Dog Sitting Chelsea

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

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Over 136
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: Vee V.
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Vee V.
$25
total per visit
12 years of experience
East Boston, Boston, MA, 02128

About: Eagle Hill WFH professional looking to love on your babies! When I'm out in the wild, I say hello to every dog I meet. I love to walk in east boston early in the morning because of all the dogs playing and walking. Seeing them makes my day. I always tell people that critters and kids love me and it hasn't disappointed yet. I had a dog for many years, and we'd take multiple walks a day, play together, and snuggle. I've taken care of other people's dogs through house sitting and staying with their baby overnight a few nights. While the pup might be anxious, I didn't leave their side. I love walking, so I would love to visit and take your dog for a walk. When it comes to cats, I have had 2 cats for almost 13 years. I'm quite the cat mom, and that translates to how I'd be as your sitter. I want to give you what you need: lots of updates, pictures, and details on how they are doing (if that's your thing, and this goes for dogs too!). As a pet parent myself, I want to be able to provide you the level of care that I give my own babies and the level of peace my own sitters give me! I'd love to meet you and your furry baby or babies so let me know if I can be of service! i habe a very flexible schedule and work from home so i can help out however works for you! i can even hang with your pets. i want to care for your pet the way i’d care for my own by following any rules or guidelines you have. i also want to make sure they have plenty of love.

Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
159 reviews
51 repeat clients
9 years of experience
Winthrop, MA, 02152

Elizabeth took such great care of my cat, Petie. He has special needs and can be quite the handful, but Elizabeth was really professional in how she handled him. She was very communicative throughout the whole process, provided tons of cute pics, and played and cuddled Petie to his little heart’s content. I’d really recommend hiring her if you are able! Thanks for everything, Elizabeth!

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Katie W.
Sitter Profile Image: Samantha S.
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Samantha S.
$19
total per visit
5.0 out of 5 stars
12 reviews
10 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: Brittany C.
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Brittany C.
Star Sitter
$17
total per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Chelsea, MA, 02150

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.
Sitter Profile Image: SYMONNE L.
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SYMONNE L.
$17
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Chelsea, MA, 02150

Sym was wonderful with our kitties! One has a special diet and one was in a cone but she was wonderful when all of their needs and sent great updates!

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Arianna B.
Sitter Profile Image: Tawana H.
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Tawana H.
Star Sitter
$34
total per visit
5.0 out of 5 stars
123 reviews
50 repeat clients
27 years of experience
Revere, MA, 02151

Tawana was on time and brought Udon her smaller dog which was excellent! They played great and my puppy really needs the socialization. excellent drop in.

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Mike E.
Sitter Profile Image: Brittany W.
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Brittany W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
15 reviews
8 repeat clients
10 years of experience
Boston, MA, 02109

Brittany was so wonderful to work with! She took care of my cat for a weekend and sent a thoughtful update after each visit. I'm so grateful and would definitely choose her again!

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Veronica R.
Sitter Profile Image: Menel L.
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Menel L.
$23
total per visit
1 year of experience
Everett, MA, 02149

About: I’ve been an animal lover my whole life and have grown up around cats, which has given me a strong understanding of their behavior and needs. I currently have two cats of my own, my babies, who are everything to me. While I don’t have formal pet sitting experience, I’m very comfortable around animals. I regularly spend time with my boyfriend’s family dog and my best friend’s dog, so I’m used to being around different personalities and energy levels. I’m patient, attentive, and genuinely enjoy being around animals. I’ll make sure your pet feels safe, cared for, and loved while you’re away. Caring for pets is already part of my everyday life. I currently have two cats of my own, so feeding, cleaning, playing, and making sure they’re happy and comfortable is a daily routine for me. I’ve also helped care for my family cat in the past, so I’m very familiar with being attentive to different personalities and needs. I genuinely enjoy being around animals and making sure they feel safe, loved, and cared for. I care for my cats as part of my everyday life and make sure they have a safe, happy home environment. I don’t let my cats outside, but I do open windows with proper protection so they can safely enjoy fresh air. They have plenty of toys, a cat tree, high-quality food, and treats. I really focus on giving them comfort, enrichment, and freedom indoors so they can relax and live a happy, stress-free life.

Sitter Profile Image: Cat D.
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Cat D.
Star Sitter
$32
total per visit
5.0 out of 5 stars
47 reviews
13 repeat clients
15 years of experience
Boston, MA, 02128

Cat was so great with our two cats while we were away. She followed the instructions and gave detailed updates & visit summaries. It was a relief to know they were in such good hands.

