House Sitting in Willow Oak

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

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Top rated Willow Oak 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: Kimberly R.
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Kimberly R.
from
$50
per night
5.0 out of 5 stars
8 reviews
30 years of experience
Lakeland, FL, 33811

Kim was an amazing caretaker of our home and pets. She communicated well, exceeded all expectations and allowed us to relax while away from home. I look forward to having her come again!

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Jessica G.
Sitter Profile Image: Cathy J.
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Cathy J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
67 reviews
18 repeat clients
4 years of experience
Mulberry, FL, 33860

Cathy was a great house sitter who looked after our two cats while we were traveling. She communicated really well, drove down to meet the cats before confirming the booking, and showed up on time before us leaving to get access to the building. She also did a wonderful job communicating during our travel/ her stay with the cats. She took care of the cats’ medications needs, too! What I loved most about her is how prompt she is about responding to any messages. She kept us updated with pictures and lots of other information. She has been kind to the cats and tolerated them sleeping in/ on her suitcase, ha ha. We found the cats happy and healthy. She also took care of our place, it looks great- just as we left it. She also washed the sheets and towels and overall left the place exactly as she found if not better☺️ She is a kind person, and very personable. We loved having her as a house / cat sitter and will contact her again when we need her care. Thanks much, Cathy! And see you soon ☺️

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Sohana N.
Sitter Profile Image: Mattison K.
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Mattison K.
from
$40
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Cleveland Heights, Lakeland, FL, 33803

Mattison was amazing with our babies! I needed someone last minute and she was available! Communicated and sent pictures! Most certainly will be using her again.

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Damaris A.
Sitter Profile Image: Christian W.
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Christian W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
66 reviews
28 repeat clients
10 years of experience
Lakeland, FL, 33813

Christian was amazing with our 4 dogs!!! He kept us up to date every day on how they where an that eased my mind so much!!! They dogs love playing outside with him so much an that made for good nap times an better bed time!!!

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Theresa T.
Sitter Profile Image: Joshua G.
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Joshua G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
239 reviews
48 repeat clients
15 years of experience
Lakeland, FL, 33811

Joshua is a total rockstar! He was amazing, staying with my pups & kitties. He took lots of photos and videos which definitely makes us happy to see how well they are all doing while were are away. He even scooped the litter for us without us asking. Definitely a great sitter. Trustworthy and dependable.

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Sharon & Craig A.
Sitter Profile Image: Megan D.
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Megan D.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Lakeland, FL, 33815

Our dog was well taken care of! We would definitely book with her again. She was caring and communicative while we were away.

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Shannon W.
Sitter Profile Image: Payton W.
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Payton W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
6 years of experience
Mulberry, FL, 33860

Payton was great!! House was in excellent shape when we got home and our pup warmed up to her quickly (he’s anxious and takes a bit sometimes). Definitely will rebook!

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Jennifer J.
Sitter Profile Image: Sandra J.
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Sandra J.
Star Sitter
from
$32
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
50 years of experience
Valrico, FL, 33594

Sandy was fantastic with my Bear! He was comfortable and well taken care of while I was away. My place was also well taken care of. I will gladly trust Sandy with Bear again in the future! Clear communication, cute consistent updates, and real peace of mind!

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Hannah S.
Sitter Profile Image: Stacey T.
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Stacey T.
from
$65
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Plant City, FL, 33566

About: Dogs have always been a huge part of my life, and I have experience caring for them at every age — from energetic puppies to sweet senior dogs. My background includes potty training, administering medications, dog walking, and pet sitting. I treat every pet like family and strive to provide reliable, loving, and personalized care. I am available at any time during the week for drop ins, pet sitting and dog walking. Reach out and we can come up with a schedule that fits your needs! I offer my pet care services in your home! I make sure your pet is happy with all of their needs met. Safety is very important to me as well so you don't have to worry about your furry best friend at home while you're away/

Sitter Profile Image: Karla L.
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Karla L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
163 reviews
51 repeat clients
18 years of experience
Lakeland, FL, 33813

Karla was absolutely wonderful with my two Golden Retrievers, Shiloh and Snow. She was kind, responsible, communicative, and clearly cared for them as if they were her own. Throughout my trip, I had complete peace of mind knowing they were in such loving and capable hands. She kept me updated, followed all care instructions, and went above and beyond to make sure they were happy and comfortable. I returned home to two very well-cared-for and content dogs. I highly recommend Karla and will gladly book with her again!

