Dog Sitting Wildwood

Book a Wildwood dog sitter to watch your dog in your sitter’s home or yours.

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Over 51
pet parents in Wildwood have booked dog sitting

Wildwood, Find top rated dog sitting

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

1 / 1
Sitter Profile Image: Nalani L.
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Nalani L.
from
$25
per visit
5.0 out of 5 stars
1 review
1 repeat client
1 year of experience
Fruitland Park, FL, 34731

Nalani did an amazing job!! She is great with Loki and he loves her. She is patient and friendly. Will definitely book again soon.

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Nora s.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$22
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
26 years of experience
Summerfield, FL, 34491

Nikki did everything we asked and more. We will definitely use her again when we travel. We have one cat that hides from everyone and the very first day she was at the house, she sent a picture of her petting that cat. She is a “cat whisperer” for sure.

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Dennis H.
Sitter Profile Image: Teri R.
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Teri R.
from
$22
per visit
4.9 out of 5 stars
24 reviews
7 repeat clients
30 years of experience
The Villages, FL, 32159

Teri did a wonderful job taking care of our two cats. She was punctual, cared for their needs, and cleaned up after them each day. Teri took the extra time to play with them and sent a video of two happy cats. She also brought in the paper daily. I highly recommend her to anyone!

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Laura Y.
Sitter Profile Image: Ona R.
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Ona R.
from
$20
per visit
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Summerfield, FL, 34491

Ona was amazing with our cat Ollie! He needs specialized care at meal time and Ona took it in stride. Ollie was very happy with her drop ins!

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Emily F.
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

Melissa and her hubby Mike were a delight to meet and true animal lovers, they took wonderful care of our Ellie, an 80lb old English Sheepdog. We were in a last minute bind and were going to be gone for 10 hours and wanted to make sure our pup was checked on and let out, and Mike played her and sent great pics too, which was most comforting... We will surely be using them again very soon. Thank you Melissa & Mike!

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Richard B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
33 reviews
12 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: 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: Emily P.
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Emily P.
from
$23
per visit
15 years of experience
Middleton, FL, 34762

About: I’ve been caring for dogs and cats for over 15 years and treat every pet like they’re part of my own family. I understand that every animal has a unique personality, routine, and needs, and I take the time to make them feel safe, comfortable, and loved while you’re away. Whether it’s walks, playtime, feeding, medication, puppy care, senior pets, or plenty of cuddles, I’m committed to providing dependable, compassionate care. You can count on regular updates, clear communication, and the peace of mind that your furry family member is in caring hands. I work a full-time schedule but have availability before and after work, evenings, weekends, and most holidays. Pet care is something I genuinely enjoy, and I make it a priority to provide dependable, attentive care. Whether your pet needs a walk, drop-in visit, overnight care, or extra attention while you’re away, I’ll make sure they receive the love, exercise, and routine they’re used to. I always communicate with pet parents and provide updates for peace of mind. Your pet’s safety and comfort are always my top priority. I take the time to learn each pet’s routine, personality, and any special needs so they feel secure and stress free. I carefully follow feeding schedules, medication instructions, and exercise routines while keeping a clean, safe environment. I’ll treat your home with the same respect I treat my own and provide regular updates, photos, and prompt communication so you always know how your pet is doing.

Sitter Profile Image: Lorali E.
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Lorali E.
from
$10
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Leesburg, FL, 34748

About: What sets me apart as a pet caretaker is my experience. I have started and trained puppies, maintained pets care and their training, and I have assisted senior pets in their finals years and moments. I worked on a farm, was a live in pet nanny where I aided in their well being and trained dogs, I have had dogs my entire life, trained dogs basic commands for the animal shelter, and I currently volunteer at an animal shelter! To say pets well being is my passion is an understatement! I even study dog breeds to make sure each dog gets the best care they can. I currently am super free because I am on summer break from college. I am open and available for your pets whenever you need! My schedule is super flexible. I will treat your home with the upmost respect, that is a guarantee. I will keep it clean and tidy. I am available for lots of play and walks with your pets!!

