Pet Sitting Chestnut Hill

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 103
pet parents in Chestnut Hill have booked pet sitting

Chestnut Hill, Find top rated pet 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: Mariana L.
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Mariana L.
$20
total per visit
15 years of experience
Chestnut Hill, MA, 02467

About: I’ve worked as a vet assistant for the past two years, so I have lots of experience taking care of dogs and cats of all personalities, breeds, and needs. I’ve had animals since I could walk, from fish to turtles, to bunnies to hamsters, and dogs. I have two rescue dogs aged 13 and 10, and I’ve petsat all of my friends’ dogs since I was 7, including puppies. LOOKING FOR NEW CLIENTS‼️I’m a full time student, so I’m very flexible on weekends and early mornings on Monday, Wednesday and Friday! I can also do afternoons on most days of the week! Just let me know what you need 😁 I have lots of experience catering to the needs of all dogs and cats from my clinic work, and I consider myself and very patient and understanding person. Just tell me what your pet needs and I’ll always accommodate!

Sitter Profile Image: ZILALAI T.
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ZILALAI T.
Star Sitter
$28
total per visit
4.9 out of 5 stars
• 49 reviews
17 repeat clients
20 years of experience
Allston-Brighton, Boston, MA, 02135

“Zilalai was a great sitter for our cat Moogle! She was prompt in her visits and sent photos/notes every day. She was also happy to arrange and meet and greet beforehand to let us and our cat get comfortable with her first. We came home after a week to a happy and healthy cat. Thanks Zilalai!”

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Jeremy S.
Sitter Profile Image: Samantha R.
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Samantha R.
$23
total per visit
2 repeat clients
15 years of experience
Allston-Brighton, Brighton, MA, 02135

About: I absolutely love animals. I grew up with a cat before my family adopted a senior dog and got a puppy. I’m able to administer medication to pets, as we did that with our senior dog, but have also cared for our (no longer) puppy his entire life. I helped train him and helped him understand fetch, which he now loves. Additionally, I often cared for my grandma’s cat both when she couldn’t and just because I love her cat. I’m currently in grad school and intern a few days a week so my schedule is a bit weird, but I am always happy to work something out! I’m generally available for walks/drop ins Monday and Friday at 5pm, Tuesday after 6pm, Wednesday before 5:30pm, Thursday both between 11am and 1pm as well as after 6:30pm, and all day on the weekends. Please just message me and I’d be happy to find a time that works! In someone’s home, I’m always respectful of their limits with their pets. If at a friend’s, I always make sure to ask whether it’s okay if their pet can be on the couch, given a treat, etc.

Sitter Profile Image: Gabriel M.
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Gabriel M.
$17
total per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Allston-Brighton, Boston, MA, 02135

About: Proud dog-owner for the past three years! Grew up in a house cosplaying as a petting zoo- cats, frogs, dogs, hamsters, you name it! Extremely flexible, willing to adapt, and excited to get to know your pets! Just a teacher trying to make enough money to have a career of not making enough money #fortheloveofthegame I currently teach full-time, so evenings and weekends provide the most availability. However, with summer around the corner, my availability will be expanding! After mid-May, I will have availability from 3:30 PM onwards. I currently live in an apartment in West Harlem with my 4-year old mutt. She warms up to most doggos, but an intro would be necessary! The apartment is near multiple parks, and I am located in a walkable area.

Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 254 reviews
75 repeat clients
22 years of experience
Brookline, MA, 02445

“Zipper enjoys his visits by Julie! She is on top of everything - water, food and litter, as well as entertaining him and keeping us posted with updates and photos!”

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Robert B.
Sitter Profile Image: Gabrielle G.
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Gabrielle G.
$23
total per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Newton, MA, 02458

“Gabriella responded quickly to my request, arrived promptly, communicated clearly, and sent lots of pictures of my dog! It was obvious that she took great care of my dog, and I would gladly book her again!”

