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: Christine V.
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Christine V.
from
$25
per visit
4.9 out of 5 stars
• 225 reviews
90 repeat clients
15 years of experience
Middletown, CT, 06457

“Christine responded quickly to a last minute request, communicated well, and took great care of our cats. She also took photos of both cats on every visit. I would recommend her to anyone looking for a pet sitter!”

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Jacqueline T.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$23
per visit
5.0 out of 5 stars
• 7 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: Cole T.
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Cole T.
from
$24
per visit
5.0 out of 5 stars
• 48 reviews
16 repeat clients
5 years of experience
Middletown, CT, 06457

“Cole was immediately accepted into our family of 3 humans and 2 cats. Even our ‘scaredy’ cat warmed up to him quickly! Cole was nothing but warm, professional, friendly, flexible and compassionate. We knew right away that he was the right sitter for our family. He was always in communication, sent sweet photos of our cats while we were away and really cared for our cats. He put our minds at peace while we were away. It is clear that Cole truly loves animals and is very good with them. We are so grateful for all of his love, care and patience.”

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Sarah B.
Sitter Profile Image: Laura D.
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Laura D.
from
$22
per visit
5.0 out of 5 stars
• 109 reviews
22 repeat clients
14 years of experience
Middletown, CT, 06457

“Laura was awesome as usual. We had a medical emergency at home and Laura took care of our Chester and our home. Laura was super flexible and offered things I didn’t know I needed. Can’t wait until our next booking.”

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Wesley R.
Sitter Profile Image: Bill I.
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Bill I.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
25 years of experience
Cromwell, CT, 06416

“Bill goes above and beyond his job description”

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Michael P.
Sitter Profile Image: Briona Z.
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Briona Z.
from
$40
per visit
5.0 out of 5 stars
• 26 reviews
13 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: Christopher N.
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Christopher N.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Middletown, CT, 06457

About: I’ve lived with dogs and cats my whole life! I grew up with a senior dog and cats in their late teens, and then got puppies and kittens that I’ve taken care of for over a decade. I’ve watched pets for friends and family, and while I’m new to professional pet care, I’ll treat yours with the same care I’d treat mine. I can fit pet care into virtually any time of most days. I’m a college student home for the summer, so I’m not very busy! I’m very gentle with my pets, and I like to treat them like a friend rather than another type of entity. I respect their boundaries and comfort, and like to see what would be best for them in any given moment. I’m always respectful of other people’s homes, always respect house rules, and am super careful of others’ property.

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: 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: 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: 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: 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: Anna L.
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Anna L.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
South Glastonbury, CT, 06073

About: I have years of experience with dogs of all ages, including seniors. I’m dependable, gentle, and treat every pet with the same love as my own. Pet care is part of my daily routine, including walks, playtime, and attention to each dog’s needs. I am experienced in safely administering medication when needed. I ensure every pet feels safe, loved, and well cared for. I create a safe, calm, and clean environment in both my home and clients’. I follow all instructions carefully to ensure pets feel secure and well cared for.

Sitter Profile Image: Brianna B.
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Brianna B.
from
$15
per visit
15 years of experience
Rocky Hill, CT, 06067

About: I’ve been surrounded by dogs my whole life, and caring for them is second nature to me. For four years, I managed a doggy daycare, giving me daily experience with everything from playful puppies to quirky adults and sweet seniors. I’ve also cared for multiple dogs at home — feeding, walking, giving medications, and keeping everyone on a routine. Big personalities, small breeds, anxious pups, confident ones… I’ve worked with them all, and I genuinely love getting to know what makes each dog unique. I work a full‑time job on weekdays, but you can count on me Friday after 5 PM and throughout the weekend. Whether your pup needs a walk, some playtime, or a quick drop‑in, I’m happy to help. I treat every dog like they’re my own, and I always make sure they feel safe, comfortable, and understood. In your home, I stick to your dog’s normal routine - feeding, potty breaks, walks, and any special instructions you share. I’m careful with doors, gates, and household safety, and I never rush your dog into situations they’re unsure about. My goal is to create a stress‑free, happy environment.