Sitter Profile Image: Kimberly N.
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Kimberly N.
from
$10
per visit
10 years of experience
The Villages, FL, 34762

About: I’m a dependable, caring animal lover who understands that pets are family. Whether your pup enjoys long walks, playtime, cuddles on the couch, or simply sticking to their normal routine, I’ll make sure they feel happy and secure. I believe in treating every dog as if they were my own, paying close attention to their individual personality, needs, and any special instructions you provide. I’m committed to keeping you updated with regular photos and messages, so you can enjoy your time away knowing your furry family member is in great hands. My goal is to give you peace of mind and make your dog’s stay fun, relaxing, and full of love. I look forward to meeting you and your best friend! I am currently retired so my schedule is very flexible around my extracurricular activities that I love to do. I love getting exercise so I enjoy going for walks with the dogs or just hanging out with them. Other days and times are available upon request and my availability. I will send a text or photo to update you after each visit to ensure your trust in me. I treat other precious fur babies just like they are my own as that is how I would want someone to treat my fur baby, Vito.

Sitter Profile Image: KayLynn A.
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KayLynn A.
from
$25
per visit
5.0 out of 5 stars
11 reviews
1 repeat client
48 years of experience
The Villages, FL, 32162

About: I've been blessed to have had dogs and cats most of my entire life. This is the first time I haven't had my own dog and I miss her daily. Pet sitting fills a void in my heart and I will do everything to ensure your pet is happy, healthy and well taken care of. I recently relocated back to California from Lake Lure, North Carolina. My entire community in Western NC was devastated by Hurricane Helene and I was evacuated and returned home near my family. I have enjoyed all of the amazing dogs and animals I have had the pleasure of sitting in the past through Rover.com. Now that I am back in CA I would like to continue my work with animals. I am a responsible caring person who loves animals and am currently available to help with your pets in Santa Maria, Santa Barbara, or Santa Ynez Valley. I would never trust a client's dog off a leash. Your animals will never be left alone and always escorted on their walks, unless otherwise told by the owner. Your pets will enjoy the comforts of their own home and be safe while you are away.

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: Kyla R.
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Kyla R.
from
$22
per visit
5.0 out of 5 stars
40 reviews
9 repeat clients
4 years of experience
Sumterville, FL, 33585

Kyla was amazing! She communicated before, during, and after her visits with Romeo. She took him on walks, even in the rain, and made sure that he was fed at the end of each visit. Highly recommend!!

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Kendall W.
Sitter Profile Image: Cole G.
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Cole G.
from
$18
per visit
2 years of experience
The Villages, FL, 32162

About: I’ve spent the past couple of years assisting my girlfriend with her Rover clients and helping care for dogs of all sizes, personalities, and energy levels. Through that experience, I’ve become comfortable with daily routines, feeding schedules, walks, playtime, and making sure pets feel comfortable and cared for while their owners are away. I currently have some additional free time and decided to begin taking on dog watching myself because I genuinely enjoy being around animals and providing dependable care owners can feel confident about. Pet care fits naturally into my weekly routine, and I currently have flexible availability for walks, drop-ins, and dog sitting. I work in mobile chiropractic services, so I already understand the importance of professionalism, reliability, communication, and being trusted in someone’s home. I genuinely enjoy spending time with animals and making sure pets feel comfortable, active, and well cared for while their owners are away. I focus on keeping pets comfortable by maintaining their normal routine as closely as possible, including feeding schedules, walks, playtime, and any specific instructions provided by the owner. In a client’s home, I make sure pets feel safe and relaxed in their familiar environment while also treating the home respectfully and professionally. I pay close attention to behavior, energy levels, and overall comfort to help ensure each pet receives attentive and reliable care.

