Dog Boarding Sherwood Forest

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Sherwood Forest, 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: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 210 reviews
91 repeat clients
8 years of experience
Annapolis, MD, 21401

“Everything was great! She took such a great care of my 3dogs including a puppy and daily pictures and video clip helped us a lot! I will bring my dogs to Shuling again!!”

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Akiko S.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 572 reviews
263 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle was awesome. She sent photos every day and answered any questions I had. Zoey was happy and healthy when I picked her up. It was Zoey's first three-night stay away from home and it went very well!”

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Debbie H.
Sitter Profile Image: Brittany K.
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Brittany K.
from
$40
per night
5.0 out of 5 stars
• 145 reviews
63 repeat clients
20 years of experience
Severna Park, MD, 21146

“Brittany did an outstanding job. She was very friendly, loving, and professional. She sent me pics everyday and responded to my texts messages. I would not hesitate to utilize her services again. My dog had a great time playing with other dogs under her care. Thank you Brittany for loving my dog”

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Jim S.
Sitter Profile Image: Kendall L.
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Kendall L.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
18 years of experience
Severna park, MD, 21146

“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”

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James T.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
38 repeat clients
14 years of experience
Annapolis, MD, 21409

“Candice took great care of my two dogs. She sent regular updates and photos 3 times a day. She invited them everywhere in her home so I knew they were part of the family. She had her own dog plus a couple of other regulars who all got along great and played well with each other. One of my dogs did not cooperate and had a few accidents. Candice could not have been nicer about it. I would definitely use Candice again.”

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Kirsten C.
Sitter Profile Image: Gurbata Michelle A.
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Gurbata Michelle A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 52 reviews
15 repeat clients
20 years of experience
Odenton, MD, 21113

“MeiMei’s stay with Michelle was above and beyond. Michelle was very on top of applying medication and made sure Meimei had tons of attention and snuggle. My picky eater seemed to enjoy eating during her stay. Would definitely book again with Michelle!”

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Coco M.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 7 reviews
16 years of experience
Annapolis, MD, 21401

“As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.”

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Amy S.
Sitter Profile Image: Sari S.
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Sari S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
30 years of experience
Millersville, MD, 21108

“Sari was amazing. My female Chow, Emma, is typically very shy around people. Sari was able to get her to warm up in no time. And both Horatio and Emma loved having their "TV" (watching the chickens and ducks!). They came home happy and even better groomed than when I dropped them off. Hoping that Sari will have the chows over again soon. They love their time at "camp."”

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Vann W.
Sitter Profile Image: Eli M.
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Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 74 reviews
33 repeat clients
15 years of experience
Bowie, MD, 20715

“Eli was awesome! My dog is somewhat shy but she took to Eli right away. Eli picked my furbaby up and once he was back to his home he sent a picture of my pooch and where she had her kennel setup. Skittles was able sit and stare out the windows, which she loves to do. I received plenty of pictures to put me at ease. Eli also had a camera setup so I could see my dog if I wanted!!! I’m super happy with Eli as he was on time for pickup and drop off and overall is a very nice person! I will definitely board my dog with Eli again!!!!”

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Kiki H.
Sitter Profile Image: Noor A.
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Noor A.
from
$35
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
20 years of experience
Millersville, MD, 21108

“Thank you so much for watching Luna. Noor and her family are great with dogs and provided plenty of updates while we were on vacation. Would definitely recommend.”

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Christopher S.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 40 reviews
10 repeat clients
20 years of experience
Pasadena, MD, 21122

“Becca did an awesome job watching Bodie while we were away. She was flexible, communicated well, and took great care of him. We really appreciated the updates and knowing he was in good hands. We’d definitely book with her again and highly recommend her to others.”

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Corey P.
Sitter Profile Image: Anthony N.
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Anthony N.
from
$37
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
3 years of experience
Odenton, MD, 21113

“Anthony did a fantastic job sitting for our pup! His communication was top-notch, and he kept us updated throughout the entire stay with photos and check-ins. Everything went super smoothly, and we couldn't be happier with the overall service. Highly recommend Anthony to anyone looking for a reliable and caring pet sitter!”

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Steve M.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
16 repeat clients
20 years of experience
Glen Burnie, MD, 21060

“I don't know if I can sing her praises loud enough, but I'll try :o) Marliez has been watching our sweet boy Racha, every Saturday for over the past 6 months. Our furball absolutely Loves her and her furbabies. She does so many fun things with him, not only several walks a day, but playing in the doggie fields, leash free and even doggie Pool parties, which Racha LOVED. She sends pictures all the time, which warms my heart. RECENTLY, Marliez watched our Racha while we were out of town. She kept him for a week and every day we would get pics. We could see our baby playing, and napping and eating, just loving life. (I was afraid he might not want to come home he was having such a good time ) Marliez is truly wonderful and a special person when it comes to our pets. I Highly Recommend Marliez, you will not find another person that will love your dog like its her own. We All Love her”

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Kathleen W.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
• 147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

“Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!”

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Lorabelle A.
Sitter Profile Image: Julianne A.
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Julianne A.
from
$45
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Crofton, MD, 21114

“So grateful for Julianna she watched my 10 week old puppy which I don’t know where to begin our puppy usually we just clean to my daughter but went to Julianna with ease she was very thorough and asked anything. If there was anything that we forgot that we could message her. She sent pictures and updates and text my daughter the whole time yes glad I found her it was a little different circumstances with a 10 week old puppy because he wasn’t fully vaccinated and could not be around any other dogs so she work out perfectly for us definitely will use again in the future”

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Robin J.
Sitter Profile Image: Alicia D.
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Alicia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 reviews
30 repeat clients
13 years of experience
Bowie, MD, 20716

“We were pleased that Alicia was able to accommodate us in very short notice. Our dog Eli, although rambunctious, really made himself at home in her home. We enjoyed our updates through pictures and videos throughout his stay. Thanks for everything!”

