Dog Boarding Oak Orchard

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Oak Orchard, Find top rated dog boarding

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: Sylvia L.
Verified Background Check
Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“We were a bit apprehensive about leaving our 2-year-old Cavapoo, Ollie, with a sitter for the first time, but Sylvia put our minds at ease the moment we met her. She is incredibly caring and attentive. I loved receiving the photo updates showing Ollie happy and enjoying his stay—it meant I didn't have to worry about him at all! I can’t recommend Sylvia enough for anyone looking for a trustworthy pet sitter.”

Profile image
Cynthia S.
Sitter Profile Image: Kelly G.
Verified Enhanced Background Check
Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“Staying with Kelly and her family was perfect for Eva. She and Kelly’s dog, Charlie had a great time together. Just as I had hoped, she was totally wiped out from all the running and playing.”

Profile image
Chris P.
Sitter Profile Image: Jenna C.
Verified Background Check
Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“AIKO had a little separation anxiety and was quickly loved and preoccupied and went on with his stay .. there were numerous updates and quick response to any questions that I had concerning AIKO stay ! He made a new friend and met other dogs . I was please with the environment very welcoming and clean !! Relaxed environment as well I am beyond pleased and looking at future dates . Thanks again”

Profile image
SHONDA D.
Sitter Profile Image: Carlie A.
Verified Enhanced Background Check
Carlie A.
from
$60
per night
5.0 out of 5 stars
• 73 reviews
22 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Carlie was a pleasure to work with and was super communicative with me for our Goldens care...She was also flexible and understanding when an unexpected sickness arose (which was not related to her care in any way) Would recommend her and will use her again for sure!”

Profile image
John W.
Sitter Profile Image: Robert R.
Verified Enhanced Background Check
Robert R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 240 reviews
79 repeat clients
61 years of experience
Lewes, DE, 19958

“These guys are outstanding! Susan gave me so much confidence socializing my dog. Dogs of all sizes are there and Susan takes care of each one of them with kindness and love. She is an absolute expert. Would highly recommend Susan and Bob. We will be taking our dog back there for all our play dates and long trips.”

Profile image
Maureen H.
Sitter Profile Image: Lori S.
Verified Enhanced Background Check
Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 127 reviews
31 repeat clients
30 years of experience
Harbeson, DE, 19951

“Our dog was quickly very comfortable with Lori at her home. It was great to know that she was in a safe, happy environment while we were away.”

Profile image
Sarah B.
Sitter Profile Image: Debby N.
Verified Enhanced Background Check
Debby N.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
20 years of experience
Ocean View, DE, 19970

“Debbie (and Tim) were so welcoming to our Jackson during a family beach trip. We were in need of sitting and boarding for a week and were lucky to have found them. They were easy to communicate and coordinate with for drop-off and pick-up. We even got a great tip from them to visit a local preserve with walking trails for Jackson (and kayaking on the Bay for our kids). Most importantly, Jackson had a great time with both of them. He didn't even want to leave 😂! Thanks for making his stay so wonderful and look forward to coming back on a future trip!”

Profile image
Santosh V.
Sitter Profile Image: Jill T.
Verified Background Check
Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 202 reviews
85 repeat clients
13 years of experience
Willards, MD, 21874

“Jill T. is a wonderful sitter for our Pomeranian Lily. I never worry when Lily is with her! I would recommend her to any of my friends and family if they were in need of a dog sitter.”

Profile image
Nicole N.
Sitter Profile Image: Debra H.
Verified Background Check
Debra H.
from
$76
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

Profile image
Biren J.
Sitter Profile Image: Kate B.
Verified Background Check
Kate B.
from
$50
per night
4.9 out of 5 stars
• 105 reviews
35 repeat clients
35 years of experience
Delmar, MD, 21875

“Kate was great at communicating and keeping me updated about my kitty and my dog. She extended my their stay twice at my request. And her daughter's provided lots of love and attention.”

Profile image
Laura Q.
Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..”

Profile image
Kim A.
Sitter Profile Image: Kathy L.
Verified Background Check
Kathy L.
from
$75
per night
5.0 out of 5 stars
• 73 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

“Kathy was wonderful and accommodating to my Lily. I was so happy and felt at ease leaving Lily with Kathy. Sadie, Kathy’s pup, was a great fit with Lily. They got along with no problems at all. I would definitely recommend Kathy for pet sitting to everyone!”

Profile image
Ariana C.
Sitter Profile Image: Gabrielle P.
Verified Enhanced Background Check
Gabrielle P.
from
$70
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
5 years of experience
Lewes, DE, 19958

“Gabrielle was great! I had to book last-minute and she was able to take my reservation on short notice, and she was great with my dog. She took her on multiple walks over the stay and when I came to pick Bug up she was happy and well taken care of”

Profile image
Peyton M.
Sitter Profile Image: Morgan A.
Verified Background Check
Morgan A.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

“Morgan truly enjoyed my babies and took amazing care of them! I’d book her again any time!”