Sitter Profile Image: Angela T.
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Angela T.
from
$23
per visit
5.0 out of 5 stars
121 reviews
31 repeat clients
30 years of experience
Summerfield, FL, 34491

Angela takes wonderful care of our two kitten boys. One is rather shy and he warmed right up to her. Angela keeps me informed of what’s going on and sends pictures regularly. So glad to have her take care of them

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Arlene M.
Sitter Profile Image: Liz M.
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Liz M.
from
$20
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
7 years of experience
Fruitland Park, FL, 34731

Elizabeth was very loving to Ella throughout her holiday visits. Ella is an older cat who needs meds and extra attention. We appreciate her special care of our special cat.

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Bob T.
Sitter Profile Image: Mahaila H.
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Mahaila H.
from
$20
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
Leesburg, FL, 34748

We had a wonderful experience with Mahalia! She took great care of Paisley and kept us updated throughout the stay. Paisley was happy, relaxed, and clearly well-loved. Highly recommend!"

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Jarryd N.
Sitter Profile Image: Allyson K.
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Allyson K.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Wildwood, FL, 34785

About: I have taken care of everything from a fish, guinea pig, and dog to horses and donkeys. I have officially been a pet sitter for family friends for about a year, but I have taken care of animals since I was 12. My schedule is generally flexible. I am currently in college Tuesdays and Thursdays 11-2, pick my sister up from school every weekday, and babysit about 3 hours 2-3 times a week, so I won’t be available for pets who need a lot of time. I like having a routine, so I can easily follow any specific instructions, such as feeding schedules. I treat all animals I take care of as if they are my own. I can send frequent updates about your pets and love to stay in communication with you during services.

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: Marisol P.
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Marisol P.
from
$35
per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Wildwood, FL, 34785

About: I had pets of my own, I live alone and love dogs company, I can and will care for you babies, I Have the space Available 7 days a week, 8am - 8pm for drop off and Pick up times. I am Available for Holiday as well unless I’m on vacation I make sure your dog the get exercise, Feed them at the clients feeding schedule and play with them, as well as offer love .

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The median cost per visit for dog sitting in Wildwood is $20

Dog parents share their Rover experiences - Wildwood

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5.0 out of 5 stars

Liberty was great. We needed help with our retrievers while we finished moving tasks. We asked for her help and she was there within a couple hours. Then she stayed past her hour while we searched for uhaul returns. So relieved she was there to help us. Would definitely recommend her and would use her services again.

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Deborah K.
Drop-In Visits
5.0 out of 5 stars

Carol Ann does such a wonderful job. You can tell by her interactions and the pictures she sends just how much she loves animals and loves her job. We love having her take care of our dog when we go away.

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Brooke W.
Drop-In Visits
5.0 out of 5 stars

Lydia was awesome! She did exactly what we asked and gave us reports while we were away. We will definitely be hiring her again. Thanks Lydia!

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Hope S.
Drop-In Visits
5.0 out of 5 stars

Giovanna was absolutely amazing with my two King Charles Cavaliers. My little female, Scarlet is approx 10 years old and totally urinary incontinent. Giovanna had to change her diaper at each visit ( which was several times a day)! On top of that situation, both my doggies are rescues, and Scarlet is shy. But Giovanna bonded with them and was patient enough to take off and put on Scarlet’s diapers and make her feel safe. Giovanna has a kind and calm personality which made it easy for me to choose her. Plus, she really listened to all my needs and took them into consideration! I highly recommend Giovanna when considering a reliable and caring pet sitter!

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Carol H.
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

Loved having Robin take care of our Sandy!! Robin was so accommodating of our schedule changes, and was superb with sending us communication after every visit! We knew our girl Sandy was in great hands with Robin!

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Pam V.
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
5.0 out of 5 stars

Mary was wonderful with my senior dog. She was reliable and even able to add in additional visits. Her kindness gave me confidence to know that all was going very well.

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Bonnie M.
Drop-In Visits
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Sitters in Wildwood average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Wildwood

Frequently asked questions about Rover

The average cost for Dog Sitting in Wildwood on Rover is $20.32 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 1,090 sitters on Rover offering Dog Sitting across Wildwood. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Wildwood stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Wildwood 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!

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 Rover's Trust & Safety page .

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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Wildwood with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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
  • 96% can help with giving oral medications or injections
  • 95% 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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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