House Sitting In Freedom Village

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

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Top rated Freedom Village 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: Mykala A.
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Mykala A.
from
$25
per night
4.7 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Northridge Lakes, Milwaukee, WI, 53223

Mykala did a phenomenal job watching over my Iris for this weekend. She sent pictures and videos and was very consistently available with updates and willing to stay and watch her even longer when requested. She loved her like she was hers and I came home to a VERY happy fur baby!

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Angela C.
Sitter Profile Image: Katelyn A.
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Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
35 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

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Ryan H.
Sitter Profile Image: Cynthia E.
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Cynthia E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
40 years of experience
Mequon, WI, 53092

We hired Cynthia to house sit for our dog, cat, and chickens for over a week. She did a great job! She spent a ton of time at the house, sent consistent updates, and took great care of our babies. We had our outgoing flight delayed by over a day, and Cynthia was flexible and understanding.

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Joshua D.
Sitter Profile Image: George H.
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George H.
from
$28
per night
5 years of experience
Mequon, WI, 53097

About: I get along really well with pretty much all dogs (only unfriendly dogs dislike me *aggressive, mean dogs*) and I am willing to make friends with any dog! I make music, sell on eBay, and do YouTube. Other than that I help my family out with their needs. Besides that stuff I am free during the day. I make sure to give the pets what they need including new water & food, attention, love, walks (for dogs), and even just giving them their space.

Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
81 reviews
27 repeat clients
20 years of experience
Germantown, WI, 53022

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!!

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Brian or Sarah L.
Sitter Profile Image: Lenys H.
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Lenys H.
from
$50
per night
4.9 out of 5 stars
26 reviews
11 repeat clients
12 years of experience
Kyle Canyon, Bayside, WI, 53217

Lenys was available on short notice for us and did a wonderful job caring for our two pups. She was communicative and left the house just as she found it. We didn’t have a worry while we were traveling. Thank you!

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Amanda B.
Sitter Profile Image: Perseus M.
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Perseus M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
73 reviews
21 repeat clients
10 years of experience
Milwaukee, WI, 53223

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. I’m a professional dog handler with experience working with hundreds of dogs of all breeds and temperaments, and Darik works from home full time. Between the two of us, pups are rarely ever alone and always cared for with confidence, attention, and a whole lot of love. 🐶 Why pet parents love Buddy’s Boarding: • Spacious fenced in yard 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 ✨ 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. 🟢 Drop Off & Pick Up Windows 🟢 Monday through Friday 8am to 8pm Weekends 9am to 7pm Pick ups or drop offs outside of the window can be accommodated for an additional fee. 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! Schedule Caring for dogs is our full time focus. Darik provides Rover pet care full time, and I am home the majority of the time, aside from a short shift on Thursday mornings from 6am to noon. This allows us to maintain a calm, attentive environment where dogs are rarely alone and always have someone nearby to meet their needs. 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.

Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
184 reviews
77 repeat clients
35 years of experience
Brown Deer, WI, 53223

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.

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

It was our second time hiring Elizabeth, another positive experience. My pooch likes his walks and we are grateful she is ok with taking him. She is great with giving updates and sending photos. Upon return the house was just as we left it.

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Carol M.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$95
per night
5.0 out of 5 stars
51 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: Alexis H.
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Alexis H.
from
$35
per night
30 years of experience
Brown Deer, WI, 53223

About: I’ve been caring for cats and dogs since I was a teenager, and my experience spans all ages and temperaments. Growing up with a gentle Irish Setter and several American Staffordshire Terriers made me comfortable working with both large breeds and high-energy dogs. I’ve supported dogs through every stage of life—from helping with newborn litters and caring for energetic puppies to providing patient, gentle support for seniors. I’m attentive, calm, and respectful of each pet’s routine, which helps them feel safe, understood, and loved while you’re away. Pet care fits naturally into my routine because I work from home most days during the week. I keep a regular schedule with dedicated work blocks, so I plan pet care around those times. Morning and evening outings are easy for me to accommodate, and throughout the day I provide a calm, consistent presence in the home. Your pet will have a comfortable routine and plenty of companionship when I’m here. I only care for pets in their own homes, where they feel safest and most comfortable. I always let the animal approach me at their own pace, giving them time to adjust and build trust. Once they’re ready, I offer plenty of affection, attention, and reassurance. I follow your routines closely, keep the home environment calm and consistent, and make sure they feel secure while you’re away.

