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.
“Paula house sat with our 2 special needs pups. They were safe, healthy and happy when we got home. Paula is very attentive to their needs and showers them with attention and affection. We have already booked her for our next trip and look forward to her caring for our pups and our home.”

“Kiara is a great listener, which is a big key to success for making friends with my shy hound. Her updates are detailed, and her photos are informative (and cute!). I went on a week's trip with confidence my pets would be cared for, and they were cared for very well. The most successful part of the experience is that my shy dog was confident and happy when I returned, and I cannot express how wonderful that is. I will call Kiara for our next trip!”


“Hannah was a wonderful and caring pet sitter/house sitter. We have a much older dog that requires some medical needs and Hannah put us at ease that he would be cared for while we were away. Hannah communicated multiple times a day, sent pictures and asked questions if she was concerned about our dog's behavior. Hannah was very respectful of our home while she stayed. We were able to enjoy time away thanks to Hannah's care of our dog. We will definitely rebook with Hannah!”

“Erica pet sat for us recently. She provided photos and text updates which was greatly appreciated. I returned home to find my pets calm, healthy and well cared for. I have already booked Erica for another week of pet sitting in the future. I definitely recommend Erica!”

“Julia was amazing! She was very attentive to our elderly dog, Gizmo. He has some special needs and it was very clear those needs were met and more. She checked in with us throughout the day and sent several photos. We would definitely recommend her services to anyone looking for a great sitter!”

“Lauren was amazing! From the start, she was very communicative, friendly and made me feel comfortable with an in-person meeting to meet my dog before I left town. She truly saved me over the holidays and kept me updated with texts and photos of my pup while I was away. Took excellent care of my dog and apartment. 10/10 recommend to anyone and would hire her again! Thanks so much, Lauren! ✨”
“Dianne is my hero. She stepped in at late notice and took care of our pack with minimal instructions, minimal contact from me, and with the internet unexpectedly down and still took amazing care of our whole menagerie. We were not an easy client but she stepped in and totally made it look easy taking care of four dogs, a snake, a bearded dragon, and a betta. Dianne knows what she’s doing.”
“Best house and dog sitter yet! Plenty of updates, communication, photos and videos. Jordan took great care of Jet, giving him plenty of activity and affection, and our home as well. Will absolutely work with her again.”

“Stephanie was absolutely AMAZING! She provided us with several updates and photos to keep us at ease. She went above and beyond to make sure our pups were taken care of during the snow storms that occurred while we were on vacation. We are so grateful for her kindness, compassion and professionalism!”


About: I grew up with a dog and helped care for her her whole life, including her senior years. When she got older, I even gave her subcutaneous fluids under our vet’s guidance, so I’m comfortable with extra care when needed. I regularly pet sit for my sister’s dog and cat, have house and pet-sat for others locally, and I also take care of a friend’s two cats (I’ve known them since they were kittens!). I’m comfortable with pets of all ages and personalities and always try to make them feel safe, loved, and at home while you’re away. I work remotely full-time, which gives me a flexible schedule and plenty of availability throughout the day. I love taking a mid-day break to get outside for a walk, and I’d be happy to include your pup in that routine! Since I’m home during the day, I’m available for walks, drop-ins, feedings, playtime, and litter box care. I’m also free in the evenings for additional visits or overnight care. Your pet would get consistent attention and won’t be left alone for long stretches. When caring for pets in a client’s home, I do my best to stick closely to their usual routine so they feel comfortable and secure. I follow all feeding instructions carefully, keep water fresh, and make sure walks, playtime, and bathroom breaks happen on schedule. For cats, I keep litter boxes clean and give them attention based on their personality. I’m very attentive to body language and behavior changes and will always keep you updated with photos and messages so you feel at ease while you’re away. I also treat your home with the same care and respect I would my own. I keep things tidy, secure, and exactly how you left them.

“Andrea did a great job with house sitting our puppy. We were nervous about leaving him for our first time but Andrea was great. Her communication was on point and gave us multiple updates throughout her stay. Highly recommend!”

