House Sitting Willow Oak

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Over 65
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: Pennie A.
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Pennie A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
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: Kimberly R.
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Kimberly R.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
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: Megan D.
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Megan D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
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: 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 awesome. She house sat over The weekend for my dogs & cared for them like they were her own. She sent regular updates about the boys & left my house nicer than when I left.

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Nichole S.
Sitter Profile Image: Stacey T.
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Stacey T.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Plant City, FL, 33566

Stacey took wonderful care of our senior Boxer, Jingles, while we were away on an international trip. From the moment we met her, we knew Jingles would be in caring and capable hands. Jingles is an older dog with some special needs, including frequent potty breaks and a few age-related quirks, and Stacey handled everything with patience, kindness, and genuine affection. She kept us updated, gave us great peace of mind while we were traveling, and treated Jingles like she was her own. The biggest compliment I can give is that when we got home, Jingles spent the evening and the next morning walking around the house looking for Stacey. It's obvious they formed a special bond during the week, and that says everything about the love and attention Stacey gave her. We are incredibly grateful for the wonderful care Stacey provided and would not hesitate to book her again. If you're looking for someone who will truly care for your pet, I highly recommend Stacey.

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Phyllis S.
Sitter Profile Image: Lyndsay E.
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Lyndsay E.
Star Sitter
from
$65
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 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: 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

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: Riley D.
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Riley D.
from
$49
per night
9 years of experience
Mulberry, FL, 33860

About: I’ve lived my entire life with dogs. I currently have a 8-year-old Australian Shepherd and live with a 5-year-old Golden Retriever. I enjoy walking all dog breeds and sizes, and can help leash train your dog. I currently work remote Monday-Friday 8am-5pm with a one hour lunch break and am fully free on weekends. This leaves plenty of time to take care of your furry friends during the morning, midday, and evening. I would need internet access and a desk or tabletop during weekdays. I am open for FaceTiming, calls, and communication whenever needed and am particular about following instructions provided by the pet parent. They know best about their furry family members! I am also very strict about proper and comfortable leashing on walks or any time outside without a fenced in yard.

Sitter Profile Image: Emily F.
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Emily F.
from
$35
per night
6 years of experience
Lakeland, FL, 33813

About: I’ve had dogs my whole life in which I’ve been apart of their care giving and love. I adore animals more than anything and would love to help out other’s pets! I’ve had my Bella since 2020 and that’s when I really became a big part of animal care. I’m an upcoming college student who loves animals more than anything, I have a flexible schedule and will do everything in my power to meet you and your dog’s needs! I will meet any needs your dog requires and I frequently check food, water, bathroom breaks, etc. to make your dog as comfortable and loved for as possible.

Sitter Profile Image: Mirla G.
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Mirla G.
from
$33
per night
5.0 out of 5 stars
9 reviews
7 repeat clients
12 years of experience
Lakeland, FL, 33810

Great communication, she took great care of our dog while we were away. She administered medication and dealt with his anxiety issues with ease! Highly recommend!

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Suneed S.
Sitter Profile Image: Sandra J.
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Sandra J.
Star Sitter
from
$32
per night
5.0 out of 5 stars
14 reviews
4 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: 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: Natalia R.
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Natalia R.
from
$25
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Mulberry, FL, 33860

About: I grew up on a small farm, including many dogs and a few cats. I have always loved animals and I love all dogs from small to big and heavy. I currently have more than 5 dogs at the moment and love every one of them <3 I work a 8-5 job. I love animals and could always use some extra cash, I love to help out wherever it’s needed, on my days off or during the week! Whether it’s house sitting or just taking your pup out for a walk! I have a fenced backyard with a pool where my pit bulls and labs usually roam free when I let them out! They love fetch and I enjoy running around with them. It tires us both out haha! I also try to take them out for a walk at least once every week or two!

Sitter Profile Image: Melanie D.
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Melanie D.
from
$40
per night
5.0 out of 5 stars
4 reviews
15 years of experience
Lakeland, FL, 33811

About: I’m patient with all animals and love their energy they bring to my life. I’ve cared for animals since I was 2 years old and I’ve been connected with them ever since. I currently work a full time job that does allow me to have free time after work or weekends to care for cats and/or dogs in my free time. Although I don’t have a fenced area at my apartment complex I do have plenty of space to walk and we can always go to a park enjoying the scenery.

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

Joshua was kind and patient with our pets … and sent us pics while we were gone. Even video chatting with us one night! We appreciate all he did with helping our pets feel at home while we were gone.

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Aimee R.
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
21 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 5 year old{whom is ALSO an animal lover-- he got it honest😉-- he is VERY GENTLE/CARING when it comes to animals} 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 FENCED IN (6FT)--yard space for your fur baby to run around and play. He/she will always feel safe and loved under my care and supervision.

Sitter Profile Image: Rosemary S.
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Rosemary S.
from
$30
per night
4.9 out of 5 stars
13 reviews
10 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: Vonna J.
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Vonna J.
from
$55
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
6 years of experience
Plant City, FL, 33565

Vonna took care of my Minnie with love and lots of attention! She kept me updated daily on how things were going and sent photos every day of my baby 🥰 I will definitely use her again.

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Rhonda K.
Sitter Profile Image: Chase B.
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Chase B.
from
$50
per night
10 years of experience
Lakeland, FL, 33811

About: I grew up with pets almost all my life cats and dogs mostly. But I've helped friends take care of their pets like cats, dogs and some reptiles. I do my best to make sure I take care of any pets in my care. I'm available all times of the week and weekends. Only times I will not be available as if I have important things that have come to my attention. Such as medical visits and other various important appointments I keep all animals well fed.Make sure they have plenty of time to play.Go on walks and rest with plenty of peting and I make sure any special needs are met for the animals

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

Kenny took care of our three dogs and one cat for a week while we were on vacation and we couldn't have asked for anyone better. His attention to each pet's needs, the way he engaged with each of them, his patience with our 17 year old spicy chihuahua (with special needs) was more than I could have hoped for. Kenny was always communicative, sent lots of pictures, asked all the questions you hope your sitter will ask, and took amazing care of our pets and our home. Having him care for our crew made our vacation so much more enjoyable because I knew I didn't need to worry about how things were going at home. Honestly - if I could give Kenny more than 5 stars, I would - he's the best!

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Elisa E.
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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

Megan provided wonderful care for our Rubie. Mark and I are very grateful we have found someone who we trust with Rubie while we travel without her.

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Robin & Mark S.
House Sitting
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

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
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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

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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
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    Schedule a free in-person Meet & Greet to find the perfect fit
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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 $37.45 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 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:

  • 90% 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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