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Brandon F.
Sitter Profile Image: Brittany I.
Verified Background Check
Brittany I.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 34 reviews
7 repeat clients
15 years of experience
Gambrills, MD, 21054

“Brittany was absolutely phenomenal with our sweet ole lady Maple! She sent pictures and took such great care of her. She even accommodated us an extra night last minute due to our cruise getting back late. She is wonderful and I highly recommend her! Maple didn't want to leave! 🤣”

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Samantha H.
Sitter Profile Image: Sandra C.
Verified Enhanced Background Check
Sandra C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 209 reviews
45 repeat clients
10 years of experience
Bowie, MD, 20720

“Sandra was very nice and took excellent care of our two dogs. She worked really hard to take care of our Bernadedoodle who was away from home for the first time. We are so glad we chose Sandra for this!”

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Stephen G.
Sitter Profile Image: Tanya M.
Verified Enhanced Background Check
Tanya M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
7 years of experience
Glen Burnie, MD, 21061

“My pup had a great time. Tanya and her family did such a great job caring for Chewie and provided frequent updates. Wholeheartedly recommend!”

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Michael C.
Sitter Profile Image: William L.
Verified Enhanced Background Check
William L.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Stoney Beach, MD, 21226

“William was great. Kept the dogs active and took them to the dog park everyday. Also sent pictures everyday. I highly recommend this sitter!”

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Jayme B.
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Dog parents share their Rover experiences - Sherwood Forest

1 / 1
5.0 out of 5 stars

Shuling took excellent care of our dog while we were away! She kept us updated with daily pictures, which gave us peace of mind and reassurance that our dog was in great hands. We truly appreciate her care and attentiveness and will definitely be booking with her again!

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Kenya W.
Boarding
5.0 out of 5 stars

Ben took great care of Wally! He was very responsive and pay attention to Wally needs. Highly recommend Ben.

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Maggie M.
Boarding
5.0 out of 5 stars

Maureen was very good with Stella. She sent constant updates and pictures throughout the day and was very responsive. I definitely recommend!

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Liz E.
Boarding
5.0 out of 5 stars

As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.

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Amy S.
Boarding
5.0 out of 5 stars

Kaci took care of my dog when I went on vacation and it was great! She kept me updated on my dog the entire time and kept her very active. It was such a relief to know that my dog was being cared of by someone who clearly has a lot of love for animals and is trustworthy and responsible. We will definitely have our dog stay with Kaci in the future.

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Deborah L.
Boarding
5.0 out of 5 stars

I was nervous about leaving my new pup, Alfie, but from the moment I met her, I knew he was in wonderful hands. She was absolutely amazing and cared for him as if he were one of her own. She is such a sweet, genuine, and caring person, and you can truly see those qualities in the way she loves and cares for dogs. She genuinely loves them, and it shows! You can see how happy, pampered, and well cared for her own dog, Halo, is. Alfie and Halo became besties, and it honestly felt like Alfie went on a little vacation of his own! 🐾❤️ I couldn’t have asked for a better sitter and would absolutely trust her with Alfie again. Highly recommend!!!!

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Tina L.
Boarding
5.0 out of 5 stars

Dana is the best! My dog Shanie had a wonderful week with her. We got lots of great pictures throughout her stay. Dana has a perfect house with a large fenced in yard with shaded areas and is largely flat, so perfect for older dogs like Shanie. In addition to being a great dog sitter, the location of her home is SO convenient for those traveling to the MD and DE beaches... she's close to the bay bridge! Will definitely use Dana next time we travel!

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Jeff G.
Boarding
5.0 out of 5 stars

Kept us updated constantly and sent pictures daily of our dog. Great communication and takes terrific care of our puppy so we don't have to worry while we are away.

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Michael H.
Boarding
5.0 out of 5 stars

Anya is an incredible pet sitter! She took great care of my pup! She’s so warm responsible- she’s the best!

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Liz C.
Boarding
5.0 out of 5 stars

My dog Fritz has excellent care every time he stays with Luba and James. I trust them in every area.

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Nancy D.
Boarding
5.0 out of 5 stars

Carlie and her family are the best, they did an excellent job of looking after our Golden, giving him true home from home care. We would highly recommend.

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Anne Marie B.
Boarding
5.0 out of 5 stars

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Boarding
5.0 out of 5 stars

Elizabeth was a great host for our 3yr old German Short Hair/Greta. She gave us updates and photos which was perfect. Will definitely use her services again; when we are back in Anne Arundel/Annapolis area (we live in Indiana/Annapolis for a month). Alex and Kathy

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Alex L.
Boarding
5.0 out of 5 stars

Sandra was absolutely wonderful. She kept me updated with my pups by sending me daily pictures. My trip away was made that much more peaceful knowing my dogs were in a safe place. We definitely recommend her.

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Nina L.
Boarding
5.0 out of 5 stars

Upon drop-off (again), Chase & Chewie couldn’t run through Holly’s front door quick enough! 😆 Truly, home away from home. Hard to put into words our gratitude & comfort in knowing our pups are in such great loving hands. Thank you, Holly & family!

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Becky S.
Boarding
5.0 out of 5 stars

Erin is always terrific. She is easy to communicate with, she sends updates on Daisy and overall we completely trust her.

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Melissa P.
Boarding
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How to book dog boarding

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FAQs for Dog Boarding - Sherwood Forest

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 Sherwood Forest 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 Sherwood Forest.

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 Sherwood Forest 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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