House Sitting in Calumet Farms, 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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Confirmed availability: Memorial Day Weekend
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
7 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
10.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night

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.

Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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3. Heather C.

Star Sitter
Caring & loving Pet owner ❤️
Sussex, WI, 53089
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Heather was absolutely AMAZING 🤩. She definitely had her hands full with our 1 year old, 125 pound Rottweiler but there is no one else I would have trusted him with. Her morning and evening updates with pictures were so great, some days we would even get more!! She even washed our sheets and towels she used and left our house as clean, if not cleaner than we left it!! I was so worried about having to leave him in a kennel for 8 days when we work from home and never leave him for more than a few hours at a time, until I found Heather at Rover. I highly, highly recommend Heather to take care of your fur babies whenever you are gone!! You won’t be disappointed and you’ll be able to enjoy your vacation so much more 🥰❤️

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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4. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.

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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
9.4 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!!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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6. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 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: Danica V.
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Sitter Profile Image: Danica V.
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7. Danica V.

Star Sitter
PAWsitively reliable med student!
Wauwatosa, WI, 53226
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
7 repeat clients
from
$46
per night

Danica is consistent and professional throught the Rover experience. I've been burned before with previous dog sitters that have been inconsistent and unresponsive, but Danica is always punctual and quick to respond to any concerns/needs. I trust her to be with my pups when they are most stressed and take care of them when I'm away. That peace of mind is priceless and I love having Danica over to watch my pups.

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Sitter Profile Image: Julie M.
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Sitter Profile Image: Julie M.
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8. Julie M.

Rover 101
Pet and homes are safe with me!
Wauwatosa, WI, 53226
8.0 mi. away
House Sitting
5.0 out of 5 stars
27 reviews
14 repeat clients
from
$60
per night

Lola, my 6yr old frenchie had the best weekend getaway at Julie’s! I received pictures and videos during her visit. I booked with Julie before in 2018 when Lola was just a puppy and couldn’t have been happier with my experience. I was so excited to see Julie back on rover to re-book again! Lola and Lilly (her Lab) were reunited and had the best time together- full of plenty of play time. I highly recommend Julie and will absolutely be contacting her for future visits for little Lola!!

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Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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9. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
4.4 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!

Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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10. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
7.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
8 repeat clients
from
$70
per night

Cindy never fails to please! I was able to leave my dog Daisy with her while we attended a wedding. Cindy sent lots of pictures, and it was clear that Daisy was getting along well with her little pups! Daisy is an older dog, and easily becomes stressed and anxious. At home, she becomes distressed if she awakes and I am not in the room. When I went to pick her up at Cindy's, she looked as though she was feeling totally safe and secure right where she was! It warms my heart to see her so content.

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

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

Lance has watched my dog Lupe a number of times. My dog loves him! He gets a lot of love, walks, and hang out time. He's very responsible, asks all the right questions and provides updates to make sure my wife and I are never concerned. I highly recommend Lance if you want peace of mind while you're away.

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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12. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
6.1 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: Grace A.
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Sitter Profile Image: Grace A.
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13. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
3.1 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jeanne S.
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Sitter Profile Image: Jeanne S.
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14. Jeanne S.

Attentive and dependable caregiver
Mount Mary, Milwaukee, WI, 53222
5.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$30
per night

Jeanne cared for our dog for a month while we took an extended vacation. She communicated with us on how she was doing and went above and beyond to make sure our pet was well taken care of. Jeanne has owned cats, dogs and horses and is a loving and responsible owner.

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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15. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
4.8 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 was great! Dogs were happy and we got lots of updates and pictures from Jeff while we were gone. Jeff left our home in great shape. Cleaned all his dishes and kept the place neat. Couldn’t have been happier.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Breanna V.
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Sitter Profile Image: Breanna V.
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16. Breanna V.

Fun/safe environment for any dog!!!
Wauwatosa, WI, 53225
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Breanna is a very caring and compassionate person. Not only is this apparent in her job as she cares for and assists other people; it is true for your four legged friends as well. She is loving of all dogs, no matter the breed. Whether having to go out of town or just needing a quick drop-in, Breanna is the clear, worry-free choice for any of your canine needs.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
1.9 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: 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
3.3 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: Jessica s.
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Sitter Profile Image: Jessica s.
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19. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
2.2 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 has watched and cared for our dog many times. Our dog is very comfortable with her and gets excited whenever we are on our way to drop her off. She works closely with us to let us know updates or any concerns she may have. You can tell Jessica has a deep love for animals and that our dogs have been well loved in her presence. Highly recommend!!

Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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20. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$29
per night

We cannot give enough praise to Olivia for watching our three dogs over winter break in 2023. We have one rescue, Rex, who was abused before he became part of our family and he is very protective of us and aggressive towards strangers. With her experience and interest in dogs, Olivia knew exactly how to interact with Rex and it only took an hour or so before they were good buddies! I'm sure our mouths dropped in amazement, because that really had never happened before. Throughout or trip, Olivia kept us well informed and sent us pictures of the pups happily hanging out with her. Olivia is always welcome back at our home and I thinks the dogs already adopted her anyway! Olivia is a lovely person who is great with dogs. She is easily 11 out of 10 stars!

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Dog lovers in Calumet Farms, Milwaukee, WI love house sitters on Rover.com. Over 1089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Calumet Farms 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 Calumet Farms, Milwaukee who can provide the care your dog needs, when they need it.

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