“Bruce did a fantastic job caring for my special needs pup and our new 5 month old puppy. We came home to a behaved pup than we left! Cannot recommend highly enough!”

“Ada stayed overnight at my house with Bailey. She did an excellent job. Bailey loved her. She walked Bailey in the neighborhood and cuddled with her...No wonder Bailey loves her. She also left my house very nice and clean after staying there for 5 days. I will definitely call her again when Bailey needs a sitter.”


About: Growing up my family always had at least one or more pets of various breeds so I have 20+ years of experience around animals. I have cared for dogs, cats, fish, lizards, rabbits, goats, and hedgehogs. Personally, my husband & I have 2 dogs currently, 9 & 10 years old, one having epilepsy & is dependent on medication. I have helped raise/care for/train puppies, kittens, baby rabbits, & baby goats. The only pet I'm not comfortable with is snakes, my little sister has one but I only look at it from 3ft away in its enclosure, haha. I work part time Tu/W/Th 8A - 5P, I do not mind caring for pets those days, however I will be gone all day. Otherwise, I'm available for your pets needs! My personal routine with my pets: My husband helps me care for our pets daily but his schedule is a bit different than mine, so our dogs are let out at least within 4-6 hours those days. Otherwise, we let them out every 2-4 depending on their needs (which they have been trained to lets us know if they need to go sooner). Our medical dog is on a 12 hr medication schedule. I'd prefer to care in my clients home due to one of my dogs having a reactive past, it was quite a transition when we inherited our other dog. If you have a specific routine, I'm ready to follow it to the T! I'm comfortable walking dogs on leash, hanging out/playing with them in a fenced yard, or just chilling inside. As mentioned, I have experience with medically dependent pets. I have an escape artist, so I'm always vigilant of their proximity to me and prepared to run/chase in the event something happens. I can stay at the home with the pets or I can visit throughout the day!
“Shanna was an excellent caregiver for dog, Tessa, while we were out of town. She was attentive to our girl’s additional needs, administering medications and care for Tessa’s health issues. Shanna kept us updated throughout the week and was responsive to any questions we had. We highly recommend her!”

“Our furry family members think Taylor is great!! Our dog struggles with anxiety, and doesn't always warm up to new caretakers .... but with Taylor, she was wagging her tail immediately!! Taylor has an easy way about her that puts everyone at ease! Taylor does overnight stays & daily drop ins for us ... she's great!!”

Chestnut Hill pet parents share their Rover experiences
Shanna was an excellent caregiver for dog, Tessa, while we were out of town. She was attentive to our girl’s additional needs, administering medications and care for Tessa’s health issues. Shanna kept us updated throughout the week and was responsive to any questions we had. We highly recommend her!

Sarah was so kind and caring with our energetic 10 month old puppy- our first long trip away from him! She put our minds at ease with regular updates, even sending videos of her playing some training ("find-it") games with him. Without being asked to do so, she did the laundry before leaving - what an amazing house guest! We cannot thank you enough, Sarah.

Wesley was so good with my pups. I have one who doesn’t warm up quickly and he didn’t let that phase him and showed confidence they would be fast friends and they were! I also have a senior dog who had some special meds/diet needs and he handled it like a champ. He takes his responsibilities very seriously. He stayed at our house - it was kept immaculate and he handled our mounds of boxes! We will be using him again!

Ada was amazing with our German shepherd for the week! It was our first time leaving her but Ada put our minds at ease. The communication was great, Oakley was happy in all the pics and the house was so clean we couldn’t even tell she was there. Highly recommend!

Maggie was very communicative and willing to do whatever was best for my Emma girl. It sometimes can take a minute for Emma to warm up to others but Maggie was patient with her and willing to meet before the booking to help with that process. I would recommend Maggie to anyone!

Alison was wonderful! She was very responsive to our last-minute booking and quick to answer all of our questions. She treated our dogs with such great care, and we felt completely at ease knowing they were in good hands. We’d certainly book her again to stay with our pups!

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 $50
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 $50 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 1,382 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, 87% of Chestnut Hill house sitters respond in under an hour.
House sitters in Chestnut Hill have an average of 15 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.


















