House Sitting in Havenwoods, 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: Jessica Z.
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Sitter Profile Image: Jessica Z.
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1. Jessica Z.

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

I had Jessica stay with my 9 year old hound for three weeks while we were abroad. Daily updates, wonderful communication, great pics of our furry family member, a tidy house upon our return and a happy doggo lead me to give her top marks. I feel very lucky to have found her as a dog sitter and believe you would too! Thanks Jessica!

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Sitter Profile Image: Jenn S.
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Sitter Profile Image: Jenn S.
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2. Jenn S.

Dog lover and cat mom of 3 🐈🐈‍⬛🐈
West Allis, WI, 53227
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
10 repeat clients
from
$60
per night

Jenn stayed at our house for a weekend away. One of our dogs recently went blind and we felt in-home care was our only option. Jenn didn't seem concerned about managing our blind dog, senior greyhound, and cat. I appreciated that she came out twice to the house to meet us and talk through our routine. I was also impressed that she read up a bit on greyhounds since Leo was the first greyhound she watched. She was great about communicating her schedule and sending us pictures. We would definitely try to schedule with Jenn 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.

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

Amazing! Amazing! Amazing! Jeanne is just absolutely incredible. She cared for our pups as if they were her own: snuggling them, walking them, and taking good care of our house. We received frequent updates and pics/ videos. Jeanee is one of a kind and we will def rebook with her.

Sitter Profile Image: Rachel H.
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Sitter Profile Image: Rachel H.
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4. Rachel H.

** Mission: meet ALL the dogs **
West Allis, WI, 53214
7.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
77 reviews
22 repeat clients
from
$30
per night

Rachel was great with communication and understanding of our pets with some special needs/instructions. Sent lots of pictures along the way! Thank you Rachel!

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Sitter Profile Image: Cindy H.
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Sitter Profile Image: Cindy H.
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5. Cindy H.

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

Cindy was great with our two dogs. They haven’t ever been watched by anyone other than family, so we were nervous having someone else watch them. Cindy was very communicative and made us feel at ease while being away from them. From the pictures sent, it seems as though they had a great time!

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Sitter Profile Image: Allison S.
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Sitter Profile Image: Allison S.
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6. Allison S.

Guaranteed tail wags!
Avenues West, Milwaukee, WI, 53233
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$30
per night

Allison did a great job taking care of our 2 fur kids while we were on a weekend getaway. And she kept our house in great condition. Thank you!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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7. Ali M.

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

Ali did a great job watching my two very energetic dogs for over a week. They seemed calm and happy when we got back, not anxious at all like they have been in the past. Great communication and will definitely use again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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8. Danielle A.

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

We had the best house sitting experience with Danielle! I was nervous as this is the first time we’ve used a Rover for our dog, but she exceeded our expectations in every way. Danielle is attentive, compassionate, responsible, communicative, and really went the extra mile for us. Can’t thank her enough for giving us peace of mind during our trip knowing our boy was well looked after!!

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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
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 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: Daniela & Michael P.
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Sitter Profile Image: Daniela & Michael P.
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10. 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
281 reviews
160 repeat clients
from
$65
per night

Daniela is the perfect pet sitter and can handle our great dane! Our dog was on medications while we were away and she did a great job with his extra needs. We will keep booking wjth Daniela!

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Sitter Profile Image: Erica L.
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Sitter Profile Image: Erica L.
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11. Erica L.

Rover 101
Pro. Dog Handler with WFH job!
Park West, Milwaukee, WI, 53206
4.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
77 reviews
28 repeat clients
from
$65
per night

Erica was an outstanding sitter. She left the house spotless and updated us several times a day with how our pup was doing. She stuck to our dogs schedule as if we were home and tracked all of our dogs care instructions on an organized spreadsheet. Very pleased overall!

Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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12. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
5.3 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!

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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13. Jeff G.

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

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: Lily S.
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Sitter Profile Image: Lily S.
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14. Lily S.

