Dog Sitting in Wildwood

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

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Top rated Wildwood dog sitters

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: Matt S.
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Matt S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
54 reviews
11 repeat clients
1 year of experience
The villages, FL, 32163

Matt became Dozer's best friend very quickly. Dozer is an 11 month high energy dog & Matt is extremely patient with him. We are so happy to have him care for Dozer.

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Marge A.
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 .

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: Katie A.
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Katie A.
from
$18
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Wildwood, FL, 34785

About: Pet sitting comes naturally to me since I grew up with four dogs! Neighbors rely on me to watch their dogs when they are out of town! I love all dogs but mainly the ones that don’t understand personal space! I always communicate about my availability and how the pet(s) is doing! I have a funky schedule as a young person who is in school and working part time but I can always be available for a dog! We have a fenced in yard for any size dog to play in. I have 1 large dog who plays well with any kind of dog. I have plenty of time to take a long walk after work to exercise not only the dog but also me! I love getting outside and letting the dog(s) sniff as much as needed. I don’t end the walk until all of their business is taken care of. I have a fenced in yard and access to a paved and shaded walking path. I have 2 friendly dogs to keep your dog company. My dogs are crate trained so no worries if your dog needs more one on one care.

Sitter Profile Image: Berkley W.
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Berkley W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
14 repeat clients
15 years of experience
Lady lake, FL, 32159

We had Berkley drop in on our cat each day while we were on vacation. She was excellent in all aspects. Communication with us, punctual, playing with the cat, cleaning the litter box... I would not look anywhere else, will hire her again.

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Jim B.
Sitter Profile Image: June C.
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June C.
from
$15
per visit
12 years of experience
Wildwood, FL, 32163

About: Hi, my name is June! 🐾 I offer reliable and loving dog walking and pet sitting services here in The Villages. I have lots of experience caring for dogs of all sizes I offer reliable and loving dog walking and pet sitting services here in The Villages. I have lots of experience caring for dogs of all sizes, ages, and personalities, and I treat every pup like they’re my own. Whether your dog needs a fun walk to burn off energy, a quick drop-in visit while you’re away, or attentive overnight pet sitting, I’m here to help! —Trusted, Loving Care Tailored to Your Pet’s Needs.” I will keep them active, and also relax when nesessary Especially if they were senior fur babies I have a clean safe organized home I come from a family that have large and small dogs I love them all like my own

Sitter Profile Image: Meghan B.
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Meghan B.
from
$25
per visit
4.9 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
The villages, FL, 32163

I dropped off my 84 lb. Dobbie and Meghan spoiled her rotten!!??. She had such a great time going to off leash parks and playing with Meghan's dog Scarlett. I'm bringing my Roxy to stay with Meghan whenever I come to Bend and Mt Bachelor !! What a great experience for my Roxy and for me ! Sherry

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Sherry B.
Sitter Profile Image: Anne C.
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Anne C.
from
$20
per visit
4.9 out of 5 stars
16 reviews
2 repeat clients
1 year of experience
The Villages, FL, 32163

Anne provided excellent care to my senior cat.

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Trish H.
Sitter Profile Image: Ann W.
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Ann W.
from
$25
per visit
5.0 out of 5 stars
5 reviews
21 years of experience
The Villages, FL, 32163

About: My son brought home a kitty and for 21 years she was loved and cared for. Lots of pet sitting over the years! Meow and woof! Available for 24 hour care / overnights at your home, drop ins or a good walk around the block. Mini get away? Hospital visit? Day-cation? Pet care in your home.. available 24 hour care. I’ll Keep your pets on their schedule, in their own home, for a walk or a week!

Sitter Profile Image: Melissa F.
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Melissa F.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
108 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: Melonie A.
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Melonie A.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Wildwood, FL, 34785

Melonie is so good with my dog.

