Pet Sitting in Chestnut Hill

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Top rated Chestnut Hill pet sitters

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: Alina E.
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Alina E.
$28
total per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
10 years of experience
Allston-Brighton, Brighton, MA, 02135

Alina took care of my 8 month old large golden doodle. She is the most calm, reliable, responsible and responsive person. We were a little worried as we were leaving our puppy first time and were anxious to how will he respond to be home alone. She took extra care and did every possible thing to make us feel comfortable and him feel happy. She is extremely compassionate and loves animals. She takes here task very seriously and performs all tasks diligently. I will absolutely use her again in future. She is the best we could have. THANK YOU SO MUCH ALINA YOU WERE SUPERLATIVE!!

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Ajay S.
Sitter Profile Image: Elisabeth K.
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Elisabeth K.
$15
total per visit
5.0 out of 5 stars
4 reviews
18 years of experience
Boston, MA, 02135

About: I’ve been caring for pets and animals since as far back as I can remember! Once I got my very own pets (a dog and two cats) outside of my family home, it became a whole new world of understanding what it takes to train and care for fur babies. My sweet Aussie, Poppy, like most, is high-energy and anxious, but getting her at just 8 weeks old gave me the opportunity to dive into the world of dog behaviorism and training. She has come leaps and bounds from the over-excited, reactive pup she was, and the work that goes into helping a dog feel more calm and confident in the world means a lot to me. I've worked with dog trainers and have researched for countless hours to understand how and why dogs and cats behave the way they do to give my own the best lives possible, and I would love to take the same care with your own fur baby! I have a flexible WFH schedule on Mondays and Thursdays, as well as weekend availability, that gives me the opportunity to fit in extra walks / visits with new fur babies! I'm comfortable administering medication, crating dogs, cleaning litter boxes, etc. as needed! If it has to do with the day-to-day for cats or dogs, it's all good with me! I do appreciate detailed instructions to make sure that I take the best possible care to follow the routines you already have in place with your pets :)

Sitter Profile Image: Isabella S.
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Isabella S.
$15
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Newton, MA, 02467

Isabella did a great job taking care of my senior dog. She made sure to keep me updated with each visit. I was thankful to leave Benny with such a responsible person!

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Bill F.
Sitter Profile Image: ZILALAI T.
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ZILALAI T.
Star Sitter
$28
total per visit
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Allston-Brighton, Boston, MA, 02135

Zilalai was amazing!!! My very shy cats warmed up to her upon meeting on our meet and greet. She’s prompt to respond & followed our notes to the T! Will definitely book her again in the future :)

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Joann F.
Sitter Profile Image: Emily L.
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Emily L.
$13
total per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

great job and Lucie loves u!

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Carol H.
Sitter Profile Image: Emily Y.
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Emily Y.
Star Sitter
$28
total per visit
5.0 out of 5 stars
24 reviews
4 repeat clients
15 years of experience
Allston-Brighton, Boston, MA, 02135

Emily was fantastic! She has a very calming demeanor and was so patient with my active dog! She really kept me in the loop when I was away with updates and pictures of my dog, and made sure he was well cared for! Emily is a competent, trustworthy, reliable and warm dog sitter whom I highly recommend!

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Emma Q.
Sitter Profile Image: Annette Z.
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Annette Z.
$22
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
1 year of experience
Allston-Brighton, Boston, MA, 02135

Annette did a great job caring for my cats on a super short notice. She is very timely with all communication and my cats had a great time playing and getting pets!

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Katherine C.
Sitter Profile Image: Anthony E.
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Anthony E.
Star Sitter
$32
total per visit
4.9 out of 5 stars
52 reviews
12 repeat clients
14 years of experience
Allston-Brighton, Boston, MA, 02134

Anthony helped a lot with my emergent request in the afternoon for a drop in visit. Super nice and efficient even during holidays! I appreciate it a lot.

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Leyla H.
Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
$17
total per visit
5.0 out of 5 stars
58 reviews
12 repeat clients
4 years of experience
Boston, MA, 02135

Sasha was wonderful taking care of our cat, even when he got sick in the middle of her care for him! Highly recommend her service for your animals.

