House Sitting In Chestnut Hill
Find a loving house sitter to watch over your pets and your home.

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Top rated Chestnut Hill house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Dana was phenomenal! Willis can be temperamental and Dana won him over immediately. He took every care with my dogs and I would definitely recommend him and continue to request him in the future. .”

“Bill was absolutely outstanding. He stayed at our place while we’re out of the country for a little over a week. He took incredible care of our two golden retrievers and sent many updates and pictures of them. He was prompt and took great care of our house while we were away. We will definitely be booking Bill again for his services!”

“As always Jasmine did a great job watching my cat for several days while I was on vacation. I never worry about him because she is so loving and great with him. He absolutely loves her. Thanks again Jasmine for watching my fur baby.”

“Christina did such an amazing job with Lincoln! It was my first time leaving him at home without a family member watching him, and she made me feel so comfortable, responding to all my many lengthy messages I sent about how to take care of him! She was on time for everything and sent pics and videos of how he did on walks, mealtimes, and just hanging out. I could tell she was really there for him and made an effort to get close to him even though he can be shy and independent. And he got to snuggle her when there was scary thunder 🥺 She also is very kind and understanding. I definitely recommend Christina 100%”

“Ryan was an excellent house sitter for our dog and hamster. He sent detailed updates and Photos every day and left our very house clean. Our dog seems very well cared for and happy upon our return. Thank you, Ryan!”

“Nico is the absolute best dog sitter on the planet. So grateful for him and all he did to take care of my pups. Definitely plan to use his dog sitting services many times. Absolutely trustworthy.”

“Sarah was amazing. She is helpful, kind, and creative. My newly adopted dog is struggling with separation anxiety; knowing I could trust Sarah to keep him engaged and happy while I was out of the house was such a relief.”

“If you need someone to watch your pet, Caitlin is excellent. She was communicative and sent updates and pictures while we were away. Hendrix loved his time with Caitlin and I would use her again in the future.”

“Mochi loves her and appeared very comfortable in the photos while she was petsitting him. She was also really respectful of my apartment and left it really nice. I will definitely book her again!”

“Kristen was absolutely amazing caring for my diabetic, blind dog. She went above and beyond to meet every one of her unique needs, and her communication throughout was exceptional. I always felt informed and at ease. I couldn’t have asked for a more attentive, compassionate caregiver. Highly recommend!”

“Angelica is absolutely wonderful! She took amazing care of our two pups, even went on long walks with them. She also took great care of our home. We are very grateful.”

About: Ever since I was little I have loved animals, so much so that when I was 12 I convinced my mother to let me get a dog, despite her fears of them. I raised, trained (haphazardly 😅), and groomed my dog from a puppy to an adult till she died of heart worms. After, I adopted my sister’s dog when she no longer wanted her. Grooming and taking care of her till I went off to college taught me a lot about caring for an older dog. In between dogs and even now I help my friends with their cats, feeding, grooming, and watching over them when their owners are out of town. I have a lot of experience taking care of pets and I am ready to tackle whatever yours may throw at me! I work part time mornings throughout the week so after I get off I have all the time in the world to take care of your pets. I can devote a great deal of time to walking or sitting. The more time you need the more time I get to spend with your cute fur babies making it a win/win. Typically I like to feed pets around every 3-5 hours, but I am perfectly capable of adhering to any sort of schedule or rules you may have regarding feeding times. I am extremely flexible so if there are any specifics when it comes to the care of your pet I will have little to no problem sticking to your routine.
“We were sooo fortunate to have Amelia stay with our dog for 20 days, and with short notice! She sent us daily photos & updates which really put our minds at ease & smiles on our faces. Tlwe really thought it would make it harder, being away from our baby for so long but nope! We sincerely appreciate Amelia and her loving attention to our girl. We highly recommend her & again, thank you for all you did for us Amelia!!”

