House Sitting in Cudahy

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Top rated Cudahy house sitters

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

1 / 1
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Blythe was amazing! I booked with her based on her endless positive reviews and was not disappointed. I have a blind senior dog who needs medication and Blythe went above and beyond to make me feel less anxious about leaving her for the first time for a long weekend. She was communicative, patient and kind—I will definitely be booking with her for my next trip.

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Megan S.
Sitter Profile Image: Lynette F.
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Lynette F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
78 reviews
10 repeat clients
11 years of experience
Milwaukee, WI, 53207

Lynette continues to be a star with our dogs. They are both rescues and have special issues. They love lynette and she is so good with them. Thank you Lyly!!!

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Bill B.
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

Elizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup — we couldn’t ask for more! Highly recommend Elizabeth and would absolutely book with her again.

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Monique M.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
54 reviews
19 repeat clients
40 years of experience
Milwaukee, WI, 53202

Melissa is a great overnight dogsitter. She followed all the instructions for my dog and bullies have a lot of instructions. Ha! She provided updates everyday and you can tell she enjoys dogsitting. I came back to happy dog.

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Tammy W.
Sitter Profile Image: Keisha P.
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Keisha P.
from
$45
per night
5.0 out of 5 stars
43 reviews
19 repeat clients
8 years of experience
Clarke Square, Milwaukee, WI, 53204

As always, Keisha did a wonderful job taking care of my little fur babies! She made sure my walk-crazy dog had many miles under his belt, snuggled my velcro cat, and sent many photos along the way! Not to mention, she did the dishes and made sure my home was clean :) will absolutely book again!

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Kate C.
Sitter Profile Image: Kelli H.
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Kelli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
20 years of experience
Bay View, Milwaukee, WI, 53207

Kelli was simply excellent! She was so kind to our girls and took excellent care of our home. She understood my nervous nature and sent updates to ease my worrying. Very glad we found her!

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Annika M.
Sitter Profile Image: Hope B.
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Hope B.
from
$28
per night
3 years of experience
Bay View, Milwaukee, WI, 53207

About: Hi there! My name is Hope and I am a very passionate animal lover with over 3 years of professional dog handling experience (along with being a dog and cat mom to a 3 year old Dalmatian and 2 lovely boy cats)! Through my years working at Bay View Bark, a dog daycare/boarding facility, I have learned so much and now have a great understanding of dog behavior, body language and handling techniques. I am very comfortable managing dogs of all sizes and temperaments, with the goal of keeping everyone safe, happy and healthy while they’re in my care! Whether you’re looking for a high energy structured walk or just someone to keep your pup company, I am more than happy to fill whatever role you may need! I am fully confident with feeding meals and administering any medications your puppy may need including oral, topical or any other meds/supplements. My hope is to be able to learn as much about your dog as I can to help customize my approach to fit your dogs unique personality, I want to create a welcoming and smooth experience from start to finish for every pup I meet/take care off! Lastly I want to make sure you feel 100% confident that your dog(s) are in the best hands and with someone that will extend the love/care you give to them each day! I currently work a full time job but have a large range of shift times so my schedule varies week by week. I will often be off work by 3pm in the opposite end I sometimes don’t start work until 12pm, giving me time to do short visits before/after my shifts! I have multiple xpens and gates to section off my home along with two entry/exit ways, one at the front and one at the back of my house. I have an unfenced front yard with a 30ft leash attached to the porch to provide free roaming if wanted! I live not even a block from Humboldt park which makes taking enriching walks very easy!

Sitter Profile Image: Carolina G.
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Carolina G.
from
$50
per night
4.9 out of 5 stars
35 reviews
7 repeat clients
9 years of experience
Cudahy, WI, 53110

I had Carolina do some dog sitting in my home while I was out of town and I could not be happier. She took great care of my senior dog, Joey. He had plenty of exercise and walks, was well loved, she kept him great company and treated him like he was her own. Joey has some medical issues and requires medications throughout the day and she was very diligent about following his schedule. She gave constant updates, pictures and videos, which was much appreciated. Carolina was extremely respectful of my home, and pretty sure my place looked better than when I left. The next time I need someone to look after my old guy, I hope Carolina is available, I highly recommend her.

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Chad A.
Sitter Profile Image: River W.
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River W.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
2 years of experience
South Milwaukee, WI, 53172

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
Sitter Profile Image: Daniela & Michael P.
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Daniela & Michael P.
from
$65
per night
4.9 out of 5 stars
294 reviews
166 repeat clients
11 years of experience
Bay View, Milwaukee, WI, 53207

Daniela & Michael did a fantastic job from start to finish. Talking with Daniela pre-sitting left me feeling confident in having her watch my dog. While she was here, she kept us updated with many photos of Ellie and it was clear Ellie was a huge fan of Daniela. We will definitely be reaching out in the future!

