Dog Sitting Chesapeake Beach

Book a Chesapeake Beach dog sitter to watch your dog in your sitter’s home or yours.

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Over 67
pet parents in Chesapeake Beach have booked dog sitting

Chesapeake Beach, Find top rated dog 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: Alexandria F.
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Alexandria F.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Upper Marlboro, MD, 20716

“Alexandria was a great sitter for our pup. She provided excellent care for the 4 days we were gone. I would highly recommend her to watch your furry friend.”

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Bradley P.
Sitter Profile Image: Jai B.
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Jai B.
from
$10
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Bowie, MD, 20716

“Jai was very sweet and kind, taking the time to get to know my Laidi. She's very attentive and good at troubleshooting any issue; I recommend her 10/10!”

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Jessica C.
Sitter Profile Image: Jessie C.
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Jessie C.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
4 years of experience
St Leonard, MD, 20685

“Took great care of the cats, including one very high maintenance 18+ kitty who frequently has litter box issues and has daily meds. Jessie C. kept the box (and the cat’s accidents) cleaned up and cats well looked after.”

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Sarah B.
Sitter Profile Image: Valerie P.
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Valerie P.
from
$15
per visit
15 years of experience
Port Republic, MD, 20676

About: I have been pet sitting and caring for neighbor's pets since a teenager. They have always trusted me with their pets and know I will be cautious and attentive. I am currently a stay at home mom to a toddler and we are looking for extra income. I have lots of time to entertain your pets and take care of them. I have a nice neighborhood with lots of scenery for walking your pet. You're pets will love hanging around the house with me and playing all day!

Sitter Profile Image: Breanna E.
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Breanna E.
from
$17
per visit
5.0 out of 5 stars
• 5 reviews
4 repeat clients
20 years of experience
Waldorf, MD, 20603

“Breanna is AMAZING with my big baby boy 🐕!!! We are beyond Lucky to have found her! She goes above and beyond and is like a Dog Whisperer lol! My German Shepherd LOVES her and she’s his new bestie. I hope I can keep Breanna forever! 5 stars Highly recommend- she’s Wonderful!! 😁”

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Joy M.
Sitter Profile Image: Bri H.
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Bri H.
from
$27
per visit
5.0 out of 5 stars
• 85 reviews
20 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Bri was fantastic with my beloved cat. She tended to all his needs and played with him. She was timely and conscientious. I would book with her again. I highly recommend Bri!”

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Pamela V.
Sitter Profile Image: Jordan B.
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Jordan B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
3 years of experience
Bowie, MD, 20721

“Jordan was the perfect person to care for Teddy and Coco, two playful puppies. I look forward to booking him again.”

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Soketao E.
Sitter Profile Image: Andre P.
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Andre P.
from
$35
per visit
4.7 out of 5 stars
• 18 reviews
6 repeat clients
4 years of experience
Upper Marlboro, MD, 20774

About: I love Dog and Cat to be honest I really love all animals I really got all my experience from my BestFriend Autumn The Dog Trainer any time my family and friends leave town I’m the 1st person that go to and Autumn The Dog Trainer is mines go to I’m Ben working from home because of the pandemic and I only go in the office if I really need to and only be gone for a hour or 2 and I’m really only 7 mins from my Job I work on Bowling Air Force Base so I’m never to far away from your pets I care for my clients pets like they are my own like family. No pet should feel uncomfortable again this is A Home Away From Home I'm currently work from home so I'll have plenty of time to play and walk with your pups! I'm available for boarding on weekends and weekdays I alway walk with a leash and an open eye for dogs that are not on one and one friendly dog to keep your baby company. I don’t crate dog when I’m home and I’m home 97% of the time unless I’m going to the store and someone is alway if not I can easily crate your dog if needed...

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$20
per visit
30 years of experience
District Heights, MD, 20747

About: Animals have always been a part of my life! I’ve had both dogs and cats for as long as I can remember and have helped care for family members’ pets when needed. My experience includes caring for puppies who need extra supervision, as well as a senior dog who required medication. These experiences have taught me the importance of patience, consistency, and paying attention to changes in a pet’s behavior and needs. I’m comfortable following your instructions for feeding, walks, potty breaks, medication, and daily routines within my experience. I understand that every pet is different, and I want to make sure yours receives attentive, loving care tailored to their needs. I work from home, which gives me flexibility to incorporate pet care into my daily routine. I’m available for walks, drop-in visits, and house sitting, and I enjoy having the opportunity to give pets extra attention and companionship throughout the day. I’m organized, dependable, and happy to work with your pet’s existing schedule to help them feel comfortable and cared for while you’re away. 🐾 When caring for pets in their own home, my goal is to keep them comfortable, happy, and on their usual routine while their favorite humans are away. I follow your instructions for feeding, walks, potty breaks, medications, and any special care your pet needs. I believe in providing plenty of love, patience, attention, and companionship while respecting each pet’s unique personality. Whether that means playtime, a walk around the neighborhood, cuddles on the couch, or simply keeping them company, I’ll make sure they feel safe and cared for. I also love sending photo updates and messages so you can see how your fur baby is doing while you’re away. Your home, your pet’s routine, and your instructions will always be treated with care and respect. ❤️🐾

