House Sitting Willow Oak

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

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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: Joshua G.
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Joshua G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 299 reviews
52 repeat clients
15 years of experience
Lakeland, FL, 33811

“Josh was FANTASTIC! Quick and clear communication when booking, even came for a meet and greet beforehand! Got pictures daily so we knew our pets were safe and happy - which is always a big relief when we have to travel. Our house was the same as we left it, clean! We'll definitely be booking with Josh again - it was well worth it!”

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Jessie 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: Emily F.
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Emily F.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Lakeland, FL, 33813

“Emily was great with Kevin and stayed with him a bit extra when we were running late. Would definitely hire her again. Thanks! 🤝”

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Ricky J.
Sitter Profile Image: Cathy J.
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Cathy J.
from
$60
per night
5.0 out of 5 stars
• 68 reviews
19 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: Pennie A.
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Pennie A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 16 reviews
5 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: 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: 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: Angie Johanna B.
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Angie Johanna B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 225 reviews
48 repeat clients
6 years of experience
Plant City, FL, 33566

“Angie stayed in our home with our dog Ava while we were away for the weekend, and she took EXCELLENT care of her! We are planning another trip next month, and we are so grateful that Angie will be back to take care of her again....she is amazing!”

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Paula B.
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: Gabrielle L.
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Gabrielle L.
from
$22
per night
10 years of experience
Lakeland, FL, 33811

About: I'm a certified pet sittier through Fetch Find and have over a decade of experience. I work with dogs, cats, and bunnies. I have experience with sick and anxious animals. My own senior cat is both and requires tender loving care to medicate. I'll bring the same love and patience to your animals that I bring to my own. I currently work from home full time. I have a semi flexible schedule and I'm available from 2pm-9pm for walks, drop ins, or anything your pets may need. I individualize my care based on what each client needs. That may look like giving your babies tons of attention or the space they need to feel safe. We can talk 1:1 to make sure your pets have what they need.

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: Mirla G.
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Mirla G.
from
$33
per night
5.0 out of 5 stars
• 10 reviews
8 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: 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: 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: 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: Hayward A.
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Hayward A.
from
$40
per night
3 years of experience
Lakeland, FL, 33811

About: I'm the guy who gets called when you get called in but haven't taken poor pookie out for a walk, the one who's there as you're planning your weekend get away, cats, dogs, birds of all sizes and personalities. Call me a day ahead for any inquiries to discuss distance and needs and I'll work on the time that they need for the best pet support. Communication is key and quite frankly unavoidable, I like to let the pet themself feel me out. You can pay me to come but only your pet can want to keep me around.

Sitter Profile Image: Natalie G.
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Natalie G.
from
$25
per night
10 years of experience
Lakeland, FL, 33811

About: I’ve taken care of animals since I was little as 11 years old. I had two dogs growing up and two cats growing up. I also had a ball python in high school and love reptiles! I currently work from 7:30 am to 4:00 pm Monday through Friday with an hour for lunch at 11:30 pm. I have the ability to switch my lunch hour and work from home three days a week! This is perfect if you are looking for a house sitter as I can hang out with your animals throughout the day while working from my laptop! I currently live in an apartment complex and unfortunately cannot house other furry friends. However, I am willing to come to you instead! I am a happy cat owner :)

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: 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: 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.

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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
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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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  • Reservation protection

    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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    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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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 of House Sitting in Willow Oak on Rover is $37 per night as of October 2026. Most bookings cost between $17 and $53 per night. 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 2,503 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.

<b>Tip:</b> 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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
  • 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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