House Sitting Osterville
Find a loving house sitter to watch over your pets and your home.
Over 28 pet parents in Osterville have booked house sitting
Osterville, 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%.
“Jaqueline is the best. We’ve used her multiple times and are never disappointed. She’ll take care of your baby as if it was her own. Will be using her again. Thanks, Jaqueline!”
“Loki was well taken care of and Bridget responded quickly with my questions. She went above and beyond in that I asked her to do a couple of extra things for me which was much appreciated. I would highly recommend her and will use her again in the future if the need arises”
“Cecilia took great care of Ian…he was so comfortable with her he slept next to her, and was relaxed and happy when I got back. She sent lots of updates with pictures, which helped me know everything was going well. Excellent in every way”
“Daniella was fantastic. Right on time. My puppy had so much fun with her. She kept us posted with great pictures and even a video. We were nervous about using an online venue. We are 100 percent satisfied and will use her again for any future needs. She was wonderful. 🐾🐾🐾”
“Sharon was wonderful with watching and bringing our dog to our wedding. She clearly really cares about dogs and making sure they are comfortable and well cared for. We felt very comfortable with leaving him in her capable hands. We will certainly have our dog stay with Sharon again when we are back on the cape! We can’t recommend her more! Thank you Sharon!!”
About: I grew up around animals. I had cats in my house throughout my childhood. I got my first dog when I was 12. I have cared for dogs for over 24 years ever since. I have experience with dogs with mobility issues, dogs with aggressive behaviors, and rescues. I have handled dogs of all sizes. I am currently in school. I am enrolled in an online program. I am available to do visits and dog (or cat) sitting throughout the week, outside of my live classes that vary each semester. I will give your pet as much attention as possible. I will follow your instructions (e.g., only giving treats as directed, feeding at specified times, crating animals, keeping animals off furniture, etc.). If your yard is fenced in, I can take your dog outside to play or just sit, whatever your dog's preferences are.
“Gail is a superstar! I needed to find a dog sitter at the last minute and had never used Rover before. Gail responded right away and made a plan to meet me and my pup right away to confirm it was a fit. Gail did a fantastic job watching Rocky! She sent me updates and I never had to think or worry about how things were going at home during our trip. I will absolutely use Gail again and cannot recommend her enough.”
“Kait went above and beyond to make sure Nessie was comfortable and very well taken care of. She was extremely easy to communicate with and shared updates throughout her stay with our girl. I would Highly recommend Kait, she is amazing!!”
About: Have taken care of many types of dogs from Dalmatians and Cane Corsos, to Pomeranians and chihuahuas. I will make sure your dog is taken care of and entertained to my upmost ability I am currently in school 2 days a week, as well as working on getting my private pilots license , but I would be out before 12 everyday. I could take care of your pet before as well as after my lessons. I will follow any rule given to me as well as any instructions about care or treatment of your pet. I will not snoop around or try and be nosy or go into any rooms you don’t want me to go into.
About: I love spending time with animals and I am caring and understanding. I can cuddle with your pet if it seems like it's missing its owners! I am a senior at the College of Charleston and looking to do something I love during my free time and help those of you who needs a dog walker or sitter! I am able to care for your pets in my home. I live in an apartment on king street which is a very safe and friendly environment for taking them on walks and bathroom breaks when needed!
About: My name is Eric and I live in Falmouth with my wife, 3 children, basset hound and bunny. I work as a firefighter paramedic and have a rotating schedule with 6/8 days off. Looking to fill my time with taking care of your furry family members. We can host or my wife or I can stay in your home. We can also do drop in visits or walks throughout the day. I am comfortable administering medications orally or injected for pets requiring it. We are an active family that loves walks, playing fetch or just rolling around the yard. We do limit dogs that stay with us to be good with children ages 3-11 and other dogs. If we don't have a service listed please ask!
“Nikki was a wonderful sitter for our pup! She stayed in our home and was so communicative and respectful of our space. She gave our pup all the love and attention, and we could tell she got plenty of exercise. Will definitely be booking with Nikki again!”
“Olivia stayed w our 5 month old puppy, 4 year old dog, and 14 year old cat for 2.5 days. She took great care of them and our home. I really appreciated how she reached out daily for updates and to provide photos of our pets. Our pets were well loved in our absence. Highly recommend!”
About: I have cared for pets since I was 14 years old I would look after my family dog and my neighbors cats. I love dogsitting and going on adventures with furry friends :) I am currently working full time but have the evenings after 4pm and weekends to look after your pet. I have my own dog who I take on long walks twice a day. I have a fenced in backyard and a lovely dog named Beau who loves making new friends. I can easily crate or separate the dogs if needed. We go on long walks in the mornings and evenings.
“Taylor was AMAZING with both our kitty and our dog! She sent way better photos than we can ever take ourselves, and made sure our dog got lots of exercise outside. She was very patient with our unsocial kitty too, making sure to give her all the space she needed in order to feel comfortable. We would recommend Taylor to anyone.”
About: Animals have always been a huge part of my life and career. I currently manage a veterinary hospital and have experience working alongside both general practice and emergency veterinary teams. As a pet parent to a nervous, reactive dog, I understand that every pet has unique needs and personalities. Whether your pet loves adventure, playtime, quiet companionship, or requires a little extra patience and understanding, I’ll make sure they receive attentive, compassionate care tailored to them. Currently working Full time and looking to do this as a side job. I would prefer dogs that are close to me to ensure I can do as many walks as possible. Working in the Vet Med field has taught me how incredibly important safety is. I follow the owner’s instructions to the tee and will put the pets safety as a top priority on all our walks.
“Emily was amazing! She sent tons of updates and I came home to an exhausted pup! She even did laundry after an accident (puppy problems, not Emily’s fault!) I can’t wait to work with Emily again!”
“Carolyne was able to help me out with a last minute sit and took great care of my dog. Will use her again and greatly appreciate her. Smokey is looking forward to hanging out with her again in the future.”
The median cost per night for house sitting in Osterville is $75
Pet parents share their Rover experiences - Osterville
Lily was an excellent dog sitter to our 2.5 year old lab and 5 month old retriever. She was able to stay with our pups on short notice and jump right into their routines. She was so easy to communicate with - we had a phone call to review their routines and go over any questions and then Lily provided us with daily updates on how the dogs were doing. She kept them active by taking them on walks, letting them play together, but was vigilant to not let them play too intensely and separated our puppy when she was getting too playful. She also was so caring and helpful to our puppy who is still potty training and was patient with her when she had accidents. Lily took great care of our home while we were away and we couldn’t recommend her enough. We will absolutely be booking with her again. She helped us feel at ease while away on vacation and our dogs have continued their routines after her care which we are so grateful for. Thank you Lily!
This was the first time leaving our dog so we were feeling a little nervous. Luckily we found Nicole! She was the perfect sitter and guest in our home. Nicole is confident, reliable and sweet. She took great care of our dog and sent us photos to keep us in the loop. It is clear that Nicole is a dog lover and really cares for your pets. We would highly recommend Nicole.
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 - Osterville
Select a filter and find qualifying sitters offering house sitting.Sitters in Osterville average 2 repeat house sitting clients
FAQs for House Sitting - Osterville
Frequently asked questions about Rover
The average cost of House Sitting in Osterville on Rover is $44 per night as of October 2026. Most bookings cost between $31 and $61 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 418 sitters on Rover offering House Sitting across Osterville. 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 Osterville 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 Osterville 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.
<b>Tip:</b> 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 Osterville 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 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.
Yes, you can find sitters who have experience with handling special pet needs in Osterville. On Rover:
- 93% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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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