Pet Sitting Whaleyville

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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Whaleyville, 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: Carlie A.
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Carlie A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Ocean Pines, MD, 21811

Carlie did a great job with both my big and little dogs! She came over for a meet and greet - and they instantly took to her. She was on time, followed directions, and was very friendly! Highly recommend!

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Carly N.
Sitter Profile Image: Lucia V.
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Lucia V.
from
$20
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Pittsville, MD, 21850

Lucia is fantastic. We are first time reptile owners and it was great to know that our sitter has a lot of experience taking care of tortoises. We were able to leave the country knowing Ged was in capable and caring hands. She is communicative and understanding of our needs. We will definitely be rebooking with Lucia in the future!

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Cara D.
Sitter Profile Image: Marly B.
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Marly B.
from
$15
per visit
5.0 out of 5 stars
21 reviews
3 repeat clients
1 year of experience
Berlin, MD, 21811

I have used Marly regularly for a year or two now. She is very dependable and communicates well and in a timely manner. She is great with my 2 hounds - who adore her.

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John P.
Sitter Profile Image: Carly M.
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Carly M.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Berlin, MD, 21811

Everything was great with my pets as it has been whenever Carly has taken care of them for me! She provided wonderful care of all of them and we were able to relax and enjoy our vacation. Thank you Carly M.!

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Terry F.
Sitter Profile Image: Kasey A.
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Kasey A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
156 reviews
46 repeat clients
8 years of experience
Selbyville, DE, 19975

Kasey was absolutely wonderful with our cats! This was a follow-up booking and once again she exceeded our expectations. She’s reliable, communicative, and genuinely cares about our pets. We came home to happy, relaxed cats and a clean, well-kept home. It’s such a relief knowing we can travel and fully trust that our cats are in great hands. We wouldn’t hesitate to book Kasey again - highly recommend!

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Theresa M.
Sitter Profile Image: Isabella P.
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Isabella P.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
6 years of experience
Berlin, MD, 21811

About: Hey!! My name is Isabella, I am a student at the College of Charleston! I love animals and taking care of my 3 dogs back at home, that I miss dearly. Back at home I walk my dogs everyday, I love and miss it. I have experience with small and large dogs. Back at home I take care of my Bernese Mountain Dog and two little poodle mixes. I also pet sit for families back at home and am looking to do the same here! I am a very active person and I’m looking forward to walking dogs! I can guarantee that your dog will be happy and safe with me!! If you want to know anything more send me a message and we can talk! :)

Sitter Profile Image: Alyssa H.
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Alyssa H.
from
$15
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
20 years of experience
Ocean Pines, MD, 21811

I was so lucky to find Alyssa! She’s extremely reliable and very thorough in her care of my cat. He warmed up to her immediately and usually he’s very shy. She’s very intuitive and gentle with him and ensures his food and water are replenished and his litter is clean. I highly recommend her services and look forward to working with her again!

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Christine B.
Sitter Profile Image: Melanie D.
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Melanie D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
250 reviews
68 repeat clients
30 years of experience
Frankford, DE, 19945

This was the first time Melanie came to check in with Lexi. She really came through for me in a pinch and in SUCH short notice. I can’t thank her enough. She sent a picture of Lexi outside, which was impressive in and of itself that she let Melanie get near her so easily to leash her (LOL - poor timid thing). Beyond satisfied - will book again!!

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Kelly H.
Sitter Profile Image: Richard B.
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Richard B.
from
$20
per visit
10 years of experience
Willards, MD, 21874

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Breanna C.
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Breanna C.
from
$22
per visit
5.0 out of 5 stars
5 reviews
14 years of experience
Berlin, MD, 21811

Sky(Breanna) was amazing. She came to meet our pup b4 the scheduled booking which eased our Minda. She sent helpful messages and pictures and took her on such long walks. This service was great while we were in town for a festival and not having to leave her overnight in a strange kennel. Thanks to Rover and Sky!

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Sue S.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Jill was so kind and caring with my cats! I felt so secure knowing they were in good hands.

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Sirkka H.
Sitter Profile Image: Dina B.
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Dina B.
from
$20
per visit
5.0 out of 5 stars
1 review
10 years of experience
Berlin, MD, 21811

About: I have taken care of dogs since I was a young teenager. They give unconditional love and are so happy that they make you happy. I have two of my own and would have more if I could. I regularly run with them, play ball, play tug of war and even swim with them in the ocean when I can make it there. I give baths and clip nails. I am very good at continuing training with dogs with simple commands like "stay", "wait", "sit", "lay" And i also train using hand gestures. Dogs are a huge part of my life and i don't know know I would do without mine. So let me continue my journey on giving dogs the best life they can get. Let me love your doggies too!!

Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
11 reviews
4 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: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
221 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

We have requested Jacqueline and her son for both overnights and drop ins and have always been so happy with how much they care for our pup! This time was less than 24 hours notice and Jacqueline was thankfully able to make it work and relieved our fears of not being able to check in during the day. Thank you always for the peace of mind!

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Ashleigh T.
Sitter Profile Image: Susan S.
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Susan S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
50 years of experience
Selbyville, DE, 19975

Susan is amazing with my fur babies! So glad we found her

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Bobbi M.
Sitter Profile Image: Malia M.
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Malia M.
from
$15
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Delmar, DE, 19940

We really appreciate Malia and how we can rely on her to drop-in on our small dog. She "gets" our dog and is patient when she takes him out to potty. I am always happy to book Malia!

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Pam O.
Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
17 reviews
6 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: Lamar C.
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Lamar C.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
9 years of experience
Newark, MD, 21841

Excellent communication while he was taking care of my pet!

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Casey S.
Sitter Profile Image: Leah S.
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Leah S.
from
$20
per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Ocean Pines, MD, 21811

Leah is very communicative and her love for animals is evident as she was very patient with my shy puppy. I definitely recommend her to help with your fur babies!

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Emma S.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
36 reviews
12 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.
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The median cost per visit for pet sitting in Whaleyville is $25

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.

Meet local sitters who will treat your pets like family

  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

Sitters in Whaleyville average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Whaleyville

Frequently asked questions about Rover

As of July 2026, there are 526 sitters on Rover offering Pet Sitting across Whaleyville. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Whaleyville stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 with handling special pet needs in Whaleyville. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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