House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 206 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.
“Kiara did a phenomenal job caring for my two dogs--both with separation anxiety--while I was away on vacation for a week. She administered their meds on schedule even when they were uncooperative. She also kept the house tidy, watered the garden, collected mail, and took trash to the curb on collection day. Most importantly, she provided lots of love and attention to my two pranksters!”
“Erika was fantastic! She was very good to our older pup, keeping him very active and engaged, and sent lots of picture and video updates. There was a misunderstanding in the beginning about the timing of his morning walks, but after clarification, she walked him at the normal time the rest of her stay, and there was really good communication going forward. All the rest of his schedule and routine was followed to the letter the entire time. She also kindly fed our fish, and the house was exceptionally clean and tidy after she left. There was a delay in our flights coming home, and she was super flexible and stayed a few extra hours late in the evening to make sure our pup was ok, and then let him out before she left for the night. We would gladly have her take care of our pup again!”
“Janet was excellent with our dog. We are thrilled to have found her on Rover because we are always nervous to leave our dog with people. She has decades of experience working with animals and knows every aspect of thier care. She can give meds, she can identify symptoms of health problems before they become an emergency, she understands canine behavior, she can even train dogs using positive reinforcement. My dog absolutely loves her, and we received lots of cute pics during our trip! It was a comfort to know he was in such good hands. We will definitely be hiring Janet again in the future.”
“Jenni was a great choice to watch our fur baby overnight because of a last minute trip my partner & I had to take for a funeral. Due to our unexpected time constraint beforehand, she came over the same day of the booking and met our dog Hank & learned his routine. While we were away, she sent lots of pictures & gave us updates every so often so we were always in the know. We would definitely have Jenni watch Hank again in the future and highly recommend her for the pet sitting needs of other folks too!”
“Ada house sat my dog who was both diabetic and recovering from bronchitis which required shots and other medications twice a day. She not only cared for MMO’s medical needs but provided emotional support for him in my absence. She sent pictures and conducted a River video chat with me to ensure not only Momo’s emotional support but for mine as well. I felt confident my beloved pet was in good hands.”
“I can’t say enough great things about our McKenzie! Leaving your pets behind is never easy, but knowing they were loved and cared for gave me complete peace of mind while we were away. Our dogs and cats were so well taken care of, and it was obvious they were treated like family. We received updates, photos, and could tell they were happy, comfortable, and in great hands. It’s such a relief to come home to pets that are relaxed and a house that feels like everything was handled with care. If you’re looking for someone who is dependable, trustworthy, and truly loves animals, I highly recommend her! We will absolutely be using her again and again!”
“Highly professional and personable, Emma did a great job with our Maltichon (2) and Havanese (10) for a two-night, in-home stay. Our older guy has some medical issues and Emma handled things beautifully.”
“Sarah did an amazing job. I am extremely overprotective and type A about my pets and their schedule and she was amazing. She gave my pets a ton of affection, she administered their medications, she maintained our tidy home and we came home to happy pets and a clean living space, and she sent daily updates with pictures and videos like she said she would. She arrived on time and left at the planned time. We would absolutely hire Sarah again. Our dog is actually searching for her!”
“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!”
“Christell is very sweet and was great with my kitties! She was able to manage their specific dietary and medication needs easily. They both seemed calm and happy in her presence during her stay; even my scaredy-cat came out to spend time with her. We received lots of updates w/ pics/videos and our home was kept in good care while we were gone. Overall great experience, and would recommend her to others!”
“Dianne was incredible, so communicative, and super gracious dealing with some unexpected challenges while taking care of our pack. We appreciate her so much and will absolutely use her again.”
“Virginia did a great job with our dog, we got regular updates and pictures and was very communicative our entire trip! Usually we feel guilty when we don’t take our dog on a trip, but we felt a lot better on this trip because of how great a job Virginia did. Highly recommend!”
“Thank you Marissa! Figgy was well cared for and were so thankful to be able to leave her at home instead of at a kennel. Marissa left the house spotless and was extremely flexible when our plans changed.”
“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!”
The median cost per night for house sitting in Chestnut Hill is $50
Pet parents share their Rover experiences - Chestnut Hill
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!
Christell is very sweet and was great with my kitties! She was able to manage their specific dietary and medication needs easily. They both seemed calm and happy in her presence during her stay; even my scaredy-cat came out to spend time with her. We received lots of updates w/ pics/videos and our home was kept in good care while we were gone. Overall great experience, and would recommend her to others!
Michelle was wonderful! She went over and above taking great care of our pups! The house was perfect when we got home, too, which an always a plus! She sent many pictures of the pups so we knew they were always happy and very well taken care of! I just wish there were more stars to give her!!
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!
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!
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
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 for House Sitting in Chestnut Hill on Rover is $58.83 per night (as of August 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 August 2026, there are 1,426 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:
- 94% 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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