Dog Sitting in Middletown

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

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Top rated Middletown dog sitters

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: Jen P.
Verified Enhanced Background Check
Jen P.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

Jen is absolutely the BEST petsitter you will ever experience. My cat is very high maintenance with her attitude and her massive hair (forest cat). Upon my arrival home kitty was calm, very content , and had an extensive grooming! My home was exceptionally clean with the removal of litter and cat food cans. Jen met me before the sitting dates and she was extremely knowledgeable . She has tons of common sense--- You will not need to give her pages of instruction. She GETS IT ! In addition, my plants were watered during this 94 degree weather , mail was placed neatly inside, and trash cans were taken to the curb . Photos are sent to you at each visit. Love Jen to take care of my cat.

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Jane E.
Sitter Profile Image: Kevin M.
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Kevin M.
from
$12
per visit
30 years of experience
Townsend, DE, 19734

About: I’ve taken care of dogs including raising 5 of my own for over 30 years. Happy to drop in or provide walks as needed. Look forward to hearing from you. I work from home every other week which enables me the flexibility to drop in and take your pup for a walk or feed and let them out. I’ve taken care of dogs including raising 5 of my own for over 30 years. Happy to drop in or provide walks as needed. Let me know how I can help

Sitter Profile Image: Erin O.
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Erin O.
from
$20
per visit
5.0 out of 5 stars
1 review
15 years of experience
Middletown, DE, 19709

About: I’ve taken care of dogs since I was a kid. I trained my dog as a puppy & have been a reliable dog sitter for friends & family. I have a flexible work schedule and work locally! I am open to any time of day if I can make it work with my job :) I love to get outside and exercise & would love to walk your dog! I am in a well kept town house, with a small back yard & fenced in deck. I am always cautious when watching someone’s family pet & utilize the tools you may have in your home (leash,crate, etc) to keep your pet safe!

Sitter Profile Image: Samantha L.
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Samantha L.
from
$15
per visit
7 years of experience
New Castle, DE, 19720

About: I have raised my own puppy, Anna, who is 7 years old now! Along with that, I have grown up besides 3 dogs and 1 cat. (also 4 hamsters 🐹) There is literally nothing I haven’t seen/cleaned up/handled. I will love your pet as if it is my own! As someone who wants to make a difference in pet lives any way she can, I would make infinite time for pet happiness!! This is my job, so there is nothing I wouldn’t do for a dog or cat. I follow rules pertaining to each individual space, so this means I will only do/do not do what you ask. I will give your pet the respect, love, and care they deserve!

Sitter Profile Image: Raven C.
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Raven C.
from
$22
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
13 years of experience
Bear, DE, 19701

Raven was wonderful!! She took excellent care of my two cats! We will definitely be booking her in the future

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Elizabeth E.
Sitter Profile Image: Delaney G.
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Delaney G.
from
$35
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
9 years of experience
Townsend, DE, 19734

Delaney is so dependable - it gives me so much peace of mind that my dogs are in great hands!!

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Mary B.
Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$62
per visit
5.0 out of 5 stars
65 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Our 3rd time booking with Reid- great as always! Provided pictures and played with our dog outside! Will continue to book Reid whenever we need dog coverage!

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Kelly G.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$25
per visit
25 years of experience
Middletown, DE, 19709

About: I've had cats and dogs my whole life and have spent most of my adult life volunteering for 2 animal rescue organizations. I fostered over 170 cats for my last organization (that was over a period of 15 years!) caring for all ages as well as taking in some with medical needs. I'm skilled at administering medications of all sorts and we currently have an asthmatic cat that takes an inhaler. I've been a "cat person" my whole life, but love dogs too! My husband and I love the large breeds, in particular Mastiffs. We currently have 3 cats plus a Mastiff who is the biggest baby. :-) We recently moved to Delaware (from just outside of DC) and I'm looking to re-start pet sitting as I LOVE meeting new furbabies and taking care of them. I used to pet sit in VA but put it to the side when fostering took up most of my free time. I recently took an early retirement and have plenty of free time so can offer flexibility. Since I'm married my husband helps takes care of our own cats/dog, and he understands my love of animals and desire to help others. I understand that every cat/dog is unique, with their own personality and needs. I will take the time to get to know each one and tailor my approach to ensure their comfort level,

Sitter Profile Image: Jenna B.
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Jenna B.
from
$20
per visit
5.0 out of 5 stars
130 reviews
21 repeat clients
20 years of experience
Bear, DE, 19701

Jenna was prompt to all of her drop ins and was flexible when my schedule changed. Jenna communicated well and I wasn’t in the dark about any situations that arose, giving me a chance to enjoy vacation and leave the kitties to her. A pleasure to work with. Will use again.