Compassion, Experience, Flexibility
Halyard Park, Milwaukee, WI, 53212
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$40
per night

About: I grew up in a household that fostered many animals! Starting at age 12, I started training bloodhounds with my mother for Search & Rescue. Over the years, I've served as the default dog sitter and trainer in my social circle. With tons of patience and research I also rehabilitated our two rescue dogs, who were human/dog aggressive when my husband adopted them. I have nursed our dog Molly back to health after numerous surgeries and I have extensive experience with geriatric dogs and cats. I'm pursuing my college degree late in life, and fully online. Other than a few random appointments here and there, I have full-time flexibility in my schedule. As long as you have wifi, I can do my work! We can't currently host animals at our house, but I'm happy to follow all guidelines you may have, strictly and with zero judgement. I'm happy to crate, keep dogs off furniture, or let them be laps dogs. The important thing is consistency, so I will follow your lead 100% unless you ask for my advice!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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15. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$50
per night

About: I’ve taken care of neighbors cats for as long as I can remember. Not only that but looking after their garden and outdoor wildlife as well! With any animal I make that they are loved and well cared for. Meeting new people is scary. They don’t always understand what work or vacations are. So I like to make sure they’re as comfortable as possible while their owners are away. I’m working as a freelance designer, so my schedule is very flexible to meet your pets needs! Please give me a day in advance to discuss plans and I’m sure we can make something work! My home is currently not available for pets to come stay at because I have two cats of my own and they aren’t accustomed to other people or animals quite yet.

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Sitter Profile Image: Paula L.
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Sitter Profile Image: Paula L.
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16. Paula L.

Pet loving registered nurse
Uptown, Milwaukee, WI, 53210
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night

I’ve known Paula for the past 15 years. During that time she has always had pets, first a cat, then a cat and a dog. When good friends of hers were moving to Vietnam for a couple of years, they asked her to care for their dog while they were gone. She is one of the most responsible and hard-working people that I know. But beyond that, and more importantly, she is one of the kindest and most compassionate people that I know. I am a pet owner myself, I have two dogs, and I firmly believe that animals are amazing judges of character. Animals love Paula!

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Sitter Profile Image: Casandra E.
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Sitter Profile Image: Casandra E.
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17. Casandra E.

Dog mom dog lover
Washington Heights, Milwaukee, WI, 53208
4.7 mi. away
House Sitting
5.0 out of 5 stars
4 reviews
from
$31
per night

Casandra is amazing! Conner had a great time and was well taken care of. I’ve use a few dog sitters from the app and she is definitely the best. Lots of pictures and updates and most importantly took great care of my for legged friend. She will be the first person I reach out to when I need a sitter in the future.

Confirmed availability: Easter Weekend
Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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18. Marilia D.

I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
5 repeat clients
from
$65
per night

Marilia did a great job staying with our pup and walking , feeding, playing and just being there for him. She spent 3 nights and fleas very responsive and respectful of our home . Was thankful she was available, Will hire again .

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Sitter Profile Image: Jill B.
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Sitter Profile Image: Jill B.
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19. Jill B.

Fun Loving, Honest, and Reliable
Glendale, WI, 53217
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night

I’ve known Jill for many years and she is a wonderful caregiver for both people and animals! When she makes plans, she will be there on time no matter what. I can always count on her! She is hardworking, genuine, fun and has a natural ability to make anyone or any pet feel special and cared for. I recommend her 100%!

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Sitter Profile Image: Joan P.
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Sitter Profile Image: Joan P.
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20. Joan P.

Dogs are my BFF!
Grantosa, Milwaukee, WI, 53222
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$25
per night

Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Havenwoods:

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 1089 owners have reviewed sitters in Havenwoods, 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 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 Havenwoods, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Havenwoods, 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 Havenwoods 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 Havenwoods, Milwaukee, WI for your dog: people who'll treat him like family.

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