House Sitting Woods Landing

Find a loving house sitter to watch over your pets and your home.

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Over 6
pet parents in Woods Landing have booked house sitting

Woods Landing, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 96 reviews
31 repeat clients
10 years of experience
Cape St Claire, MD, 21409

“Jean did an excellent job watching our 15 year old shih tzu. He’s an old guy with many medical needs so leaving him is stressful, but she gave us constant updates so our minds were at ease during the entire week. She definitely gave our boy lots of love and it was so reassuring to know she was here. Lots of picture and video updates, and she left the place sparkling clean. We’ll definitely be using her services again in the future if need be! 😊”

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April C.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 48 reviews
18 repeat clients
10 years of experience
Annapolis, MD, 21409

“Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.”

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Emily S.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is tentative, kind, and caring with Maizie. I’ve used rover in the past and it’s safe to say he goes beyond the standard of taking care of your pup.”

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Christopher G.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.6 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

“Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!”

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Jessica & Matthew O.
Sitter Profile Image: Emma W.
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Emma W.
from
$50
per night
5.0 out of 5 stars
• 128 reviews
56 repeat clients
13 years of experience
Severna Park, MD, 21108

“This was our first time having Emma house sit with our two pups. She was fantastic! Everything went smoothly and we loved that she spent time with them, not just dropping in and out. We already have her booked for another job.”

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Dawn R.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
3 years of experience
Annapolis, MD, 21401

“Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!”

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Sarah L.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 62 reviews
18 repeat clients
12 years of experience
Annapolis, MD, 21409

“Best river experience we have had thus far! Highly recommend Amber!!!”

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Richard C.
Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$40
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
8 years of experience
Annapolis, MD, 21403

“Cassandra is a stellar dog sitter. She dropped in to my home to give Leia company for four days and regularly kept me in the loop about when she was dropping by and when she was leaving. She made sure to ask lots of questions about Leia’s care which shows she’s detailed oriented. I can tell she was really happy with Cassandra! Would definitely book again ?”

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Bri-Ann H.
Sitter Profile Image: Megan H.
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Megan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 58 reviews
19 repeat clients
10 years of experience
Crownsville, MD, 21032

“Megan was wonderful. She took great care of our pup and was excellent with her communication with us. We highly recommend her.”

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Abbie E.
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$70
per night
4.8 out of 5 stars
• 12 reviews
4 repeat clients
30 years of experience
Pasadena, MD, 21122

“Jennifer did a great job watching our dogs and cat (and bunny). Even with rough weather and power outages, the animals were in good hands. Thank you for keeping them healthy, happy and entertained.”

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Bethany T.
Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

“Jacqueline was the BEST for my highly needy anxious dog!”

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Meredith C.
Sitter Profile Image: Suhaila W.
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Suhaila W.
from
$30
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
2 years of experience
Annapolis, MD, 21403

About: My name is Sue, and I recently graduated from college. I would love the opportunity to care for your pets and home! Long time pet lover and clean freak. I provide tidying services to those who ask! Placing rates low as I’m new to the platform! Book me, leave me a review, and we’ll do a lifetime of low rates! I work Monday-Thursday 10-7, but in a position where I can check on pets intermittently! The rest of the week I am all yours. I grew up with my dog Oakley, and have long pet sat/dog walked in my area. I additionally provide tidying services to those who ask. I am an animal lover and strong communicator!

Sitter Profile Image: Avery B.
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Avery B.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Annapolis, MD, 21409

“Avery stepped up when we really needed her with only a couple of weeks notice for our honeymoon, and stayed for a full 2 weeks watching our two young goldens, including one that’s still a 8 month old puppy. She did an awesome job with them, was a great communicator, and sent tons of good pictures. Don’t know how we would have been able to enjoy our big trip without knowing they were in good hands with her. She also helped out around the house with cleaning, watering plants, pool maintenance, and even dealing with a repairman on a dryer issue that happened right as we were leaving town. She certainly went above and beyond and we couldn’t recommend her enough!!”

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Clay K.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Shady Side, MD, 20764

“Amanda took such great care of our dogs and cat. Amanda communicated lots of fun stories about their behavior and sent plenty of pictures. I'm certain my house was cleaner after her stay as well.”

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Marla V.
Sitter Profile Image: Dylan V.
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Dylan V.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
7 repeat clients
20 years of experience
Glen Burnie, MD, 21061

“Once again, Dylan was great with our dog and cat. Our dog has a sensitive stomach sometimes and he kept us up to date and was willing to change up the usual routine when our dog decided to have an upset stomach. He’s wonderful and we appreciate him so much!”

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Marijka V.
Sitter Profile Image: Jacob B.
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Jacob B.
from
$100
per night
5.0 out of 5 stars
• 92 reviews
18 repeat clients
15 years of experience
Crownsville, MD, 21032

“Dogs loved their time with Jacob. He good them on long walks every day - despite the cold weather. Lots of pics each day. Will definitely use him again!”

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Catherine A.
Sitter Profile Image: Kathleen M.
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Kathleen M.
from
$31
per night
26 years of experience
Severna Park, MD, 21146

About: I took care of my family dogs and cats, my own dogs and cats, rabbits, and I've helped friends with their dog, mostly to feed and walk them too. I used to train our own puppies back in the day, but it's been awhile. I just retired from being an elementary school counselor, so I'm more available to walk and care for animals. My schedule is fairly open if I'm not on a travel trip, so I can walk dogs during the day most anytime and care for some animals when needed. We don't have furry pets, because my husband has an allergy. However, I want to be with dogs without him as much as possible. I do walk my neighbor's dog when she's not available.

