Dog Sitting Chelmsford

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

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Over 57
pet parents in Chelmsford have booked dog sitting

Chelmsford, Find top rated dog sitting

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Alexia K.
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Alexia K.
$19
total per visit
5.0 out of 5 stars
2 reviews
16 years of experience
Dracut, MA, 01826

Incredibly sweet, went above and beyond, looking forward to the next time we can book with Alexia :)

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Leah G.
Sitter Profile Image: Adora B.
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Adora B.
$28
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Lowell, MA, 01852

About: Please read my availability before booking :) Hi! I’m a lifelong animal lover who grew up with both dogs and cats, and nothing makes me happier than spending time with them. I’ve been the go-to pet sitter for my coworkers for years, and I truly enjoy caring for animals like they’re my own. Whether it’s playtime, snuggles, walks, or just keeping your pets company while you’re away, I’ll make sure they feel safe, loved, and well cared for. You can trust that I’ll provide the best care possible and treat your furry family members with the same attention and affection I’d give my own. I can’t wait to meet your pets! I currently work in a medical office Tuesday-Friday 7:30am-5pm. Though I am able to house sit these days, I am unable to let them out during the day while I am at work. Saturday-Monday I am free to give all my attention to your pets! I am very energetic, just like your pups. I love to walk with or without a dog. If I am pet sitting, I am very good at sticking to directions so I can care for your animals exactly how you want them to be cared for while throwing in a couple extra play times!

Sitter Profile Image: Michele B.
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Michele B.
$28
total per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Chelmsford, MA, 01824

About: I have had dogs for 20 years and will treat your dogs like my own. Will accommodate requests as much as possible for your family. https://www.rover.com/sit/micheb79651 I am available for drop in visits for walks, can fix any special food if needed and give oral medication. Every visit will include time to sit and visit. I will always walk dogs on leash and take extra time to care for your dog like my own. I can crate if needed for your dog.

Sitter Profile Image: Skylar R.
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Skylar R.
$23
total per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
13 years of experience
Acton, MA, 01720

Skylar has been phenomenal with my puppy! She is patient, kind and really loves animas. She even made an adorable drawing of him. I highly recommend her to take care of your fur baby!

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Katie L.
Sitter Profile Image: Ashley G.
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Ashley G.
$27
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
15 years of experience
Westford, MA, 01885

About: I am a passionate and responsible dog sitter/walker dedicated to providing top-notch care for your furry friends. With a profound love for animals and a commitment to their well-being, I strive to make your absence stress-free for both you and your beloved pets. I've had the pleasure of working with a diverse range of breeds, sizes, and temperaments. Whether it's a playful pup, a senior dog needing extra attention, or a shy canine friend, I adapt my care to meet their unique needs. I work from home Monday through Friday and have a very flexible schedule. I am available for pet care essentially all day. My weekends are a bit busier but I almost always stay local in the San Diego area. I will take special care of your pet while respecting your home and requirements for pet care. I want your pet to feel as comfortable as possible!

Sitter Profile Image: Isabella G.
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Isabella G.
$28
total per visit
8 years of experience
Lowell, MA, 01851

About: I am not in a place to financially support my own pet right now, but I am currently living without a pet in my house for the first time since I was 6 and I miss them dearly! By hiring me, you would not only be filling the dog shaped hole in my heart, but you would receive care you can count on. I am currently off for the summer from school, so my schedule can easily adapt to fit pretty much any needs! Once school starts back up, I am available weekends and after school hours. As a teacher, I am used to being entrusted with the safety and wellbeing of upwards of 15 students at a time. I take my responsibility to you and your pets just as seriously as I take my responsibility to my students and their families. When they are in my care, they are my first priority, always.

Sitter Profile Image: Natalina B.
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Natalina B.
$23
total per visit
2 years of experience
North Chelmsford, MA, 01863

About: I took care of my grandfathers dog for 5 years. He was a Pomeranian. I love dogs I wish I could have one of my own. I have experience taking care of dogs and get along with them. I'm available during the weekdays 6-10 and the weekends all day . I'm pretty easy-going get along with mostly everybody. Flexible hours and have a car. I could take care of two dogs at a time. Thanks I can take care of your pets after work and the weekends. I absolutely love pets. I lived with them most of my life and care for them. You own home I'll take care of your pets. I'll feed and walk then if needed. Playing with them as well. I love animals. Dog parks

Sitter Profile Image: Amy S.
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Amy S.
$26
total per visit
5.0 out of 5 stars
172 reviews
48 repeat clients
12 years of experience
North Billerica, MA, 01862

Amy once again did a great job watching our fur baby. She always arrives promptly and often spends more time with him than the 30 minutes. Plus our dog likes her. Would recommend.

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Amanda R.
Sitter Profile Image: Michelle B.
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Michelle B.
$19
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Lowell, MA, 01851

About: As a lifelong pet owner and proud beagle mom, I know firsthand how important it is to find someone you truly trust with your fur baby. Growing up with pets my whole life has given me a deep understanding of animal behavior, body language, and what makes each pet feel safe and loved. I treat every dog I care for like my own — with patience, affection, and plenty of playtime. You can expect frequent photo updates and a happy, well-cared-for pup when you get home! As someone who works from home full time, pet care fits seamlessly into my daily routine. Your dog will never be left alone for long stretches — I'm always nearby for cuddles, playtime, and potty breaks throughout the day. I structure my work schedule around the pets in my care, ensuring they get regular walks, meals, and plenty of attention. Your pet will feel right at home! I'm comfortable caring for pets in both my home and yours, though I prefer to stay in your home so your pet can remain in their familiar environment with their own toys, bed, and routine. I believe pets are happiest and least stressed when they stay in a space they already know and love. In your home, I treat everything with the utmost respect — leaving it exactly as I found it. If hosting in my home, I ensure a safe, clean, and cozy environment where your pet will feel comfortable and loved. I'm attentive to pet-proofing, keeping hazardous items out of reach, and always supervising playtime. Your pet's safety is my number one priority!

Sitter Profile Image: Emily S.
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Emily S.
$28
total per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
North Chelmsford, MA, 01863

Emily was so wonderful with taking care of our cat and dog! She provided great updates with lots of details and photos, and we could relax on our trip knowing our pets were getting lots of attention and love. 😊

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Mary Lou K.
Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
$32
total per visit
5.0 out of 5 stars
116 reviews
49 repeat clients
20 years of experience
Dracut, MA, 01826

Stephanie was fantastic! She was a great communicator, followed all of our instructions, and spent quality time socializing with our kitties every day. We loved receiving her updates after each visit and seeing all the wonderful photos she took, they gave us real peace of mind while we were away. We came home to two happy, healthy cats, and she even brought in packages that were delivered while we were gone. We really appreciated her care and attention to detail and highly recommend her!

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Jessica H.
Sitter Profile Image: Olga E.
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Olga E.
$19
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Chelmsford, MA, 01824

About: Hi! I’m Olga (they/she), an educator and caregiver based in Chelmsford, MA. Caring for others has been at the heart of my work for years, and I bring that same patience, responsibility, and attentiveness to every pet I care for. I understand that every animal has their own personality, routine, and comfort level. Whether your pet enjoys long walks, quiet companionship, playtime, or simply sticking to a familiar schedule, I’m happy to provide thoughtful, dependable care that helps them feel safe while you’re away. I’m organized, communicative, and understand how important it is to trust the person caring for a beloved family member. I’ll provide regular updates, photos, and make sure your pet receives plenty of attention, affection, and care. I look forward to meeting you and your furry family and creating a positive experience for both you and your pets. My schedule is flexible, allowing me to provide dependable care throughout the week. I’m available for drop-in visits, dog walking, house sitting, and overnight care with advance notice. I enjoy spending quality time with animals and will make sure your pet receives plenty of attention, exercise, affection, and consistency while you’re away. I’ll also keep you updated with photos and messages so you can have peace of mind. I believe every pet deserves to feel safe, comfortable, and cared for in their own environment. I take time to learn each pet’s routine, feeding schedule, favorite activities, and any special instructions before every booking. I treat every home with respect, keep communication open, and provide regular updates and photos. My goal is to maintain your pet’s normal routine so they feel secure and happy while you’re away.

