House Sitting In Ashland Landing

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Top rated Ashland Landing house sitters

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: Wendy B.
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Wendy B.
from
$63
per night
5.0 out of 5 stars
35 reviews
8 repeat clients
54 years of experience
Queenstown, MD, 21658

My first experience using Rover and I really lucked out with Wendy. She was communicative and kept my mind at ease while we were gone for 6 nights and 7 days. She’s not kidding when she says your dogs won’t care when you come home. One of mine is a crazy English bulldog that loses her mind and acts like she hasn’t seen us for days, even if we are gone for 15 minutes. She could care less that we were back. This tells me she was well loved and got plenty of play time. 100% recommend Wendy!

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Kristi O.
Sitter Profile Image: Bryan J.
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Bryan J.
from
$45
per night
5.0 out of 5 stars
3 reviews
3 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! As far as overnight sitting, I will be there from 8 pm until 8 am and will also be coming by a few times a day. Puppies and youngsters (or whoever needs it!) can be accommodated with more drop ins just let me know! If you require 24/7 care this can be arranged as well just let me know prior to booking! Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: maranda c.
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maranda c.
from
$65
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Centreville, MD, 21617

Maranda was fantastic. I really can’t say enough positive things about our experience with her. She was quick to learn and work with the idiosyncrasies of our two cats, took care of our house which was immaculate when we returned and communicated with us while away as much/or as little as we requested. She is very personable, respectful and responsive.

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Stephanie N.
Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
84 reviews
11 repeat clients
5 years of experience
Dover, DE, 19904

Busara was a delight! She gave a lot of feedback on her time with Jasper. Jasper seemed to enjoy having her here. I’d definitely ask her to come another time!

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Lois D.
Sitter Profile Image: Josiah S.
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Josiah S.
from
$20
per night
12 years of experience
Centreville, MD, 21617

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

Sitter Profile Image: Alexis B.
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Alexis B.
from
$32
per night
5.0 out of 5 stars
1 review
12 years of experience
Grasonville, MD, 21638

About: I have always been an avid animal lover, and have been an active caretaker in my community. Dogs, cats, fish, you name it. I'm happy to take pets on runs/walks, make sure they get plenty of playtime and love, and treats too. I am mostly available on weekends, and occasionally weekdays, inquire and we can work something out together. But can often stop by to let a pet out during the day. I will follow whatever instructions you have and need for the best care of your animal. I will check in with you if you need me too, and make sure everything is done to your liking.

Sitter Profile Image: Ashley F.
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Ashley F.
from
$50
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Grasonville, MD, 21638

Ashley was absolutely amazing! From our meet and greet I could tell she loves dogs and Tucker was no exception. She was very attentive and asked about some habits that Tucker had and made sure he was ok. Her knowledge from working at the vet was evident and she even offered to clip his nails. She brought him for a walk and when it was too hot she brought him over to spend time with her dogs and her family. He was such a happy boy in all the photos she sent! When we arrived home she had hand painted a photo of Tucker and left it for us on a canvas 🥺 I feel like I couldn’t have found a better person to watch my sweet boy!

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Jennifer S.
Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$50
per night
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Olivia B.
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Olivia B.
from
$50
per night
7 years of experience
Cordova, MD, 21625

About: What sets me apart is my attention to detail, reliability, and healthcare background as a registered nurse. I understand the importance of following routines, monitoring for changes in behavior, and providing safe, compassionate care. I am comfortable caring for pets of all ages, including kittens and senior cats, and can administer medications if needed. I treat every pet as if they were my own and provide regular updates and photos so owners can feel confident their pets are in good hands As a registered nurse, I have a flexible schedule that allows me to provide dependable pet care throughout the week. Caring for animals has always been a part of my daily routine, and I enjoy spending time feeding, playing with, and checking in on pets. I make it a priority to ensure each pet receives attentive, loving care and maintains their normal routine while their owners are away. I have two golden-doodles, which are crate trained. They are allowed to run freely outside but they know where they are and aren't allowed. I keep them on a schedule, meaning with going outside, playing, and feeding.

Sitter Profile Image: Julie K.
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Julie K.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Chester, MD, 21619

Julie was fantastic! Communicate her arrival, departure, updates on the pups, pictures. Tesla and Eevie were content and happy. Glad I found her; recommended and I will have her watch the pups anytime!

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Josefina P.
Sitter Profile Image: Carmel S.
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Carmel S.
from
$55
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
5 years of experience
Grasonville, MD, 21638

Carmel was great! She adapted well to my dog’s needs and was very good at keeping us up to date. She took our dog on great long walks, which she loved! Would definitely book again!

