House Sitting Wildwood

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

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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.

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

“Anthony is unbelievable! He is the dog whisperer. Our dog Elvis loves him! We couldn’t be happier with the care and attention Anthony gave to him. He stayed in our home and took care of it like his own. We are so happy that we were blessed to find him.”

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Dave & Kathy G.
Sitter Profile Image: Carol Ann M.
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Carol Ann M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 56 reviews
15 repeat clients
35 years of experience
The Villages, FL, 32162

“Carol was the BEST! She is really thorough prior to her visit, making sure she knows everything about your pet. At our meet and greet, Jilli took to her right away, and just loved her. During her stay, she sent us constant updates, pictures and videos. She made sure Jilli got her exercise and lots of ball throwing and loving. She worked on learning Jill's wants and quirks, to make it all a better experience for her. When we got home, the house was spotless, and she actually went over and above on her cleaning! If I could give her 10 stars I would!! Try Carol out, you, your home and your pet will be in great hands!”

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Debbie R.
Sitter Profile Image: Robin H.
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Robin H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 61 reviews
15 repeat clients
50 years of experience
Wildwood, FL, 34785

“Robin, She is so sweet and thorough. My dogs were so relaxed and happy when I got home. That was so refreshing. Thank you Robin for being part of the family and not just a dog sitter. You are wonderful and aleo and Pierre are looking forward to your return! I would recommend Robin to anyone who needs a great babysitter. I would have given 10 Stars if it was available”

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Diana S.
Sitter Profile Image: sabrina u.
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sabrina u.
from
$50
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
2 years of experience
The Villages, FL, 32162

“Sabrina was amazing with our high energy GSP. She sent lots of pictures and made us feel super comfortable leaving our sweet girl for the first time. She followed our requested routine and cared for our pup just as we would have. We will definitely be using her again!”

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Kelsey a.
Sitter Profile Image: Donna Z.
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Donna Z.
from
$45
per night
5.0 out of 5 stars
• 63 reviews
16 repeat clients
25 years of experience
The Villages, FL, 32162

“Donna did a wonderful looking after my 2 labradors. She didn't hesitate to reach out if she had a question and sent me photos of the dogs every day. Professional, caring, on-time. I'd recommend her to anyone and definitely use her again.”

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Tommy T.
Sitter Profile Image: Matt S.
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Matt S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 57 reviews
14 repeat clients
1 year of experience
The villages, FL, 32163

“I can't recommend Matt enough! I had a last minute need to go out of town and met with Matt, literally days, before I had to leave. I was immediate comfortable with him. I have three pets, a senior chi, a male hating cat (not viscous, just hides) and a 4 month old puppy. He took great care of the senior, kept my puppy happy and occupied and even got the cat to like him and purr. I got pictures every day and the house was left immaculate. I highly recommend him and will definitely use him again!!!”

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Cynthia K.
Sitter Profile Image: Katherine B.
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Katherine B.
from
$45
per night
4.9 out of 5 stars
• 20 reviews
5 repeat clients
18 years of experience
Wildwood, FL, 34484

“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!”

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Tina G.
Sitter Profile Image: Misty B.
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Misty B.
from
$75
per night
4.9 out of 5 stars
• 35 reviews
15 repeat clients
40 years of experience
Wildwood, FL, 34785

“Misty is a lifesaver, so happy we connected. She stayed at the house with my Malinois for 4 days and when I got home, my dog was happy and healthy, and the house looked like Misty wasn’t there (she cleaned, did laundry, and left no trace). The peace of mind is priceless and I recommend Misty.”

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Kelly M.
Sitter Profile Image: Ernest B.
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Ernest B.
from
$75
per night
4.9 out of 5 stars
• 23 reviews
8 repeat clients
50 years of experience
The Villages, FL, 32162

“Ernest was wonderful with my 2 Senior dogs! They were calm and happy when I got home after a weeklong business trip. He stayed in my home with both of my pups and did a great job with everything. THANK YOU ERNEST!!”

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Amy R.
Sitter Profile Image: Jasmine C.
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Jasmine C.
from
$27
per night
5 years of experience
Wildwood, FL, 34785

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

Sitter Profile Image: Debra V.
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Debra V.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
33 years of experience
Wildwood, FL, 34785

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

Sitter Profile Image: Addie B.
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Addie B.
from
$28
per night
5.0 out of 5 stars
• 27 reviews
11 repeat clients
10 years of experience
Oxford, FL, 34484

“Addie was amazing!! Dogs were so well taken care of and the house was left clean! Amazing communication and love and care for your pets! Highly recommend!”

