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

Over 2,789 pet parents in Chestnut Hill have booked house sitting
Chestnut Hill, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”

“Paige took great care of my dog while I was away. She was respectful of my home and left it just as it was when I departed. I would highly recommend her to anyone, as she is great with the animals in her care!”

“Nikki was immediately responsive to my last minute emergency request and I cannot express my gratitude for her enough!! She was incredibly sweet and understanding, very flexible, and took fantastic care of my animals. She was truly a savior to us in our time of need and I would gladly book her again in the future!”


“Dana is smart, kind, and responsible. I was grateful to be able to leave my dog in his care! He spent the entire weekend just taking care of my dog -- what a lucky pup!”
“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!”

“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 !”

“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!”

“Christina provided such good care for my anxious dog. She sent pictures and videos throughout the time she stayed with him, and it was clear that she was genuinely caring for him. She also took good care of my house. I’d be happy to have her dog sit again.”

“Anthony took great care of our pup. He was super punctual and understanding of our schedule. He made sure she was fed, properly cared for, and happy. He sent updates. Would definitely rebook.”

“Bill was great with the boys. We can tell that they were very happy from the photos he sent. He took good care of the house. We will be booking him again.”

“It's always nerve-wracking leaving my dog with someone new for the first time, especially when I'm not easily accessible. Good thing I took a chance on Anna - she handled everything perfectly! I really felt like she treated Turtle like her own pet for the week. Her and her partner provided all the care and loving that I'd hoped for. I will definitely use her again!”

“Nicolle was fantastic. We were in a pinch for a sitter and she checked all the boxes and left our apartment just as we left it. Great pairing for our slightly anxious dog. Highly recommended!”

“Shannon was incredible! She was great with our dog, sent pictures and comments about their stay together often and then left a really cute card! Highly recommend, will be using her again for dog sitting duties in the future.”

“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!!!”

“Alexis is a wonderful dog sitter and my doggie just loves her. I feel completely comfortable while traveling knowing that my dog is well cared for. Highly recommended.”

“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!”

The median cost per night for house sitting in Chestnut Hill is $55
Pet parents share their Rover experiences - Chestnut Hill
Paige stayed at our house with our three pets while we were out of town. She took such great care of our senior dog and two cats and sent us detailed updates throughout the weekend! She even helped us navigate some eating challenges with our dog, litter robot malfunctions and remained flexible when our flights got canceled. We would love to use Paige again in the future!

We hired Danielle to care for our 2 dogs and 3 cats for a week while we were on vacation. She took wonderful care of our babies and even watered my garden for me as well! We received updates, sometimes multiple times over the course of a day and the house was clean and tidy upon our return. I would hire Danielle again and I would recommend her to friends and family.

Always a pleasure to work with Kayla. She was extremely flexible and amiable during my last trip, which required multiple last minute scheduling adjustments. With her, I am confident that my littles are safe, healthy, and well cared for. She has even made incredible headway with my one very skiddish and distrusting cat! This is surprisingly rare, and brings me great comfort when I’m away. In short, Kayla continues to bring a comfort to our home; a comfort we could not be more grateful for. Thank you Kayla!!!

Kendra did a wonderful job making friends with our dog, who we have never left at home. She worked steadily to build his trust, and gave him lots of time to accept her putting him on a slip lead a going for a walk. We really look forward to having Kendra dog-sit for us again! Cheers!

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!!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.
Meet local sitters who will treat your pets like family

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