House Sitting in Chestnut Hill
Find a loving house sitter to watch over your pets and your home.
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Top rated Chestnut Hill house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“ABOVE AND BEYOND!! Phyllis is so sweet and I’m pretty sure she spoiled me as much as my boy!! She sent me so many pics and updates with added bonuses that made my vacation that much more enjoyable knowing he was in great hands!! She took great care of our home as well. I will book her again and again!!”
“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.”
“Mariana was great with our dog and two cats! Our animals loved her and she kept our house very tidy after staying there. We would definitely rebook with her again when we go out of town.”
“We are so lucky to have stumbled on Kim’s profile. We foster tough dogs, and it’s always tricky when we go out of town. Kim took care of our two feral fosters for the weekend, and did an amazing job. Many people would get discouraged by their lack of affection and overall behavior, but Kim recognized it as fear, and handled it accordingly. She followed all my directions explicitly, kept my boys safe, and maintained the cleanliness of my home. We so appreciate everything Kim did, and are already planning to book with her again.”
“Kaleigh is amazing! This was the first time leaving my pup and Kaleigh made me feel at ease with consistent communication and updates. She took the time to learn my dog’s personality and routine so she could be as comfortable as possible. I’d definitely recommend Kaleigh!”
About: I have 3 cats and 2 mice, so I have a lot of experience taking care of cats and small animals. I love dogs and have pet-sat for my friends with small and medium size dogs I work a full time job Monday - Friday. I am available to do drop-ins before 7:30am or after 4:30 pm on weekdays. I am always available in the evenings or weekends. I will follow whatever guidelines the owner's give. Otherwise, my base care is to give dogs 2 walks a day and at least 30 minutes of playtime for both dogs and cats. Ensure the pets are fed and gone potty/clean litterboxes.
“Megan was THE BEST. She showed up on time, was super proactive in giving updates on how things were going and did a great job taking care of our dogs and our house.”
“Sarah did an amazing job. I am extremely overprotective and type A about my pets and their schedule and she was amazing. She gave my pets a ton of affection, she administered their medications, she maintained our tidy home and we came home to happy pets and a clean living space, and she sent daily updates with pictures and videos like she said she would. She arrived on time and left at the planned time. We would absolutely hire Sarah again. Our dog is actually searching for her!”
“Rebecca was so kind with my pups! She sent photos, communicated quickly, and even helped one of my dogs when she had an upset stomach. She left the house clean, and left a lovely note. I cannot wait to rebook her when we have our next adventure!”
“Erica was great taking care of our new pup and old cat. Great communication and we had no worries while she was taking care of the house and animals while we were out of the country. We will book her again when we go on trips!”
“Kiara is a great listener, which is a big key to success for making friends with my shy hound. Her updates are detailed, and her photos are informative (and cute!). I went on a week's trip with confidence my pets would be cared for, and they were cared for very well. The most successful part of the experience is that my shy dog was confident and happy when I returned, and I cannot express how wonderful that is. I will call Kiara for our next trip!”
About: Growing up with three dogs, I have had plenty of experience with feeding, walking, training, and caring for dogs. In addition, I began dog sitting for neighbors around 15 years old and have been continuing care ever since. Pet care is my #1 priority! Working as a professional dog and cat sitter, I am free at all times to take care of your loved ones I believe that our animals are our family and should be cared for with gentleness, kindness, and respect. I will make sure your pet gets the attention, love and care they need!
“Stephanie did a wonderful job pet sitting for the day for our bulldog and 2 elderly cats. We were headed out of town and needed to leave on time and she arrived right on time. Our bulldog seemed happy and well taken care of. She stuck to the schedule that I asked her to stick to so that our bulldog stayed on routine. She kept our home clean and brought in our packages. We would definitely use Stephanie again. Thanks Stephanie!”
About: For the past five years, I’ve provided pet sitting services for friends and neighbors, caring for dogs and cats of all ages. My responsibilities have included feeding, cleaning up after pets, and taking dogs outside for walks and bathroom breaks. I’m dependable, attentive, and committed to making it the best experience for you and your pet. I am a college student currently home for the summer and have my days free. My family has 2 dogs that I help to take care of on a daily basis. I am committed to keeping your pet happy and comfortable. Taking them on walks, playing with them, or just giving them time to relax. Whatever your pet needs.
