Dog Sitting Middletown

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pet parents in Middletown have booked dog sitting

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Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$25
per visit
5.0 out of 5 stars
4 reviews
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: Cassidy C.
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Cassidy C.
from
$15
per visit
25 years of experience
Townsend, DE, 19734

About: I’ve spent my entire life caring for animals, including dogs, cats, and horses, which has given me a deep understanding of their needs, behaviors, and personalities. Growing up with pets taught me the importance of consistency, patience, and attentive care, whether that meant daily feeding routines, grooming, exercise, or recognizing subtle signs that an animal might be stressed or unwell. I’m comfortable caring for pets of different ages, temperaments, and activity levels, and I approach every animal with kindness, reliability, and respect. My lifelong hands-on experience allows me to provide safe, loving, and attentive care, so pet parents can feel confident their pets are in capable and compassionate hands. I am currently in nursing school and work part time at two different jobs. Some weeks my school schedule changes so I might have more flexibility! I have a fenced in yard that I use for my dog. I am also able to crate animals as needed and will supervise all interactions.

Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
14 years of experience
Bear, DE, 19701

This is my first time using Rover. I could not have had a better experience. Raven was amazing. Timely. Communicative. Friendly. Genuine in her services. What a relief it was to know that my pet (2) cats were receiving excellent TLC and treats. Will call on her again if needed.

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Julie P.
Sitter Profile Image: Maggie f.
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Maggie f.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
5 years of experience
Elkton, MD, 21921

Maggie was awesome! She took the time to understand all of our instructions on the best ways to care for our pets, and wasn’t afraid to ask questions if she wasn’t sure about something. Excellent communication throughout the whole weekend with really good pictures! Maggie went above and beyond and I will definitely be working with her in the future!

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Lisa T.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$10
per visit
5.0 out of 5 stars
1 review
10 years of experience
Elkton, MD, 21921

About: I don’t just watch dogs I treat every dog like family. 🐾❤️ I take the time to understand each dog’s personality, routine, energy level, and individual needs so they feel safe, comfortable, and loved while they’re in my care. From playtime and cuddles to walks, attention, and plenty of positive interaction, I make sure every dog gets more than just supervision they get a fun, personalized experience they’ll look forward to every time. Because your dog deserves more than a place to stay they deserve a second home. I am a stay at home mom my attention is on kids and animals I only go out if I have to and it’s never a long time I have a fenced in yard and 2 friendly dogs (small dogs ) to keep your fur baby company. They will be loved and protected by me and my family❤️

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

Jenna took amazing care of my two kitties and my fish! One of my cats (Bennie) likes to hide under the covers, she took a photo of him there and spent time with him where he was comfortable. Every day Bennie came out a little more! Peaches liked Jenna immediately too. I also loved how descriptive the updates were. I came home to two happy and well taken care of kitties :)

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Alex D.
Sitter Profile Image: Paul C.
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Paul C.
from
$24
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Elkton, MD, 21921

Love the photos! This was our first time using anyone for a pop in visit. This was totally last minute! Asked Paul and his fiance last night at 7pm to please help us, and without hesitation they came right over and met our boys. They did a pop in visit today and they were wonderful!!! Will definitely use them again :) They were great!!!! Thank you both so much !

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Leanna
Sitter Profile Image: Taryn D.
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Taryn D.
from
$25
per visit
5.0 out of 5 stars
1 review
25 years of experience
Townsend, DE, 19734

About: My name is Taryn and I have lived with animals all my life. I have experience caring for dogs, cats, rabbits, hamsters, birds, horses, fish, chickens, and small snakes. I have two young adult daughters that live at home and share the same passion as I do. I do have a 7yr old mix of my own that enjoys playing with others. If your dog happens to not be dog friendly, no worries; I provide in home dog care, drop in visits and dog walks! My home is clean, quiet, and pet proof. I have a large back yard with plenty of room for your best friend to run and play. We even have trails nearby where we can go on fun adventures! Pets will have free roam of the house so they don’t feel left out, after all they are apart of the family. Your pet(s) will never be alone or feel scared with me as their sitter. I work full time during the week. But I’m available weeknights for drop-ins, walks, and daycare. I’m available Fri-Sunday for the above as well as in home and in my home boarding. I have a large yard and a friendly dog for your pup to play with. If needed, I also have a crate. I don’t like crating my dog so prefer not to crate yours unless instructed by you for specific reasons. Of course they’ll be let out often to use the bathroom and have unlimited access to water. In your home, your pet will be let out when needed/scheduled if they have one, played with, and loved on. No matter where we are, my goal is to make your pet feel safe.

