Dog Sitting Cromwell

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

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Over 97
pet parents in Cromwell have booked dog sitting

Cromwell, 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: Briona Z.
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Briona Z.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
20 reviews
11 repeat clients
15 years of experience
Middletown, CT, 06457

Briona did a great job watching after our dog and two cats! They were well looked after and she spent ample time with them while we were away.

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James V.
Sitter Profile Image: Geraldine V.
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Geraldine V.
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
17 years of experience
Cromwell, CT, 06416

About: I grew up with dogs since I was 8. I have cared for my own pets since 18. My neighbors and friends trust me to care for their fur babies while they are away from home. I have experience with puppies, adult and senior dogs as well as cats. I can walk, play, feed, administer medication or just hang out with your pets as needed. I will follow your instructions and respect your home. You can trust me caring for your pets, making them happy and provide updates to you while you are away. I am currently available most of the day and night to provide the care your pup needs. I am available to stay at your place after 7pm if you require house sitting and will leave in the morning. I will provide visits and walks during the day. I will follow your instructions to provide the care and attention your pup needs in your home, during our walk or play time. I will provide updates as needed. My mission is to make your pup and you happy.

Sitter Profile Image: Adam J.
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Adam J.
from
$13
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
4 years of experience
Middletown, CT, 06457

About: I've had dogs my whole life. They're such a big part of me and I absolutely love meeting them. I'll follow any specifacation you may have for your dog. I love taking walks and playing with them. I will also feed additional pets that you may have or clean yards if needed. I am currently in college in the afternoon for an few hours on monday through thursday. I can stay at the owner's house if needed. However, I can also do visits to feed and let out if that is more comfortable for the owner. I often like to go on walk with dogs I am taking care of, they are always on the leash on these walks. I also enjoy going out in the yard to play with them. I am not opposed to crates.

Sitter Profile Image: Christine V.
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Christine V.
from
$30
per visit
4.9 out of 5 stars
222 reviews
89 repeat clients
15 years of experience
Middlefield, CT, 06455

Always a great experience with Christine. I've done both drop in visits at my home and doggy day care at her home. I completely trust her with my dog and my dog loves her. Highly recommend

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Michela S.
Sitter Profile Image: Katherine H.
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Katherine H.
from
$25
per visit
5.0 out of 5 stars
2 reviews
9 years of experience
Rocky Hill, CT, 06067

Kate took excellent care of our quirky mutt. Would ask for her to watch him again.

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Jason W.
Sitter Profile Image: Elizabeth F.
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Elizabeth F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Newington, CT, 06111

About: Hi there! My name is Ellie, and I’m a passionate animal lover with over a decade of hands-on experience caring for dogs of all breeds, sizes, and personalities. I have pups of my own, so I know how much trust it takes to let someone else care for your furry family member — and I treat every pet I meet with the same love, attention, and respect I give my own. Whether your dog needs a fun walk to burn off energy, a drop-in to check on meals and snuggles, or full-on overnight care, I’ve got you covered. I’m reliable, patient, and fully committed to making sure your pet feels safe, happy, and loved while you’re away. I can’t wait to meet your fur baby and give them the care they deserve! I currently work full-time during the day, but pet care is truly a passion of mine and a fulfilling part of my daily routine. I’m available for check-ins and walks in the early mornings before work and in the evenings after I get home. In some cases, I’m also able to swing by during my lunch break for a quick visit, depending on location and timing. I also offer overnight stays, which allows me to spend quality, uninterrupted time with your pet — perfect for dogs who need extra comfort or company while you’re away. While my weekday daytime availability is limited, I’m dependable, communicative, and always make sure your pet gets the attention and care they deserve when I’m with them! When your pet is in my care, their well-being is my top priority. I understand that every animal has their own unique needs, routines, and personalities — and I take the time to get to know them so I can provide care that makes them feel safe, seen, and loved. You can trust that I’ll treat your pet like one of my own, with patience, affection, and respect. I’m mindful, responsible, and always keep safety at the forefront — whether that’s making sure harnesses are secure, sticking to feeding instructions, or giving them their favorite toy at just the right moment. I believe animals know when someone truly cares for them — and I make it my mission to create a peaceful, loving environment where your pet can feel completely at ease while you’re away.

Sitter Profile Image: GISELLE V.
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GISELLE V.
from
$19
per visit
5.0 out of 5 stars
39 reviews
9 repeat clients
4 years of experience
Portland, CT, 06480

Giselle was amazing!! I highly recommend. She was very attentive and took great care of Ben. She also sent a ton of pictures which make my time away easier.

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Lydia J.
Sitter Profile Image: Cole T.
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Cole T.
from
$24
per visit
5.0 out of 5 stars
44 reviews
15 repeat clients
5 years of experience
Middletown, CT, 06457

Cole was great! He was very accommodating and took care of my many pets and kept me updated on how everyone was doing. I’m looking forward to booking him again!

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Cyle H.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$20
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Middletown, CT, 06457

It is commendable that Michelle was able to get my “feral” cat Madelyn out to sniff her hand!! And she relieved me from worry by caring for all my fur babies while I was gone over the holiday weekend including giving one of my cats his inhaler If anyone is looking for a pet sitter around East Hampton to drop in Michelle gets the job done. It was a perk to come home to a clean area as well.

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Jasmyn P.
Sitter Profile Image: Nes D.
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Nes D.
from
$28
per visit
4.8 out of 5 stars
93 reviews
40 repeat clients
10 years of experience
Cromwell, CT, 06416

About: I provide dogs the love and attention they deserve. I am comfortable with any situation. Animals, especially dogs have always had a special place in my heart. If there is a dog you know you can find me there! I am trustworthy, great at multi tasking and listening to instructions so you know that your pets are safe and taken care of with me. I am flexible with last minute requests and work hard to meet your pet sitting needs. I listen to the instructions given and I make sure to give the best service. if I don't understand or feel uncomfortable about something I always speak up and get the clarification I need. I have done this for years and I still choose this over other jobs I have had. Something about this job makes me feel like it's not a job at all. I enjoy it so much. I make sure your pup/s is safe and happy when you see them again. I check to see what their needs are and can assure you they will be taken care of.

Sitter Profile Image: Megan M.
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Megan M.
from
$20
per visit
20 years of experience
Portland, CT, 06480

About: Hi! I’m a lifelong dog lover with experience caring for dogs of different breeds and personalities. I previously owned a male Boxer, and I currently have a Boston Terrier, so I understand the importance of providing dogs with attention, exercise, structure, and lots of affection. I’m a very active person who enjoys hiking and long walks, and I love having dogs join me for outdoor time and exercise. I also live in a safe, walkable neighborhood that’s perfect for daily walks and fresh air. I treat every dog like family and always make sure they feel comfortable, safe, and loved while in my care. Whether your dog enjoys being active or just wants companionship and attention, I’ll make sure they have a happy and positive experience! I have the summer off work ( starting June 23) so my schedule is open for both dog walking and boarding both during the week and on weekends. I have availability on the weekends and afternoons in the Fall. Doggy daycare hours are 9am-3pm In my home…I have a wooded backyard and a quiet and safe neighborhood for walks. My dog is very friendly and would love to have a friend over.

Sitter Profile Image: Hailey C.
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Hailey C.
from
$20
per visit
10 years of experience
Middletown, CT, 06457

About: Since childhood, dogs have been an integral part of my life, starting with two Pomeranians, followed by an energetic Shiba Inu named Akira, and a loving lab mix German Shepherd named Stella. Over the years, I've gained extensive experience caring for these pets—whether through cuddling, playing, feeding, walks, or adventures. I've also spent time teaching them tricks and handling their grooming needs. Earlier this year, I began offering overnight and day sitting services, along with walks, for friends on Rover, and later extended my services to family and other referrals. I focus on building strong bonds and trust with the animals I care for, tailoring our time together to ensure it's both enjoyable and enriching. I've worked with dogs ranging from 4-month-old puppies to older dogs aged 13-14, and have experience with both a kitten and an adult cat. My approach is patient, compassionate, and dedicated to meeting the unique needs of every animal I care for. I'm a makeup artist who works both on location and from home. With a flexible schedule, I currently have plenty of free time to spend with your dog! **Dog Walking**: I tailor each walk to the dog’s individual energy level, adjusting the pace and distance to ensure they get the right amount of exercise. I also provide opportunities for exploration while keeping safety in mind, and I’m attentive to any health considerations or special preferences they may have. **Overnight Sitting**: When staying in a client’s home, I prioritize the pet’s comfort and security by sticking to their regular routine as much as possible. This includes consistent feeding, potty breaks, playtime, and providing companionship to ease any anxiety, particularly during the night. In everything I do, my primary goal is to build trust with each pet, providing them with a safe, loving environment where they feel cared for and valued—whether I’m working in my own home or in a client’s.

Sitter Profile Image: Nicole J.
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Nicole J.
from
$25
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
17 years of experience
Rocky Hill, CT, 06067

I can’t recommend Nicole enough! She takes incredible care of my dog, goes above and beyond, treating her like her own. I get updates and many photos, my pup is happy and clearly loved by her. Nicole will stay over the allotted time to make sure my pup gets well taken care of. It’s such a relief knowing I’ve found someone reliable, trustworthy, and truly caring. She gives my dog treats and takes her on long walks and always makes sure to keep me updated every time she comes. I will be continuing to book with Nicole for any dog sitting needs I have, she is the best dog sitter and a very kind person as well, I am very grateful for her!! 🩷

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Lauren C.
Sitter Profile Image: Nathalie S.
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Nathalie S.
from
$24
per visit
4 years of experience
Middletown, CT, 06457

About: Hi! I’m a lifelong animal lover with a special place in my heart for dogs of all sizes and personalities. Spending time with animals truly brings me joy, and I understand how important it is to find someone you can trust to care for your furry family members. At home, I have a playful one-year-old Pomeranian who keeps me on my toes every day! Raising him has taught me so much about patience, consistency, and the importance of providing love, exercise, and plenty of attention. He’s not just my pet—he’s my baby and a cherished member of my family. I know how much trust it takes to leave your pet in someone else’s care, and I promise to treat every dog or cat as if they were my own. Whether it’s walks, playtime, cuddles, or simply keeping them company, my goal is to make sure your pet feels safe, loved, and happy while you’re away. I can’t wait to meet you and your furry best friend! I currently work Monday-Friday remote, and off on weekends. I can be flexible if needed and would love to help out as much I can I will do everything for you and your pet to feel safe in my care , I will treat the pet as my own pet

Sitter Profile Image: Katharine S.
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Katharine S.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Middletown, CT, 06457

About: I have grown up around animals and have had both dogs and cats my whole life, as well as various types of small animals. I spent the last year working as an attendant at a Dog Daycare and Boarding center where I learned a lot more about caring for dogs in addition to my previous dog sitting experience. I have experience working with and handling dogs of all sizes and energy levels, specifically large dogs with lots of energy. I have a lot of patience for dogs who get anxious while their families are away and can help them feel as comfortable as possible. I rode horses for 10 years and For several years I worked leading pony rides and handling farm animals for a traveling petting zoo which has given me a well rounded understanding for taking care of animals in general. I am a college graduate and in college I would often take care of my friend’s animals when they were in class or away. At the moment I only have a cat and would love to get to spend more time with dogs again. I work in theatre as a prop and paint artist and a lot of jobs in the field are for a couple weeks at a time and are not always the most consistent. I have full availability on the weekends and have a very flexible schedule during the week, specifically in the morning and evenings but also can likely do mid day. I have helped my sister train her dog and can help continue any training and/or rules you have for your dog while walking and taking care of them. I can keep a close eye on them if they are likely to get into trouble or things they’re not supposed to. I will give your pets lot of love and attention while you’re away. I can also play with your dogs and help get their energy out during the day. My dog is very playful and I often have to run around with him in the yard and play with him in the house to help him calm down.

Sitter Profile Image: Miranda G.
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Miranda G.
from
$30
per visit
4.5 out of 5 stars
44 reviews
14 repeat clients
20 years of experience
Middletown, CT, 06457

Miranda did a great job taking care of our cat Simon. He usually doesn’t come out for anyone who comes over, but she was able to befriend him. Not easy! Simon was calm and happy when we got home from a trip that was longer than we had ever been away. I highly recommend her.

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Judy M.
Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$25
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Middletown, CT, 06457

Amazing responses! Booked super last minute and able to accommodate my work schedule! Will absolutely book again!

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Melissa K.
Sitter Profile Image: Veronica P.
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Veronica P.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Portland, CT, 06480

Veronica did a great job taking care of our cat Cheese! We came back to a healthy happy kitty and knowing we had someone we could trust gave us great peace of mind while we were away.

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Mary R.
Sitter Profile Image: Emilia J.
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Emilia J.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Rocky Hill, CT, 06067

Emilia was wonderful with my dog! She took extra time to get to know him, learn his routine, and make sure we were both comfortable before even taking a dime. I really felt I could trust her with my dog and knew he would be in good hands. She took such good care of him while I was gone and updated me during each visit which was super comforting. Will deff book with her again!

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Erica R.
Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$15
per visit
5 years of experience
South Glastonbury, CT, 06073

About: I have taken care of my two cats on a daily basis that includes feeding them, cleaning the litter box, playing, and quality time. I’ve also taken care of anxious pets who need a little more attention and care. I can tailor my sitting experience to each pets specific needs! I am free during the summer and winter while on break from college. I can schedule my day around visits and can come as early as 7:30 am and as late as 9:30 pm I am very respectful when I come over to your house. If there are clear instructions where the leash and food are then I will do as instructed. I also will send pics of your pet(s) during my visits and leave everything the way it is. I do not offer pets to stay at my home.

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The median cost per visit for dog sitting in Cromwell is $22

Dog parents share their Rover experiences - Cromwell

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5.0 out of 5 stars

This was our first time EVER having someone else watch our pets and Brittney seriously made it so easy and stress free for us. I’ve always been hesitant to try something like this but I am so glad we did. Britney fed, played, soaked up some sun, and even cleaned up some messes 🙏🏻 looking forward to being able to book more trips again knowing I found someone I can trust with my babies

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Brenda L.
Drop-In Visits
5.0 out of 5 stars

Josh has watched my large crew of a dog, cats and chickens multiple times now and I always feel confident that they are in good hands. My dog loves him, he’s prompt at responding to messages, and is also open to last minute bookings. I’ll definitely continue using Josh in the future and would recommend him to other pet parents.

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Rachel T.
Drop-In Visits
5.0 out of 5 stars

Nikki did a wonderful job caring for our dogs. She went above and beyond her required drop in visit to help one of our dogs. Thank you Nikki!

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Brianne E.
Drop-In Visits
5.0 out of 5 stars

Kaitlin was amazing! She was so kind to Duchess and very thorough with her report cards. I know she was well taken care of while I was away. Thanks Kaitlin!

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Renee T.
Drop-In Visits
5.0 out of 5 stars

Madison was so friendly, professional, and reliable. Our standoffish cat warmed up to her right away, which is a better review than anything I could write. We can't wait to book her for a longer stay!

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Nathan D.
Drop-In Visits
5.0 out of 5 stars

This is my 2nd time l had Ethan stopped by. He is wonderful with both my dogs. I have one very large husky. The breed are very bratty and difficult, but Ethan has no problem. My smaller dog took to him immediately. She never does that.

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

Aly has been a good caregiver for our dogs, and we cannot recommend her enough! She previously took care of our senior dog, Braxton, and when he passed, we were heartbroken. A few years later, we got our new dog, Blü, who is much larger and we decided to give Aly a call. Aly followed all of our care instructions meticulously and ensured Blü received attention, and plenty of exercise during our time away. We felt completely at ease knowing he was in such good hands. Thank you, Aly, for your wonderful care and support on a last minute notice.

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

Bill's definitely a good guy he's very accommodating with my crazy schedule and Jasper likes him so that's saying a lot.

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Michael P.
Drop-In Visits
5.0 out of 5 stars

Sabrina was great! Definitely recommend and will be using her again. She was very communicative and sent great pictures and videos!!

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

Sherry was reliable, communicated clearly, and obviously loves dogs! She was a huge help to me and I confidently recommend her services. I will be happy to contact her for any future dog care needs.

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Cheryl F.
Drop-In Visits
5.0 out of 5 stars

We have a hard time trusting people with our dogs, this was our first time using Rover. Aliana exceeded our expectations, she was able to help us out last minute and was so great with our dogs. We can’t thank her enough!!

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Maddy L.
Drop-In Visits
5.0 out of 5 stars

Michele is an absolute godsend! Basically got stuck at work and my 2 pugs where alone and she went their immediately and spent a lot of time with them, walked and fed them and was such a nice and professional person! Highly recommended she’s absolutely phenomenal

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Joseph G.
Drop-In Visits
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Sitters in Cromwell average 5
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FAQs for Drop-In Visits - Cromwell

Frequently asked questions about Rover

The average cost for Dog Sitting in Cromwell on Rover is $22.2 per visit (as of August 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 August 2026, there are 2,633 sitters on Rover offering Dog Sitting across Cromwell. 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 Cromwell 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 Cromwell 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 Cromwell 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 Cromwell. On Rover:

  • 95% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 97% 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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