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William D.
Sitter Profile Image: Tiffani G.
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Tiffani G.
from
$20
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
Clayton, DE, 19938

Tiffani is great! She spoils our Maple with lots of love and playtime. She is super flexible with requests and even when they’re last minute. Thank you Tiffani for taking care of our fur baby!

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Caroline M.
Sitter Profile Image: Whitney W.
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Whitney W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
4 reviews
4 repeat clients
10 years of experience
Newark, DE, 19711

About: Animals have been a part of my life for as long as I can remember. Growing up with dogs and cats, and now having two rescue dogs of my own, I just can't imagine life without them. I haven't used Rover before, but I've spent years watching friends' dogs and cats whenever they needed someone they could trust. I've raised puppies, cared for kittens, and even handled medications when needed, so I'm no stranger to what animals need to feel safe and loved. I come to your home so your babies can stay in their own space, in their own routine. Every animal is different and I take the time to get to know them. Big or small, they all get the same gentle, attentive care. I just genuinely love animals, and that's something you'll see the moment I meet your pet. I'm always happy to set up a meet-up before booking so we can connect, your pet can get comfortable with me, and we can make sure it feels like the right fit for everyone I recently graduated from Arcadia University with my Master's in Physician Assistant Studies. While I study for my boards and prepare to move back home to Washington, I have time on my hands and want to spend it doing something I truly enjoy. Right now my days are completely open, which means your dog gets my full attention. No rushing off, no squeezing them in between a busy schedule. I'm there as long as they need me. As the mom of two very needy rescue dogs, I completely understand wanting your babies to have someone around as much as possible, and right now, I'm in a position to give exactly that! Since I will be in your home, my first priority is to respect whatever routine and rules you have in place for your pet. I am happy to provide as much or as little entertainment, snuggles, or space as your fur baby needs. When it comes to walks, I'm no stranger to dogs that pull on the leash or get reactive around other dogs. I've handled strong, reactive animals before and I feel confident and calm managing them.

Sitter Profile Image: Paul C.
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Paul C.
from
$20
per visit
10 years of experience
Elkton, MD, 21921

About: As dog owners, we understand how important it is to find someone trustworthy to care for your pets. We have two dogs and truly enjoy spending time with animals of all kinds. We know that pets are family, and we strive to provide dependable care and regular updates so you can have peace of mind. We look forward to meeting you and your furry family members! 🐾 I currently work in HVAC but there are 1-2 days a week I typically have off so on those days I would have a good amount of availability. Also have weekend availability and holiday. I don’t plan on transporting or bringing dogs to my house but I can do any care plan you would like at your house.

Sitter Profile Image: Miriam C.
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Miriam C.
from
$20
per visit
5 years of experience
Bear, DE, 19701

About: I’ve been enjoying helping my kids care for their dogs and cats creating a strong bond while having so much fun with their dogs and cats. I have a flexible schedule to care for pets while providing a safe environment to stay in and keep to their schedule like their own parents with me. I have a fenced yard under my supervision and have fun playing with my own pets! Any suggestions that your pet needs will be appreciated in order to create a bond and trust while you are not there will be perfect to make your pet’s and your day!

Sitter Profile Image: Totiyana D.
Verified Enhanced Background Check
Totiyana D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
New Castle, DE, 19720

About: I’ve been a devoted dog owner since the age of five and currently share my home with two lovable dogs, Nelly and Thanos. They enjoy welcoming new furry friends, and we truly believe the more, the merrier. As someone who travels often, I understand how reassuring it is to know your dog is in caring, reliable hands. Dogs have always been a constant source of joy in my life, and I treat every pup as if they were my own. I’d be honored to care for and spoil your fur baby while you’re away. I do work full-time. However, my schedule is really flexible which allows me to spend quality time with your fur baby as well as my own. There will be plenty of time for outdoor and indoor play which will get us ready for some nighttime snuggles. I have a fenced in yard and I watch my pets as well as yours to ensure safety. In addition, I can crate your dog, if needed, but I have two friendly fur babies that enjoy other friends.

Sitter Profile Image: Sierra W.
Verified Enhanced Background Check
Sierra W.
from
$30
per visit
5.0 out of 5 stars
2 reviews
11 years of experience
townsend, DE, 19734

About: I can’t remember the last time I’ve lived without dogs. I’ve been dog sitting for family friends for years now and love love love spending time with them. I currently don’t have a job so i’m free majority of the time! Very flexible schedule. I can do potty breaks during the day and so on! I’ve cared for my own dog at home for many many years and I’d do the same for any other pup! I can do overnight visits and more.

Sitter Profile Image: Brenda G.
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Brenda G.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

Brenda did anawesome job taking care of my two cats. She was also super accommodating when I ended up having to adjust my travel plans and I am super greatful.