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Katelynn T.
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Katelynn T.
from
$17
per visit
4 years of experience
Davidsonville, MD, 21035

About: As a college student, I maintain an active lifestyle, which means your dog will get plenty of exercise and playtime. Whether it’s a long walk or a fun game of fetch, I’m here to keep them engaged and happy. I’m dedicated to providing a safe and loving environment for your furry friend. Let’s connect and see how I can help your dog feel their best! I am an online college student and have an extremely flexible schedule! This means I can help out with last minute needs or jobs! Whether it be late- or early-night walks and even last-minute time changes! I have dog sat and dog walked for years and love being around furry friends! I enjoy going on long walks and allowing your pups to get their energy out while you are busy!

Sitter Profile Image: Shelby S.
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Shelby S.
from
$25
per visit
10 years of experience
Lusby, MD, 20657

About: I’ve grown up taking care of my own dogs both small and large breeds as well as cats. I’ve also taken care of pets for friends and family while they are out of town. I have been working in healthcare since 2019 so I har lots of care giving experience I currently work Monday through Friday and would love do drop in visits before or after work. Also would be available for overnight care on weekends. prioritize maintaining the pet’s home routine, diet, and comfort level, all pets in my care for overnights are offered free roam in a safe environment but am willing to cage pet if owner would prefer to do that as well.

Sitter Profile Image: Cathy D.
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Cathy D.
from
$40
per visit
5.0 out of 5 stars
• 43 reviews
10 repeat clients
25 years of experience
Broomes Island, MD, 20615

“Cathy has won Ranger’s heart! ❤️ Last night was the first time we ever had someone do a drop-by/night-night visit for Ranger and it could not have gone better. Cathy sent photos of their visit and when we returned home, Ranger was happy and calm (no separation anxiety behaviors as in the past). So grateful! This is the beginning of a fantastic relationship! ?????”

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Eileen M.
Sitter Profile Image: Michele B.
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Michele B.
from
$40
per visit
5.0 out of 5 stars
• 78 reviews
14 repeat clients
40 years of experience
Bowie, MD, 20716

About: Hi! My first gift as a baby was a white german shepherd named Pepper that I grew up with and I've been a dog owner ever since. Friends even brought me a stray found on campus at GWU, Wiggles. He was our house mascot. And I've owned and cared for dogs ever since. I started rescuing dogs in 2010 in Oakland. I found forever homes for 13 dogs. Your dog will be safe, made comfortable and well cared for by me. I'm happy to care for senior dogs or puppies and anyone in between. I am attentive. Responsive to them and focused to obey your instructions concerning your fur baby. I want them to be happy while you're away and I want you to be comfortable while they're in my care. Most of all, if anything happens, I know how to respond quickly. My 12yo Weimaraner Gideon passed away during the pandemic. I've been fostering. This just seems like another way for me to play with and care for a new dog until I get another one. I look forward to meeting you and your pet. I'm a professional writer and program developer so my schedule is flexible which makes caring for your dog and its needs really easy. I am able to maintain whatever schedule you've established at home. Your pet will have full run of the house and will be encouraged to make themselves at home. Their crate and food/water will be set up in places where they can be seen and made comfortable.

Sitter Profile Image: Snowden C.
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Snowden C.
from
$35
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
13 years of experience
Edgewater, MD, 21037

“Snowden could not have been better for us! She has amazing energy and our dog took right to her. Incredibly respectful of our home & managing while we were away. We'll become regulars :)”

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Abigail C.
Sitter Profile Image: Jacke A.
Verified Enhanced Background Check
Jacke A.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Fort Washington, MD, 20744

About: I’m very patient with all pets that are and aren’t mine. I treat all animals that are in my care with love and respect. Also, I make sure me and the animal are safe at all times. I have set schedule for my pets to make sure they eat, use the bathroom and play. When I go to work i have access to watch my pet through our living camera to make sure they are safe and happy. I have a set schedule with my fur babies. I make sure they eat and go potty at a certain time but also they have play time to run and burn energy in my big back yard

