House Sitting Crestview

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

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Over 29
pet parents in Crestview have booked house sitting

Crestview, Find top rated house sitting

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: Heidi B.
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Heidi B.
from
$60
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
32 years of experience
Racine, WI, 53402

“Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.”

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Cassandra H.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 35 reviews
13 repeat clients
12 years of experience
Racine, WI, 53402

“We were extremely pleased with the diligent care Monica provided for our 4-year-old Miniature Australian Shepherd. She did an excellent job not only watching Jaco, but also taking great care of our home while we were away. It gave us real peace of mind knowing everything was in such good hands. We would absolutely use Monica again and highly recommend her to others.”

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Janine B.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 49 reviews
17 repeat clients
3 years of experience
Sturtevant, WI, 53177

“Michelle was great with our 2 dogs. One dog is very shy, and nervous. Michelle gave her the space & time, to be comfortable with her. She took great care of the dogs, as well as, our home. She was great at communicating, sending updates, and pictures. We'll definitely be using her again.”

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Jean B.
Sitter Profile Image: Madolyn C.
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Madolyn C.
from
$45
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
3 years of experience
Caledonia, WI, 53126

“Madolyn did an amazing job with our fur babies! You can see how much she loves animals with the way she interacts and cares for them. I hired Madolyn to house sit and watch our dogs. She gave regular updates on the girls, and took such good care of our home. This turned out to be a fantastic outcome, and I recommend Madolyn to anyone looking for a caring, respectful, and trustworthy sitter. We will definitely have Madolyn back!!!!”

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Robin N.
Sitter Profile Image: Ashanty D.
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Ashanty D.
from
$34
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Racine, WI, 53405

“Very good. Hghly recommend. I'm definitely going to have a Ashanty over again”

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Mike S.
Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 36 reviews
9 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 1000+ 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: Stella F.
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Stella F.
from
$75
per night
15 years of experience
Oak Creek, WI, 53154

About: Hi, I’m Stella! A reliable, active, and genuinely attentive pet sitter who wants your dog or cat to feel comfortable, cared for, and right at home while you’re away. I’m the type of person who will happily spend extra time playing, going on a walk, giving belly rubs, or just hanging out with your pet if that’s what they need. I know every animal has their own personality and routine, so I’m big on following their normal schedule rather than taking a one-size-fits-all approach. I’m especially comfortable with active dogs who enjoy getting outside, but I’m equally happy spending a quiet afternoon with a cat who would rather observe everything from the couch. I’ll keep you updated with photos and little check-ins so you know your pet is doing well while you’re gone. My goal is simple: you get to enjoy your time away without worrying about your pet, and they get to have a fun, comfortable time too. If your pet is looking for someone dependable, attentive, and actually excited to spend time with them, I’d love to meet them! 🐾 I am self employed with my own personal training business, so I have a relatively flexible schedule! I am able to pop in every few hours if needed, and am more than happy to get some walks in for both your dog and myself. Your pet’s safety and comfort are my top priorities. I create a calm, secure environment where they can feel right at home. I keep routines consistent—mealtimes, walks, play—and give lots of love and attention. I closely monitor their behavior and health. You’ll also get regular photo and video updates, so you always know they’re safe and happy. Lastly, I never leave pets unsupervised in unsafe situations.

Sitter Profile Image: Kristine D.
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Kristine D.
from
$60
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
7 years of experience
Racine, WI, 53402

“Amazing experience. Kristen was caring and easy to work with. She loves pets ?”

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Arin S.
Sitter Profile Image: Cindi W.
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Cindi W.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Franklin, WI, 53132

About: I love animals and have always had them. My friends reach out to me for pet sitting because they know I will take the best care of their fur babies! I have a teacup Yorkie and a cat so if you have a friendly pet, they are welcome to stay by me, but I am also retired so can stay by you if that's more convenient. I am very flexible! I am retired so have all day & evening to spend with your fur babies. I love to walk so would be sure to take your fur babies outside for fresh air any time of the year. I live in a safe area and have beautiful paths for dog walking any time of day. If your pet likes car rides, I love the beach & the water so could have lots of fun taking them wherever they like to go!

