House Sitting in Fairfield, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
Profile image

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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2. Rachel H.

Star Sitter
** Mission: meet ALL the dogs **
West Allis, WI, 53214
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
80 reviews
22 repeat clients
from
$30
per night
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Rachel is SO great! Excellent communication, took care of the special needs of our dog and his meds. Came back to happy pets and a spotless house!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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3. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night
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Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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4. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night
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Ali gave me such peace of mind when she watched my cat for the weekend. I’ve never used any pet sitting or boarding services prior to meeting Ali, so I really didn’t know what to expect. She was very professional, friendly, and helpful with the entire process. She sent me photo updates of my cat when she stopped in and she took such good care of everything I asked her to do. I will definitely be using her again.

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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5. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night
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Jackie is incredible! Great communication, she is punctual, sent so many pictures, and best part was my pup was so happy. I definitely recommend! Thanks again Jackie!!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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6. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
4.0 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night
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Kate was excellent!! Will definitely use her again. One of my dogs has high anxiety and they did great together. I can't say enough good things about her.

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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7. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
5.1 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
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Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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8. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$70
per night
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My kitties had a great time with their new friend Marilia. When Marilia came back to the house, even my shy Chico cat came to see her. So I guess the cats say it all. When they come to the door to greet the pet sitter, that is all I need to say. They love her.

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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9. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
5.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night
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Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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10. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night
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Jeff was amazing! We were very nervous about a dog sitter having never used one before. Jeff was great at making us feel comfortable and at ease during our week long trip overseas. The daily updates were greatly appreciated. Our dog can take time to warm up but seemed to like Jeff right away. At a certain point we thought our dog was having a better time than us on our trip. He also made our cats very comfortable. When we got home the place was spotless, going above and beyond to give us a nice home to return to. We will definitely use Jeff in the future for any of our pet sitting needs.

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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11. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
4.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$45
per night
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Liz watched our two dogs and cat for a week and she was so kind and communicative! We felt very comfortable leaving our pets in her hands, they were very well cared for! We will definitely be using her again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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12. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
52 reviews
21 repeat clients
from
$55
per night
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We have high energy dogs. Jeremy came over ahead of time for a meet and greet so they could get to know him. That was important because one of our dogs will nip if he doesn’t know you. He needs that introduction. They both took to him and snuggled in for Jeremy’s stay.

Sitter Profile Image: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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13. Daniela & Michael P.

Rover 101
Paws Down, the Best in Town!
Milwaukee, WI, 53205
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
160 repeat clients
from
$65
per night
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Daniela is just so amazing. My little meatball is a lot at times and she handled it all with grace. She continually communicated with me which just eased my anxiety and allowed me to enjoy my vacation because I knew my dog was being cared for so well. Also appreciate all the informed consent prior and taking time to meet him.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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14. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$38
per night

I had an amazing experience with Lance as my dog sitter! He was incredibly attentive to my furry friend's needs and went above and beyond to ensure their comfort and happiness while I was away. Lance provided regular updates and even sent adorable photos of my pup enjoying their time together. I felt completely at ease knowing that my dog was in such capable and caring hands. I highly recommend Lance to anyone in need of a reliable and compassionate dog sitter.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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15. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
12 repeat clients
from
$75
per night
Profile image

Danielle was fantastic. Great communicator and very personable. She was able to step in and help with my two dogs on a rather short notice, and I am truly grateful. I enjoyed receiving some photos and getting occasional updates. I will definitely have her to the house again and again! Thanks Danielle!

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Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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16. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
5.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night
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Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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17. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night
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Our boys are crabby old men and pretty high maintenance. Riley won them over though! She was so patient and they eventually started warming up to her. Will definitely rebook!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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18. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
9 repeat clients
from
$28
per night
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Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amari I.
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Sitter Profile Image: Amari I.
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19. Amari I.

Quality Care Your Pet Deserves!
Silver Swan, Milwaukee, WI, 53225
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$55
per night
Profile image

I needed a dog sitter last minute and contacted Amari about taking care of my 70 lb Belgian Malinois rescue. I do not know how many times my dog has been re-homed so I was very anxious about leaving her with a stranger. When I got home after being away for 3 days my dog was happy as a clam and all of the signs of emotional distress she showed after previous trips -- not eating, not defecating, etc. -- were absent. Amari did a wonderful job! I will definitely employ her in the future.

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Sitter Profile Image: Kara C.
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Sitter Profile Image: Kara C.
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20. Kara C.

Responsible local grad student
Fox Point, WI, 53217
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Kara is wonderful! She is timely and always even keeled. My husky is a rescue and can be very energetic to say the least. Kara always approached him with love and compassion. He loved her, wagging his tail when she arrived. She helped me make a puzzle more challenging for my husky, freezing the treats in peanut butter, to help get his energy out even after a walk or run was done. Kara is really the best. If you can't be there, call Kara.

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Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1089 owners have reviewed sitters in Fairfield, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Fairfield house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Fairfield, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Fairfield house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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