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Jay C.
Sitter Profile Image: Marielle M.
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Marielle M.
from
$21
per visit
5.0 out of 5 stars
2 reviews
11 years of experience
Wildwood, FL, 34785

About: Hi! I’m Marielle. I'm a responsible and caring pet sitter and dog walker. I have experience with dogs and cats and love making sure every pet gets attention, exercise, and comfort. I’m reliable and flexible Monday–Thursday and I always keep owners updated with photos and notes during visits. Available, on weekdays, Mon-Thur for drop-in visits and walks. Flexible times from 7:00am-7:30pm to keep your pet loved, happy, and cared for. Photo updates included! I always ensure pets are safe and comfortable during visits. I have reliable transportation, so pets can get to walks or appointments safely, and I follow all local leash and safety guidelines. I create a calm, caring environment where your pet can feel relaxed and happy.

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: Destinee C.
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Destinee C.
from
$20
per visit
4.4 out of 5 stars
6 reviews
3 repeat clients
6 years of experience
Wildwood, FL, 34785

About: I will take care of your dog and play with them when I come on the visits. I will also take them to the park and run with them. I own a boston terrier and a pit bull and they are my loves. I will care for your dog like they are my own. I can also take care of puppy's and will give them the attention they need. I Have always not only love dogs but every animal. I wanted to be a vet when I was little just so I could work with animals. I think dogs are the best animals because they comfort anyone who is upset or just bring joy to your life. I think dogs have a purpose to make their owners happy and will love you unconditionally. I am doing dog sitting and dog walking part time. I am available Monday through Friday. I have a main job and I work from home Monday and Friday so four day weekends are better for me to dog sit. On Tuesday, Wednesday and Thursday I go into the office so I can only do two drop in visits during those days. I work on weekends as well. I would come inside the house and greet the pups. I would make sure to take them out to go potty and then give them a treat before I go.

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: 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: Jessica M.
Verified Background Check
Jessica M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
32 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: Cheyanne B.
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Cheyanne B.
from
$25
per visit
15 years of experience
The Villages, FL, 32162

About: I’ve cared for animals my entire life, from horses to dogs, cats, birds, and geckos, providing professional, gentle, and loving care to pets of all kinds with patience and dedication. Pet care is a natural part of my daily routine. I make time each day for feeding, exercise, cleaning, and giving animals attention, ensuring they feel safe, comfortable, and well cared for In my home or a client’s home, I provide attentive, personalized care based on each pet’s needs. I follow feeding schedules, ensure fresh water, provide exercise and playtime, clean living areas, and give plenty of affection. I also monitor behavior and health, keeping pets safe, comfortable, and stress-free in a familiar environment

Sitter Profile Image: Shelby W.
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Shelby W.
from
$17
per visit
15 years of experience
Wildwood, FL, 34785

About: I have taken care of all kinds of animals including cats and dogs! I genuinely love animals, and I think they are the greatest things on earth! I currently only work part time so I am available evenings and nights as well as all day Friday through Monday! I look forward to serving you! I unfortunately will not be housing animals in my home, only will be providing drop in visits to check in walk feed and love on animals at this time.

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.
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Over 56
pet parents in Wildwood have booked dog sitting

Wildwood dog parents share their Rover experiences

1 / 1
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
5.0 out of 5 stars

Misty was very good with our Luna. Luna is very old and timid and Misty did her best to get Luna to interact. We received pictures everyday and she always responded to my texts. Would definitely use Misty again.

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Laura M.
Drop-In Visits
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The median cost per night for dog sitting in Wildwood is $20

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Sitters in Wildwood average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Wildwood on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Wildwood dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,083 dog sitters in Wildwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 89% of Wildwood dog sitters respond in under an hour.

Dog sitters in Wildwood have an average of 18 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Wildwood.

Rover makes it easy to find Wildwood dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 1,083 dog sitters in Wildwood on Rover, so you’re sure to find the perfect match for your dog! In Wildwood, 96% of dog sitters offer daily exercise, 97% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.