House Sitting Oak Orchard

Find a loving house sitter to watch over your pets and your home.

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Over 5
pet parents in Oak Orchard have booked house sitting

Oak Orchard, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
17 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: Kailee D.
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Kailee D.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
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: Jasmine H.
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Jasmine H.
from
$60
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Millsboro, DE, 19966

She was amazing with our Annabel!

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Rachael I.
Sitter Profile Image: john o.
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john o.
from
$80
per night
5.0 out of 5 stars
10 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: paige d.
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paige d.
from
$35
per night
5.0 out of 5 stars
7 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: Aubrey J.
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Aubrey J.
from
$80
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
5 years of experience
Georgetown, DE, 19947

Aubrey did a wonderful job looking after our home and five animals. We came home to a spotless house and happy cats and dogs! She was an excellent communicator and provided nice updates and pictures. We look forward to hiring her again!

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Brittany K.
Sitter Profile Image: Jessica L.
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Jessica L.
from
$32
per night
10 years of experience
Millsboro, DE, 19966

About: I've been caring for dogs for over 10 years and currently have three dogs of my own. I understand that every pet has a unique personality and routine, and I treat every dog as if they were part of my family. I provide a safe, loving, and dependable environment with plenty of attention, exercise, and affection. My goal is to make both pets and owners feel comfortable and at ease. I currently work rotating shifts, but I will work with you the best I can. I also dont mind last minute scheduling if needed . At this time, I'm not sure I would do pet sitting in my own home. I am willing to do whatever is needed for your pet in your home.

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 was so amazing we are booking her for a trip in November. She sent photos of Cashew every day…one with Cashew asleep on her lap. HIGHLY HIGHLY recommend!!!

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Terry R.
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: 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: Meghan T.
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Meghan T.
from
$70
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
15 years of experience
Millsboro, DE, 19966

HIGHLY, HIGHLY recommend Meghan. She was so good with my dog, sent lots of pics and videos. Lots of communication and worked so well with my boy.

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Kelsey A.
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
220 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline was a life saver! She came and stayed with my lab when another rover sitter quit mid stay during a holiday weekend! Poppy and I are so thankful for her and he was very well cared for during her stay at my home.

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Zamoni T.
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: 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 was on time and Archie was in good spirits when we got home. Ryan had cleaned up after his dinner in the kitchen. We would recommend Ryan and your service.

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Lynn M.
Sitter Profile Image: John B.
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John B.
from
$50
per night
20 years of experience
Rehoboth Beach, DE, 19971

About: Ive had dogs in my family ever since I was a kid. I have a 10 year old pit mix, a 13 year old husky, and a 1 year old husky, so I know how to care for multiple dogs at once and dogs of all ages, including puppies. I will care for your dog the way you would. I will take them on as many walks as youd like, and treat them as if they were my own. I get along very well with all dogs and I have plenty of experience. I dont trust my dog with just anybody, so I know how important it is to build that trust with your dog and to not change their comfortability and routine. I work from home, so I am free for as many walks or as much play time as needed! I am available all day every day, and your dogs will be my first priority. I can go on as many walks as needed, depending on the age and activity level of your dog. I have experience crate training my own dog if you need me to do that. I will care for your dog the same way as if youve never left.

Sitter Profile Image: Nicola S.
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Nicola S.
from
$70
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
4 years of experience
LEWES, DE, 19958

Great job in short notice! Lovely person. Flexible. Thank you

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

Gina is reliable, kind, thoughtful and caring. I love knowing she is with my pups, trusting they will be cared for like I would care for them. She often sends ck ins and pics of the pups to keep us updated on everything. Highly, highly, recommend Gina!!!

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Erin A.
Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$38
per night
5.0 out of 5 stars
17 reviews
1 repeat client
10 years of experience
Lewes, DE, 19958

"We had the pleasure of having Carolyn as our pet sitter, and she was absolutely outstanding! From the moment she arrived, our pets, including our usually shy one, were drawn to her warmth and affection. They quickly became comfortable and were even snuggling with her in no time. Carolyn was incredibly attentive, taking them on several enjoyable walks each day, which they absolutely loved. Additionally, she went above and beyond by keeping our home spotlessly clean, leaving it in pristine condition upon our return. We highly recommend Carolyn to anyone in need of a reliable, caring, and exceptional pet sitter. She truly cares for your pets as if they were her own

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Kara C.
Sitter Profile Image: Megan W.
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Megan W.
from
$70
per night
5.0 out of 5 stars
4 reviews
21 years of experience
Lewes, DE, 19958

About: With 21 years of hands on experience caring for dogs and cats, I provide reliable, compassionate care tailored to each pet's unique needs. I began working with animals at 16 in a professional dog grooming salon, where I learned safe handling techniques, pet behavior, and how to help animals feel calm and comfortable. I've worked in multiple kennel environments and have experience with pets of all breeds, sizes, ages, and temperaments. From energetic puppies to shy cats and senior pets. I treat every pet like family, keeping them safe, comfortable, and loved while maintaining their normal routines. You can count on me to provide attentive, trustworthy care and peace of mind while you're away. I'm home most of the day, so your dog will rarely be left alone for more than 2–3 hours. My flexible schedule allows me to provide consistent attention, care, and companionship throughout the day. I provide attentive, reliable care in both my home and yours, always focusing on your pet's comfort, safety, and routine. Whether boarding or providing drop in visits, I maintain regular feedings, potty breaks, playtime, fresh water, and plenty of affection. I closely monitor each pet's well being, follow all care instructions, and provide updates for your peace of mind. My home is clean, pet friendly, and stocked with most essentials. Just bring your pup, their food, leash, and collar, and I'll take care of the rest!

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The median cost per night for house sitting in Oak Orchard is $60

Pet parents share their Rover experiences - Oak Orchard

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5.0 out of 5 stars

Jacob did a wonderful job caring for Oatmeal while staying overnight in our home. Jacob arrived on time and stayed beyond the required time. Photos and update text messages were provided. I will definitely keep Jacob as our primary dog caregiver whenever the need arises.

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Mark C.
House Sitting
5.0 out of 5 stars

Meghan is fantastic! She took exceptionally good care of our senior pup for over a week. We came home to a very happy and healthy pup (and also a clean house!). Couldn’t ask for better communication, including daily photos, or a more responsible pet sitter. Highly recommend Meghan!

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Alison T.
House Sitting
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

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

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
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Find pet care near you

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Oak Orchard average 4
repeat house sitting clients

FAQs for House Sitting - Oak Orchard

Frequently asked questions about Rover

The average cost for House Sitting in Oak Orchard on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 298 sitters on Rover offering House Sitting across Oak Orchard. 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 Oak Orchard 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 Oak Orchard 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 Oak Orchard 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Oak Orchard. On Rover:

  • 93% of sitters can help with special care needs
  • 97% 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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