Pet Sitting Wings Landing

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Wings Landing, 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: Rebeka C.
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Rebeka C.
from
$20
per visit
4.8 out of 5 stars
• 21 reviews
5 repeat clients
20 years of experience
Easton, MD, 21601

“Rebeka couldn’t be nicer and handled our handful of a dog very well. She responds to messages quickly, and I appreciated her reaching out to confirm the day of our scheduled appointment. She is very prompt and has a lot of dog behavioral experience that is helpful. I would not hesitate to use her again!”

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Stacey S.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$32
per visit
4.9 out of 5 stars
• 20 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe was a great sitter for my cat Melody! Her reports have me peace of mind while out of town and I loved getting photos of my baby. Would book with Chloe again!”

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Allison F.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

About: Experience with multiple breeds of dogs. My heart is owned by our 5 boys and our 3 furbabies 16 year old Siberian Husky named Lola, a 2 year old husky/german Shepard mix named Skye and a 13 year old Australian shepherd named Apache . Firmly believe that pets are family and that it’s up to us humans to provide them with the best life possible. Without a doubt, I will treat your pet family members as if they were my own, with an abundance of love and attention. I know what it’s like to have a good pet sitter and I’ve been very fortunate to know what it’s like to have a peaceful vacation without worries, let me be the one to ease your mind when it comes to your pets care. I’m always doing something doggie related. In addition to Rover we also offer dog grooming so we stay pretty busy with the pooches every day of the week. I have crates to accommodate all sizes of pups for those that are crate trained. Those that need a human bed to sleep in, I’ve got plenty of those as well. Huge yard for lots of exercise.

Sitter Profile Image: Kelly C.
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Kelly C.
from
$45
per visit
4.9 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Preston, MD, 21655

About: Growing up on a horse farm my entire life and studying animal husbandry has given me experience caring for animals of all ages. I’m comfortable caring for senior dogs, small breeds, and pets needing extra attention, including those requiring daily medications. 🐾❤️ As a stay-at-home mom to my sweet eight-month-old baby girl, I have plenty of time and flexibility to give your pets the love, attention, and care they deserve. 🐾 With your permission, my little one would join me for drop-ins or dog walks while I provide your furry friends with a safe, happy, and loving experience. ❤️ There’s no place like home, especially for your pets. 🐾 Caring for them in the comfort of your home helps keep their routine the same while providing love, attention, fresh food and water, exercise, playtime, and plenty of affection. My goal is to make every visit stress-free, giving your pets the care they deserve and giving you peace of mind while you’re away. ❤️

Sitter Profile Image: Summer B.
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Summer B.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Wye Mills, MD, 21679

“Excellent and thorough! Clearly loves dogs and cats. She was on time and did everything I listed for my pets. The Rover site was easy to use and it gave me quick access to pick Summer as our sitter. Will definitely have her back!”

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Mary Ann W.
Sitter Profile Image: Sydney T.
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Sydney T.
from
$30
per visit
5.0 out of 5 stars
• 15 reviews
8 repeat clients
17 years of experience
Wye Mills, MD, 21679

“Sydney met with me and Jojo beforehand and then did a drop-in visit with Jojo. Jojo loved her visit. It was nice knowing I can count on Sydney while I am at work and I received a report card, pictures & a video! Thanks so much!”

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Cheryl C.
Sitter Profile Image: Tanya L.
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Tanya L.
from
$25
per visit
4.9 out of 5 stars
• 57 reviews
29 repeat clients
5 years of experience
Cambridge, MD, 21613

“Tanya was great! She brings a great calming energy for our excited/energetic pups. She was also very responsive and easy to coordinate with. Our dogs definitely appreciated her coming by to take care of them. Thanks!”

