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: Macklyne J.
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Macklyne J.
$18
total per visit
1 repeat client
4 years of experience
Chelsea, MA, 02150

About: I’ve always loved spending time with animals and making sure they feel safe, happy, and cared for while their owners are away! I have experience cat-sitting and regularly caring for my roommate’s cat when she’s out of town. I enjoy playing with him, giving him plenty of cuddles and attention, and keeping him entertained—even turning on the TV so he can watch bugs jumping around! I’ve also helped walk and look after my neighbors’ dogs, spending time playing with them and keeping them company. Whether it’s going for a walk, having a little playtime, giving lots of affection, or simply hanging out together, I love making sure pets get the attention and companionship they need. I’m patient, attentive, and genuinely enjoy getting to know each pet’s personality and making them feel comfortable and loved. Hi my schedule is very flexible! I am able to make time to care for your pets anytime! I am also available on weekends. Please let me know what works best for you. I’d be happy to care for pets in their home by keeping their routine as consistent as possible. I can provide fresh food and water, playtime, walks, cuddles, and plenty of companionship. I’ll also make sure their space stays clean and comfortable and give them lots of love and attention while their owner is away.

Sitter Profile Image: Ally R.
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Ally R.
Star Sitter
$18
total per visit
5.0 out of 5 stars
• 21 reviews
6 repeat clients
10 years of experience
Boston, MA, 02110

“Ally is awesome!! My dog absolutely loved her and she did everything I needed her to do, even on short notice! She also was great at keeping in contact and sending pics! If you need a sitter, Ally is your girl! Thanks for loving on my big girl! :)”

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Megan W.
Sitter Profile Image: Tracy D.
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Tracy D.
Star Sitter
$39
total per visit
5.0 out of 5 stars
• 97 reviews
23 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: Siena C.
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Siena C.
$22
total per visit
5.0 out of 5 stars
• 11 reviews
3 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: Chassity R.
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Chassity R.
$19
total per visit
5.0 out of 5 stars
• 2 reviews
7 years of experience
East Boston, Boston, MA, 02128

“Chassity was great. She works with animals so is super knowledgable and took great care of our cat. We will definitely be going to her in the future!”

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

“Cat did a fantastic job with our 3 cats. Since this was our first time using Rover, Cat addressed all of our questions, and took special care in her communications with us. . Due to a medical condition, one cat needed 3 different pills twice a day. While initially meeting with Cat, we saw our cats have positive interactions with her, leaving us with a good feeling. Cat kept to our strict medicine and feeding schedule, checking in every time with personal updates on each cat and sending plenty of pictures. She cleaned up the litter box, as well as a random puking incident, even asking how to clean fabrics. We can't thank her enough for making our first Rover experience an incredibly positive one. We'd definitely recommend her to friends and family, as well as using her again ourselves.”

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Raymond S.
Sitter Profile Image: Tayla W.
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Tayla W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 60 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: 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: Lynn L.
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Lynn L.
$25
total per visit
5.0 out of 5 stars
• 3 reviews
1 year of experience
Chelsea, MA, 02150

“I had the pleasure of having Lynn to look after my cats while I was away, and I couldn't be more pleased with the service provided. Lynn was incredibly professional, attentive, and caring. Each visit was accompanied by detailed updates and photos, which gave me great peace of mind knowing my cat was in good hands.”

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Jenny S.
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
51 repeat clients
27 years of experience
Revere, MA, 02151

“I cannot say enough great things about Tawana's pet-sitting service! She cared for my cat with such love and attention, going above and beyond to ensure everything was perfect. Despite the building management losing the spare key, Tawana made an extra trip on the same day to ensure my cat was well-cared for, demonstrating her commitment and professionalism. She took the time to feed, water, and clean the litter box, and even played with my cat to keep her happy and entertained. Tawana also sent me the most adorable pictures and videos, which made me feel so connected while I was away. Her kindness, reliability, and genuine love for animals truly stand out. I am beyond satisfied with her service and incredibly grateful for her help. I highly recommend Tawana to anyone looking for exceptional pet care!”

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Edward H.
Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
• 33 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: Chloe C.
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Chloe C.
$39
total per visit
5.0 out of 5 stars
• 22 reviews
9 repeat clients
8 years of experience
Chelsea, MA, 02150

“Chloe did a great job with my two cats! From the pictures, they warmed up to her quickly and were happy and healthy upon my return. Chloe followed the care instructions immaculately and was always punctual. I would 100% recommend Chloe!”

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

“Liz is the best! She took phenomenal care of my two little ragamuffins while I was abroad for two weeks. She sent the funniest pictures and videos of them, played with them, and made me feel so much better about not being home with them. She's truly the best pet sitter I've ever had. I know I can fully trust her to take as great care of them as I do. :)”

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Emily B.
Sitter Profile Image: Joshua R.
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Joshua R.
$34
total per visit
15 years of experience
Chelsea, MA, 02150

About: I’ve been an owner and cared for pets from a very young age. My first ‘jobs’ as a young kid were walking family members’ dogs and pet sitting for them. Since then I’ve loved doing this for friends and hoping to do more! I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment. I'm currently working full time on a hybrid schedule. I go to the office 3 days a week and the other two days are spent at home when I am remote. On the weekends, my schedule is mostly flexible unless I have plans to attend to. I am a loving pet owner who is very attentive to my pets’ needs. I am happy to meet all of your pet care needs, as dictated by you. I am looking to house sit and do drop-in care, but not currently looking to host pets in my space as I have 3 cats and my landlord does not allow dogs in the apartment.

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: 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: 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: Hannah M.
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Hannah M.
$28
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
East Boston, Boston, MA, 02128

“Thank you so much! We really appreciate it. Hannah was great with our pup Charlie we highly recommend her!”

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Addison L.
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: 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 fantastic! I highly recommend. She is very knowledgeable and experienced and marvelously calm and kind with my with older, somewhat anxious herding breed mix. I was happy to find several treat puzzles had been used, and I was greeted by a calm, happy dog!”

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Lisa B.
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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

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

Jenin took wonderful care of our elderly spaniel with gentle walks and attention to her food and medication. We didn't worry about her a bit while we were away.

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

Why Choose Rover?

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  • Reservation protection

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

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    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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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 on Rover is $29 per visit as of October 2026. Most bookings cost between $21 and $47 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 9,956 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 Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.

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

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in 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 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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