Sitter Profile Image: Matthew M.
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Matthew M.
from
$15
per visit
12 years of experience
Rocky Hill, CT, 06067

About: I have had dogs for my whole life, and I currently have one of my own, so I have plenty experience caring for everyone's favorite friends, doing every day tasks, such as feeding and walking, but also administering medication and supplements if needed. I am currently attending graduate school with classes in the afternoon, but I am available Tuesday, Wednesday, and Thursday mornings/early afternoons and the entire weekend. My free-time on Mondays and Fridays is limited, but I will do my best to fulfill all requests. I have extra leashes and doggy bags to be ready for any situations on a walk! I am respectful and clean for any homes I have to stop by!

Sitter Profile Image: Katherine C.
Verified Background Check
Katherine C.
from
$25
per visit
6 years of experience
Middletown, CT, 06457

About: Hi pet parents! I’m a loving and reliable pet sitter with about 6 years of veterinary experience and Pet CPR & First Aid certification. As a pet owner myself, I understand how important it is to find someone you can truly trust with your furry family members! I treat every pet like my own, pay close attention to their individual needs, and will always keep you updated with how they’re doing. Expect plenty of pictures and updates if you would like! I’m primarily available evenings and weekends and am happy to accommodate last minute requests when I can. I’d love to meet you and your pets! Pet care fits naturally into my evenings and weekends. I enjoy spending my free time with animals, whether that’s taking them for walks, keeping them company, or giving them lots of love and attention. I’m able to dedicate this time specifically to caring for your pets and making sure they feel happy, comfortable, and well cared for while you’re away. I always follow each pet’s individual routine and your instructions to keep them comfortable and happy. In your home, I’ll treat your space with the same care and respect I would my own. I’ll make sure your pets have plenty of attention, exercise, fresh water, meals/medications as needed, and lots of love! I’m also happy to send regular updates and photos so you can relax knowing your pets are in good hands.

Sitter Profile Image: Lena J.
Verified Background Check
Lena J.
from
$25
per visit
4 years of experience
Cromwell, CT, 06416

About: My first job was pet sitting and dog walking, and I've loved caring for animals ever since! As a Connecticut local, I know many great walking trails and currently walk about 4 miles a day, so your pup will get plenty of exercise and adventure. I'm also a proud cat parent to two cats, one of whom I adopted after volunteering at an animal shelter for three years during college. I'd love to give your pets the same care and attention I give my own! I currently work part-time, which gives me a flexible schedule and plenty of time to provide attentive, personalized care. I naturally build pet care into my daily routine—I love spending my evenings going for walks and relaxing with my cat, and I always make time for play, exercise, and one-on-one attention. Whether your pet needs an active adventure or a calm companion, I'm happy to adapt to their routine and make sure they receive the care and attention they deserve. Creating a safe, comfortable, and trusting environment for every pet is my top priority. I take the time to understand each pet's unique personality and social cues so I can approach them in a way that helps them feel safe and at ease. I never rush introductions—instead, I let pets warm up at their own pace and learn what makes them happiest, whether that's playtime, walks, cuddles, or simply having calm companionship. In my home, I make safety a priority by ensuring all of my plants are pet-safe and that there are no hazards or unsafe items within reach. I also have a fully fenced-in yard where dogs can enjoy supervised outdoor time. As a pet owner myself and a former shelter volunteer, I understand the importance of providing a secure, enriching environment where pets feel comfortable, cared for, and loved.

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: Brenna P.
Verified Enhanced Background Check
Brenna P.
from
$25
per visit
15 years of experience
Cromwell, CT, 06416

About: I’ve owned dogs and cats my whole life, and I am very comfortable taking care of animals in a variety of sizes and personalities. I have a degree in Animal Science from Iowa State University, and I spent 8 years working with Guiding Eyes for the Blind. I currently work as a Registered Nurse. I would be honored to be your trusted dog sitter. My schedule is very flexible right now, so I am able to cater to your individual needs. I can provide meals, walks, and playtime throughout the day. I have a fenced yard with ample space to run. I also enjoy leashed walks to burn energy and build strong connections with your pup.

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.
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The median cost per visit for dog sitting in Cromwell is $24

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
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Cromwell

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Sitters in Cromwell average 5
repeat dog sitting clients

FAQs for Dog Sitting - Cromwell

Frequently asked questions about Rover

The average cost of Dog Sitting in Cromwell on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 2,635 sitters on Rover offering Dog Sitting across Cromwell. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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