House Sitting in Oak Orchard
Find a loving house sitter to watch over your pets and your home.

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Top rated Oak Orchard house sitters

“Chelsea is a gem. She went above and beyond to care for Cooper who had a reaction to pain medicine he started a few days before we left him. She nursed him back to health, and kept me in the loop along the way. It is comforting to know our sweet boy is safe, happy, and well cared for while we are away.”


“Graceanna was terrific with our boxer, Kenzie She stayed at our house for 2 nights and we knew that our pup was in good hands. Graceanna sent timely updates and pictures, we would recommend her and use her again in the future.”


“Samantha did an excellant job dog sitting for Lily. Lily doesn't take to everyone but she took to Samantha. She kept in touch and sent pictures. We'll sure use Samantha again to stay at our home with Lily!”


“Sydney is fantastic! She house-sat for us for five nights, caring for our elderly cat, Frankie, while we were out of the country. Frankie has medical issues that require frequent medication every 6–8 hours, and Sydney handled it all with ease. She had no trouble administering his pills and liquid meds and kept us updated with photos and messages at least three times a day. Knowing Frankie was in such capable hands made our trip much more relaxing. We will definitely ask for Sydney’s help again and highly recommend her to anyone looking for a caring and reliable pet sitter.”


“Gina was nothing short of fantastic. So appreciate her making arrangements on short notice and taking terrific care of my two cats and my home while I was away. I will not hesitate to call on her again and recommend her to anyone in need of pet care.”


“This was the first time we've ever left our shih Tzu, Olivia, with anyone. I found Kasey online at Rover.com and it only took one interview to know that she was the one I wanted. Kasey stayed our house for two days and took the most incredible care of Livvy. She was loving and very professional. We will definitely contact her the next time we go away. I highly recommend Kasey for your sitting needs.”


“OMG!!! I cannot give enough stars for Nicole! I have a very needy 3 yr old English Bulldog. He’s very high maintenance and requires a lot of attention. She arrived at the meet and greet with treats in her pocket, and they were besties ever since. She kept in touch, sent pics and made sure my place was in perfect condition when I returned!!!”


“Ken was great. He took great care of our dog and fish. He sent pics of our dog which gave us peace of mind while away. He even washed sheets and vacuumed. That’s awesome! Will definitely hire again and highly recommend Ken for watching your pets!!”


“John was on time. He was very kind. He and our sweet Savannah bonded and has a great weekend. He completed walks and feedings. He assisted with her vitamin. We will plan to use him again and would highly recommend him.”


About: A lifelong dog enthusiast, I’ve cared for family, friends’, and neighbors’ dogs over the years. Happy to play and walk as much as needed. Offer flexible scheduling and open to repeat appointments. Born and raised in Lewes, I recently moved back to my parents’ while I look for a new job. Dog sitting and walking is an enjoyable side hustle, as I love dogs and have an open schedule. Setting expectations and outlining care practices in advance are key for dog sitting and walking. I like to speak with pet owners over the phone or in person when first taking on a job (and am happy to meet a dog in advance to ensure we are a personality fit). Every pet and pet owner has different needs and accommodations, so I approach each appointment with an open mind and willingness to help.

About: If you need an overnight sitter, a walker, or just a play date for a couple hours, I’m your girl! I started pet sitting for a family I used to nanny for about 10 years ago and love caring for our families dogs. My husband and I got our own fur baby 3 years ago, a 100lb Chesapeake Bay Retriever, named Buoy. I make sure that every house I leave looks the same as it did when I enter, that includes making sure trash is taken out and dishes are out of the sink! I’ve dog sat pups from 8 weeks to 13 years and from the size of a teacup poodle to a 100 pound boxer, and I treat every one like my own. I also am very familiar with cats, my brother has 2, I love them just the same! I am currently working from home full time, so I have plenty of afternoon and evening flexibility as well as weekends! My times for during the week would be before 8am, between 12-2pm, and anytime after 5pm. I am currently in a 3 bedroom apartment, with my husband and our dog. We would be more than happy to allow any fur baby into our place. Our community is so pet friendly. Our dog has been living in an apartment since we got him and he has been leash trained, so I have plenty of experience with dogs on leashes including prong collars, gentle leaders, and any type of leash.

“He responded quickly to my inquiry, which was super helpful, because it was a pretty last-minute booking! His mom ended up being the one to come be with our dogs (which he did get our approval on beforehand). She showed up on time and was kind.”


“Kailee did an awesome job taking care of my Pomeranian and cat while I was away and went above and beyond in every way. She was punctual and communicative, very professional but warm and friendly. My dog, who is honestly an anxious handful, was immediately at ease and had a great weekend. I returned home to a sparkling house, and two happy, sleepy and calm animals. I am so impressed and I would absolutely recommend Kailee for anyone looking for a patient, reliable sitter/ house sitter.”


About: I’ve been a pet sitter and dog walker for over 15 years. I’ve always loved my furry friends and I have excellent referrals! Cats dogs birds.. I’m very good with all pets! I’m a high school in college referee very fit. I officiate games between 3 and 5 PM. That’s the only gap! I need to stay in shape and I’d rather stay in shape with my furry friends! I will be available to stay in the client’s home. Anywhere in the Lewes, Rehoboth, dewey, Milton Milford, Ocean City, Delaware area i’m available as soon as needed. I have a security clearance in the background check. I have two lovely dogs on my own. I prefer to stay at the clients home. I am very neat and tidy. My clients pets are my first priority
Loving house sitters in your neighborhood
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Chelsea-Rose L.Star Sitter

“Chelsea is a gem. She went above and beyond to care for Cooper who had a reaction to pain medicine he started a few days before we left him. She nursed him back to health, and kept me in the loop along the way. It is comforting to know our sweet boy is safe, happy, and well cared for while we are away.”


