Pet Sitting Woodcrest Estates

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Woodcrest Estates, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 45 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Kelly was amazing! I would highly recommend her to anyone needing a dog sitter in the area. She was professional, reliable and really sweet with our older dog Scooter. We had complete peace of mind during our vacation knowing that Scooter was in good hands. We're already planning on using her during our next trip!”

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Sara C.
Sitter Profile Image: Beca C.
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Beca C.
from
$18
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
22 years of experience
Millsboro, DE, 19966

About: Located in Millsboro, DE, (19966) I grew up surrounded by 2 dogs, I love to be active myself.. preferably in the warmer months ◡̈ I will love and care for your dog/cat while you are away, at work, or juggling kiddos. I am prepared to walk and care for any sized dog, My dog Duncan is a purebred black lab and is an ole boy who's lived a few lives.. at 15 years old. My families newest addition is Banquet! He is a hound/lab mix per the shelter and he is a spunky pup!! I grew up loving dogs, surrounded by them with everything from golden retrievers, rottweilers, bulldogs, pitbulls, black labs, and mutts. I will take the best care of your 4 legged friend like they’re my own 💗 I am a full time Graduate Student at Salisbury University, living at home and working as a waitress. Looking to help out with your pets in my spare time to get my daily quota of dog lovins since I do not live 24/7 with my personal dogs ◡̈ In the clients home I will ensure to keep the pet within their known limits, whether that is a fenced in yard, crated, upstairs only or downstairs only etc. I will obey and maintain the rules of the house like the owner wants.

Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 28 reviews
6 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige and Cameron were amazing! They kept us updated and always sent lots of pictures. This was our second time booking with them, and it definitely won’t be our last!”

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Mackenzie L.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$21
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

“Jessica is awesome and quick to communicate! She was kind and accommodating to our two elderly dogs and even came to meet us before our first booking. I felt totally at ease having her in our home while we were not there and knew she could handle all of their needs, including administering meds. We had a last minute schedule change and she was flexible. I also appreciated that she went above and beyond and cleaned their food bowls even though she came mid-day for a drop in visit and not at a feeding time. We have booked her again, this time for a full weekend, and look forward to having her back!”

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Kimberly H.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

“Taylor was great with our pups and we were grateful that she was able to accommodate our last minute needs !!”

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Laura S.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Absolutely the best sitter ever. I have never left our wild dogs because I was always so worried about them. She was great with them and took such good care of them”

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Kendra J.
Sitter Profile Image: Randy B.
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Randy B.
from
$25
per visit
28 years of experience
MILLSBORO, DE, 19966

About: Hi, I’m Randy — recently retired after a 28 year career as a scientist with Merck Animal Health. I’ve spent my entire professional life dedicated to improving the health, comfort, and wellbeing of animals, and now I’m excited to continue that passion through one on one pet care. Animals have always been at the center of my world. I understand how they communicate stress, curiosity, comfort, and confidence, and I take pride in creating a calm, predictable environment where pets feel safe and understood. I’ve worked with pets of all ages, personalities, and needs, and I enjoy getting to know each animal’s unique quirks and comforts. Whether your pet is energetic, shy, senior, or somewhere in between, I meet them at their pace and make sure they feel safe and relaxed. I am recently retired, happy to have shed the rigors of corporate America and now free to enjoy life and to do what I love. I am a lifelong dog owner and strong believer in them often being man's (and women's) best friend. Cats are special to me too, I spent many years as a scientist developing new vaccines for cats.

Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$15
per visit
4.5 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Seaford, DE, 19973

About: Hello ! I’m Alyssa, I am 23 & am deeply in love with all types and breeds of animal! I would be more than happy to care for your fur baby's with my tender love and care. I would love to just wake up everyday loving what I do and that's working with animals! Especially getting a little money on the side for something I love to do! I would gladly take care of your fur baby's for as long as you need under any circumstances! Feel free to shoot a quick message about any bookings, questions, or concerns you may have! Thank you for choosing me as your fur baby's care taker while your away! ! ! ! ! ! ! ! ! !