Sitter Profile Image: Philip F.
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Philip F.
Star Sitter
$40
total per visit
4.9 out of 5 stars
51 reviews
13 repeat clients
20 years of experience
Lowell, MA, 01854

We just used Phillip for a drop in service to take our dog out while we were away for the day and he was professional, and flexible it being a last minute booking.

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Hannah R.
Sitter Profile Image: Anindita L.
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Anindita L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
13 years of experience
Acton, MA, 01720

Anindita did a wonderful job ensuring our dog was relieved and comfortable while we were away. The photos she sent were fun and made our separation much easier. Paisley was energetic & cheerful when we returned. She obviously had a relaxing staycation.

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David C.
Sitter Profile Image: Annabella F.
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Annabella F.
$34
total per visit
38 years of experience
Chelmsford, MA, 01824

About: I grew up with various animals and volunteer at a shelter, gaining experience feeding, exercising, providing care, companionship, and ensuring pets feel safe and loved. 🐾 I work freelance with flexible availability, allowing me to provide consistent, attentive pet care, including boardings, throughout the week and on weekends and holidays too! I have a large home with a fenced yard, next to the Freeman walking trail, providing pets plenty of fresh air, exercise, and outdoor time.

Sitter Profile Image: Charlotte E.
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Charlotte E.
$23
total per visit
3 years of experience
Chelmsford, MA, 01824

About: Hi! I’ve loved dogs and animals for as long as I can remember. Being around animals has always felt natural to me — their energy, personalities, and unconditional love are something I truly connect with. I currently work at a doggy daycare and boarding facility, where I care for dogs of all ages, sizes, and temperaments. From energetic puppies to senior dogs who need a little extra patience and comfort, I’m experienced in providing safe, attentive, and loving care. My daily responsibilities include supervised group play, feeding routines, cleaning and sanitizing, monitoring behavior, and helping pets feel comfortable while away from home. Working in this environment has taught me how to read body language, manage multiple dogs safely, and respond calmly in any situation. Your pet’s safety, happiness, and well-being are always my top priorities. I genuinely love what I do — I’ve always been the kind of person who picks animals over people! Caring for pets isn’t just a job for me; it’s something I’m truly passionate about. I treat every dog and cat as if they were my own and make sure they feel loved, secure, and cared for while you’re away. I can’t wait to meet your furry family member! I am available Monday, Tuesday, Wednesday, Saturday. Just send me a message and I will most definitely find you time to fit you in I am very flexible I have a fenced in yard, lots of treats toys and bones, access to inside. Crate friendly if needed, or wanted. Very safe, cozy, warm, entertainable home

Sitter Profile Image: Jaylese M.
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Jaylese M.
$28
total per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
14 years of experience
Lowell, MA, 01851

About: Hi, I’m Jay! If you’re looking for someone who will love your pets as much as you do, you’ve come to the right place. Animals have been my biggest passion for as long as I can remember. I’ve cared for dogs, cats, birds, snakes, and everything in between, and I truly believe every pet deserves personalized care, lots of love, and plenty of attention. Whether your pet needs an energetic walking buddy, a cuddle buddy, playtime, meals, medication, a bath, or just someone patient and dependable while you’re away, I’m here to help! Long haired pups or kitties that hate being brushed? No problemo! I’m happy to tackle the fluff so you don’t have to. 😊 One thing that sets me apart is that I’m constantly learning. I love researching animal behavior, enrichment, nutrition, and the best ways to keep pets happy, healthy, and stress-free. Every pet has their own personality, and I take the time to get to know what makes yours feel safe and comfortable. I know how nerve wracking it can be to leave your best friend with someone else, so I’ll care for your baby like they’re my own. You can expect plenty of updates, adorable photos, and the peace of mind that your furry, feathered, or scaly family member is in loving hands. I can’t wait to meet you and your bestie! 🤍 Caring for pets has always been part of my daily routine. I attend college so I’m able to give your babies attention, care, and playtime before class, in between, and during study time! I’m used to keeping a consistent routine with my own cats and making sure they’re fed, comfortable, and cared for. I only accept bookings that fit my schedule so I can give each pet the time and attention they deserve. I know leaving your pet with someone new can be stressful, so I do everything I can to make the experience easy for both you and your pet. I’ll always follow your care instructions closely, keep your pet’s routine as normal as possible, and make sure they get plenty of love and attention while you’re away. I’ll send lots of updates and pictures (because I know I’d want them too!) so you can see how your pet is doing and have peace of mind. Whether your pet is super energetic, a little shy, or just wants someone to hang out with, I’ll make sure they feel safe, comfortable, and cared for. I’m very detail oriented and always pay attention to things like securely closing doors and gates, keeping dogs safely leashed on walks, and making sure your pet is happy and comfortable. My goal is for you to come home to a happy pet and feel confident that they were treated like family while you were away.

