House Sitting in Freedom Village, Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Freedom Village house sitters

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”



“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”



“Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!”


“Cody was great with our dogs. She communicated and updated me on them regularly. She took care of the house as well. I would use her again and recommend her!”


“Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.”



“Jamila was responsible, respectful and communicative. She was on time and sent plenty of updates. Our dogs seemed to be very comfortable with her.”


“Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.”


“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


“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.”


“Jaclyn was awesome! She took tons of pictures for me, and gave tons of love to to my two pups. I couldn’t ask for anything better than that! Thank you”

“Katelyn is great! We’ve had her to our house twice now to stay overnight with our girls. She sends updates throughout the stay and our girls always seem to be very happy after a weekend with her.”


“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.”


“Jasmine communicated with us frequently about the things that concerned us most. Our girls enjoyed their time with her and behaved well. She made sure medication was administered as requested and kept our little one in her cone. We would recommend Jasmine.”


“Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!”


“Jeff stayed at our house to take care of our dog Frankie while we were on vacation. After a day of traveling, it was so nice to come home to a happy, healthy Frankie and a house that looked the same, or maybe even better than when we left!! Jeff sent updates on Frankie to us often with videos and pictures! It is obvious that he really cares for and loves animals!! I am always a little nervous leaving my house and loved dog to someone else for an entire week, but I won't feel that way next time we ask Jeff!! He was absolutely great with Frankie!”


About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home Hi! We're Percy and Darik — two experienced pet lovers offering premium dog boarding from our home in Brown Deer. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ Our Story Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes — and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences — we’re happy to accommodate. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started — we’d love to meet your pup! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.

About: Have owned all types of animals all my life and grown up with them. Always ready to meet a new friend and establish new animal relationships I work an 8-5 job with an hour lunch break. I can follow strict schedules and maintain flexibility. I can accommodate special needs. I am home most nights and weekends. I can provide love and care to your pet and a comforting environment. Playing with them and marking sure they are happy and healthy in different settings
Loving house sitters in your neighborhood
Search Results


Addoris D.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”




Ashley W.

“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”




Paul S.Star Sitter

“Paul took great care of our two puppies while we were on vacation! He sent multiple updates daily with pictures, and they were extremely well cared for. We never had to worry about them, and we were able to enjoy our vacation! I would leave my pets with Paul anytime!!”


Cody C.Star Sitter

“Cody was great with our dogs. She communicated and updated me on them regularly. She took care of the house as well. I would use her again and recommend her!”


Tegra R.Star Sitter

“Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.”




Jamila M.
Star Sitter


“Jamila was responsible, respectful and communicative. She was on time and sent plenty of updates. Our dogs seemed to be very comfortable with her.”


Jeanee S.

“Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.”


Charles B.Star Sitter

“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


Amanda C.


“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.”


Jaclyn O.
“Jaclyn was awesome! She took tons of pictures for me, and gave tons of love to to my two pups. I couldn’t ask for anything better than that! Thank you”


Katelyn A.Star Sitter

“Katelyn is great! We’ve had her to our house twice now to stay overnight with our girls. She sends updates throughout the stay and our girls always seem to be very happy after a weekend with her.”


Joan P.

“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.”


Jasmine T.Star Sitter

“Jasmine communicated with us frequently about the things that concerned us most. Our girls enjoyed their time with her and behaved well. She made sure medication was administered as requested and kept our little one in her cone. We would recommend Jasmine.”


Stephen & Wipawee D.

“Amelie and Stephen sat for our dog, Dexter, and our cat, Lucy, while we were out of town for a weekend. We felt incredibly assured during our time away that our pets were being well cared for and provided with lots of love. We were given consistent updates on how the stay was going and what our animals were up to. They graciously provided many pictures during the stay that continued to provide us with a sense of calm knowing our fur babies were in very good hands. We have already rebooked with them for a future trip, and will continue to do so! We cannot recommend them enough!”


Jeff G.

“Jeff stayed at our house to take care of our dog Frankie while we were on vacation. After a day of traveling, it was so nice to come home to a happy, healthy Frankie and a house that looked the same, or maybe even better than when we left!! Jeff sent updates on Frankie to us often with videos and pictures! It is obvious that he really cares for and loves animals!! I am always a little nervous leaving my house and loved dog to someone else for an entire week, but I won't feel that way next time we ask Jeff!! He was absolutely great with Frankie!”


Yolanda W.Star Sitter
“I can’t say enough about Yolanda and her wonderful services Often having big dogs like Rottweilers its extremely hard to find care for them while attempting to vacation but thanks to Yolanda , I was able To be at peace while away. She took care of my babies(dogs) as if they were hers, even going as far as sending me pictures and videos of my pets during the duration of my vacation. I highly recommend her services. Especially for larger breeds of dogs. Thanks Again.”


Selena M.
“Selena and Maui has a truly special bond. The excitement that he shows towards her is a clear sign of affection and a happy anticipation. Patience is key when working with such enthusiastic energy and she has that. It's wonderful that they have such a positive connection.”


Cynthia E.

“Cynthia is a wonderful human being who loves all animals, specially dogs. I've known her for almost 30 years and have seen her with her dogs and other people's dogs. You wouldn't know which one was hers because she spoiled them all. Cynthias energy is calm and patient, which is great energy around dogs, but she is also goofy and fun in a way that every dog would love. I've trusted her with every dog I've had.”


Perseus M.
Star Sitter

“As someone very nervous about leaving my cats while on vacation, I knew I needed to find someone I could trust. Perseus watched my three cats on short notice and took the time to understand their individual needs and very specific feeding schedules. One of my cats only eats one type of food and changes her mind every other day, another needs to eat behind a closed door so the others won't eat their food, and one of them is very shy around strangers and I was worried he wouldn't eat while I was gone, but Perseus was patient and made my scaredy-cat feel right at home. Upon my request, he agreed to send daily updates on the cats so I could be assured they were being well-cared for, and he was happy to confirm all the tedious things I asked for to make my cats as comfortable as possible in someone else's home. He was personable, kind, and patient with both me and my cats, and made me feel more comfortable with leaving my babies with a stranger! At the end of the week, he didn't feel like a stranger anymore but someone I could genuinely trust.”


Jessica s.
“Jessica is an outstanding dog sitter! She has been gracious enough to watch my dog Cowboy several times. :) She is very professional and courteous. Would highly recommend Jessica for any petsitting needs!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
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 Freedom Village.
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. Freedom Village 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.
