Dog Sitting Roxbury

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Over 104
pet parents in Roxbury have booked dog sitting

Roxbury, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Pam C.
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Pam C.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
20 years of experience
Norwalk, CT, 06854

Pam was so great with our two kitties while we were away. She was on time every day and we truly appreciated the extra steps she took like vacuuming and offering to take out the trash. Would definitely book again. Thanks!

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Rabecca P.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$30
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
30 years of experience
New Canaan, CT, 06840

I am a new Rover user and was nervous about entrusting my 8-month-old puppy to someone I didn't know. But Samantha exceeded expectations in many ways! She clearly loves dogs and was excited to meet my Yogi. She gave him a wonderful walk, made sure he had plenty of water, and even adjusted her schedule to meet our preferred timeline. Yogi was happy as a clam when we got home, and we are thrilled that we now have a reliable sitter to call for future needs.

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Christine F.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$30
per visit
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal is the best. She is excellent with Snow. She is the doggie whisperer. Crystal is my fur baby favorite. Professional,on time, and goes beyond expectations.

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Dina M.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
1 year of experience
Downtown, Stamford, CT, 06901

Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

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Amanda B.
Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
18 years of experience
Downtown, Stamford, CT, 06902

Chris was great with my puppy! Very attentive to both my needs and my puppy’s needs during his visits. Great communication and photos to ease my nerves. I’m would highly recommend him for any of your pets needs!!

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Amanda E.
Sitter Profile Image: David S.
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David S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
18 repeat clients
40 years of experience
Turn Of River, Stamford, CT, 06905

We feel so lucky to have found David; truly, we only wish that we had found him sooner! He is reliable, considerate, and, most importantly, our dog LOVES him. Our dog is older, with some medical issues, and can be standoffish to new people but David won him over almost immediately. We always have complete confidence and peace of mind that our dog is well cared for.

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Casey S.
Sitter Profile Image: shannon p.
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shannon p.
from
$60
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
1 year of experience
West Side, Stamford, CT, 06902

Perfect.

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Richard Adam S.
Sitter Profile Image: Shawn S.
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Shawn S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
69 reviews
26 repeat clients
35 years of experience
Rye Brook, NY, 10573

Shawn is super thoughtful!!! He took the time to come visit the cats ahead of sitting to make sure we all get comfortable. He also takes the time to check in with you when unsure about the cats needs or behaviors, that was hugely appreciated! I will definitely reach out and o Shawn next time.

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Myriam M.
Sitter Profile Image: Patrícia C.
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Patrícia C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
89 reviews
34 repeat clients
4 years of experience
Norwalk, CT, 06854

Patrícia was great! It was our first time having a rover sitter in our new house so our cat was a little scared but Patrícia handled it well. We absolutely trust her with our pet and property! Thanks!

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Kristin S.
Sitter Profile Image: Joseph R.
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Joseph R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
8 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.

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Paulina C.
Sitter Profile Image: Ivon Melissa C.
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Ivon Melissa C.
from
$25
per visit
5.0 out of 5 stars
122 reviews
51 repeat clients
9 years of experience
Stamford, CT, 06905

Poppy LOVES spending her hour with you! She is always so tired from her walk and the photos we get are amazing! You are so flexible and always so accommodating! We know Poppy is well taken care of when she’s with you

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Tess K.
Sitter Profile Image: Jorge L.
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Jorge L.
from
$40
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
7 years of experience
Springdale, stamford, CT, 06902

About: Hello there, Let me talk a little bit about myself, since I was a kid, I grew up with so many kinds of animals, horses, chickens, ducks, birds, and about 8 dogs. But there was always this connection between me and the puppies. so, time went by so quick, and I got older and i decided to get me the most beautiful Husky. I never thought this boy would teach me so many things. I had some struggles training him, but I accomplished something that I thought it was impossible to do with huskies. now that he is getting a little older, I decided to get him a sister but this time I went with a German shepherd. every time I get around new people, they always ask me if I'm a dog trainer because the way my 2 babies are well behaved. So as all of you can see or image, I have many years of experience, I have been around dogs my whole life, I just love them if I could give my live to safe one. Thank you I work from home between 4AM-11AM so after that I free every day. or sometimes I don't even work and have plenty of free time to play with puppies. I make sure there's always that morning walk, make sure they eat and do their business outside, but specially I make sure they feel the love from the human so they can feel safe.