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Jen K.
Sitter Profile Image: Margaret G.
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Margaret G.
$20
total per visit
20 years of experience
Allston-Brighton, Boston, MA, 02135

About: I have cared for animals since I was a child - mostly I have owned cats, but I've owned lizards and taken care of many dogs over the years. I am happy to be active and play around, or just lounge if that's what your animals are more about. I'm just happy to help keep your pet safe and happy and take care of any to-dos around the house that you need done! I work 9 am-5 pm on weekdays but tend to be free in the evenings or on weekends, so if that fits with what you need in terms of pet care, then I am happy to help! I do not currently have any pets in my apartment, but the unit is cat-friendly. I easily adapt to anyone else's living situation so as long as you lay the ground rules, I will respect them!

Sitter Profile Image: Miki S.
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Miki S.
$28
total per visit
5.0 out of 5 stars
• 3 reviews
8 years of experience
Newton, MA, 02459

About: I'm a musician & nonprofit administrator (WFH) with flexibility in my schedule and a lot of love and care to give! My late dog was reactive and I constantly had to be attuned to her emotional state, so I understand the nuances of dog personalities, though every dog teaches me something new. I have previously fostered dogs as well. I grew up with horses, dogs, cats, rabbits, birds, and hamsters, and aspired to be an equine vet once upon a time! I am a freelancing musician and also have an admin job - if I am not away traveling, I am almost always home and flexible with my schedule. My home is very quiet, no other pets, and no kids. It is on the 2nd floor via stairs. There are great walking routes nearby including the river, and we can discuss taking your dog for runs or trail outings depending on your dog's training.

Sitter Profile Image: Allison B.
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Allison B.
Star Sitter
$25
total per visit
5.0 out of 5 stars
• 73 reviews
24 repeat clients
15 years of experience
Boston, MA, 02135

“I came home to a happy and well cared for Kitty. Allison was great with him and he clearly loved playing with her. Thank you so much for taking such good care of Cosmo!”

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Sarah C.
Sitter Profile Image: Sydney P.
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Sydney P.
$28
total per visit
4.9 out of 5 stars
• 68 reviews
27 repeat clients
5 years of experience
Allston-Brighton, Brighton, MA, 02135

“Sydney was so great! She fit us in to a busy holiday weekend last minute and was very communicative about our two cats--she even cleaned up some vomit (yuck!) and tracked our nervous cats to their hiding places to get pictures for us. Would def recommend!”

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Erica S.
Sitter Profile Image: Mercedes F.
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Mercedes F.
$17
total per visit
5.0 out of 5 stars
• 4 reviews
5 years of experience
Allston-Brighton, Boston, MA, 02135

“Mercedes was communicative, punctual, and reliable. I would be happy to have her watch my cat again!”

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Prinnapa Y.
Sitter Profile Image: Jane A.
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Jane A.
$19
total per visit
10 years of experience
Brookline, MA, 02445

About: My name is Jane and I have always loved spending time with animals! I grew up with a cat, and have a high energy dog at home so I know how to handle when it comes to fast & fun walks! I currently work full time, but I love spending my weekends with dogs! I’m available Saturday and Sunday, with flexible times throughout the day. Please reach out with any questions! I enjoy spending time outside and making sure each pet is getting the exercise and time needed to feel healthy and happy during the day!

Sitter Profile Image: Colleen N.
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Colleen N.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 12 reviews
2 repeat clients
10 years of experience
Newton, MA, 02461

“Riley loved her visits from Colleen and she was well cared for during our weekend away. Super detailed with notes and pictures while we were out!”

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Alex D.
Sitter Profile Image: Hannah D.
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Hannah D.
$28
total per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
4 years of experience
Allston-Brighton, Brighton, MA, 02135

About: I started pet and house sitting about 4 years ago for one of my daycare clients and it has expanded from there. I have taken care of everything from toy golden retrievers to bully breeds, I don’t discriminate. I genuinely enjoy what I do and would love to take care of your pet. I’m currently out of work until mid October, so I have plenty of time to take care of pets. When I am working, I only work 3 shifts a week. I also have three cats of my own Radar, Timothy and Luna who keep me on my toes with pet care as well. I have plenty of grass space in our complex for any pets to get their excercise. I also have a closed off balcony area so there can never be any accidents. I also have any chemical cleaners in my home locked and put away.

Sitter Profile Image: Taylor C.
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Taylor C.
$20
total per visit
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Boston, MA, 02135

“Taylor was fantastic! She was easy to coordinate with, responsive, and my dog loved her. Would definitely book again.”

