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
94 reviews
30 repeat clients
10 years of experience
Cape St Claire, MD, 21409

Jean did a wonderful job looking after our two fur babies. Princess is a senior doxy and is shy around strangers. She warmed up to Jean right away. She also is on a special diet and takes meds (I.e., needs extra love and attention). We highly recommend Jean!

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Shannon & Chad L.
Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
85 reviews
37 repeat clients
22 years of experience
Arnold, MD, 21012

Cheri was extremely helpful and accommodating to our last minute travel plans. She also won over our shy rescue and was cuddling her in 2 days! Thank you, Cheri!

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Sydney D.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann once again did an amazing job with Sonny while we were away. Constant communication and the most amazing pictures. She also took care of our trash and recycling on her own. We are so thankful for Leigh Ann!

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Heather P.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
46 reviews
16 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: Ryan L.
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Ryan L.
from
$90
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

Ryan was absolutely great! He pinch-hit for a Rover cancellation at the last minute, and was able to come for a meet & greet the day before sitting for our dog. He and Rory hit it off immediately and pics confirmed how much fun they had. Ryan takes his job seriously and asks lots of questions about routine, food, etc. We would not hesitate to use Ryan's services again. Two thumbs way up!

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Lois B.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad was amazing and I’m so glad we had him watching over our two fur babies while we were away! He kept in contact with daily updates and did everything we asked from giving the dogs plenty of play time as well as walks. We felt completely at ease being away on vacation and we will definitely being booking Jerad again in the future when we need to be away!

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Veronica W.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
6 reviews
5 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia took care of our three dogs, one of which is a puppy that is terrified of new people. Leticia took extremely good care of all three of them. She was communicative and thoughtful throughout the entire stay. Would recommend!

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Sarah L.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
53 reviews
8 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

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John V.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
from
$65
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
24 years of experience
Arnold, MD, 21012

Gabrielle housesat for me and my golden retriever Dora for a week. She was wonderful with Dora. She handled Dora's medication and dietary restrictions with no problem. Every picture Gabrielle sent throughout the week showed Dora happy and healthy on her walks and getting her snuggles. Gabrielle was also an excellent house guest, leaving the house clean and tidy. She even watered my plants and vacuumed up copious amounts of dog hair so I didn't have to come home to that! She was very communicative and checked in with me in regularly or if anything was out of the ordinary. I would definitely use Gabrielle again and highly recommend her!

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Colleen D J.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$50
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Arnold, MD, 21012

Kayla did a great job and my dog fell in lover with her. Would definitely use her again.

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Daniel M.
Sitter Profile Image: Ryleigh P.
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Ryleigh P.
from
$65
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
13 years of experience
Arnold, MD, 21012

Thank you so much Ryleigh for everything you did this past week for our sweet pupper! He was very happy when we got home and everything in the house looks better than when we left it. I loved all the updates we got, made being away from him a little easier. I know he’s a big dog and can be a lot to handle but you did great! Everything is much appreciated and we would love you to watch him again any time. Highly recommend Ryleigh to anyone looking for a dog sitter.

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Mandaline C.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.4 out of 5 stars
8 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: Lisa H.
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Lisa H.
from
$31
per night
5 years of experience
Arnold, MD, 21012

About: I've been taking care of family and friends dogs for over 5 years. And used to have dogs and cats of my own. I have many fur-nieces and fur-nephews and love them as my own. Because I work remotely, I can take my work anywhere. So, I will be able to stay with your pet for the duration you are gone. I work from home. And have the ability to work from anywhere. I will bring my laptop and be able to work and keep your baby company. Taking care of them in familiar surroundings.

Sitter Profile Image: Brianna B.
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Brianna B.
from
$60
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
4 years of experience
Pasadena, MD, 21122

Brianna did a great job taking care of our 3 German Shorthaired Pointers and our 3 cats. She sent us lots of updates, photos and videos which we really appreciated. I can highly recommend Brianna and it gave us peace of mind to enjoy our vacation knowing our pets were in such good hands.

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Fiona H.
Sitter Profile Image: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee was an excellent dog and house sitter: sent lots if updates and pictures, took great care of both my dog and house, asked questions when necessary, and left everything in good shape. Highly recommend!

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Rob H.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.

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Joanne B.
Sitter Profile Image: Nan O.
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Nan O.
from
$45
per night
4.8 out of 5 stars
9 reviews
2 repeat clients
3 years of experience
Arnold, MD, 21012

Nan was so much fun to work with and took amazing care of our 3 cats in our home! We appreciated the pictures of them while gone and her sense of humor!

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Alix B.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
121 reviews
34 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!

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Liza M.
Sitter Profile Image: Victoria H.
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Victoria H.
from
$80
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
18 years of experience
Annapolis, MD, 21409

Victoria took great care of our lab puppy while we were away - and she left our house looking like no one had been there at all!

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Laura S.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
44 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley is so sweet and reliable with my dog. Highly recommend!

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Courtney R.
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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

1 / 1
5.0 out of 5 stars

Ryan was absolutely great! He pinch-hit for a Rover cancellation at the last minute, and was able to come for a meet & greet the day before sitting for our dog. He and Rory hit it off immediately and pics confirmed how much fun they had. Ryan takes his job seriously and asks lots of questions about routine, food, etc. We would not hesitate to use Ryan's services again. Two thumbs way up!

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Lois B.
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

Victoria provided excellent attentive care to my dogs, and she also was an exceptional house sitter. She spent a lot of time in the house with the dogs and rarely left them on their own. Highly recommended!

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Keith S.
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

On time, responsible and considerate. Took care of my dog when he got sick and made him special food. Very clean and thoughtful and kind.

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Linda F.
House Sitting
5.0 out of 5 stars

We had Cat stay with our fur babies again for a whole week & she was absolutely amazing as always!! we came back to our pets happy & healthy & our house clean. We also never wondered how our pets were doing because she always gave updates with lots of cute pics!! We love Cat 💖💖

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Makayla 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

We absolutely loved having Amber care for our two dogs while we were on vacation! She was so kind, reliable, and truly treated our pups like her own. We had a few changes to our vacation dates last minute and she was flexible to accommodate put change. It made things so much less stressful! She spent lots of time at home with the dogs, kept them on their normal routine, and made sure they got plenty of love and attention. We got regular updates and came home to two happy, relaxed dogs. We’re so grateful to have found her and will definitely be booking again!

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Macey W.
House Sitting
5.0 out of 5 stars

Lilly was so great, I can’t recommend her enough. She watched my 2 pups over Labor Day weekend and gave me such peace of mind while I left them. She sent lots of photos and videos of them and followed the care instructions perfectly.

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Courtney J.
House Sitting
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  • 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.

Meet local sitters who will treat your pets like family

  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

Select a filter and find qualifying sitters offering house sitting.

Sitters in Woods Landing average 4
repeat house sitting clients

FAQs for House Sitting - Woods Landing

Frequently asked questions about Rover

The average cost for House Sitting in Woods Landing on Rover is $42 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 7,248 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 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 .

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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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:

  • 91% 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.

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