About: Hello, I’m Kay, a veterinary technician with 8 years of experience offering professional in-home drop-in care. With nearly a decade in veterinary medicine, I bring both compassion and clinical expertise to every visit. My goal is to make sure your pets feel safe, comfortable, and cared for while giving you peace of mind when you’re away. Over the past 8 years, I have gained extensive experience administering oral, topical, and injectable medications, as well as supporting pets with chronic conditions such as diabetes, kidney disease, and arthritis. Beyond medical care, I closely monitor for changes in appetite, hydration, behavior, or mobility—subtle details that can be especially important for pets with ongoing health needs. During drop-in visits, I can provide: • Feeding and fresh water refills • Litter box cleaning or basic waste removal • Medication administration (oral, topical, injectable) • Chronic condition support and monitoring • General wellness checks (hydration, appetite, comfort level) • Visit reports with notes and photos for your reassurance In addition, I am trained to recognize early signs of distress and respond appropriately in urgent situations. If an emergency arises, I can provide immediate first aid and ensure your pet receives prompt veterinary attention. Every animal I care for is treated with the same respect and attention I would give my own. Whether your pet is a healthy, playful companion or one who requires a bit of extra medical support, you can trust that I’ll bring reliability, knowledge, and compassion to every visit. Pet care is my full-time focus, so I’m able to provide consistent, reliable visits throughout the week. I build my schedule around my clients’ needs, making sure every pet gets attention, medication, and care exactly when they need it. I provide attentive, personalized care in your pet’s familiar environment. This includes feeding, fresh water, litter box or waste cleanup, play and enrichment, medication administration, and monitoring for any changes in health or behavior. I treat every pet with the same compassion and professionalism I would my own, and I provide updates so you always know how your pet is doing.
“Katelyn did an excellent job watching Sadie and Bogey. She provided many updates and photos during the stay and was able to provide appropriate care according to each dog’s specific needs. When we arrived back from our trip both dogs were happy and the home appeared to be well cared for. I would definitely recommend Katelyn for pet sitting and boarding.”

“Nikki is definitely in my top 2 sitters on this app! ALWAYS on time. She sends pictures and updates throughout the day. Gives belly rubs to Jetta and is sooo nice !! Definitely recommend her services.”

“Anthony stayed with my dog for about two weeks while I was out of town. He had great communication the entire time and took good care of my dog and my house. I recommend Anthony and will continue to request him when I need a petsitter!”

“I am so grateful for Darcy. She took care of my cat Carter for a week just 8 days after he had surgery. She spent hours hanging out with him, taught him relaxation techniques, and found inventive ways to get him to eat while he was on an antibiotic that zapped his appetite.”

Chestnut Hill pet parents share their Rover experiences
We had been looking for a dog sitter for our two dogs for a little while and couldn’t be happier with finding Ricky. From the first time that we met her, we knew she was the perfect choice for our dogs Tate and Penny. She took the time to come to our house for a meet and greet, and we spent so much time chatting about life and dogs, Tate and Penny and ourselves. Communications with her were very clear and timely, her pricing was very competitive, but more importantly was the way that she interacted with our dogs that made us feel so comfortable to let her stay in our home and spend the time watching our dogs. Both she and her fiancé, Joe know how to make the pups feel loved and provide the pets’ owners with the security that their animals are being taken care of safely. She provided us with photos daily. Ricky left our house very clean after spending the week here, and our dogs were clearly happy. We couldn’t be happier finding Ricky and Joe to help us when we needed them and we look forward to working with them in the future. We’d give them six stars if we could!!

Mars is a great human! She took excellent care of my babies and provided sweet photos and updates throughout the visit. I felt comfortable leaving my home and pets in her care and would absolutely rebook in the future. I also appreciate my space being left clean the way I left it. Thank you Mars for your care!

Larry was absolutely fantastic! After another sitter canceled 4 days before our trip, Larry was able to be very flexible and help us house sit our two Golden’s for a week! He was very prompt during our meet and greet and during the stay, he gave us daily updates on our dogs! He left our house clean took great care of our boys while we were away! We will definitely be booking Larry for future sittings!

Maria is amazing! She was so patient and accommodating with my fearful and reactive dog. My dog ended up loving her and I felt very comfortable that she was being well cared for when I was gone. Maria sent regular updates and took amazing care of the house, leaving it very clean. Definitely would recommend Maria for your dog sitting needs!

We always look forward to when Dana stays over! The babies (2 dogs, 1 cat) get all the TLC, play time, snuggles, snacks and relaxation time and we come back to a spotless house and very happy fur babies. Dana is our go-to in-house pet sitter for over a year and we're looking forward to his next visit in a few weeks!

Kacie is wonderful! This is my 2nd booking with her sitting for my dog Ollie in my house, and I couldn’t be more happy with the care she gives both Ollie and my home. Thanks Kacie, for giving me comfort in knowing that Ollie is in such good hands. Would absolutely recommend Kacie.

Kristen is a seriously dreamy A++ Rover sitter. I would love to hire her again! Communication was super smooth and easy. She took excellent care of our dog and was game to take a different dog that I normally care for on her usual walk. Turns out that wasn’t needed but I so appreciate her willingness to help me out in that way. The doggie photos she sent were so good as well. Book her now before her calendar is full.

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Chestnut Hill.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chestnut Hill house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.










