Dog Boarding Woods Landing

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Over 11
pet parents in Woods Landing have booked dog boarding

Woods Landing, 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
• 576 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michele is now our go-to caretaker for Lucy. She’s so good with Lucy, providing lots of love and playtime, and followed special instructions regarding her eating schedule. I appreciate that she’s a great communicator and sent photos each day:). Will be calling on her again soon!”

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Mollie M.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 85 reviews
35 repeat clients
15 years of experience
Severna Park, MD, 21146

“Carlie took such wonderful care of our 11 year old Golden. She and her children spoiled him with all kinds of love and attention. I felt very comfortable leaving him while we were on a week long vacation.”

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Carolyn R.
Sitter Profile Image: Hester D.
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Hester D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

“Hester treated our dog Charlie like family. She kept us in the loop with pictures and texts daily. We will definitely seek her out again for our next getaway.”

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Arielle B.
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
• 9 reviews
3 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: Katie F.
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Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 124 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie was amazing!! She sent us tons of pictures of the pups while we were away, always keeping us informed. You can really tell she loves puppies. Thanks Katie”

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

“Kendall was great with my puppy! She wore my dog out with lots of playtime and care and was very communicative. I'll absolutely book with Kendall again!”

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Ashley T.
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

“They took great care of our dog! I appreciated the updates, and he enjoyed playing with their dogs during the week. Thanks for taking great care of our Max!”

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Ashley H.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$50
per night
5.0 out of 5 stars
• 282 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

“This was my first time using Luba and James. They made me feel very comfortable leaving my dog in their hands. They send messages pictures and updates every day. They are great!!!!!”

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Jermaine C.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 71 reviews
18 repeat clients
41 years of experience
Annapolis, MD, 21403

“Wonderful Rover Couple that combine a safe haven with a genuine love for pets and probably all animals. It was our first time using their services and understand all their 5-star ratings! Thanks for taking such wonderful care of Hutch and sending us great pictures all along!”

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Wayne J.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
19 repeat clients
20 years of experience
Glen Burnie, MD, 21060

“Leia was living her best life like she was at a pet resort. Marliez treated Leia like her own with great care and attention, making her feel right at home. I received regular updates and photos, which gave me complete peace of mind! I’d definitely rebook with Marliez. Leia has 3 new friends and thinks she’s the boss of cats now!!”

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Yalena L.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 76 reviews
28 repeat clients
20 years of experience
Pasadena, MD, 21122

“Peggy made sure my dogs were always cared for and taken care of. This was my first time leaving my dogs with someone outside of family so I was nervous but I am glad I chose Peggy for my dogs as she was the best! I would definitely ask her to watch my dogs again.”

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Mariko G.
Sitter Profile Image: Janay H.
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Janay H.
from
$66
per night
5.0 out of 5 stars
• 65 reviews
21 repeat clients
5 years of experience
Severna Park, MD, 21146

“Janay was amazing!! Our boy really enjoyed cuddling with her and her son! Janay kept us updated with photos of walks and relaxing in the home. She even had his bowls washed and packed when it came time for pick-up. Even though we needed help on such short notice, Janay was very responsive and great to work with. We’ll 100% be booking with her again. 12/10 recommend. 🐾❣️”

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D'Aija E.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
• 71 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.”

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Patty I.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
20 years of experience
Annapolis, MD, 21401

“Sarah and her family worked out great! Sarah sent me photos and updates of my yellow Labrador. She was flexible with drop off and pick up and had a very welcoming home and fenced in back yard. We will use her again!”