Sitter Profile Image: Jennifer C.
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Jennifer C.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
20 years of experience
Millsboro, DE, 19966

About: Excited to meet your pet! Experienced with seniors to puppies! Reliable, professional & local. I love playtime & happy to visit dog parks (if you like). This is now my full time job! My days are built around walks and i am flexible, local and reachable. I keep my calendar current and don't take bookings I cannot make. I do a meet & greet before every visit so we can align on your pups needs. You will get a note from me after each visit so you know how everything went. You will also get photos and I am happy to hear from you as well.

Sitter Profile Image: Leanne S.
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Leanne S.
from
$30
per visit
4.9 out of 5 stars
• 25 reviews
10 repeat clients
25 years of experience
Harbeson, DE, 19951

“This is the third time I've had Leanne do drop-in visits for my kitty Bandit. I had to contact Leanne urgently as we needed to go out of town unexpectedly for my father's funeral. Leanne was very prompt with responding back to me and was able to do drop-in visits kind of last minute for several days. Leanne is super efficient and prompt and always gave me a detailed Rover card after each visit with a few photos. It was a load off my mind that Bandit was well cared for during this difficult time for me.”

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Diane F.
Sitter Profile Image: Ryan M.
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Ryan M.
from
$40
per visit
20 years of experience
Millsboro, DE, 19966

About: Good afternoon,I am a current k-9 handler with a certified police K-9. I’m looking to provide a service and continue to help clients in my spare time. I can train your dog in obedience, tracking, and scent work. If you have any questions please ask. I work nights so my availability is extremely flexible. We will go over your wants and needs in detail before scheduling the first visit. Thanks I will care for the clients dogs and animals as if they were my own family with much respect. Dogs are extensions of people’s family’s.

Sitter Profile Image: Sandra N.
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Sandra N.
from
$25
per visit
5.0 out of 5 stars
• 1 review
4 years of experience
Georgetown, DE, 19947

About: Hi! I’m Sandra, and I know how important it is to leave your pet with someone you can trust. I’ll care for your dog as if they were my own, providing plenty of love, attention, playtime, and cuddles. I live in a pet-friendly community with both a small and large fenced dog park, giving dogs a safe place to run and play based on their size and comfort level. I’ll follow your pet’s routine closely, including feeding schedules, medications, potty breaks, and any special instructions. You’ll also receive regular photo updates, so you can relax knowing your furry family member is happy, safe, and well cared for I work a flexible schedule that allows me to give pets plenty of attention throughout the day. I can accommodate regular potty breaks, walks, playtime, feeding schedules, and lots of one-on-one affection. I always make sure each dog gets the care and routine they’re used to. Your dog’s safety and comfort are my top priorities. I live in a clean, pet-friendly apartment community with both a small and large fenced dog park for safe exercise and play. I’ll follow your pet’s routine, feeding schedule, medications, and any special instructions exactly as requested. I provide a calm, loving environment and send regular photo and video updates so you always know how your pup is doing. Every dog is treated like they’re part of my own family.

Sitter Profile Image: Jordan W.
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Jordan W.
from
$20
per visit
38 years of experience
Milton, DE, 19968

About: Animals have been at the center of my life for as long as I can remember. I’ve cared for dogs, cats, horses, goats, birds, hamsters, and more, and I genuinely love getting to know each animal’s unique personality, needs, and routines. In addition to personal experience, I’ve worked for the AKC, which gave me an even deeper understanding of canine behavior, care, and communication. I’m especially attentive to pets who may need a little extra patience or understanding, including seniors, anxious pets, reactive dogs, or animals with unconventional routines. I also have firsthand experience managing separation needs in my own household, so I understand how important structure, safety, and individualized care can be. Whether your pet is high-energy, shy, cuddly, anxious, or somewhere in between, I pride myself on creating a calm, loving, and trustworthy environment where they feel safe and cared for. I treat every animal like they’re my own. Pet care is already a natural part of my daily routine. I have two dogs of my own, so my days are structured around feeding schedules, walks, playtime, enrichment, medications when needed, and making sure they feel safe, comfortable, and cared for. Because I genuinely love animals, caring for pets never feels like a chore to me — it’s something I truly enjoy and prioritize. My schedule is flexible, which allows me to give pets plenty of attention, consistency, and companionship throughout the day. I’m also very mindful of maintaining routines that help animals feel secure and reduce stress while their owners are away. I always tailor my care to each pet’s individual personality, routine, and comfort level. In a client’s home, I do my best to maintain the pet’s normal schedule as closely as possible, including feeding, walks, litter box care, medications if needed, playtime, enrichment, and plenty of affection and companionship. I know how important consistency is for animals, especially when their owners are away. I’m very attentive to body language, behavior changes, and overall comfort, and I prioritize creating a calm, safe, and low-stress environment. I also understand that some pets need extra patience, space, or structure, and I’m experienced with anxious pets, shy cats, senior animals, and pets with unique routines or separation needs. Communication is also very important to me, so I make sure owners receive regular updates, photos, and peace of mind while their pets are in my care.

