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

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Gina D.
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Gina D.
from
$40
per night
5.0 out of 5 stars
55 reviews
20 repeat clients
4 years of experience
Rehoboth Beach, DE, 19971

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.

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Jennifer S.
Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
2 years of experience
Millsboro, DE, 19966

Jacob did an amazing job taking care of my frenchie. He kept me updated, sent pictures and videos and made me feel comfortable with the care he was providing. He left my house neat and tidy.

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Jacqueline L.
Sitter Profile Image: Meghan T.
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Meghan T.
from
$70
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Millsboro, DE, 19966

Meghan did amazing as always! I have just adopted a new friend from the Humane Society. She is incredibly knowledgeable and was willing to help monitor my two dogs together as they are still new. Along with caring for the medical needs of my new baby, She encouraged the loving dynamic of my house and has made it even better!

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Kelsey A.
Sitter Profile Image: paige d.
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paige d.
from
$28
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Georgetown, DE, 19947

Paige is great. We will use her again. Angel liked her

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Kathie J.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
217 reviews
96 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline treated our dogs like her own. I had never left them with anyone but family members before. It was so comforting to know they were in such great care!

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Alisha W.
Sitter Profile Image: Stacy P.
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Stacy P.
from
$60
per night
5.0 out of 5 stars
2 reviews
40 years of experience
Long Neck, DE, 19966

Stacy went beyond my expectations. She communicated daily and sent pictures and videos. She wrote down Mia's daily routine. Stacy left my home perfect. I know Mia was very well cared for. I would highly recommend Tracy.

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Julie G.
Sitter Profile Image: john o.
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john o.
from
$80
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
ocean view, DE, 19970

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.

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Bob M.
Sitter Profile Image: Kailee D.
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Kailee D.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Millsboro, DE, 19966

About: Growing up I have always lived helping others and even helping animals. As a young kid, I grew up surrounded by all kinds of animals. Although my college plan is to become a special education teacher, I have always had a passion for animals. I really enjoy giving animals a voice and creating special bonds with them. Over the years my family has rescued over 8 animals including dogs and cats. I have been dog sitting for 3 years now for family friends and I am willing to do it for anyone in need. Animals have always left an impact on my life and I hope I do the same to them. I am not doing this for the money but to help many animals in need, as well as their owners. I really hope I am able to give endless love to you pet or pets. Thank you.

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$50
per night
5.0 out of 5 stars
43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

We are so pleased with the experience we had with Chelsea. She was great about keeping us informed about how our pups were doing. She texted us and sent us pictures every day while we were out of town. We would definitely recommend Chelsea for anyone looking for someone to care for their pups.

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Tim M.
Sitter Profile Image: Erin D.
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Erin D.
from
$60
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
2 years of experience
Lewes, DE, 19958

Erin is a wonderful dog sitter. She communicates well and she sends pictures of the happy pup. I was very comfortable having Erin stay at my home and I will definitely book with her again. I would highly recommend her.

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Julie G.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$60
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Millsboro, DE, 19966

She was amazing with our Annabel!

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Rachael I.
Sitter Profile Image: Robyn L.
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Robyn L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
99 reviews
28 repeat clients
50 years of experience
Lewes, DE, 19958

Robyn took excellent care of Lily while we were away for Spring Break. My kids enjoyed the daily updates with pictures. We came home to a happy dog! We will definitely use Robyn again!

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Kristy G.
Sitter Profile Image: Dona T.
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Dona T.
from
$40
per night
10 years of experience
Arabian Acres, DE, 19958

About: I have experience housesitting, dog/puppy sitting, and cat sitting for family and friends and I am extremely conscientious and tidy, and respectful of other people’s homes and very loved pets! I will be on time and make sure your pets and home are very well taken care of during the stay while you are away! I am available throughout the summer months to house and pet sit in the DE beach areas! I love to get up early and enjoy caring for others precious pets. I am always up for a nice walk and enjoy the outdoors and accommodate your pet’s needs while you are away! I will follow your pet’s normal routine and the owner’s expectations. Having your pet in their own natural comfortable environment and knowing your home is being well cared for with the utmost respect will give you peace of mind so you can relax while you are away.

Sitter Profile Image: Natalia A.
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Natalia A.
from
$20
per night
4 years of experience
Millsboro, DE, 19966

About: We have two dogs that are well loved and I know that your dogs are part of your family as well. Pets deserve to have the best care that is more than meeting basic needs. Your furry friend should feel safe, be cared for and enjoy playful interactions while you’re away on business or vacation. I will be attentive to their cues, will spend time playing and making sure their well being is top priority. Most importantly, I will follow your instructions to make sure that I provide seamless care for your pet that meets your needs and follows your household and pet’s routine uninterrupted. I have just graduated college so I am available immediately. I’d love to help in anyway I can. Please contact me if you have any questions! I can visit your home multiple times per day, or I can come and spend time at your home so your pups can be fed, walked and played with. Please contact me if you have any special requests!

