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.
“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!!”
“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!”
“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!”
“Ryan has taken great care of our labradoodle on our last three extended vacations between 7-17 days. We will be happy to have him for our next trip of 12 days. If that is not a vote of confidence I don’t know what is! He leaves the house clean and our dog is happy when he is hear. Ryan communicates daily and as needed and is entirely trustworthy. He is a great dog and house sitter. Thank you Ryan!”
“Amelia has watched our pup twice now for a few days. She always takes great care of our senior pup, communicates well, and treats our house with respect. We love getting pictures and videos of our girl playing and getting time outside! Would definitely recommend her to anyone looking for a professional and caring dog sitter.”
“Dana was fantastic! He stayed with our large pitty mix and loud cat for 5 days and handled them both with ease! I appreciate that he really stayed at our home. He communicated regularly with amusing stories and photos. Would definitely work with him 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!”
“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!”
“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.”
“Always such a great caretaker for our animals. They have provided so much help with last minute assistance with our animals. TreDerica is incredibly communicative and has always shared so many pictures with us while we are away. Will happily book multiple times !”
“Shannon was very sweet and my dogs took to her right away. She has a sincere love for dogs & came prepared w treats & toys incase we didn’t (since we were staying in a hotel). Her responses to my messages were very prompt and she kept up informed w pix & details of her time with our pups. This was the first time we used rover.com, so we were a bit nervous, but after this experience we will not hesitate to hire again. And… we fully recommend Shannon! ??”
“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.”
“Kaliah has been a great caretaker for my dog! Percy is an anxious guy (with separation anxiety, to boot), but Kaliah’s approach with animals is intuitive and he warmed up to her almost instantly. Kaliah was also very easy to work with, agreeing to do some trial walks before the house sitting so Percy could get used to her. I look forward to working with Kaliah 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!”
“Christina was lovely. Did a nice job with my dog Lexi who has never been left before and my cat. She was very responsible. We communicated often, updates and pictures provided. Would highly recommend”
“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!”
About: I've had a family dog for 6 years now and I love taking care of her, she means the world to me. I've also cared for neighbors' dogs for both single days and overnight multiple days. I enjoy cats as well, I don't own any but I have taken care of a neighbor's cat multiple times and I have numerous friends who own cats that I enjoy being around. I'm currently a student and I will be doing clinical rotations at hospitals this summer so I am not available every day, however they only take place 3 days a week so I am completely free 4 days a week and have some limited time after clinicals one day. I recently moved and do not have any pets at my current location. I could take a pet to my place but prefer going to a client's home.
“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.”
Over 2,721 pet parents in Chestnut Hill have booked house sitting
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.
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 $55
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 3 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 $55 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 5,787 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, 86% 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 3 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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