”

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Hannah L.
Sitter Profile Image: Cathy L.
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Cathy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
24 repeat clients
20 years of experience
Brewer's Hill, Milwaukee, WI, 53212

“Cathy was fantastic! She was very easy to work with, and very friendly to our dog, Joey. You can tell she has plenty of experience with pets. We definitely plan on hiring her again!”

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Adam B.
Sitter Profile Image: Holly J.
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Holly J.
from
$85
per night
5.0 out of 5 stars
• 42 reviews
10 repeat clients
15 years of experience
Wauwatosa, WI, 53226

“Holly did a wonderful job watching Rally. We were able to enjoy our vacation knowing she was taken care of. She provided pictures and updates each day.”

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

“Patricia does a great job with our crazy cat! Would highly recommend if you need someone who provides special care for your pet. We don’t worry if Patricia is there.”

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Susan S.
Sitter Profile Image: Nikki G.
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Nikki G.
from
$28
per night
5.0 out of 5 stars
• 60 reviews
12 repeat clients
25 years of experience
Brookfield, WI, 53005

About: When you book with me; you will be booking my entire family; including 3 kids. Your dog must tolerate children. Ever since our dog passed away in 2020, we have been getting our dog fix through dog sitting and are having the best time doing so. We are very experienced, responsible, and loving. Our house is busy but always filled with people. I work out of the home during the week and am off on weekends. We do prefer crate trained dogs, but that’s not required. We have a giant fenced in yard, a clean home and lots of love ready to share with your dog. At this time, we only watch dogs in our home. Also, although I have a family, I will be the primary caretaker of your dog.

Sitter Profile Image: Sarah S.
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Sarah S.
from
$38
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Lincoln Creek, Milwaukee, WI, 53218

“She was so compassionate to my sweet girl and gave me lots of updates. Gave me so much peace of mind!”

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Mindy P.
Sitter Profile Image: Tabitha K.
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Tabitha K.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
8 years of experience
Yankee Hill, Milwaukee, WI, 53202

“Tabby was wonderful! She was responsive and reliable and took such great care of our pup. On top of that our house was left in great shape. We would definitely book again. Thanks Tabby!”

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Kristen A.
Sitter Profile Image: Jay D.
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Jay D.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Saint Joseph, Milwaukee, WI, 53210

About: Animals have always been a part of my life, I adore them and I'm always excited when I have the opportunity to meet and care for a new fury friend. I have 1 amazing, clean and well-behaved dog-baby. She’s sweet and high energy but doesn’t have playmates so this platform allows me to help out other doggy-parents and gives my dog an opportunity to meet new furry-friends. When your pup is in my care you can trust that they'll be treated with the utmost love, care and respect. My home is always clean and there is a dog park nearby. I respond quickly to requests and provide you with as many or little updates as you'd like while your dog is in my care. If there is a particular schedule/regimen your dog follows, please let me know and I'm happy to accommodate that. I welcome last minute requests and will do my best to help if I can. I work full-time from the comfort of my home so I have the flexibility to keep watch over your dog and tend to their needs. My home is always clean and sanitized. I have a dog who has updated shots and in excellent health. When your dog is with me, I take extra care to make sure they are safe. I follow all instructions given by you regarding food, walks etc. and if checking into your home, your privacy will be respected and your home will be secured when entering and exiting the property. I work from home, which allows me the flexibility to provide attentive care for your pup, including walks, playtime, and meeting any special needs they may have. Your pet’s comfort and happiness will always be my priority. In my home, I provide a clean, safe, and comfortable environment with plenty of supervision, playtime, and love. In your home, I ensure pets feel at ease, follow their routine, and maintain a secure and nurturing atmosphere.

Sitter Profile Image: Alena H.
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Alena H.
from
$65
per night
4.9 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Milwaukee, WI, 53233

“Alena did a great job taking care of my pup! I booked on short notice, and she was extremely gracious and accommodating, and even she made time for a meet and greet prior. She was prompt in responses when I reached out and sent check-in updates and photos as well. I would definitely recommend and will be rebooking if the need arises!”

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Mandy S.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Milwaukee, WI, 53204

“I am an anxious cat mom and leaving my babies even for a few days is always rough for me. Finding a trustworthy sitter is VERY important to me and from the moment I met Stephanie I knew she would take excellent care of my babies. She sent me many photos every day and I loved seeing them happy in her care. She treated them like her own and slept with them every night. Stephanie is thoughtful, communicative, responsible and you can tell she has a genuine love of animals. I will 100% book her again for any pet care service. I can’t recommend her enough to take care of your babies because she took exceptional care of mine!!!”

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Taylor B.
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The median cost per night for house sitting in Fair Park is $50

Pet parents share their Rover experiences - Fair Park

1 / 1
5.0 out of 5 stars

Vanessa was amazing with my dog Helga while I was away. She provided updates and followed the details I sent perfectly. It was so reassuring to know my pup was well cared for in my absence!