Sitter Profile Image: Kyla S.
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Kyla S.
from
$50
per night
5.0 out of 5 stars
1 review
20 years of experience
Millsboro, DE, 19966

About: I have always had a dog in my life, I absolutely love all dogs. I have had experience with both big and small dogs even some who are a little feisty, so I know how to calm them down. I am a second year grad student at UTC so my schedule is flexible. I am normally home on the weekends doing schoolwork so I am looking for a dog to come stay here and play with my dog! I am currently a full time student. I do not have an classes Friday-Sun so I am fully available those days. Monday-Thursday I work from 7-12 and have class from 5:30-8, but I am free to walk dogs in between. You can ask anyone who knows me, my dogs is spoiled and treated like a human. So, when it comes to caring for others dogs I do the exact same. My dog goes on a walk daily and if the weather is bad will have playtime indoors and some type of stimulating activity.

Sitter Profile Image: Ryan C.
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Ryan C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
37 reviews
5 repeat clients
5 years of experience
Lewes, DE, 19958

Ryan did a great job. My dog needs some medications which he did fine with. He communicated regularly and asked questions when needed. Jessie was a happy girl with ryan

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Pam C.
Sitter Profile Image: Sierra W.
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Sierra W.
from
$70
per night
4.8 out of 5 stars
24 reviews
12 repeat clients
7 years of experience
lewes, DE, 19958

About: I absolutely love animals- both my own and other families pets! I moved to Lewes a few years ago from New Jersey and love being active outside and by the beach. My family and I adopted a dog a few years ago and she has brought so much joy to our family. I am very flexible with my daily schedule and around on most weekends and holidays. I am available mornings, afternoons and evenings as well as overnights. I am good with medications and open to any specific needs your pet might have. My cat and dog both have kidney disease, so I have great experience with both oral and injectable medications.

Sitter Profile Image: Marilyn & Mark W.
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Marilyn & Mark W.
from
$75
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
40 years of experience
Lewes, DE, 19958

Marilyn was so communicative, sent us daily updates and photos, and really cared for our dog Theo! We ran into some challenges during her stay which she handled expertly and with so much care. We would book her over and over and highly recommend her.

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Jalene G.
Sitter Profile Image: Charles S.
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Charles S.
from
$55
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
1 year of experience
Frankford, DE, 19945

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!

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Carly M.
Sitter Profile Image: Paula H.
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Paula H.
from
$65
per night
5.0 out of 5 stars
5 reviews
53 years of experience
Rehoboth Beach, DE, 19971

About: Retired, love animals and love to walk! I'm comfortable with any breed and have worked with K9's (professionally). Im comfortable administering meds also. Thank you! Im newly retired and have all the time in the world! Weekends, nights are fin as well. Give me a chance! I appreciate you looking! Fenced dog park and plenty of trails and flat lands to walk and roam. Clean and safe area. Your fur baby will be treated always, as my own.

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Oak Orchard pet parents share their Rover experiences

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5.0 out of 5 stars

Blair was awesome! Took excellent care of our boys, followed our crazy instructions and even sent pics and videos the entire time. I would highly recommend her, but we don't want her stolen from us! :)

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Bobby L.
House Sitting
5.0 out of 5 stars

Jacob was FANTASTIC! He was great with communicating and sending pictures. He was very respectful of our home and went above and beyond. We will definitely ask Jacob to stay with Marley the next time we leave town. He is highly recommended!!

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Elizabeth G.
House Sitting
5.0 out of 5 stars

Stacy went beyond my expectations. She communicated daily and sent pictures and videos. She wrote down Mia's daily routine. Stacy left my home perfect. I know Mia was very well cared for. I would highly recommend Tracy.

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Julie G.
House Sitting
5.0 out of 5 stars

My boys absolutely fell in love with Meghan. She played outdoors with them and provided plenty of love and cuddles. A very bright and welcoming personality for the boys!

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Darla M.
House Sitting
5.0 out of 5 stars

Carmen was wonderful with Abby. She sent pictures while we were away and kept in touch. Abby was comfortable with Carmen and all went well. Highly recommend Carmen, she stayed at our house over night and I felt at ease knowing everything was good.

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Suzanne R.
House Sitting
5.0 out of 5 stars

We use Neena over and over again! She’s fantastic! We were just gone for over two weeks, and she was super flexible with Harry, as we had some times when she needed to board him at her place and others to house sit at ours. She rolled with everything and made Harry the priority, always! I can’t say enough good things!

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Jonathan O.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 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. 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 Oak Orchard is $60

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 Oak Orchard 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 Oak Orchard on Rover as of Jun 2026 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.

If you’re searching for a Oak Orchard house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 232 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.