House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 177 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.
“Paula house sat with our 2 special needs pups. They were safe, healthy and happy when we got home. Paula is very attentive to their needs and showers them with attention and affection. We have already booked her for our next trip and look forward to her caring for our pups and our home.”
“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.”
“Exceeded expectations! Communication was consistent and thoughtful, with lots of pictures and updates that gave me peace of mind. I came home to a very happy pup, which says it all. I would absolutely book again!”
“Dianne is my hero. She stepped in at late notice and took care of our pack with minimal instructions, minimal contact from me, and with the internet unexpectedly down and still took amazing care of our whole menagerie. We were not an easy client but she stepped in and totally made it look easy taking care of four dogs, a snake, a bearded dragon, and a betta. Dianne knows what she’s doing.”
“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!”
“Stephanie is absolutely amazing. She takes great care of our menagerie - dogs, fish, rats, and a snake. I can actually relax when I’m out of town and know all my animals are receiving excellent care.”
About: Growing up my family always had at least one or more pets of various breeds so I have 20+ years of experience around animals. I have cared for dogs, cats, fish, lizards, rabbits, goats, and hedgehogs. Personally, my husband & I have 2 dogs currently, 9 & 10 years old, one having epilepsy & is dependent on medication. I have helped raise/care for/train puppies, kittens, baby rabbits, & baby goats. The only pet I'm not comfortable with is snakes, my little sister has one but I only look at it from 3ft away in its enclosure, haha. I work part time Tu/W/Th 8A - 5P, I do not mind caring for pets those days, however I will be gone all day. Otherwise, I'm available for your pets needs! My personal routine with my pets: My husband helps me care for our pets daily but his schedule is a bit different than mine, so our dogs are let out at least within 4-6 hours those days. Otherwise, we let them out every 2-4 depending on their needs (which they have been trained to lets us know if they need to go sooner). Our medical dog is on a 12 hr medication schedule. I'd prefer to care in my clients home due to one of my dogs having a reactive past, it was quite a transition when we inherited our other dog. If you have a specific routine, I'm ready to follow it to the T! I'm comfortable walking dogs on leash, hanging out/playing with them in a fenced yard, or just chilling inside. As mentioned, I have experience with medically dependent pets. I have an escape artist, so I'm always vigilant of their proximity to me and prepared to run/chase in the event something happens. I can stay at the home with the pets or I can visit throughout the day!
“Jocelyn is the dog whisperer … one of our dogs is skittish around strangers but she quickly became trusted and loved by both dogs. Great with my birdies too! Really appreciated the photo updates she sends. Can’t wait to use her again in a couple weeks!!!”
“Erica was wonderful, and we cannot thank her enough for staying with our pups. From the first meeting, both of our dogs were excited to see her and felt comfortable around her. While we were gone, Erica sent us pictures and updates. We knew they were in good hands, and were able to enjoy our few days away. Our home and our pups were well taken care of!”
“Sarah has house sit/dog sit for us twice now and is absolutely amazing! She keeps us updated, sends pics, and makes sure the house is just as clean as we left it! Plus our fur babies loooovvveee her! We highly recommend hiring her! Thanks again Sarah!!!!”
“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!”
“Olivia is conscientious, communicative, and exceptionally capable of taking great care of your pet! I’m so thankful to have found her and look forward to future opportunities for her to watch the dogs!”
About: I have experience caring for dogs through both long-term and everyday responsibilities, including helping raise my aunt’s dog from puppyhood and regularly caring for my boyfriend’s dog. My responsibilities have included walking, feeding, playtime, maintaining routines, and providing companionship to help pets feel safe, comfortable, and cared for while their owners are away. What sets me apart from other sitters is the level of care and attention I give to each pet individually. I understand that being away from their owner can be stressful for some animals, so I focus on creating a calm, reassuring, and positive environment where they feel secure and loved. My experience caring for puppies has also taught me patience, consistency, and the importance of paying close attention to behavior, routines, and energy levels. I treat every pet with the same care, compassion, and responsibility I would want for my own animals. Pet care fits naturally into my daily routine because I already spend a lot of time caring for my own cats. I make sure they’re fed, comfortable, and getting plenty of attention and playtime throughout the day. I even take my cat on walks, so I’m very attentive to both physical activity and emotional enrichment. Caring for animals is something I genuinely enjoy, so being patient, observant, and consistent with their routines comes very naturally to me. II believe pets communicate their needs through their behavior and body language, so I always pay close attention to make sure they feel safe, comfortable, and understood. I respect each pet’s boundaries while also giving them plenty of attention, playtime, and care. In both my home and a client’s home, I focus on keeping pets comfortable, maintaining their routine, and making sure they don’t feel lonely or stressed while their owner is away.
About: I've taken care of dogs and cats since I was young while I was babysitting or when my neighbors were gone for the week. My official pet-sitting experience has been about 3 years. I had the responsibility of walking and playing with dogs, and if they had a cat I would make sure they get the love they need while their owner was out of town. I'm currently a college student, so I have classes during the day. My longest days are Tuesday-Thursday, but I'm done by the early afternoon. I have the availability to stop by for bathroom breaks. My schedule is very flexible besides my classes, so I can easily work with what you need. I can't have any additional pets in my home (due to living in an apartment), but I can come to your house when you need me. If you feel comfortable with it, I have done overnight stays to keep the pets company during the night. I love going on walks in the morning and late afternoon with the dogs I have pet-sat.
The median cost per night for house sitting in Chestnut Hill is $50
Pet parents share their Rover experiences - Chestnut Hill
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!
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.
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!
Ada was amazing with our German shepherd for the week! It was our first time leaving her but Ada put our minds at ease. The communication was great, Oakley was happy in all the pics and the house was so clean we couldn’t even tell she was there. Highly recommend!
Maggie was very communicative and willing to do whatever was best for my Emma girl. It sometimes can take a minute for Emma to warm up to others but Maggie was patient with her and willing to meet before the booking to help with that process. I would recommend Maggie to anyone!
Alison was wonderful! She was very responsive to our last-minute booking and quick to answer all of our questions. She treated our dogs with such great care, and we felt completely at ease knowing they were in good hands. We’d certainly book her again to stay with our pups!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chestnut Hill sitters!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 June 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 June 2026, there are 1,416 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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