House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 86 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! 😻”
“We were so reassured having Emily stay in our house with Lola while we were away overnight. She took great care of Lola and we won’t hesitate to call on her again in the future!”
“Maddie provided a safe loving environment for my little dog, Lucia! She also went beyond just taking care of her by sending me daily updates & photos- which made me very happy since this was the longest I'd ever been away from her. Maddie also helped out with moving cars due to some ongoing street work requiring them to be moved while I was away. Highly recommend her for your dog sitting needs!”
“First timers/nervous dog owners here! We are very pleased with Priscilla. Very professional and accommodating. Our pup was very happy and well taken care of when we got home! Thank you, Priscilla!”
“Paige was absolutely the perfect person to watch our anxious 5 year old dog. After not spending a single night without us for the last year and a half, we were worried about leaving Brutus for a long weekend - but Paige cared for him so well that I doubt he even knew we were gone! LOL. She spoiled him with big walks in the arboretum, lots of playtime with his favorite ball, and just so many cuddles. She is a great communicator, respectful of your home, and just such a wonderfully kind human. We can’t wait to book her again for our next trip out of town.”
“Anastasia was amazing with our two dogs! She was very communicative, kept us updated on how they were doing, and took great care of our home. We’ll definitely be using her again!”
“Ailise was such a reliable pet and house sitter for our many pets! She kept us updated with photos and we felt confident our pets were in good hands! Will definitely hire her again in the future!”
“We had a fantastic experience with Jose. He is exceptionally kind and committed to providing excellent care for our dogs. Jose shared lots of pictures and updates, which I really appreciated. I highly recommend Jose as a house/pet sitter!”
“Cannot recommend Traci enough. She takes such great care of Sandy while we are away, and always sends updates and photos. It's so comforting to know that Sand is well taken care of and loved while we're gone. And, Traci goes above and beyond -- like taking Sandy for a very long walk right before we got home, knowing that our bodies were still on European time and we'd be exhausted by the time we stepped foot in the door.”
“Rachel was wonderful. She did a meet and greet which was great to get to know alabaster, my two-year-old Pomsky, and to make sure that we were a good fit. She had my dog for several days and stayed at my home to watch him and when I arrived back his nervous system was calm and he seemed so happy as though I never left at all. Would definitely have Rachel again for watching my pup alabaster. She was great at communicating but not overly communicating keeping me updated on things that seemed important and essential but yet made me feel like she was under control and could care for alabaster while I was gone.”
“Belkis did a great job taking care of our two cats for ten days. She stayed in our apartment, sent pictures every day and played with our kittens to keep them engaged. Thanks so much for taking care of our kitties!”
“Rev was the most responsive, caring and thoughtful caring person! She sent us many, many pictures with updates throughout the days we were away and went out of her way to coordinate with our families as I had undergone an emergency surgery and couldn’t make it back in time. Simply put, Rev is the bestest!!”
“Amazing as always! We all are big fans of Kathleen’s, over and over repeat customers. She’s done a great week of house sitting for our puppy and a cat, and I couldn’t be more comfortable with her thorough reports, being responsive and reliable. Needless to say, she’s our person of choice whenever we need an eye for our furry kids. Much much grateful 🙏”
“Alison was wonderful! My cats were very well taken care of and I got regular updates. When I came home, everything was clean and my cats were very happy. Highly recommend!”
“Julia W. was great with our exuberant goldendoodle, Jake. She clearly loves animals, and has excellent experience with dog care and training. Jake was busy each day with multiple walks, playtime, and then some nice down time. Julia communicated well, sent us pictures, was very responsive. We knew that our dog was in great hands. Thank you so much!”
The median cost per night for house sitting in Chestnut Hill is $63
Pet parents share their Rover experiences - Chestnut Hill
We love Lou almost as much as our cats love Lou!!! This is Lou’s second time taking care of our (four) girls and they were wonderful. Lou really understands the cats and their needs. This was a long trip from home for us and it made me feel so much better that they were there. Lou even vacuumed - they really go above and beyond. The cats don’t even seem to miss us. Thank you so much Lou!!
Julia was absolutely amazing! She sent us lots of pictures and updates throughout her stay, which gave us so much peace of mind, and she kept our house spotless while we were away. She was incredibly friendly and loving with our dogs and cat, and both Julia and her sister Elizabeth were wonderful with all of our pets. They followed all of our instructions carefully and even stayed later than planned when our flight was delayed, which we appreciated so much. You are truly in great hands leaving your babies with them. We felt completely comfortable knowing our pets were being so well cared for. 10/10 recommend Julia and Elizabeth, and we would absolutely book with them again!
Ciana is a great dog sitter and house guest! Communication was quick and I received multiple photo and video updates throughout her stay. My apartment was clean and tidy when I returned, and Lana seemed healthy and happy and well cared for. Would definitely recommend her for any pet sitting and would book her again!
My elderly kitty was in very good hands with Valeria, who showered her with attention and care. I came home to a well-looked after cat who seemed calm and happy. It was the first time I hired an overnight/house sitter, due to my cat's medication needs, and Valeria was great - she administered my cat's meds, left the house clean and in good order, and most importantly, I could tell she took excellent care of my pet. I would definitely recommend her/hire her again.
Helena gave outstanding care to my cat Otis while we were away for 2 weeks. She stayed in my home and not only did she give love, attention and grooming to my fluffy himalayan cat, but she took care or my home in a conscientious, responsible manner. There were various vendors and issues that came up and Helena responded immediately and had great follow up. Otis was happy and relaxed when we got home and the house was immaculate. Do not hesitate to hire Helena. She allowed me to have a great vacation and not worry about Otis or my house.
Diane is a true professional. She's dogsat for us for several years and handles all our dog's quirks and anything else that comes up with good humor and stellar communication. Couldn't be more comfortable leaving our pup in her capable hands when we go out of town.
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 $83.25 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 6,614 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:
- 92% of sitters can help with special care needs
- 97% 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.
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