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.

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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 awesome! She sent lots of pictures, helped with learning how to walk my dog on a leash, and provided great tips and tricks for training. I will definitely be calling her again.”

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Katie D.
Sitter Profile Image: Stacey T.
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Stacey T.
Star Sitter
from
$57
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: Sandra J.
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Sandra J.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 16 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: 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: William G.
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William G.
from
$38
per night
4.9 out of 5 stars
• 9 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: Alexandra G.
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Alexandra G.
from
$27
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Florida Southern College, Lakeland, FL, 33801

“Super sweet girl, made sure my dog and my apartment were taken care of overnight while I was gone. Communicated very well and sent pics! Will definitely use her again!”

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Alyssa R.
Sitter Profile Image: Jorge V.
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Jorge V.
from
$45
per night
25 years of experience
Lakeland, FL, 33810

About: Hi! I'm a lifelong animal lover with years of hands-on experience caring for pets of all kinds. Ever since I was a kid, animals have been a big part of my life. My grandfather owned a farm, where I helped care for dogs, cats, horses, chickens, goats, and many other animals. Those experiences taught me patience, responsibility, and how to understand the unique needs of each animal. I believe every pet deserves to feel safe, loved, and comfortable while their family is away. Whether your dog loves long walks, playing fetch, exploring outside, or simply relaxing with companionship, I'll make sure they receive personalized care and plenty of attention. I'm dependable, responsible, and committed to keeping pet parents informed. You can expect regular updates, photos, and clear communication so you'll always know how your furry family member is doing. I treat every pet as if they were my own, with kindness, patience, and respect. My goal is to earn your trust by providing a safe, fun, and loving experience for your pet while giving you complete peace of mind. I look forward to meeting you and your best friend! Pet care fits naturally into my daily routine, and I make it a priority to provide reliable, consistent care. I have a flexible schedule that allows me to dedicate quality time to walks, feeding, playtime, and companionship. I plan my day around each pet's needs and routine, ensuring they receive the attention, exercise, and care they deserve. Whether it's a quick drop-in, daily walks, or overnight care, I'm committed to being dependable and making sure every pet feels safe, comfortable, and loved. Your pet's safety and well-being are always my top priorities. I take the time to learn each pet's routine, personality, and any special instructions so they receive the best possible care. Whether I'm caring for your pet in my home or yours, I'll maintain a clean, calm, and safe environment while following your feeding schedule, exercise routine, and any medication or care instructions. I always make sure pets have fresh water, plenty of attention, and a secure environment. During walks, I use safe handling practices and stay alert to my surroundings. I also provide regular updates and photos so you can feel confident and connected while you're away. My goal is to treat every pet with the same love, patience, and respect I'd give my own.

Sitter Profile Image: Angie Johanna B.
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Angie Johanna B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 227 reviews
49 repeat clients
6 years of experience
Plant City, FL, 33566

“Angie watched our dog and house-sat while we were on a 9-night cruise. She did a fantastic job. It was so nice knowing that Faith was being well cared for. Peace of mind when you are in the middle of the ocean is priceless. She also took good care of our home and left it clean. We have used Angie before and will continue to use her services.”

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Jacqui W.
Sitter Profile Image: Bethany & Nathan P.
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Bethany & Nathan P.
Star Sitter
from
$70
per night
4.9 out of 5 stars
• 173 reviews
87 repeat clients
8 years of experience
Lakeland, FL, 33813

“Thank you so much for all the updates and for taking such great care of Moose and Minnie it was nice to take a mini vacation and to know our rotten kids were taken care of so well😊”

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Marna C.
Sitter Profile Image: Rachel A.
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Rachel A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 49 reviews
22 repeat clients
3 years of experience
Riverview, FL, 33578

“This was our second time working with Rachel and she did an excellent job taking care of our dog while we were away. She is prompt, polite, and easy to communicate with.”

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Sarah L.
Sitter Profile Image: Kristy W.
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Kristy W.
from
$75
per night
40 years of experience
Mulberry, FL, 33860

About: I have been a dedicated pet owner and animal lover my entire life, caring for both dogs and cats from childhood through adulthood. Over the years, I’ve had the privilege of raising and caring for multiple pets, including those adopted, rescued, or entrusted to me by others. At one point, I lovingly managed a household of five pets, ensuring each received attentive, compassionate care. My experience also includes caring for a beloved dog left to me by a close friend, honoring his wish that I provide a safe and loving home. Today, I continue that same level of care by helping my son and his wife with their dogs whenever they travel—my “granddogs,” who I adore. With a lifetime of hands-on experience, I understand the importance of trust, consistency, and genuine affection when it comes to pet care. I am now excited to extend that care to others in my community, offering reliable, attentive support for pet owners who need assistance while traveling or during busy workdays. Thank you for the opportunity to care for your pets—they will be treated like family. I'm currently retired I retired from the federal government working for the NOAA Hurricane Hunters after 33 years of service. I've been enjoying travel and visiting with family and friends and when I'm home I thought I could do some things that I enjoy and help other people that may need or want to travel or just need help with their fur babies 🐕🐾🐈‍⬛️🐈 I currently do this for my son and his wife when they want to travel the world or have business trips with my granddogs 👑🐾😆🐕 For clients that need assistance with pet sitting, I usually love to have an outline of what you prefer so that I can honor the type care that you also provide your pets. I follow an outline when I care for my family's pets when they travel and they provide the list of the vitamins or any quarks or anything that I need to know a timeline and I just try to honor whoever needs care by how they would like the care handled while they are away. The main thing is that I don't want anybody to worry when I'm caring for their pets. You should be able to travel and handle business trips or vacations without worrying if you're not able to take your pet with you that they're safe and well cared for. I also like to make notes daily,if I'm giving vitamins or supplements or anything occurs I want to share. I like to keep track of it and leave that sheet for you when you return.

