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

Over 76 pet parents in Wildwood have booked house sitting
Wildwood, 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.
“Anthony was FANTASTIC! First of all, he was available on short notice. Then he had our Yorkie basically eating out of the palm of his hand and she never does that with anyone but us! He sent pictures to me while he was there, which was very reassuring. I can’t say enough good about him! Thank you, Anthony!”

“Wow! Katherine was Amazing! Great personality and she kept me informed and went the extra mile! She was on time, super nice, and Luna seemed so happy when we got home! She will definitely be my go to person! So don’t book her, because she’s all mine! lol! Just kidding!”

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.
About: I have lots of experience with big animals and small old and young and I also understand that they all can have different needs at different stages of life and I can help with that. I work Monday through Thursday so my Friday and weekends are free to help. I can do early morning walks mid and and evening times too depending on the needs My home is pet proof I do have animals of my own and they love it when new friends come over to play. I do pet sit for friends when they have to go out of town. If you are more comfortable with me coming to you. I always respect your house and fur baby just like my own and keep things clean
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.
“Corey was absolutely amazing with George and Bosun! From the moment we met him, I felt confident they were in great hands. He was reliable, caring, and kept me updated with messages and photos, which gave me so much peace of mind while I was away. It was clear that George and Bosun were comfortable, happy, and well cared for. Coming home to two relaxed, content dogs meant everything to me. I wouldn’t hesitate to book Corey again and highly recommend him to anyone looking for a trustworthy, compassionate, and dependable Rover sitter!”


About: As a full time pet caregiver, I dedicate my entire day to making sure your furry family member gets the love, attention and structured routine they deserve. Full time care giver, I just need to know any special times for medicine or if the your furry family member needs any additional walks or potty breaks! I have a fenced in yard and a very friendly lab to keep your furry baby company. Customized play time, cozy nap times and a beautiful area for their walks.
About: Caring for animals has been part of my life for as long as I can remember. I’ve had cats in my family since birth and dogs since I was about five, and I was taught early on that loving animals means taking responsibility for their care. Over the past 10 years of living on my own, I’ve cared for my own dogs, a cat, rats, and reptiles. They’ve all had different personalities and needs, and I love getting to know what makes each animal feel comfortable and secure. The handsome pup in my profile photo is my dog, King! I have a particular soft spot for bully breeds and their big personalities, but my love for animals doesn’t stop at any breed or species. I’ll take the time to learn your pet’s routine, respect their quirks, and give them patient, attentive care while you’re away. I plan pet care around my work schedule, accepting bookings when I can give your pet the time and attention they deserve. My dog, King, is staying with family in New Jersey while I work toward getting my own place in Florida. Caring for your pets lets me do something I love while working toward bringing my boy home! Animals have always seemed comfortable approaching me—I joke that I have a little Disney princess energy! But I know trust happens on their terms. I pay close attention to body language and adapt to each pet’s personality, energy, and comfort level. With nervous pets, I’m patient, give them space, and never rush affection or interaction. In your home, I’ll follow your care instructions and familiar routines, respect your space, and keep you updated. My goal is for your pet to feel safe, understood, and cared for while you’re away.

About: Been in the animal field for five years now. I developed an strong interest in Animal Behavior and training after my first Shelter job and I am very passionate about Animal Welfare and Enrichment. I love dogs and cats of all ages. I am comfortable administering medications and SubQ fluids I am currently transitioning to a new job opportunity so my schedule availability is subject to change but as of right now I am available for walk-ins or check ins throughout the day and I can check in or stay with your fur babies overnight I will put forth only kindness and care when working with and handling your babies. I usually let them set the pace and don't push boundaries, I believe animals deserve respect
About: I offer loving, reliable pet care in a calm and relaxed environment. I specialize in well-behaved pets and focus on making them feel safe, comfortable and at home. I’ve cared for both cats and dogs over the years and truly treat them as part of the family. We had beloved dogs growing up, and I’ve also had cats—including a rescue cat which we loved very much. I'm naturally attentive to each pet's behavior, routine, and comfort. I take the time to understand their personality, so they feel calm and secure while you're away. I'm also friendly, respectful, clean and easy to communicate with. I want you to feel completely at ease knowing your pet is in caring and responsible hands. I work from home, so I’m available throughout the day to give your pet plenty of attention, care, and companionship. I have a flexible schedule and can adjust my day to meet your pet’s needs. I provide a calm, safe, and attentive environment for pets in my care. Since I work from home, pets are rarely left alone and receive consistent supervision throughout the day. While I don’t have a fenced yard, I take pets out on leashed walks and supervised potty breaks to ensure their safety at all times. I also have a spacious outdoor patio area for fresh air and short breaks. Inside, I maintain a clean, comfortable space where pets can relax and feel at ease. I follow each pet’s routine closely and make sure they receive the attention, care, and affection they’re used to. In a client’s home, I respect their space and instructions, keeping their pet’s routine consistent and stress-free.
About: We will be unavailable from February 19th to August 4th, 2026. Citrus Grove - Sawgrass Area - The Villages🍋 Stay at home retirees …Retired Army Officer and Federal Civil Servant will pamper your fur baby. We are active and fun dog lovers! Our yellow lab is super friendly / gentle dog that loves play dates! Pups love running freely in our #FencedYard! We will spoil and help train your pup, and you will get lots of photos. We go on walks and we help pups expend their little energy in a healthy and safe way. We have lots of dog toys and tennis balls, no need to bring any toys. Once you let us care for your pup, you will never want anyone else to… We know pups love to be at home getting hugs and snuggled when ever they want it. Hi - Dogs love us and we love them! We have a Beautiful fenced yard with grass, patio and great dog toys! #ArmyRetired // Dogs love being here and they will get lots of cuddling, attention and exercise. We have a fenced yard and 1 super friendly pup, a yellow lab. We will keep your fur baby safe, loved and happy. Short notice okay. Just call this a puppy resort!! It’s a beautiful clean and safe environment. Lots of tummy rubs and playtime.
“We came in to town for the football game and Shaya ended up watching our Luna at the hotel. It was such a pleasure to meet Shaya and Faith. Throughout the day Shaya sent several updates, pics and videos! I loved it all. We could tell Luna was being loved and taken care of just as if they care for their own fur babies. If we are ever back down this way we will 100% ask of Shaya is available again!!!! Thank you! Thank you also for the wonderful conversation once we got back! It was a pleasure meeting you both!”

