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%.
“Caitylin was awesome taking care of Sasha. We recieved multiple updates and she was flexible and follow Sasha's schedule as we asked for. We definitely recommend her for house sitting services. She is reliable and responsible. Our Sasha seems to miss her already.”
About: I have grown up with dogs my whole life. I miss them while I am at college, I am organized and clean, and would love to take care of your pups! I am a student at Boston College, so I have class during the weekday. I’d be able to be with the dog before class early in the morning, and after - anytime after 3pm! Weekends I am completely available, your dogs are my priority! I can hang out with them/take them out as much or as little as you’d like. I would treat them as if it is you in your own home! They will know comfort, warmth, fun, and joy if I am pet sitting them.
“Zilalai was absolutely wonderful with our old german shepherd! She sent tons of photos of their time together and I could tell my girl was having the time of her life with Zilalai. We will absolutely be using her again in the future. Thank you so much Zilalai!!!”
About: I’ve been a professional dog sitter for over 3.5 years. I have experience staying overnight, managing households with up to four dogs at once, and maintaining consistent routines to keep them comfortable and happy. I’ve also cared for my own dogs, handling everything from walks and feeding to vet visits and administering medication when needed. I’m patient, reliable, and genuinely love spending time with dogs — whether that means playtime, long walks, or quiet companionship. My goal is always to make your dog feel safe, loved, and at home while you’re away. Pet care is naturally a part of my daily routine — I plan my days around feeding, walks, playtime, and check-ins. Whether I’m doing drop-ins, walks, or overnight stays, I make sure each pet gets consistent attention, exercise, and affection. I genuinely enjoy spending time with animals, so caring for them doesn’t feel like a task — it’s something that brings structure and joy to my day. I provide care exclusively in my clients’ homes, following their pets’ routines exactly to keep them comfortable and happy. This includes feeding, walks, playtime, and any medical needs such as medication or inhalers. I make sure pets feel safe, loved, and attended to while maintaining the home’s cleanliness and security. My goal is always to give your pets consistent care and companionship so they feel calm and happy while you’re away.
“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!”
“Anastasia was amazing with our two dogs! She was very communicative, kept us updated on how they were doing, and took great care of our home. We’ll definitely be using her again!”
“Amy took such wonderful care of Roux. She was kind, attentive, and super communicative, which made us feel completely at peace while we were away. We would absolutely recommend her.”
“Christie provided 10/10 service!! She has such a calm demeanor and our pups were immediately put at ease when she was with them. She is responsive, reliable, and respectful in all ways. I would HIGHLY recommend booking a service with her. We absolutely will be hiring her again. Thanks Christie!! Xx, Samantha, Sean, Chubbs, and Charlie”
“Thanks so much Daniella for taking care of our dog Aspen and our cat Amari. We appreciated the daily updates, pics, and videos to check in with us and your responsiveness was top notch! We look forward to working with you again in the near future and would recommend you without reservations. Thank you again!💜”
“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!”
“Rachel did a fantastic job! She took such great care of our puppy and our home, sending us just the right amount of updates and keeping him walked, fed, snuggled, and loved. Would recommend!”
About: I’ve had dogs my whole life and grew up learning how to care for them with patience, consistency, and love. I’m very comfortable with different breeds, personalities, and energy levels. I also have a cat, so I understand the unique needs and quirks that cats have. I’ve administered medication to my dog and my cat. For years, I’ve been who my friends and family reach out to for a pet sitter. My schedule is very flexible, so I can make myself available whenever needed, whether it’s a pop-in or a week long overnight stay. I love animals so I’m happy to accommodate my schedule to your needs. I’ve taken care of young cats and dogs my whole life so I’m confident I’ll be able to provide yours with a safe and comfortable experience.
“Rida was absolutely wonderful! She was so patient, kind, and caring with Kitty, and I could tell she truly loves animals. She took great care of him and gave me peace of mind knowing he was in good hands. Highly recommend!”
About: Hi there - I'm Emily (she/her). I always say that animals make everything better and I really believe that! Growing up with multiple animals in my life, I've always understood that every animal has their own personality, routine, and comfort level that is important to learn. Having experience with both adopted young puppies and adult dogs, I know the value of developing behavioral skills while also having fun! I’ve always been the go-to friend with questions about caring for animals, and I truly enjoy building trust with both pets and their people. Although new to Rover, I bring 15+ years of hands-on experience and am confident I can provide safe, loving, and enriching experience for your furry friend, treating them like my own. I’m currently working from home full time except for one-two days of the week. On the days I work from home (Mondays, most Wednesdays, Thursdays, and Fridays) I have the flexibility to make local drop-in visits or take walks in the area. I also am able to work remotely from any location with WiFi, so if your best friend needs a house-sitter, I can be available. I have the most availability for services on the weekends when I am off the clock, but I am also flexible. I can also accept last minute bookings. Please don’t hesitate to reach out with any questions about my availability! Whether it’s a walk, a drop-in, or spending time keeping your furry friend company, I treat every pet like they’re my own. I’m patient, attentive, and genuinely love giving dogs the care, affection, and attention they deserve. From energetic pups who need extra movement to calmer dogs who just want to vibe out, I’m happy to adapt to your dog’s needs! I am also am RECOVER Pet CPR certified. I like to schedule meet and greets so I can become acquainted with the space, access, and so your pet and I can get familiar with each other☺️
“Rev was the most responsive, caring and thoughtful caring person! She sent us many, many pictures with updates throughout the days we were away and went out of her way to coordinate with our families as I had undergone an emergency surgery and couldn’t make it back in time. Simply put, Rev is the bestest!!”
