Pet Sitting Chestnut Hill
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Chestnut Hill, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Laura was very attentive to our girls who each have their own particular needs. Our older girl has mobility trouble which causes her to sometimes have accidents in the house and our other girl is anxious around new people. Laura catered to each of them just as we would. Definitely made it easier to enjoy our vacation!”
“Emily was fantastic!!! I have an anxious older dog and she can sometimes give sitters a hard time with going potty. She loved Emily and she got her to pee right away!”
“Damacia was absolutely wonderful with my dog. Easy to work with, gentle, kind, and truly a dog whisperer. Bentley felt comfortable right away, and I could tell he was being cared for with real patience and warmth. I would absolutely trust Damacia again and highly recommend them to anyone looking for thoughtful, compassionate pet care.”
About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)
“Tara you were great with our boys...they were very happy when you came to visit...they both were showing off for you! Thank you so much for taking such great care of them!”
“Amber did so great with my pup! I have never used Rover before and had to a only a few days to figure out care for my dog while I was away. She was prompt with her response and came to meet Monarch. Monarch instantly warmed up to her which means a lot and helped me trust that Amber was a great fit for her. I received updates and check ins from her. I would recommend Amber and would rebook her again!”
“Janini was fantastic!! She did a daily visit/walk. She showed up when she said she would and was in great communication for the 5 days she took care of my dog. I would highly recommend her!!”
About: I grew up around dogs, caring for our family pets. As an adult, my own dogs are the highlight of my life. I spend my time trying to give dogs even a fraction of the love and devotion they give to us! I'm experienced with caring for all sizes and breeds of dogs from all walks of life. I'm happy to adapt to any needs, including training reinforcement, pacing, interacting or not interacting with other dogs/people etc. I also have experience with training puppies and caring for senior dogs(as I have one of my own). I work a full time corporate job with some flexibility on a case by case basis. Most of my availability is in the evenings and weekends, but I'm more than happy to discuss special requests! I'm happy to walk your dog through a familiar area in the neighborhood or even to a nearby dog park if desired. Happy to accommodate what makes you and your fur baby happy!
About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.
“Steph took absolutely wonderful care of my two pups! She was very communicative and a complete sweetheart! I’d definitely book with her again. Highly recommended :)”
About: Dogs and cats aren't just pets to me—they are family, confidants, and absolute best friends. My own pets are my genuine besties, and I promise to treat yours with that exact same level of unconditional love, respect, and playful energy! My house is a happily packed pet paradise, and all five of my fur-babies are adopted rescues! I have a massive heart for rescue animals and am the proud pet parent to two wonderful dogs—Harry, a Portuguese Podengo Pequeno, and Sally, a Cairn Terrier/Corgi mix. We also share our home with two gorgeous Norwegian Forest Cats, Chaussette and Hugo, and our sweet senior calico queen, Greta (lovingly nicknamed Goose). I have spent my entire life raising, loving, and working with animals. Over the years, I’ve owned and cared for Corgis, German Shepherds, Black Labs, and unique mixed breeds of every shape and size. Professionally, I have extensive experience working housesitting and petsitting jobs for giant breeds, tiny pups, and everything in between. Why In-Home Care Matters: I focus entirely on taking care of pets in their own environment. Boarding facilities can be loud, chaotic, and scary. By keeping your dogs and cats at home for walks, drop-ins, and weekend stays, we maintain their exact eating and sleeping consistency, heavily reduce their separation anxiety, and eliminate the stress of an unfamiliar place. Your pet gets to stay in their favorite spot on the couch, and I bring the love directly to them! Specialized Care You Can Trust: * Senior & Special Needs Care: Because I care for my own sweet senior rescue Greta at home, I have a deep understanding of senior dogs and cats who need a slower pace, gentle handling, extra bathroom breaks, and patient companionship. * Medical & Medication Management: I am fully confident and experienced in administering medications (oral pills, liquid supplements, or topical treatments) safely and strictly on your required timeline. * True Cat Adoration: I absolutely adore cats! I respect their boundaries, will happily scoop litter boxes to keep their space pristine, and am always ready to whip out the feather wand if the mood strikes your kitty for some playtime. * All-Size Confident: From massive, energetic guard dogs to small, independent pups, my professional sitting background means I know how to handle and lead dogs of any size safely. When your besties are with me, they get a dedicated friend who will send you plenty of fun photo updates, respect your house rules perfectly, and keep them safe, happy, and completely spoiled in the comfort of their own home! I work a standard full-time day job, but my schedule is highly optimized for local pet care! I am available for weekday lunch-break check-ins, daytime drop-in visits, and refreshing dog walks. I also specialize in weekend overnight house sitting stays (and can occasionally accommodate weeknights by special request), making sure your fur-babies get dedicated evening cuddles, structured morning routines, and constant love. I always recommend a free 30 minute meet & greet with you and your pet(s) prior to booking. This helps everyone involved and especially your pet.
