Dog Boarding Woodenhawk Pines

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Woodenhawk Pines, 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: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 36 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
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: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
40 years of experience
Milton, DE, 19968

“Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)”

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Alondra S.
Sitter Profile Image: Amy A.
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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..”

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

“Daniela was amazing, sent us pictures and updates on our dogs during our entire trip! Will definitely reach out again on our next vacation. Thank you for everything you did, it was great knowing Jango and Rogue were well taken care of.”

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Maranda F.
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

“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.”

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Jamie R.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Milton, DE, 19968

About: I am a proud pup and kitty parent. I have been taking care of pets professionally sine 2005. I provide daily dog walking, doggie boarding and kitty pet sitting services in the Milton area. Fabulous references to attest to my quality care. Contact me for a free consult. I look forward to adding you to the Animal Lovers family! I accept dogs that are friendly to all dogs and humans. No aggressive behaviors. I also can only accept potty trained dogs. I can administer medications and only work outside the home part-time so can easily provide potty breaks and walks every 4 hours. My dog Benny is very friendly and loves doggie company! I am available for daily dog walking Monday thru Friday and petsitting 7 days per week. I am available for boarding as schedule permits as I only take 1 dog, dog family, at a time. I have a home in Milton with a 6 foot privacy fence. I have 1 pup, a Yorkie poo who is used to welcoming fun pup friends. I am never out of my home more than 4 hours when I have pup boarders. Your pup(s) is my priority and treated like a member of my family.

Sitter Profile Image: Teresa D.
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Teresa D.
from
$30
per night
5.0 out of 5 stars
• 100 reviews
36 repeat clients
Frederica, DE, 19946

“We always know that our dog is in good hands with her. She has watched our dog for at least one year now and our dog is always excited to stay at her house. We also love the picture mail!”

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William A.
Sitter Profile Image: Jessica B.
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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

“What a beautiful family! Jessica thank you for welcoming my girls into your home. You made an overnight stay stress-less! Thanks for all the pictures and updates! Take good care and we’ll see you again.”

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Stephanie S.
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 was wonderful with taking care of my Semper. She kept me up to date on how she was doing and sent me pictures. I highly recommend Samantha.”

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Gennie L.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“Karen and her husband Sean were wonderful with our Molly. She was immediately comfortable with Karen, and both were so gentle and loving with her. We’ll definitely use them again.”

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James J.
Sitter Profile Image: Breanna S.
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Breanna S.
from
$55
per night
20 years of experience
Hurlock, MD, 21643

About: Hi there! My names Breanna. I’m looking to meet some new doggos (and other animals) to take care of on my days off! I have lots of experience working with animals. I’ve worked as a part time vet assistant, kennel tech, animal hospital receptionist, and currently a full time Rad. tech at a local hospital in addition to being a fur mama to three dogs. I have dog sat for several families in the past and would love to get back into it now that life allows me the time to do so. I currently reside in a single family home with my Jack Russel mix, bloodhound, and a frenchie (I know it’s quite the mix! LOL). I only work 3 days a week and occasional weekends which leaves me with a lot of availability to take care of your pups. In addition to being on Rover I am also registered/work through the app Wag! as a dog walker. I’m flexible with pick up and drop off with reasonable notice. I’m open to taking on any special needs or desires you may have for your dogs care while they are under my watch. I have a huge heart for animals and will gladly take yours in as my own for a few days. I’ve loved the people this app has connected me to for the sake of my own dogs safety and security when I have to go away and I would love to provide the same service to others. Message me to set up a meet and greet to see if I’m the right fit for you and your pet :) I look forward to talking to you! I work “full time” but it’s really three twelve hour days a week which allows me several days off. Open availability on most weekends :) I have a fenced in yard in addition to a designated dog area of my house with a a doggie door that connects to its own fenced in portion of my yard.

Sitter Profile Image: Jen G.
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Jen G.
from
$50
per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
30 years of experience
Milton, DE, 19968

“My pup looked happy in all of the pics and videos. Jen kept me updated and was so nice to not worry about my pup. Was first time leaving her but Jen made it bearable.”

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Michelle P.
Sitter Profile Image: Gaffney S.
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Gaffney S.
from
$31
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
40 years of experience
Centreville, MD, 21617

About: I will love and care for your pet as if it were my very own Grand-puppy. Like my Charlie. Charlie is my daughters dog who reminded me that I loved dogs. I am looking forward to building my business in a career that I love so I can retire from my current job but still have work I look forward to doing. I will treat your pet as part of my family. I have a Grand-puppy named Charlie who came into my life and reminded me I loved dogs.

Sitter Profile Image: Samantha F.
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Samantha F.
from
$28
per night
1 repeat client
10 years of experience
Hartly, DE, 19953

About: I’ve had animals all my life. From dogs to cats to exotics. My pathway in school was for animal science which I have my certification from that class. I also have worked at a vet before so I would say I definitely have some experience! Right now I mostly work from home so I’m pretty flexible. Whether that be for boarding or potty breaks I can pretty much make anything work. I have a section of my yard fenced off so they can just go out and potty but also love to take them for walks in my neighborhood! If they get along with other dogs great! If not I can manage to keep everyone separate if boarding is preferred at my house.

Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
OXFORD, MD, 21654

“So great our dog was able to stay at Stephanie’s. She made our dog feel relaxed and right at home. She sent pictures and let us know things were well. Thank you!”

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Mary J.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$95
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe took great care of our dog, Zelda, who had an injured knee and had to take it easy. Chloe sent us a midday update (pup cup, stuffie & some liesure time outside - Z seemed happy as a clam) and was very responsive. We'd definitely trust Chloe to watch our girl again!”

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Lauren B.
Sitter Profile Image: Debra H.
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Debra H.
from
$90
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.”

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Biren J.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Ashlynne R.
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Ashlynne R.
from
$35
per night
15 years of experience
Dover, DE, 19904

About: Since I was a baby there has always been a pet in the house. I currently own a dog and a cat and my parents still have two cats and 3 dogs. I work full time as a teacher in MD, but have availability every weekend / holidays and I am available after 5:30 during the week! I currently have a dog and cat living with me and they are free to roam where they pleases and I monitor their food and water, take my dog out every few hours, play with lots of toys, go on lots of walks, and give them lots of cuddles.

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  • 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?

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  • 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

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FAQs for Dog Boarding - Woodenhawk Pines

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 Woodenhawk Pines 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 Woodenhawk Pines.

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.

You and your Woodenhawk Pines 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 MD 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.

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