House Sitting Still Pond
Find a loving house sitter to watch over your pets and your home.

Still Pond, Find top rated house sitting
About: Welcome to C & L’s Cozy Dog Retreat I have 2 pups, Chip & Lucy, ages 11 & 8, that I have raised from puppies. Many of my friends have dogs, and they frequently come over. I also enjoy riding horses when I can. I have experience working with anxious dogs & dogs in shelters also (as a volunteer). I love taking dogs for walks, playing with them, & give them attention. I limit the number of dogs I take at any given time so each pup gets lots of individual attention. You can see some of the dogs I have walked/played with in my profile pictures. I’m frequently in the Chestertown area and am more than happy to help with your pet-sitting needs. I offer drop-off and pick-up for your pups' boarding. I am available 24/7, Monday-Friday. I accept boarding and doggie daycare on a limited basis. Please message me if you are interested. This ensures I can give each pet the attention they need while ensuring safety. I am also happy to do multiple check-ins a day while your friend stays in their familiar home. I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. A meet-and-greet with the dogs would be required before any overnight stays with us. Also, proof of immunizations.

About: I am a nature girl and reiki student who works mainly with animals and plants. I am also a volunteer at my local animal care shelter. Mondays & Tuesdays I am available between 9:30AM - 2:30PM. Wednesdays through Fridays, I am also available in the morning and evening. Ask about weekends - I might have availability! It is my goal to lead with care, respect and play. I am a sensitive soul and I do my best to approach each pet gently and with consideration for who they are and what they need.
About: I’ve been a devoted dog owner for 10 years, and I’m passionate about both dogs and staying active. As a schoolteacher, I’m excited to continue doing what I love while earning extra income to help pay off my student loans and purchase supplies for my classroom. I can walk dogs Monday through Friday after 3:30 pm. If you’re running late and need someone to help out in a pinch, I'm happy to assist. I’m available on Saturday and Sunday to walk your furry friend three times a day, or more if needed. Our dog is incredibly spoiled and loved. Whenever I come home, she brings me her ball, and we play fetch before anything else. She is groomed monthly, walked several times daily, and receives constant attention. When we have salmon, we cook her a plain fillet, which she loves.
“Terry is absolutely amazing!! I can’t say enough good things about her and how she went above and beyond in taking care of our two dogs while we were out of town. She loved and cared for them like they were her own, sending us updates and videos each day. We had an amazing vacation and was able to not worry a bit about how the dogs were adjusting - they were so happy and got so much attention with Terry!! She will be the first person we call whenever we need a sitter! Thank you Terry!!”

“Michael was great with our herd. We have three pups, each with their own nuances. Michael stayed with them for a long weekend and kept us updated on their health and happiness. He was very accommodating with their needs and helped with their anxiety, and ours. We’d be glad to have him back and I think our dogs would be glad to have him back, too!”
About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to the east coast to marry my husband. That was 2019, and I’ve been boarding/caring for animals since then. I’m currently a stay-at-home wifey so the dogs get 100 percent of my attention when they are with us. We live in a 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.

“Clarissa was fantastic! We ended up needing a last-minute person to take care of our fur baby so that we could be away for a night. Clarissa was available and willing to come to our home to meet our for baby in person before we went out of town. Then, she had great communication to keep us up-to-date while we were away. I have tremendous confidence in Clarissa and look forward to using her again. HIGHLY RECOMMEND!”

“Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️”

“Briana was early and was wonderful with my anxious dog (has separation anxiety) definitely will use her again. Can’t say enough at how great she was! You won’t be disappointed if you book her!”

“I was only away for the better part of two days and one night but really appreciated that Chris texted updates and sent lots of pictures letting me know my sweeties were safe and happy. She even washed the sheets and remade her bed before she left!”

