Dog Boarding Woodstream

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Woodstream, 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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 574 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Amazing! Went home to visit family and it was super comforting to know my pup was in good hands. Michelle sent so many pictures it was great! She also took such great care of my pup! 10/10 recommend!”

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Maya G.
Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 216 reviews
93 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling is fantastic and I highly recommend her as a dog sitter! She responds immediately and sends a lot of great photos and videos during the stay. As a dog owner, I can see in the photo that my dog is very happy and comfortable with her. We are repeat customers and Shuling has watched our dog for several nights over different occasions with more booked in the future. When we arrive for drop off, he is always super excited to see her and follow her into the home. I never had to worry and know that my dog is taken care of. Thank you, Shuling!”

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Julianna C.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

“Wow, I can't say enough about how well Katelyn cared for and accommodated our dog Oscar. He was nervous at first but quickly adapted and thrived - thank you Soooo Much, 6 stars out of 5! Definitely a keeper!!”

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Craig S.
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: Sarah & Peter L.
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Sarah & Peter L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

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Natalie K.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“Our pets felt right at home with Janice and Stalio. They were so welcoming, helpful and accommodating with our boys. They kept us up to date daily with pictures and messages and even helped us out with making them their food because we miscounted the amount we sent. They provided amazing care and we look forward to rebooking with them in the future.”

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Corisa W.
Sitter Profile Image: Rich B.
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Rich B.
from
$40
per night
5.0 out of 5 stars
• 48 reviews
15 repeat clients
20 years of experience
Bayview Area, Baltimore, MD, 21224

“We received regular updates and photos, which made being away so much easier. It was clear our dog was getting plenty of attention, playtime, and affection. When we picked him up, he was happy, relaxed, and clearly well cared for. We’re so grateful for the kindness and care Rich showed, and we wouldn’t hesitate to book with them again. Highly recommend to anyone looking for a trustworthy and attentive dog sitter!”

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Jeremy H.
Sitter Profile Image: Tarina L.
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Tarina L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 60 reviews
22 repeat clients
30 years of experience
Edgewood, MD, 21040

“Finn had a great time staying with Tarina! She helped him up and down stairs and snuggled with him when he was scared of storms. She took such good care of him and I had peace of mind when I was away knowing he was in great hands. I am grateful we found her!”

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

“Becca was wonderful with Bandit. Her son Kash got along with Bandit and they seemed to have fun together. I would ask her to care for Bandit again in the future, and I’d recommend Becca to others.”

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Mady H.
Sitter Profile Image: Danielle S.
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Danielle S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 58 reviews
11 repeat clients
17 years of experience
Rosedale, MD, 21237

“Danielle sent daily photo updates and was very communicative throughout. Molly was sad when she said goodbye so I take that as a very good sign!”

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Jessica D.
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: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
12 years of experience
Severna Park, MD, 21146

“We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!”

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Erin M.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
16 years of experience
Annapolis, MD, 21401

“Iyonna was kind and accommodating. My pup seemed happy and well cared for. She was responsive and provided daily photos.”

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Pamela C.
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 and her family were AMAZING! Super patient and understanding with all of my doggies quirks and needs! Holly loved playing with her kids! We will be staying with them again. Thank you so much for taking such good care of my girl!”

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Bird C.
Sitter Profile Image: Meagan C.
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Meagan C.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 47 reviews
22 repeat clients
9 years of experience
Highlandtown, Baltimore, MD, 21224

“Meagan and Chris were amazing! They took such great care and shared pics daily. Yani had a great time and we would definitely have our next stay with them.”

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Tanya F.
Sitter Profile Image: Shaun H.
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Shaun H.
Star Sitter
from
$35
per night
4.8 out of 5 stars
• 23 reviews
9 repeat clients
14 years of experience
baltimore, MD, 21225

“My dog was well taken care of and Shaun really tried to understand my dog. My dog was allowed to be the dog he is. My dog has developed some social skills with the visit. Shaun really cared about my dog.”

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John M.
Sitter Profile Image: Molly E.
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Molly E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 41 reviews
19 repeat clients
20 years of experience
Rosedale, MD, 21237

“Molly was great with my Kash,This was his first time with her and she was amazing with him caring playful and loving. Will definitely use her again.Thanks again Molly .”

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Patricia M.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$44
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
20 years of experience
Warwick, MD, 21912

“We were looking for someone to care for our Luna who would treat her like one of their own and keep her safe while we were away on vacation, and we found that person in Brittany. Her love for animals of all kinds and sizes is obvious and we are so grateful to have found a place like Safe Hayven Fields. The property is a perfect getaway with a large fenced in yard for running and playing, and the pool for pups that like to swim. Brittany is such a great caretaker, sending us daily photos and updates, even going above and beyond to replace Luna's bed when another pup made a hole in hers! We will be back and look forward to having Luna spend more time on the farm 💜”

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Danie C.
Sitter Profile Image: Joyce P.
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Joyce P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 103 reviews
60 repeat clients
30 years of experience
Baltimore, MD, 21222

“Joyce was great! This was very easy to set up and she was easy to get in contact with. Sent photos and videos while I was away, and Zuko enjoyed his time with her and the other dogs. When I got him back he was very tired and just slept lol.”

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Jameel A.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
• 6 reviews
2 repeat clients
1 year of experience
Shady Side, MD, 20764

“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”

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Penny B.
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The median cost per night for dog boarding in Woodstream is $50

Dog parents share their Rover experiences - Woodstream

1 / 1
5.0 out of 5 stars

Jeren took great care of our guys. Zippy was recovering from an eye infection and she made sure he had his medicine and well taken care of.

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Gina B.
Boarding
5.0 out of 5 stars

Jeren was able to watch our new pup on short notice and did a great job. She sent daily pictures and descriptive updates. Our pup looked like she had a blast! Additionally, Jeren had no issues giving ear meds and was patient with our pup's shy nature. When we need a petsitter again, we'll be contacting Jeren first!

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Paul M.
Boarding
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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 - Woodstream

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woodstream average 12
repeat dog boarding clients

FAQs for Dog Boarding - Woodstream

Frequently asked questions about Rover

As of November 2026, there are 1,013 sitters on Rover offering Dog Boarding across Woodstream. 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.

95% of sitters in Woodstream 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 Woodstream 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 Woodstream.

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 Woodstream. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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 Woodstream 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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