Dog Sitting Middletown

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

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Over 54
pet parents in Middletown have booked dog sitting

Middletown, 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: Alexis R.
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Alexis R.
from
$15
per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Linganore-Bartonsville, MD, 21754

Alexis is the best!

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Jim G.
Sitter Profile Image: Maria & Brian H.
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Maria & Brian H.
from
$30
per visit
5.0 out of 5 stars
4 reviews
42 years of experience
Middletown, MD, 21769

About: I’ve had pets since I was a kid. I love animals, as they are the most loving and authentic little beings. I’ve always had dogs and have taken care of family/friends/neighbors’ dogs when needed. I offer boarding, walks, a fenced in yard and socialization with my children and my own pets. Your pup will be in good hands and loved! My household always has an adult home for walks or ability to go out in the yard at anytime. We pop in and out on sports practice days in the evenings and for games on the weekends. Never more than 2 hours at a time. I have a large fenced in yard, can crate your pup and can offer walks, the ability to sit or lay on furniture, socialization for my kids, and socialization for my dog and other pets

Sitter Profile Image: Leslie G.
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Leslie G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
21 years of experience
Frederick, MD, 21704

Leslie was great to work with! Even the average dog lover might be intimidated by our two Malinois, but not Leslie. She took great care of them.

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Maggie-May S.
Sitter Profile Image: Guinevere C.
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Guinevere C.
from
$17
per visit
1 repeat client
25 years of experience
Frederick, MD, 21703

About: I have taken care of all types of animals all my life. Exotic pets, as well as cats and dogs. I have a kitty baby of my own who I fostdopted In 2018 I have a 9-5 but It’s flexible as i work from home. I can do multiple short visits as needed, I know my baby gets anxious when no one is home. I have the utmost care and respect for animals, they need love attention and affection like any creature. I nurture and speak to them and will give the best treats ( i have a chewy account)

Sitter Profile Image: Marne & John B.
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Marne & John B.
from
$25
per visit
5.0 out of 5 stars
189 reviews
95 repeat clients
25 years of experience
Frederick, MD, 21703

Marne is the best! She visits my Harper on drop-in visits and gives me peace of mind in knowing he is well taken care of. Harper loves Marne which makes me happy. I highly recommend Marne to take great care of your furry family members!

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Keith W.
Sitter Profile Image: Moyo A.
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Moyo A.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Frederick, MD, 21702

We had a great experience! She stopped by twice to let our dogs out while we were away and was reliable, communicative, and very caring with them. It gave us peace of mind knowing they were in good hands. Highly recommend!

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Audrey C.
Sitter Profile Image: Ashley B.
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Ashley B.
from
$25
per visit
10 years of experience
Frederick, MD, 21702

About: I have grown up with both cats and dogs- all sizes and ages. I helped my father train dogs for his business. I also have a service dog at home who is trained and got certified. I have my own cat baby who I’ve had since we were both young. I currently do work part time as a customer experience associate but my hours are very set normally and can be flexible with proper notice. Before being left alone with your pets I would like to do an in home visit to meet everyone and go over routines and where everything goes.

Sitter Profile Image: Heather M.
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Heather M.
from
$25
per visit
5.0 out of 5 stars
42 reviews
17 repeat clients
20 years of experience
Middletown, MD, 21769

Heather is wonderful and our boy, Rex, loves her! We have booked with Heather for over a year and will continue to do so. We can't thank her enough!

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Erika B.
Sitter Profile Image: Scott W.
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Scott W.
from
$15
per visit
25 years of experience
Myersville, MD, 21773

About: I've had dogs and cats for over 25 years and have trained many puppies and raised many rescue animals. Animals are like family to me and I've loved every one. Now that I have the time to help other animals, I'd love to help yours. I'm a retired Federal employee who is available in the morning or afternoon for pet check ins and walks. I live in the Myersville area and would be available to help in the surrounding vicinity. If you need a little space for your dog to run free, I have a fenced in yard with 2 friendly dogs. We usually take our dogs on walks and let them run in the fenced in area. I can walk your dog, check in on them, feed them, and let them out in your fenced yard.

