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: dylan f.
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dylan f.
from
$15
per visit
10 years of experience
Prince Frederick, MD, 20678

About: I've loved pets for as long as I can remember. I have a true passion for caring for any animal in need and will always treat them with the same love and dedication as my own! Pet care fits seamlessly into my daily routine. I manage my time carefully to ensure pets get consistent attention, dedicated exercise, timely feedings, and structured drop-in visits or walks throughout the week and on weekends I prioritize the safety, health, and well-being of every pet in my care. I provide a calm, comfortable environment where pets can relax freely, alongside wholesome, high-quality, non-GMO organic treats and food tailored to their needs!

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: Kendall W.
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Kendall W.
from
$20
per visit
1 year of experience
upper marlboro, MD, 20772

About: I currently work at a veterinary hospital, where caring for animals is part of my daily routine. I have hands-on experience with feeding, administering basic care, monitoring behavior, and handling pets of all temperaments. I also have cats of my own, so I understand the importance of patience, comfort, and routine. I’m confident caring for both dogs and cats, including those that may need extra attention, and I always treat every pet like my own. I work Monday through Friday at a veterinary hospital, so I’m already actively caring for animals throughout the day. I’m available for pet care services in the evenings after work and fully available on weekends. My schedule allows me to provide consistent, reliable care while still giving your pet plenty of attention and time. Your pet’s safety and comfort are my top priorities. With my experience in a veterinary setting, I’m trained to recognize signs of stress, illness, or unusual behavior. I take time to learn each pet’s routine and needs to make them feel as comfortable as possible. Whether I’m caring for pets in my home or yours, I provide a calm, clean, and secure environment and follow all instructions closely.

Sitter Profile Image: Brittany L.
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Brittany L.
from
$20
per visit
5 years of experience
Brandywine, MD, 20613

About: I have had my baby Dakota for 6 years, ever since she was a pup! I have seen all stages and loved her through them all. I would love to provide that same love to your baby when you are not around! After having Dakota, I definitely understand the term “a dog is a man’s best friend”. She has loved me through so many stages of life and helped me overcome a lot. I cherish her presence and company like no other. I would love to care for your baby as if they were my own while you are in need of time away. I work a 9-5. I will care for your pet in the morning before I leave and as soon as I return home. Then take them to the park to have a fun time and socialize. I live in a single family home. I will ensure your baby is cared for and receiving their exercise. For example, walks, activities outside, or even allowing them to frolic outside.

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: Jordan B.
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Jordan B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 9 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: Mia G.
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Mia G.
from
$63
per visit
4.0 out of 5 stars
• 1 review
1 repeat client
11 years of experience
Upper Marlboro, MD, 20772

About: Extensive pet care experience and a Vet receptionist for 3 years. Extensive pet care experience and a Vet receptionist for 3 years. Extensive pet care experience and a Vet receptionist for 3 years I’ll move my schedule around your availability! I offer bundle services depending on the size of the pet. I’ll move my schedule around your availability! I offer bundle services depending on the size of the pet. I only service one family at a time so if you have multiple pets you are welcome! I offer bundle services depending on the size of the pet

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$18
per visit
5.0 out of 5 stars
• 3 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: Clarke T.
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Clarke T.
from
$25
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
17 years of experience
Bowie, MD, 20716

About: I’ve been a huge animal lover my entire life! I grew up with a family dog for 14 years, and for the last 2 years, I've been a cat parent to my own kitty, so I understand both dog and cat personalities. I’ve been the sitter for my friends and family whenever they go out of town. Plus, giving back to animals is super important to me; I've been volunteering at animal shelters since high school and still do today. Whether your fur baby needs lots of playtime, long walks, or just some cozy cuddles, I'll treat your baby like my own! My work gives me flexibility throughout the week. From Monday-Friday, I normally work in the office from 12-6pm. So, I am available for early morning and late morning walks before I leave, and I am back in time for dinner and evening care. My weekends are pretty open, so I have plenty of time for extended visits and walks. I follow all the rules and instructions you give me for both your house and your pet's care. Whether your pet has a specific feeding schedule, strict house boundaries, or a precise medication routine, I will make sure everything is done exactly the way you want it. Your home and your pet’s comfort and safety are my top priorities while you are away

Sitter Profile Image: Jalyn C.
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Jalyn C.
from
$15
per visit
10 years of experience
Upper Marlboro, MD, 20772

About: I have taken care of my dog Cha$e for almost ten years who unfortunately past. Currently look for a path to heal looking forward to walk and care for your pets. I’m looking for something to do while looking for a new position for myself. With my experience with having a pet I use to the daily routines Always make sure they follow a daily schedule with eating drinking walk times. If your pet need to take medication it will be all in a schedule

Sitter Profile Image: Ella M.
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Ella M.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Jacke A.
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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: 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: Mykayla K.
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Mykayla K.
from
$15
per visit
1 year of experience
Brandywine, MD, 20613