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: Katrina L.
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Katrina L.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Bartow, FL, 33830

“Katrina did a wonderful job caring for our 3 pets while we were away. I received updates and photos. She followed our care list carefully. I would highly recommend her.”

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Sherri W.
Sitter Profile Image: Shara S.
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Shara S.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Riverview, FL, 33578

About: My family and I have fostered dogs for years. That experience has taught me how to handle everything from nervous rescues to higher energy pups with patience and love. Friends, neighbors, and family have trusted me to walk, feed, bathe, and care for their pets like they’re my own. Whether your dog needs playtime, snuggles, or a calm routine, I’ll make sure they’re safe, happy, and cared for. My job is hybrid so I’m in office 2 days a week but my work is flexible so there’s always room for adjustments. I care for pets in their own homes to help them stay comfortable in their familiar environment. Animals that love to cuddle or play go hand in hand with my personality.

Sitter Profile Image: Ryan H.
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Ryan H.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
29 years of experience
Lakeland, FL, 33811

About: Experienced in day-to-day care, emergency situations, disabled animals (hearing/seeing impaired, as well as limited ambulatory abilities), and also post-operative care. I am available for drop-in potty break visits, walks, overnight stays, giving medication, and transportation. In addition to caring for the various animals I've had I'm my family over the years I've also been a volunteer at the SPCA since 2020, entrusted with the care of many dogs and cats during that time. I work full time from 7:30am to 4pm, Monday through Friday, however my schedule can be adjusted to accommodate early morning drop-in visits as well as overnight stays and transportation if needed. I see to my pets overall wellness, going beyond food, water, and bathroom breaks. In my mind their lives are relatively short compared to a humans, and it's important to me that animals I call family members are not only physically healthy but happy and stress free. I extend this same level of care to the furry, four-legged family members of those who entrust me with their care. I welcome the chance to visit your home and meet your pets to make sure it is a good fit before committing to my services.

Sitter Profile Image: Christie P.
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Christie P.
from
$50
per night
4.8 out of 5 stars
• 16 reviews
2 repeat clients
35 years of experience
Seffner, FL, 33584

“Christie accommodated our last minute request to care for our precious Stella. She kept us updated with messages and pictures throughout our trip, which made it so much easier to relax and enjoy ourselves. Christie also administered Stella’s medication, and Stella is feeling so much better now thanks to her care. Thank you, Christie, for taking such wonderful care of Stella!”

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Edith A.
Sitter Profile Image: Alexis I.
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Alexis I.
from
$25
per night
5.0 out of 5 stars
• 4 reviews
4 years of experience
Lakeland, FL, 33803

About: I’ve walked dogs around my neighborhood for the past four years. I have lots of experience with animals— I personally have many different animals such as dogs, cats, and others! I’ve had experience in the veterinary field and want to pursue the veterinary field and become a licensed veterinarian! I am free for whenever is needed! I am hoping to head over to college soon but in the mean time work up some cash! I have been walking dogs around my own neighborhood around four years now. I treat the animals week, in which they are safe and happy!

Sitter Profile Image: Dana D.
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Dana D.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 33 reviews
9 repeat clients
30 years of experience
Riverview, FL, 33569

“Dana is the dearest sitter! This is her second homestay with our Louie and we just appreciate her so much. She treats Louie like her own and he just loves being with her. Dana is a very considerate house guest, too. We just love Dana and hope she will sit for us again!”

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Irene Q.
Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Dixieland, Lakeland, FL, 33803

“Jasmine is an amazing dog sitter. She is a true animal lover and treated my dog like he was her own. She sent me plenty of pics and videos and I never felt out of touch with what my Pug’s day was like. It was so nice to not have to worry about my baby while I was away. I will definitely use Jasmine again in the future. She is a true gem.”

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Lauren G.
Sitter Profile Image: Ameliya J.
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Ameliya J.
from
$28
per night
10 years of experience
Southwest, Lakeland, FL, 33803

About: I’ve watched over 5+ animals and house sat for over 3. I have 3 pets of my own my dog Lexi, my cat Jinxy, and my newest cat itty bitty. I love animals and have been around them my whole life. I can’t recall a single moment i didn’t have a cat in my lap or playing outside with a dog I’m currently in school at Polk state until I’m out for the summer. But a typical day in the life if me includes me getting up, getting myself together, and getting my animals what they need. Mondays and Wednesdays I am more available Tuesday’s and Thursdays I have school ,until the end of may, and I’m available more in the afternoon to evening. Weekends I’m fully available. I take care of all pets as if they were my own fur babies. I make sure to let them out regularly, take them for walks to get some energy out, clean the litter DAILY, make sure they are feed, have water, and make sure to clean their bowls after use.

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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

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5.0 out of 5 stars

Kathy does a great job taking care of Joe , everything is clean and how we left it . She updates with pics and reports which we love , will continue to use her when she is available

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Troy N.
House Sitting
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

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

DeDe house set for our 4 cats and 2 dogs over a four day weekend. Great job as always! I would not have been comfortable leaving them if not for her. Thank you DeDe!!!

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Sherry N.
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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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Sitters in Willow Oak average 3
repeat house sitting clients

FAQs for House Sitting - Willow Oak

Frequently asked questions about Rover

The average cost of House Sitting in Willow Oak is $37 per night as of October 2026. Most bookings cost between $17 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,468 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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
  • 97% 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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