House Sitting In Roosevelt Grove

Find a loving house sitter to watch over your pets and your home.

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Top rated Roosevelt Grove house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

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Emma L.
Sitter Profile Image: Emily M.
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Emily M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Milwaukee, WI, 53213

Emily did a fantastic job watching Tuukka while we were traveling to India for a wedding. She sent daily updates with lots of photos and we knew our pup was well take care of when we were away!

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Anna C.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
38 reviews
17 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

We had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!

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Jordyn
Sitter Profile Image: Elizabeth C.
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Elizabeth C.
from
$45
per night
5.0 out of 5 stars
15 reviews
7 repeat clients
7 years of experience
Wauwatosa, WI, 53213

Libby was wonderful with taking care of my cat and dog! She made sure they were both safe, fed and exercised. She also did extra house needs, like taking in the mail, watering the flowers and attending to my garbage cans on weekly pick-up! Highly Recommended!

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Barbara B.
Sitter Profile Image: Emily R.
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Emily R.
Star Sitter
from
$77
per night
5.0 out of 5 stars
96 reviews
26 repeat clients
20 years of experience
Story Hill, Milwaukee, WI, 53213

Emily was prompt, respectful, and communicative. She sent pictures and updates and my dog seemed very comfortable and calm when I returned. I highly recommend Emily and will happily book her again in the future if I need a dog sitter!

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Meredith H.
Sitter Profile Image: Jessica Z.
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Jessica Z.
Star Sitter
from
$64
per night
5.0 out of 5 stars
195 reviews
54 repeat clients
30 years of experience
Lower East Side, Milwaukee, WI, 53202

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.

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Carlie V.
Sitter Profile Image: Ivy G.
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Ivy G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Ivy was a fantastic sitter. Super communicative, thoughtful, and loving to our dogs. She made sure they were loved and cuddled while we were away. We look forward to having Ivy stay with them again in the future!

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Larissa B.
Sitter Profile Image: Cindy H.
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Cindy H.
from
$60
per night
5.0 out of 5 stars
51 reviews
12 repeat clients
45 years of experience
Martin Drive, Milwaukee, WI, 53208

We love having Cindy to house sit our dog ! Besides taking care of the dog, she does so many other little things to show how much she cares for the people and animals she takes care of!

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Kemmy S.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$95
per night
5.0 out of 5 stars
50 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie provided exemplary care for our dogs, Cameron and Colby. Their kindness, coupled with their commitment to regular exercise and clear communication, put us completely at ease. They frequently updated us with photos and videos, and their prompt responses to our questions were much appreciated. In addition to taking great care of our dogs, they kept our house in perfect condition. We wholeheartedly recommend Stephen and Amelie to anyone needing reliable and loving pet sitters. We can't thank them enough for their top-notch service!

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Elliott R.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
101 reviews
25 repeat clients
11 years of experience
West Allis, WI, 53214

We were so happy Rachel was available for the holiday weekend. We didn’t have to worry about about leaving our beloved dogs at all because Rachel is a pro! She books up quickly for a reason!

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STEPHANIE R T.
Sitter Profile Image: Charles B.
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Charles B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
101 reviews
17 repeat clients
17 years of experience
Fox Point, WI, 53217

Charley was amazing with our pup Maisy! She was calm and happy when we got home from an 8 day trip. PLUS - our house was spotless! Fantastic job, we will use him again.

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Eliz G.
Sitter Profile Image: Leilani W.
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Leilani W.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Wauwatosa, WI, 53213

About: I've been around dogs all my life and love giving them plenty of play time and attention. I also just recently gained experience with puppies. They are my favorites 🙂‍↕️ Availability: Wednesday: 8am to 10:30am/ 5pm to 10pm Thursday: 5pm to 10pm Open availability on Friday, Saturday and Sunday If you have any questions or requests outside of my schedule, I will do my best to work with you. I am a student in college currently. I typically do drop ins, I feed according to how the owner wants their pet fed, I play with them as much as possible and give plenty of love and attention

Sitter Profile Image: Maiah D.
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Maiah D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
84 reviews
26 repeat clients
16 years of experience
Juneau Town, Milwaukee, WI, 53963

Maiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didn’t get lonely! Amazing!

