Pet Sitting Woods Landing
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Woods Landing, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Cheri has been so supportive for Brando and his needs while under the weather. I am so very thankful for her being there every step of the way during his healing process. I can always depend on Cheri and I appreciate everything she does for me and especially Brando! She is truly a blessing!”

About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.
“Pros: - Fed them - gave them meds - took them for potty - First time they came they stayed the fully scheduled amount of time - Willing to come to our house before scheduling so the dogs could meet them. Cons: - Only stayed between 12 and 17 minutes for three of the four drop ins - On the second night they didn’t get to our house until two hours after their scheduled time (we have security cameras in our house so we could see). I messaged them and tried calling but they never responded and the call went straight to voicemail.”


About: My wife and I had a dog for 13 years and enjoyed taking her hiking and swimming throughout her active years and snuggling on the couch when she became a senior. I'm familiar with the whole life cycle of dog care. From helping puppies get all the wiggles out to carrying seniors whose legs are arthritic and no longer at their best. Now that our girl, Nala has passed away, we are enjoying connecting with others' pets. I have an unconventional schedule for work and am available to let your dog out from 9 am until noon on Monday, Tuesday, Friday, and Saturday. Wednesdays and Thursdays are my days off and I'm free to hang with your pup any time! I'm very committed to pet safety and will want to understand all situations in which your dog may become reactive so that we avoid putting your pet in a situation that will make him or her uncomfortable. I also have a tracker that I like to put on all dogs in my care just in case they get spooked or something unexpected happens while we are together.
“Jean is such a wonderful dog sitter. She genuinely cares about the animals in her care and it shows in her interaction with my little Gigi. I am so very happy we found Jean.”

About: Hi! I’m a lifelong animal lover with experience caring for both cats and dogs of all sizes. I grew up with XL breed dogs and cats and spent 10 years fostering kittens. I currently have two kittens of my own and love staying active with walks and playtime. I’m fun, reliable, and treat every pet like family. I have great weekend availability and would love to care for your pet while you’re away I currently work full time. I have a lot of weekend availability for drop ins, walks, runs and a lot of play time. I am also available some week nights as needed. I currently am available for drop ins only. I am able to take them to parks, trails, long walks and runs! I also am available to watch any animals at their home.

“Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!”

About: I have had my own dogs and cats for 14 years and I have worked in a Kennel for 6 years! I am great with handling any size dog who is friendly at least towards people! I also am experienced in doing medications! I work 5 days a week and my schedule is 8am-4:30pm on weekdays but I would be happy to fit your pup into my schedule in any way I could! As of right now i am not able to have your pet in my own home but I will be more than willing to make sure your pet is taken care of in the security of your home and on walks. I am able to administer medications and have experience with anything from young puppies to senior dogs!
“Heather did a fabulous job with my sweet Luna. Luna even came out for her and hung out with Heather! :) I appreciate her following all my instructions and letting me know how Luna was doing!”

About: I grew up on a farm so I have lots of experience with all kinds of animals. I currently volunteer with BARCS and SPCA and frequently take on high needs medical fosters. I will happily care for your animals based on their individual needs no matter how complex. I'm free most weekday afternoons and weekends, I have a pretty flexible schedule so I can work around your needs in a lot of cases I'm available for drop in visits and some overnight stays. I'll treat your home and pets with the same care and consideration as my own.
About: I’ve had a dog in my household ever since I was a little girl. I am a huge animal person and extremely reliable. I will give your dog love, attention, exercise and anything else it might need. Dogs are the best thing to happen to this planet and I want to do anything I can to give them all the love that they deserve. I have a dog of my own named Sir, so I know how much responsibility they can be, and I am dependable because I know that he depends on me. I have experience with both large and small dogs and my dog is extremely friendly when it comes to playing with other dogs. Dogs are not just a part of my life—they give me a life worth living. I currently work remote 2 days a week and am available most weekends. I take my own dog on 2 walks a day most days (1 morning & 1 evening) and let him out a few times a day in the backyard. I have a fenced in yard and a dog of my own! If you are uncomfortable with your dog interacting with mine I will be sure to keep them separated!
“Hahahaa your review made me laugh. Chino is my sweet baby boy. He’s not really a baby anymore, more like a mischievous teenager haha! I’m happy you caught him! Thank you for that! And thank you soooo much for helping with Daisy on such short notice. I’m sure you made her night.”
“Marley was absolutely fantastic with our 5-month-old puppy, Goose! He’s definitely a handful, but everything went incredibly smoothly. Her quick and consistent communication before, during, and after her visit gave me complete confidence that he was in great hands. I also loved the pictures she shared and appreciated the updates throughout her time with him. I would happily have Marley watch Goose again and highly recommend her!”

“Ryder seemed to take to Kayla fast, usually he runs and hides. I was surprised when Kayla sent me a picture of her petting him and brushing him. I was so happy to see that! Kayla didn't make it to the last visit because of a family emergency, but I actually got home earlier than I expected. So he didn't have to wait to long to get his breakfast. I would definitely use Kayla again and would recommend her to others.”

About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.
Pet parents share their Rover experiences - Woods Landing
Susanne was wonderful with our dogs and took such great care of them this week. She was communicative, helpful, and incredibly thoughtful. She even cleaned up after one of our dogs got sick right before she arrived, which we really appreciated. It gave me a lot of peace of mind knowing they were in such caring hands. We’re very grateful for her help and would absolutely recommend her to anyone looking for a reliable and compassionate sitter.

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 pet sitting

1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Woods Landing
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Woods 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.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.