Sitter Profile Image: Kaylie H.
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Kaylie H.
from
$30
per visit
5.0 out of 5 stars
51 reviews
14 repeat clients
5 years of experience
Frederick, MD, 21702

Kaylie did a great job. Loved the information after each visit and especially the dog pictures. Thank you for taking time out of your Christmas holiday to care for our fur babies!

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Roe & Colin W.
Sitter Profile Image: Heather R.
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Heather R.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
30 years of experience
Middletown,, MD, 21769

My animals adore Heather, she goes above and beyond to show them love. She also sends the most amazing pictures very often!

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Lizzie R.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$55
per visit
5.0 out of 5 stars
80 reviews
38 repeat clients
30 years of experience
Middletown, MD, 21769

About: With over 30 years of pet care experience growing up on a small farm, I’ve had the privilege of caring for a wide variety of animals—from dogs and cats to livestock. My experience has given me a deep understanding of animal behavior, health, and care needs. Living on 100 acres, I offer a unique environment where pets have plenty of space to explore and play in a safe, supervised setting. Unlike many sitters, dog sitting is my main source of income, which means I am fully dedicated to giving your pet my full attention, love, and care. Whether it’s puppy training, senior pet care, or just providing lots of love and exercise, I treat every pet like they’re my own! *I also offer a contactless pet drop-offs and pick-ups if needed for early morning/late evening pick ups(+$fee per dog). You can drop your fur baby off in my outdoor kennel, text me and I will be sure to come get you pup as soon as I can and move them inside or to the fenced in area! I prefer to do this after we have met in person at least once to show you the kennel drop off/pick up. Pet care is at the heart of my daily routine. As a full-time pet sitter living on 100 acres, my day revolves around providing attentive, personalized care. From morning walks and playtime to feeding, grooming, and cuddling, I ensure every pet gets the love, exercise, and attention they deserve. Since pet sitting is my main source of income, I have the flexibility and time to accommodate individual needs—whether it’s extra potty breaks, medication schedules, or play sessions. Your pet’s happiness and well-being are my top priority every single day. There isn't an option to mark for older kids, Rover considers under 12yrs a child. I have a teenager and my youngest is about to turn 12. They have been raised around dogs and cats their entire lives, also my kids and our cats have their own side of the house that is gated off from all dogs. We have some outside barn cats that are used to running and hiding from our own dog Nala. It's ok if your dog doesn't like cats-they are very good at avoiding cars and dogs. I provide a safe, comfortable, and fun environment for all pets in my care. My property includes a fenced-in area detached from the house, allowing for secure, off-leash playtime where pets can run, explore, and enjoy fresh air safely. In addition to regular walks and exercise, I also offer bathing services, with pricing based on breed and size. My priority is ensuring each pet feels loved, comfortable, and well-cared for—whether they’re getting their zoomies out in the fenced area or enjoying a calm, cozy space indoors. Please make sure fur baby is up to date on all their vaccinations, flea and tick meds.

Sitter Profile Image: Savannah W.
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Savannah W.
from
$20
per visit
6 years of experience
Frederick, MD, 21701

About: I've always been around dogs and cats for as long as I can remember! I have experience with cats and dogs, puppy/kitten to seniors! I can walk,bathe, feed, brush, play, cuddle, etc. I have experience with varying sizes as well as special care such as medication. I am available most of the time! I am currently going to school full time online so I will be able to stay most of the day! 24/7 I will check all doors and fences to ensure the animal can't get out. I will also check leashes,collars, etc. to ensure walks will be safe. Ensure the environment is clean,safe, and nurturing!

Sitter Profile Image: Joscelyn C.
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Joscelyn C.
from
$18
per visit
10 years of experience
Frederick, MD, 21702

About: I’ve mainly taken care of my own, and close family cats and dogs, but in the recent year or two I’ve helped my friend who uses rover walk dogs. I currently have full availability, which allows me to accommodate last-minute bookings, recurring schedules, weekends, holidays, and extended stays. I'm flexible, dependable, and committed to providing reliable, attentive care whenever your pet needs me. Your pet's safety and comfort are my top priorities. I live in a clean, pet-friendly apartment and maintain a calm, secure environment. My sister has a cat who is not comfortable around unfamiliar cats, so I am unable to host cats in my home. However, I am happy to provide care for dogs or care for cats in their own homes, where they can stay comfortable in a familiar environment. I will always follow your pet's routine, provide regular updates, and treat them with the same care and respect I would give my own.

