Dog Boarding Woodcrest Estates

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Woodcrest Estates, 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.

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Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
15 years of experience
Millsboro, DE, 19966

“Kelly is awesome! We went to Ocean City to spend some time at the beach and Kelly is just off the main route coming from Northern Virginia. She took great care of our dog for three nights and sent us pictures at the end of each day, totally unexpected. Besides being great with animals she is just a great person. If you are in here area I would recommend giving her your business!!”

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Jeremiah A.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 29 reviews
7 repeat clients
6 years of experience
Georgetown, DE, 19947

“I cant say enough good things about the care, love and attention they bestowed upon our Mia. She was happy, and most definitely spoiled. Previously when we leave her she doesn't eat for days. Paige and Cameron made her feel comfortable and safe, she eat every day. We received consistent updates. Highly recommend and we are re-booking again.”

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Sherry S.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 39 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacey was amazing with my fur babies, even my 55lbs of crazy lol. They both came home happy and calmer than I even expected, she needs to tell me her secret to calm my crazy girl lol. I will only be using Lacey for my fur babies care in the future!!”

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Jennifer A.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 140 reviews
39 repeat clients
10 years of experience
Delmar, MD, 21875

“This was our first trip away without Rocky. Daniela sent me pictures throughout the night and kept me updated on how he was doing. Rocky had a blast with her dogs! Definitely would recommend Daniela, they make your dog feel like one of their own. Thank you again!”

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Tara M.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$60
per night
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha R. took amazing care of my new adopted dog Frankie this last weekend!! He came home looking so relaxed and happy which really put my mind at ease since he is still so new to me. Samantha sent pictures of him having fun with her dogs which helped me stay relaxed while I was away. I will definitely use her again and recommend her highly!!”

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Donna C.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 227 reviews
62 repeat clients
10 years of experience
Ocean View, DE, 19970

“Jenna took great care of my furry friend! Jenna was easy to work with and provided updates throughout my pup’s stay! I will definitely use her again!”

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Rose Z.
Sitter Profile Image: Kelly W.
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Kelly W.
from
$60
per night
5.0 out of 5 stars
• 118 reviews
37 repeat clients
10 years of experience
Lewes, DE, 19958

“Kelly is great and Molly enjoyed her time with her and her dogs. She sent pictures regularly and Molly was very happy when we picked her up.”

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James J.
Sitter Profile Image: Morgan A.
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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!”

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Johanna D.
Sitter Profile Image: William & Susan B.
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William & Susan B.
from
$55
per night
53 years of experience
Lewes, DE, 19958

About: We are a retired couple who have had dogs our whole lives and are excited to care for other furry friends. We have had 5 loved and well cared dogs in our lives. We lost our beloved Latte a few months ago and want to care for others furry friends We walk over two miles a day and would love to have a companion walk with us. We are home often and give give your dog lots of love, care, and exercise it needs! Each day we make sure every dog has a constant routine that makes them feel safe, happy and well fed. We will closely monitor your dog while they're staying with us.

Sitter Profile Image: Michele F.
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Michele F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

“Michele who was recommended by a neighbor, was absolutely amazing and I had no worries at all leaving my two pups in her care. Her home was filled with toys, doggie beds and plenty of room to roam and play. I could enjoy my daughters beautiful wedding and not worry about them, which was priceless. I will definitely being using Michele's services again! Highly recommend!”

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Michy M.
Sitter Profile Image: Robert R.
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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

“We could not be happier than we are with the service, communication, care and love Sophie received from both Susan and Bob. We had a last minute emergency and they accommodated us so quickly and made us feel so comfortable leaving our baby. You can tell immediately how much they both absolutely adore all the pups. They treat them as their own and are very flexible to accommodate your pet’s specific wants and needs. When we picked Sophie up, Susan even had a water container for the car ready for us knowing it was a long drive. We will be back! Thank you!!!”

