House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 212 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.
“She took excellent care of Ezra. I liked how she kept me updated on Ezra’s activities, schedule and feedings with plenty of photos. You could tell she really likes pups. I would definitely have Kiara take care of Ezra again.”
“Michelle is amazing! I wish I could give her way more than 5 stars. She is a great communicator and sends pics of the pups often which is very comforting to me. When I return home the house is just as clean as I left it…if not cleaner. Most importantly, the pups absolutely LOVE her.”
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.
“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.”
“Hannah is an amazing sitter! My usual dog walker was out of town and I had a 6 day business trip. Yet Hannah saved the day. She was available for a meet and greet right away. And when pet sitting for Stanley she sent me several texts and pics throughout the day.”
“Bruce was absolutely fantastic! Not only did our dogs love him, but he was very communicative and it was great to see them having fun! We will absolutely be booking him again.”
“Paula is an excellent dog and housesitter. She consistently kept us up to date with comments and pitures. We never worried about anything back home while we were away.”
About: Hi! I’m Janini — a Certified Veterinary Assistant with a genuine love for animals. I have hands-on experience caring for dogs and cats both personally and professionally I’m open to taking Clients from VA & NY! My schedule is fairly flexible and varies depending on the day, so I’m happy to work with you to find a time that works best for both you and your pet. Working in veterinary medicine has given me experience handling pets with different personalities, energy levels, and needs. I’m comfortable providing attentive, patient care and recognizing when a pet may be stressed, uncomfortable, or simply need some extra reassurance.
“I can’t say enough nice things about Jordan. She jumped in at the very last minute and helped me with my 3 cats when my previous pet sitter had a last minute emergency. She was loving and attentive to my home as well as my cats!! Thank you so much!”
“Meghan was communicative throughout our trip, sent plenty of pictures and updates, and gave us peace of mind while we were away. We really appreciated that she took the time to do a meet and greet beforehand so we could go over expectations and show her around. We would absolutely recommend her to anyone looking for a reliable house or dog sitter!”
“Jocelyn was absolutely amazing! Our older dog had an upset stomach from fireworks on the 4th and was refusing to eat her normal kibble- Jocelyn went out of her way to get her some chicken and rice to eat for the remainder of our trip to ease our minds (while dealing with our crazy young dog). We cannot thank her enough and will definitely be looking to use Jocelyn again!”
“Alyssia gave me daily updates and pictures about my babes and her communication about everything was the best I have seen with a pet sitter. I can’t wait to use her services again. I felt very comfortable knowing she was the one caring for my babies while I was away :)”
“Isaiah did a wonderful job babysitting our dogs and house! We came back and the dogs were not anxious at all and the house was clean. They were well taken care of and he sent many photos. Definitely will use again!”
“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.”
“This is the first time we left our puppy at home. Dianne exceeded our expectations , she is a fantastic pet sitter! We highly recommend her. She is reliable and kind. Also sent us a lot of pictures.”
“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!”
“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!”
The median cost per night for house sitting in Chestnut Hill is $50
Pet parents share their Rover experiences - Chestnut Hill
Michelle is amazing! I wish I could give her way more than 5 stars. She is a great communicator and sends pics of the pups often which is very comforting to me. When I return home the house is just as clean as I left it…if not cleaner. Most importantly, the pups absolutely LOVE her.
Rebooked Christell and it was a great experience again! She sent lots of photos throughout the day and made sure both of my cats received their meds and food on time and were well taken care of! My scaredy-cat seems to really have taken to her as well, which is always heart-warming to see!
Finneas was awesome! He took care of our 4 dogs while we were out of town, and he did an amazing job. My dogs instantly loved him from the moment he stopped by for the meet and greet, and I knew he was the one! He has such a wonderful way with animals -- and my dogs were so happy with him. Thank you so much! We'll be booking you again!
Ada is absolutely wonderful with my pets. My cat is a little bizarre ands likes to snuggle into and bite people’s hair if he likes them. It’s super weird and most people are intimidated by him because of it, but Ada sends me pictures of him snuggling in her hair and she still loves him. My dog was scared of thunderstorms and shaking and being super extra, but she comforted her and when I got home, they both look happy and well taken care of. She even helped when a leak happened in my house and she moved furniture and dried out the floor. She has gone above and beyond to take exceptional care of them ands I would absolute recommend her to anyone. This is the second time we’ve used her, ands we will definitely hire her in the future. She’s a gem.
Peyton took wonderful care of our dogs while we were away! One of our dogs is diabetic and requires oral medication and insulin injections twice a day, and she handled his care with confidence. She went above and beyond trying to get him to eat when he was being stubborn. We came home to two happy, well cared for dogs and would absolutely book with Peyton again. Highly recommend!
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
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for house sitting - Chestnut Hill
Select a filter and find qualifying sitters offering house sitting.Sitters in Chestnut Hill average 4 repeat house sitting clients
FAQs for House Sitting - Chestnut Hill
Frequently asked questions about Rover
The average cost for House Sitting in Chestnut Hill on Rover is $55.5 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 1,438 sitters on Rover offering House Sitting across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chestnut Hill walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Chestnut Hill maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chestnut Hill choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Chestnut Hill. On Rover:
- 95% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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