House Sitting Woodside

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

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Over 13
pet parents in Woodside have booked house sitting

Woodside, 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: Busara C.
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Busara C.
from
$65
per night
5.0 out of 5 stars
• 94 reviews
17 repeat clients
5 years of experience
Dover, DE, 19904

“Busara was incredible! She was so attentive to the animals and sent us great updates! She was so professional and lovely to interact with. I can’t recommend her enough!”

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Brianna C.
Sitter Profile Image: Samantha N.
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Samantha N.
from
$42
per night
5.0 out of 5 stars
• 218 reviews
54 repeat clients
15 years of experience
Dover, DE, 19901

“Samantha was wonderful! She was so patient with our dog who can be very timid and stubborn. Will definitely be using Samantha again for further stays!”

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Kelly P.
Sitter Profile Image: Claire A.
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Claire A.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Dover, DE, 19904

About: Taken care of many of my neighbor’s, family’s, and other’s pets over the years. I’ve done overnight stays as well as drop ins and walks. I have pretty wide availability so just let me know what you need! I’m in a graduate program so I can do overnight stays & walks/drop ins. I’m pretty flexible so just let me know when you need me and we can likely make it work! I maintain a safe environment and closely follow instructions from the owner! I’ll always reach out if I’m unsure of something to make sure I can give your babies the best care!

Sitter Profile Image: Elexis M.
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Elexis M.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
DE, 19934

About: I’ve taken care of many animals throughout my teen to adult years. I volunteered at a rescue taking care of mostly the cats. I’ve previously helped rescue kittens and dogs. I’ve always had animals around me. I’m a very big animal lover. I currently have 2 cats and 2 dogs and cat sit a kitten from time to time. I give the cats baths maybe once a month and the dogs weekly and I routinely walk the dogs. I watch the dogs while they’re outside while also giving them extra love. I love taking dogs on walks. I play with cats and even bring along toys that I know my cats love.

Sitter Profile Image: Shauna H.
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Shauna H.
from
$60
per night
4.8 out of 5 stars
• 27 reviews
13 repeat clients
20 years of experience
Dover, DE, 19904

About: I absolutely love animals and love to spoil them with attention, pets, nice long walks, and maybe a treat with mom or dad’s permission. I’ve taken care of all sorts of dogs since the age of 10 and would love to look after your fur baby as well! I work from home so I have an plenty of time for your pup! We’ll start our day with a nice walk and breakfast, then some play time, and finish of the day with two more walks. If the weather is nice enough we will take a hike with mom and/or dad’s permission. I take the time to get to know each pup individually and create a care plan unique to their needs and personality. I have amble space to give shy pups what they need and plenty of energy to keep up with high energy breeds.

Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$40
per night
5.0 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Dover, DE, 19901

“Kelsey was the best!! It was my first time leaving my dogs with a stranger of any sort and I didn’t have to worry for a second with Kelsey. She communicated, sent me lots of pictures, took perfect care of them, and I swear the house was cleaner than I left it. She watched my two big energetic dogs for FOUR days and I’d totally use her again if needed!!”

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Kate B.
Sitter Profile Image: Cody Y.
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Cody Y.
from
$35
per night
15 years of experience
Magnolia, DE, 19962

About: I grew up with dogs and have always considered them part of the family. Until last year, I cared for my own dog, Tank, who passed away at 14. Caring for him through his senior years taught me the value of patience, close observation, and keeping a pet’s routine as comfortable and consistent as possible. Tank occasionally had seizures, which gave me firsthand experience remaining calm, reducing stimulation, helping keep a dog safe from injury, and closely monitoring them while following an owner’s or veterinarian’s instructions. I understand that every pet has their own needs, personality, routines, and comfort level. I’ve also dog sat for family members and truly enjoy making sure their pets receive dependable care, affection, exercise, and companionship while they are away. I’m detail-oriented and will follow your instructions closely. Feeding schedules, walking routines, medications, and house rules to favorite toys, training cues, and any special needs, your pet will feel safe, loved, and cared for in your absence. I work part-time as a caregiver for a person with a disability, a role that has strengthened my patience, reliability, and attention to individual routines and needs. Because my schedule is flexible, I can accommodate a wide range of pet-care routines, visit times, and scheduling needs. Whether I’m caring for your pet in my home or yours, I focus on keeping their routine safe, comfortable, and as familiar as possible. At my home, I have a yard available for regular bathroom breaks and a small park nearby for daily walks, exercise, and fresh air. I do not have any pets living with me full-time. From time to time, I care for my mother’s friendly French Bulldog, Vinny, who enjoys being around other dogs. I will always communicate in advance if another dog may be present and will make sure introductions are handled slowly, safely, and according to your pet’s comfort level. In a client’s home, I will follow your instructions closely regarding feeding, walks, playtime, medications, house rules, and any special routines or needs. My goal is to provide dependable, detail-oriented care that helps your pet feel secure and well cared for while you are away.

