House Sitting Wildwood

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Over 117
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: 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 is the very first sitter I have ever used. I was amazed at Robin’s ability to make my sweet Mendy feel calm and relaxed. Robin sent me sweet photos throughout the day which meant the world to me. I will definitely reach out to Tobin again when I am in need of a sitter for Mendy. Kind, professional and very dependable. Robin is a blessing to both me and Mendy!! ♥️🐾♥️😊

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Cheria D.
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
54 reviews
14 repeat clients
35 years of experience
The Villages, FL, 32162

Carol was amazing! She was extremely well prepared at the meet and greet, took notes and asked lots of questions. While we were gone she kept us updated with texts and pictures, which all showed calm and happy dogs. She brought them gifts and treats and was extremely conscientious about our little girl, who can be an escape artist if given even a little wiggle room. We already have Carol booked for a longer trip during the summer and know that we will feel comfortable the whole time.

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Patricia L.
Sitter Profile Image: Anthony W.
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Anthony W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 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: sabrina u.
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sabrina u.
from
$50
per night
5.0 out of 5 stars
23 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: 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: Matt S.
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Matt S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
55 reviews
12 repeat clients
1 year of experience
The villages, FL, 32163

Matt did a great job taking care of our animals and keeping us updated with photos! He also left our place like he found and we really appreciate it.

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karina j.
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 by far the best petsitter, pet lover, house sitter, and person in the world! I mean it! My dog absolutely adores her, and Misty hangs out and loves your pet as if it was her child! She is amazing and I wouldn’t have anyone else!

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

We love Addie!!!! We came home and our house looked better than when we left!!!! She took such great care of our dog Rudy and Parrot Kevin!!!!

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Tami H.
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

We left our two pups with Donna at our house for a long weekend. I was comfortable with her from the very beginning. Communication was great and I was very confident my dogs would be in great hands (which is not always the case!) She sent daily updates and pictures and kept me informed via text. She was outstanding. We all loved her! Hopefully I can get Donna each time my dogs need watched - it’s so nice to have someone you feel comfortable with and trust with your four legged family members!

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Julie N.
Sitter Profile Image: Margaret L.
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Margaret L.
from
$55
per night
55 years of experience
The Villages, FL, 32163

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

Sitter Profile Image: 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: KayLynn A.
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KayLynn A.
from
$60
per night
5.0 out of 5 stars
11 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: Sarah G.
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Sarah G.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Wildwood, FL, 34491

She did an amazing job watching our dogs and cat! She was very kind, caring, and thorough, and our animals took to her right away. She met with us beforehand to go over everything, which made me feel very comfortable leaving them in her care. I really appreciated how detailed she was with her updates, especially letting me know when the animals had been fed and keeping me informed of anything that came up. There really weren’t any issues, but on the occasions when something did come up, I appreciated that she communicated it with me rather than leaving me wondering. She was absolutely lovely to work with, and I could tell she genuinely cared about our pets. I would definitely hire her again and would highly recommend her to anyone looking for someone trustworthy and dependable to care for their animals!

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Molly D.
Sitter Profile Image: Sarah C.
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Sarah C.
from
$60
per night
5.0 out of 5 stars
15 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: Meghan B.
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Meghan B.
from
$75
per night
4.9 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
The villages, FL, 32163

Meagan was amazing! Super communicative, lots of pictures which I love. She took such great care of Duke and my home. She also brought her gorgeous dog Raven who Duke fell head over paws for. Hehe. She took them on lots of hikes and adventures and even gave him a bath!!! Will 100% use Meagan again!

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Betsy R.
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: Hannah D.
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Hannah D.
from
$60
per night
11 years of experience
The Villages, FL, 32162

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

Sitter Profile Image: Corey H.
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Corey H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
37 reviews
17 repeat clients
20 years of experience
Inverness, FL, 34450

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!

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Tracy S.
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: Hailey M.
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Hailey M.
from
$60
per night
4.9 out of 5 stars
47 reviews
19 repeat clients
10 years of experience
Lady Lake, FL, 32159

Hailey was AMAZING with both of our girls. We've been thru 2 years of a TOTAL gut and reno on our home and it's not quite done, but she worked around it and made her stay with them a true pleasure. Even handled a malfunctioning fire detector like a pro. We'll definitely have Hailey back to stay with our girls . . they absolutely LOVE her!

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Brenda S.
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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

Always awesome with the dogs and leaves the house just like we had it! If I could give higher stars I would!

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Sandy J.
House Sitting
5.0 out of 5 stars

There are no words to describe how Carol takes care of our dogs and our home. She is extremely attentive with amazing attention to detail. Exceptional communication while we were away. My girls love her. I was afraid they would want to go home with Carol instead of staying with me. Thank you, Carol. We will definitely be asking for you again

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Patricia L.
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
5.0 out of 5 stars

Jenna was excellent and we will definitely use her again when needed. Our dogs immediately took to her. She kept in contact with us and sent pictures of our pups during her stay.

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Dawn
House Sitting
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  • 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

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  • 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 for House Sitting in Wildwood on Rover is $56.61 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 626 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 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 short introductory meeting between you, your pet, 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.

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.

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

  • 96% of sitters can help with special care needs
  • 97% 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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