“Emily was truly wonderful! She watched my notoriously anxious and stubborn 3 year old Aussie, Maggie, for a weekend and handled her with so much patience and care. She exudes kindness and was extremely attentive to Maggie’s needs. It is clear Emily genuinely cares about the dogs she works with and takes the time to understand their individual needs and personalities. Emily was incredibly communicative and reliable from the moment I messaged her, and I always felt fully informed and at ease while she was caring for Maggie. It’s rare to find someone you trust so quickly with both your dog and your space, but Emily made it easy. I highly recommend her to anyone looking for a dependable and caring sitter - Maggie and I can’t wait to book her again!”
“Cressida did a great job taking care of Musia. She sent us daily pictures of Musia and it was great to see our cat happy. She was quick to respond to our questions and we felt very comfortable while she was taking care of Musia. On your return Musia was in very good mood :)). We would highly recommend Cressida!!”
“Paige was excellent. She sent pictures everyday. My husband and I had to go away to deal with some family issues and it was nice to be reassured that our furry loved ones were safe and cared for. We have a sometimes cantankerous cat (don't we all) that warmed up to Paige. Our Border Collie mix was exercised and happy. All was well and stress free.”
Over 166 pet parents in Chestnut Hill have booked house sitting
Chestnut Hill pet parents share their Rover experiences
Kristin was great! I adore my dogs but they are reactive and have significant separation anxiety. I always get barking complaints when I travel. I usually get a bit anxious when I've traveling because of that. However, when Kristin watched Cooper and Justice, I got zero emails or texts from my landlord! She did well with giving them their various meds. The dogs were only marginally excited when I got home, which I take as a sign that they had fun with Kristin. We hope to work with Kristin again!
Lali was an excellent dog sitter. She came to my house to take care of my dog during a snow emergency when I was stuck out of town. She was very reliable, good communicator and sent me plenty of daily updates. I have an energetic puppy and she worked hard to tire him out. I would highly recommend!
Sydney has taken great care of our dogs multiple times, and her most recent stay was no exception. Our gal Lil is genuinely excited when Sydney walks in the door, and we always come back to a happy girl and a super clean and cared for house. Lil is also dog reactive and can be tricky to walk, and Sydney is really patient and caring with her. Thanks so much, Sydney!
Zilalai is a 5-star pet sitter! She took excellent care of my cats and my home. I appreciate that she read the instructions and kept the pets on their usual schedule. Zilalai was also very reliable. She went above and beyond by handling a blizzard and an unexpected plumbing issue with ease. She also left the house tidy. I am hoping Zilalai can come back to cat sit again during my next trip. With Zilalai on the job, I can truly relax and know the pets and house are in good hands. Thank you, Zilalai! 😻
J is the BEST cat sitter. I can’t say enough good things. I was really nervous to leave my cat for a week because he’s been having some health problems, but when J came for a visit, he fell in love with her instantly. She took care of all of his medical needs and give him so much love. She stayed at our house and took great care of it while we were away. She’s also a professional photographer and made a beautiful album of pictures of my cat that I’ll cherish forever. J will be my go to cat sitter forever :)
Sonia was so professional and thorough during our meet and greet. She did a fantastic job taking care of my two young dogs and kept me updated. We had a flight cancellation and she was very understanding and easy to reach. I would recommend Sonia to anyone looking for a responsible and kind sitter.
Elizabeth did a fantastic job taking care of our dog! He’s a senior dog and definitely can have some challenges warming up to new people. Elizabeth managed it like a pro, with excellent communication throughout, and had him eating out of her hand in no time. He’s not the easiest guy sometimes but she made it super easy and we never had to think twice about his care. I highly recommend Elizabeth and hope to work with her again!
Heaven is a delight. She cared for our labradoodle and rabbit for a week and was responsible, proactive in her communication and loving to our furry friends. I did not worry for a moment. Especially kind were the many photos she took while we were away. She was absolutely fantastic.
Gia just stayed at our house with our 2 dogs for a week while we weere away on vacation. She communicated well and sent pictures daily of our dogs which helped a lot . We have an elderly dog and she have his medication and he was well taken care of. So reassuring to know dogs were cared for and loved while away. We came home to happy dogs and a clean house. Thank you Gia. We will hopefully have her sit again. Jennifer
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 Mar 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 Mar 2026, there are 5,979 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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