Sitter Profile Image: Teresa D.
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Teresa D.
from
$45
per night
5.0 out of 5 stars
• 99 reviews
36 repeat clients
Frederica, DE, 19946

About: Hello! My name is Teresa! I work full-time on the weekdays but I have weekends free for dog sitting. I have been a dog sitter for a few of my neighbors in the past for fun. Your dog(s) will have a nice house to run around in, we'll take long walks around the neighborhood, going to the Bowers beach, playing in the sand. Since its only me in the house, they will have my undivided attention and love. In the summer, they will be cool, and in the winter, they will be warm by the fireplace. I truly enjoy the company of pets and I look forward to providing you peace of mind and the utmost in care for you and your four legged family members!

Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$80
per night
5.0 out of 5 stars
• 31 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!”

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Leah O.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$35
per night
4 years of experience
Smyrna, DE, 19977

About: Hello everyone! I am an animal lover, I grew up around animals all my life. Our furry friends are extended family members. I hope you entrust me with your furry loved ones. I am currently an active college student, but I have somewhat situated myself with a work-life balance. I am available and flexible for weekdays and weekends! I currently have a kitten almost a year old. Having him has taught me patience, and having complete responsibility. Milo is my profile picture! I feel as though I am completely up to any challenge, I hope I can help with your furry loved ones!

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$50
per night
5.0 out of 5 stars
• 43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

“We are so pleased with the experience we had with Chelsea. She was great about keeping us informed about how our pups were doing. She texted us and sent us pictures every day while we were out of town. We would definitely recommend Chelsea for anyone looking for someone to care for their pups.”

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Tim M.
Sitter Profile Image: Ann B.
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Ann B.
from
$50
per night
10 years of experience
Middletown, DE, 19709

About: I’ve been a devoted dog owner for 10 years, and I’m passionate about both dogs and staying active. As a schoolteacher, I’m excited to continue doing what I love while earning extra income to help pay off my student loans and purchase supplies for my classroom. I can walk dogs Monday through Friday after 3:30 pm. If you’re running late and need someone to help out in a pinch, I'm happy to assist. I’m available on Saturday and Sunday to walk your furry friend three times a day, or more if needed. Our dog is incredibly spoiled and loved. Whenever I come home, she brings me her ball, and we play fetch before anything else. She is groomed monthly, walked several times daily, and receives constant attention. When we have salmon, we cook her a plain fillet, which she loves.

Sitter Profile Image: Terry C.
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Terry C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 79 reviews
26 repeat clients
15 years of experience
New Castle, DE, 19720

“Terry was absolutely Amazing!! She took great care of our 2 fur babies, sending photos and videos daily to update us on how they were doing while we were away. I was very anxious to leave our 2 cats with someone new, as our previous pet/house sitter is no longer in the business and we had not used someone new in many years, I have put off traveling due to this, much to my husband's dismay. I can say I was so relieved while away to see how great Terry was with our pets. I also think when we got home our house was cleaner than when we left! Terry did a fabulous job, she went above and beyond and now I'm ready to travel more feeling comfortable that we have found our new pet caretaker! I cannot recommend her enough!!”

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Judy M.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$95
per night
4.9 out of 5 stars
• 20 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe is a great sitter. She communicated with me every day and spoiled Lucy rotten. Highly recommend”

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Bobbie W.
Sitter Profile Image: Julie M.
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Julie M.
from
$50
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
5 years of experience
georgetown, DE, 19947

“Julie was amazing! Our pets were very well care for while we were gone. We came home to a house that was in as good, if not better shape than when we left. She communicated with me any time I requested and in a timely manner. I felt good knowing they were well cared for while we were gone. Oh, she even washed the sheets on the bed she used. Great service for sure!”

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Kelly C.
Sitter Profile Image: Clarissa O.
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Clarissa O.
from
$65
per night
5.0 out of 5 stars
• 1 review
1 year of experience
New Castle, DE, 19720

“Clarissa was fantastic! We ended up needing a last-minute person to take care of our fur baby so that we could be away for a night. Clarissa was available and willing to come to our home to meet our for baby in person before we went out of town. Then, she had great communication to keep us up-to-date while we were away. I have tremendous confidence in Clarissa and look forward to using her again. HIGHLY RECOMMEND!”

