Dog Boarding Trappe Landing

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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: 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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori was amazing! Plenty of communication while Jake was there! Multiple pictures and videos daily! Jake was well cared for and got plenty of exercise! Will definitely be booking Jake with Lori for all our future travel!”

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Juli Z.
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: Bianca M.
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Bianca M.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Owings, MD, 20736

“Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!”

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Romina A.
Sitter Profile Image: Haley W.
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Haley W.
from
$55
per night
5.0 out of 5 stars
• 45 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith is very prompt at responding to requests and questions. She provides photos and my dog runs right into Faith's house when we drop her off. I think Faith spoils our pup, which is great because our doggie is a senior :)”

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Meghann O.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“We are so grateful to have someone take such loving care of our dog. Liz sent us pictures and updates often. After arriving home Nola was calm and happy. We will definitely be asking Liz to watch Nola again :)”

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Haley G.
Sitter Profile Image: Tanya L.
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Tanya L.
from
$30
per night
4.9 out of 5 stars
• 57 reviews
29 repeat clients
5 years of experience
Cambridge, MD, 21613

“We were blessed to find Tanya on such short notice and on a holiday weekend. Our dog has a lot of energy and she did great with him. We will definitely be using her again in the future.”

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Lisa S.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”

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Chellie Pearl P.
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

“I have used Amy twice for General Grat and she has been great. Gra t Really enjoys his stays especially when he got to spend time with a baby goat. Highly recommend”

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Kim A.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby and her husband Kyle took incredible care of Bentley. I honestly wish our dogs could spend more time together. They had so much fun. I highly recommend Shelby and Kyle to anyone looking for a warm professional loving environment for their dog!”

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Tina J.
Sitter Profile Image: Kerri L.
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Kerri L.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
20 years of experience
Lusby, MD, 20657

“Kerry and her family took amazing care of my dog Briggs while I was out of town. I got loads of adorable pictures, and he was returned groomed and fluffy with a new bandana. I highly recommend them and will be reaching out again when I travel.”

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Angela K.
Sitter Profile Image: Sharon R.
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Sharon R.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
CHURCHTON, MD, 20733

“Sharon is an excellent communicator and very accommodating to my many changes (the weather wasn’t my friend). We had a great meet and greet. She sent sweet pics and took awesome care of my pup. Thank you!”

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Renee R.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$55
per night
5.0 out of 5 stars
• 79 reviews
18 repeat clients
10 years of experience
Grasonville, MD, 21638

“Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.”

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Charlene C.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
• 70 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine is wonderful. Her calm, warm demeanor was a great match for our 3.5 month old puppy, as well as reassuring us Stella was in good hands while we were away.”

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Christine & Bill H.
Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

“Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!”

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Heather C.
Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“Aleah is wonderful! She took great care of Kona during a week's stay. Lots of updates and pictures. Kona had a great time. We will definitely use Aleah again and highly recommend her.”

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Ramona W.
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: 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: Amanda D.
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Amanda D.
from
$80
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

“This was Vesper and Naraa’s first overnight stay away from us, and I couldn’t have asked for a better experience! It was obvious from the start that they were in caring, capable hands. She treated them like they were her own, sent thoughtful photo updates throughout their stay, and made sure they felt right at home, even letting them sleep in bed with her. She has a securely fenced yard and a friendly dog that ours got along with wonderfully. Before pickup, she even took them for a walk so they came home happy, tired, and ready for a nap. Knowing they were so well cared for gave us real peace of mind. We will definitely be booking with her again, and I wouldn’t hesitate to recommend her to anyone looking for someone who will truly treat their dogs like family.”

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Melissa E.
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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 - Trappe Landing

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Trappe Landing

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 Trappe Landing 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 Trappe 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.

You and your Trappe 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 , 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 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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