Dog Sitting Cromwell

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

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Over 99
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: Ethan M.
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Ethan M.
from
$20
per visit
5.0 out of 5 stars
45 reviews
14 repeat clients
12 years of experience
Cromwell, CT, 06416

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.
Sitter Profile Image: Renee T.
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Renee T.
from
$20
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
7 years of experience
Middletown, CT, 06457

Renee has been great with my buddy. Highly look forward to her watching him it makes me feel happy for him.

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Alex N.
Sitter Profile Image: Briona Z.
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Briona Z.
from
$40
per visit
5.0 out of 5 stars
24 reviews
11 repeat clients
15 years of experience
Middletown, CT, 06457

Briona did a great job with a drop in visit for our dog! She sent a bunch of pictures and remembered our dog care instructions from her prior visit. We came home to a happy dog :)

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Kim C.
Sitter Profile Image: Lauren G.
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Lauren G.
from
$15
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
28 years of experience
Berlin, CT, 06037

This was my first time leaving these pets for any length of time and I was nervous. Lauren immediately put me at ease. She’s very caring, my pets loved her, and she communicated and sent pictures with every visit. I highly recommend her and will definitely be booking with her in the future.

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

This was my first time using the Rover app I was extremely happy with the service I received from Christine! I will definitely be using her again!

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Kimberly G.
Sitter Profile Image: Kimberly L.
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Kimberly L.
from
$25
per visit
4.8 out of 5 stars
24 reviews
4 repeat clients
20 years of experience
Rocky Hill, CT, 06067

Kimberly is a great dog sitter! She took great care of my Daisy and was available whenever I needed her. We came across no issues with Kimberly and I would highly recommend her to care for your pups!

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Lauren C.
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: Shannon E V.
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Shannon E V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
7 years of experience
Marlborough, CT, 06447

Shannon took care of our kitties while we were away for a few days. They were very well taken care of and loved seeing her again! She is wonderful with them! She communicates very well with us-we get pictures and a nice note on how the kitties were doing! Highly recommend! Thank you!

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Bobella T.
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: Michelle G.
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Michelle G.
from
$23
per visit
5.0 out of 5 stars
6 reviews
20 years of experience
Middletown, CT, 06457

Michelle was fantastic. We had a frantic schedule and Michelle helped us out in a pinch. My husband and I highly recommend her!! Our dogs love her as well.

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Linda H.
Sitter Profile Image: Megan M.
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Megan M.
from
$25
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: Amanda A.
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Amanda A.
from
$15
per visit
12 years of experience
Newington, CT, 06111

About: I have always pet-sat or stopped over at friends and families houses to be with their pets when they can’t. I also had 2 dogs of my own which has provided me with experience with both large and small dogs. Trying to help others now! I am a full-time registered nurse which means I work 3-4 12 hour shifts a week. Looking to hangout with pets on my off days! I have been a sitter for both children and animals for years, I definitely understand the respect and trust required between sitter and owner/family member.

Sitter Profile Image: Cole T.
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Cole T.
from
$24
per visit
5.0 out of 5 stars
47 reviews
16 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: Gable G.
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Gable G.
from
$19
per visit
3 years of experience
Berlin, CT, 06037

About: Hi, I'm thrilled to help care for your furry family members! With 3 years of professional kennel and daycare experience, I bring a high level of responsibility and expertise to every visit. Whether your dog needs a brisk mid-day walk to burn off energy, or a thorough drop-in visit complete with a exact feeding routine and medication, I've got you covered. I'm comfortable with all breeds, sizes, and temperaments, ensuring your dog feels safe and respected. I work part time sunday monday and tuesday at Fedex so wednesday thursday and friday would fill out the rest of my week hanging out with pets! I love playing with dogs and giving them the attention needed. I can feed them, I’m capable of following instructions, including medical instructions. I don’t have any experience poking pets with needles for medicine, but I can do pills and topical sprays and other things like that!

Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$30
per visit
5.0 out of 5 stars
6 reviews
2 years of experience
Cromwell, CT, 06416

About: I have owned dogs and cats my whole life. At one point we had 4 dogs in the house! I am a dog-lover above all, but I also LOVE cats and understand them and their boundaries. I look forward to making new furry friends :) I currently work part-time on Saturdays and am a grad student during the Fall and Spring. Pet care is an AWESOME addition to my open schedule! I have overnight “cat-sat” on and off for the last two years. I do not leave any messes and am respectful of others’ spaces. I keep to myself and read books or do homework online when I stay the night somewhere—as well as hanging with critters!! I am professional and respectful about the work I do🩷

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: Jordan P.
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Jordan P.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 year of experience
Cromwell, CT, 06416

About: I have always had a strong love for animals and have had many animals in my household growing up including fostering! I had dog and cat sat for family friends and loved ones and always have the best experience, and would love to continue to do that for others in the community! I currently am in full time fieldwork for my school program, but am available for early mornings, evenings, and weekends to walk, dog/cat sit, and spend time with your furry friends! I have a big back yard where I can run and play with any animal! It is not fenced in, but walks and runs are always an option as i am very active and flexible to give your pet the best care, even in your home/neighborhood!

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: Emma G.
Verified Enhanced Background Check
Emma G.
from
$18
per visit
20 years of experience
Middletown, CT, 06457

About: Growing up with at least 4 dogs in my house at a time, I have a lot of experience dealing with all shapes and sizes of dogs! I am a dog owner myself, so I have genuine knowledge of feeding, bathing, grooming, walking and playing with many furry friends! I am currently a full-time graduate student at the University of Hartford, so working around my schedule with classes will be key. But I don’t mind early mornings or late nights! Daily availability excluding Thursdays. I have toys, treats and the equipment and energy needed to keep your dog happy! Spending quality time and interacting with your dog consistently is my top priority, making sure you and your fur baby are happy at all times!

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The median cost per visit for dog sitting in Cromwell is $23

Dog parents share their Rover experiences - Cromwell

1 / 1
5.0 out of 5 stars

Brittney was great! This was our first time leaving her with a sitter we didn’t know, snd she put our minds at ease. She was great with the two check-ins we requested — was patient with our baby who can be a bit stubborn. She gave plenty of details about how the drop-in went, sent pics, etc. and our dog seemed to love her and really appreciate the love and care that Brittney provided. Thank you again!

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Erinn R.
Drop-In Visits
5.0 out of 5 stars

Nikki took wonderful care of both are dogs for several days while we were out of town. We would trust Nikki again to care for our furry ones.

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Brianne E.
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

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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Popular requests for dog sitting - Cromwell

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Sitters in Cromwell average 5
repeat dog sitting clients

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 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 2,662 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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