Sitter Profile Image: Andrea W.
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Andrea W.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
30 years of experience
FORT WASHINGTON, MD, 20744

About: Spouse and I both retired military with over 30 years experience caring for your dog. Work from home and can care for your animal around the clock. Fenced in doggie patio. Will take your dog on ad many walks as they need. Give them all the attention the require. Very reliable and affordable Husband and I are both retired from the military and he is at home full-time when I cannot be and can provide all the attention, walks, play time that your fur baby requires. A fenced in patio and area setup in the sunroom for dogs to play and relax. Plenty of room to separate animals if need be.

Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 55 reviews
13 repeat clients
40 years of experience
Annapolis, MD, 21402

“I am so grateful to have found Lindsay. She's a natural with dogs -- relaxed, confident, loving, friendly and quite literally gets down on their level to connect. She was more than willing to come over for a meet & greet with our dog to help ease any concerns prior to her first booking. I loved her personality and level of customer service and her communication is exceptional. She's very punctual with her visits but also remains flexible knowing changes are sometimes needed. I look forward to continuing to work with Lindsay moving forward.”

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Ciri F.
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
from
$20
per visit
7 years of experience
Clinton, MD, 20735

About: My name is Taylor and I am a veterinary technician servicing the DMV area. I have been working with dogs specifically since I was 15 and cats since I was 18. I personally have a cat and have had dogs in the past, and I understand the stress put on the importance of finding someone that you can trust to watch your animals while you are away. Safety is my upmost concern and as a veterinary technician and a groomer, I am very experienced in dog and cat care and would love to babysit your little angel! I can't wait to meet you and thanks for visiting my profile! I currently work from home so I have more than enough time to devote to your pet and their individual needs. My hours are not necessarily tied to a desk or computer either, so I am able to do walks freely throughout the day. Depending on the customers request, I am able to accommodate most housing accomodations. There is a room specifically designated in the house for the pet for the duration of the stay, which has toys, beds, food and water as well as a TV. it’s also a daybed for me as well so that I am able to stay in the room with your pet. My backyard is large and it’s open, however I will be keeping pers on-leash anytime they are outside.

Sitter Profile Image: Thalia M.
Verified Enhanced Background Check
Thalia M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 30 reviews
18 repeat clients
6 years of experience
Brentwood, MD, 20722

“Thalia was great! She came to do drop ins with my dog and cat over the weekend and did a great job. The boys were very happy with their care. Thalia even was able to do a quick meet and greet prior to the scheduled drop ins to make sure the boys were comfortable with her.”

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Delcie G.
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The median cost per visit for dog sitting in Chesapeake Beach is $20

Dog parents share their Rover experiences - Chesapeake Beach

1 / 1
5.0 out of 5 stars

Holly was great with Shine! She kept me informed of any adjustments and took the time to make sure Shine went out during the drop-in. Thanks for the peace of mind!

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Tara J.
Drop-In Visits
5.0 out of 5 stars

Jake was awesome about checking in, communicating and sending photos. He was very good and loving to our GSP with lots of attention, outside time and affection!

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Liz N.
Drop-In Visits
5.0 out of 5 stars

Beth was amazing with my pups! She was able to visit with very last minute notice, which is soo appreciated! Beth communicated quickly and shared lots of pictures of my babies. Will definitely reach out to Beth again if pet sitting is needed.

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Kelly B.
Drop-In Visits
5.0 out of 5 stars

Kristi is amazing! Our Maggie really seemed to have gotten lots of loving and play time for our drop in visit. We got lots of videos and photos and reassurance that Maggie was in good hands. We are so happy and excited to book Kristi again!

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Bianca M.
Drop-In Visits
5.0 out of 5 stars

Jen is excellent at what she does and always makes me feel at ease while we are out of town taking great care of our family pet.

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Jessie H.
Drop-In Visits
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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 dog sitting

  1. 1. Search

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

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

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Popular requests for dog sitting - Chesapeake Beach

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Chesapeake Beach average 7
repeat dog sitting clients

FAQs for Dog Sitting - Chesapeake Beach

Frequently asked questions about Rover

The average cost of Dog Sitting in Chesapeake Beach is $22 per visit as of October 2026. Most bookings cost between $20 and $43 per visit. 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 6,807 sitters on Rover offering Dog Sitting across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.

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.

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 Chesapeake Beach 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!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Chesapeake Beach with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Chesapeake Beach. On Rover:

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 94% 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.

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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