Pet Sitting Wildwood

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Over 106
pet parents in Wildwood have booked pet sitting

Wildwood, Find top rated pet sitting

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

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Sitter Profile Image: Lori R.
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Lori R.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 56 reviews
20 repeat clients
40 years of experience
The Villages, FL, 32163

“Lori was wonderful with our big dog, Vader. She came by earlier in the day to a meet and greet with me and Vader. I could tell right off, she really cares for the 4 legged babies and diligent to ensure the owner's wish for the way it goes, is the way the owner expects of a sitter. I highly recommend Lori!”

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Charlotta S.
Sitter Profile Image: Anthony W.
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Anthony W.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
50 years of experience
Wildwood, FL, 34785

“Thanks for coming last minute!”

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Shelly S.
Sitter Profile Image: Hope C.
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Hope C.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Wildwood FL, FL, 34785

“Hope is outstanding! My cats were well taken care of and she was great about staying in touch each day and sending me pictures! I would highly recommend Hope and I plan on having her take care of my cats again! Thank you Hope!”

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Susan D.
Sitter Profile Image: Margaret L.
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Margaret L.
from
$23
per visit
55 years of experience
The Villages, FL, 32163

About: Hello! I am a lifelong animal lover who treats every pet like a cherished member of the family. Having owned dogs and cats my entire life, I understand how important it is to find someone you trust completely to care for your fur babies. To give back to the animal community, I am currently volunteering at a local shelter, which keeps my hands-on care skills sharp and my heart full. Your pets will receive the exact same patience, love, and individual attention I give my own. I have a flexible schedule that allows me to give pets plenty of time, attention, and consistency throughout the day. I’m available for walks, drop-in visits, and scheduled care, and I make it a priority to follow each pet’s normal routine as closely as possible. I’m dependable about arrival times and communication, and I’ll always keep you updated while your pet is in my care. Your pet’s safety, comfort, and routine are always my priority. When caring for pets in a client’s home, I follow your instructions carefully, respect your home, and make sure doors, gates, leashes, food, medications, and other safety needs are handled exactly as requested. I take time to help pets feel comfortable with me and never rush an animal that needs a little extra time to warm up. I’ll also keep you updated so you can feel confident that your pet is safe and well cared for.

Sitter Profile Image: Maria L.
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Maria L.
from
$18
per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
6 years of experience
Wildwood, FL, 34785

“Maria was awesome. Totally forgot to leave a review at the time and now looking for her name again, decided to leave one. She was accommodating and easy to communicate with.”

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Peggy T.
Sitter Profile Image: Douglas M.
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Douglas M.
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
1 year of experience
Wildwood, FL, 34785

“Thank you for taking care of Rosco! We are back home.”

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Kelly A.
Sitter Profile Image: Kristen H.
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Kristen H.
from
$16
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
33 years of experience
The Villages, FL, 32163

About: I’ve always been a dog lover ever since I was a little girl. I look forward to getting to know your fur baby and ❤️ them as if they were my own. I truly enjoy each and every animal I’ve ever come across. I truly believe, Dogs are man’s best friend. Thank you for giving me the chance to watch over your baby while you’re gone. Currently, I’m a stay at home mom of a little one year-old and I have plenty of time to spend with your fur babies! I can do drop ins and daily walks the morning between 8-12 and in the afternoons 4-7pm. I will play, walk, and tenderly love and care for your fur baby while you are gone. They will always have a friend in me.

Sitter Profile Image: Harold M.
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Harold M.
from
$20
per visit
30 years of experience
The Villages, FL, 32162

About: Raised in Oklahoma surrounded by horses, chickens, goats, and dogs, caring for animals has always been second nature to me. My six years as a postal letter carrier added another layer to that experience, giving me a strong, practical read on dog behavior and body language out on the daily route. Now living in The Villages, I bring that lifelong familiarity to every sit. I’m comfortable with the full spectrum of pets—from giant Mastiffs to tiny Maltese, alongside cats, birds, and farm livestock. Though new to the Rover platform, I am an experienced, full-time sitter with a proven track record of 28 five-star reviews from past clients on Trusted Housesitters. Working remotely full-time means I’m right there where your pets need me most. They get steady, around-the-clock companionship, regular outdoor breaks, and total consistency with their usual feeding and exercise schedules. Whether you have an energetic dog that needs active routine or a senior pet that prefers a calm, watchful presence, I offer dependable, level-headed care that keeps your animals safe and your property thoroughly respected. Because my wife and I both work remotely full-time, our schedule is extremely flexible. Someone is almost always present in the home, meaning your pets receive constant companionship, frequent pot-breaks, timely feedings, and zero disruption to their normal daily routine. We easily integrate walks, play sessions, and attention throughout the day while we work. We treat your home and pets with total respect, cleanliness, and security. During sits in your home, we follow all security protocols, maintain strict leash safety during outdoor walks, and adhere closely to your feeding, crate, or medication routines. We send regular updates and photos so you can travel with complete peace of mind, knowing your pets and property are in mature, experienced hands.

Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 34 reviews
13 repeat clients
10 years of experience
Lady lake, FL, 32159

“I cannot recommend Jessica highly enough! She took such wonderful care of my Betty Boop, stopping by three times on Wednesday to let her out in the yard and spend quality time with her. This is our second Betty watch. Jessica is incredibly responsive, answering questions quickly, sending updates and photos throughout the day, and putting my mind completely at ease while I was away. Which helps a tremendously as Betty and I don't often spend time apart, ha! Her availability has been a lifesaver. You can tell she truly loves what she does, and even more importantly, she truly loves the animals she cares for. Betty Boop came running to greet me, happy and content, clearly having enjoyed all the attention and yard time. Reliable, kind, communicative, and so much more, she's the real deal. If you're looking for someone you can trust with your furry family member, look no further!”

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Kristy K.
Sitter Profile Image: Michael C.
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Michael C.
from
$30
per visit
5.0 out of 5 stars
• 25 reviews
4 repeat clients
40 years of experience
Wildwood, FL, 32163

“Wonderful care. Dylan had a blast!”

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Debra G.
Sitter Profile Image: Angela B.
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Angela B.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
The Villages, FL, 32162

“Angela took great care to make sure Looe was safe and well. Thank you !!!”

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Annmarie C.
Sitter Profile Image: Melissa F.
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Melissa F.
from
$15
per visit
5.0 out of 5 stars
• 109 reviews
22 repeat clients
10 years of experience
The Villages, FL, 32159

“My one-year old Havanese pup is an "attach dog" who suffers from separation anxiety. Toby quickly adapted to Melissa's patient and loving care during his recent stay during my daughter's wedding festivities. Communication was great! Highly recommend.”

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Lynne I.
Sitter Profile Image: Amy W.
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Amy W.
from
$18
per visit
15 years of experience
Sumterville, FL, 33585

About: My pets are extra special to me. I treat them just like family. I love to spend time with my pets. Spend time playing and loving on them. I,m currently working part-time, so I will have plenty of time to play with your pet. My schedule is usually pretty flexible. If needed I will work with you on availability. I have a fenced yard that your dog can run around in with my dog. With how hot it gets outside I try not to keep my dog or my daughters dog outside for too long.

Sitter Profile Image: Sarah C.
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Sarah C.
from
$25
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
The Villages, FL, 34491

“My girls love Sarah!”

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Traci M.
Sitter Profile Image: Corey H.
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Corey H.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 41 reviews
19 repeat clients
20 years of experience
Inverness, FL, 34450

“Corey is amazing! I had an emergency with Doug, and Corey helped me through it. Checking up on Doug multiple times. Highly recommend Corey!”

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Sarah N.
Sitter Profile Image: Hannah D.
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Hannah D.
from
$30
per visit
1 repeat client
11 years of experience
The Villages, FL, 32162

About: Back in 2014, my parents adopted my sweet Sadie girl! Ever since then, I have learned the responsibility of caring for my girl and giving her all the lovings! She has led me to caring for other dogs by walking and feeding them at their owners request. I’m a full-time teacher for FCPS, but am looking for something to do after school and on the weekends. I am available 7 days a week other than when my brewery that I work at part-time schedules me. I’m available mornings, afternoons, and evenings on Saturday and Sunday. I can also be available on weekdays in the late afternoon. Once summer comes around, I will be very flexible and will adjust to your schedule. I am more than willing to bring your puppy to my fenced in courtyard at my apartment complex. I am comfortable putting dogs into crates as well and feeding.

Sitter Profile Image: Katelynn H.
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Katelynn H.
from
$13
per visit
4 years of experience
Belleview, FL, 34420

About: For many years I’ve pet-sat and walked numerous animals ranging from cats and dogs to farm animals. I’ve also assisted in taking care of class pets, ranging from young to old. I am currently enrolled in school, I am available nights and weekends. Every morning at school I attend a farm where I help take care of large farm animals, so I get to incorporate animals into my day to day life. I am available to take care of the animals before and after school. I care for animal at my client’s home, and attend to them like they are my own pet. I always handle every animal with care and respect.

Sitter Profile Image: Jennifer D.
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Jennifer D.
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
20 years of experience
Summerfield, FL, 34491

About: I love dogs. Friends call me the whisperer. I lost my Princess 2 years ago to cancer and I find that this is the best medicine for me. I love to travel so having another baby right now is not in the cards. Taking care of your baby is the next best thing. I have had people fly me out to Portland, California, and New York to pet sit for them. I absolutley love it. Some of the dogs I have cared for were sick or new family members. I love to take them on new adventures but only if Mom and Dad are okay with it. I also love to train, play, and hug on them. My only job is taking care of your dog, so I am with them the entire day and night. Sometimes they will go on a golf cart ride with me. My yard is not fenced in so your dog would be walked regularly. There are plenty of grassy areas next to and accross the street from me. If there is a schedule you have for the dog that is what will be followed.