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Lori S.
Sitter Profile Image: Yinali R.
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Yinali R.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
13 years of experience
Milford, DE, 19963

“10/10 recommend booking Yinali to care for your dog! She was such a joy to work with, from our initial communication on Rover, to the meet-and-greet, to all the thoughtful updates while our dog was staying with her and her husband. Our dog has special needs and uses a wheelchair, which can understandably make some sitters hesitant (and makes it hard for us to find him trustworthy care), but Yinali was incredibly accommodating and attentive to his needs. I knew right away that he was in great hands, which gave us so much peace of mind while we were away. We would 100% book with Yinali again!”

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Allison A.
Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
Millville, DE, 19967

“Collen was great. Wiyot is was so relaxed when I picked him up and he us usually a hyper type doodle. I would not hesitate to have Wiyot stay again. Thank you so much for a worry free visit.”

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Philip B.
Sitter Profile Image: Cori B.
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Cori B.
from
$80
per night
4.9 out of 5 stars
• 75 reviews
17 repeat clients
25 years of experience
Lewes, DE, 19958

“Wonderful stay with Cori! We were so happy to meet Cori and our pup looked content and happy. We were able to enjoy our vacation because we know our Ty is safe and well taken care of. The pictures are great. Thank you Cori!”

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Hazel D.
Sitter Profile Image: Lamar C.
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Lamar C.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
9 years of experience
Newark, MD, 21841

“Lamar and his family are absolutely amazing! We found out at the last minute that our Airbnb didn’t allow pets, and I was devastated trying to find someone I could trust to care for my little guy. From the moment we met Lamar, he made us feel so welcome and immediately put my mind at ease. Throughout Gus’s stay, he sent us photos and updates, which meant so much and reassured us that he was happy, safe, and well cared for. It’s clear that Lamar is incredibly knowledgeable, compassionate, and genuinely loves animals. I am so grateful we found him, especially on such short notice. I highly recommend Lamar to anyone looking for exceptional pet-sitting services. We will absolutely choose him again whenever we’re back in Ocean City. I only wish he lived closer to us!”

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Erisse T.
Sitter Profile Image: Jodi G.
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Jodi G.
from
$35
per night
4.8 out of 5 stars
• 20 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

“Jodi’s property is beautiful and in a very convenient location. She went above and beyond caring for our pup, sending us pictures multiple times each day and keeping us updated throughout the stay. She’s a wonderful communicator and clearly loves what she does. We felt completely comfortable knowing our pup was in such great hands. We’ll definitely be back!”

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Victoria I.
Sitter Profile Image: Lucia D.
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Lucia D.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Carly M.
Verified Enhanced Background Check
Carly M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Berlin, MD, 21811

About: I cat and dog sit for my family members regularly. I have cared for dogs of all sizes and breeds. I’ve been riding horses since I was 10 and started working on the farm when I was 12. I am available wherever, whenever. Whenever you need me there, I’ll be there. I will figure out a way for your animal to have top tier care. I would care for my clients home just as I would care for mine. I would never want anyone to disrespect my home therefore I would never disrespect anyone else’s.

Sitter Profile Image: Gabrielle P.
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Gabrielle P.
from
$70
per night
5.0 out of 5 stars
• 6 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”

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Peyton M.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“Jess and her entire family were amazing! We had a great experience boarding our cocker spaniel with them. They treated our puppy like one of their own. He had a great time with the kids. Jess was communicative and accommodating and we truly appreciated them taking care of Orion.”

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Mia E.
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The median cost per night for dog boarding in Woodcrest Estates is $50

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 - Woodcrest Estates

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woodcrest Estates average 11
repeat dog boarding clients

FAQs for Dog Boarding - Woodcrest Estates

Frequently asked questions about Rover

As of November 2026, there are 186 sitters on Rover offering Dog Boarding across Woodcrest Estates. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Woodcrest Estates can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Woodcrest Estates home-away-from-home, we recommend 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 Woodcrest Estates.

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

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

  • 92% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 95% 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.

You and your Woodcrest Estates 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 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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