House Sitting in Freedom Village, Milwaukee

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

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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.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$50
per night

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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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2. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
9.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

Jessica Z stayed in my house with my 14 y/o blind Boston Terrier. She was wonderful. I received daily updates and photos, she clearly took excellent care of my pup. She left my place spotless and I would highly recommend her. She is excellent and I will definitely use her again.

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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3. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$50
per night

Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!

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Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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4. Debbi O.

Rover 101
Star Sitter
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
110 reviews
39 repeat clients
from
$54
per night

Debbi did a great job watching my two dogs. She always kept me updated and sent frequent photos. I would highly recommend Debbi and plan to ask her to watch my dogs in the future.

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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5. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night

Ali was so great with both our house and our dog while we were away from home for 6 days! It was obvious from the Meet & Greet that Ali is very comfortable around dogs and a great presence for them - ours is a bit anxious around strangers but immediately warmed up to Ali and seemed very comfortable with her! She was very responsive/communicative (and sent us plenty of pics :)) and did all our house tasks as expected. Will absolutely book Ali again, thanks for taking such good care of our Tito!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
9.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 reviews
22 repeat clients
from
$65
per night

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: 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
8.6 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

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!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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8. 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

Katelyn is fantastic! She's incredibly responsive and caring. She came to meet the dogs beforehand, so we could chat which was awesome. One of our dogs in incredibly anxious and wary of strangers, and Katelyn's calm demeanor won her over! We already booked Katelyn for the near future.

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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
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$50
per night

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: Ariela M.
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Sitter Profile Image: Ariela M.
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10. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

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: Anna V.
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Sitter Profile Image: Anna V.
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11. Anna V.

Trustworthy & Always Punctual
Thiensville, WI, 53092
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Anna took the best care of our two pups while we were away for the week! It was wonderful to receive daily updates and pics of our two thriving while we were gone. She took the extra time to take them on walks and to doggy daycare as well. Anna is super responsible and caring -- so thankful to have peace of mind while we were away!

Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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12. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$45
per night

Grace did a great job watching our dog overnight. She sent multiple pictures and he had a great time with her. She was great communicating with us. We will definitely use her again!

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Sitter Profile Image: Amber S.
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Sitter Profile Image: Amber S.
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13. Amber S.

Experienced Sitter & Animal Lover
Mequon, WI, 53092
5.8 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
12 reviews
1 repeat client
from
$50
per night

Everything went great and Amber was very great with communicating with us. Arrived home to all 4 pets happy and healthy and our house in the same condition we left it:)

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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14. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night

Jeff stayed with our 6 year old springer spaniel for a week. He did a great job. He communicated via text frequently with updates, pics, and short videos. Jeff responded quickly and was easy to communicate with. My wife and I both liked him. Most importantly, when we got home it was clear that our pup just loved him.

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Sitter Profile Image: Kara C.
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Sitter Profile Image: Kara C.
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15. Kara C.

Responsible local grad student
Fox Point, WI, 53217
4.9 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.

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

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

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: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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17. HeidyNoelle W.

Star Sitter
Your next Pawesome pet-sitter!
Mequon, WI, 53092
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$68
per night

HeidyNoelle was amazing. I felt so comfortable leaving our girl in her hands. She was detail oriented in our meet and greet, asking questions to make sure she could provide the best possible care, and has such great prior experience with dogs. Our pup is leash reactive and not socialized with kids, and this is some thing with which HeidyNoelle has experience and understanding. This had me feeling relaxed and confident with her. Our house was left in impeccable condition when we came home, and she even took a Polaroid pic of our pup and left it for us. We are so happy to have found a reliable and dependable dog sitter for when we go out of town!!

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Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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18. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
4.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
1 review
from
$50
per night

About: I am currently accepting clients who want in-home or drop-in care. No cats please. I have been a dog owner for over 25 years, as well as growing up with dogs in my home. I love to follow their lead with their activity needs - whether it be a rowdy romp in the back yard, a energetic walk (weather permitting) or a relaxing day of being a couch potato. We currently have 2 rescue furbabies who gets along with other dogs and like to interact with our fur guests. Will only be caring for one furbaby family at a timne. No other pets in the home, no children and no smoking. We have a fenced in back yard and are not far from several dog parks, if that is an approved activity by the dog owner. I have a very flexible part-time schedule, so I can usually work around your schedule and care needs. For in home care I will come and go throughout the day with frequent check ins per your preference, as well as meals and overnight care. I am currently offering drop-in care for potty breaks and/or meals plus play time, and in your home days and overnight pet care. No cats in the home please.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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19. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$63
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$34
per night

Jessica is someone you can trust with your pup. She took care of my Chihuahua for 3 days, received good communication, and everything went smooth. Will be contacting her again in the near future!

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Pet parents in Freedom Village, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Freedom Village house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Freedom Village, Milwaukee who can provide the care your dog needs, when they need it.

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