Sitter Profile Image: Deborah H.
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Deborah H.
from
$32
per visit
5.0 out of 5 stars
• 16 reviews
3 repeat clients
45 years of experience
The Villages, FL, 32163

About: I have been a dog owner for over 40 years! At one point I had 4 dogs! I was raised with pets in the house and have taken care of dogs, cats, birds, and reptiles my whole life. I love animals and would love to help you out by taking care of your dog with much love, care, and affection. I am retired and live in The Villages. I live in a courtyard villa with a fenced in yard. I would definitely consider myself a "dog" person. Looking forward to hearing from you. I am currently retired and living in The Villages. My schedule is very favorable for pet care as I have my own dog, Bruno. My schedule is wide open. I have a safe, fenced in yard and my own fur baby at home (Bruno). I don't mind dogs sleeping or lying on my couches.

Sitter Profile Image: Nicole R.
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Nicole R.
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
The Villages, FL, 34491

“Nicole stepped in to assist with our dog during a family emergency where I had to travel out of state at the last minute. Without hesitation she took care of our very particular Lacey - walks to the pond close by, and tackled the process of feeding Lacey - which is not easy - but handled it like champion! We are forever grateful for Nicole’s help and we will reach out to her in the future as our dog walking needs arise. AND she was kind enough to bring us ice cream treats 🍦”

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Jackie N.
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The median cost per visit for pet sitting in Wildwood is $20

Pet parents share their Rover experiences - Wildwood

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5.0 out of 5 stars

Misty did an absolutely amazing job caring for our cat and bunny. She sent pics everyday and took great care of our home leaving it better than she found it. We would highly recommend Misty! We can’t wait to use her again for our pets needs when we go out of town. Thank you SO much Misty!! 💕

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Jo Beth M.
Drop-In Visits
5.0 out of 5 stars

Hope is a gem! The first time she took care of our two senior cats there was an unexpected incident at our house. She didn’t hesitate to take care of everything thoroughly and her top priority was making sure the cats were happy, healthy, and safe. She sent many communications, videos, and pictures to give me peace of mind while I was away. My house looked perfect upon returning home. I HIGHLY recommend Hope… she will love and take care of your pets like they are her own!

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Kelly J.
Drop-In Visits
5.0 out of 5 stars

Wonderful person and very good with our dogs. She took the time to win Murphy's trust, which is not easy!

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Mary G.
Drop-In Visits
5.0 out of 5 stars

Giovanna did a great job taking care of my cat while we were out of town. We will definitely hire her again next time we travel.

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Lorraine B.
Drop-In Visits
5.0 out of 5 stars

THE BEST! Took great care of my fur babies, was super communicative the entire time & provided pictures and updates. 10/10

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Tanasia Ryana A.
Drop-In Visits
5.0 out of 5 stars

If you’re looking for a pet sitter who treats your fur baby like their own, look no further! She checked in on my cat every single day last week while I was out of town, and from the very first visit, I could tell he was in great hands. What truly set her apart was the communication — she sent photos and updates after every drop-in without me even having to ask. As a pet parent who worries from afar, that peace of mind was priceless. She made sure he was eating, drinking, and staying entertained with his toys, which is honestly everything you hope for when you can’t be there yourself. The trust factor is real — I’ve already booked her again for an upcoming work trip, and this time she’ll be caring for my dogs too. That says it all! If you want someone reliable, attentive, and genuinely caring, Carol Ann is your person!

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Katrina B.
Drop-In Visits
5.0 out of 5 stars

Sarah is awesome! We needed someone to stay with our newly adopted 7 year old German Shephard as he has separation anxiety and would have destroyed our house if left alone. When we returned Duke was calm and the house was in tact. We appreciated the updates with pictures and videos. Sarah truly loves animals and we look forward to having her care for our fur baby again

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Sue G.
Drop-In Visits
5.0 out of 5 stars

Mary Catherine was excellent! Communication was great from the start and our dogs were well cared for and we were totally at ease! We highly recommend Mary Catherine! 🐾🐾

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Jessica M.
Drop-In Visits
5.0 out of 5 stars

Anthony was so amazing with our dog. She is very shy and timid and nervous around new people but he took his time with her and after the visits they were best friends. He had so much patience with her and I knew she was in good hands. He kept us updated on all the visits and sent lots of pictures which help us feel so much better. If you are looking for a great dog sitter Anthony is your man. We cannot thank him enough for all the extra care and attention he gave our dog. We will defiantly use him again and would highly recommend him to anyone looking for dog care.

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Heather L.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Wildwood

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Sitters in Wildwood average 5
repeat pet sitting clients

FAQs for Pet Sitting - Wildwood

Frequently asked questions about Rover

The average cost of Pet Sitting in Wildwood is $20 per visit as of October 2026. Most bookings cost between $16 and $28 per visit. On Rover, 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 1,114 sitters on Rover offering Pet Sitting across Wildwood. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

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

  • 93% of sitters can help with special care needs
  • 94% 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.

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.

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