Sitter Profile Image: Oscar D.
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Oscar D.
from
$30
per visit
5.0 out of 5 stars
15 reviews
5 repeat clients
6 years of experience
Stamford, CT, 06901

About: I’ve loved dogs since I was a small kid! If you have 3 pups or more, I just charge for 2! When I turned 17 I worked at a doggy daycare called rover retreat, where I fell in love with taking care of dogs! I went to school in Colorado, my native state, for a couple of years, where I dog sat off and on. I decided to pick my life up and move to the city of Stamford with my to be closer with my girlfriend's family. I love to teach pups tricks and enrich the lives of all animals! Even if your pup is difficult or different, I can work with it:) I am experienced with puppies, seniors, diabetics, pets with medication. I've taught dogs how to run with a bicycle and how to do new tricks like handshake and wait. If you choose me, you're guaranteed someone with lots of experience and a big heart for your furry friend(s). My schedule is currently completely open for your pups' care!! I was in school for a couple of years in boulder, met a wonderful girl, and moved with her out east to the city of Stamford. I doordash other than dog sitting so I can easily accommodate. I watch over the client’s pup and give it all the affection and attention it needs while also maintaining decency and care for the space and all beings and things within.

Sitter Profile Image: Amaya T.
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Amaya T.
from
$25
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
North Stamford, Stamford, CT, 06903

About: I have a female morkie who is 8 years old. Since she joined our home at 2 months old, I have been responsible for her training and daily care. With a bag of treats, I can teach your dog basic commands and small tricks. I love dogs of all breeds and sizes and will treat your dog as if they were my own while they're in my care. I’m a college student with a flexible schedule! Mornings, afternoons, and evenings all work for me, it just depends on the day. I’m also willing to do walks and visits in between classes if the location allows time for it. I will follow any house rules provided for myself and the dog. Your pet will always be attended to and well taken care of, with lots of love and positive energy :)

Sitter Profile Image: Valerie S.
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Valerie S.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
14 reviews
9 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

Valerie was great! She came for a meet and greet as this was my first time using Rover. I felt way more comfortable than boarding her. Will definitely use Valerie again!

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Jazmin G.
Sitter Profile Image: John H.
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John H.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

John did a great job taking care of our pets. He was responsive, easy to talk to and genuinely cared for our crew of 2 cats and an energetic dog. We will utilize his services again soon.

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Trish P.
Sitter Profile Image: Cam C.
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Cam C.
from
$20
per visit
5.0 out of 5 stars
58 reviews
28 repeat clients
6 years of experience
Wilton, CT, 06897

You can really tell that Campbell loves pets. He was very communicative and also cleaned up some accidents which I appreciated! Will def use him again.

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Vicki M.
Sitter Profile Image: Ginger R.
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Ginger R.
from
$30
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
13 years of experience
Norwalk, CT, 06850

Ginger was an excellent sitter for my cat while I was away for an extended trip! She provided helpful updates following each drop-8! visit and I so appreciated the level of attention & care she provided for my pet.

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Morgan A.
Sitter Profile Image: Allison L.
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Allison L.
from
$25
per visit
1 repeat client
6 years of experience
West Side, stamford, CT, 06902

About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.

Sitter Profile Image: Lindsay P.
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Lindsay P.
from
$40
per visit
5.0 out of 5 stars
43 reviews
28 repeat clients
15 years of experience
Darien, CT, 06820

Lindsay is such a kind sitter with whom we always feel comfortable trusting with our senior golden retriever. She follows direction for feeding, medicine, and making sure he is safe when she leaves.

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Christofer G.
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The median cost per visit for dog sitting in Roxbury is $25

Dog parents share their Rover experiences - Roxbury

1 / 1
5.0 out of 5 stars

Bianca came in clutch with a late-notice change in travel to help make sure that our dog was taken care of. Very kind and communicative, would happily book again!

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

Maria is absolutely the BEST!! So amazing to know our pets are safe and well taken care of when we travel! Our pets love her so much! Amazing!! ❤️❤️

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

Ashley is great, responds promptly and is super responsible. She prioritizes the happiness of my dog and works hard towards that! I appreciate her help a lot.

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

Ziyi was able to help me with a last minute booking, which was much appreciated. She is always responsive and communicative!

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

I am so happy with Rover and Aaron.I have complete piece of mind when I am away from my 17 year old dog with him .

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

Stephanie always comes on time. She is caring for the dogs and has great communication skills. She is a top sitter for us.

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Cheryl W.
Drop-In Visits
5.0 out of 5 stars

Molly took fantastic care of my dog and left a very detailed report which was SO appreciated. I highly recommend her for other local pet owners in need of dog care. She was on time + responsive + I appreciated her thoughtfulness with his care.

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Natasha F.
Drop-In Visits
5.0 out of 5 stars

Michelle took great care of my dog when I was away. She was on time, communicative and responsive when needed. I’d highly recommend her to other local pet parents.

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Natasha F.
Drop-In Visits
5.0 out of 5 stars

Prompt and took good care of two dogs during house drop in visits. She seems to really like our German shepherds.

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

Annabel was on time and so great with my Leo! He had tons of fun running around in the backyard with her .

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

Ali was perfect. Responsive communicator, kind spirit, and genuine affection for our puppy. Could not have had a more positive experience. Would highly recommend!

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

Daniela was great. We needed help and she accepted our request at last minute. Took great care of our dogs and was very responsive. Highly recommend.

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Kim F.
Drop-In Visits
5.0 out of 5 stars

Excellent dog sitter. Takes fantastic care of our pup and gives her the love and attention she deserves while away.

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

i never met elvia, only spoke on the phone, making arrangements for my dog. Having never met her, leaving my house keys was honestly a bit uncomfortable for me. however, given her excellent reviews, i decided to just trust and go for it. elvia came exactly on time, fed and played with my dog for a half hour and then left. everything went just as planned. her communication was great, which was essential, and put me at ease. i had a postive experience.

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

Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

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

Very dependable and reliable! Along with being respectful with the home, I completely trust Francisco to watch my 2 needy dogs.

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Steven Y.
Drop-In Visits
5.0 out of 5 stars

Hanaya is perfect! I can only say good things! She helped us out in a terrible pinch. She was responsive and prompt about it, willing to commit to what I consider to be a challenging job, and she did it reliably and proved very flexible as well. I’m going to use her again the next time something comes up!

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

Emma has good communication skills. Hunter and Tucker reacted well, Brownie was shy and hiding. We look forward to working with her in the future.

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Cheryl W.
Drop-In Visits
5.0 out of 5 stars

Chris was great with my puppy! Very attentive to both my needs and my puppy’s needs during his visits. Great communication and photos to ease my nerves. I’m would highly recommend him for any of your pets needs!!

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Amanda E.
Drop-In Visits
5.0 out of 5 stars

Excellent: Reliable, caring, and responsible. Claire provided us with photos and updates while taking care of our dog. HIGHLY RECOMMEND!!!!!

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John M.
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

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Popular requests for dog sitting - Roxbury

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Sitters in Roxbury average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Roxbury

Frequently asked questions about Rover

The average cost for Dog Sitting in Roxbury on Rover is $22.2 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 10,354 sitters on Rover offering Dog Sitting across Roxbury. 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 Roxbury 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 Roxbury 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 Roxbury 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 Roxbury. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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