House Sitting Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
Over 110 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! 😻”
“Emily was wonderful with our 10mo puppy, giving him attention and providing enrichment throughout the day, taking him on his midday walk and feeding him lunch. We came home to a happy, wriggly, sleepy puppy. Emily also left the sweetest report card and polaroid shot of Kiwi at the end of the day :)”
“We were leaving our puppy alone with someone for the first time since we got him, and Anastasia made us feel good and confident about that! She was thoughtful, accommodating and loving towards my dog, and I appreciated her communication with me throughout the day!”
“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!!”
“Anna was great with Lucy! She was very communicative and flexible. When our flight was canceled she stayed an extra night to watch Lucy. We will definitely be using her as a dog sitter in the future!!”
“Elizabeth was so great & easy to work with when we booked her a little last minute to watch our dog. She was super responsive, flexible, and took great care of our Winnie!”
“I had a phenomenal experience leveraging Stacy for house and pet sitting. I knew from our first meet and greet she would be wonderful and she was! Stacy was thorough, patient, kind and organized. I look forward to using her services again.”
“Madison was so great with our gentle giant!!! Snoopy’s size makes him a bit of a handful but she was so confident with him. She gave him lots of snuggles (his favorite) and walks. She provided updates and pictures, brought in our packages, and was a courteous houseguest.”
“We are incredibly grateful to Ailise for taking such wonderful care of our dog, Pepe, over a long weekend. From the moment we met her, it was clear that she genuinely cares for animals, and she treated Pepe with so much love, attention, and patience. She kept us updated throughout her stay with thoughtful messages and photos, which gave us great peace of mind while we were away. It was clear that Pepe felt comfortable and happy in her care. Ailise was also extremely respectful of our home and she went above and beyond to ensure things were just as we left them. We couldn’t have asked for a better sitter and would absolutely trust Ailise to look after Pepe again in the future. Highly recommended!”
“K took great care of my puppy! K took time to discuss the sitting arrangement, my pup’s routine, and provided excellent care while I was away. I will surely book again!”
“Luis and his wonderful wife Kimmy accepted my last-minute house-sitting request—I’m so grateful to them! They were warm and friendly, and my dog immediately warmed up to them! I would definitely book with them again.”
“I am thrilled with the care Nicole provided for our dog. She was attentive, affectionate, patient, and clearly loves dogsI Nicole was flexible during a major snowstorm and shared lots of pictures. I highly recommend Nicole for house sitting or any other pet care.”
“Marcy was absolutely excellent! She was incredibly kind, professional, and kept us updated throughout our trip with plenty of messages and photos, which gave us real peace of mind. She followed all of our instructions carefully, including giving medication with meals to one of our dogs, and everything was handled perfectly. When we got home, it was obvious our dogs had been well cared for. They were happy, relaxed, and clearly had a great time. The house was spotless too. We couldn't have asked for a better experience and will definitely be booking with Marcy again. Highly recommend!”
“Sabina was wonderful! Made friends with our reactive dog very quickly! She also took care of him during a power outage, and we are so grateful. We came back to a happy and relaxed lil guy!”
“Kathleen was wonderful house sitting for our cat and dog! We had a little bit of a last minute request and she was able to meet us the following day! She was very communicative and sent us plenty of pictures!”
“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.”
The median cost per night for house sitting in Chestnut Hill is $60
Pet parents share their Rover experiences - Chestnut Hill
We've had Natalia walking our doggo Maxie for 1.5 years now, and we are very happy our precious boy has her love and attentive care. She has watched him in our house twice so far when we've been away, and it's great to not have to worry about leaving him behind because we are so confident in her. She also takes care of packages etc. and is generally a thoughtful and responsible person. I couldn't recommend her more!
Wonderful, trustworthy sitter! She stayed in my apartment with my dog Milo for a weekend and everything went great! I appreciated all of the picture updates which gave me peace of mind. She also left my space very neat when she left. I know my fur baby was well taken care of. I will absolutely rebook!
J spent time learning about each cat before staying overnight with them. In addition to our very social cat Squeaky, she connected with our shy cats on her first visit. J also gave our senior cat Marmalade two medications. I highly recommend for overnight pet care.
Kira was amazing with our kitten! she was able to win him over despite him being super shy. She follows protocol very well and kept us up to date with news and photos while we are away. Most importantly, when we came back our kitty was relaxed and comfortable, not stressed from our absence. Highly recommended.
Helena was incredible! She was patient with my shy cat and at the end of their time together, Benny cat was rolling around and being so sweet with her. She sent me ample check ins and photos and left my apartment in impeccable shape. Would rebook in a heartbeat!
We feel lucky to have had Cindy care for our mini poodle/bichon mix! She was super responsible, positive, punctual and cheerful. She communicated clearly, reliably, and politely. She left our house nice and neat, and regularly sent photos that put our minds at ease.
Marcy was absolutely excellent! She was incredibly kind, professional, and kept us updated throughout our trip with plenty of messages and photos, which gave us real peace of mind. She followed all of our instructions carefully, including giving medication with meals to one of our dogs, and everything was handled perfectly. When we got home, it was obvious our dogs had been well cared for. They were happy, relaxed, and clearly had a great time. The house was spotless too. We couldn't have asked for a better experience and will definitely be booking with Marcy again. Highly recommend!
Isaac was amazing! We feel very lucky that we were able to find him for our most recent vacation. I know Benny, our pup, was so much more comfortable and 100% happier being able to stay home. Isaac sent us frequent updates including photos and was very respectful of our property. We will definitely use him again if we find ourselves in need of a sitter.
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 $61.05 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 6,730 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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