House Sitting in Maple Tree, 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.

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

Lily was a blessing for our family!! This was the very 1st time we have used rover. We ended up adopting a dog 2 weeks before a preplanned vacation. Lily was so patient and understanding with us as we had very little information about our new family member when we booked with her. We were able to leave her with notes on training our new dog had and we gave her the ability to address and immediate concerns with positive training as she saw fit to help her week go smoothly. Lily was able to help bridge the gap with consistent training while we were gone to ensure we didn’t lose precious training time. She was also able to pivot and help address any behavioral issues or quirks that arose that we were unaware of. She even sent us videos and a great description of how she addressed them. She sent updates everyday and didn’t hesitate to reach out with questions. She put away our grocery order before we arrived and made sure to have the house cleaned up and even washed the towels I left out for her. We definitely will be booking with her again.

Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

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

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!!

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
9.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
105 reviews
35 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.

Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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4. Heather C.

Star Sitter
Caring & loving Pet owner ❤️
Sussex, WI, 53089
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$50
per night
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Heather did a great job of sending us photos and letting us know of activities she was doing with our pet while we were gone. Communication beforehand was great as well!

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
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
74 reviews
22 repeat clients
from
$65
per night
Profile image

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.

Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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6. Ali M.

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

Sitter Profile Image: Marie H.
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Sitter Profile Image: Marie H.
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7. Marie H.

Star Sitter
Your Pets New Favorite Sitter :)
Martin Drive, Milwaukee, WI, 53208
7.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$45
per night
Profile image

Marie is a great sitter and I plan to use her for any future dog sitting needs. I have an elderly dog and it always makes me nervous to leave her, so it’s great to find someone I feel comfortable leaving her with. She gives many updates and pictures too which I love! I highly recommend her.

Sitter Profile Image: bella s.
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Sitter Profile Image: bella s.
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8. bella s.

I'll sit, stay, and play!
Brookfield, WI, 53045
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$40
per night

I have a dog and cat and Bella is great with both. I dont hesitate to contact her to care for either. Very reliable and dependable

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
5.3 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: Tegra R.
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Sitter Profile Image: Tegra R.
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10. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
10 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!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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11. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
6.9 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night
Profile image

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: Jeanne S.
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Sitter Profile Image: Jeanne S.
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12. Jeanne S.

Attentive and dependable caregiver
Milwaukee, WI, 53222
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night
Profile image

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!

Sitter Profile Image: Lance C.
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Sitter Profile Image: Lance C.
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13. Lance C.

Coffee loving dog walker!
Enderis Park, Milwaukee, WI, 53210
5.0 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!

Sitter Profile Image: Zarah O.
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Sitter Profile Image: Zarah O.
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14. Zarah O.

Rover 101
Full-Time Animal Lover
Menomonee Falls, WI, 53051
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
8 repeat clients
from
$60
per night
Profile image

Zarah was so awesome with our 3 pups! She came for a meet and greet and they loved her right off the bat! She had great communication and made everything so easy for us. We were so appreciative to go out of town without having to worry one bit! Highly recommend!!

Sitter Profile Image: Scarlet H.
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Sitter Profile Image: Scarlet H.
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15. Scarlet H.

Proud pet mama of 2 dogs and a pig!
Milwaukee, WI, 53222
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$45
per night

Scarlet has a true love for animals of all kinds. She is responsible, trustworthy and honest. She has watched my pups, staying at my house and keeping everything neat and clean. She shares lots of photos, so I knew my fur babies were happy and cared for.

Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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16. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
3.8 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.

Sitter Profile Image: Odessa B.
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Sitter Profile Image: Odessa B.
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17. Odessa B.

Can't wait to meet your furbaby!
Brown Deer, WI, 53223
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$63
per night

Odessa has taken care of my 3 cats for a couple of years now. They love her and she's great with them! She takes care of them every time I go out of town and I can always count on her. She's always willing to send me pictures and videos of them when I'm missing them. Not only is she a great cat sitter, but she is a great person in general. Kind hearted and a sense of humor like nobody else I know.

Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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18. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
1.0 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
Profile image

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!

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
1.5 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.

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
0.4 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 owners in Maple Tree, Milwaukee, WI turn to house sitters on Rover.com for their house sitting needs. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Milwaukee with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Maple Tree, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Maple Tree, 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 Maple Tree 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 Maple Tree, Milwaukee, WI for your dog: people who'll treat him like family.

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