House Sitting in Crestview

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Top rated Crestview house sitters

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Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
47 reviews
18 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

Such great care! Ky was so friendly and kind to my pups. She kept them company, made sure they had lots of love and treats, and communicated frequently on their status. I would absolutely book her again.

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Teresa F.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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Elaine J.
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

We can’t say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!

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Kasie S.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$70
per night
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

About: With over 7 years of hands-on dog sitting experience, I’ve cared for pups/kitties of all breeds, sizes, and temperaments—from energetic puppies to mellow seniors. I’ve handled everything from daily walks and medication administration (pills only) to overnight stays and longer holiday care. I prioritize creating a safe, loving environment that keeps their regular routine. Whether it’s fetch in the park or quiet cuddle time, I tailor care to each dog’s unique needs and personality. My schedule is open and flexible, which means I’m available for extended bookings, weekend getaways, *most* holidays, and all the in between’s. I’m here when you need me, morning, afternoon, or evening—no rigid time blocks, just dependable availability. Whether you’re heading out of town or working long hours, I’m ready to jump in with consistent, loving care. Pet parents can count on me to adapt to their routines and provide reliable service every day of the week. Safety and trust are the foundation of everything I do. I never leave dogs unsupervised in unsafe areas, and I only use the approved pups gear. I stay in close contact with pet parents, offering regular updates, pictures, and messages (if asked for) for peace of mind. With seven years of trusted pet care under my belt and a strong sense of responsibility, I treat your dog as if they were my own. Your pet’s wellbeing is always my top priority.

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$70
per night
4.9 out of 5 stars
40 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

Joe was amazing with our 4 furry toddlers! We've never really went on vacation because of our dogs and fears of boarding our dogs. Joe sent nearly daily updates, some pics and videos of them having a great time without us. He's super responsive to messages and very patient with people and our crazy pack of 4. Thanks again for allowing us to have a worry free 1st vacation!

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Samantha S.
Sitter Profile Image: Adrianne R.
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Adrianne R.
from
$50
per night
5.0 out of 5 stars
18 reviews
1 repeat client
20 years of experience
Franklin, WI, 53132

This was my first time leaving our puppy Fritz and first time using Rover. I couldn’t be happier with our experience with Adrienne! I appreciated the daily check ins and pics/videos and I could tell that Fritz was happy and content and well cared for. I would recommend Adrienne and will use her again the next time we go out of town without the pup.

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Holly Y.
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: Ashanty D.
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Ashanty D.
from
$28
per night
4 years of experience
Racine, WI, 53405

About: Ive been around animals for a decent part of my life. I’ve grown fond of having animals around, with 3 of my own kitties. I’m very diligent and patient with all animals. I can handle pups that pull. I’m versatile and work with all breeds. I strive to satisfy not only you , but also your pups. I would love to be a part of your fur babies journey!! :) I am fully available and very flexible with scheduling. I’d love to grow in experience and gain the skills I need to best take care of your pets(Home Experience Not Professional) I’m always available to take a stroll, play, and hang out with your fur babies. I will do my best to keep them happy and let them sight see. Thank you for the opportunity. I will always respect your space and follow the directions you give me. I appreciate good communication so that I can give the best service.

Sitter Profile Image: Anik Z.
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Anik Z.
from
$50
per night
4 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Hope J.
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Hope J.
from
$75
per night
1 year of experience
Racine, WI, 53402

About: I provide loving, reliable pet care tailored to each animal's unique needs. I find joy in making the pet feel safe, comfortable, and genuinely cared for while you're away. My goal is to treat every pet like they are my own, with plenty of attention, patience, and updates so you can feel at peace. I currently work part-time, which gives me plenty of flexibility and availability to fit your pet's needs into my schedule. This allows me to provide attentive care, stick to routines, and spend quality time with your pet without feeling rushed. My goal is to welcome every pet with open arms and lots of love, treating them like part of my own. I focus on making them feel safe, comfortable, and happy while giving them plenty of attention and affection.

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

River was amazing with our dogs. She gave them space until they felt comfortable with us not being home. She was great with communication and giving us updates while we were gone. It really made us feel comfortable being able to take a vacation without worring about the dogs. I highly recommend river they are amazing!

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Angela C.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$65
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle did a great job watching my 9 week old puppy. My puppy is a handful and requires a lot of attention. I submitted a last minute request. Michelle was flexible, patient and kind. She shared pictures throughout the day to ease my stress. I can’t thank her enough!

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Karen P.
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: 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: Samantha I.
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Samantha I.
from
$55
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Kenosha, WI, 53144

Sam was great! Got back to happy dogs. She went above and beyond for us….getting our chickens food. Thanks Sam!

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Jennifer A.
Sitter Profile Image: Jack S.
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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: 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: Delaney W.
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Delaney W.
from
$75
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Kenosha, WI, 53144

Delaney is reliable friendly and very loving to our pug Louis. Very caring and attentive. Definitely someone I will always have be with our sweet boy.

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Kate S.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

Kelly,You are the best! Maci loved being with you. Reaching out with daily photos, certainly helped my separation anxiety. Maci and we will be happy to see you next time. Thank you!!! Sheree&Mark K

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Sheree K.
Sitter Profile Image: Sarah F.
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Sarah F.
from
$45
per night
5.0 out of 5 stars
4 reviews
3 years of experience
Racine, WI, 53402

About: I have 2 dogs and 2 cats of my own, very friendly wouldn't hurt a fly. I've had dogs since little and they are my number one priority! I'm willing to sit dogs in my home who like to play and are friendly with other dogs as my girls would love to play! I can also let dogs out and walk dogs from your home. I currently work full time, so during the week after 3 I could walk or let out your dogs or keep them over night at my house as I have 2 dogs of my own who are very friendly and love to play, as long as they are ok for 8 hours during the day while I'm at work during the week, on weekends im home all day. My dogs are crate trained while I'm not home but not a necessity if yours don't chew on things and are house broken. I do not have a fenced in yard but I am on a dead end road with no traffic but watch very carefully when the dogs are outside, can also put a long leash out if needed. I can also lock the cats in the basement if they aren't good with cats.

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Crestview pet parents share their Rover experiences

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5.0 out of 5 stars

Heidi was amazing from start to finish. She took great care of my dogs and went above and beyond by bringing them toys, which they absolutely loved. You can tell she really cares and pays attention. On top of that, we came back to a clean, well-kept house, which I really appreciated. Everything was handled professionally and with care. I’d definitely trust her again and highly recommend her to anyone looking for a reliable and thoughtful sitter.

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Jen M.
House Sitting
5.0 out of 5 stars

Heidi was great with the pets. Even got our sphynx cat out of her sweater for naked play time and grooming, even though we told her she didnt have to try (getting her dressed again can be a feat!). Everyone was happy. She was very understanding with us coming home early due to plans changing, and trying to get ahead of the winter storm that was coming in the day the service was supposed to end.

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Telleha C.
House Sitting
5.0 out of 5 stars

Daniel was a reliable dogsitter at our house. Our dog loved him, as evident with Cali sitting at his feet even when we returned. Daniel did give Cali additional outdoor time, which was a treat. Daniel also went beyond the call to receive the shipment of our new lawnmower and see that it was sheltered in our garage.

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Elaine J.
House Sitting
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How Rover works

  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!

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

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.

  • World-class support

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

Sitters in Crestview average 5
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 Crestview 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 Crestview 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 1,015 house sitters in Crestview. 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, 85% of Crestview house sitters respond in under an hour.

House sitters in Crestview have an average of 15 years of experience. House sitters with repeat customers have an average of 5 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 Crestview.

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. Crestview 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.