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Lane F.
Sitter Profile Image: Allison L.
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Allison L.
$14
total per visit
5.0 out of 5 stars
2 reviews
14 years of experience
Allston-Brighton, Boston, MA, 02135

About: I’ve grown up around animals my whole life and currently have two dogs of my own, including a husky I’ve had for almost 14 years. I also have experience caring for cats and fish. Over the years, I’ve become very comfortable with walking, feeding, bathing, basic training, and keeping pets on their normal routines. I also attended dog training classes with my husky, so I understand the importance of patience, consistency, and paying attention to each dog’s personality and needs. I genuinely enjoy being around animals and will make sure your pets feel safe, comfortable, and well cared for. I’m currently a student on summer break while working full-time, so my weekday availability is Monday through Friday after 6 p.m. I’m also available anytime on Saturdays and Sundays for walks, drop-ins, and pet sitting. I always make sure pets get plenty of attention, care, and consistency in their routines. I always make sure pets feel safe, comfortable, and well cared for in both my home and a client’s home. I have experience with walking, feeding, bathing, basic training, and caring for dogs with different personalities and energy levels. I pay close attention to routines and instructions, and I’ll always treat your pets with patience, care, and attention like they’re my own.

Sitter Profile Image: Maegan M.
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Maegan M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
195 reviews
44 repeat clients
10 years of experience
Boston, MA, 02135

I highly reccomend Meagan to watch your animals. She is very thorough and rpfessional with her check ins. She left great detail with her time with our cats. Would 10/10 book agaijnand reccomend.

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Kathleen T.
Sitter Profile Image: Michele Y.
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Michele Y.
$19
total per visit
5.0 out of 5 stars
5 reviews
7 years of experience
Allston-Brighton, Boston, MA, 02135

Buddy loved meeting Michele! She was great meeting us before hand and catering to my old guys needs! He had a great visit!

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Stephanie R.
Sitter Profile Image: Cailey K.
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Cailey K.
$19
total per visit
10 years of experience
Allston-Brighton, Boston, MA, 02135

About: I am a recent college grad spending some time on my own, but greatly missing my pets! I have experience with all kinds of animals including medically complex pets, seniors, puppies, doodles and other hairy friends, and more! I am a part time intern working about 20 hours per week looking for some friends to fill my downtime. I can look after your animals any time of day with this flexibility. Good for weekdays and weekends! I follow a strict schedule with animals. Feeding routines, walks, treats, and training are all scheduled and followed to a T in my household. This makes it easy for me to apply these in other households.

Sitter Profile Image: Megan B.
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Megan B.
$28
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
13 years of experience
Newton, MA, 02459

Megan did an exceptional job with my cat Jiggles! They hit it off immediately! She is professional, compassionate, and detail oriented. She took care of all his medical, food, bathroom requirements, and it was clear upon returning home that he was well-cared for and very happy! Highly recommended!

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Skyler S.
Sitter Profile Image: Kelly M.
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Kelly M.
Star Sitter
$28
total per visit
5.0 out of 5 stars
30 reviews
10 repeat clients
22 years of experience
Allston-Brighton, Brighton, MA, 02135

About: About Me: I am a dog parent myself, with a 25lb Terrier mix named Lemonade who my husband and I rescued from a shelter in Texas about 6 years ago. Lemon is my best friend and little shadow. I am usually anxious to leave her in the care of others, so I deeply empathize with other owners who just want their pet to be safe, loved, and cared for responsibly. I’ve grown up around dogs my entire life and have a particular fondness for small breeds, but I truly love them all! I have done overnight stays with dogs ranging from 5-45 lbs (Toy Poodles, Doodles, small Terrier breeds, pitty mixes to name a few) but also have walking experience with medium/large sized dogs such as Standard Poodles, Portuguese Water Dogs, Golden Retrievers and Lab/Boxer mixes. A fun fact about me is that I am passionate about ALL animals, and one day I hope to have a small hobby farm with chickens, ducks, and goats. I would also like to adopt a cat in the near future. I am comfortable handling all types of animals from cats and dogs to rodents, rabbits, reptiles and birds. Additional Skills/ Experience: - Administering meds- oral, eye/ear drops, injections (ex: insulin). I require an in-person meet and greet to go over instructions if you need help in this department - Walking tools: Harnesses, Martingale collars, and Herm Sprenger (prong) training collar experience - Grooming: If your dog enjoys pampering or has a coat that requires brushing, it is one of my favorite activities! I brush my dog daily and it has become a relaxing routine and bonding experience for both of us. I have extensive personal experience with curly coats that require regular maintenance and brushing (Poodles, PWDs) - Puppies/ routine training: I would be glad to learn the commands you are teaching/ implement them during walks/ drop-ins/ overnights to help you continue your training regimen while away/ at work. - Seniors: I have experience with (sometimes grumpy) seniors up to 16 years old, and therefore I am not new to doggy diapers, incontinence issues, med administration, and even blindness and loss of hearing. I approach older pets with patience, gentleness and respect for boundaries! I’d love to hear from you if you have any questions. Treating your pet like my own is always my top priority! ❤️ I am available 7 days a week! - Flexible hours on Monday- Friday - Walks: weekdays only - Drop-ins & Over-night stays: weekends & weekdays based on availability I lead with respect and compassion for all animals and pet owners, and I will abide by any specific instructions you’d like to provide. As an anxious pet owner myself, I want the best for your pet and I strive to make everyone involved comfortable, providing updates and photos throughout my service. If you prefer to meet me before booking, please reach out and I would be more than happy to do so! I do also have an enclosed back yard with a dog gate that is suitable for small dogs, if you are local and prefer to drop off.