“Alison was excellent with our two dogs. She was very conscientious from the meet and greet to our return home. She sent lots of updates and pictures and our girls really bonded with her. I'm so happy we found her!”
About: I've been taking care of my dogs for the last 20 years. I enjoy playing and interacting with all types of dogs. Looking forward to meeting your wonderful pet. I am currently retired and I can create my schedule to fit yours. I am available to take care of your pet from early morning to early evening. Your place or mine! I can easily accommodate their needs and pay strict attention to your instructions. Your fur baby and I can have a great time together.
Loving house sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Phyllis N.
Star Sitter
“ABOVE AND BEYOND!! Phyllis is so sweet and I’m pretty sure she spoiled me as much as my boy!! She sent me so many pics and updates with added bonuses that made my vacation that much more enjoyable knowing he was in great hands!! She took great care of our home as well. I will book her again and again!!”
Paula H.Star Sitter
“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.”
Mariana B.
“Mariana was great with our dog and two cats! Our animals loved her and she kept our house very tidy after staying there. We would definitely rebook with her again when we go out of town.”
Kim S.Star Sitter
“We are so lucky to have stumbled on Kim’s profile. We foster tough dogs, and it’s always tricky when we go out of town. Kim took care of our two feral fosters for the weekend, and did an amazing job. Many people would get discouraged by their lack of affection and overall behavior, but Kim recognized it as fear, and handled it accordingly. She followed all my directions explicitly, kept my boys safe, and maintained the cleanliness of my home. We so appreciate everything Kim did, and are already planning to book with her again.”
Cassie Y.
“Our animals ❤️ Cassie! Great sitter!”
Kaleigh J.
“Kaleigh is amazing! This was the first time leaving my pup and Kaleigh made me feel at ease with consistent communication and updates. She took the time to learn my dog’s personality and routine so she could be as comfortable as possible. I’d definitely recommend Kaleigh!”
Aparna N.Star Sitter
About: I have 3 cats and 2 mice, so I have a lot of experience taking care of cats and small animals. I love dogs and have pet-sat for my friends with small and medium size dogs I work a full time job Monday - Friday. I am available to do drop-ins before 7:30am or after 4:30 pm on weekdays. I am always available in the evenings or weekends. I will follow whatever guidelines the owner's give. Otherwise, my base care is to give dogs 2 walks a day and at least 30 minutes of playtime for both dogs and cats. Ensure the pets are fed and gone potty/clean litterboxes.
Megan M.Star Sitter
“Megan was THE BEST. She showed up on time, was super proactive in giving updates on how things were going and did a great job taking care of our dogs and our house.”
Maria M.
“Great sitter. Cared for our house and dog very well and followed instructions as requested. Provided lots of pics to let us know how things were going. Will rebook again!”
Sarah B.Star Sitter
“Sarah did an amazing job. I am extremely overprotective and type A about my pets and their schedule and she was amazing. She gave my pets a ton of affection, she administered their medications, she maintained our tidy home and we came home to happy pets and a clean living space, and she sent daily updates with pictures and videos like she said she would. She arrived on time and left at the planned time. We would absolutely hire Sarah again. Our dog is actually searching for her!”
Rebecca B.
“Rebecca was so kind with my pups! She sent photos, communicated quickly, and even helped one of my dogs when she had an upset stomach. She left the house clean, and left a lovely note. I cannot wait to rebook her when we have our next adventure!”
Erica B.
“Erica was great taking care of our new pup and old cat. Great communication and we had no worries while she was taking care of the house and animals while we were out of the country. We will book her again when we go on trips!”
Kiara P.Star Sitter
“Kiara is a great listener, which is a big key to success for making friends with my shy hound. Her updates are detailed, and her photos are informative (and cute!). I went on a week's trip with confidence my pets would be cared for, and they were cared for very well. The most successful part of the experience is that my shy dog was confident and happy when I returned, and I cannot express how wonderful that is. I will call Kiara for our next trip!”
Julia H.
“My cat has never had a better caregiver than Julia. My cat, Grimm, is anxious when I'm not home and Julia offered to house sit while I was on my trip to keep Grimm company.”
