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: Sabrina A.
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Sabrina A.
$28
total per visit
5.0 out of 5 stars
• 34 reviews
7 repeat clients
4 years of experience
Boston, MA, 02128

“Sabrina was wonderful! She was communicative and she took great care of my cats. She even snapped some mini Polaroid pictures of them which she left for me with a lovely note. I will definitely book Sabrina again.”

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Laurin J.
Sitter Profile Image: Caitlyn C.
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Caitlyn C.
$39
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
East Boston, Boston, MA, 02128

“Caitlyn was amazing! She was great with my dog and even brought him a new toy and a bag of treats! Caitlyn also helped me out last minute when a delayed flight caused my dog to be home alone longer than expected. I would HIGHLY recommend her and will definitely book her again in the future!”

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Jocelyn S.
Sitter Profile Image: Gita A.
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Gita A.
$28
total per visit
4 years of experience
Everett, MA, 02149

About: I’ve been around animals my whole life and have hands on experience with both cats and dogs. I’ve rescued and cared for kittens, helped train dogs, and have plenty of experience with daily walks, feeding, playtime, and keeping pets on their usual routine. I’m comfortable with all kinds of personalities and enjoy getting to know each pet. My schedule is pretty flexible, so I’m available for walks, drop ins, and pet sitting throughout the week. I’m happy to work around your pet’s routine and can usually accommodate different times with advance notice. know how hard it can be to leave your pet with someone else, so I always want you to feel comfortable and reassured. I’ll treat your pet like my own, follow their routine and your instructions, and give them plenty of love and attention. I’m also happy to send photos and updates while you’re away if you want!

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: Felipe L.
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Felipe L.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
18 years of experience
Everett, MA, 02149

“Felipe is a reliable, cares about our pets and is one of the few people we'd trust looking out for our dogs. Highly recommend!”

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Stephen C.
Sitter Profile Image: Triin P.
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Triin P.
$34
total per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Chelsea, MA, 02150

About: A lifelong lover of animals. Recently experienced being a pet owner for 9 years. I know how important it is to feel trust that your pet is safe and taken care of. A proactive communicator here for ease of mind. Nurturing companion for your little furry friend to ensure safety and comfort while you are away. CPR and First aid trained. Open and flexible schedule, available during days and nights, during the week and weekends. Can stay overnight, play/ activity time or take out for walks. Respectful of the homeowners space always making sure surroundings are safe for the pet. Easy communicator when needed. Will ensure pets comfort following typical house rules. Depending on the pet personality, creating an playful environment for active pets or for a calmer pet nurturing.

Sitter Profile Image: Jess S.
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Jess S.
$17
total per visit
15 years of experience
Revere, MA, 02151

About: I’ve taken care of dogs since i was young. I currently have a 1 year old Aussie who i walk daily and love spending time with. i love all dogs and would love to meet your pups! I have my own transportation and will be able to stop by at any time! my schedule is very flexible and I will be able to work around your schedule! I can easily crate your dog if needed and have experience in giving medications. I am very good with dogs that are anxious or aggressive when around other dogs and will keep them out of situations that may be too much for them

Sitter Profile Image: Riley E.
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Riley E.
$17
total per visit
5.0 out of 5 stars
• 2 reviews
20 years of experience
Charlestown, Boston, MA, 02129

About: I have lived with pets my whole life! From fish to hamsters to rabbits to my two extremely high-energy Brittany Spaniels at my family’s home, I’ve always had pets around and enjoyed taking an active role in their care. I was also the primary trainer and caregiver for my family’s current dogs when they were puppies. I am currently a masters student at Northeastern University living in a space with no animals for the first time in a very long time, and looking for work opportunities in the city as I get adjusted. I have looked after households of up to seven pets before. I’m super excited to get to know pets in the area and help provide for them when needed! I am currently a student at Northeastern University, and I have class all day on Tuesdays, however the rest of my week, save for Thursday and Friday mornings, are available to take care of your pets! I am unable to offer boarding in my home at the moment due to both lease policy and roommate allergies, however I am more than happy to learn your house rules, typical walking routes, and your pets’ daily routines to be able to provide them the best, least disruptive care. I like to meet you and your pet prior to care to learn things like daily routine, temperament, and any additional care needs such as medicine or grooming.

Sitter Profile Image: Emma B.
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Emma B.
$45
total per visit
5.0 out of 5 stars
• 240 reviews
42 repeat clients
5 years of experience
Everett, MA, 02149

“Emma was AMAZING!! She took care of our two cats while we were away and I can say we’ve never had such a thorough or loving sitter before. She sent messages in great detail after her visits + pictures and videos. One of our cats has been newly diagnosed with seizures so medication regimen and a prescription feeding schedule made us nervous to leave them, but we had no reason to be. She not only went above and beyond on the fine details, but first and foremost focused on building trust with our girls. That meant so much to us! Emma took such great care!!! She will be our new go-to when we are away! ?”