Sitter Profile Image: Calliya S.
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Calliya S.
from
$40
per night
5 years of experience
Oak Creek, WI, 53154

About: I’ve had friends and family members rely on me to board, walk, feed and bathe their pets! I am very attentive and have been around pets big and small since I was born! I am currently graduated and working full time! I typically have off on Fridays and weekends. I work alternating hours so evenings and mornings are possible. Let me know little things your fur baby likes or dislikes! Every animal is different. I will enjoy playing outside with your furry friend no matter the weather!

Sitter Profile Image: Jody A.
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Jody A.
from
$65
per night
5.0 out of 5 stars
• 52 reviews
17 repeat clients
45 years of experience
Mount Pleasant, WI, 53406

About: Over 45 years of personal experience caring for dogs, cats and birds. I’ll love your fur-babies and feather-babies as my own. Dog, cat, bird any other furry critter sitting; dog & cat walking; feeding; playing; house sitting; mail collecting; light cleaning in your home. Fish feeding in your home. Dog, cat & furry critter sitting in my home with full house privileges. Brushing, playtime, walking with lots of cuddles and love. Your babies are part of the family! I live in an upper condo with lots of open green space and plenty of quiet streets for walks. Rates are negotiable based on care needs. Flexible schedule. Does your dog or cat have special needs? I’m happy to work with them. I have experience with oral and SubQ medication administering.

Sitter Profile Image: Lenny K.
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Lenny K.
from
$25
per night
5.0 out of 5 stars
• 2 reviews
30 years of experience
Racine, WI, 53405

“We are happy with him. He accepted and delivered on his promise. I would recommend. Thanks Lenny”

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A R.
Sitter Profile Image: Jennifer I.
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Jennifer I.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Tippecanoe, Milwaukee, WI, 53207

“Wonderful sitter! Communicative, friendly, and attentive. Took great care of my puppy while I was out of town. Will rebook.”

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Shawn M.
Sitter Profile Image: Pearl & Brady K.
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Pearl & Brady K.
from
$50
per night
20 years of experience
Caledonia, WI, 53108

About: My husband and I are workampers! That means we move every season to a new campground and work there. This time, we are at Jellystone Caledonia!! We love to have the presence of animals, since it gets boring living in a campground without an animal to walk. There is a great dog park here with great socialization opportunities (for us and the dogs 😆😆)!! I would love an opportunity to pet sit any type of fur babies, I grew up with cats and dogs my whole life!!! If you have any questions, please feel free to reach out!! Pet care fits seamlessly into our routine. My husband and I travel full time, which gives us a very flexible schedule and plenty of availability. We both enjoy meeting new people and animals along the way, and our lifestyle allows us to be present, attentive, and adaptable. Caring for pets fits easily into our daily life and is something we LOVE. I care for pets by following their established routines as closely as possible so they feel safe and comfortable. In a client’s home, I make sure feeding schedules, walks, litter care, playtime, and medications (if needed) are handled consistently and with attention to detail. I respect the home and keep everything clean and orderly while you’re away.

Sitter Profile Image: Joshua C.
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Joshua C.
from
$50
per night
4.8 out of 5 stars
• 19 reviews
9 repeat clients
7 years of experience
Kenosha, WI, 53142

“I’ve used Josh several times now and have always been very happy with how well he takes care of my dog and my home. I have a very sweet but reactive dog and he handles him great! I have peace of mind when I’m away with Josh knowing Diesel and my home are well cared for. This past time my flights home were changing frequently due to weather so I wasn’t sure what time I was going to be home. Josh was very flexible and able to work with me which I truly appreciated. I highly recommend him!!”