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Molly B.
Sitter Profile Image: Emma G.
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Emma G.
from
$90
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
7 years of experience
Bay View, Milwaukee, WI, 53207

About: Hello! I am a dog lover through and through, as I’ve spent much of my life caring for my own pups and dog sitting for friends and family. I also worked at a doggy daycare for a little over a year, where I was responsible for managing large groups of dogs. We regularly fed, trained, and administered a variety of meds to the dogs in our care. I had the opportunity to work with many different dogs as well, from senior dogs with special needs to young, energetic puppies of all sizes! I have always been extremely passionate about understanding dog behaviors so that I can provide the best care for every pup :) I have a lot of time throughout the week to care for your pups! I’m available Mon-Fri and I can be flexible regarding timing. Most weekends are open for me as well—just communicate what is needed and I will try my best to make myself available :) I always provide a safe, comfortable environment at your home while sticking to a structured routine of potties, feeding, and/or any medication needs. I’ll do my best to ensure your pet feels relaxed and confident while you’re away!

Sitter Profile Image: Jalyn K.
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Jalyn K.
from
$35
per night
5.0 out of 5 stars
1 review
1 repeat client
4 years of experience
Cudahy, WI, 53110

About: Hello, my name is Jalyn Krueger! I have been pet sitting for 4 years and have worked at a doggy daycare and boarding facility for about 2 years! I have 2 dogs of my own. They are pitbull terriers and are sisters from the same litter!! I am currently working 30 hours a week at a daycare for children!! I am in school to be an elementary school teacher! I am free in the late afternoon and all weekends!! Throughout the week I am off on tuesdays and fridays! I have been dog sitting for 4 years, most of the time I have stayed in my clients home. I like to have a schedule and stick to it!! While out, you will definitely receive photos of your fur baby and updates so you are stress free:) I know being away from your four legged kiddos can be nerve wracking and I will help relieve those nerves as best as I can!!

Sitter Profile Image: Evangeline M.
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Evangeline M.
from
$38
per night
5.0 out of 5 stars
1 review
13 years of experience
Cudahy, WI, 53110

Eve took good care of our fur babies and our home. Will use her for future bookings.

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Robin N.
Sitter Profile Image: Berenice B.
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Berenice B.
from
$70
per night
4.9 out of 5 stars
266 reviews
108 repeat clients
15 years of experience
Bay View, Milwaukee, WI, 53207

Berenice is fantastic! Sends lots of updates and pictures of my babies while we were away. Cleaned up after herself which wasn’t necessary. I felt comfortable being away knowing my dogs were taken care of. 10 out of 10!!

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

We had a wonderful experience with Maiah and would absolutely recommend her. Our beagle can be a bit high-maintenance, but Maiah was so great with her. It gave us peace of mind knowing our pup was in trustworthy, kind, and capable hands. Maiah was also an excellent communicator--we received regular updates, photos, and quick responses, which made it easy to relax while we were away. We wouldn’t hesitate to book with her again!

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Kirstin G.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Wilson Park, Milwaukee, WI, 53221

Brianna was a very attentive dog sitter to our high energy pup! She was also very good about letting us know when Sloane acted up so that we could help her handle the situation! Such a great house guest! She even stripped the bed!

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Georgia H.
Sitter Profile Image: Jack S.
Verified Enhanced Background Check
Jack S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I do not have a dog of my own and typically only watch one dog (or two if you have two) at a time leaving your dogs needs at the priority! I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!

Sitter Profile Image: Mia M.
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Mia M.
from
$55
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Avenues West, Saint Francis, WI, 53235

About: Growing up my family owned a welsh springer spaniel. He was one of my best friends. I felt the same excitement he did when I walked in our front door to his excited jumping. After 13 years, he passed away of old age. Since then I have wanted to get a dog of my own, but I’m waiting until my husband and I get a house to take that step. In the meantime, I love caring for other family dogs. This is a super fun side job for me. I love all types of dogs, have experience with senior dogs, and am happy to care for more than one pet from the same home (whether they be cats, dogs, hamsters, fish, etc.). If your dog is nervous around new people, I will make sure to give them the care, attention, and space that they need. I always give frequent potty breaks, feed them at their regular time, and am very careful around doorways (so no one runs off on any solo adventures!). I always do an initial home visit with my husband so I can meet your pets before setting up a first booking with a new customer. I send great picture updates, so hopefully you won’t miss your dog too much. You will undoubtedly love how passionate I am about keeping your pet in a safe, loving environment while you are away. I am currently working as an 8th grade teacher. I am able to get to your home between the hours of 4pm-10pm on weeknights. I am available all day on Saturdays. I am available Sundays after 10:30am. I am available to do home visits to feed your pets, groom with a brush/bath, play their favorite games, go on long walks or runs, and spend the night if you need a house sitter. I can also take care of other pets including cats, hamsters, fish, chickens, etc. If you need someone to water plants while you are away, I can take care of that too!

Sitter Profile Image: Devon W.
Verified Background Check
Devon W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
138 reviews
53 repeat clients
20 years of experience
Fernwood, Milwaukee, WI, 53207

Devon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.

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stephanie j.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$50
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey is great! She sent us pictures and updates every day & she followed our directions very well. She is so sweet and easy going & our dog was very happy and well trained when we got home.