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Ash B.
Sitter Profile Image: Samantha E.
Verified Enhanced Background Check
Samantha E.
from
$20
per visit
9 years of experience
Newark, DE, 19702

About: I had 2 dogs, a shibu-chi mix and shitzu females that act like adorable little sisters. My sister also owns 2 dogs, a little black poodle dog and pitbull-terrier mix, both of whom I love so very much! I’ve had to petsit for her many years, so I am familiar working with big dogs. In the Philippines, I had a grey puppy named Jamie, that was a very rare and intelligent breed! By the time I had to fly back to the states, he was potty-trained and knew basic commands(sit, stay, paw, etc.) I hope to own my own big dog someday! I make room for pet-sitting at the end of the week, usually Thursdays, Fridays, and Saturdays. I would make the schedule fit into my calendar that works for the owner and make it apart of my daily routine. In the clients home, I’m only going to do what is required and requested for the petsitting time period. If there are any additional notes that I need to know, particularly for the pets needs then I will need to know before I arrive at the location. I implement a set schedule to ensure I can meet the requirements of all of my clients accordingly and efficiently, so that I’m sure I’m prepared for anything in the owners absence.

Sitter Profile Image: Janae V.
Verified Enhanced Background Check
Janae V.
from
$20
per visit
18 years of experience
Bear, DE, 19701

About: I have cared for pets since a youth. I groom, walk & feed pets as well as offer pet therapy. I have cared for female & neutered dogs as well. I currently am employed part-time ! I can attend to your pets needs during the weekend Saturday & Sunday Between the hours of 9am - 3pm with advance notice ! With your permission I care for your pet with specific instructions ! You can tell me the dos & don’t of your pets personality the rest I learn along the way ! I adhere to specific feeding & walking instructions! If you prefer your pet kenneled & not roaming in your home I adhere to that instruction.

Sitter Profile Image: Cameryn C.
Verified Enhanced Background Check
Cameryn C.
from
$20
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Clayton, DE, 19938

Cameryn was great! She watched my 2 kitties while I was away and they loved seeing her. She stopped by each day, fed lots of treats, and sent me pictures each time. It’s nice to know I can trust someone with my boys when I go away. Thank you Cameryn!

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Delaney G.
Sitter Profile Image: Michaela A.
Verified Enhanced Background Check
Michaela A.
from
$30
per visit
5.0 out of 5 stars
54 reviews
15 repeat clients
17 years of experience
Bear, DE, 19701

This is the second time we’ve used Michaela and everything was great. Thank you Michaela for doing a wonderful job caring for Milo while we were gone!

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Alison Z.
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Middletown dog parents share their Rover experiences

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5.0 out of 5 stars

We (my family and Cubby) love Tracie! We hope every time we travel that Tracie will be available. Cubby is a nervous girl when we are away, but so much more settled when we have Tracie watching her. Tracie is great with our schedule and also giving meds as needed. We as a family are also able to enjoy our time away when we know that Tracie is taking care of our big baby Cubby👍😁❣️

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Anne C.
Drop-In Visits
5.0 out of 5 stars

Ciara was pleasant from the first meet. Thanks for caring for our fur baby while we were away. Thanks for the constant updates.

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Indolicia S.
Drop-In Visits
5.0 out of 5 stars

Christine is amazing. She was a great with our new puppy. Such a relief knowing that our pup is taken such good care of while we are at work.

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Taylor S.
Drop-In Visits
5.0 out of 5 stars

Jessica was awesome as always! I absolutely love the excellent rover cards that she leaves with a great write up and pictures!

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

Brooke was wonderful with our puppy! She did a wonderful job caring for him and gave us great update with pictures. Super trustworthy and I am so glad I reached out to her!

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Kimmie S.
Drop-In Visits
5.0 out of 5 stars

We love Timothy! He took great care of my two huskies, one of which that can be a little rambunctious. He made sure they were well taken care of and happy and sent lovely videos and photos along the way. Will 100% be requesting his services again! Thank you Timothy!!!

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

Did a wonderful job caring for my dog. He’s anxious and she was very patient and went above and beyond to make him comfortable.

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

Another worry-free vacation thanks to Morgan!!! She pampered our pups and sent great updates and pictures.

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

Visit went well with Summer! Very attentive and genuinely wanted to get aquatinted with our pup! She’s a great fit for regular weekday walks and visits for us!

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Peter A.
Drop-In Visits
5.0 out of 5 stars

Samantha did a great job taking care of Lilah. Great updates, photos, on time, and very caring. Thank you!!!

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Lucy B.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog sitting in Middletown is $20

Why Choose Rover?

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  • Reservation protection

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

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

Sitters in Middletown average 6
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Middletown on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Middletown dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,835 dog sitters in Middletown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 87% of Middletown dog sitters respond in under an hour.

Dog sitters in Middletown have an average of 17 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Middletown.

Rover makes it easy to find Middletown dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 1,835 dog sitters in Middletown on Rover, so you’re sure to find the perfect match for your dog! In Middletown, 95% of dog sitters offer daily exercise, 96% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.