Dog Boarding Sherwood Forest

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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

“We are very pleased with Shuling as she is very friendly and easy to work with. Our dog gets excited when we arrive at her house. Leia runs to her front door without even looking back to see where we are.”

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Lynn C.
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 took care of my dog, Sophie, while I was visiting my family in Boston for four days, and she was great! She sent me updates and pictures daily and gave me prompt responses when I asked her questions. Sophie had a great time with her new friends, Tanner and Rosie! I appreciate Michelle sleeping with Sophie and giving her a lot of love while I was out of town. I highly recommended her!!”

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

“Charlie had an awesome time! He got socialized with 3 other dogs and 3 kids in a huge fenced in backyard. I was worried he’d never want to come home. We got a few pics every day and Brittany was so kind and accommodating.”

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Alexis P.
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 was incredibly accommodating, kept us up to date with photos and spoiled our pup. I would highly recommend taking advantage of Candice’s services!”

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Joseph V.
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

“Michelle is a wonderful cat sitter! She took great care of Ollie and is highly communicative. Will definitely be reaching out to her again for future cat boarding.”

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Joseph A.
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: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 60 reviews
27 repeat clients
20 years of experience
Pasadena, MD, 21122

“I have left my boston terrier Piper with Jillian a few times, and she always sends me pictures and keeps me updated. And Piper always has a good time!:)”

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Demi G.
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

“Absolutely wonderful experience that Star had with Eli. Eli did an amazing job taking care of Star and we will return to him every time we are in need of a sitter for our dog. Thank you Eli!”

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Celine K.
Sitter Profile Image: Debra K.
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Debra K.
from
$45
per night
5.0 out of 5 stars
• 43 reviews
18 repeat clients
30 years of experience
Pasadena, MD, 21122

“Debra is an amazing host- she and her family treated our dog as their own, and went the extra mile to make sure he was comfortable and happy. They have a great yard for playing, and provided tons of care and attention. Our dog is older and has medical needs, but they provided lots of updates and I knew he was in good hands! Highly recommend.”

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Anna G.
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’s is so kind and accommodating! I have a senior dog with a heart condition and she was ready to do all the daily tasks for him. She is amazing !!!”

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Rebecca B.
Sitter Profile Image: ANGELA B.
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ANGELA B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
7 repeat clients
20 years of experience
Odenton, MD, 21113

“Angela was so kind and easy to work with! She really took our pup's specific needs into mind and helped her have a wonderful stay! Angela shared pictures and videos with us each day and gave us updates on how things were going. Thank you, Angela, for your attentiveness and kindness. We appreciate your kindness and the peace of mind your updates brought to us while we were on vacation. :)”

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Courtney G.
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

“Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter”

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Raymond L.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 68 reviews
16 repeat clients
20 years of experience
Crofton, MD, 21114

“Sakura stayed for 7 days while we were away and did great. She was clearly well cared for, and we loved receiving pictures and updates throughout the stay. She seemed happy and settled, which says a lot. We’d definitely book again.”

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Takako L.
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: Marta F.
Verified Enhanced Background Check
Marta F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
23 repeat clients
17 years of experience
bowie, MD, 20715

“Marta was so great!! Let me tell you, I am picky when it comes to finding a dog sitter and am willing to drive a bit far for a good one, and I think I’ve found one in Marta! Just from interacting with her a few times I can tell she is professional, experienced in caring for different types of dogs, and seems to be a big dog lover too! During the meet & greet, she had a list of questions about my dog Mochi and took down notes which shows she takes it seriously. And when the boarding day came, I had to push the drop off time by over an hour and she was very flexible about it. She sent several pictures during the day and Mochi looked like she was having a blast in all of them! She also has a huge fenced backyard where the pups can run and play, which is a big plus! Especially for a large golden-lab mix like mine with lots of energy. Will definitely board with Marta again! 😊”

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Carla C.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$35
per night
5.0 out of 5 stars
• 27 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Jake and Melissa were FABULOUS caring for our Max! We received regular updates, pictures and videos which really helped to know Max was enjoying himself and was is safe hands. He was part of their family! We are so grateful to have found Jake and Melissa on Rover - no more kennel for Max!”

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Gia D.
Sitter Profile Image: Shane & Brittany R.
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Shane & Brittany R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 70 reviews
30 repeat clients
20 years of experience
Hanover, MD, 21076

“My husband and I used Shane and Brittany’s boarding services for a long weekend and would definitely recommend to anyone else who needs a sitter for their fur baby. Price was very reasonable, especially compared to big boarding facilities in the area. I was a bit worried as my dogs can be a little rambunctious and unpredictable but all the dogs got along great and had a good time. Shane sent many pictures to keep us in the loop. He reassured us that he would keep a close eye on Enzo and Mac as they like to escape/get into trouble. Overall, very pleased and will use them in the future.”

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Zita D.
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 absolutely amazing to work with! She made sure that we were completely comfortable, to include Luke, right from the start! She kept us updated and I could tell that Luke was in great hands! We will absolutely be calling Sandra again! Thank you!! 😊”

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Halsey B.
Sitter Profile Image: Dana P.
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Dana P.
from
$75
per night
5.0 out of 5 stars
• 64 reviews
19 repeat clients
30 years of experience
Crofton, MD, 21114

“Dana took great care of Daisy and Otis. They seemed to enjoy their stay, and it was a great relief knowing they were being cared for while we were away.”

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Georgia F.
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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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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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