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Eva W.
Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
26 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: Shantae Mcdonald
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Shantae Mcdonald
$28
total per visit
5.0 out of 5 stars
38 reviews
18 repeat clients
10 years of experience
Chelsea, MA, 02150

My dog is new to town and can be skittish, but Shantae was absolutely great with him. She was patient in the beginning and soon Pedro was playing with her and having a blast. She was communicative, helpful, and a great sitter/walker. Looking forward to using her again!

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Mary P.
Sitter Profile Image: Gabriella A.
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Gabriella A.
$23
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
11 years of experience
East Boston, East Boston, MA, 02128

Would absolutely hire Gabriela again! Thanks for all your help!

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Emily S.
Sitter Profile Image: Tayla W.
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Tayla W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
57 reviews
15 repeat clients
14 years of experience
Chelsea, MA, 02150

About: I’ve been raising dogs since i was a child. I’ve had 4 dogs throughout my life. Out of the most recent 2, one was a senior with heart problems so i have much experience with older dogs and giving medicine if necessary. My other dog is a rescue, i’ve raised since she was 3 months old. In addition to behavioral classes i took with her, i’ve potty trained, crate trained and trained her to have basic skills myself. I’ve raised most of my dogs (there was one adult rescue) from puppy to senior years so i hold much experience with dogs in these age ranges. I can care for dogs that are of all skill levels and ages. My dog and i are able to adapt to any energy level your pup may be at and will always care for them as if they are my own. I currently work full-time but luckily I am hybrid. I work in office Mon, Tues, and Thurs. Otherwise, I will normally always be with your pet unless i must go out and run errands. However, i also love to take my dog wherever i go as long as i know i’m making a quick stop, so if your dog loves car rides we will be together most of their stay. During 2025 holidays i will be at home full time until 1/4/26 I have one sweet puppy who loves other dogs and will gladly welcome them into the home. i tend to keep the house pretty tidy so my dogs can’t get into anything. If there’s anything specific your fur baby needs to avoid let me know. Lastly, i have a camera in my home to watch my puppy if i’m away and as my client i can provide footage of their stay to keep you at comfort.

Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
$32
total per visit
5.0 out of 5 stars
50 reviews
27 repeat clients
9 years of experience
Central, Boston, MA, 02109

Jessica is AMAZING! She took great care of my precious kitties and sent pictures so that I would not miss them as much. I am so grateful to be able to travel and not have to worry about my fur babies!

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Jill S.
Sitter Profile Image: Nancy A.
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Nancy A.
$23
total per visit
5 years of experience
Chelsea, MA, 02150

About: Love the fluffy babies and I have trained many with basic commands. If there's anything you need, I'm at your service! Please ask questions and I'll be happy to answer. I work full-time, but I have flexibility with my schedule. I get to wfh twice a week and this allows me to be reliable for drop-ins and walks throughout the week. The more details I know about your pet and their quirks, the easier it is for me to take care of them. Creating an environment of trust while you're away is my top priority. I enjoy sending pictures to pet owners whenever they're away so they feel a sense of security while their baby is in good hands.

Sitter Profile Image: Arcadia C.
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Arcadia C.
$22
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
2 years of experience
East Boston, Boston, MA, 02128

About: We always loved caring for pets, especially getting to go on long summer walks! My fiance and I have been a pet sitter for many families in Boston for years. We work full time but mostly remote so we’d love a fun excuse to get out of the house on weekdays! We can also do weekends. 😊 We love listening to pet owners and hearing exactly how they like to take care of their pets because everyone (and every pet) is different!

Sitter Profile Image: Alexandra S.
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Alexandra S.
$15
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
East Boston, Revere, MA, 02151

About: Hi there! I am a responsible and reliable pet lover who currently has a chihuahua mix! In addition to my dog, I grew up caring for a golden retriever, husky and mini dachshund so I have experience with many different breeds. I also grew up with 2 cats! Would love to care for your pets with the same care and attention that I've shown my own! Thank you so much for your consideration and I am looking forward to hearing from you and meeting your wonderful pet very soon! I am working remotely 3 days a week so I am available for walks or drop-ins during those days! Tuesday, Thursday and Friday are my work from home days! I am a very safe dog-walker! I will make sure your dogs do not interact with dogs they don't know while on our walks so they stay safe! I will make sure to clean up after them! I am very reliable and will 100% follow any pet care instructions you give/will ask for clarification when needed!