Sitter Profile Image: Tristen G.
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Tristen G.
from
$80
per night
15 years of experience
Annapolis, MD, 21409

About: I have a lot of experience with different breeds of dogs. From Jack Russell’s and shepards, golden doodles, and labs. I will treat your fur babies like my own and make sure they get as many belly as they desire I currently work part time, mainly in the mornings, so I have plenty of time in the evenings to take care of your fur babies. I have experience with a lot of different types pet care. Whether you need me to bathe, brush, give medicine, feed them, clean litter boxes, cut nails, give belly rubs, and anything you need me to do as a fur baby guardian.

Sitter Profile Image: Rachel S.
Verified Background Check
Rachel S.
Star Sitter
from
$69
per night
5.0 out of 5 stars
• 47 reviews
17 repeat clients
33 years of experience
Arnold, MD, 21012

“Rachel was awesome. She kept me updated the whole time we were away with pics. I will definetly have her watch my dog again. Made my weekend away much better because I knew he was being taken such good care of.”

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Laurie G.
Sitter Profile Image: Katrina M.
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Katrina M.
from
$40
per night
12 years of experience
Pasadena, MD, 21122

About: I am an avid dog (and cat!) lover and have had experience working with other various types of animals over the course of the last 12 years! I previously was a dog trainer and have been trained to work with dog aggression and handling anxious dogs. Currently I own one dog and two cats. My dog’s name is Dzeko and he does well with a variety of animals. My three cats are named The Girl and Malenia. I love hiking and running so I can exercise your energetic pup as much as needed! If you have questions or need help with your dog’s behavior we can also discuss training. I currently work Monday through Thursday in the mornings and wrap up around noon, which leaves me with plenty of time in the afternoons and evenings for walks, drop-ins, or just spending time with your pets. My weekends are completely open as well. I intentionally keep my schedule flexible and would love to combine my free time with caring for pets. I’m also available for house sitting, so I can provide more consistent care and keep your pets company throughout the day if needed. I try to keep everything as close to your pet’s normal routine as possible so they feel comfortable and secure while you’re away! I follow all feeding, walking, and care instructions closely, and I’m very attentive to behavior changes or anything that seems off. I’m clean and respectful of your space! I’m also mindful about safety, making sure doors, gates, and any pet specific precautions are always handled properly. I also like to stay in touch and send updates/photos so you can feel at ease knowing your furry friend is happy and well cared for while you’re away!

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The median cost per night for house sitting in Woods Landing is $50

Pet parents share their Rover experiences - Woods Landing

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5.0 out of 5 stars

Alexxis was great. She stayed at my house and took great care of my two dogs and cat. Would definitely recommend.

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Elizabeth M.
House Sitting
5.0 out of 5 stars

I never worried once while we were out of town, he reassured us with his first text and pictures of our girl's welcoming him into our driveway. Assured us that their med's went down with ease, pictures of them eating their meals. Ryan is responsible, reliable, caring, an excellent communicator and went above and beyond our expectations. The house was better than we left it! Ryan is officially part of our family now and will always be our go to pet sitter.

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Lisa C.
House Sitting
5.0 out of 5 stars

Cheri was absolutely amazing! She watched my puppy while I was getting ready for my wedding and during the evening. I was able to feel at ease knowing she was being taken care of. Cashew loved her right away! Thank you Cheri.

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Amanda M.
House Sitting
5.0 out of 5 stars

Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!

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Jessica & Matthew O.
House Sitting
5.0 out of 5 stars

Caroline was awesome! Great with our dogs, sent a lot of great pictures, and a great communicator. Would definitely recommend

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Clay K.
House Sitting
5.0 out of 5 stars

Lee did another great job caring for our kitty Roxie and house sitting for a week. Lee communicates frequently with updates and pictures and is very responsive before and during the stay. Most importantly, Roxie and Lee bond with each other and it gives us peace of mind that both Roxie and our house are cared for when we are away.

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Elihu M.
House Sitting
5.0 out of 5 stars

Alexia took amazing care of my dog, Hazel. She sent me updates throughout her stay and kept in contact frequently. I would absolutely ask Alexia to watch my dog again!

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Kasey R.
House Sitting
5.0 out of 5 stars

Tiff was very easy to communicate with and she did a great job taking care of our dog while we were out of town!

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Katharine S.
House Sitting
5.0 out of 5 stars

I really appreciate that Hannah is willing to dogsitting at last minute notice for thanksgiving. I was scrambling to get both of my dogs at their usual boarding and it’s ending up booked in both locations. Hannah has saved me and the dogs loves her and very playful with her.

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Keith A.
House Sitting
5.0 out of 5 stars

Abigail was the best! Clear communicator before and during her stay with my dogs, and super to work with. I would recommend her highly and will definitely use her again!

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Melisa N.
House Sitting
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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 house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Woods Landing

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Sitters in Woods Landing average 4
repeat house sitting clients

FAQs for House Sitting - Woods Landing

Frequently asked questions about Rover

The average cost of House Sitting in Woods Landing is $42 per night as of October 2026. Most bookings cost between $40 and $45 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 October 2026, there are 7,170 sitters on Rover offering House Sitting across Woods Landing. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Woods Landing walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Woods Landing maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Woods Landing choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Woods Landing. On Rover:

  • 87% of sitters can help with special care needs
  • 92% 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.

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