Jennifer D.Star Sitter

“Jennifer was great. She communicated with me and took amazing care of my girl! Will absolutely book again!”


Graceanna E.Star Sitter

“Graceanna was terrific with our boxer, Kenzie She stayed at our house for 2 nights and we knew that our pup was in good hands. Graceanna sent timely updates and pictures, we would recommend her and use her again in the future.”


Samantha B.

“Samantha did an excellant job dog sitting for Lily. Lily doesn't take to everyone but she took to Samantha. She kept in touch and sent pictures. We'll sure use Samantha again to stay at our home with Lily!”


Sydney B.Star Sitter

“Sydney is fantastic! She house-sat for us for five nights, caring for our elderly cat, Frankie, while we were out of the country. Frankie has medical issues that require frequent medication every 6–8 hours, and Sydney handled it all with ease. She had no trouble administering his pills and liquid meds and kept us updated with photos and messages at least three times a day. Knowing Frankie was in such capable hands made our trip much more relaxing. We will definitely ask for Sydney’s help again and highly recommend her to anyone looking for a caring and reliable pet sitter.”


Gina D.Star Sitter

“Gina was nothing short of fantastic. So appreciate her making arrangements on short notice and taking terrific care of my two cats and my home while I was away. I will not hesitate to call on her again and recommend her to anyone in need of pet care.”


Kasey A.Star Sitter

“This was the first time we've ever left our shih Tzu, Olivia, with anyone. I found Kasey online at Rover.com and it only took one interview to know that she was the one I wanted. Kasey stayed our house for two days and took the most incredible care of Livvy. She was loving and very professional. We will definitely contact her the next time we go away. I highly recommend Kasey for your sitting needs.”


Amanda R.Star Sitter

“Amanda was very good with Cozy and seems to know how to handle dogs well! More than happy to recommend her!”


Christina H.Star Sitter

“OMG!!! I cannot give enough stars for Nicole! I have a very needy 3 yr old English Bulldog. He’s very high maintenance and requires a lot of attention. She arrived at the meet and greet with treats in her pocket, and they were besties ever since. She kept in touch, sent pics and made sure my place was in perfect condition when I returned!!!”


Ken R.

“Ken was great. He took great care of our dog and fish. He sent pics of our dog which gave us peace of mind while away. He even washed sheets and vacuumed. That’s awesome! Will definitely hire again and highly recommend Ken for watching your pets!!”


john o.

“John was on time. He was very kind. He and our sweet Savannah bonded and has a great weekend. He completed walks and feedings. He assisted with her vitamin. We will plan to use him again and would highly recommend him.”


Alisa P.

“Alisa took great care of our dog and the house. Great communication and photos too!”


Erin D.

“Such a sweetheart, Ruby loved her!”


Conor S.
“I have used Conor for overnight stays and walks a few times for my dog Luna. Conor is very loving and a great communicator. He would send a ton of updates and I could tell how happy my dog was to be with him. I would highly recommend Conor for any dog related walking or sitting.”


Mallorie E.
“Mallorie loves animals, specifically dogs! She has been a dog mom herself for the past 8 years! You puppy, young or elderly will be in great hands with her!”


Charles S.
“Charles was very active with our pups while house sitting! He took them on walks and sent us pictures and updates every day! Would definitely recommend!”


Schejn O.

“He responded quickly to my inquiry, which was super helpful, because it was a pretty last-minute booking! His mom ended up being the one to come be with our dogs (which he did get our approval on beforehand). She showed up on time and was kind.”


Kailee D.

“Kailee did an awesome job taking care of my Pomeranian and cat while I was away and went above and beyond in every way. She was punctual and communicative, very professional but warm and friendly. My dog, who is honestly an anxious handful, was immediately at ease and had a great weekend. I returned home to a sparkling house, and two happy, sleepy and calm animals. I am so impressed and I would absolutely recommend Kailee for anyone looking for a patient, reliable sitter/ house sitter.”


Kelly S.
About: I’ve been a pet sitter and dog walker for over 15 years. I’ve always loved my furry friends and I have excellent referrals! Cats dogs birds.. I’m very good with all pets! I’m a high school in college referee very fit. I officiate games between 3 and 5 PM. That’s the only gap! I need to stay in shape and I’d rather stay in shape with my furry friends! I will be available to stay in the client’s home. Anywhere in the Lewes, Rehoboth, dewey, Milton Milford, Ocean City, Delaware area i’m available as soon as needed. I have a security clearance in the background check. I have two lovely dogs on my own. I prefer to stay at the clients home. I am very neat and tidy. My clients pets are my first priority


Genevieve B.

“Genevieve was great with my senior critters. My dog and cat were well taken care of in my home. I will definitely use her again!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
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 Oak Orchard on Rover as of Aug 2025 was about $60 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 229 house sitters in Oak Orchard. 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, 87% of Oak Orchard house sitters respond in under an hour.
House sitters in Oak Orchard have an average of 18 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 Oak Orchard.
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. Oak Orchard 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.
