House Sitting Willow Oak

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

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Over 60
pet parents in Willow Oak have booked house sitting

Willow Oak, 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.

1 / 1
Sitter Profile Image: Cathy J.
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Cathy J.
Star Sitter
from
$60
per night
5.0 out of 5 stars
68 reviews
18 repeat clients
4 years of experience
Mulberry, FL, 33860

Cathy is wonderful! My dog can be a handful but she was so sweet and kind with him. She sent several pictures and updates throughout the day. We came home to a happy doggy and two happy kitties. She’s definitely going to be our go to!

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Lexi M.
Sitter Profile Image: Trey O.
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Trey O.
Star Sitter
from
$30
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
6 years of experience
Lakeland, FL, 33813

Trey did a great job watching my dogs! Felt very at ease while we were away. Appreciative of Trey being flexible and coming in between his work hours as needed.

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Matthew R.
Sitter Profile Image: Lyndsay E.
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Lyndsay E.
from
$65
per night
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Lakeland, FL, 33811

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: 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: Amber M.
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Amber M.
from
$35
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Plant City, FL, 33565

Amber was so great with our babies and kept us updated with photos and videos of them!! We will definitely be using her services again!

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

My dog ​​and I were very happy with Christian. Christian is awesome, very attentive and caring. He kept me updated throughout the day with comments, photos and videos. I felt very comfortable leaving my Scooby with Christian. I will definitely hire him again. Thank you for taking such good care of my Scooby prince.

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Francisca R.
Sitter Profile Image: Pennie A.
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Pennie A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Lakeland, FL, 33815

Pennie was everything my dogs and I needed! From the first contact to the very end she was responsive and great to work with. She was able to handle my overly excited dogs when she arrived, her calm demeanor helped them settle quickly. Pennie kept their normal schedule and my dogs were completely content that I was away, this made my very happy and settled my nerves about leaving them. Pennie will be my go to for now on.

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Michelle A.
Sitter Profile Image: Megan D.
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Megan D.
from
$40
per night
5.0 out of 5 stars
4 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: Aubrey A.
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Aubrey A.
from
$35
per night
5.0 out of 5 stars
2 reviews
1 repeat client
16 years of experience
Lakeland, FL, 33813

Aubrey did great with Kevin! Would definitely hire her again. Thanks!

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Ricky J.
Sitter Profile Image: Danielle W.
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Danielle W.
from
$40
per night
4.9 out of 5 stars
116 reviews
35 repeat clients
1 year of experience
South Lake Morton, Lakeland, FL, 33801

Danielle was great! When I got home the animals were very content and only my dog seemed to notice I had been gone. I loved the pictures and videos to know they were doing well while I was away

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Lori I.
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: Mirla G.
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Mirla G.
Star Sitter
from
$33
per night
5.0 out of 5 stars
9 reviews
6 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: Sandra J.
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Sandra J.
Star Sitter
from
$32
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
50 years of experience
Valrico, FL, 33594

Sandra has a beautiful soul. She took such good care of my babies. She sent me pictures of them made into these lovely collages that I know took time and care to create. I rebooked her for my next trip already!

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Annie S.
Sitter Profile Image: Jack S.
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Jack S.
from
$40
per night
5.0 out of 5 stars
4 reviews
11 years of experience
Lakeland, FL, 33813

Jack had such a great and calm energy and it really helped with Baxter’s anxiety! He was very responsive and sent us updates and pictures. Thank you, Jack!

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Rachael B.
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 was great with our dog and cat. She kept to their schedules and stayed at our place for several nights. You couldn't even tell she had been here. We wouldn't hesitate to use her again.

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Christy H.
Sitter Profile Image: Rosemary S.
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Rosemary S.
Star Sitter
from
$30
per night
4.9 out of 5 stars
13 reviews
9 repeat clients
50 years of experience
Plant City, FL, 33563

Found Rosemary to be very reliable in taking care of our pets. She was attentive to our instructions and flexible to unexpected changes. She kept us informed and updated. We really appreciate not having to stress knowing the pets were being taken very good care of while we were away.