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Heather B.
Sitter Profile Image: Olha P.
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Olha P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
2 years of experience
Melrose, MA, 02176

About: I grew up with dogs and cats and have cared for animals my whole life. In Ukraine I volunteered at an animal rescue and fostered pets, including birds, and once even looked after a bat through his winter hibernation. My own cat now lives with my parents, and I miss having a pet in the house — spending time with your animals would be a real pleasure for me. I worked in healthcare, so I'm comfortable giving oral and injectable medications and caring for senior or post-surgical pets. I'm calm and patient with nervous animals, reliable about schedules, and I'll send you photos and updates so you know your pet is doing well. I have a car and can travel to nearby towns. Happy to meet beforehand so you and your pet can get to know me. I'm currently studying for my medical board exams from home, so my schedule is very flexible and I'm available throughout the day, including mornings, midday visits, evenings, and weekends. I don't have pets or children of my own, so I can give your pet my full attention. I have a car and can travel to nearby towns. Advance bookings are easiest for me, but I can often accommodate last-minute requests. I care for pets in their own home, where they're most comfortable and can keep their normal routine. At our meet-and-greet I'll go over your instructions in detail: feeding amounts and times, medications, walking route, favorite toys, house rules, and what to do in an emergency, including your vet's contact information. I follow your instructions exactly rather than my own preferences. Dogs stay leashed outdoors unless you tell me otherwise, and I check doors, gates, and windows before leaving. Beyond food and clean water, I make sure each pet gets real attention — play, walks, brushing, or just quiet company, depending on what your pet enjoys. I send photos and updates after every visit, and I'll let you know right away if anything seems off, like changes in appetite, energy, or bathroom habits. I'm also happy to bring in mail, take out trash, or water plants while you're away.

Sitter Profile Image: Gabriella A.
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Gabriella A.
$23
total per visit
5.0 out of 5 stars
• 4 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: Amber H.
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Amber H.
$28
total per visit
5.0 out of 5 stars
• 16 reviews
9 repeat clients
4 years of experience
Malden, MA, 02148

“Amber has only spent two days with my pup and I can already tell they are going to be friends! He’s happy and lively when I come home so I know he is getting a lot out of her visits!”

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Chris H.
Sitter Profile Image: Antonio L.
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Antonio L.
$56
total per visit
4.9 out of 5 stars
• 86 reviews
22 repeat clients
23 years of experience
Chelsea, MA, 02150

“Antonio is always so thorough and sweet with my senior pup. When he comes to let my dog out for his potty breaks he always makes sure Rocky has a little extra time outside to stretch his legs and get in that Vitamin D. I can tell through the pictures and videos Antonio sends that he really cares for my dog. Rocky tends to be a little shy and sometimes grumpy so I’m glad I found a sitter who loves and accepts Rocky as he is. So grateful for Antonio’s service.”

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Abby J.
Sitter Profile Image: Goretty B.
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Goretty B.
$23
total per visit
5.0 out of 5 stars
• 4 reviews
6 years of experience
Boston, MA, 02108

About: I’ve been caring for my family’s dog since I was 16, and taking care of animals has always been a big part of my life! I also adopted my cat, Fígaro, while I was in college, so I’m comfortable caring for both dogs and cats. I’m patient, attentive, and always treat pets like they’re my own. I’m happy to help with walks, playtime, feeding, meds, and keeping your pet company while you’re away! I currently work full time but my schedule is very flexible so I have plenty of availability in the early mornings, afternoons, evenings, and on weekends! I’m organized and intentional about my time, and I love having pet care as a fun and rewarding part of my routine. I’m happy to plan visits around your pet’s normal schedule and make sure they get the attention, exercise, and care they need! I’m happy to care for pets in their own home, where they can stay comfortable in their familiar environment. I’ll follow their usual routines for feeding, walks, playtime, medications, and potty breaks, while also giving them plenty of attention and companionship! I’ll always treat your home and your pets with the same care and respect I would my own.

Sitter Profile Image: Sarah L.
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Sarah L.
$34
total per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
13 years of experience
East Boston, east boston, MA, 02128

About: I have had an English Springer Spaniel growing up that I love to take on hikes, swimming at the lake, camping, and on lots of walks. I have trained my dog to do a handful of tricks! I have experience dog and cat sitting for extended period of time as well as older dogs who require extra care and medication. I am a working professional that works full time in Chestnut Hill, MA; I love to take care of dogs on my days off and take them for walks before and/or after work. I live in East Boston and work in Chestnut Hill and I’m looking for pet care opportunities in the greater Boston area! I grew up taking care of dogs and cats, both my own and friend’ pets. I a comfortable with feeding, walking, providing any medications to your pets. I am willing to do walks and longer overnight sitting when needed and available.

Sitter Profile Image: Emily G.
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Emily G.
$39
total per visit
5.0 out of 5 stars
• 53 reviews
23 repeat clients
25 years of experience
Chelsea, MA, 02150

“Emily is the best! She is super trustworthy, communicative and took very good care of our cats. Her updates were descriptive and we felt very much at ease while we were out of town. We will definitely have her watch our cats again - I highly recommend her if you're looking for a pet sitter in your area!”