Sitter Profile Image: Nhu Thieu L.
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Nhu Thieu L.
Star Sitter
$34
total per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
10 years of experience
Allston-Brighton, Boston, MA, 02135

About: I’ve been caring for dogs since I was 14, starting by watching my neighbors’ pets when they went on vacation. Since then, I’ve had the chance to care for many other dogs in my neighborhood, as well as the dogs of my professors at UMass. I also have experience using clicker training. I’ve always dreamed of having dogs of my own, but frequent moves over the years have made that tough. From going to college and then moving to Boston. Getting to spend time caring for your dogs would truly mean a lot to me and would let me enjoy some quality time with furry friends while making sure they’re happy, safe, and well cared for. I work remotely and have a very flexible schedule, so I can make myself available most times during any day of the week. I don’t have any vacations planned and am available for the foreseeable future. I’m attentive, responsible, and committed to following your care instructions closely so your pets feel safe and comfortable at home. I always make sure all expectations are met and that your pets receive the care they deserve.

Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
$23
total per visit
5.0 out of 5 stars
69 reviews
26 repeat clients
20 years of experience
Watertown, MA, 02472

Alyssa is a dream catsitter and I will definitely book her again! She made sure that the cats were well-fed and clean, and she always played with them and gave them extra pets. Earl, Yo-Yo, and I all recommend her!

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Anouska B.
Sitter Profile Image: Jana W.
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Jana W.
Star Sitter
$29
total per visit
5.0 out of 5 stars
291 reviews
89 repeat clients
30 years of experience
West Roxbury, West Roxbury, MA, 02132

Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!

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Barbara B.
Sitter Profile Image: Kurt L.
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Kurt L.
$20
total per visit
10 years of experience
Allston-Brighton, Boston, MA, 02135

About: -Hello! Thanks for taking the time to read my profile. As a quick introduction, I am a PhD graduate student in the Brighton area who absolutely loves going on walks and spending time in nature (personal favorites- Newton Resevoir & JP Pond). I would describe myself as very detail-oriented and a perfectionist (hence grad school), which I've learned is very helpful with animals since it helps me be attuned to their communication. -In terms of experience: all throughout growing up, my family and I always had dogs always in the household (e.g., shitzu, dalmatian, and beagle). Ever since I was 6, I walked, fed, and cleaned after all of them. This had made me very comfortable in always reading cues indicating a need. -More recently, I potty trained a beagle my family sheltered (several summers ago). Whenever I visit home or family, I am always playing/walking/watching dogs (of all sizes) of my family members. I also love cats and have exposure through friends, although I have no formal training with them. -In terms of my schedule: very open and flexible since I manage my own schedule. happy to do sitting/walking any time or day for the next couple months. -Please feel free to message me, and I will try to respond ASAP! My schedule is very open and flexible since I am wrapping up grad school, so happy to find times that work best for you. I can do sitting/walking any time or day. For my home: I live in an apartment on the third floor (accessible via stairs or elevator). It is very pet friendly: large living room, open spaces, tidy, and clean. There is a lot of open space, so there is plenty of room for beds, crates, and/or toys.

Sitter Profile Image: Julia W.
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Julia W.
Star Sitter
$33
total per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
10 years of experience
Watertown, MA, 02472

Stitches’ tail doesn’t wiggle for just anybody—but with Julia, it never stops! He can instantly sense her great energy, and it’s clear how comfortable and happy he feels around her. She’s so patient, caring, and attentive with him, and even in just 30 minutes, she makes such a positive difference in his day. It gives me so much peace of mind knowing he’s in such good hands. Julia is truly amazing with him, and I couldn’t ask for a better dog walker and sitter! 🐾

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Briana M.
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Over 74
pet parents in Chestnut Hill have booked pet sitting

Chestnut Hill pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jordan was great to work with! Our cats were well cared for, fed, and very happy when we got home. Excellent care by a really nice person. Will hire them again!