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Molly B.
Sitter Profile Image: Sarah H.
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Sarah H.
$19
total per visit
5.0 out of 5 stars
• 29 reviews
8 repeat clients
4 years of experience
Allston-Brighton, Boston, MA, 02134

“Sarah was so great!! She really came through for a slightly last minute booking. She provided timely updates and plenty of cute pictures of our Freya 💕 It seems like our baby had such a good time ☺️ Would definitely rebook and recommend Sarah for her services!”

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Maya F.
Sitter Profile Image: Anna G.
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Anna G.
$17
total per visit
3 years of experience
Allston-Brighton, Boston, MA, 02135

About: Helped my college roommates with their dog sitting business and always looking for a furry companion for my walks. Also available for at home dog sitting as well! Just moved to the city and looking to make some furry friends while i job hunt! Very flexible schedule at the moment, you let me know what you need :) Unable to board pets at my own home but comfortable coming to your house and taking care of your pet however you see best fit! Personally love to hang out with them around the house but crating’s what they like then we’ll do that!

Sitter Profile Image: Luis R.
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Luis R.
$20
total per visit
5.0 out of 5 stars
• 37 reviews
6 repeat clients
5 years of experience
Jamaica Plain, Jamaica Plain, MA, 02130

“Luis took good care of my cat Glinda while I was away. She usually will run and hide when she sees strangers but Luis managed to find her and get pictures.”

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Rita L.
Sitter Profile Image: Amanda L.
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Amanda L.
$14
total per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Allston-Brighton, Boston, MA, 02135

About: I have a toy poodle named Gumball who is living with my parents now! I trained him and watched him grow up. I have the same enthusiasm when it comes to small to medium sized dogs. - Amateur groomer (baths, light trims) - Expert in Poodle behavior, needs, and training - Puppy training + tricks - Long or short walks - Vigilant against: foxtails, big/aggressive dogs, toxic foods, etc If I spot an aggressive or large dog, I will prioritize your pet's safety by redirecting our walk or picking them up immediately. I am generally available all week to look after or walk your dog. I am flexible so don’t hesitate to reach out! Spending time with dogs is my favorite thing to do and I adjust my schedule accordingly to give the best care! I am available for long term care and overnight stays. I give a fresh bowl of water every day and clean bowls daily. I take them out for multiple walks a day and brush their at night. I’ll be sure to say goodnight and give a Greenie!

Sitter Profile Image: Olivia B.
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Olivia B.
$34
total per visit
5.0 out of 5 stars
• 3 reviews
5 years of experience
Chestnut Hill, MA, 02108

About: I’ve taken care of dogs since I was a young girl. Growing up, I’ve owned and been trusted to watch a wide range of pets, but I love being around dogs of all ages! I’m currently a graduate student, with classes only taking up half of my week, so I have multiple days I can devote to pet care! Usually, Thursdays/Fridays/Saturdays are my pet days. When entering your home, respect is my top priority. It’s a privilege to be let into your space, and I will respect your home and pet as if they were my own.

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The median cost per visit for pet sitting in Chestnut Hill is $25

Pet parents share their Rover experiences - Chestnut Hill

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5.0 out of 5 stars

Lucy was incredible with Indigo! She was prompt with her responses and punctual with her arrivals! I’m very particular about who cares for my dog and I would absolutely rebook Lucy! Knowing Indigo was going to be well cared for, put my mind at ease

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Kate N.
Drop-In Visits
5.0 out of 5 stars

Michaela has watched our cat and rabbit many times now, and we cannot recommend her enough! The pets are always well cared for and happy while we are well informed!

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

Aimee did such a wonderful job caring for my sweet, elderly cat, Luna. She provided daily updates and showed Ms. Luna so much love on each costs I highly recommend her!

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

Julia was caring, reliable, and attentive with our puppy. Communication was great, and we felt completely comfortable leaving our pup in her care.

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

Emily was fantastic with our French bulldog, Bruno. He definitely loved hanging with her! I would totally use her again!

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

Alyssa is the best (as always) and she’s the perfect sitter for your pet! She’s caring and communicative and my cat has really fallen in love with her. She also taught my cat a trick while I was gone (!!!) so I came back to a cat who knows how to sit. I’ll 100% be rebooking Alyssa again!