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Katarina H.
Sitter Profile Image: Madison M.
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Madison M.
from
$50
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Millington, MD, 21651

Madison did an excellent job taking care of our 12 year old St.Bernard/Staffy mix, Charm! Madison was very capable, patient, kind and moved at Charm’s pace, making Charm very comfortable with her. Madison provided great communication during her service so we were worry-free during our trip! Will rebook with Madison in the future! 😊

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Kerrin L.
Sitter Profile Image: Michael P.
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Michael P.
Star Sitter
from
$90
per night
5.0 out of 5 stars
72 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

Michael was great with our dog and two cats while we were out of town. It was very clear to us that everyone was happy and well cared for. We also loved all the pics and updates. We highly recommend Michael and plan to continue using him to help take care of our crew in the future.

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Christian & Liz N.
Sitter Profile Image: Alexxis E.
Verified Background Check
Alexxis E.
Star Sitter
from
$150
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

We had a great experience with Alexxis. Our dogs absolutely loved her — it was clear they were comfortable and well cared for the entire time. She was communicative, kind, and made sure to keep us updated with photos. On top of that, we came home to a spotless house, which we really appreciated. It made the whole experience stress-free. Highly recommend and would definitely book with her again!

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Macey W.
Sitter Profile Image: Cynthia R.
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Cynthia R.
from
$100
per night
30 years of experience
Chestertown, MD, 21620

About: I have been born and raised to take care of any type of family member from the small lizard to largest dog to feathered friends and horses. I love all animals and I have family members of my own. Plus I have a little helper who isn't scared of anything and loves to help her momma as much as she can. I'm will to do what ever it takes to make sure everyone is a happy camper and provide the best care I can to keep your mind at ease knowing you family is in good hands. Feel free to ask me anything and if you have any special requests let me know I will do what I can to make it happen. I'll treat your kids as if they were my own. I'm currently employed part-time but I'm looking to get out of the retail business and starting my own pet sitting business where I can enjoy doing what I love. I currently live in a small apartment, so it ideal that I travel back and forth from my house to clients home. I have fur babies and a family of my own, hopefully when I get a home of my own I could introduce the doggy daycare and pet sitting at my home.

Sitter Profile Image: Hannah E.
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Hannah E.
from
$50
per night
18 years of experience
Stevensville, MD, 21666

About: I have taken care of many kinda of animals since I have been young. My neighbors, family, and friends have relied on me to feed, walk, and care for their pets! I am a 3rd year PT student doing clinicals in Annapolis, MD. I have time after work to check in, hangout with, and/or walk your furry family members! I am very clean and love to keep my home and work space neat and tidy. While watching for pets I can provide light housekeeping to keep the home looking wonderful for the clients return!

Sitter Profile Image: Gabriela W.
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Gabriela W.
from
$40
per night
8 years of experience
Townsend, DE, 19734

About: Although my family has never owned a dog, I have always loved taking care of my aunts, neighbors, and family friends dogs. I always make sure to pay attention to detail when watching a dog and meet each dogs needs whether that be a walk, playing with a toy, belly rubs, or even just relaxing. As a part-time graduate student at USM, I will have time during the day for a dog walk, or to check-in on your pup! I will be available on most weekends for house and dog sitting. I am available to come to your dog and stay with him/her so they do not have to move out of their comfortable environment and stay at a new space with new people.

Sitter Profile Image: Emily W.
Verified Background Check
Emily W.
from
$40
per night
5 years of experience
Denton, MD, 21629

About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!

Sitter Profile Image: Imani W.
Verified Enhanced Background Check
Imani W.
from
$31
per night
5.0 out of 5 stars
1 review
20 years of experience
Easton, MD, 21601

About: I’ve taken care of dogs since I was 8 my family and friends always ask me to take care of walking ,feeding , and administrating medicine . I work at the Easton Elementary i usually get off anywhere between 3:55-4pm so I can do check ins and or walks Monday through Friday after I get off from work on the weekends I have a very flexible schedule so I can do anytime I had 2 dogs they passed away this year due to older age couple of months ago but I have a backyard with a closed off fence top to bottom so your pets will be very safe and have a good yard to run around and stretch

Sitter Profile Image: Elexis M.
Verified Enhanced Background Check
Elexis M.
from
$55
per night
5.0 out of 5 stars
4 reviews
5 years of experience
DE, 19934

Elexis was communicative and attentive and even cleaned the house before she left!

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Melanie B.
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Over 6
pet parents in Ashland Landing have booked house sitting

Ashland Landing pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Excellent job dealing with our 4 babies even the little one that can be a little much. I would definitely get her again.

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Tammy M.
House Sitting
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Ashland Landing average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Ashland Landing on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Ashland Landing house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 1,989 house sitters in Ashland Landing. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Ashland Landing house sitters respond in under an hour.

House sitters in Ashland Landing have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Ashland Landing.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Ashland Landing house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.