Sitter Profile Image: Siena C.
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Siena C.
$22
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
East Boston, Boston, MA, 02128

About: As someone who grew up with dogs and who has been taking care of them since I was 7, I love dogsitting! Not only am I a huge dog lover but I also love being able to help others know their dog is safe and happy with me while they are busy or away. I provide top notch care for pups of all ages and breeds (including lots of cuddles!) and I make sure they are happy and comfortable during their time with me. I'm a law student Suffolk University, so I have a flexible schedule! By and large I am able to be with your pet most of the time if you book boarding in your home, and I have a wide open schedule for walks and drop in visits! I make sure to create a relationship with your pet where they trust me and know I will take the absolute best care of them!

Sitter Profile Image: Hope V.
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Hope V.
$17
total per visit
4.9 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Hope is wonderful! She was on time for visits and responsive to all my communications. Our two dogs are in good hands with Hope.

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Sonya B.
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.
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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

It was so great meeting you! 🐾 Copito felt so comfortable with you, and I really appreciated how kind and communicative you were. Thank you so much for taking such good care of him! ❤️

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

Hugely reliable; our go-to for me and my partner, even accommodating on short-notice! Would highly recommend Macy for any Rover needs around Boston!

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

Emma was awesome! She took phenomenal care of Ari and was really communicative which gave me peace of mind.

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

Juliana went above and beyond for our pup when we were out of town. She was incredibly communicative and caring. We couldn’t have asked for a better person to take care of our baby!

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

Emily was amazing! She took such great care of my puppy, especially while he was recovering from being neutered, and even made a point to give my cat some love during her visits. My puppy can be a little wary of new people, but he and Emily hit it off quickly, and he always looked so happy in the photos she sent. She is incredibly friendly, reliable, and clearly wonderful with animals. I would absolutely recommend her!

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

I’m very thankful that I found Szu. She helped to feed my dogs when I really needed as I was away. She answers my questions and followed my instructions. She offered to do more than I asked for. I highly recommend her services and I’ll book her services again.

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Zayra A.
Drop-In Visits
5.0 out of 5 stars

Jasmine filled in last minute for me to come let my pups out while I was away in Rhode Island for a wedding. She was super communicative, very punctual and incredible communicator while she was with the pups midday. I appreciate her sending a thorough update and taking them out multiple times to go to the bathroom. I would love to have Jasmine back.

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

Symonne is fantastic! Always pays attention to the little details. I feel like my dog is in such good care with Symonne.

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

Ingrid was a huge help with our puppy, Bubba. She was available to watch him extremely last minute and even squeezed in a quick meet and greet in the AM! 10/10 stars. Thanks Ingrid 😀

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

Rachel is absolutely fantastic! She was on time, totally responsive, and my two labradors loved her! I totally plan on booking her again. ❤️ I felt confident with her walking my dogs. So glad I found her.

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Watchdog Mary
Drop-In Visits
5.0 out of 5 stars

Tracy is the best! She’s always so great with Chloe and takes such time to get to know what works best for her. Chloe is always so excited when Tracy comes to see her!

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

Serena is amazing! Super communicative and helpful. We had a last minute cancellation and Serena was able to come check on my dog twice.

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

Jenin is AMAZING and so caring with my senior dog! She sends many photos at the end of visits and I can tell my dog is well loved and taken care of each day. Jenin has passion for dogs and my dog loves her!

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

Alex was so great with Kali! Kali was very shy after being left alone for so long. Alex was amazing and was able to spend time with her and follow her care routine!

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

I couldn’t be happier with Nathan as our puppy sitter! He took such wonderful care of our puppy and gave him so much attention and patience. It was clear that he genuinely cared about him. Nathan was reliable, communicative, and kept me updated throughout his sessions, which gave me complete peace of mind. I feel incredibly lucky to have found someone to trust with my puppy and would highly recommend Nathan to anyone looking for a caring, dependable, and wonderful pet sitter or dog walker.

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

Piper has been great with my very new puppy, giving me a bit of a break here and there! Highly recommend!

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

Elizabeth is so wonderful! She is always on time and wonderful with all types of pet personalities. We are looking forward to having her back in the near future!

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

Adrian was excellent with Olivia and was able to accommodate me on short notice. I would definitely use Adrian again and highly recommend them!

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

We had a wonderful experience with Kristin. She took excellent care of Leo, including administering his medications, following his specific feeding routine, and visiting him multiple times each day. She followed all our instructions carefully and treated him with so much patience and kindness. I would highly recommend her!

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

Shreya was absolutely phenomenal with our dog. She came on time and was able to accommodate us late notice. She kept us updated and our dog was extremely comfortable with her. You can tell she’s truly an animal person.

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Phil K.
Drop-In Visits
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Popular requests for dog sitting - Chelsea

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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 $31.08 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 9,900 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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