House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 179 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.
“I had an out of state house buying trip planned and my boxer randomly got kennel cough and was on medication. So, no kennel for him! I found Kiara on Rover and took a chance. Although I was a little nervous about the idea of someone I don’t know in my house, Kiara worked out perfectly! She kept in regular contact with pictures of Roscoe and what they were doing. She took great care of him, gave his meds as requested, and was a great companion for him during my absence for 5 nights. Oh, and she was a great house sitter as well (she spent the nights here too) I’d recommend Kiara! 5 ⭐️”
“Paula did an amazing job watching our ol’ beagle! She kept the house clean and was sure to send lots of updates. We will for sure be using Paula for all our dog sitting needs in the future.”
“Bruce was absolutely fantastic! Not only did our dogs love him, but he was very communicative and it was great to see them having fun! We will absolutely be booking him again.”
“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.”
“Best house and dog sitter yet! Plenty of updates, communication, photos and videos. Jordan took great care of Jet, giving him plenty of activity and affection, and our home as well. Will absolutely work with her again.”
About: I have experience caring for highly energetic dogs including two of my own as well as experience with many cats, so I understand the importance of patience, consistency, and attentive care. My responsibilities include daily feeding, exercise, playtime, and monitoring their overall health and well being. I'm comfortable following care instructions and providing plenty of attention to help pets feel safe, happy, and well cared for! I bring the same level of dedication and compassion when caring for others animals. I work 7:00 a.m. to anywhere between 11 a.m. and 3:00 p.m. which leaves flexibility to fit your animals scheduled needs, with my days off varying each week. I'm available for overnight house sitting and can provide care before and after work, including feeding, walks, playtime, and plenty of attention. On my days off, I have more flexibility for extended visits and one on one time with your pets, please reach out and I can provide my off days for the week! It's my priority to keep your pets on their normal routine and provide dependable care while you're away, along with regular updates for your peace of mind!! I genuinely enjoy caring for animals and treat every pet as if they were my own! I understand that each animal has its own personality, routine, and needs, and how important it is to take the time to make them feel safe, comfortable, and loved. Whether it's feeding, walking, playing, basic care, or providing companionship, I am dependable, patient, and attentive. My goal is to give pet owners peace of mind, knowing their fur family members are in caring and responsible hands!
About: I’ve taken care of friends’, family’s, and neighbor’s pets since 2018. I love getting to know other pets and see what makes them special. Above all else, I prioritize their safety and happiness like they’re my own pet! I am available at any time to give your pet a potty break, a walk, whatever they need! I am available for boardings as well. I go back to school in August so if you have any summer vacations lined up, I will gladly take care of your furry friend. I have a chocolate lab puppy who is 5 months old. I walk her multiple times every day and play with her extensively. I never get tired of being her playmate and I would to provide the same service to your pup! I have had another dog and cat before her as well. With at least one pet around the house I’ve been caring for my own pets since I can remember.
“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!!!”
About: We (myself and my husband, Ricky) are pet lovers and currently have two "wobbly cats". They don’t freely roam the house due to their wobbly condition and the stairs, so we are able to keep visiting pets separated. Our beloved dog passed away a few years ago and we have had cats ever since. Our kids are 9 and 8, and love to help. I am home full time with the kids, but occasionally Ricky will take the lead on pet sitting in our home. I am home with my kids this summer and our days are filled with a balance of fun and responsibility. We are very flexible with our time, and able to help. We have a fully fenced in back yard. We have chickens in our backyard but they can be kept up in their run if needed.
“Stephanie was absolutely AMAZING! She provided us with several updates and photos to keep us at ease. She went above and beyond to make sure our pups were taken care of during the snow storms that occurred while we were on vacation. We are so grateful for her kindness, compassion and professionalism!”
“Our first ever pet sitter experience was great. Fran took care of our puppy /baby as if it’s her. She is amazing with dogs and understand their needs. I would highly recommend her.”
“Le’Yana was amazing ! My first time using the app to book someone to watch my dog and I don’t regret it ! Very sweet women , definitely would be booking her again . Thank you”
About: Lifelong animal lover with experience caring for both dogs and cats (including my three cats at home!). I offer dependable dog walking and drop-in visits. I work from home, so I’m flexible and able to provide consistent, attentive care for your pets. Since I work from home, pet care fits naturally into my day. I’m available for midday walks, drop-ins, and check-ins throughout the week, plus most weekends. Your pet will get consistent attention, not just a quick visit. I provide care in your home through drop-in visits and walks, making sure your pet stays comfortable in their own space. I have experience caring for both dogs and cats and follow your routine closely—from feeding to playtime and litter box or crate care. I keep things clean, calm, and consistent, and always send photo and video updates for peace of mind.
“Sarah was absolutely amazing. We are so glad we found her. She sent lots of photos, stayed in touch with us the whole time and even washed the sheets and blankets from the guest room she stayed in! We look forward to her taking such good care of our pup again for our son’s wedding. It is such a relief to know your precious animals are in good hands. Judging from the way Zeus was looking at her in the photos he can’t wait either! 🐾”
“Kailey did an amazing job with our two dogs! She was very communicative with us, spent as much time as she could with them, and had a great attitude! We would happily welcome Kailey back anytime to sit for us.”
The median cost per night for house sitting in Chestnut Hill is $50
Pet parents share their Rover experiences - Chestnut Hill
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!
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.
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 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 July 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 July 2026, there are 1,430 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:
- 93% 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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