Sitter Profile Image: Bonnie B.
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Bonnie B.
from
$28
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
40 years of experience
Jefferson, MD, 21755

Bonnie took great care of my cat, Dora, while I was away! Having just moved to the area, it was time to start over with a new sitter and I’m very glad to have found Bonnie! She is a great communicator, sent me lots of pictures and texts, and asked questions as they arose. Dora is normally leery of new people, but it was clear from the pics that Dora connected and felt safe safe with her right away! Bonnie was also super flexible with me on a visit time, helping coordinate a package delivery that was accelerated to while I was gone. It was another stress relieved. Thanks for everything, Bonnie! We’ll be reserving again soon!

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Robin D.
Sitter Profile Image: Jennifer H.
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Jennifer H.
from
$20
per visit
30 years of experience
MIDDLETOWN, MD, 21769

About: I have 30 years of pet care experience with a wide range of animals. I have owned and taken care of animals including hamsters, rats, and guinea pigs as well as snakes, iguanas and your more traditional pets such as cats and dogs. I have also owned horses, cows, goats and other large animals as well. I am comfortable with medication management as well as taking care of puppies and senior animals. I pay close attention to changes in your pet's behavior and mood to catch any issues as quickly as possible. I currently own two cats and work full-time out of the house. I offer overnight sitting in your home any time, and weekend boarding in my home, when I am able to be there with your pet all day. I also am able to do drop in visits during the day for dog walking or to check in on your pet. In addition, my adult daughter lives at home and has a very flexible schedule where she can assist in care for your pet. Pets in my home are allowed full access to the house, and can sleep on both beds and couches. I have a large, unfenced back yard with a stream through it, as well as plenty of places for walks. I am 100% respectful of your home and space and will leave your home in the condition it was when I got there. I understand that pets are more comfortable in their own spaces and will follow any routines and instructions you have for their care.

Sitter Profile Image: Taylor T.
Verified Enhanced Background Check
Taylor T.
from
$30
per visit
5.0 out of 5 stars
55 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor did a fantastic job on a drop-in with with our pups while we were out for the day. We received quick notes from the visit, lots of pictures, and we'll definitely be booking with her again!

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Tara H.
Sitter Profile Image: Kaila M.
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Kaila M.
from
$25
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
9 years of experience
Frederick, MD, 21702

Kaila was amazing and we will definitely contact her again when we need someone attentive to watch over our fur babies. She has integrity, great communication, and understands it’s the small details that matter. Thanks Kaila!

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Lewis R.
Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per visit
4.9 out of 5 stars
33 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

She did an amazing job! Loved all the love and attention I for the animals that I could easily see come through in the photos. I’ll definitely use her next time I need to travel!

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Grace S.
Sitter Profile Image: Rochelle R.
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Rochelle R.
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Frederick, MD, 21702

Rochelle was great with our pets and communicated well!

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Ron R.
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The median cost per visit for dog sitting in Middletown is $20

Dog parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Dominika did an excellent job taking care of my two chihuahuas that have anxiety. She was very patient and caring with them. I highly recommend her!

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Stephanie G.
Drop-In Visits
5.0 out of 5 stars

Brittany is amazing! So on top of things, great communication, and we trust her with our three pups already! Couldn’t recommend her more!

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Jeremy W.
Drop-In Visits
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  • 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?

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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.

Meet local sitters who will treat your dogs like family

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Sitters in Middletown average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

The average cost for Dog Sitting in Middletown on Rover is $17.12 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 3,195 sitters on Rover offering Dog Sitting across Middletown. 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 Middletown 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.

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 Middletown 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 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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

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 Middletown 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 Middletown. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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 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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