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

About: I have owned dogs since childhood, ranging from 60lbs to 150lbs. I have walked dogs and dog sat since I was a teenager. I have 3 dogs of my own, 3 of which are XL, and always have a foster dog as well. I am very active and would be happy to provide your dog with extra activity like hiking or running if you want them to come along for an adventure. I have experience with pet therapy for the last 15 years as well. If you are boarding with me, during the work week, I come home for lunch so my pets don’t ever go more than five hours without a let out. I can accommodate early morning or later in the evening walks or let outs on weekdays. Weekends are very open for me! I am able to accommodate dog friendly dogs for boarding who can integrate into our pack. I have a male Cane Corso, a male Great Dane, and a female Lab. They are all fixed and all dog and cat friendly. I can also accommodate non-dog friendly dogs as long as they are crate trained and comfortable in a room with busy toys and treats. They will still receive one on one attention and play time. For drop-ins, I am happy to utilize your yard for let outs and/or play time or very happy to walk your dog/s. For boarding, I have a fully fenced in portion of yard. I do not live in a neighborhood, so if your dog requires walks while boarding, I live 5 minutes from a park. I have cared for senior dogs as well as special needs dogs. I am very comfortable administering medications and sub q fluids. My one dog received daily fluids. Pet care is essentially my whole life :) With a multi dog household, life revolves around them. Their needs are prioritized and whatever accommodations need to be made can be made. Happy to provide your dogs with walks, playing tug, mental stimulation or just snuggles. If your dog is active, I’d be thrilled to take them for hikes or runs.

Sitter Profile Image: Courtney W.
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Courtney W.
from
$30
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Townsend, DE, 19734

About: Hey, I’m Courtney, a passionate animal lover with hands on experience in veterinary care and a deep commitment to keeping pets happy, safe, and loved. I’m a recent graduate from Delaware State University and I work as a Veterinary Assistant at a local animal hospital in Middletown, DE. Over the years, I’ve cared for dogs of all sizes and personalities from cuddly to high energy. My experience includes everything from administering medications, handing emergencies, senior and puppy care,daily walks, playtime, and providing lots of belly rubs! Whether you’re looking for drop in, dog walking or overnight care, I bring professional compassionate care tailored to your pet’s needs. I treat every dog like family because that’s what they deserve. Let me know how I can help give you peace of mind while you’re away. I’m excited to meet your furry friend. Im working full time as a veterinary assistant, but I’m still available to your pet depending on your needs morning or nights to play with them and give them care. I have an extra crate at home. In clients home I like to establish trust and bonding with pets. Maintain a routine if any for the pet and provide good stimulation.

Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
80 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: Lynda R.
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Lynda R.
from
$25
per visit
5.0 out of 5 stars
5 reviews
27 years of experience
New Castle, DE, 19720

About: I've had dogs for over 25 years and most recently I'm caring for a dog with a seizure disorder. Everything from young energetic puppies to elderly dogs. I have worked with an organization called Missing Pet Partnership (an organization started by a police officer who trained scent detection dogs). I was trained to find lost pets and the psychology of dogs and cats including training in pet first aid and CPR. My previous career was as a special education teacher. I now work full-time from home. I would love to play with and care for your pup! No pet too big or small. I hope to hear from you, thanks. I am currently working full-time from home and I will have plenty of time to play with your for baby I'm available for boarding on weekdays, weekends, nights and even holidays. I work from home and have a very large fenced yard that is fully secure for the smallest dog and 5 and a 1/2 feet tall for larger dogs. My home is set back from the road on a quiet private street for your peace of mind. I have two small friendly dogs to keep your fur baby company. I can crate your dog if needed based on your preference and socialization with my dogs is entirely up to you. My home has separate areas to accommodate a variety of situations including multi pet homes that crate and rotate dogs, dogs with medical needs who need to be in separate areas, etc. For overnight stays I will tailor your dogs experience to ensure it is a home away from home.