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Terry G.
Sitter Profile Image: William G.
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William G.
from
$38
per night
4.9 out of 5 stars
8 reviews
1 repeat client
16 years of experience
Lakeland, FL, 33813

About: My fiancé & I have always had a deep passion for taking care of, loving on, and nurturing fur babies! I have always called her the "dog whisperer". We have always had one thing in common, and that is our LOVE for animals. My fiancé works from home and is also a FULL TIME mommy to our 3 year old{whom is ALSO an animal lover-- he got it honest😉} We have a VERY flexible schedule to accommodate your needs in someone giving the upmost CARE & LOVE for your fur baby while you are gone away and/or on vacation! You will NEVER have to worry while your furbaby is under our care, they will feel just like a part of our fam{iLy} while with us! We promise to provide the VERY BEST care and love for your furbaby♡ I am available 24/7 to care for all of your furbabies wants and needs. Available weekdays, as well as weekends. I am able to keep your pet overnight, for however many days/nights as needed. I am also very flexible and willing, IF NEEDED; to pick up AND/OR drop off and bring your fur baby to your home anytime (including EARLY PICK-UP/LATE DROP-OFF} for an additional $15.00-20.00 {depending on the distance that I would have to travel}-- if that option would be MORE CONVENIENT for you😊 I can provide references if needed! You may contact me AT ANYTIME day/night! {If you would like, we can FaceTime as well} You will receive plenty of pictures/videos, along with frequent updates on how your furbaby is doing while under our care! I have plenty of yard space for your fur baby to run around. He/she will always feel safe and loved under my care and supervision.

Sitter Profile Image: Barbara A.
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Barbara A.
from
$30
per night
1 year of experience
Lakeland, FL, 33811

About: I have been a pet sitter since two years ago. I sat and walked my friend’s dog who lives in Chicago for the past two years. I’m currently working part time, so I have the time to take care of any animal as long the animals doesn’t bite me. I would feed them as needed and walk them 3 times a day. I don’t have a dog at the moment, but my cat is taken well care of and given plenty of love.

Sitter Profile Image: Ashlei F.
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Ashlei F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
13 reviews
7 repeat clients
27 years of experience
Crystal Lake, Lakeland, FL, 33801

She's amazing took care of my babies at home. I feel like my babies didn't missed me becaise she is so good. Booking her again in a couple days.

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Jessika V.
Sitter Profile Image: Erika W.
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Erika W.
from
$36
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Lakeland, FL, 33813

Erika was amazing watching our fur babies! We booked short notice, about a week before our trip. She was quick to respond and set up a meet and greet to meet our babies. Winston loves her. She sent pictures and updates throughout out the stay and was very kind and had no problem adjusting the stay according to mine and my husbands plans that got pushed back a day. Winston and our kitties were very happy when we got home. I would recommend Erika to watch anyone's pets, she was great and extremely reliable!

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Selena M.
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The median cost per night for house sitting in Willow Oak is $50

Pet parents share their Rover experiences - Willow Oak

1 / 1
5.0 out of 5 stars

Cathy was great at communicating both before our trip and during. Definitely would recommend her to anybody.

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Mario T.
House Sitting
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

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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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.

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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Willow Oak

Select a filter and find qualifying sitters offering house sitting.

Sitters in Willow Oak average 3
repeat house sitting clients

FAQs for House Sitting - Willow Oak

Frequently asked questions about Rover

The average cost for House Sitting in Willow Oak on Rover is $37.04 per night (as of July 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 July 2026, there are 2,467 sitters on Rover offering House Sitting across Willow Oak. 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 Willow Oak 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 Willow Oak 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 Willow Oak 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 Willow Oak. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 99% 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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