Dog Boarding Wings Landing

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Over 12
pet parents in Wings Landing have booked dog boarding

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Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 85 reviews
36 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay was amazing! She sent photos everyday, loved io Pepper while my daughter and I were away, and was always quick to respond if I had a question. Her home was lovely and Pepper enjoyed Lindsay’s backyard and her sweet dog, Coco!”

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Katy M.
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: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 27 reviews
10 repeat clients
15 years of experience
Centreville, MD, 21617

“Jeren did an amazing job with my dog! She was even flexible with my pick up time when my flight got delayed. Would definitely recommend if your dog likes other dogs and is very shy like mine”

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Merci Y.
Sitter Profile Image: Haley D.
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Haley D.
from
$80
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Fairmount-Spring Garden, Easton, MD, 21601

“Haley was amazing with my little Yorkie! She sent me lots of pictures the whole time I was gone. I was so comfortable leaving my dog with her!! Will definitely use her again in the future!”

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Sam S.
Sitter Profile Image: Brooke J.
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Brooke J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 74 reviews
31 repeat clients
15 years of experience
Felton, DE, 19943

“Brooke was fantastic! She took both my dogs over the Christmas holiday. Super sweet and caring. Gave text updates with pictures and was flexible with pickup/dropoff. Would definitely recommend her!”

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Chris M.
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: Mary L.
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Mary L.
from
$59
per night
4.9 out of 5 stars
• 36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

“They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.”

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Stephen A.
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

“Maggie was in excellent hands with Jodi. I received daily updates and pics. Communication with Jodi was clear and immediate. She was also very friendly and personable. I would definitely utilize Jodi's services again in the future.”

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Soul D.
Sitter Profile Image: Allison M.
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Allison M.
from
$60
per night
5 years of experience
Easton, MD, 21601

About: Who I Am: Nice to meet you! I’m a reliable and hardworking student who has a passion for taking care of pets. I can assure you that I’ll treat you’re animals just like they were mine! I’m currently trying to expand my client base and find more families I can help with their animals! I have been doing this for about two years now and am excited to get started here. Service Abilities: I am available in dog walking, pet feeding, training, long term care, and occasional overnight boarding. I’m open to any other needed service, just let me know what exactly you’re looking for. Please get in touch on the app if you think this would be a good fit and thank you for taking the time to consider me. Im available for boarding on weekends, and available on weekdays after 2pm!! So I have plenty of time to entertain and play with pets 😁 I can assure you that I’ll treat you’re animals just like they were mine! I will provide you with the assurance that you need 😄

Sitter Profile Image: Carmel S.
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Carmel S.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
5 years of experience
Grasonville, MD, 21638

“Carmel is great. Would highly recommend. I received pictures and updates as well as I know my dog felt at home which is a great way to be while I was away.”

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Brendan J.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
12 years of experience
Harrington, DE, 19952

“Alyssa is the absolute best. She treated our pup like her own! She has an amazing backyard that is the perfect place for your dog to run around! We can’t recommend her enough!!! She sent us photos the whole time ❤️”

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Jordan H.
Sitter Profile Image: Danielle S.
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Danielle S.
from
$28
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
15 years of experience
Magnolia, DE, 19962

About: I have taken care of a variety of dogs, I walk them, feed them and bath them if needed. I have taken care of dogs from puppies to senior care and providing medicine. I currently work full time with a variety on my schedule and very flexible, I love spending time with companions. Im passionate about giving the animals undivided attention. In my home I have a chain and an electric fence so my dog is provided the whole yard. I also have a crate if needed. I prefer to do in clients home to reduce the stress on the animal.

Sitter Profile Image: Kara K.
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Kara K.
from
$50
per night
5.0 out of 5 stars
• 42 reviews
9 repeat clients
9 years of experience
Dover, DE, 19904

“Kara and her husband was great with Iceland, she sent photos and he looked like he had a great time!! Icelands pretty energetic so it was nice to see someone else could handle him lol. 10/10”

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Jacklynne G.
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: Elyse C.
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Elyse C.
from
$45
per night
4 years of experience
LINCOLN, DE, 19960

About: Mature, responsible, caring female who has a dog, has taken lessons in caring for, interacting with and directing dog behavior and activities. Your dog will be a welcome guest in our home. As a retired yet very active, responsible female I am able to be meet the needs of dogs and to offer dog care on a flexible basis. I have a large, unfenced yard including a run line, well suited to walking dogs. For owners whose dogs are trained to walk on a leash and who desire more extensive exercise for their pet, I also offer longer walks through our quiet neighborhood.

Sitter Profile Image: Marley W.
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Marley W.
from
$50
per night
5 years of experience
Grasonville, MD, 21638

About: I’ve taken care of my own dogs since I was 8. I had a medium sized low energy dog and now I have a high energy bigger dog so I have a good range of care. I’ve always been the one neighbors have reached out to to take care of their dogs Currently I am unemployed so I am pretty openly available! It really just depends on your dogs needs and how I can best provide for them! I am really good with handling dogs and getting them to listen. I’m super athletic so I’ll love taking your dogs on walks and playing! Super openly available for all there needs.

Sitter Profile Image: Brianne S.
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Brianne S.
from
$56
per night
4.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

“She Treats my dog exceptionally, can’t wait to use your service again for roux. It was great knowing she was being treated like family.”

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austin j.
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The median cost per night for dog boarding in Wings Landing is $50

Dog parents share their Rover experiences - Wings Landing

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5.0 out of 5 stars

We can’t say enough good things about the care, attention, and FUN our doodle was treated to during his recent stay with William and Natalie! We appreciated William and Natalie’s sincere interest in our suggested best practices for Dewey’s care!! Daily photos found our boy liv’in his best life… leisurely sniff’in around during his walks, running like the wind fetching balls and…happily snuggled on the couch with paws flung over the legs of new best buds! Honestly, a pup’s stay at William and Natalie’s is like a visit to Disney for kids!

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Jayne B.
Boarding
5.0 out of 5 stars

William was amazing. He updated me continuously as I drove across country, moving my family back home. It was clear Mitzi was in a safe, caring, and loving environment. Mitzi is an older dog, and needed multiple bio breaks throughout the day. In addition, she got very homesick, and William got her through all of it. I definitely recommend William for your dog sitting needs. Mitzi and I really appreciated his TLC approach and would request him again (if he’d take us!).

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Ellen H.
Boarding
5.0 out of 5 stars

Will was so great to our gal! He has a great property that is great for dogs who like to run around and kept us updated the whole time with pictures, what they did, and how our dog was doing. He was also very responsive and considerate of our dog’s needs. This was our first time using Rover and we were so impressed with how smooth the process was and how well they took care of our dog. Would highly highly recommend.

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Nicolas B.
Boarding
1 / 1
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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 - Wings Landing

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wings Landing average 9
repeat dog boarding clients

FAQs for Dog Boarding - Wings Landing

Frequently asked questions about Rover

The average cost of Dog Boarding in Wings Landing is $56 per night as of November 2026. Most bookings cost between $55 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 170 sitters on Rover offering Dog Boarding across Wings Landing. 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.

94% of sitters in Wings Landing 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 Wings Landing 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 Wings Landing.

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 Wings Landing. On Rover:

  • 90% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 94% 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 Wings Landing 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.

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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