House Sitting in Jackson Park, Milwaukee

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

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1. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Teri was absolutely amazing. I was so nervous leaving our pets with someone new for the first time and they were so comfortable around Teri. She went above a... (more)"

Active and Accepting Requests (incl. from Essential Workers)
2. Caroline Verified Background Check

Dogs are better than humans.

Greenfield, WI, 53220

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Caroline is one of the sweetest, funniest people I have ever met. She is very caring about everyone around her and is very good with animals. She has lots of... (more)"

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3. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Blythe was awesome with my Aussie! My dog even wanted to sleep in bed with her, which is reserved only for people she really likes :) thank you so much!! (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Corinna Verified Background Check

Playtime awaits! Pit bull Friendly!

Hales Corners, WI, 53130

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I looked at all the profiles/reviews on Rover and now truly see why Corrina had so many great remarks! She was prompt to return messages and kept us updated... (more)"

5. Abby Verified Background Check

Puppy love is the best love

Milwaukee, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Abby is AMAZING. She exceeded all of our expectations. She took such great care of our pets, but also took good care of our home while we were away for the ... (more)"

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6. Stephanie Verified Background Check

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Stephanie took fantastic care of our dog, Berklee, while my wife and I were out of town. She is bubbly, energetic and a real dog lover that cared about our d... (more)"

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7. Melissa Verified Background Check

Will spoil your animals rotten!!!!!

Greendale, WI, 53129

House Sitting

"Melissa took great care of my dog! She sent me lots photos and videos! Shylo was very happy! ☺️ I would recommend Melissa for watching your pet! She does a g... (more)"

Active and Accepting Requests (incl. from Essential Workers)
8. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Miranda came to our rescue as we needed a sitter last minute. I placed a request at 630 am and she got back to me right away. It was a long weekend as well ... (more)"

Active and Accepting Requests (incl. from Essential Workers)
9. Samantha Verified Background Check

Dog SItter/feeder/walker

White Manor, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

About: Hello my name I Samantha and I am currently a college student in Pacific Union College. I have two amazing dogs named Prince and London. I enjoy go... (more)

Active and Accepting Requests (incl. from Essential Workers)
10. Jamie Verified Background Check

The best care for your best friends

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Jamie A. is my daughter. You may think I'm biased however Jamie throughout her life has shown to be a very caring person. She is currently an ICU nurse so sh... (more)"

11. Sarah Verified Enhanced Background Check

4 years experience with pups & cats

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Sarah did an impeccable job taking care of our dogs and house while we were away. She is responsible, courteous, and so sweet with our pups. I instantly felt... (more)"

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12. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"I have never met someone who cares for animals more than Jenni. She is so patient and kind to all animals, has helped me out a thousand times with our pup, ... (more)"

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13. Ryan Verified Background Check

Friendly Dog-sitter/walker

Alcott Park, Milwaukee, WI, 53228

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I believe Ryan is more than qualified for a job with Rover based on the way I've seen him care for his own dog Kirby. He's very caring and engaging with Kirb... (more)"

14. Dana Verified Background Check

Home full-time!

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Dana has cared for my dogs 2 different times now and did a excellent job !! My boys absolutely love her!! She stayed with them overnight both times for sever... (more)"

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15. Jessie Verified Enhanced Background Check

Dogs are my therapy ❤ 🐕

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

About: Hello! My name is Jessie. I have been a mom to dogs for 20 years! Right now I have Yogi bear, 8 years old, who is a pug mixed with rat terrier. Yog... (more)

Active and Accepting Requests (incl. from Essential Workers)
16. Dan Verified Enhanced Background Check

Lover of all animals

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"If you’re looking for someone to help watch over your dogs, I highly recommended Dan! Dan grew up in a family that fostered animals regularly, and one can tr... (more)"

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17. Christina Verified Background Check

Welcome dog owners!

Bay View, Milwaukee, WI, 53207

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Christina was very accommodating given my last minute request. She is very friendly and even managed to tidy up my living room for me while I was out. (more)"

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18. Kristy Verified Background Check

I'm their home away from home ❤

West Allis, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"After we got our communication figured out I enjoyed our communication and pictures of my girl. Nala was happy when I got home and everything seemed to go we... (more)"

19. Natasha Verified Background Check

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha looked after our dog and 2 cats for 5 days and she was amazing. She sent frequent updates and our pets clearly had a ball. Everyone was happy as can ... (more)"

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20. Allison Verified Background Check

Available for lunch walks!

Lyons Park, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Allison is a true lover of all types of animals with an extra interest in dogs big and small. She has also become interested and quite knowledgeable in carin... (more)"

When it comes to house sitting, dog owners in Jackson Park, Milwaukee, WI love Rover.com. Over 1,089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. The cost of house sitting in Jackson Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Jackson Park house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Jackson Park, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Jackson Park house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Jackson Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: