Dog Sitting Chelsea

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

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Over 138
pet parents in Chelsea have booked dog sitting

Chelsea, 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: Elizabeth B.
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Elizabeth B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
156 reviews
50 repeat clients
9 years of experience
Winthrop, MA, 02152

Elizabeth, Was amazing as always. I ended up getting tickets to an event a hour before and reached out to Elizabeth and she went and took care of my girls. Thanks so much!!

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Sean P.
Sitter Profile Image: Andrea L.
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Andrea L.
$56
total per visit
5.0 out of 5 stars
123 reviews
44 repeat clients
24 years of experience
Everett, MA, 02149

Andrea is amazing! I’m feel such a sense of relief knowing that she takes car of my babies. She always plays music for them and creates fun games to keep them active and engaged. She’s the best!

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Heather G.
Sitter Profile Image: Lauren M.
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Lauren M.
$20
total per visit
5.0 out of 5 stars
20 reviews
3 repeat clients
8 years of experience
East Boston, East Boston, MA, 02128

Lauren is reliable and follows directions perfectly. She has been so, so kind to my doggie, and I'm definitely booking her again when I need an extra hand to play with and walk my pup.

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Denise W.
Sitter Profile Image: Melissa R.
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Melissa R.
Star Sitter
$36
total per visit
4.9 out of 5 stars
97 reviews
34 repeat clients
12 years of experience
Boston, MA, 02128

Melissa was super helpful checking in on our cat, Chicky! We ended up making Thanksgiving plans closer to the actual holiday, and had to book a Rover on shorter notice than usual. Melissa was super responsive when we initially reached out, and communicative throughout our trip. She was very thoughtful when thinking of ways to help make Chicky less lonely while we were away. We highly recommend Melissa! 😊

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Lisa R.
Sitter Profile Image: Maddy A.
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Maddy A.
$34
total per visit
5.0 out of 5 stars
29 reviews
5 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Maddy is super responsive and everything you need to feel secure about your pet! Would recommend and will reach out to her often.

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Liz C.
Sitter Profile Image: Brittany C.
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Brittany C.
Star Sitter
$17
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Chelsea, MA, 02150

About: Hello! My name is Brittany and I would love to help you out with your loyal companion. I have a husky of my own and we love to be outside hiking and exploring. I am comfortable with dogs of any shape and size. If you’re looking for someone to give your fur friend a little exercise, or to just hang out, I am your girl! I live in an area with multiple dog parks, open areas for your dog to run or relax and bodies of water if your dog loves to swim! I am always open to suggestions and love learning about new dogs and breeds. If you have any questions, comments or concerns, I would love to hear them! Thank you so much for considering me to help out with your lovable fur family member! I currently work full time throughout the week so weekends are my free time to explore the city and help take care of your furry friend! I have a few fenced in dog areas and my own furry friend to keep yours company. I am willing to crate your dog if needed and am also willing to work with you to keep your dog comfortable!

Sitter Profile Image: Tracy D.
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Tracy D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
93 reviews
21 repeat clients
20 years of experience
Chelsea, MA, 02150

Tracy is a fabulous kitty sitter! She watched our senior cat (18 y/o) and was super attentive! She was very thoughtful and considerate and our cat really liked her and he’s quick picky. We’ll def be rebooking with her again

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Sarah F.
Sitter Profile Image: Amanda J.
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Amanda J.
$23
total per visit
2 repeat clients
3 years of experience
East Boston, Boston, MA, 02128

About: I’ve taken care of both my own pets, family members, friends, and neighbors’ pets throughout my life doing everything from simple walks and feeding to staying in home for extended time. I work part time and have open availability in a wide range of days and times that varies a little week to week. I am available most mornings and for multi-day stretches. have an apartment with a good sized living room and kitchen and an additional room that can be a pet’s personal space and I live close to multiple green areas and great spaces for walks.

Sitter Profile Image: Adrian R.
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Adrian R.
$15
total per visit
8 years of experience
East Boston, Boston, MA, 02128

About: I grew up with a Maltese who I took care of since he was 2 months old until he passed away in 2020. Apart from this, I am also my friends go to cat sitter and love both cats and dogs and know how important it is for their owners to know they are being cared for. I currently work full time Monday-Friday so most of my services will be available over the weekend. As summer nears my schedule will open up to every day of the week. My number one priority is to make sure your pet is safe. This means I will be extra attentive during walks and any other services I am providing.

Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
17 reviews
8 repeat clients
20 years of experience
Winthrop, MA, 02152

Amanda is fantastic! She was so attentive and caring for my 2 kitties while I was out of town. She’s very responsive, sent lots of pics and I can tell she truly cares about their well being. Def recommend & I will book her again in the future! Thanks Amanda!