“Majiyah was amazing while I was away. I was a little hesitant at first about having a house sitter stay in my home, but she made me feel completely comfortable. She took great care of my dog and my home, and she really went above and beyond. When she thought he may have had a food allergy, she took the time to cook his food and make sure he was okay. She also took him to get a bath, picked up extra dog treats for him, and even cleaned my home before I got back. I noticed that my dog quickly became comfortable with her during her stay, which is always a positive sign. It gave me so much peace of mind knowing my dog was safe, cared for, and in good hands. I would definitely recommend Majiyah to anyone looking for a reliable, thoughtful, and caring sitter!”

About: I have hands-on experience caring for my own dogs, Koda and Eddie. Koda is a Cane Corso puppy, which has helped me learn the importance of patience, consistency, positive reinforcement, and proper exercise. I make sure my pups receive plenty of love, attention, playtime, and daily care while keeping their safety and comfort a priority. I understand that every dog has a unique personality and needs, and I would treat every pet in my care like family! 🐶❤️ Pet care is something I enjoy and make time for in my daily schedule. I strive to be flexible, dependable, and attentive to each pet’s needs, ensuring they receive plenty of exercise, attention, and care. I communicate with pet parents to coordinate schedules and make sure every pup gets the time, love, and attention they deserve! 🐾 I prioritize safety, patience, and trust when caring for every pet. I make sure each animal feels comfortable, loved, and secure while following the owner’s instructions and respecting each pet’s unique needs. I believe in keeping open communication with pet parents, providing regular updates, and creating a safe, welcoming environment where both pets and their owners can feel confident and at ease. My goal is to treat every pet like family! 🐾❤️
About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love all animals and I have family members of my own. Plus I have a little helper who isn't scared of anything and loves to help her momma as much as she can. I'm will to do what ever it takes to make sure everyone is a happy camper and provide the best care I can to keep your mind at ease knowing you family is in good hands. Feel free to ask me anything and if you have any special requests let me know I will do what I can to make it happen. I'll treat your kids as if they were my own. I'm currently employed part-time but I'm looking to get out of the retail business and starting my own pet sitting business where I can enjoy doing what I love. I currently live in a small apartment, so it ideal that I travel back and forth from my house to clients home. I have fur babies and a family of my own, hopefully when I get a home of my own I could introduce the doggy daycare and pet sitting at my home.
“I could not give Birol a higher recommendation or review. He took care of my senior dog and cat while we were away for 14 days. It was very hard for me to leave my pets for that long. Birol was extremely communicative and followed all instructions. He went above and beyond which made me feel secure and much better above traveling. My senior dog, Thor needs extra love and attention. He has a hard time walking and some medical needs. Birol was amazing with him. He made sure he got his medicine, went outside to go potty, was comfortable and he found creative ways to get him to eat. Thank you SO much to Birol for taking such great care of my fur babies. Additionally, Birol took great care of the house which is an added bonus.”

About: I mostly took care of my dog and my sisters dog growing up. She has relied on me to walk, feed, and bathe her dog while she was away on business trips and vacations. I would love to help you too. I currently work full time, but there will be plenty of time after work and on weekends to play with and take care of your dog. I have a fenced yard and a friendly dog to keep your fur baby company. I can easily crate your dog if need be. We will all get along just fine.

About: I have had dogs and cats my whole life... currently I have 4 cats a dog two fish tanks and a lepord gecko... I love all animals and cane take care of all their needs! I work from 7-430 but am able to stay at houses for the night since my wife can take care of our pets if I am not there... willing to stay at the house full time I can take care of all animals in any environment that they are in no matter if it is fenced or having to walk them
The median cost per night for house sitting in Still Pond is $50
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 house sitting

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 - Still Pond
Select a filter and find qualifying sitters offering house sitting.Sitters in Still Pond average 4 repeat house sitting clients
FAQs for House Sitting - Still Pond
Frequently asked questions about Rover
As of October 2026, there are 2,036 sitters on Rover offering House Sitting across Still Pond. 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 Still Pond 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 Still Pond 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 Still Pond 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 , 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 .
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 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 .
sitters on Rover set their own , 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.
Yes, you can find sitters who have experience with handling special pet needs in Still Pond. On Rover:
- 89% of sitters can help with special care needs
- 94% 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.


