House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 200 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.
“Michelle was amazing! We were able to book her last minute but she was so attentive to how we cared for our dog. Would absolutely book her again in the future for our girl”
“Jaxon was so lovely and easy to work with! He gave our fur babies all the love and attention they are used to while we were gone. Will definitely be requesting him time and time again.”
“Janini did a fantastic job house sitting for our puppy while we were on vacation. Her communication was excellent and felt we were in good hands the whole time. She was great with sending updates, pictures and videos which gave us peace of mind. Highly recommend her to watch your furry friends.”
“Diane was flexible, timely, caring, and just a really sweet person in general. She took the best care of my pal and he loved her. I can’t imagine any other qualities you would find in an outstanding sitter.”
“Casey was great! She stayed with Penny and loved her like her own. The updates and pictures she sent really set out minds at ease. I highly recommend Casey to Cate for your fur babies.”
“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!”
“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!”
About: I love sending photos and updates to owners. It helps them relax knowing their pets are safe and happy. We have had a lot of animals growing up. I'm no stranger to spoon feeding elderly dogs and following strict diets. I love going on walks even if it takes a while to get a few hundred feet. I just moved back to VA to be closer to my family. I'm a word of mouth carpenter so my schedule is very flexible. Sometimes I don't work for two weeks, but I can always make time for pet sitting. I'm here for you! Whether its separation anxiety, diet, exercise, or tug of war, i am here to make sure your needs and your pets needs are met. I can send updates and photos daily to ensure your pets are having the best time while your away.
“"I cannot recommend Crystal enough! She took wonderful care of our dog Rigby and our home while we were away — the house was spotless when we got back. Crystal provided regular updates, photos, and even videos so we never had to worry. Our flight got in late and she happily stayed later to make sure Rigby was taken care of. She's responsive, kind, and clearly loves what she does. We'll definitely be booking her again!”
“Gracie was exceptional! She was very thorough and communicative throughout the day providing us very clear updates. We have two older pets and she was extremely patient and responsive. She took excellent care of our dog who she was primarily there for, but also took the time to check on our cat as well who just needed dinner that day. We can’t recommend her enough and will absolutely be requesting her services again.”
“Loving, conscientious pet- and house sitter! Janet is a great communicator, too. How wonderful to be able to travel and know that our sweetie is in good hands. We will definitely call on Janet again in the Hope that she can sit for us. The best!”
“Thank you for taking great care of our very demanding sphinx cat !! I appreciate the pet photos, video and texting throughout your stay. Melanie is very accommodating to pets needs!! I would love to use her services in the future :)”
“Haleigh was so great with our pups while we went away for Christmas week. She came the week before we left to get to know the pups/ our home/ and instructions from us. She communicated with us frequently, sent pics and videos of our pups, and always checked with us if she had any questions or concerns. She showed real care for our doggies and I wouldn’t hesitate to use her services again! This was our first time using rover and im just so glad we chose Haleigh ❤️”
“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!!”
“Ashley is an absolute pleasure to work with. She handled my small high energy dog and two high maintenance kitties with ease and they loved her. I came home to happy content pets She kept me updated throughout, sent photos, brought in packages, and is extremely tidy. I look forward to working with her again! Thanks Ashley!”
“Andrew was everything we want in a dog sitter. Kind, thoughtful, conscientious and funny. Our Oona can be a stubborn hound and we really appreciate him working with her quirks. He was flexible in meeting up with us to ensure we were comfortable leaving her, and he left the house better than he found it! A++”
The median cost per night for house sitting in Chestnut Hill is $50
Pet parents share their Rover experiences - Chestnut Hill
Brevin was wonderful! Communicative and excellent with our pets! Took our dog out for a walk every day, snuggled with the cat. It’s clear they really warmed up to him quickly and that he put plenty of care and effort into his time with our girls and our home. 10/10 would hire again! Came thru with short notice, did a meet and greet and went above and beyond! :)
Janini was absolutely wonderful with our pup while we were away for the weekend! She was quick to respond to messages, sent us updates and many cute pictures throughout, and is very knowledgeable about caring for animals. We couldn’t have asked for a better experience!
Sarah was an incredible dog sitter! She was wonderful about responding promptly and sending pictures and daily updates. It’s clear that she truly loves animals. She was punctual, left our home neat and tidy, and, most importantly, we could tell when we returned that our dog had been very well cared for. We would definitely have Sarah sit for our dog again and highly recommend her!
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!
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.
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 $56 per night as of November 2026. Most bookings cost between $29 and $73 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 1,429 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:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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
