House Sitting in Wildwood

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

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Top rated Wildwood house sitters

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: Carol Ann M.
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Carol Ann M.
Star Sitter
from
$46
per night
5.0 out of 5 stars
48 reviews
12 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
14 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: 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: Donna Z.
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Donna Z.
from
$45
per night
5.0 out of 5 stars
62 reviews
16 repeat clients
25 years of experience
The Villages, FL, 32162

When it comes our pets, my wife and I are inveterate worriers. Donna made us feel at ease right away, and our trust in her was well-placed. She took great care of our big, goofy dog. We will absolutely call on her again.

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John A.
Sitter Profile Image: Victoria Z.
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Victoria Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
97 reviews
32 repeat clients
34 years of experience
The Villages, FL, 32162

Our dogs loved staying with Victoria! She went above and beyond to make them comfortable during their stay. Would highly recommend leaving your pets in her care!!

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Amy H.
Sitter Profile Image: Mary A.
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Mary A.
from
$80
per night
5.0 out of 5 stars
88 reviews
37 repeat clients
30 years of experience
The Villages, FL, 32163

Mary does an amazing job. Toby is so well cared for and happy with her and she leaves my house spotless. My first choice of sitter every time

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Ellie A.
Sitter Profile Image: Ximena S.
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Ximena S.
from
$50
per night
5.0 out of 5 stars
2 reviews
20 years of experience
Wildwood, FL, 34785

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.

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

Matt was great with our doggos. Both dogs have separation anxiety, but he was able to work with them and make sure they were comfortable. He sent multiple pictures throughout the day that just confirmed they were in the right hands.

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Nicole H.
Sitter Profile Image: Joseph S.
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Joseph S.
from
$32
per night
5 years of experience
Wildwood, FL, 34785

About: Pets have always been a part of my life—whether fur, scales, or feathers, there’s never been a time my home wasn’t shared with animals. I truly believe pets don’t just live in a house—they make it a home and become family. I recently welcomed a playful cat named Ducky, who has quickly reminded us what it’s like to have curiosity, energy, and a bit of chaos woven into everyday life. That same appreciation for each pet’s personality carries into the care I provide. Whether it’s a quick visit or a longer stay, you can count on me to keep your pet safe, comfortable, and genuinely cared for as if they were my own. I focus on maintaining their routine, minimizing stress, and making sure they feel secure and at ease—until you’re back home and reunited. I'm currently a reservist in the military, so I have a lot of free time to help busy schedules and vacations. You want to take that cruise you have been planning? Or have a busy meeting to go to? You can count on me We share our home with a lively, vocal kitty named Ducky who keeps things active and full of personality. She’s playful, curious, and always ready to “chat,” which has made us very attentive to creating a safe, calm, and well-managed environment for all animals in our care. That same level of awareness and responsibility extends to every pet I look after. I prioritize safety, routine, and comfort, ensuring each pet feels secure and cared for as part of the family while they’re with me.

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

Addie did a great job caring for our senior dog and two cats. She sent pictures while we were away so we felt connected to home while on vacation. We returned to a clean house and happy pets!

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Leslie W.
Sitter Profile Image: Misty B.
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Misty B.
from
$75
per night
5.0 out of 5 stars
32 reviews
14 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: Cher H.
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Cher H.
from
$65
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
6 years of experience
Oxford, FL, 34484

Excellent care of our puppy!!

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Calvin B.
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: sabrina u.
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sabrina u.
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
2 years of experience
The Villages, FL, 32162

Sabrina took wonderful care of Elsey and Sugar. She was communicative and provided regular updates with photos. Both my pups seemed very happy when I returned home. We’ll definitely book with her again.

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Kim E.
Sitter Profile Image: Meghan B.
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Meghan B.
from
$75
per night
4.9 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
The villages, FL, 32163

Meghan was awesome! Our dogs loved her and her dog Raven!! Meghan was great at communication and sent us lots of pictures of our pups. We came home to a clean house and happy dogs :) Highly recommend!

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Elsa A.
Sitter Profile Image: Allyson K.
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Allyson K.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
6 years of experience
Wildwood, FL, 34785

Allyson was amazing with our dog Oreo. We were so pleased with her care. She shared photos of Oreo and kept in contact with us. We definitely recommend Allyson and will use her in the future.

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Sarah K.
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: Sandy K.
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Sandy K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
132 reviews
56 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.
Verified Enhanced Background Check
Berkley W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
15 years of experience
Lady lake, FL, 32159

About: I absolutely adore animals. I love dogs and cats equally, I also have experience owning/caring for rodents and fish. I worked at a vet for a while so I have experience with animal care along with medicine distribution. I’m open to any hours of the day!l I’m very flexible when it comes to same day visits. Just contact me and I’ll work you right into my schedule! I always approach an animal with caution and care, I allow the animal to sniff my hand first and let them approach me. I am careful when reading their body language and I am adamant about respecting an animal’s boundaries.

Sitter Profile Image: Maria L.
Verified Enhanced Background Check
Maria L.
from
$45
per night
5.0 out of 5 stars
15 reviews
1 repeat client
6 years of experience
Wildwood, FL, 34785

About: I have been taking care of dogs since I was a kid! I’ve always own dogs growing up. I use to work at a doggy day care/ boarding facility as well as a vet clinic. I took care of all types of dogs and cats. During my time at the day care I’ve had hand on experience with all different types of breeds (big and small) As I worked in the day care, I learned to bathe and groom dogs as well. I will always make sure you’re dog gets the daily exercise they need as well as tender, love, and care! I can do drop in visits for cats as well! I’m a huge animal lover and can care for any animal! I use to dog sit and cat sit for family friends, old managers, and family members throughout my life. Taking care of animals is very important to me I’m currently a full time college student and will be home all the time expect for the occasional errands. All of my classes are online which allows me to be home to love and care for you’re dog. I love to stay active and go on walks to the park and of course would bring you’re dog along! Since I am home full time I will be able to give you’re dog the time and attention they need while you’re away! I always want to make sure you’re dog is health and happy! If it’s okay with you, I would love to treat you’re dog to a pup cup after our walks. You can ask me any question and will keep you informed on how they are doing with pictures as well!

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Over 115
pet parents in Wildwood have booked house sitting

Wildwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Misty did a great job watching our two golden retrievers in our home. The boys were calm within seconds of meeting her, showing their immediate trust. We had an enjoyable evening out knowing they were in good hands. We will definitely be using her services again and we highly recommend her.

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Deborah K.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Mary Catherine is consistent, reliable, caring and so funny! She always makes us giggle at the updates she sends on Oliver! We feel very comfortable with her, and Oliver always looks well taken care of when we return! THANK YOU!

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Sherri S.
House Sitting
5.0 out of 5 stars

Cherie was great with our pets while we were on vacation and left our house spotless! Definitely book her for your next vacation!!

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Halle D.
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

Anthony was fantastic! He took such great care of our dog Zoey. We got updates everyday which was awesome. She had a great vacation and so did we.

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Gail S.
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

Allyson was amazing with our dog Oreo. We were so pleased with her care. She shared photos of Oreo and kept in contact with us. We definitely recommend Allyson and will use her in the future.

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Sarah K.
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
5.0 out of 5 stars

I couldn’t be happier with Ralph’s care and how sparkling clean the house was left. Thank you so much! We will definitely be booking again!

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Celeste N.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Wildwood is $50

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 house 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.

Sitters in Wildwood average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Wildwood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 599 house sitters in Wildwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 92% of Wildwood house sitters respond in under an hour.

House sitters in Wildwood have an average of 19 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Wildwood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Wildwood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

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

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