Sitter Profile Image: Thalia R.
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Thalia R.
Star Sitter
$39
total per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
Lowell, MA, 01851

About: My name is Thalia and I’m ready to make your pup feel like they’re one of my own. I provide a safe and welcoming environment to make your pet feel right at home. I work from home, so I can be there for your pet daily or weekly. I can provide your pet with frequent potty breaks and walks as well as allow time for play. I always make sure my pets are safe inside my home. Providing them with fresh clean water and a safe place to have their meals. Pets are allowed on the furniture in my home and I have various dog beds throughout my home.

Sitter Profile Image: Lily L.
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Lily L.
$39
total per visit
5.0 out of 5 stars
11 reviews
1 repeat client
2 years of experience
Lowell, MA, 01854

About: I have been taking care of animals for a very long time and recently got into pet sitting! I’ve worked for quite a few families and have been pet sitting for over a year now. I dog walk as well and all the families I have worked for have loved me. I’ve taken care of mutiple animals at once with no trouble. I have also taken care of a wide variety of animals with no issue! I am easy going and understanding and very energetic! I’m currently a college student and I love doing this as a part time job! I have plenty of good references and a very flexible schedule. I love working with animals and people and would be thrilled to help! Please consider me as a worthwhile candidate for your pet care position!

Sitter Profile Image: Lucille P.
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Lucille P.
$28
total per visit
5.0 out of 5 stars
32 reviews
9 repeat clients
62 years of experience
Dracut, MA, 01826

Lucille is everything you would want for pet care. She’s thorough, experienced & reliable. Even when I feel like I’m being over the top she will think of something I’m not! She’s so good with animals, your pet will sense her genuine affection & feel safe & loved. They are in good hands until your back.

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Ash ? C.
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The median cost per visit for dog sitting in Chelmsford is $25

Dog parents share their Rover experiences - Chelmsford

1 / 1
5.0 out of 5 stars

Jeanne took good care of our eight year-old German Shepherd! Our girl liked her the minute they met. We appreciate Jeanne helping us out with 2 visits in one day. Thank you!!

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Maria K.
Drop-In Visits
5.0 out of 5 stars

Absolutely amazing! So helpful, very caring and i will be back without hesitation! Used three times already! Thank you

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Jason G.
Drop-In Visits
5.0 out of 5 stars

Mary was super responsive and took excellent care of Monty on her drop in visits. He was a little anxious and she allayed his fears admirably. The pictures we so adorable. Thank you, Mary!

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

Lily is a godsend, she was able to support us on shorter notice and provide the best care for our beloved pets. We so appreciate her and look forward to booking in the future. She has such a gift for working with animals and takes the best photos where you can tell that everyone is having a great time. Many thanks Lily!!

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

Court is terrific, friendly, responsive, sent us photos and update of the pups during her care, will use again. Very highly recommended!

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Ken G.
Drop-In Visits
5.0 out of 5 stars

Sheylah is amazing and super reliable! My dogs really like her and the picture sent show they are having a great time. Would recommend Sheylah.

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

Ashley did a fantastic job including taking care of an unexpected issue. Would definitely recommend her!

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Randy C.
Drop-In Visits
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  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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

  1. 1. Search

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Sitters in Chelmsford average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Chelmsford

Frequently asked questions about Rover

The average cost for Dog Sitting in Chelmsford on Rover is $27.75 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 9,868 sitters on Rover offering Dog Sitting across Chelmsford. 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 Chelmsford 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 Chelmsford 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 Chelmsford 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 Chelmsford. On Rover:

  • 91% of sitters can help with special care needs
  • 95% 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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