House Sitting in Sunset Heights, Milwaukee

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Blythe R.
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Sitter Profile Image: Blythe R.
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1. Blythe R.

Star Sitter
Every animal makes me smile!
Bay View, Milwaukee, WI, 53207
7.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
147 reviews
65 repeat clients
from
$55
per night
Profile image

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

Star Sitter
All-Day in Home Care For Critters
Milwaukee, WI, 53212
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
8 repeat clients
from
$60
per night
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This was our first time using a dog sitting service and we couldn’t have been more lucky to have Lily watch our dogs. She met with us multiple times to meet our pups and walk through our routine. During our trip she sent plenty of updates and pictures to keep us up to date. We couldn’t have asked for a better sitter for our pups and will definitely book Lily in the future!

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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
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
107 reviews
36 repeat clients
from
$59
per night
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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: Carole & Shannon C.
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Sitter Profile Image: Carole & Shannon C.
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4. Carole & Shannon C.

Star Sitter
east side dog-whisperers
Murray Hill, Milwaukee, WI, 53211
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
64 reviews
22 repeat clients
from
$75
per night
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They were amazing with Bodhi - on our return he seemed so happy and well cared for. They also left the house immaculate. We were just very pleased with their care of Bodhi and our house. They are great and we very much appreciate their care.

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Sitter Profile Image: Sean N.
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Sitter Profile Image: Sean N.
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5. Sean N.

Husband, father and dog lover.
Kops Park, Milwaukee, WI, 53222
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$35
per night
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Sean was our first time using rover since we moved across the country and he was AMAZING. We recently got a rescue Great Dane who is not the easiest when trusting others & with Sean’s patience and expertise my dog got comfortable with me rather quickly! He sent pictures through out the night & even a video. Looking forward to use Sean’s service again.

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Sitter Profile Image: Jeremy M.
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Sitter Profile Image: Jeremy M.
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6. Jeremy M.

Rover 101
Neighbor providing additional love
Washington Heights, milwaukee, WI, 53208
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$55
per night
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Jamila is absolutely amazing! We were so impressed and thrilled with the attention to detail while housesitting in addition to all the love and affection given to our cats!! Hands down we have found our go to cat sitter! Perfect

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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7. Jackie C.

Star Sitter
Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
24 repeat clients
from
$70
per night
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Jackie stayed in our house with our dog for the weekend and she was great. Our husky Zero is our baby and a bit particular sometimes but she took it all in stride. She sent pictures throughout the weekend and reached out when she had questions. We also tried to make the house nice and neat for her time here and when she left we were wondering if she actually touched anything it was still so clean! We highly recommend Jackie and plan on booking her in the future when we're away for any extended amount of time.

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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8. Cindy H.

Reincarnated Dog Here!
wauwatosa, WI, 53213
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
10 repeat clients
from
$62
per night
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Cindy was absolutely amazing! She gave plenty of updates of on fur baby photos included which made it so much better. She was super flexible on start and end time to make sure that our lucky was taken care of no matter what . Lucky came home so happy I just know he had a blast hanging with Cindy. Any time we need some one to watch lucky we will be asking Cindy first before any one else

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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9. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
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!

Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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10. Payton R.

Star Sitter
making tails wag one walk at a time
Milwaukee, WI, 53206
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$45
per night
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She was the best! Very flexible, great At communication and great with our pup. Highly recommend!

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Sitter Profile Image: Nikki G.
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Sitter Profile Image: Nikki G.
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11. Nikki G.

Teacher/Traveler/Trusted Pet Sitter
Milwaukee, WI, 53208
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$59
per night

Nikki is my daughter. I have entrusted her with many responsibilities for many years , in the caring for our 3 dogs and turtle . They adore her , and are always very excited to see her ! She had many pet Guinea pigs , and pet bunnies growing up that she was solely in charge of . Not only does Nikki care for our pets indoors, but outdoors as well . She’s diligent about cleaning up after their yard waste . We have a fish pond outside , in which she enjoys watching them during feeding time too . She was raised with the pleasure of watching her goats give birth and caring for them . She also had chickens to feed . Nikki is very loved by her sisters and her roommates cats . She’s always ready to step in and take charge when someone needs her to help out . All of these fur babies, feathered friends and even the turtle , have spent so much time in her arms feeling her warmth and compassion towards them. I need to also mention that she has a green thumb ! Her house plants thrive, and she’s spent a lot of time watering and weeding the garden . If you want an all around trustworthy , warmhearted and attentive person to rely on while you’re away , then Nikki is your gal !