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

Buddy loved meeting Michele! She was great meeting us before hand and catering to my old guys needs! He had a great visit!

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

Marina was excellent. She followed the instructions specifically and in her notes made me feel very confident and comfortable about her and Pearl! She treated Pearl with great care and took the time to make Pearl feel safe. Pearl reacted to Marina in a way far more positive than Pearl has ever reacted to any visitor to our house.

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

Dodi did a wonderful job. She dealt with everything that came up, and was very responsive. My cats loved her and will be booking with her again next time!

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

Christina took excellent care of my cat, Luna, while I was out of town. She provides detailed updates and photos and I came home to a happy well cared for cat. I look forward to her taking care of Luna again!

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

Thank you as always for looking after our two furry muffins and our two unexpected fosters as well. They enjoyed your visits

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

As usual, Leo has taken outstanding care of my kitty while I was away for almost two weeks. The visits were on time and I got lots of photos and candid comments about how my kitty was doing - and he was doing so well! I could tell he was entertained playing with Leo and even became quite affectionate, which is rare for his skittish character. Leo also watered the cat grass and left the apartment tidy and clean. Over the years I have come to know Leo as very reliable, easy to communicate with and genuinely attentive to my cat's needs.

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Ieva J.
Drop-In Visits
5.0 out of 5 stars

Zhao was so incredible with my cat. She followed her routine to a tee and provided excellent daily updates and pictures. My cat has some medical needs that I felt Zhao was abundantly capable of handling and I was able to relax while she was in Zhao’s care. I absolutely recommend her as a cat sitter.

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Kaitlin V.
Drop-In Visits
5.0 out of 5 stars

My kitties seem so happy and energetic even after I returned from a long trip. I've relied on her service for more than a year and she's been consistently thoughtful and transparent. I'm always super impressed with her, I would highly recommend her service!!

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Seul Ah K.
Drop-In Visits
5.0 out of 5 stars

Sydney was amazing coming in last minute when my flight got delayed. First time booking with someone on Rover and it was so easy, she was super kind and helpful!!

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

Absolutely flawless as always. We are Kathleen’s repeat clients and can’t be happier with her care for our cat.

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

Thank you Kristen! I hope it wasn’t too hot for you and your little. He may have wanted to stop across from Dane Park. Because he usually goes in there. Thanks again :)

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

Fabulous!!! Tosh and I have had the best experience with Mel. He loves her and I can’t say enough good things.

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

Grace took excellent care of our boy Rua with weekly visits over a few months. We will definitely book again when we need her.

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Fiona L.
Drop-In Visits
5.0 out of 5 stars

It was the first time we called on Stuart to walk Clare, not just once, but twice in a day, and we’re glad we did. Stuart was conscientious from the start, offering to stop by the day before we needed him to meet us and Clare. We highly recommend him!

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

Winita was fantastic with our super shy cats! They normally hide from all guests, but she knew the right mix of treats and games to get them out of their hiding places. By the end of our short trip, they loved her! She was also on top of all the other cat-based chores. My favorite part is all the videos she sent of our cats. I highly recommend her!

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

Bryana was an amazing for the drop in visits for my old lady Pumpkin. They were super responsive and the updates they provided were so cute and informative. They also went above and beyond making sure my cat was comfortable the entire time. I highly recommend them and will definitely hire them again the next time I travel.

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

Chloe went above and beyond as a cat sitter. She spent lots of time with my kitty, gave her ice when it was hot, was super communative, and even installed my AC unit when I was away to make sure my cat was comfortable!!! Really kind and incredible person.

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

Julia was great! The whole family loved reading the updates and seeing the photos. We would definitely use her again!

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

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.
Drop-In Visits
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The median cost per night for pet sitting in Chestnut Hill is $25

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Sitters in Chestnut Hill average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chestnut Hill on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Chestnut Hill pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,473 pet sitters in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Chestnut Hill pet sitters respond in under an hour.

Pet sitters in Chestnut Hill have an average of 11 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chestnut Hill.

Rover makes it easy to find Chestnut Hill pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,473 pet sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your pet! In Chestnut Hill, 95% of pet sitters offer daily exercise, 92% offer medication administration, and 86% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.