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

Jordan did such a great job taking care of Allan! She provided great photos and updates each day and looking forward to booking with her for upcoming travels!

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

Gabriella responded quickly to my request, arrived promptly, communicated clearly, and sent lots of pictures of my dog! It was obvious that she took great care of my dog, and I would gladly book her again!

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Jen K.
Drop-In Visits
5.0 out of 5 stars

Winita is a great cat sitter, I would highly recommend her. She is responsive, prepared thoroughly for the care and asked clarifying questions, and sent a lot of photos and videos of my cat. She clearly loves animals. I would book with her again.

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

Miranda was wonderful: responsive, reliable, and conscientious. She took a last minute booking to care for my 13-year-old diabetic cat Carl when I unexpectedly had to leave town for a couple days. She handled food, water, and meds, making sure to deliver the meds right on time within Carl’s strict schedule. He’s not the friendliest cat but she still made sure to check in on him and make sure he was happy. It’s clear Miranda loves animals and I would absolutely book with her again.

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Ariana R.
Drop-In Visits
5.0 out of 5 stars

We are so lucky to have found Kathleen! She’s given us peace of mind checking in on our older kitty and feeding him when we’re out of town.

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

Madalyn took great care of our asthmatic cat who needs twice a day inhaler. She is a great communicator and provided excellent updates on each check in, including on our other cats. Certainly the best sitter we have had on Rover thus far. Highly recommend Madalyn for your pets.

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Ryan R.
Drop-In Visits
5.0 out of 5 stars

Jana was very prompt and thorough in communicating. I knew my Ladybug was in good hands for her drop-in visit!

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

Kay is the best! She takes such good care of our kitty, and is so kind and communicative. I highly recommend her.

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

Kelsey is amazing! We recently went on a week long trip and she was a huge help! She always checked in and sent cute pictures. She is super reliable and my dog Cruz loved her immediately. Anyone would be lucky to have her!

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emily k.
Drop-In Visits
5.0 out of 5 stars

Giuliana has been my go to person for my pup Cruz. We had back to back vacations and she has been such a tremendous help. Always sending pictures and updates of not only our dog but cat as well. She is amazing as what she does and anyone would be lucky to have her!

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emily k.
Drop-In Visits
5.0 out of 5 stars

Nico was so responsive and helped me out when my previous sitter canceled, my dog was so happy and taken care of! Very prompt and communicative. Will use again

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Gabby K.
Drop-In Visits
5.0 out of 5 stars

We are SO very grateful we met Christina! She's an outstanding cat sitter, and we greatly appreciated the detailed photos/Rover card!! It was our first time on Rover, and really loved how easy it was to communicate. Christina was a super communicator! We have a special needs older cat, Izzy (14+, fussy eater, just started hyperthyroid meds, was losing weight, plus some other elder cat issues). It was the first time we went away overnight since Izzy's new diagnosis and I admit, I was nervous about leaving her. Christina completely put me at ease and was SO great with Izzy! She even offered some really helpful insights about an elevated food bowl (to help with Izzy's appetite, arthritis, fussy eating). Christina took so much time and such care with Izzy. Thank you so much!

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

Lindsey took wonderful care of my soul kitty while I was away for 4 days. She sent pictures showing the progression of my babe warming up to her & even letting her hold & snuggle! My kitty does not warm up to everyone so it was very nice to know how safe & comforted she was the whole time I was away! Thank you again!

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

Allison is great! She did a wonderful job taking care of my cat for 4 days while I was away. She followed all instructions and provided updates. Appreciate her communication and flexibility.

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Ally L.
Drop-In Visits
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How to book pet sitting

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Popular requests for pet sitting - Chestnut Hill

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Sitters in Chestnut Hill average 6
repeat pet sitting clients

FAQs for Pet Sitting - Chestnut Hill

Frequently asked questions about Rover

The average cost of Pet Sitting in Chestnut Hill is $19 per visit as of November 2026. Most bookings cost between $17 and $28 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 November 2026, there are 10,905 sitters on Rover offering Pet Sitting across Chestnut Hill. 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

Yes, you can find sitters who have experience with handling special pet needs in Chestnut Hill. On Rover:

  • 84% of sitters can help with special care needs
  • 89% can help with giving oral medications or injections
  • 93% 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.

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.

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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