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Alexis L.
Sitter Profile Image: Isabel L.
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Isabel L.
from
$120
per night
8 years of experience
Hurlock, MD, 21643

About: Hi, I've been around pets for the last 15ish years with that I've learned that not all dogs are the same and will react the same way towards everyone. I have worked with dogs who were previously in shelters, nervous dogs, fearful dogs, and anxious dogs. I have experience dog sitting small and big dogs. I have potty trained my own dogs and have helped friends potty train as well. I'm comfortable with bathing, brushing, feeding, walking, and interacting with dogs. I have worked with special needs dogs and am comfortable changing their diapers, applying creams and ointments, and applying wraps or bandages if needed. I'm comfortable feeding, cleaning litter boxes, and brushing cats. I've also taken care of small reptiles like bearded dragons and geckos, as well as birds like cockatiels and parakeets. I just moved to the area and have flexible availability. I am available for drop ins and walks throughout the day. No time is too early or too late. I'm open to last minute drop ins or walks as long as it is communicated. I'm great at sticking to your pets eating schedule as well as establishing routines if needed. I'm able to clean up after your pet, feed them, interact with them, and stimulate their brain as well.

Sitter Profile Image: Carla C.
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Carla C.
from
$25
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is a true pet lover, responsible and very caring. Trustworthy and respectful of property and responsive to communication.”

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Glenn S.
Sitter Profile Image: Birol M.
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Birol M.
from
$139
per night
5.0 out of 5 stars
• 108 reviews
27 repeat clients
7 years of experience
Newark, DE, 19711

“I could not give Birol a higher recommendation or review. He took care of my senior dog and cat while we were away for 14 days. It was very hard for me to leave my pets for that long. Birol was extremely communicative and followed all instructions. He went above and beyond which made me feel secure and much better above traveling. My senior dog, Thor needs extra love and attention. He has a hard time walking and some medical needs. Birol was amazing with him. He made sure he got his medicine, went outside to go potty, was comfortable and he found creative ways to get him to eat. Thank you SO much to Birol for taking such great care of my fur babies. Additionally, Birol took great care of the house which is an added bonus.”

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Maura G.
Sitter Profile Image: Michellerose B.
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Michellerose B.
from
$25
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
New Castle, DE, 19720

About: My husband, Chris, and I have been a member of Wag, Trusted Housesitters, and now Rover. We have enjoyed housesitting for dogs and cats of all sizes and personalities. We’d love to walk, run, play, hike, feed, and play with your fur babies. We’re flexible to meet their schedule and would love to chat! Plus, we enjoy working as a power couple and giving your fur babies twice the love! We love to hike, walk or run daily and would love to bring along a furry companion! My husband and I are currently traveling and would love to care for your fur babies along the way. My husband and I will make sure to be present for the fur babies in your home and be sure to meet their schedule and needs. We can do feeding and waste cleanup, along with playtime and exercise.

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The median cost per night for house sitting in Woodside is $55

Pet parents share their Rover experiences - Woodside

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5.0 out of 5 stars

Krista was the absolute best dog sitter we could have hoped for! She was so caring and loving to both our dogs. She was especially patient with our high energy boy. Krista was incredibly flexible with our booking times as plans changed. We received daily photos and updates and knew our pups were in great hands.

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Savannah S.
House Sitting
5.0 out of 5 stars

It was a pleasure having Busara spend time with my Benni. Benni is a high maintenance pup and Busara handled all his quirks in stride. She kept to his schedule, provided lots of love and hugs and kept me up to date with their adventures daily. I came home to a happy and healthy boy as well as a bonus of an immaculate house. It’s always great to know that your “Baby” is in good hands while traveling and I have no hesitation referring Busara for your needs.

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Judy
House Sitting
5.0 out of 5 stars

Kara did a fantastic job. She was punctual and very understanding with regard to the high energy of an 8 month old puppy. We will gladly use her again.

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Charlie S.
House Sitting
5.0 out of 5 stars

Majiyah was amazing while I was away. I was a little hesitant at first about having a house sitter stay in my home, but she made me feel completely comfortable. She took great care of my dog and my home, and she really went above and beyond. When she thought he may have had a food allergy, she took the time to cook his food and make sure he was okay. She also took him to get a bath, picked up extra dog treats for him, and even cleaned my home before I got back. I noticed that my dog quickly became comfortable with her during her stay, which is always a positive sign. It gave me so much peace of mind knowing my dog was safe, cared for, and in good hands. I would definitely recommend Majiyah to anyone looking for a reliable, thoughtful, and caring sitter!

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Shamprehya M.
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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Popular requests for house sitting - Woodside

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Sitters in Woodside average 3
repeat house sitting clients

FAQs for House Sitting - Woodside

Frequently asked questions about Rover

The average cost of House Sitting in Woodside is $61 per night as of October 2026. Most bookings cost between $39 and $62 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 269 sitters on Rover offering House Sitting across Woodside. 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 Woodside 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 Woodside 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 Woodside 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 Woodside. On Rover:

  • 93% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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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