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Amy W.
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: Gurbata Michelle A.
Verified Enhanced Background Check
Gurbata Michelle A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 62 reviews
17 repeat clients
20 years of experience
Odenton, MD, 21113

“michelle was AMAZINGGGGG. i am extremely anxious leaving my dog with anyone who isn’t family and she made me feel so safe to leave disco. she really treated him like he was her own dog and gave me so many updates and pics which i appreciated SO much. i will 100% be using her again if i ever need someone to watch disco. truly felt he was safe and taken care of so well”

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Sara K.
Sitter Profile Image: James H.
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James H.
from
$35
per night
1 repeat client
24 years of experience
Riva, MD, 21140

About: I have owned dogs my whole life, and know how to take care of them. I also have experience with cats, I have helped my grandfather with a stray cat that chose him! I'm openly available, as of today. I like to volunteer, but that usually only takes about 4 or 5 hours. I will give your pet the time it needs. You make sure that they have plenty of fresh water, eat on time, and walk them every day when the sun is not too hot, eg in the morning or evening.

Sitter Profile Image: Eli M.
Verified Enhanced Background Check
Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 75 reviews
34 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: Lena M.
Verified Enhanced Background Check
Lena M.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 29 reviews
9 repeat clients
20 years of experience
Stevensville, MD, 21666

“Lena took excellent care of our big, high energy dogs. She treated them with love, like they were her own. Lots of communication. We highly recommend her and will hopefully be able to use her services again when we are in the area.”

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Jonathan S.
Sitter Profile Image: Ally C.
Verified Background Check
Ally C.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21403

“Ally and her boyfriend did a great job taking care of our puppy. He has lots of energy and can get pretty rowdy but they handled it so well and reported no issues at all. He seemed very comfortable with them. We will definitely request Ally to board Eddy again.”

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Roshni P.
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The median cost per night for dog boarding in Woods Landing is $50

Dog parents share their Rover experiences - Woods Landing

1 / 1
5.0 out of 5 stars

Michelle is great. I get daily pictures. My dog is well taken care. It also gives him an opportunity to socialize with other dogs.

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Dolores R.
Boarding
5.0 out of 5 stars

Elena was great! Took really great care of our dog in her home while we were away! Great communication and I could tell our pup was happy.

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Sarah S.
Boarding
5.0 out of 5 stars

Our 8 1/2 year old dog just stayed with Candice. He is very attached to me and does not like to get away from my side! Candice took great care of him and he did very well in her care. Candice sent frequent photos - which reassured me how well he was doing. Highly recommend!!

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Janan F.
Boarding
5.0 out of 5 stars

Celena and her lovely family take such great care of Diego and treat him as one of the family when he visits. We get tons of pictures, videos, and updates on his day. After several stays, I continue to 100% recommend Celena!

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Katie J.
Boarding
5.0 out of 5 stars

Amy was wonderful with our senior Golden Retriever, Remi once again. She kept us informed while we were away and sent pictures. It was reassuring to know he was in caring hands.

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Carolyn R.
Boarding
5.0 out of 5 stars

Kara was a great sitter for our dog, Kevin. She was super communicative and took great care of him. We would absolutely have her watch him again!

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Megan C.
Boarding
5.0 out of 5 stars

Al was a great host for our dog, Luna, he was very responsive and sent a bunch of pictures of her stay. Well definitely be using his services again.

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Liliana S.
Boarding
5.0 out of 5 stars

Katie did a wonderful job taking care of our dog! Our poodle is older and anxious but she thrived while at the house with Katie and Will, she was playing and cuddling, showing she was very comfortable. I would recommend them for your family too.

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Olivia R.
Boarding
5.0 out of 5 stars

This was Tibs’ second time staying with Keerin and her family and he had a great if not better time than the first! Keerin has such a happy home and our boy got tons of love from her, her family, and their dog, Boomer. They sent plenty of happy picture updates. They treat Tibs like family and he loves staying with them! I would recommend them to anyone.

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Max S.
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 - Woods Landing

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Woods Landing average 11
repeat dog boarding clients

FAQs for Dog Boarding - Woods Landing

Frequently asked questions about Rover

The average cost of Dog Boarding in Woods Landing is $43 per night as of November 2026. Most bookings cost between $39 and $50 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 4,845 sitters on Rover offering Dog Boarding across Woods 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 Woods 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 Woods 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 Woods 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 Woods Landing. On Rover:

  • 86% of sitters can help with special care needs
  • 93% 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 Woods 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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