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Miranda H.
Sitter Profile Image: Sophia D.
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Sophia D.
$28
total per visit
20 years of experience
Everett, MA, 02149

About: I have owned animals my whole life (cats, dogs, chickens, turtles, toads, literally you name it)! I currently have a 6 month old, spayed, rescue pup. She loves other animals and people and would make an excellent friend to your furry companions! I work fully remote part time, so I have plenty of time to care for my pup and any other animals under my care! Starting again in the fall I will begin my third year of law school, but most of my classes are online. I live in a cozy home in Everett. It has a medium sized backyard that is fenced in, perfect for your pet to run around in safely!

Sitter Profile Image: Daniella H.
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Daniella H.
$28
total per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Revere, MA, 02151

“Daniella was the best person I have chosen to look after my dog when I was away for 7 days. I have a small dog ,he is scared with strangers but she knows how exactly to handle him. She built the trust and they became friends. She did a lot during the 7 days drop-in-visit, such as cleaning the dog’s pee pads, walking him, playing with him,giving treats, changing water and food. My dog loves her company and even make friends with her cute little chihuahua. Absolutely amazing!! Definitely will book again in the future .”

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Annie D.
Sitter Profile Image: Briana C.
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Briana C.
$28
total per visit
15 years of experience
Chelsea, MA, 02150

About: My family has fostered dogs when I was the age 5-18. We fostered 15-25 dogs each year and so I have a lot of experience in dog caregiving. Growing up my family has owned 3 dogs and 2 cats - My parents home, to this day, has never been without any fur babies! I recently moved to Chelsea, and live in a beautiful condo community. I actively house/pet sit for a family of 2 dogs and 3 cats, and now I’m opening my schedule for more families! I cannot host any fur babies in my apartment, unfortunately, so I’m only available for drop ins or house sitting I work in office 3 days a week 9am-5pm (Mon, Wed, Thurs), so caring for your pet would have to be flexible with me not being available 9am-5pm those 3 days a week. Happy to send photos, videos, and updates how ever frequently you wish. I have high attention to detail to ensure safety (locking/closing doors, not leaving food out, keeping spaces clear and open). I take pride in keeping your home well kept so you come home to a perfectly clean home!

Sitter Profile Image: Brenna K.
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Brenna K.
$28
total per visit
5.0 out of 5 stars
• 1 review
8 years of experience
Boston, MA, 02128

About: I’ve had pets since I was a little kid and have always loved taking care of my dogs/cats growing up. I currently have a 4 year old mini Aussie and absolutely adore him and every dog/cat I meet! I work from home 3 days a week and I’m available most weekends. I will provide exercise and lots of love to your pets! Please let me know if you have any special requests or if there are any behaviors/special needs I should be aware of. I’m really looking forward to taking care of your furry friends!! I currently work from home on Mondays and Fridays. I’m free during lunch (12-2pm) for drop in visits on my work from home days or anytime after 6pm during the week. I am also available most weekends. Please let me know any special requests you have in terms of crating, keeping on/off leash at dog parks, or just general instructions on how you typically walk your dog and I’d be more than happy to accommodate!

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

Dog parents share their Rover experiences - Chelsea

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5.0 out of 5 stars

Alex is the best! My dog Leo loves walking with Alex every week. She sends me updates, pictures and keeps me in the loop!!

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

Ally was extremely punctual and kind. She provided me with many pictures while she stayed with Effie. Both Effie and I strongly recommend Ally to anyone looking for a dog-sitter.

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Isabelle
Drop-In Visits
5.0 out of 5 stars

Sein was extremely communicative and so flexible to all of our last minute changes. I really appreciated it! She was amazing with our older pup who had some special needs (like putting on a diaper). We’d 100% work with her again. Cannot thank her enough!

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

Would highly recommend Rachel! She took such great care of my dog and was very communicative and easy to coordinate with!

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

Jenin is a great communicator, and our dog loves her. She did a great job navigating the area and getting our job exercise and stimulation during each drop-in visit.

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Bryan Q.
Drop-In Visits
5.0 out of 5 stars

Felicia was wonderful! She listened to my recommendations of how to approach the first meeting with my dog, as he is nervous with new people. She goes at his pace and isn’t in his face but gives him lots of pets when he wants them. She is also very communicative and goes above and beyond- even trying help us with the crate he broke out of 😅 Felicia provided great peace of mind and I knew Lincoln was in good hands.

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

Jake did such an amazing job caring for my dog and cats, I have never seen them as happy as they were with him in any other Rover card. His communication is great and I will definitely be utilizing his services again in the future;

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

Nancy was on time, reliable, and kept great communication. She gave my pup special attention, followed all instructions, and even went out of her way to keep them relaxed and feeling safe.

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Anallely B.
Drop-In Visits
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
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How to book dog sitting

  1. 1. Search

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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 Dog Sitting - Chelsea

Frequently asked questions about Rover

The average cost of Dog Sitting in Chelsea is $29 per visit as of October 2026. Most bookings cost between $21 and $47 per visit. On Rover, 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 9,854 sitters on Rover offering Dog Sitting across Chelsea. 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 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 .

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 , 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 .

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:

  • 85% of sitters can help with special care needs
  • 89% 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 , 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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