“Jennifer was an instant hit with Ralph, GunnyRose, Bev and I when she came for the meet and greet! She was calm, friendly and professional and we became comfortable with Jennifer very quickly. She was with our furry kids for 8 nights and did an amazing job with them and our house! We so much appreciate how much above and beyond she went for them and for us! VERY highly recommended and we are so happy we found her!”

About: I currently take care of two dogs and one cat in my house. I've taken care of my house pets since I was a kid (three dogs, three cats) Out of school for the summer and don't have class unit August. Even if I can't stay over we can still discuss arrangements for me to come over when I'm out of class. Feed them in the morning and late afternoon (or if client had a requested feeding time), take them for a nice walk, and play with the animals to keep them active
“Andrea C. was an absolutely wonderful house- and dog-sitter for our girls, Tootsie-Belle and Tessie-Belle. She kept them on their feeding, play, and snacking schedule so they stayed happy and comfortable throughout. Andrea sent daily reports with updates and photos, and even reached out with a question to make sure she was doing everything exactly as we wanted. When we returned, the house was sparkling clean. Responsible, attentive, and caring—highly recommended!”

“Titan was so sad when Cindy left. I got daily pictures and came home to a happy dog. Cindy even cleaned the sheets and towels she used. Top notch service and super friendly! Highly recommend Cindy and her husband!”

About: Im in my 50's but Ive always loved animals since i was very young.. i was in 4-H as a teenager & thats when I started petsitting. When I was 28 i started my petsitting/housesitting business. I had that business for 20 years in Ohio. We moved here in 2019. I have continued my petsitting here & love what I do! My visits are about 30 minutes. I do feeding, watering, litter boxes, medications, insulin is okay also. I will bring in the mail and newspaper and water plants & fill birdfeeders. I enjoy walking dogs as well as playing with them in their yard. I am comfortable with many other pets including cats, Birds, fish ()I have a 40 gallon aquarium, & a 10 gallon) hamsters, gerbils (& other rodents) guinea pigs, ferrets, rabbits, iguanas and other lizards. Thank you so much! I also have experience with horses, ducks, goats & a few cows lol! Petsitting is my career so thats my priority. Visits are tailored to your pets needs. I like to schedule as far in advance as possible so I work my days off around what I have in the book. I tailor my visits according to your pet's needs. I can do as many visits per day as you would like. I can also stay longer if you need. When I do "housesitting " , its a bedtime visit, sleepover & morning visit before I head out for other clients. I will do as many drop-in visits as you would like during the day before I return for the overnight (housesit).

“Rod and his wife came to stay with our 2 dogs for 2 days while my husband and I had a mini vacation. My dogs were in love and spoiled within the first 10 minutes! This couple is gracious and warm as well very respectful of our home. I had never had a house sitter before and was very nervous about letting strangers come in. Within 5 minutes of meeting Rodney and his wife we felt like friends and I am very happy I contacted them. We will definitely be using them often.”
About: When most were baby sitting I was pet sitting. I’ve always had a true passion for taking care of animals that has continued to grow with me. I’m great with all types not just limited to cats and dogs. I’m have experience admitting medication, training puppies and with elder dog care. Daily pet care, personally I have a mini zoo lol 3 dogs, 2 cats and a bird. That includes daily feedings, walks, playing and more Care for all animals as if they were mine. I believe animals should be treated as part of the family. Regular feedings, walks or outdoor trips with a yard. When medication is needed I strongly believe in following the recommended schedule. Clean happy environments.
About: I have taken care of all kinds of animals so friends and family have relied on me over the years. Also, I have raised four children and many pets. I create my own schedule so reach out and we can make a time that works for you. I’m flexible. Holidays included as well as Christmas Native to the area. I have experience with many different types of animals over the years and I have four grown children and a grandchild so I have seen a lot. I’m happy to help so reach out.
The median cost per night for house sitting in Wildwood is $50
Pet parents share their Rover experiences - Wildwood
Anthony is a thoughtful & caring pet sitter. He took great care of our dog, cat & fish, too! We booked him to pet & house sit. Not only were the pets well taken care of, but the house was perfect when we came home. He is very responsive & dependable. Would hire him again!

She was fantastic! From the meet and greet to the end, she did above and beyond everything! She was fantastic with both of our dogs. They are not the easiest but she did a great job taking care of them. She took good care of our house and updated us throughout our entire visit. I would 100% book again and would recommend her to anyone!

Book with peace of mind
- 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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Wildwood
Select a filter and find qualifying sitters offering house sitting.Sitters in Wildwood average 4 repeat house sitting clients
FAQs for House Sitting - Wildwood
Frequently asked questions about Rover
The average cost of House Sitting in Wildwood is $56 per night as of October 2026. Most bookings cost between $33 and $67 per night. 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 617 sitters on Rover offering House Sitting across Wildwood. 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 Wildwood 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 Wildwood 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.
Tip: 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 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!
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 Wildwood. On Rover:
- 93% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 97% 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.