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Will S.
Sitter Profile Image: Lily S.
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Lily S.
Star Sitter
from
$125
per night
5.0 out of 5 stars
61 reviews
18 repeat clients
25 years of experience
Milwaukee, WI, 53212

As always, Lily goes above and beyond. Helped navigate an u expected, significant GI problem with one of the dogs that required a visit for emergency care and helping mitigate a significant clean-up job. Communicated fantastically throughout the saga

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Eric M.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
56 reviews
30 repeat clients
6 years of experience
West Allis, WI, 53227

Emily did a great job with our older dog. She communicated any concerns she had with him. The house was left in pristine condition. We were thankful to have her staying with Louie.

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Cheryl D.
Sitter Profile Image: Catherine R.
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Catherine R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
1 year of experience
Murray Hill, Milwaukee, WI, 53211

Catherine did a wonderful job house sitting. She took attentive care of our two dogs and cat. She provided great updates and our dogs looked so happy in every picture. We had total peace of mind with Catherine watching our home.

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Bill K.
Sitter Profile Image: Gretchen S.
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Gretchen S.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Wauwatosa, WI, 53213

Gretchen did a great job watching our anxious dog and two kitties. She kept me updated and always replied promptly when I would reach out. We came home to a well taken care of house. Would recommend her.

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Nikki P.
Sitter Profile Image: Jackie C.
Verified Enhanced Background Check
Jackie C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
137 reviews
49 repeat clients
15 years of experience
Brewer's Hill, Milwaukee, WI, 53212

Jackie was absolutely wonderful! Not only did she take excellent care of our high-need 16.5-year-old dog, she also took great care of our home. She provided updates along the way and followed all of our instructions for caring for Jack (no small feat). We can't speak highly enough about Jackie.

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Kristen R.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$75
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
8 years of experience
Milwaukee, WI, 53213

Amanda was an amazing in-house sitter for our dog. This was our first time booking on Rover, and our little guy can be a handful sometimes, but Amanda immediately put our worries at ease. Our meet & greet helped acclimate everyone and once we were on our trip, I appreciated the daily updates with photos. When our flight was delayed, she was extremely flexible about staying another night in case we couldn't make it back. The communication was fantastic and she went above and beyond with our dog's care. She is also a very polite house guest. I couldn't recommend Amanda enough and I would 100% book with her in the future.

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Delaney B.
Sitter Profile Image: Meghan E.
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Meghan E.
from
$63
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
8 years of experience
Avenues West, Milwaukee, WI, 53233

Meghan was amazing! Our dog loved her and she made sure he is comfortable and happy while we were gone. She sent us multiple updates with pictures of our sweet little pup. She followed all his feeding and walking routines to the t and communication was stellar. We couldn’t be happier. Our Shurik definitely found a new friend.

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Lidia S.
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Roosevelt Grove pet parents share their Rover experiences

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5.0 out of 5 stars

Davina was truly incredible! I have a dog with many allergies, and is anxious and reactive. She sent me all the updates and he is pooped after her stay. I had such a peace of mind while I was gone, so I cannot recommend Davina enough!! 10/10

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Hailey Q.
House Sitting
5.0 out of 5 stars

Cindy is amazing! Great communication, our fur babies were happy and loved during her stay. She even won over our cat, who barely tolerates us.

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Jaclyn A.
House Sitting
5.0 out of 5 stars

Our pup Garbanzo loved having Elizabeth watch him! We will definitely use her again in the future. She left our house very clean and took excellent care of our dog while we were away for a couple of days.

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Samantha & Malcolm K.
House Sitting
5.0 out of 5 stars

Gretchen did a great job watching our anxious dog and two kitties. She kept me updated and always replied promptly when I would reach out. We came home to a well taken care of house. Would recommend her.

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Nikki P.
House Sitting
5.0 out of 5 stars

Once again, Lily exceeded our expectations. She was so caring and attentive to Bailey during her 11 day stay in our home. She handled a long stretch of horrible weather (including a power outage) and sent us pictures that showed how much Bailey was enjoying playtimes, walks, and cuddles in our absence. The house was in great condition when we returned.

