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.
“Maria did a great job caring for Blu and Leo during her stay. She was attentive, communicative, and patient, especially with Blu’s crate training. I appreciated how smoothly the evening went and how she kept me updated throughout the night. I’d happily have her sit for my pets again!”
“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!”


“Dana was a loving companion for our two guys this past week, balancing the needs of an active attention hound with our elderly guy who was enjoying the spring. Always grateful for Dana.”
“We really appreciate how well Ryan cared for our labradoodle and our home during two weeks that we were away. He communicated regularly and we found both the dog and our house in great shape on our return. He is trustworthy, attentive to detail and really “cared for” our fur baby. Thank you Ryan!”

“Amanda did a wonderful job taking care of our dog and cat while we were away! She was very friendly and respectful. We appreciated her messages and pictures each morning with updates.”

“Shannon stayed with our three cats while we were in England for a week -- it was reassuring to know she was in the house keeping an eye on them (and everything else)! Kept the cats happy, left the house clean, and sent nice updates with pictures. Great cat-sitter!”

“I can't recommend Sarah enough! She was amazing to our fur babies and honestly Winnie was totally spoiled with picnics and play dates while we were away. I hope we can have her back with us for our next trip!!”

“Nico was amazing with our pups!! He took them for walks, played in the yard even bought them toys! he sent messages and pictures throughout his stay. my house was left in perfect condition; you couldn't tell anyone had been here! Nico was the best!!!”

“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!”

“Jasmine was so attentive and communicative when caring for our old lady, Nike. Jasmine followed directions and made sure that not only our dog was looked after but also our home. Jasmine is truly a caregiver at heart and this makes for a great Rover friend, who sends many photo updates and knows how to manage animals.”

“Shannon does a really great job with our 2 energetic labs and I wouldn’t go out of town if I didn’t have her! She makes it really easy to trust her with the dogs and always takes great care of the house.”


“Renee was awesome! Super prompt, easy to communicate with, and really detail-oriented. She took great care of both my home and pup, and everything looked exactly the same as when I left. I’ll definitely be booking her again”

“Rebecca was excellent! She's a great communicator--always quick to respond to emails or texts. She was great with our dogs and took wonderful care of our plants and house while we were away. We've already booked her again. HIGHLY recommend!”

“We’ve used Nikki’s pet sitting services several times now. Nikki always takes such good care of our dog Georgie. He’s older and requires a bit of extra care and Nikki is always there to help accommodate his needs. We appreciate how attentive she is and makes sure Georgie has everything he needs while we’re away. Her updates always include the cutest photos and great recaps of what their day was like. 10/10 - Would recommend Nikki to anyone!”

“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.”

“Anthony is a wonderful sitter. He arrived precisely on time and listened carefully to our instructions regarding. our special needs dog, Norma. Anthony texted photos and reassured us that Norma had taken her medication. When we got home, we were pleasantly surprised to find her relaxed and comfortable, something she doesn't always exhibit even with us. We're glad we found Anthony and look forward to having him care for Norma in the future.”
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.
“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 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.

We had such a great experience with Ricky! She stayed at our house and took amazing care of our two dogs while we were away. She kept us updated the whole time with lots of pictures and videos. Our dogs looked so happy, comfortable, and well cared for. She was reliable, communicative, and treated our home with respect too. We came home to two very happy pups and a stress-free experience. We would absolutely recommend her to anyone looking for someone trustworthy and caring to watch their pets!

Maria did a wonderful job taking care of our two dogs in our home. She kept us updated with photos and messages, but she also was able to manage unexpected issues on her own, like when one of the pups got an upset stomach. Maria kept the house tidy, and she even went above and beyond by brushing the dogs teeth. We definitely hope to continue working with Maria in the future!

Shannon did an amazing job with Rocco. He is a very anxious and nervous dog, and she was very patient with him. It was so nice to be able to travel without stressing about him. I even came home to clean laundry, which was so nice! I highly recommend Shannon - she is very caring and an obvious pet lover!

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.

Marian looked after our (3) dogs and (1) cat for a long weekend, and was wonderful. Our pups tend to be anxious when we're not around, but they seemed very comfortable under Marian's care. She sent daily updates and photos, and the house and all the animals were in perfect shape when we returned!
Ryan saved us from quite the predicament a few days prior to our wedding and honeymoon when a previous sitter ghosted us. He was able to quickly accommodate a meet and greet which gave us reassurance of his legitimacy and commitment to pet sitting. He watch our dog and cat for our extended trip away. He is extremely professional and thorough, giving regular updates with photos. So so grateful for Ryan!

Meghan was absolutely amazing! We were looking for someone who could handle our energetic floof, and we are so happy we found Meghan. She was extremely responsive, sent daily photos and updates and had our house cleaner than when we left it. We could tell our pup was well cared for, got lots of walks, loves, snuggles and treats. We can’t recommend Meghan enough!

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.