About: I’ve always had a love for animals and enjoy spending time with them! I have a dog of my own that I’ve been caring for over the past year, so I understand how important it is to make sure pets feel safe, happy, and loved. From feeding and going on walks to playtime and giving lots of attention, I’m familiar with the everyday responsibilities of caring for a dog. I’m patient, dependable, and treat every pet with the same love and care I give my own. My goal is to make sure your furry friend feels comfortable and cared for while giving you peace of mind knowing they’re in good hands! 🐾💕 I’m currently in College and I also work part-time. I’m usually available in the day time, evening and nights on Friday and the weekends. I sometimes am available during the week as well when I come home from college. Feel free to reach out and ask for my current availability for the week, it varies depending on my classes. Although, most of the time i’m available. Your pet’s safety, happiness, and comfort will always be my top priorities! As a dog owner myself, I understand how important it is to trust someone with your furry family member. I make sure pets are always in a safe, clean, and comfortable environment where they feel loved and cared for. I pay close attention to their needs, follow any instructions or routines provided by their owners, and make sure they receive plenty of attention. I also believe communication is important, so I’m happy to provide updates and pictures to give you peace of mind. My goal is to make every pet feel safe and comfortable while treating them with the same love and patience I give my own dog! 🐾💕

Sitter Profile Image: Ada G.
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Ada G.
from
$35
per visit
5.0 out of 5 stars
• 21 reviews
1 repeat client
4 years of experience
District Heights, MD, 20747

“Ada was great with my dog Ocho . She sent detailed videos and pictures everyday. She was attentive and cared for my dog like her own . I would book her again !”

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Nakia M.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$32
per visit
3.0 out of 5 stars
• 2 reviews
2 repeat clients
15 years of experience
Waldorf, MD, 20695

About: I’ve had experience in pet sitting for minimum 10 years. Attention to detail and care for pets needs come first. Restrictions if any are considered as well. Morning, mid day, and evening walks are a must. As well as feeding, as frequent or less as needed. Pets will remain hydrated and have ample play time and relaxation time throughout the day. I offer a fenced yard with a seperate play area inside of home dedicated to pets. There will be ample space inside, or outside of home for pets to flourish and plenty of dog parks available if preferred.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$35
per visit
4.9 out of 5 stars
• 29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

“Elizabeth is always consistent, responsible, and kind. I appreciate that she visited my fur baby despite the snow. She’s my go-to cat sitter!”

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Kelsey W.
Sitter Profile Image: Latoya C.
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Latoya C.
from
$65
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Bowie, MD, 20721

“I highly recommend Latoya to anyone looking for a trustworthy, dependable, and caring dog walker. I have known Latoya for about four years because she lives in my community, and I have seen firsthand how much she genuinely loves and cares for animals. I often see her walking her own dog, Chosen, throughout the community. Chosen is always friendly, well behaved, and clearly very well cared for, which made me feel completely comfortable trusting Latoya with my two dogs. Since hiring Latoya through Rover, she has done an excellent job. She communicates with me before arriving and again after she leaves, keeps me updated, and sends photos through the Rover app so I can see how my dogs are doing. That level of communication gives me great peace of mind when I am away from home. Most importantly, my dogs absolutely love her. They are comfortable and happy around her, and it is obvious that Latoya treats them with patience, kindness, and genuine affection. She is reliable, responsible, professional, and someone I completely trust in my home and with my dogs. When you trust someone with your pets, you want to know they are being cared for by someone who will treat them like their own, and that is exactly what Latoya does. I feel fortunate to have someone I know and trust taking care of my dogs. I would highly recommend Latoya to anyone looking for dog walking or pet care services through Rover. She has earned my trust, and I would not hesitate to use her services again.”

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Patrick T.
Sitter Profile Image: Ademide F.
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Ademide F.
from
$20
per visit
4.8 out of 5 stars
• 25 reviews
7 repeat clients
3 years of experience
College Park, MD, 20740

“Lolah loves Ademide, and that says a lot since my cat does not warm up to any sitter or guest. Pet owners, rest assured that Ademide will respect your home and be your pet’s best friend! Book Ademide with confidence!”

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Jonathan B.
Sitter Profile Image: Karyna B.
Verified Enhanced Background Check
Karyna B.
from
$16
per visit
20 years of experience
Bowie, MD, 20721

About: I’ve always loved animals and have experience caring for dogs and cats. I’ve personally owned 6 dogs and 1 cat, and I have over 10 years of pet-sitting experience. I’m comfortable caring for pets with different personalities and needs, and I treat every pet with the same love, patience, and attention I would give my own. Pet care fits naturally into my daily routine. I enjoy spending time with animals, taking them for walks, playing with them, and making sure they feel safe, comfortable, and loved. I have a flexible schedule that allows me to give pets plenty of attention and care throughout the day. Whether in my home or a client’s home, I provide loving, attentive care while keeping pets comfortable in their normal routine. I follow feeding and medication instructions, provide walks and playtime, give plenty of affection, and keep their space clean and safe. I also make sure to communicate with owners and send updates so they know their pet is happy and well cared for.

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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

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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

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  • 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

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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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