Sitter Profile Image: Reid C.
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Reid C.
from
$62
per visit
5.0 out of 5 stars
69 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: Kathleen K.
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Kathleen K.
from
$15
per visit
20 years of experience
Elkton, MD, 21921

About: I have been around and taken care of different pets since I was young. Often I pet/house sit for family/friends while they are on vacation but I have recently started watching dogs in my own home while the owners are away. I have watched dogs ranging from Cane Corso to Shih Tzu as well as several cats, hamsters and fish. I prefer to pet sit in the owners home so the pets are less stressed but will do everything I can to make them feel comfortable in my own home. I live on 4 acres that are not fenced in so if you or your dog are not okay with that I will make sure they are leashed anytime they are outside. I do have cats but they are in a separate part of the house where your pet will have no access with. I am always open to any questions or suggestions! I work full time typically from Monday to Friday. It’s usually 8-4 but can range from 4am to midnight. I will always let you know ahead of time what my schedule is or if you require something specific I’m willing to try to work something out. I have a lab that is crate trained if your dog is lonely they can go together or be in crates next to each other. The dogs will also never be alone or outside together without supervision. As for your own home I have no issue with pictures/FaceTime or cameras being in the house. I have a law enforcement background and my only concern is to care for your pets and make sure the house is secure when I leave.

Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.

Sitter Profile Image: Angie O.
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Angie O.
from
$20
per visit
4.9 out of 5 stars
10 reviews
2 repeat clients
13 years of experience
Townsend, DE, 19734

About: CURRENTLY NOT TAKING ANY FUR-BABIES. Hi and welcome. My husband and I love animals. We currently have one dog, Brandy, and one cat, Smokey. Both my husband and I work during the week. We are home all day during the weekend. Our house is not big, but we have a lot of love for your furry members of your family. We have a decent size fenced backyard that your pups can run and lounge in while your on vacation. We have been taking care of our dogs for 14 years and 10 years of taking care of cousin's dog one week a year. We would love for you to give us a chance. We are available! We can't wait to meet you and your fur-babies.

Sitter Profile Image: Gabrielle & Andrew F.
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Gabrielle & Andrew F.
from
$14
per visit
1 repeat client
1 year of experience
Smyrna, DE, 19977

About: We have been a dog family for the past 11.5 years! We love our dogs so much! We have an 11 year old Australian Shepherd/Border Collie mix and a 2 year old Aussiedoodle. They are sweet and fun and love other dogs! We have 4 kiddos as well who love caring for the dogs including our 12 and 11 year old girls who love taking the dogs for walks! We are a homeschooling family so we are home most of the time and don't kennel our dogs at all while we are home! We have a huge fenced-in backyard that the dogs love to roam and run around in! Playing fetch in the back yard is a highlight in our home!

Sitter Profile Image: Natalia E.
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Natalia E.
from
$15
per visit
7 years of experience
Elkton, MD, 21921

About: Ive taken care of many animals my whole life ive owned a few dogs one of which was born deaf and i had one who went blind at an early age so i know how to handle special need dogs and other pets and have been dog-sitting and cat-sitting for many people since I was 12, I love all animals and will take care of them as if they were my own. I am experienced with young puppies and senior dogs. I am also experienced with dogs that suffer from separation anxiety. I am also very good at sending lots of pictures and daily updates of your fur babies! I am currently working part time at a med spa and I make my own schedule so I will have plenty of flexible time in my day to spend with your pets for whenever you need. I have 2 dogs of my own at home although I do not offer other pets to stay at my home due to having a sensitive senior dog of my own who was born deaf and is now partially blind. I will however be able to stay at your home with your fur babies and even do overnight and extended visits for however long you will need them to be watched. I also will clean up any mess your pets will make because I know how chaotic it may be so please leave out any cleaning supplies I may need.

Sitter Profile Image: Tiffani G.
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Tiffani G.
from
$25
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: Bryn W.
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Bryn W.
from
$18
per visit
4 years of experience
Newark, DE, 19702

About: I grew up taking care of our Newfoundland from a puppy. I was his primary caretaker for brushing him, walking him, and feeding him. When I moved out, I helped my parents take care of him until he passed a few years ago from arthritis in his hips. Since I moved out, I adopted two cats from the shelter. I recognize that our animals are part of our families. I follow directions and schedules well, and will strive to provide the best care for your furry family members. I work 7am-3:30pm Mondays through Fridays, so I’m primarily available in the evenings during weekdays. I’m fully available on weekends for pet care. I also have most/federal holidays off, so I will be able to work long weekends. I will use whatever supplies that you have and your pet prefers. I will not bring anything else without your permission. I will make sure to follow directions and schedules as closely as possible, and keep you informed of how your pet is doing.

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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

Tracie was incredibly professional and responsive. We would absolutely have her sit our pup again. Thank you, Tracie!

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Christopher A.
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
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Sitters in Middletown average 6
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FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

The average cost for Dog Sitting in Middletown on Rover is $18.87 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 1,780 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:

  • 96% of sitters can help with special care needs
  • 96% 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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