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

Over 2,823 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.
“Nikki is great! She's a good communicator, sending cute photos and updates everyday. The best thing is that, when I arrive home after a multi-day trip, my pup is happy and relaxed and the house is exactly as I left it. I strongly recommend her.”

“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.”

“Amelia took great care of our pup while we were out of town. She also watered our plants and brought in the mail which was super helpful. She sent photos every day too.”


“Our girl was so calm & happy (after welcome home zoomies) when we came home. Dana took amazing care of her and our house and provided the best updates ever throughout our trip.”

“Nico's watched our energetic boxers a couple of times before but this time he stayed at our home for 3 weeks. Dogs thought they were on vacation too as they got a lot more exercise and attention than normal life. Very thankful for his attention to the dogs and helpful with small things around the house while we were gone. Recommend him to others for single day/walks or longer term sitting.”

“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!”

“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!”

“Ryan stayed at our house while we were away for vacation. We have two 1yr old puppies and Ryan made us feel at ease the entire time! We received updates, pictures, and any mail or packages were brought in to the kitchen table. It was so comforting to know Ryan was with the dogs and they were comfortable in their own space/yard. Ryan communicates quickly with responses or any questions that came up. I would highly recommend him and we will certainly have Ryan for our next vacation!”

“Emma was fantastic. She ensured our dog stayed happy and went extra miles to keep her comfortable. I truly value her efforts and will definitely hire her again when we are away.”

“Shannon took wonderful care of our dog, and left our house looking better than it was before she got there!! She provided updates without giving us cause to worry. A real pro!”

“Ricky was the best dog sitter I have ever had!! I truly never for one second was worried about Sasha while I was gone and that is very rare for me. She took care of Sasha like she was one of her own and I will be using her in the future 10000%%%”


“Truly wonderful house sitter for our elderly pug. She took care of his every need and sent us tons of updates and pictures. I would absolutely suggest her to any other pet owner.”

“Kathryn is a reliable sitter that I felt very comfortable with right away. I can tell that she truly cares for Honey, which makes being away from her a little easier.”

“Calvin was an absolute lifesaver watching our dog Mila while we went out of town for a few days. He was detail oriented, friendly and warm, and took such great care of Mila. We got tons of photos and updates while we were gone and we knew she was in good hands!”

“We’ve used Bill several times to watch our pup, Lincoln and he’s been fabulous every time. He communicates, sends cute photo updates and takes care of the house for us when we’re gone. Would use him again and recommend him to anyone that would like a reliable pet sitter for their pets! Thank you, Bill!”


“Kendra is an absolute twenty thumbs up dog sitter. Kept us up to date on all the goings on with our sweet pup. She sent amazing photos that kept us laughing and smiling. Communication was stellar, house was perfect when we got home, care was top notch, and that’s for a dog who has four very specific meals each day and a lot of quirks. Kendra gets a full scale recommendation from us!”

“Porsche was incredible!! She did a meet and greet with us before watching our dog. Which went really well and was very helpful for us. She then stayed at our house which was left really clean. She sent photos and communicated her arrival and departure as well. We will be using her again.”

“Angelica was great with our large, high-energy dog. She was in constant communication with us throughout the weekend, and took our dog on multiple long walks throughout the day. She is so nice and someone you want to leave your dog with! We will definitely book again, she took great care of our dog!!!”

“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 !”

The median cost per night for house sitting in Chestnut Hill is $55
Pet parents share their Rover experiences - Chestnut Hill
Kristen was wonderful! This was our second time booking her to care for our four dogs and we couldn’t have been happier. It was so evident from the photos and updates she sent that our dogs loved her and felt comfortable and safe with her. Since all four of our dogs are rescues with traumatic pasts, their comfort with her is really telling and gives us incredible peace of mind when we’re away. Kristen also kept our house extremely tidy during her stay. It was so nice to be able to enjoy our time away knowing that our dogs were happy, safe, and being so well cared for.

Ricky and Joe are the best - super responsive, reliable, and my dogs absolutely love them. They stayed at our house and I swear it was cleaner when I got home than when I left it. This was the second time we’ve used them and we will absolutely be booking them again!

Sarah is amazing! She is incredibly thorough, patient, and professional. She asked thoughtful questions about my cat that even I hadn’t thought of, and my cat was completely calm and comfortable around her. She also took amazing photos of my baby and was very attentive to everything happening in the house. She noticed and communicated anything that might need my attention, which gave me great peace of mind. I truly appreciate how caring, observant, and responsible she is. I highly recommend Sarah!

Erin was incredible and I’ll definitely be recommending her for other friends that are visiting NYC! She was incredibly communicative, very friendly and I felt very comfortable leaving our dog Sedona in such great hands! We got lots of photo updates, and to top it off she was able to give us recommendations on where to go out in the city! This was my first time using Rover, and Erin was very patient with me navigating the app and how the whole process works! Thank you for such a great experience ☺️

Caitlin is kind, loving, and patient with our feisty dog. She took the time to get to know his personality, which we greatly appreciate. She's very professional, communicates well and gave us helpful updates. She left our home clean, and us worry free while we were away.

We were so very happy with Natalie! She clearly provided our dogs with exceptional care based on all the pics and updates I got, and she even got our nervous dog to eat all her meals, which she frequently wont do when we leave her with dog sitters. We had a busy vacation planned and I was so pleased that I didnt have to worry at all about our pups the entire time!

Shannon was great as always! I had a bunch of foster kittens and their mom, and managed to get temporary foster for the kittens, but thought it would be less stressful for the mom cat to stay in my home. Shannon was flexible and understanding about the last-minute additional cat, which was a big relief. We had a fun, relaxing trip knowing our cats (and bonus mama cat) were in good hands.

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?
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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.
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