Sitter Profile Image: Danielle D.
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Danielle D.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
5 years of experience
Salisbury, MD, 21804

“She took great care of my kittens. Will definitely use her again!”

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Keegan G.
Sitter Profile Image: Emilee A.
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Emilee A.
from
$25
per visit
15 years of experience
Dagsboro, DE, 19939

About: I’ve taken care of dogs of multiple sizes and ages. I grew up with dogs, cats, hamsters, a bunny, you name it. I’m the go to family member for when it comes to pet sitting! I work full time between M-F 8:30am to 5:30pm I can always find time on my lunch break or after work or weekends to help out! I can help out with whatever is needed. It doesn’t matter if they need a leash or can free roam. I will take care of them just like you would!

Sitter Profile Image: Michael E.
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Michael E.
from
$14
per visit
5.0 out of 5 stars
• 1 review
37 years of experience
Lewes, DE

About: I have owned dogs and cats my entire life. Additionally, I have volunteered time with professional trainers, learning tips and tricks along the way. I love them all the way from pups to grey hairs. I am a realtor, so I am set my own schedule daily. This will allow me to easily help with your fur-baby any day of the week. Happy to stay in your home so that your pet doesn't get disturbed by an environment change. I can easily transport them to any vet should there be a need for emergency services.

Sitter Profile Image: Allison L.
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Allison L.
from
$14
per visit
15 years of experience
Salisbury, MD, 21801

About: I have had dogs since I was in preschool. I started my understanding of them and other animals when I turned nine. Since then, I always have had my and other people’s pets interest at heart. Today, my dogs are ages eight and eleven and I am their most trusted person in the house. I’ve trained them both despite being in school and I take care of their hygiene. This includes brushing their fur, washing them, and cleaning their teeth. When I am not taken care of their hygiene, I make sure they have a daily playtime or cuddle session so they have some love everyday. I have a part time job that requires me to work on Friday evenings, some Mondays, Wednesday nights, Friday nights, and Sunday however I do have a cancellation on those days sometimes and I will let clients know. Other than that I am very flexible on both weekdays and weekends. If I am unable to work, I will communicate immediately to the best of my ability. I make sure hazards are out of range and site of the animal in care. I don’t rush the bond, and take it to the pet’s pace for trust. At home, my dogs at senior dogs that I have trained since they were puppies and we have a lot of trust in each other and a great bond. I can’t perform service at my own house since I have a toddler sibling who my dogs have gotten used to but I do not want to stress anyone’s pets out. We also have family members who have allergies.

Sitter Profile Image: sharon r.
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sharon r.
from
$40
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Milton, DE, 19968

About: I’ve been around animals my whole life and am experienced with daily walks, feeding routines, and house sitting. I’m dependable, detail-oriented, and committed to keeping pets safe, happy, and well cared for. I offer a flexible and dependable schedule and can accommodate most pet care requests. I primarily work in the beach area, making it easy for me to provide consistent, local care throughout the week and weekends. I provide a safe, calm, and attentive environment for every pet. I carefully follow each owner’s instructions, keep a close eye on pets at all times, and ensure they feel comfortable and secure. I’m experienced with shy and well-trained animals.

Sitter Profile Image: Heather B.
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Heather B.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Berlin, MD, 21811

“Heather was fantastic Lola seems happy and ate most of her food which is unusual when she's alone so she must have been to have Heather come by and thanks for all the pictures”

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Andrew F.
Sitter Profile Image: Teresa D.
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Teresa D.
from
$20
per visit
5.0 out of 5 stars
• 100 reviews
36 repeat clients
Frederica, DE, 19946

“Teresa did great checking on our pup for us! She sent pictures and videos and we knew our puppy was in good hands with her. She’s very caring and will always recommend.”

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William A.
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Woodcrest Estates

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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.

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