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Kate S.
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Over 111
pet parents in Cudahy have booked house sitting

Cudahy pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Amazing with our 3 cats and was so attentive! She was wonderful with last minute directions for one of our cats who ended up having a medical issue and tended to his needs perfectly! Would recommend 100%!

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Catalina N.
House Sitting
5.0 out of 5 stars

Eleanor is amazing! She spent all holiday weekend with our two senior dogs and two cats and helped guide the pups through fireworks and thunderstorms. She left the house in great condition and the crew was calm and happy when we got home! We highly recommend Eleanor, 10-10! 🐈🦮💜

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KIMBERLY K.
House Sitting
5.0 out of 5 stars

Elba is wonderful! She just watched my senior dog Fern for the first time while I was on a 5 day trip and I was able to fully relax and not worry as I received daily photos and updates from her. Fern felt so comfortable with her also and got lots of love, attention and walks not to mention receiving all her daily meds on time. I will definitely be using Elba’s services again!

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Becky B.
House Sitting
5.0 out of 5 stars

Carolina did wonderfully housesitting my two birds for 5 days! She followed feeding and time out of cage instructions closely and sent many updates throughout the stay.

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Barret S.
House Sitting
5.0 out of 5 stars

I don't want to leave too positive a review (even though it is 100% warranted) because the last time I did that our sitter got so busy we are not able to book them anymore. All joking aside, Sara was beyond wonderful. She provided us with updates (even during a major storm), pictures and most importantly to us, she went above and beyond with our taking care of our post surgical Ollie who is needing a lot of extra care.

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Brian I.
House Sitting
5.0 out of 5 stars

Lynette did an amazing job watching our two pups, Roger and Cruise, in our home! She sent sweet updates with pictures, responded promptly to messages, and kept everything with the dogs and the house running smoothly while we were away. We came back to a clean home and happy pets, a credit to her care and professionalism. Definitely recommend. Thank you, Lynette!!

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Karen R.
House Sitting
5.0 out of 5 stars

Blythe was absolutely amazing with Prema! She was true to her word and took care of my pup in every way possible with so much love and attention that I think she was missed even after my return! Blythe was the first Rover I've used where I didn't have to worry about the care of my pup and I appreciated the updates with pics throughout the day. I'd happily use Blythe again for all our vacations going forward!

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Natalie T.
House Sitting
5.0 out of 5 stars

Tanya was fantastic with my crazy dogs! She went above and beyond in communication and made us feel so comfortable leaving our dogs for a few days. Our dogs required special care and minimal time alone and Tanya accommodated all requests. We will be using her every time we need a dog sitter! Highly recommend.

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Anna S.
House Sitting
5.0 out of 5 stars

Bryana was great! She checked in every day and sent pictures of the dogs. Getting updates about how they were doing made me feel a lot better about leaving them. Overall very happy

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Christina J.
House Sitting
5.0 out of 5 stars

Margaret had great communication. She sent pictures daily. Both animals were sleeping soundly when we got home. Everyone look beyond content. I would recommend Margaret and use her again.

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Regina R.
House Sitting
5.0 out of 5 stars

Wow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!

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Amanda B.
House Sitting
5.0 out of 5 stars

Jessica is an ideal caregiver for our cat while we were out of town. She punctual and great communication. We highly recommend Jessica. Thank you!

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Joseph G.
House Sitting
5.0 out of 5 stars

Kim is incredible! We feel so comforted when Kim is staying at our home with our two dogs when we are on vacation. She is an excellent communicator and we get the cutest pictures and updates and know they are in the best hands. We are so grateful.

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Erin P.
House Sitting
5.0 out of 5 stars

Taylor took care of my son (Zipp) during the winter in Wisconsin. You can tell Taylor loves dogs, he sent me videos playing with Zipp and taking him for walks in the snow. Thank you Taylor! I would book again!!! Zipp was so happy when we got home, on the couch like we never left 💕

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Sarah B.
House Sitting
5.0 out of 5 stars

Sarah was incredible. Very dependable and sent lots of pictures and updates….most importantly the dogs loved her. Highly recommended!

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Scott B.
House Sitting
5.0 out of 5 stars

We always enjoy Paige and our pets love her so much. She is so caring and thoughtful and always goes above and beyond

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Megan K.
House Sitting
5.0 out of 5 stars

I've used a few amazing Rover sitters, but Maggie is my go-to gal. I have the world's best cat and a blind senior dog who can be a bit of a challenge, and they both love her. I always feel at ease when she's house sitting.

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Megan S.
House Sitting
5.0 out of 5 stars

I couldn't be happier with my experience! Margaret was amazing with Theo — attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! I’m so grateful to have found someone I can fully trust, and I’ll definitely be booking again. Highly recommend!

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Marleigh P.
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

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  3. 3. Book & Pay

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The median cost per night for house sitting in Cudahy is $50

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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.

Sitters in Cudahy average 4
repeat house sitting clients

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 Cudahy on Rover as of Jun 2026 was about $50 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 Cudahy 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.

As of Jun 2026, there are 1,147 house sitters in Cudahy. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Cudahy house sitters respond in under an hour.

House sitters in Cudahy have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cudahy.

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. Cudahy 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.