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Jessica N.
Sitter Profile Image: Ingrid S.
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Ingrid S.
$28
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

Ingrid has been so great with our puppy Addie!! She is always working with our busy schedule and constant training changes that come with a puppy. She is very responsive and I know Addie loves to see her when she drops in. Highly recommend, we are so glad we found her!

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Morgan L.
Sitter Profile Image: Sergio M.
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Sergio M.
$23
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
East Boston, Boston, MA, 02128

We had Sergio look after Nabaut, and honestly, he was fantastic. He really went out of his way to make us feel comfortable, and Nabaut absolutely loved him. If you’re looking for someone reliable and super kind, he’s your guy. Big thumbs up!

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D0rn4
Sitter Profile Image: Samantha S.
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Samantha S.
$19
total per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
20 years of experience
Charlestown, Charlestown, MA, 02129

About: I am very active. I will ensure your pets is well taken care of and attended too. I will stay in contact with you with quick responses. Im very reliable. I have great reviews and provide proof of such. Im available all the time and able very flexible i just can not do overnight unfortunately. I can work a schedule with the owner if need be I have secured and comfortable home. My neighborhood is very pet friendly. I will provide food and water as much as needed unless a schedule for food is specified.

Sitter Profile Image: Yecsit R.
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Yecsit R.
$28
total per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
14 years of experience
Chelsea, MA, 02150

About: I’ve taken care of cats and dogs for a few years now. My cat is a girl and she will be 13 years old soon I’m available to help through out the week days and also weekends. Pretty flexible and willing to do short notices if you are close by. I have a cat at home but she stays to herself. I love having the company and I don’t mind walks even in the cold.

Sitter Profile Image: Deidre Q.
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Deidre Q.
$34
total per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Chelsea, MA, 02150

About: I have always had my own dogs and cats throughout my life. I now find myself without a pet and really miss my own pups! Also, I have been working with a Service Dog Trainer in order to train those hard-working dogs! It has been very rewarding, and I also would like to help you with anything that you need help with to allow your dog be the best dog they can be. I am currently working on my training certification full time but since my schedule is flexible, I can meet the time needs of your pet. I am working towards my Training Certification which has been really exciting for me. I will always walk your dog on his/her leash unless I am advised otherwise. I live near a few parks but also enjoy dog walking at the Beach. Dog socialization is important, but your pet's safety and happiness is paramount to me. I live alone so I can devote all of my attention to your pet

Sitter Profile Image: Theresa R.
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Theresa R.
$28
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
9 years of experience
East Boston, East Boston, MA, 02128

About: My partner (Henry) and I love to watch dogs together! We have been surrounded by dogs our whole lives, from small picky eaters to large dogs that can run for miles. Growing up around dogs, we know that they are all different and respond to new people differently, but we have had positive experiences in taking care of family’s, neighbors’, and friends’ dogs in the past and have a ton of energy to do so. We love spending time outside and with dogs and have dog-sat before, including experiences wherein we did not stay in the owners’ home, but visited frequently to walk and feed their dog, and we have dog sat in our own home, so we are comfortable with adapting our services to any of your needs. We both have hybrid work situations, so one of us is always working from home at any given time and are used to being flexible with a pet’s schedule. We take care of pets like they are our own, in the past when we have boarded dogs in our home we have adapted to what the pet is and is not allowed to do (ie sleeping in the bedroom or not etc.)

Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
$34
total per visit
5.0 out of 5 stars
29 reviews
15 repeat clients
8 years of experience
East Boston, East Boston, MA, 02128

Jennifer was amazing caregiving for our senior, anxious pup and we're so grateful for her! She's very flexible, dependable, a clear communicator, and most of all so loving and understanding. Our pup has a lot of extra needs (medicine, a poor bladder, separation anxiety) and Jennifer handled all of it wonderfully. We'd absolutely recommend her!

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Amanda M.
Sitter Profile Image: LINGWEN W.
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LINGWEN W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
13 reviews
7 repeat clients
14 years of experience
Cambridge, MA, 02141

Lingwen is great! Highlight recommend

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Shantanu S.
Sitter Profile Image: Erin D.
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Erin D.
Star Sitter
$32
total per visit
5.0 out of 5 stars
33 reviews
12 repeat clients
10 years of experience
Central, Boston, MA, 02113

Erin was wonderful watching our cat—reliable, attentive, and clearly caring. We came home to a happy, well-cared-for kitty and great peace of mind.

