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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“K took great care of my puppy! K took time to discuss the sitting arrangement, my pup’s routine, and provided excellent care while I was away. I will surely book again!”
“Zililai was so great with my dog. Super sweet, sent tons of photos, and left everything extremely clean. I would be happy to have her house sit again!”
“Tony did a great job with our pup, was a clear communicator, and left our place clean at the end of his visit - we'd be very happy to have him come back!”
“We were so reassured having Emily stay in our house with Lola while we were away overnight. She took great care of Lola and we won’t hesitate to call on her again in the future!”
“Julia W. was great with our exuberant goldendoodle, Jake. She clearly loves animals, and has excellent experience with dog care and training. Jake was busy each day with multiple walks, playtime, and then some nice down time. Julia communicated well, sent us pictures, was very responsive. We knew that our dog was in great hands. Thank you so much!”
“Hsiao-chia was quick to respond and accept my request which I appreciated since it was for the next day. She asked good questions and made me feel good about leaving my 3 pets in her care.”
“Sabina was wonderful! Made friends with our reactive dog very quickly! She also took care of him during a power outage, and we are so grateful. We came back to a happy and relaxed lil guy!”
“Anastasia was amazing with my 13-year-old labradoodle. Great communication and the best pics. So nice to have this confidence when I have to leave, knowing my dog is taken care of.”
“Eleanor did a great job cat sitting for us for two weeks. She stayed in our apartment and left it super clean and tidy for us. She sent frequent updates and photos and had lots of cuddles with our cat. We came home to a happy kitty, thanks Eleanor!”
“Mara did an incredible job watching our dog and kitties over a long weekend. She took great care of all of them and made us feel like our pets and home were in good hands during our vacation.”
“Stacy was superb! We had a last minute need due to our flight getting cancelled and Stacy was very communicative and flexible during a moment of a lot of stress. My pups were very well taken care of and I got lots of pictures. My house was well taken care of as well. Would definitely book her again in the future.”
“Sarah did an excellent job taking care of my dog and cat over a two night trip. They were clearly well cared for and my dog was super happy with all the walks! I highly recommend Sarah. She is prompt, professional and very kind with my pets.”
“Cressida was amazing! Lovely to work with and did a terrific job looking after Molly and the house. This was the first time we left our new dog overnight and Cressida kept us up to date with how they were doing, asked questions when she needed things I had forgotten to mention, and it all went great.”
“Lani was great. She was responsive, responsible and reliable. She came when she said she would, took care of the pups attentively and kept me posted. I felt comfortable that my dogs were in good hands.”
About: I have taken care of dogs since I was 9, and probably even younger! I grew up with a Black Lab who was the sweetest boy. I took care of him throughout his life - bringing him on walks multiple times a day, feeding him, cleaning up after him, and always playing and spending time with him. I have also taken care of my friends’ dogs whenever they were away and needed someone to check in! I’m currently in studying in college in Boston but am very flexible on weekends, along with Tuesdays, Wednesdays, and Fridays after 12pm once I finish classes. I spent 14 years living with my dog and understand what it takes to create a safe and clean space for dogs! I am very attentive and I’ll be able to keep your dog safe. When I get back home after walking dogs I play with them for a bit, make sure they have plenty of water, and do whatever the client asks of me!
“We can not say enough good about Luis and the care he took of our two pets: Baloo (a 4 year old hound dog) and Soupbelly ( a 8 month ish old kitten). We were out of the country for a little over three weeks in which Luis attended to every need of both pets. In addition to the usual care, he also took Baloo to nearby off leash parks, which is his favorite thing to do. In addition to graciously sharing his bed with both pets he spoiled them with treats and outings and kept us up to date with lots of pictures, which were so appreciated. Being so far away, it was a relief to know our pets were so well cared for and loved in our absence. And last but not least, he took great care of our house which was an added bonus!”
“Paige was wonderful with our senior dog Kobe! Her communication is excellent & she kept us updated throughout the stay, followed all our instructions, and left the house clean during the overnights. Our dog warmed up to her quickly, which gave us real peace of mind and let us enjoy our vacation. We’d happily book Paige again!!”
Over 166 pet parents in Chestnut Hill have booked house sitting
Chestnut Hill pet parents share their Rover experiences
Zilalai once again did a fantastic job house/pet sitting my two cats for a week. I appreciate that she is reliable, follows the kitties’ usual routine, handles an occasional plumbing or a/c maintenance appointment, and leaves the house very tidy. Thank you, Zilalai!
I needed a last-minute sitter and Olivia did great with my pup Summer! Olivia was thorough, asked all the right questions, and communicated clearly about when she'd be at the house and when she'd need to be at work. She arrived on time and was responsive throughout the week, and I returned home to a safe pup and a clean home. I feel lucky that I was able to book Olivia last minute and will definitely book again in the future.
So grateful Leah was able to make a last-minute booking request work. Leah was on time, organized, and great with my cat Louie, who can be a little ball of stress if I'm not home during his evening routine. Louie did so well while I was gone, since he had Leah around to keep him company. Thank you, Leah!
I would give 10 stars if I could. I went on a two week vacation and very anxious about leaving my two Maine Coons for such a long time. We had JB house sit and she not only took care of the cats but my many plants as well. I am so relieved to have her as a trusted care giver for my fur babies!
Priya was absolutely amazing. Great communicator, caretaker, and just thoughtful all around. She took such great care of our cat Kilo and sent us daily updates with photos for the week we were out. Kilo took to her the second she walked through the door. Not only did she take such great care of Kilo, she was also so thoughtful while house sitting. We were so lucky to find Priya on rover. I highly recommend her!! 💕 She’s a cat whisperer.
Michael took such good care of my dog, especially considering she had surgery a few weeks ago. He gave her medicine and did her physical therapy! He is also great about sending photos and updates, and even tidied my house a bit before he left. Highly recommend!!
Nat did a GREAT job on short notice coming through for me and my pups! She came for a meet & greet and was patient and caring in letting them ease in and warm up to her. She followed directions for safety and security needs, did a good job sending updates and showing pictures of her interactions with my fur babies, and kept them happy and safe while I was out of town. I would recommend her to take care of your little furry friends as well!
Traci was super responsive and willing to accommodate our very last minute over night request with our young puppy who, while adorable, is a handful at this age! She was super helpful not only providing the care we needed, but also offering some helpful recommendations for his schedule, toys, etc after spending a night with him which were super valuable to us as new puppy parents. We’d hire Traci again in a heartbeat!
Nicole was an outstanding house and pet sitter. We did a few introductory walks together before our 10-day trip so she and Charly could bond, and it was immediately clear she had a natural way with dogs. She occasionally brought her own dog along, and she and Charly shared the guest bedroom — he was never alone. We came home to a spotless house and a happy, healthy pup. The real testament to Nicole’s care? Charly is still checking the guest bedroom for her. We trusted her completely and would book her again without hesitation.
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!
The median cost per night for house sitting in Chestnut Hill is $60
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.
Sitters in Chestnut Hill average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chestnut Hill on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 5,973 house sitters in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Chestnut Hill house sitters respond in under an hour.
House sitters in Chestnut Hill have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters 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.
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