“Layla was a perfect sitter! Gracious enough to accept a super last minute booking, very communicative, and took superb care of our kitties. Would 100% recommend and hope to book again!”
About: Animals have always been a big part of my life. I have over 5 years of experience caring for dogs of all breeds, sizes, and personalities, including my own pets and my professional experience as a kennel attendant at a pet daycare. I’m experienced with walks, feeding routines, baths, medication, and providing care for pets with different needs and temperaments. I understand that every pet has their own personality and routine, so I take the time to make sure they feel safe, comfortable, and cared for. My goal is to give your pet the same attention, patience, and love I would give my own. I have a flexible schedule that allows me to give pets the time and attention they deserve. I plan my days around making sure each pet gets proper care, playtime, walks, and check-ins without feeling rushed. I treat every pet like they’re my own. I focus on keeping them safe, comfortable, and following their normal routine so they feel relaxed while their owner is away. I pay attention to their behavior, needs, and any instructions provided to make sure they receive the best care possible.
“Haley did an excellent job caring for my cat on Christmas Day while I was out of town. She followed all the instructions I left and I came back home to a happy kitty. I’d definitely book Haley again!”
“We came into town from LA for a wedding and Rebecca took care of my sweet girl like she was her own! Best idea ever to book time with her! In unfamiliar settings it was great to know that my pup was in caring and good hands, if we come back Rebecca will be seeing Wynn again!”
About: I'm a trusted, very active pet lover with lifelong experience caring for dogs and cats of all sizes. I've provided overnight pet care for multiple families, offering reliable, compassionate attention to each animal's needs. Being active means I love taking dogs on walks, hikes, or play sessions to keep them energized and happy. From big dogs to small, I understand their routines, personalities, and how to keep them safe, happy, and well-exercised in any home. • Weekends: Vary • Mondays: Free till 2 pm • Tuesdays: Free till 2 pm • Wednesdays: Off by 1 pm, free all afternoon • Thursdays & Fridays: Mornings or afternoons, varies Reliable care for your fur babies when you need it most! • Serving Midlothian and surrounding areas • Conveniently located near Midlothian Mines Park for dog walks • Willing to walk dogs in your neighborhood or stay overnight at your home
Pet parents share their Rover experiences - Chestnut Hill
Wesley did an amazing job with our pup. He was always on time and spent the correct amount of time with Astro. He was so attentive, he noticed a tremor in our dog and let us know about it (which we were already aware of). He truly cares for your pet as his own! Will definitely book with Wesley again!!
Sarah did an incredible job taking care of our typically anxious Shih Tzu! We have struggled in the past with boarding because he won’t eat and gets bad anxiety. Within the first minute of meeting Sarah he was so excited and wanting to play! She took great care of him - he was happy and comfortable and eating his food! When we came home he was acting like it was just any other normal day, we have never had this experience in his 8 years of life! She is super communicative, sweet and most importantly you can tell she really loves the animals she’s caring for 🥰 thank you Sarah for taking such great care of him!
Erica was so patient and caring with Bentley. We met prior to my vaca to walk through the instructions. She was so accommodating and punctual in getting to each check in. Followed all the steps I gave her for Bentley and for the house. Took pics and kept me updated through oir vaca. I would definitely rebook with Erica again.
Lauren did an amazing job taking care of my cat, Luna Laruen was reliable, communicative, and clearly cared about making sure he was happy and comfortable while I was away. Laruen sent me pictures and updates, which gave me so much peace of mind and made it easy to see that Pluto was doing great. When I got home, he was relaxed, happy, and well cared for. I would absolutely recommend Lauren to anyone looking for a trustworthy, caring, and attentive pet sitter. I would definitely book again and plan to do so!
Peyton was Great!! She made time to stop by in advance tomake sure me and Bentley were comfortable with her. It nice to walk her through the steps needed. She was very accommodating and super sweet. Very good communication and no issues. Bentley loved her and we'll definitely use Peyton again in the future.
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 to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 pet sitting - Chestnut Hill
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Chestnut Hill
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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