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Olga D.
Sitter Profile Image: Kayla G.
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Kayla G.
$34
total per visit
5.0 out of 5 stars
94 reviews
33 repeat clients
15 years of experience
Everett, MA, 02149

I always feel better knowing Kayla is looking after my kitty! She is a very shy girl but Kayla has been able to form a bond with her. It gives me peace of mind knowing my kitty is getting affection and playtime even while I am away

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Sarah S.
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The median cost per visit for dog sitting in Chelsea is $25

Dog parents share their Rover experiences - Chelsea

1 / 1
5.0 out of 5 stars

Jamie did a great job taking care of our older adopted pitbull mix! She went above and beyond what was needed and we cannot be happier.

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

Highly recommend Brittany! She took such wonderful care of my dog, Petunia - checked in consistently throughout her time and sent lots of pics! She is so very kind with my girl, and she can be a bit stubborn at times!

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

Katy was fantastic with our cat and dog! They clearly adored her, and we felt so comfortable knowing she was looking after them. Communication was fantastic, and we got plenty of photos. We will definitely be asking her to look after them again!

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Megan H.
Drop-In Visits
5.0 out of 5 stars

Emily is amazing! Great with our 6 month old puppy making him feel comfortable and happy while we were out. She has great communication and is very punctual. Our second time using her on Rover and will be again!

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Sean M.
Drop-In Visits
5.0 out of 5 stars

Elizabeth has been regularly walking Mabel 2x a week for awhile. She is a lovely sitter. I always receive a personalized update, reliable communication, & happy pics of my pup. I highly recommend Elizabeth!

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

Booked last minute again and Amber was available and did a thorough job, sent me a bunch of pictures. Thanks will book again

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Nino
Drop-In Visits
5.0 out of 5 stars

Kendall was so great! She gave thorough updates throughout the day, was on time and sent the cutest photos!

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Molly C.
Drop-In Visits
5.0 out of 5 stars

Veda came to take care of our dog Beaux at the last minute. She was highly responsive and did a great job taking him out and playing with him. Will definitely recommend Veda!

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

Annaliese was amazing with both my dog and cat! She is very accommodating and communicates exceptionally! I would definitely rebook her for future pet care needs!

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Jeremy C.
Drop-In Visits
5.0 out of 5 stars

Mariana was so wonderful! We had a last minute notice on a trip, and she was available and responded within minutes. Very communicative, lots of pictures and check ins sent. Our dog Rusty loved her! She made sure to ask any questions on any information that was left out as well. We definitely will be rebooking in the future!!

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Cooper C.
Drop-In Visits
5.0 out of 5 stars

Arianna was amazing! Her responses were timely and professional. She kept me updated on when she was stopping by to take out my pug Winnie, and she sent photos of her on walks, eating, and playing. It was great to know she was in good hands! I would certainly rebook with her again!

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Avonlea C.
Drop-In Visits
5.0 out of 5 stars

Rita has been helping to care for our 3 month old puppy for the past few weeks and has been wonderful!! She is very thorough with the care she provides and with the updates she gives us during each visit, is very experienced and professional, and has even changed her schedule a few times to accommodate last minute needs! Would absolutely recommend her to anyone!

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

Lexi and her family were so great helping us with our puppy! They were so communicative and we knew he was well taken care of while we were gone.

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Carolyn C.
Drop-In Visits
5.0 out of 5 stars

Amazing care of our dog, added pictures and updates! Would use Alicia again for dog walking and would highly reccomend!

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Sarah O.
Drop-In Visits
5.0 out of 5 stars

Jessica was amazing with my dog!! Sent pictures and was punctual!! Definitely will be reaching out to her again!

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

Colleen went above and beyond. I could not recommend her more. Her genuine love and care for animals makes her the perfect person to watch your pet!

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

Kayla has been fabulous with our new puppy!! We needed help when we are away longer periods while our guy is so new and she jumped right in and was so good with him and not our minds at ease. We’ll definitely be reaching out again!

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

Sara was super friendly and helpful and gave lots of updates and pictures of Theo! Would rebook again for sure!

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BoTilly
Drop-In Visits
5.0 out of 5 stars

Tyler is wonderful with our dog Ari and is very prompt and communicative! I always feel completely confident with Tyler that Ari is well taken care of

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

Hope was great! Communicative and on time. She was great with our mini Dachshund puppy and giving him his pill. I will be using her again!

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Thea C.
Drop-In Visits
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Book with peace of mind

  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Sitters in Chelsea average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Chelsea

Frequently asked questions about Rover

The average cost for Dog Sitting in Chelsea on Rover is $29.97 per visit (as of July 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 July 2026, there are 10,023 sitters on Rover offering Dog Sitting across Chelsea. 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 Chelsea 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 Chelsea 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 Chelsea 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 Chelsea. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% 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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