Profile image
Johanna D.
Sitter Profile Image: Yinali R.
Verified Enhanced Background Check
Yinali R.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
13 years of experience
Milford, DE, 19963

“Yinali was great and spoiled my pup with a lot of walks and love. She kept us updated regularly with pics and notes. We definitely recommend her and will use her again without hesitation.”

Profile image
Jamie R.
Sitter Profile Image: Beth and Ron W.
Verified Background Check
Beth and Ron W.
from
$60
per night
5.0 out of 5 stars
• 98 reviews
27 repeat clients
12 years of experience
Newark, MD, 21841

“Thanks Beth and Ron for the great job in taking care of Miley. It was great to get the updates on how she was doing and I’m sure she had a blast playing with Daisy. We would highly recommend you to anyone!”

Profile image
Tom C.
Sitter Profile Image: Liane A.
Verified Background Check
Liane A.
from
$125
per night
5.0 out of 5 stars
• 37 reviews
8 repeat clients
22 years of experience
Rehoboth beach, DE, 19971

“Liane was exceptional! She took great care of Bentley! She was extremely responsive and checked in with me every day - I knew Bentley was in great hands! Bentley has several medicines that he has to take and she handled it with no issue. I would definitely book with Liane again!”

Profile image
Mary C.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
from
$50
per night
20 years of experience
Cape May, NJ, 08204

About: Animals have been part of my life for as long as I can remember. I've never been without a pet, so caring for them is second nature. For many years I also volunteered as a foster, which taught me how to help nervous, shy, or recovering animals settle in and feel safe. Professionally, I'm a Registered Nurse. That means I'm comfortable giving oral medications, sticking to precise feeding and medication schedules, and noticing subtle changes in behavior, appetite, or energy that could signal a problem. Senior pets, special-needs pets, and animals recovering from surgery are in especially good hands with me. You'll get detailed updates and photos, and I'll follow your routine exactly as you'd do it yourself. My goal is simple: your pet stays calm and comfortable, and you get real peace of mind. I run my own care consulting business, so I have flexibility in my day and can plan visits around your pet's routine rather than squeezing them in. I keep a structured, organized schedule — a habit from nursing — so feedings, walks, and medications happen on time, every time. I'll confirm availability before each booking so I can give your pet my full attention. Your pet's safety is my top priority. My home has a fully fenced-in yard, so dogs can play, explore, and take potty breaks securely without ever being off-leash in an open area. I share my home with Murphy, my well-trained Goldendoodle. He's gentle and submissive, which makes him an easygoing companion for visiting dogs, including shy or nervous ones. He also has his own crate, so I can give each pet individual time and attention and keep things calm when a guest needs space.

Sitter Profile Image: Jarren C.
Verified Enhanced Background Check
Jarren C.
from
$40
per night
15 years of experience
Frankford, DE, 19945

About: Ive been taking care of little to small pups ever since a little girl. Our family has had breeds anywhere from chihuahuas to lab to boxer. Im looking forward to meeting new pups, as well as giving them the exercise and cuddles they need or desire. If you have any specific questions or concerns, please feel free to reach out anytime! I love puppies, so anytime is puppy time. But, I'm currently available only early mornings, mid day and evenings. I do have a child at home so that will have to be taken into consideration. I work a 8-4 schedule, but I am free to leave if I absolutely need to. I can definitely do grooming. Your pet will be fed based on owners normal schedule. Dogs can be let out ever 2-6 hours depending on availability. Any rule you apply for your pet to adhere to, I will delegate that.

Sitter Profile Image: Alivia S.
Verified Enhanced Background Check
Alivia S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

1 / 1
View more

Dog parents share their Rover experiences - Oak Orchard

1 / 1
5.0 out of 5 stars

Neena and her husband were great. Chooch walked right in with them like she’d known them her whole life, and Neena updated me after she settled in. She did great with their pets but had a reaction to another client’s dog. Neena handled the situation quickly, safely, and with understanding and kindness. Would absolutely recommend for the right dog.

Profile image
Jade B.
Boarding
5.0 out of 5 stars

Although it was a short stay, Neena communicated often and cared attentively for Cordy. She sent pictures and made sure Cordy was happy. Cordy enjoyed playing with a puppy that came to puppy daycare. Great visit!

Profile image
Mari S.
Boarding
5.0 out of 5 stars

I can always tell when Lucy is taking well care of by her demeanor when I pick her up and after. She came home happy and content thank you so much.

Profile image
John C.
Boarding
5.0 out of 5 stars

Cory was friendly and knew a lot about puppies. We were very comfortable leaving our six month old Finnegan with him. He has a big yard and a fenced in deck. I would bring Finnegan the next time I’m in the area.

Profile image
Lori G.
Boarding
1 / 1
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.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  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.

Popular requests for dog boarding - Oak Orchard

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Oak Orchard

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Oak Orchard home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Oak Orchard.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Oak Orchard sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge