House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 92 pet parents in Chestnut Hill have booked house sitting
Chestnut Hill, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“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! 😻”
“Emily was wonderful with our 10mo puppy, giving him attention and providing enrichment throughout the day, taking him on his midday walk and feeding him lunch. We came home to a happy, wriggly, sleepy puppy. Emily also left the sweetest report card and polaroid shot of Kiwi at the end of the day :)”
“Marcy was a terrific sitter for Jasper! She took great care of him as well as our house while we were away. Marcy was a good communicator with us, sending us daily pics and updates, and she matched Jasper's vibe perfectly. I'd be happy to have her sit with him again!”
“Jose provided exceptional care for our dogs. He sent lots of photos, walked them at their preferred paces, and spent a lot of time with them. My house was well cared for too. I highly recommend Jose!”
“Brooke took care of my puppy for a few hours at night. Lots of communication on how it was going and sent cute pictures. We came back to him sleeping peacefully. Would definitely have Brooke pet sit again!”
“Stacy was superb! We had a last minute need due to our flight getting cancelled and Stacy was very communicative and flexible during a moment of a lot of stress. My pups were very well taken care of and I got lots of pictures. My house was well taken care of as well. Would definitely book her again in the future.”
“Traci was super responsive and willing to accommodate our very last minute over night request with our young puppy who, while adorable, is a handful at this age! She was super helpful not only providing the care we needed, but also offering some helpful recommendations for his schedule, toys, etc after spending a night with him which were super valuable to us as new puppy parents. We’d hire Traci again in a heartbeat!”
“Rachael was wonderful! From taking our booking, to the tour, to sending calm updates and handling our crime-committing dogs with grace, we appreciated Rachael’s work! Also, there was no hesitation about giving meds and keeping an eye on our epileptic large dog.”
“Laura was amazing with our puppy, and we were very comforted in knowing that he was in good hands with her frequent updates and pictures. She was great with tolerating his puppy behaviors and left our house immaculate. Highly recommend, will definitely call her again!”
“We had a great experience working with Arshneel for the first time while we were just away for two weeks. She was incredibly reliable and responsive and gave our large, energetic dog plenty of exercise time!”
“Angie is the best ever!! Not only is she amazing with my puppy, but she also takes the best care of my space and I come home to a well taken care of pup and a spotless apartment! She also constantly keeps me updated throughout her stay which is amazing :)”
“Hsiao-chia was quick to respond and accept my request which I appreciated since it was for the next day. She asked good questions and made me feel good about leaving my 3 pets in her care.”
“Sarah did an excellent job taking care of my dog and cat over a two night trip. They were clearly well cared for and my dog was super happy with all the walks! I highly recommend Sarah. She is prompt, professional and very kind with my pets.”
“After using Rover for the past 6 years with multiple different overnight sitters for our doodle, we had our best experience ever with Lindsay. She is by far the most professional sitter we have ever had. She stayed for four nights, starting relatively early on day 1 and ending relatively late on day 5. We received updates in the mornings and at night along with photos and videos. When we got home, the sheets were washed and the best was made, the house was spotless, and our dog was happy and well cared for. I would highly recommend Lindsay.”
“It was our first time having someone watch Bruno at our apartment and they had the best time! Megan made sure to send us lots of pictures and check in regularly. Bruno had such a fun weekend “vacation”! Megan is our favorite sitter and we couldn’t ask for anyone better to take care of our boy :)”
About: I grew up caring for and feeding the neighbors cats and dogs in my teenage years. Kirby was our first indoor dog, I helped care for him through two knee surges multiple tooth extractions and into his senior years when he required special meals and extra care with respiratory and mobility issues. I've cared for cats, and dogs of varying ages. I typically never travel over the holidays and would be happy to spend time taking care of your sweet pets! I work full time but have extra time on my days off or before and after shifts to give pets the attention they need, I love to get outside wether that's walking (or in some cases pushing the stroller for your senior dog/cat) to get some fresh air and exercise. I'm happy to take them to their favorite park or just hang out and give lots of love and pets or in cases of some cats ignore them till they love me. Let me know if they have any rituals or new training your working on with them so they can have the continuity even when your not home.
About: I am experience with caring for several types of dogs and cats in size and breed. I have cared for multiple dogs at the same time and meeting their needs at any age. My greatest strength is my patience and my willingness to communicate with your pets to ensure a working relationship that is based on love and care. I work remotely at home, and I am happy to take breaks to care for pets in between my work. I am flexible with early morning walks to late evening strolls. I love walking through parks and working at pet friendly cafes. I am transparent with my work. Working at clients home is something I understand that must be rooted in trust and care. I respect people's property and schedule to the best of my ability. I am actively aware of the need for communication, and I place that trait above all.
The median cost per night for house sitting in Chestnut Hill is $65
Pet parents share their Rover experiences - Chestnut Hill
Olivia was an outstanding petsitter for our dog and cats. Her communication was excellent before and during her stay, and she sent us great pictures. We were so happy knowing that our pets were having fun and being well cared for while we were away, and we returned to happy pets and a clean home. We would love to work with Olivia in the future.
Traci was great with my Siberian Husky who is not the easiest dog to watch. I can tell in the short time she was here my dog bonded with her because Traci put in the effort for that to happen. She also seems to instinctively understand dogs and what they want and when they want it. She followed all my special instructions for the few particularities of my dog. I would definitely hire Traci again and I plan to in the future.
Vanessa was absolutely wonderful taking care of my puppy! Leaving a young puppy and having someone stay in your home can be nerve wracking, but Vanessa made me feel much more comfortable doing so. She is trustworthy, great with dogs, and did an amazing job maintaining our training rules and consistency. I felt completely at ease having her stay in my apartment, and I’m so grateful for all the love and care she showed. Would definitely recommend!
Sarah was amazing staying with my dogs during a 3 day worn trip. I've had some exceptionally bad experiences with sitters on this platform in the past and Sarah did a great job understanding my unease and accommodating my anxiety around leaving my dogs. I can't recommend her enough, she's a top tier pet sitter.
Luke was phenomenal with my GS/Husky, Kota! Luke had excellent communication with me throughout the weekend. A nervous dog mom’s ideal amount of communication at that. Not only did Luke keep Kota company in our space, but he kept him active, meeting new friends, and tired. It was so nice to come home to a well-played dog after a long weekend. Will be rebooking!!! 10/10 recommend.
J is such a great cat sitter!! Highly recommend!! She clearly has a lot of experience with cats and I could tell my cats were happy and relaxed with her in every pic (and there were so many pics!!!). I will definitely reach out to J for more cat sitting in the future!
We had a great experience with Nico for house sitting! They arrived on time, took wonderful care of our dogs, and followed all of our instructions. Communication was excellent throughout the stay, which gave us peace of mind while we were away. We really appreciated how reliable and attentive they were and would absolutely recommend them to anyone looking for a trustworthy pet sitter. We would happily book them again!
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.
How to book house sitting
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
It's that easy! All payments are processed through Rover's secured platform.
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 of House Sitting in Chestnut Hill is $83 per night as of November 2026. Most bookings cost between $32 and $111 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 6,484 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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:
- 86% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 95% 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.
Connect anywhere with the Rover app