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Mandi L.
Sitter Profile Image: KayLynn A.
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KayLynn A.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
48 years of experience
The Villages, FL, 32162

“KayLynn was awesome as usual! She bailed us out with a very short notice request with our niece coming to visit! Took great care of our furry children and of course our home. We recommend her most highly!”

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Matt B.
Sitter Profile Image: Sandy K.
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Sandy K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 155 reviews
64 repeat clients
25 years of experience
The Villages, FL, 34762

“Can’t thank Sandy enough for taking such good care of my pups while I was gone. I get really nervous about new people watching them but after I saw Sandy interact with them I could go on my trip without constantly worrying & that means so much! Definitely booking again :)”

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Vanessa C.
Sitter Profile Image: Berkley W.
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Berkley W.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 52 reviews
17 repeat clients
15 years of experience
Lady lake, FL, 32159

“Excellent pet sitter for my cats. She Kept me informed daily how they were doing even sent photos. Took great care of my home while staying there. She even washed and changed the bedding before my return.”

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Michelle B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 34 reviews
13 repeat clients
10 years of experience
Lady lake, FL, 32159

“Jessica is a great puppy sitter. The boys (2 golden retreivers) got to go on walks and play and cuddle. They were so relaxed when we got home, you could tell they felt very comfortable with Jessica. She left the house very clean. We would definitely use her services again and recommend her highly.”

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Deborah K.
Sitter Profile Image: Corey H.
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Corey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 39 reviews
19 repeat clients
20 years of experience
Inverness, FL, 34452

“Corey was prompt, communicative, and did a great job taking care of our boys. This was our first Rover experience and really went well. Thank you!”

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Darren C.
Sitter Profile Image: Teri R.
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Teri R.
Star Sitter
from
$64
per night
4.9 out of 5 stars
• 27 reviews
8 repeat clients
30 years of experience
The Villages, FL, 32159

“Terry was great! We were visiting Florida from out of town and needed a sitter for 8+ hours with fairly short notice. Our sweet pup isn't always a fan of strangers - especially when we're leaving him with them. Terry was able to win him over - and even sent me a video of her giving him a belly rub! Not only was she willing to stay with him the entire time, but she brought him two toys - one being a stuffed alligator which has become his favorite since we've returned home! Terry clearly loves animals and I would definitely recommend her to anyone looking for someone to spoil their pet while they're away - she's Dudley approved!”

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Bridget F.
Sitter Profile Image: Sarah C.
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Sarah C.
from
$60
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
The Villages, FL, 34491

“Amazing sitter who sent photos and updates multiple times a day when I was away. She handled my skittish rescue pup with grace and even hand fed her. Highly recommended.”

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Michael B.
Sitter Profile Image: Marisol P.
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Marisol P.
from
$70
per night
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 night for house sitting in Wildwood is $50

Pet parents share their Rover experiences - Wildwood

1 / 1
5.0 out of 5 stars

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!

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Jamie D.
House Sitting
5.0 out of 5 stars

Absolutely amazing experience. The contact and pictures were an added bonus. Felt very comfortable and didn’t worry about my boys at all. Thank You Carol.

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Tammy C.
House Sitting
5.0 out of 5 stars

Bella was great! My husband and I are new to Rover (we usually have family help with care), and were a bit apprehensive about entrusting the care of our babies Buckley and Enzo (and home!) to a stranger. However, Bella proved to be incredibly responsive, caring and easy to work with. After a successful meet and greet, we felt confident Bella would give them the love and differentiated care they need based on their big age difference (Buckley is a senior dog at 13.5, Enzo is an "old" puppy at 2.5). We loved getting the many daily photos of outside and play time, and appreciated Bella's willingness to help us shuffle cars for street cleaning as well as manage trash pick up for the week we were gone. Buckley and Enzo seemed to really enjoy their time with Bella, and my husband and I were grateful to come home to a house as clean as we had left it. We would definitely recommend Bella to others and would be happy to work with her again. Thank you!

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Rachel L.
House Sitting
5.0 out of 5 stars

This is our second time using Misty. She is great and our pets love her. She leaves our house just as we left it, and we can vacation with ease knowing our pets are well cared for. We will use her every time!!

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Kimberly M.
House Sitting
5.0 out of 5 stars

Such a wonderful sitter for our Oliver! She is thorough and follow every instruction we've left. Oliver is happy and well taken care of! Thank you! Thank you!

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Sherri S.
House Sitting
5.0 out of 5 stars

Robin took excellent care of Louis and Riley. She did did exactly what was asked, and sent daily pictures. I highly recommend her.

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Stephanie J.
House Sitting
5.0 out of 5 stars

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!

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Will G.
House Sitting
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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit
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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 on Rover is $56 per night as of October 2026. Most bookings cost between $33 and $67 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 627 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.

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

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

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

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

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