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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12. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$45
per night
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We recently adopted a dog and this was our first time using Rover. Marie always communicated quick and kept us updated the whole time she was with our pets. She entertained our pets and took good care of our new dog during the potty training phase. She stayed overnight and we felt like our home was respected. Would recommend Marie!

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Sitter Profile Image: Molly O.
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Sitter Profile Image: Molly O.
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13. Molly O.

All the walks and all the cuddles
Wick Field, Milwaukee, WI, 53208
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
15 repeat clients
from
$65
per night
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Molly absolutely crushed it- I can’t say enough good things. Our dogs have huge personalities, some bizarre behaviors, and special needs (and so does our weird old rental house) and she handled all of it with aplomb. Our resident canine klutz tore his paw pad the night before we left, and even though we totally sprung this development on Molly at the last minute, pro that she is, she jumped in and changed his dressings, kept the area clean, AND kept the dog calm to prevent further injury. He was basically fully healed upon our return. Thanks, Molly! We will be back if you’ll have us- with fewer surprises next time, we hope!

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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
Milwaukee, WI, 53222
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$40
per night
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Jeanne was the perfect sitter for our dog Lucy. She sent updates, gave plenty of walks and cuddles while also watering our plants and leaving our house spotless! We will definitely rebook with her in the future!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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15. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
1.7 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
85 reviews
29 repeat clients
from
$83
per night
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Our pup loves Erica and had a blast the week we were away. Erica's very responsible and so loving with him. She took great care of our apt too! Can't say enough great things about her! :)

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Sitter Profile Image: Sam P.
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Sitter Profile Image: Sam P.
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16. Sam P.

Rover 101
Loving, Responsive, Knowledgeable.
Hawthorne Glen, Milwaukee, WI, 53208
2.2 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
123 reviews
59 repeat clients
from
$80
per night
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I was impressed with all the positive reviews for Sam when I booked her and she did not disappoint-Sam was great! I will definitely be using her again!

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Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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17. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$38
per night

Lance does great with my two lab mix (5yr/1yr). Attention-to-detail, communication, and lovable are his key qualities! You can trust him with your fur babies!

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Sitter Profile Image: Kristin R.
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Sitter Profile Image: Kristin R.
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18. Kristin R.

Animal lover
Enderis Park, Milwaukee, WI, 53210
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
33 reviews
14 repeat clients
from
$35
per night
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Kristen is fantastic! I completely felt at ease leaving town and having her look after my dog. She went up and above making sure he was walked and looked after. I highly recommend her services.

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Sitter Profile Image: Sophia G.
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Sitter Profile Image: Sophia G.
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19. Sophia G.

Pup's Best Pal: Training & more!
Milwaukee, WI, 53210
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$55
per night

Sophia has raised the best dog-Dallas!!! In the 10 plus years I have known Sophia, I have watched her raise her own puppy through loving care and training. Her puppy has become a neighborhood favorite because he is so friendly and obedient. Sophia has also helped with our 2 dogs, cat and chickens when we go out of town for short or longer trips. Sophia is dependable and so great with our animals, treating them as if they were her own. I would highly recommend Sophia for any of your pet care needs!!!

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Sitter Profile Image: Sarah H.
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Sitter Profile Image: Sarah H.
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20. Sarah H.

Reliable and fun pet lover
Milwaukee, WI, 53210
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$25
per night

Sarah has always been great walking my dog. She is very professional and I can tell that my dog really enjoys the time he spends with her! I would recommend to anyone looking for a dog walker.

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Rover also offers other services in Sunset Heights:

When it comes to pet care and house sitting, pet owners in Sunset Heights, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Sunset Heights, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Sunset Heights, Milwaukee, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Sunset Heights house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Sunset Heights, Milwaukee, WI for your dog: people who'll treat him like family.

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