Sitter Profile Image: Jaclyn O.
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Jaclyn O.
from
$50
per night
4.9 out of 5 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Jackee is amazing. Need I say more?! She stayed overnight to watch our two dogs, including a spirited puppy. All was perfect. Before the dog-sitting event, Jackee came to our home to meet the dogs, so that she and they would be familiar with each other. This really helped. The overnight stay went well, and the dogs were comfortable in the familiar surroundings of home, even though their "humans" were absent. We so appreciate the competence and warmth that Jackee shared with our dogs.

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Anne C.
Sitter Profile Image: Anna S.
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Anna S.
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
12 years of experience
Fenway-Kenmore, Fox Point, WI, 53217

Anna was great. She offered to come for a meet and greet prior to sitting Cosmo. She was very responsive and super flexible with our times which was greatly appreciated.

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Matthew S.
Sitter Profile Image: Amanda K.
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Amanda K.
from
$70
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Waterfront, Cedarburg, WI, 53012

Amanda was amazing with my boys. She was reliable checked in and sent lots of pics, and the boys loved her we have already booked her for Christmas!

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Dana E.
Sitter Profile Image: Michael R.
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Michael R.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

Michael had been wonderful and he has helped us out with our two dogs several times. He communicates well and my dogs have been so happy having him stay with them while we are gone. Would recommend him to take care of your pets.

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Janine P.
Sitter Profile Image: Madeline P.
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Madeline P.
from
$40
per night
7 years of experience
Ahwatukee Foothills, Menomonee Falls, WI, 53051

About: With extensive petsitting experience covering animals, reptiles, and even insects, I offer in-home services, dog walking, and stop-in checks for pets. I do this because at my core, I love animals. I will prioritize the well-being of your pet through tailored care, including feeding, exercise, and affection. I have grown up with animals my entire life. I know how to understand them and read them. I'm reliable, professional, and have providable references showcasing my love for animals. I have a flexible schedule, though I do work on-site during the day. My hours, though, can be adapted to allow me to plan around your pet, and I make it a priority to structure my time so they’re comfortable, cared for, and never left alone for long. In order to provide the best care for your pets, it makes sense to meet beforehand to get an introduction for the space and how to acquaint myself with everything needed to ensure that your pet’s needs are being met.

Sitter Profile Image: Megan C.
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Megan C.
from
$70
per night
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
Florist Highlands, Milwaukee, WI, 53225

Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!

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Vanessa C.
Sitter Profile Image: MaTeo H.
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MaTeo H.
from
$28
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Brown Deer, WI, 53223

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

Sitter Profile Image: Margaret V.
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Margaret V.
from
$50
per night
1 repeat client
8 years of experience
Whitefish Bay, WI, 53217

About: I’ve been pet sitting for many years for family and friends - young dogs, senior dogs, and cats all included! My senior dog recently passed away and I am looking forward to spending time with animals again. I recently graduated college and moved back home so I am currently working part time as a nanny as I figure out what I want to do with my life. I have lots of extra time and love to go on walks! I will care for pets in your home as I am living at home with my parents right now. I want to be respectful of whatever you/your animal needs. Depending on the day I am needed I won’t be able to stay with the animal all day but usually the longest I ever need to step out to nanny is 4-5 hours.

Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$50
per night
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

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Freedom Village pet parents share their Rover experiences

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5.0 out of 5 stars

Anya was an AMAZING cat sitter. She provided consistent and regular updates with cute videos and photos. Additionally, after not seeing one of our cats for a few days, she went out of her way to locate and find the cat (who is very good at hiding).

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Reagan J.
House Sitting
5.0 out of 5 stars

Whitney was very caring and attentive with both Ollie and us-we were obviously concerned that he get the attention an elderly dog needs. She sent pictures and regular updates throughout our absence, which definitely eases a pet parent’s concerns! I love that she confirmed the stay at multiple points and kept us looped in. I highly recommend her!

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Melissa A.
House Sitting
5.0 out of 5 stars

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

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Janet W.
House Sitting
5.0 out of 5 stars

Lenys was wonderful!! She took such great care of our pups! She Sent lots of pictures and was easy to communicate with! We would highly recommend her!

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Gwynn B.
House Sitting
5.0 out of 5 stars

Angelina was amazing! Very communicative before and during the trip. Also very flexible with any changes. She stayed in our home and the place was very clean when ww got back. My pets loved having her here.

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Erin L.
House Sitting
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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for house sitting in Freedom Village is $85

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House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Freedom Village on Rover as of May 2026 was about $85 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Freedom Village 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 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.