Dog Boarding Westerlee

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Westerlee, 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: 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.”

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Laura Q.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 47 reviews
19 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel and his wife did an exceptional job with my dog Bandit. I was so nervous, Bandit is 8.5 years old and had never been with anyone alone. He did phenomenal with him giving me updates and texts with photos. Made me feel at ease. I had just recently moved to the area and knew nobody had to be an away for a long weekend which required a need for Bandit to be in care. This was just what I was looking for. Very conveniently located also. Would recommend and plan to book again in the future.”

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Rebecca L.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 43 reviews
10 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan was great with our Inca. I appreciate the detail and care she provided through responsive communication. It’s great to know we have someone a available when we travel to the Delaware shore. Thank you Megan and family! 🩷👩‍🦰👨‍🦱👧🐾”

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Chanreth B.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 205 reviews
85 repeat clients
13 years of experience
Willards, MD, 21874

“Our dog was so happy staying with Jill, which made us happy. She provides a safe, fun, and loving environment where dogs can romp and socialize. She also kept us posted with comments, pictures, and videos. We now feel we have a place where we can feel comfortable leaving our dog, and heartily recommend Jill!”

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Betsy A.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
40 years of experience
Milton, DE, 19968

“Jessica was great. She responded very quickly on very short notice. Felt very good dropping Leif off and Leif looked great picking him up. I would use this boarder again in the future.”

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Patrick L.
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
6 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: 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

“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”

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Wendy R.
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: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
12 repeat clients
50 years of experience
Milton, DE, 19968

“Leaving our dog, Mazie with Sandee gives us total peace of mind. She is incredibly reliable and communicative, sending us multiple updates and photos daily. It is comforting to see how happy and relaxed Mazie is in her care. We always return to a happy, healthy dog and feel completely confident that everything is taken care of. We're very grateful that we have found her and highly recommend her to anyone who needs a trustworthy and experienced sitter.”

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Wendy N.
Sitter Profile Image: Johanna T.
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Johanna T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“Johanna was great with Wes! He has his puppy quirks and she was experienced and comfortable with him. She was very receptive to all of my questions and took the time to talk through my puppies quirks with me. We even set up a test sit be sure everyone was comfortable. Johanna sent photos and updates the whole time! Would recommend!!”

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Kim K.
Sitter Profile Image: Beth and Ron W.
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Beth and Ron W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 98 reviews
27 repeat clients
12 years of experience
Newark, MD, 21841

“This was our first time leaving our 15 week old Bernese. After meeting Beth and Ron, we felt very comfortable leaving home with them. He had a great time, he was well taken care of and Beth updated us the whole time. We couldn’t have chosen a better place to board our boy.”

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Frank B.
Sitter Profile Image: Lamar C.
Verified Enhanced Background Check
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

“So grateful that he was not only able to take care of my dog Ruby but also my bunny baskoota and the way she was hopping around her cage and eating her hay when I saw her showed that she was living her life. Ruby was so happy being with them and enjoyed her time there. Definitely going to rebook if we go back again to ocean city. Thank you so much!”

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Hanya H.
Sitter Profile Image: Michele F.
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Michele F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

“Camp Michelle as we now call Callie’s little vacation spot was just perfect. She is attentive to our dog’s little quirks - we have a needy Labrador Retriever. Our dog is not used to staying away from home. However she had a blast at Michelle’s. This was our first time working with Michelle and we will be back for sure. If you are looking for a real “dog person” then go to Michelle. She is AMAZING!”

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Donna C.
Sitter Profile Image: Carly M.
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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: Brenda S.
Verified Background Check
Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“Wonderful stay with Brenda and her family! She takes care of our Pup Finnegan and she loves her like her own!! Its a great relief to know your dog is having a vacation same time you are! Definitely would use her again and again!”

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Kelly G.
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

“It was a pleasure working with Kathy. She is responsive and attentive with communication. I can tell she genuinely loves dogs and enjoys getting to know their personalities. Her home is clean and well cared for, the neighborhood is residential and safe for dog walking just as described. Sadie is a most gracious host too. Thank you for taking such good care of my Hawk. Talk to you in November!!”

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Amy S.
Sitter Profile Image: John W.
Verified Enhanced Background Check
John W.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Berlin, MD, 21811

About: I currently have a cat and a golden retriever and would love to help you take care of your dog while you are in need. I work from home Monday through Friday so my schedule allows me to be very flexible for potty breaks and general playtime while I'm taking care of your best friend. We have over 3/4 of an acre of property and are also located in the heart of Berlin...So a walk or outside playtime is no problem.

Sitter Profile Image: Marvina S.
Verified Enhanced Background Check
Marvina S.
from
$65
per night
5.0 out of 5 stars
• 98 reviews
32 repeat clients
15 years of experience
Lewes, DE, 19958

“Marvina took fabulous care of my lab, Maizey. I was so nervous to leave her, but Marvina put all my fears to rest. Marvina is flexible, caring, and knowledgeable about animals! I wouldn’t hesitate to leave Maizey with her again.”

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Debbie V.
Sitter Profile Image: Jeremiah P.
Verified Enhanced Background Check
Jeremiah P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Bishopville, MD, 21813

“Our dog, who can be a wee bit nervous, had such a lovely time with Jeremiah and his family! They were so kind and communicative, and we’ll happily trust them to care for her again. She can’t wait to be back for snuggles with the kids!”

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Nikki A.
Sitter Profile Image: Sandra N.
Verified Enhanced Background Check
Sandra N.
from
$55
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Georgetown, DE, 19947

“Sandra took the time to meet with our dogs prior to boarding, sent several updates throughout their stay, and made me feel comfortable leaving them in her care. Most importantly, my dogs seemed to love her. I plan to come to Sandra for any future boarding needs!”

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Mackenzie G.
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The median cost per night for dog boarding in Westerlee is $50

Dog parents share their Rover experiences - Westerlee

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5.0 out of 5 stars

Daniela saved the day when I needed a last-minute sitter on a work trip! Winston LOVED staying with her. Daniela texted updates daily and was a great communicator. Winston was so happy hanging out with her dogs and family, I highly recommend Daniela!

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Mo B.
Boarding
5.0 out of 5 stars

Kate and her daughter were wonderful to our little Cricket. I was immediately put at ease when I dropped him off because they were so warm and caring. She has excellent communication and sent us lots of updates and pictures during his stay. She took great care of him and we picked up one happy doggie after our vacation. Thank you Kate!

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Lauren J.
Boarding
5.0 out of 5 stars

Christina was great with my pup. Very accommodating and all went smoothly. Highly recommend - thanks Christina!

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Jonathan V.
Boarding
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  • 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

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Popular requests for dog boarding - Westerlee

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Westerlee average 10
repeat dog boarding clients

FAQs for Dog Boarding - Westerlee

Frequently asked questions about Rover

As of November 2026, there are 161 sitters on Rover offering Dog Boarding across Westerlee. 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.

96% of sitters in Westerlee 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 Westerlee 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 Westerlee.

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 Westerlee. On Rover:

  • 91% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 96% 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 Westerlee 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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