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Kelly K.
House Sitting
5.0 out of 5 stars

Emily was amazing helping with a last minute booking. Great communication and pictures sent of our dogs. Would definitely use her again, she was wonderful!

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Tiffany T.
House Sitting
5.0 out of 5 stars

Joseph took great care of my golden and corgi while we were gone for the weekend. He sent lots of photos and updates, and that was so appreciated!

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Kris B.
House Sitting
5.0 out of 5 stars

We had a great experience with Jenn. Easy scheduling and great response time. She provided frequent updates with pictures which gave us peace of mind.

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Vanessa R.
House Sitting
5.0 out of 5 stars

Cindy was incredible. Very communicative which put us at ease while being away from our boys. She took such great care of them and loved them as if they were her own. She’s truly amazing!

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Caryn L.
House Sitting
5.0 out of 5 stars

Amanda had excellent communication and we felt good knowing she was taking good care of our guy. House was left very clean and would have her watch Cooper again!

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Natalie B.
House Sitting
5.0 out of 5 stars

Margaret came and stayed 2 nights with our 2 furbabies, ages 8 and nearly 14. I had never needed to find a non-family pet sitter, so I was quit nervous about the whole thing. But Margaret was amazing in so many ways. Our "pups" took to her immediately and so did we. And when we came home we could tell just how well she took care of EVERYTHING for us. I will never hesitate to book her in the future. Now we may even be able to take future short trips, knowing our dear pups are being so well cared for by Margaret.

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Rebecca M.
House Sitting
5.0 out of 5 stars

Took great care of my reactive dog for the weekend. Prompt communicator, professional and great to work with 😊

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Sean S.
House Sitting
5.0 out of 5 stars

Whenever we need a pet/house sitter Emily is our top choice. He always makes leaving our home and pets an easy experience without worry that everyone will be taken care of.

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Jensen M.
House Sitting
5.0 out of 5 stars

Mallory is so great! My dog has never been so calm and content after we have been away. Mallory was responsive, shared great updates, and made him feel so comfortable while we were out of town. Would book with her again in a heartbeat!

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Anna K.
House Sitting
5.0 out of 5 stars

Stephany did a phenomenal job watching my dogs overnight. I was nervous at first as it was my first time leaving them with someone besides family. However, stephany went above and beyond. Following their usual daily schedules, taking them for walks, and updating me regularly with photos and videos. I could tell that they were comfortable with her and really liked her! I will absolutely re book stephany again in the future, she will take wonderful care of your pets and home while you are away. Thank you Stephany!

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Erika R.
House Sitting
5.0 out of 5 stars

Kerry watched our two girls for 5 days at our home. We have an Aussie and a Terrier mix and the Aussie can be anxious when we are away. Kerry was awesome and we could tell when we returned that the girls were calm and well taken care of. She asked thoughtful questions to make sure she knew about their preferences/routine and gave us updates along the way. Highly recommend!

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Kay M.
House Sitting
5.0 out of 5 stars

Ivy is amazing with our dogs who are sometimes quite challenging! We trust her to handle any situation that comes up.

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Brent W.
House Sitting
5.0 out of 5 stars

Fatima was great! Very kind, caring and communicative. We would definitely recommend and will be looking forward to having her back!

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Erica S.
House Sitting
5.0 out of 5 stars

Maiah was great to work with! She was quick to respond and communicate with. Our doggos enjoyed her company and she took great care of them! Would definitely rebook with her again!

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Rebekah J.
House Sitting
5.0 out of 5 stars

Holly is always great with our pups! She was flexible with our booking after a scheduling snafu on my part, which was much appreciated! She takes great care of our puppies and sends lots of photos!

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Heather D.
House Sitting
5.0 out of 5 stars

Lexi was wonderful to work with! She was on time, sent pictures and updates, and did a great job caring for our dogs while we were away. I am looking g forward to using Lexi’s services in the future- thank you!!

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Sarah D.
House Sitting
5.0 out of 5 stars

Sarah is an absolute star - we’re so lucky to have found her on Rover! Our dogs are so happy and comfortable with her, and we know we can rely on her 100%. Consistent photos and updates, and when we get home, the dogs are so chill that it’s like we never left.

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Hannah T.
House Sitting
5.0 out of 5 stars

We love having Emily stay with our dog and cat when we go out of town! She’s so great with them, we never have to worry about a thing. We always come home to happy animals! She’s also very quick to respond to messages. We love Emily!

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Kathleen P.
House Sitting
5.0 out of 5 stars

Marley does such a wonderful job and if she ever decides to change a career, she could make a meant as an animal photographer!

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Eric M.
House Sitting
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