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Susan W.
House Sitting
5.0 out of 5 stars

Ivy was great. Wizard, My Siberian Husky seemed to really like her and has spent a good part of the past 2 days looking for her. Would highly recommend. Came home to a clean house and a clean husky which is the real chore. You won't go wrong booking with Ivy

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Steve H.
House Sitting
5.0 out of 5 stars

Esterah was so great with our pets during the house sitting. Our dog is very nervous and she was patient with him when she first arrived. We got lots up updates. She asked questions during the meet and greet and the house sitting which was much appreciated. We came home to a clean house and happy pets!

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Todd S.
House Sitting
5.0 out of 5 stars

Bree did such an amazing job with Lulu while we were in Arizona. I came home to a happy and tired dog. Will definitely be using Bree again for dog sitting and recommend her!!

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Jessica F.
House Sitting
5.0 out of 5 stars

Jamila was amazing with my senior dog Vladimir! She’s helped with feedings and overnights at my house. She is kind, thoughtful, and Vlad loved her! She followed all my instructions and handled my old man with care. We will be asking her to watch Vlad again in the near future! I’m grateful to have found her!

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Marie W.
House Sitting
5.0 out of 5 stars

Nicole was simply fantastic. Walter is a new rescue, and has only been with me for about two weeks before I had to travel for work. Nicole kept all of my anxiety about leaving him at Bay, she was incredibly communicative, very patient with my anxious, crazy boy, and even left me a full page document of notes about her observations on him as I’m continuing to understand who he is. While I was away, I was telling some of the individuals I was with about everything she was doing for Walter and they all begged me to give them her information. Will absolutely be reaching out to Nicole in the future!

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Arianna C.
House Sitting
5.0 out of 5 stars

Jamie was great with our two pups! She kept us updated and sent lots of photos and took good care of our good boy and girl!

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Heather D.
House Sitting
5.0 out of 5 stars

Did a wonderful job taking care of Bernie. Daily updates and pictures. Left the place just how we left it too. Thanks Enrique!!

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Courtney J.
House Sitting
5.0 out of 5 stars

Thank you for caring for our dog . We appreciated the pictures and updates when we were on vacation . Great job .

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Kathy K.
House Sitting
5.0 out of 5 stars

Isabelle and her boyfriend took great care of our puppy. They followed our house rules and went the extra mile to give our high energy puppy plenty of activity while they were house sitting. I would definitely work with them again!

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James P.
House Sitting
5.0 out of 5 stars

Madelyn was a great sitter. She communicated well with me and sent photos of my dachshund so that I could check in with my baby. Very easy to book, does a meet a greet in advance to make things easier!

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Sheri T.
House Sitting
5.0 out of 5 stars

Riley was great with my pets. Very responsive when I asked how they were doing and made sure to communicate with us if she had any questions. Definitely recommend!

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Lexi K.
House Sitting
5.0 out of 5 stars

Julia did an excellent job caring for our two pitty mixes while staying in our home for a week. She managed our dog’s quirks with patience and professionalism. We returned to happy dogs and a well-kept home. Highly recommend.

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Jen M.
House Sitting
5.0 out of 5 stars

Hannah was amazing with our two large goofballs. I was very nervous with this being a long, international trip but she sent lots of updates and pics so I knew they were in good hands. They were happy to see us when we got back, but not over the top so I'm pretty sure she spoiled them. I would 100% use her as a sitter again!!

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Emily R.
House Sitting
5.0 out of 5 stars

April was such an amazing sitter she went above what was asked and even took the time to give some great tips and tricks to help teach my dog how to have better leash manners. Highly recommend definitely will be reaching back out for future times

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Hunter S.
House Sitting
5.0 out of 5 stars

Lance has watched our pack of 3 dogs several times and always does a stellar job. They are excitable and loud with big personalities but Lance manages them perfectly. It’s difficult for us to trust anyone with our babies and Lance is always our #1 sitter. He is knowledgeable and caring and loves all dogs like they are his own. He also always leaves our house spotlessly clean! Lance is the reason we feel comfortable booking vacations - we know our dogs will be in perfect hands.

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Laura G.
House Sitting
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  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Roosevelt Grove house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Roosevelt Grove.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Roosevelt Grove house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.