Dog Sitting Chelsea

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

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Over 140
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: Serena M.
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Serena M.
Star Sitter
$25
total per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
4 years of experience
East Cambridge, Cambridge, MA, 02141

Serena was super attentive to my cats medication needs, provided ample playtime and connected with my cat while I was away. Her extensive experience with cats shows and I would definitely book her again. Serena did a great job.

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Connor M.
Sitter Profile Image: Samantha S.
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Samantha S.
$19
total per visit
5.0 out of 5 stars
11 reviews
7 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: Erin D.
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Erin D.
Star Sitter
$33
total per visit
5.0 out of 5 stars
52 reviews
14 repeat clients
10 years of experience
Central, Boston, MA, 02113

Erin was great!! My cat can be temperamental and easily overstimulated, he seemed to do really great with her. She went above and beyond of what was asked of her. I got lots of pictures every day of what the two of them were doing. It was nice to come home to his automatic feeder being full, and his litter tray from his automatic litter box emptied. She was very friendly when meeting her, I would absolutely trust her again and rebook in the future. :)

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Felicity K.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
Star Sitter
$39
total per visit
5.0 out of 5 stars
158 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: Chassity R.
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Chassity R.
$19
total per visit
7 years of experience
East Boston, Boston, MA, 02128

About: Bachelors degree in Animal Science, along with 7+ years of vet tech experience where I’ve taken care of animals of every size from mice to horses. I have experience pet sitting dogs, cats, and reptiles. I have one dog of my own, and four cats. I work M-F 7am-4pm, so I’m available to walk dogs or check in on your furry friends after I I get off during the weekdays, and available all day during the weekends. I have a dog and four cats. I’m unable to watch dogs in my apartment because of this, but I can housesit cats as long as you’re comfortable with them being confined in a bedroom! My experience as a vet tech has lent me to many skills in taking care of senior dogs, puppies, and those that need medications. I’m very comfortable with administering injectable and oral meds, as long as your dog/cat is cooperative!

Sitter Profile Image: Tawana H.
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Tawana H.
Star Sitter
$34
total per visit
5.0 out of 5 stars
121 reviews
49 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: Mary L.
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Mary L.
$20
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
10 years of experience
East Boston, Boston, MA, 02128

Came home to a very happy kitty! Will definitely boo again

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Caitlin L.
Sitter Profile Image: Cooper C.
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Cooper C.
$20
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
27 years of experience
Boston, MA, 02128

Cooper was an amazing dog sitter for Bailey. She was very communicative, wrote up great summaries for each visit and treated my pup with kindness, care and lots of love. I would highly recommend Cooper for all your pet sitting needs!

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William S.
Sitter Profile Image: Amanda S.
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Amanda S.
$23
total per visit
5.0 out of 5 stars
21 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: 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: Lauren S.
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Lauren S.
Star Sitter
$34
total per visit
5.0 out of 5 stars
30 reviews
12 repeat clients
4 years of experience
Chelsea, MA, 02150

Lauren checked in on my cat Belle while I was away and was amazing! Greatly appreciated the photo and vid updates and super responsive!! Definitely recommend

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Kate L.
Sitter Profile Image: SYMONNE L.
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SYMONNE L.
$17
total per visit
5.0 out of 5 stars
4 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: Kimberlyn L.
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Kimberlyn L.
$28
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Chelsea, MA, 02150

About: I’ve had my own dog since early on in my childhood until adulthood. I started rover, when I still had my 11 year old golden retriever, he has recently passed away but I loved our daily walks and understand the need for a dog walker sometimes! I understand the needs of a dog and how dogs need attention. I’ve dog sat other dogs for my friends and have always been a dog lover since early on and love meeting new dogs! I am currently a full time registered nurse working nights. I will try to update my schedule on a regular basis as pet care would be worked into my days off & my schedule does vary every month! I care for other pets as if they were my own. I understand being a pet owner how I would want someone else to treat my dog with the same love.

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: 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: Catherine B.
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Catherine B.
$34
total per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
12 years of experience
East Boston, Boston, MA, 02128

Catherine was amazing! Maximus really enjoyed her company. Catherine has great communication and kept me updated the entire time. I’ll definitely be using Catherine again!

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Martin A.
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 took great care of my kitty while I was out of town. She was responsive and sent me lots of pics which made my trip so much better. I hope she’s available in the future!

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James T.
Sitter Profile Image: Sergio M.
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Sergio M.
$23
total per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
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: 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: 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

Macy was absolutely wonderful with our 12-year-old Shih Tzu, Charlie. Caring for a senior dog comes with its own considerations, and we felt completely comfortable knowing Charlie was in her care. She was attentive, dependable, communicative, and treated him with genuine kindness throughout his stay. It was clear that Charlie was comfortable with her and very well cared for, which meant a great deal to us. We would unequivocally recommend Macy to anyone looking for someone trustworthy and compassionate to care for their pup, especially those with an older dog. We would happily have Charlie stay with her again.

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Zach H.
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

I am so thrilled with my experience with Emily. This is only our second time using rover and we have a very energetic and unique 2year old dog so it can be nerve wracking, but she was understanding and amazing with him. She made note that he didn’t go to the bathroom on their walk so made sure to take him out again before she left which shows how much she cares. She also used some commands with him which is great for him to practice. She followed my directions on where and how to walk him and they played with his favorite toys. We got plenty of adorable photos of their time together. Will definitely be reaching out again for future drop ins. Thank you Emily!

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Lydia 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

Symonne is such a kind soul! I really appreciated them asking very thoughtful questions to keep my pup's routine and preferences at the forefront before starting drop-ins with my dog, Luna. I know Luna was in great hands while I was away. Symonne kept me updated and sent pictures after every visit. :)

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Melissa B.
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
5.0 out of 5 stars

Ilana was a fantastic dog walker! She was reliable, gentle and caring with my Andre. I wouldn't hesitate to recommend her to anyone looking for exceptional pet care, and I would happily trust her with my pet again anytime.

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Maggie K.
Drop-In Visits
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

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
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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 $30.53 per visit (as of August 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 August 2026, there are 9,977 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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