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Cotton K.
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: Morgan A.
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Morgan A.
from
$40
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

About: I have had dogs since I was a baby. I have cared for dogs of every stage of life, and I’m super passionate about senior dogs and small animals. Both my dogs are friendly with ferrets and other small animals, always supervised of course. I have experience in dogs, cats, ferrets, and all rodents. No experience with reptiles but I have read a lot about the husbandry of geckos and bearded dragons. Always willing to learn to have your pet be most comfortable in our home. I currently work from home so I have plenty of extra time for animals. We (my husband and I) already dedicate a huge portion of our time to our dogs so we would love to add more to the mix lol. My daughter (6yo) also loves animals and is learning the ropes of helping take care of them (future vet in the making) ☺️ We have a very big yard, and while it’s not fenced in there is still plenty of space to run on a lead! I can also help with potty training, pad training and lead training as well as socializing with our two friendly, calm older dogs.

Sitter Profile Image: Carla C.
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Carla C.
from
$12
per visit
5.0 out of 5 stars
• 27 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla was absolutely amazing! Even though my trip ended up being canceled, she still honored the booking and came on the days we had scheduled. I was in and out of the house during that time, but she remained professional, flexible, and very understanding of the situation. Most importantly, she was wonderful with my dog and showed so much care and kindness. It really gave me peace of mind knowing my pup was in good hands. I truly appreciate her reliability and compassion, and I would highly recommend her to anyone looking for a trustworthy and caring dog sitter!”

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Taryn N.
Sitter Profile Image: Cody Y.
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Cody Y.
from
$14
per visit
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: 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: 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

“Leanne did a wonderful job with our dog, who can be very anxious and is elderly. We greatly appreciated her help and would be very fortunate to have her help again!”

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Sara C.
Sitter Profile Image: Madison M.
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Madison M.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
8 years of experience
Millington, MD, 21651

About: I currently own a Pitbull she’s now 5 and my partners is 6 or so. I have had 3 other dogs in the past. I love all dogs big or small and am happy to give them the attention they need. If you have other pets in your home that is okay I have no allergies and am good with most other pets. Each pet is unique and may need extra care and I am more than okay with that. I am a nice, kind, and caring person and love animals with all my heart. I am great with specific schedules, being punctual, and love giving pets attention. I am here to make your life easier and help take care of your best friend(s). I work full time 8-5pm and I am free Saturdays. I always will be transparent about my schedule to be sure everything goes per expectation. I’m very respectful of your home and space. I want you to be able to go about your life and not be worried about your pets or anything on my end.

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

“We had the pleasure of having Chelsea-Rose visit with our 3 pups. She took them potty and fed them dinner as well as played with them! My pups were happy and content when I returned home. Definitely will request Chelsea-Rose again!”

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Brenda T.
Sitter Profile Image: Jacqueline G.
Verified Enhanced Background Check
Jacqueline G.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

About: I’ve cared for pets for over 14 years, including my own and those of clients, friends, and family. As a professional organizer and mom, I bring structure, empathy, and reliability to every pet I care for. I’m especially attentive to routines, safety, and emotional wellbeing—whether it’s a playful pup or a shy senior cat. I manage my own schedule, which gives me plenty of flexibility for pet care. I’m available for walks, feedings, drop‑ins, boarding, extended stays, house sitting and any other combination that suit your scheduling needs. Whether I’m caring for pets in my home or staying in yours, I prioritize consistency, communication, and routine so your pet feels safe and loved. I’m available weekdays and weekends, and I tailor my schedule to meet your pet’s needs. In my home, I have a fenced yard and two friendly dogs who enjoy company. If your dog is shy or reactive, that’s no problem — I have experience with all temperaments and can keep pets separate when needed. My home is clean, organized, and set up for comfort. I follow feeding and medication instructions precisely and keep pet parents updated with daily photos and messages. When I’m caring for pets in your home, I maintain your pet’s routine exactly as you prefer and treat your space with the same respect and care I give my own. I’m comfortable with multi‑dog households, anxious or storm‑sensitive pets, and dogs who need extra reassurance or structure. I keep your home tidy, manage small household tasks, and ensure your pet feels secure while you’re away.

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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Wings Landing

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FAQs for Pet Sitting - Wings Landing

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 .

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.

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 .

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.

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