Stephanie D.Star Sitter
“Stephanie did a wonderful job pet sitting for the day for our bulldog and 2 elderly cats. We were headed out of town and needed to leave on time and she arrived right on time. Our bulldog seemed happy and well taken care of. She stuck to the schedule that I asked her to stick to so that our bulldog stayed on routine. She kept our home clean and brought in our packages. We would definitely use Stephanie again. Thanks Stephanie!”
Quinne D.
“Quinne has taken care of my dog several times and we absolutely love her! She is responsive when I check in and my pup is always happy to see Quinne. Quinne is great with her on walks and just generally caring for her. I was nervous to have someone else taking care of my dog, but Quinne is always amazing and she is my go to anytime I need someone to watch my dog.”
Bruce S.
“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.”
Alison S.
“Alison was excellent with our two dogs. She was very conscientious from the meet and greet to our return home. She sent lots of updates and pictures and our girls really bonded with her. I'm so happy we found her!”
Michelle C.
“Michelle was great to work with! She was very communicative, sent lots of pictures, and took amazing care of the house. We came home to two very happy and well cared for doggies :)”
Denise R.
“I've known and been friends with Denise for 30 years. Over the years, she's been the proud pet-parent to four cats and two dogs. All her pets were well behaved, pampered and happy. She's an animal lover and I'm certain that any dog in her care will be well looked after.”
Chestnut Hill pet parents share their Rover experiences
Dianne was amazing as our dog sitter! We had one of our dogs require insulin injections and measuring water intake, and Dianne was very comfortable helping us. Our other dog had recently undergone surgery, so Dianne needed to monitor her for excessive licking at the scar. She was running a dog rehab and assisted living at our house during our dream vacation! Dianne sent frequent updates and photos, and she asked questions when needed. I will definitely recommend Dianne to my family, fiends and neighbors!
In July 2025, we left Sarah to care for our sweet but very anxious Max, a 12 year-old mixed breed dog, while we traveled abroad for three weeks. Max is nervous about many things, but nothing more than summer thunderstorms. It rained almost the entire time we were away. Many of these were ferocious and most accompanied by a lot of thunder and lightning😵💫 Sarah sent us daily updates, photos, and videos. She addressed Max’s social-emotional support needs very well. She is a kind and gentle professional—highly skilled, very knowledgeable, and she has had a lot of experience working with dogs like Max. She also handled a couple of house-related issues very well. Over the past 30+years, we’ve worked with many excellent pet/home sitters and we would put Sarah among the best. We couldn’t give her a higher recommendation.
Sarah was loving and patient with our elderly dog who simply can't handle thunderstorms. Unfortunately, both nights we were gone, storms appeared. She had to adjust sleeping arrangements since our dog could not settle. Sarah was very communicative throughout the entire booking and for that I am extremely appreciative. Thank you, Sarah!
We feel so lucky to have found Paula. She was the perfect sitter for our two cats and two dogs. Her genuine love for animals shines through in everything she does, and she gave our pets so much love and attention while we were away. We got regular updates, which gave us such peace of mind, and it was wonderful to see how happy our pets were with her. Paula is also incredibly trustworthy and reliable. She handled an unexpected AC issue while we were gone, which was a huge relief and weight off our shoulders. We returned to happy pets and an impeccably clean home. It's rare to find someone who allows you to completely switch off and not worry about a thing, but Paula is that person. We highly recommend her and will definitely be repeat customers.
Shula and Samuel watched our two hooligans while we were out of town for a long weekend. They went above and beyond again! They took great care of the house and most importantly, we came home to two happy and healthy doggos. My family and I cannot say enough great things about them!
Jazmine was a fantastic house and pet sitter for our cat, Kiah. She was highly communicative and sent a lot of photos and videos to let us know everything was going smoothly. We felt at complete ease knowing our cat and house were well taken care of! We would gladly re-book Jazmine, could not recommend more!
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Chestnut Hill is $46
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 house 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.
Sitters in Chestnut Hill average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chestnut Hill on Rover as of Aug 2025 was about $46 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 1,339 house sitters in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Chestnut Hill house sitters respond in under an hour.
House sitters in Chestnut Hill have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chestnut Hill.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chestnut Hill house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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