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BB D.
Sitter Profile Image: Serenah V.
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Serenah V.
from
$50
per night
5.0 out of 5 stars
87 reviews
28 repeat clients
6 years of experience
Lakeland, FL, 33811

Serenah was amazing with communication! She sent us videos and pictures of the pups everyday! Will definitely call her again!

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Barbara F.
Sitter Profile Image: Pennie A.
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Pennie A.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Lakeland, FL, 33815

I absolutely adored Penny, she took great care of my animals but also knew I had a stressful day returning to my kiddos that she got the house ready for me and honestly it was amazing. I will forever only hire her for anytime I leave for another holiday.

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Mari B.
Sitter Profile Image: Mirla G.
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Mirla G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
12 years of experience
Lakeland, FL, 33810

We couldn’t have asked for a better dog sitter! From the moment we met, it was clear how kind, reliable, and genuinely caring they are. Our dog was happy, relaxed, and clearly well-loved while we were away—which says everything. Communication was excellent, with regular updates and photos that gave us total peace of mind. We came home to a very happy pup and a tidy space, and it was obvious our dog had been treated like family. We would absolutely recommend them to anyone looking for a trustworthy, attentive, and compassionate dog sitter. We’ll definitely be booking again!

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Sammy K.
Sitter Profile Image: Trey O.
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Trey O.
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Lakeland, FL, 33813

About: I've grown up with dogs since I was 5 and cats since about a year ago. I'm far more familiar with dogs and their needs and enjoy walking with them and caring for them. I currently have two medium sized dogs who love snuggles, walks, and playing. I work part time at the Lakeland Veterinary and Hospital as a Kennel Technician. My schedule varies on a monthly basis as schedules are typically given out for the upcoming month. The first week of the month is the most difficult for me to schedule as typically the work schedule hasn’t been sent out yet. As for my work schedule it varies time frames ranging from 7am-5pm or 4pm-9pm on week days while weekends are typically 7am-1pm or 4pm-9pm. I'll be happy to discuss any time frames whether I know my schedule or not. I have two dogs at my house between 25lbs-50lbs who love snuggles and playing with each other. I go on a lot of walks with my dogs as they're both friendly and energetic. I make sure my puppies are well fed, have clean water, and give all the love they can possibly receive every day

Sitter Profile Image: Paiton C.
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Paiton C.
from
$50
per night
4 years of experience
Mulberry, FL, 33860

About: I’ve cared for dogs of all sizes and personalities, from dachshunds and pugs to labs, huskies, and golden retrievers. As a dog owner myself, I know how important it is to have someone patient, active, and genuinely caring watching your pets. I have a flexible schedule, so I’m able to give pets lots of attention, walks, playtime, and care throughout the day. Since I have a dog of my own, pet care is already a big part of my daily routine and something I genuinely enjoy. loved by sticking to their normal routines, giving them attention, exercise, and lots of care. I also keep owners updated, pay close attention to each pet’s behavior and needs, and create a calm and trustworthy environment.

Sitter Profile Image: Kenneth C.
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Kenneth C.
from
$50
per night
5.0 out of 5 stars
45 reviews
11 repeat clients
5 years of experience
Lakeland, FL, 33811

Our 2 dogs seemed very comfortable with Kenneth. He stayed at our house with them for a week and came back to healthy, happy dogs. (And our house seemed cleaner than when we left.) We would highly recommend him.

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Bonnie Y.
Sitter Profile Image: Christina M.
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Christina M.
from
$60
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
2 years of experience
Lakeland, FL, 33813

Christina did a great job with my fur babies! She kept me up to date on how they were doing and left the house nice and clean! I will be using her again in the future!