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Karann M.
Sitter Profile Image: Stacey E.
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Stacey E.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
10 years of experience
Kenosha, WI, 53143

“Stacey responded right away to out dog sitting request. We needed someone to come to our home for a few hours. Stacey arrived on time, walked our dog, gave him snuggles, and made sure he got his meds on time. Will definitely request Stacey again.”

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Evette M.
Sitter Profile Image: Alexandra F.
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Alexandra F.
from
$100
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
25 years of experience
Milwaukee, WI, 53207

“Alexandra was fantastic! She took very good care of our fur baby, Toco. Alexandra provided frequent updates on Toco’s care, which helped us relax and enjoy our family reunion. I’m excited to have found someone local to utilize in the future. I highly recommend her for anyone looking for a mature, responsible animal lover to take care of your fur babies. Thank you! Alexandra.”

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Debbie M.
Sitter Profile Image: Brooklyn B.
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Brooklyn B.
from
$28
per night
12 years of experience
St Francis, WI, 53235

About: I’ve cared for dogs of all sizes and personalities for years, and I truly treat every pet like family. What sets me apart is that I understand how important it is to pay attention to a dog’s individual needs and medical concerns. I have a French Bulldog who went through IVDD, so I take mobility and health issues very seriously and know how to create a safe environment for dogs that may need extra care. I’m best with friendly, family-oriented dogs, and when pets stay with me, they’ll get lots of attention, love, and supervision. I’m home most of the time, so your dog won’t be left alone for long and will have someone there to care for them throughout the day. I’m currently in school full-time at MATC in the Invasive Cardiovascular Technology program while also working part-time at Aurora Health Care. Because of my schedule, I keep my availability updated on my calendar so pet parents always know when I’m available! I genuinely love spending time with animals and make sure every pet gets lots of attention, playtime, walks, and care while you’re away. treat every pet like part of the family and always prioritize their safety and comfort. I have a crate available if needed, and because I own a French Bulldog with IVDD history, I also have ramps throughout my home for dogs that are at higher risk for spinal injuries. If your dog is food aggressive, I can pick up bowls after meals and separate pets during feeding times. I also pay close attention to every note and instruction you leave for me so your pet’s routine stays consistent. For dogs that are sensitive to noise or easily overstimulated, I can put toys away, create a calm environment, and even play soft classical music to help them relax or sleep comfortably.

Sitter Profile Image: Alex M.
Verified Background Check
Alex M.
from
$68
per night
4.6 out of 5 stars
• 83 reviews
19 repeat clients
10 years of experience
Cudahy, WI, 53110

“Alex helped us out with an overnight stay after a last minute cancellation from another sitter and was wonderful. Very communicative, wanted to make sure she knew everything about our pups and their care routines, and sent frequent updates. You can tell she cared to do well and gave them a great weekend. Thanks Alex! Will book again in the future.”

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Hanna E.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

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

Pet parents share their Rover experiences - Crestview

1 / 1
5.0 out of 5 stars

Nico is friendly, knowledgeable and responsible. She took great care of our dogs including a senior who needed medications and some extra TLC. She’ll be our first choice for dog sitting in the future.

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Mary Jane T.
House Sitting
5.0 out of 5 stars

This is the second time Heidi has housesit for our dog and two cats, and they were well looked after during our week and a half away. She went above and beyond for one of our cats and everyone was happy when we returned. Would definitely recommend her!

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Beka V.
House Sitting
5.0 out of 5 stars

Daniel was super accommodating for a last minute booking, and took good care of the animals and house! Everyone was super relaxed when we came home.

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Beka V.
House Sitting
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Crestview

Select a filter and find qualifying sitters offering house sitting.

Sitters in Crestview average 4
repeat house sitting clients

FAQs for House Sitting - Crestview

Frequently asked questions about Rover

The average cost of House Sitting in Crestview on Rover is $44 per night as of October 2026. Most bookings cost between $23 and $60 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,232 sitters on Rover offering House Sitting across Crestview. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Crestview walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Crestview maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestview choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to 25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Crestview. On Rover:

  • 88% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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