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Heather M.
Sitter Profile Image: Lyndsay E.
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Lyndsay E.
from
$44
per night
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Mulberry, FL, 33860

Lyndsay was super communicative with me from start to finish. My flight got delayed and offered to stay a few extra hours past what we agreed upon. She sent me pics of my babies throughout the day and the entire weekend. I highly recommend her and trust her with my pups!

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Adrian C.
Sitter Profile Image: Zachary H.
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Zachary H.
from
$31
per night
15 years of experience
Lakeland, FL, 33811

About: I have had pets my entire life. From puppies to old dogs all shapes and sizes. Love all animals and will care for your pet like it’s my own. I am currently home for summer as a college kid. I have a dog of my own so I take care of her. Your pet will be my first priority. I will take care of the pet by following the owners instructions and knowledge from years of caring for my own pets. Making sure that they are comfortable and having fun.

Sitter Profile Image: Destiny R.
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Destiny R.
from
$35
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
13 years of experience
Lakeland, FL, 33803

Destiny was fantastic with our 2 kitties. This was the first time we left them and she did a great job keeping us updated with texts and videos. I highly recommend her if you want someone friendly and knowledgeable.

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Angelia J.
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Willow Oak pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Megan was great! She took perfect care of our pups and house, communicated well, and gave updates proactively with pictures. We will happily trust her to watch our dogs again.

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Suneed S.
House Sitting
5.0 out of 5 stars

Cathy is great with the pups and this for this visit was a life saver for us. My husband was able to have her trouble shooting the power outlets in the garage to get the garage door opener working again and restore power to the refrigerator and freezer! Go greatly appreciated!!

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Laurie S.
House Sitting
5.0 out of 5 stars

Kim was AMAZING!! She was fabulous with our dogs and our home while we were away! We would definitely have her dog sit again! Highly recommended!!

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SydandSamsMom
House Sitting
5.0 out of 5 stars

Cassandra was fantastic! Our meet and greet was on time and our dog was very comfortable around her. She kept in touch everyday with pictures and sweet comments. We highly recommend Casandra for your pets.

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Connie P.
House Sitting
5.0 out of 5 stars

Josh is so good with Stryder. I could tell from the pictures he sent. Made the guilt I felt lessen. Definitely hire him again.

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Susan M.
House Sitting
5.0 out of 5 stars

Payton stayed with our dogs for 7 days and did a great job! She sent us pictures and updates every day, which we really appreciated while we were away. Our dogs looked so happy and comfortable the whole time, and it gave us a lot of peace of mind knowing they were being well cared for. We’re really glad we found Payton and would definitely book with her again!

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Wendy B.
House Sitting
5.0 out of 5 stars

Lyndsay was super communicative with me from start to finish. My flight got delayed and offered to stay a few extra hours past what we agreed upon. She sent me pics of my babies throughout the day and the entire weekend. I highly recommend her and trust her with my pups!

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Adrian C.
House Sitting
5.0 out of 5 stars

Another peaceful weeklong trip in the books! Ken takes great care of our pups and house while we’re away. I know I can trust him and that lets me relax on vacation 😎

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Lynette T.
House Sitting
5.0 out of 5 stars

Alexandra is incredible! She is punctual, dependable, responsible and not to mention amazingly kind to my animals! She was very easy to communicate with and she kept me updated on how things were going. I had such a peace of mind knowing that she was taking care of our animals while we were gone. I would 100% recommend anyone to use Alexandra for your pet needs!! Seriously, she is the best!

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Jessica P.
House Sitting
5.0 out of 5 stars

We’ve used Lyssa countless times now and love having her for our three large dogs. She not only take care of our dogs but also our home. Highly truthworthy with great communication!

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Cherry H.
House Sitting
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Find pet care near you

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 Willow Oak is $45

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 Willow Oak average 3
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 Willow Oak on Rover as of Jun 2026 was about $45 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 Willow Oak 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 1,367 house sitters in Willow Oak. 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, 87% of Willow Oak house sitters respond in under an hour.

House sitters in Willow Oak have an average of 14 years of experience. House sitters with repeat customers have an average of 3 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 Willow Oak.

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. Willow Oak 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.