House Sitting Ashland Landing

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

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Over 6
pet parents in Ashland Landing have booked house sitting

Ashland 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.

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Sitter Profile Image: Ashley C.
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Ashley C.
from
$72
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Centreville, MD, 21617

Ashley is a wonderful dog and house sitter! She took great care of Sadie for a week while we were out of town. She did everything I requested and was always very kind and courteous. The house looked exactly how we left it. Not a thing out of place. She is very trustworthy and highly dependable. I would recommend her to anyone!

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Anne H.
Sitter Profile Image: maranda c.
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maranda c.
from
$65
per night
5.0 out of 5 stars
14 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
$65
per night
5.0 out of 5 stars
87 reviews
13 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: Krista K.
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Krista K.
Star Sitter
from
$111
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Camden, DE, 19934

Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️

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Jean D.
Sitter Profile Image: Imani W.
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Imani W.
from
$31
per night
5.0 out of 5 stars
1 review
1 repeat client
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: Terry C.
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Terry C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
77 reviews
25 repeat clients
15 years of experience
New Castle, DE, 19720

Terry is simply the best. If we could rate 6 stars, we would. She spent a tremendous amount of quality time with Izzy. This was our first long trip away from Izzy our dog in quite a while, but Terry relieved our anxiety with daily updates, videos etc. She is a great communicator. Terry is incredibly thoughtful and an amazing dog sitter who bonded with Izzy. She also took great care of our house which was immaculate with an extra special touch upon our return. Terry was amazing, and we and Izzy look forward to her next visit.

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Mark And Carla S.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$100
per night
5.0 out of 5 stars
8 reviews
1 repeat client
12 years of experience
Frederica, DE, 19946

About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.

Sitter Profile Image: Alexis B.
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Alexis B.
from
$32
per night
5.0 out of 5 stars
1 review
1 repeat client
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: Daniel F.
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Daniel F.
from
$31
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
10 years of experience
Fells Point, Baltimore, MD, 21231

About: I got my first dog ever a decade ago and I raised him to be perfect, with no professional training for either of us. Then, I quit my ten year career in digital marketing to follow my passion and work entirely with dogs. I worked as a bark ranger at Bark Social and made dog safety my top priority, drastically reducing humping and the ensuing scuffles. I loudly advocated for a transformation of safety rules while I worked there. I volunteer at BARCS and am aiming to get advanced training for different dog behavior needs. Howie is my top reference. I adopted my second dog (Shadow) after instantly bonding with her at my old job. Shadow is bonkers and her parent has health issues, so Shadow needed a home where she can be her true self. Dogs are my world and I will give your pet all the love and affection they deserve (which is all of it because they are perfect). *just bought a house so boarding and daycare will reopen in September* Dogs run my life and I wouldn’t have it any other way. The only thing I can see myself doing for the rest of my life is working with animals. I’m all in so I’m available most hours and most days. I’m literally with dogs 95% of my life so dogs are my daily routine. My dogs will love becoming best buddies with any pet that boards or does daycare with them! All boarding and daycare clients will have an apple AirTag tracking chip affixed to them for the duration of our time together (if wearing a collar). I use a hands free leash attached around my waist so they’re stuck with me. I also use their handheld leash as a backup. I have a private fenced back patio, so there is always a secure outside area for your dog. My house is a few blocks from Patterson park, giving them plenty of outside opportunities. My training style is radical love. Your pets will know they’re cared for and will get plenty of positive reinforcement from my end! I have two extremely friendly dogs, so there will always be friends for your pet. Dogs run my household and life revolves around them. Your dog is in safe and loving hands! Please bring a collar for tracking. I prefer using both harnesses and collars when taking them for walks, but one or the other is required. You will also need to bring any food or other things necessary for your dog. My second bedroom is attached to the master, so dogs will have their own room with crates if they need space. They are encouraged to sleep in my bed, but can claim their own space if needed. I love this community and plan on staying here for the rest of my life. You’ll have a dog guy for life!

Sitter Profile Image: Josiah S.
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Josiah S.
from
$20
per night
3.0 out of 5 stars
2 reviews
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: Aliciya M.
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Aliciya M.
from
$40
per night
1 repeat client
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: Michael P.
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Michael P.
from
$90
per night
5.0 out of 5 stars
74 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

We could not be happier with the care Michael provides to both our girl & our home. The house is cleaner than when we leave & we come home to a tired & happy dog. Michael is also great about communicating & sending pics while he’s sitting for us. 5 stars are not enough!

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Lauri N.
Sitter Profile Image: Kaira D.
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Kaira D.
from
$50
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
9 years of experience
Glen Burnie, MD, 21060

About: Hello! My name is Kaira! I’m currently a full time Veterinary assistant with over 6 years of veterinary experience and over 9 years of pet care experience. I have a 7 year old Pomeranian named Stitch who is my world so I understand that our pets play an important role in our lives. I’m currently working Monday- Friday with weekends free, however, my schedule can be flexible so I can potentially make some changes is needed to suit your pets care. I currently offer house visits/stays, drop ins and walks. I have a 7yo Pomeranian named Stitch who gets along with both cats and dogs. Stitch usually travels with me to work, but if your pet is not fond of other animals then I can make arrangements for him.

Sitter Profile Image: Mya W.
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Mya W.
from
$50
per night
5.0 out of 5 stars
89 reviews
46 repeat clients
4 years of experience
District Heights, MD, 20747

Mya was fantastic. She watched our two rowdy puppies, one of whom is only 5 months, while my husband and I were away for our wedding. You could tell she genuinely loved our dogs and was taking such good care of them. We came home and the house was immaculate and our dogs were so happy. She was on time, communicative, and detailed. I would hire her again in a second!

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Brianna P.
Sitter Profile Image: Courtney W.
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Courtney W.
from
$60
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Middletown, DE, 19709

Courtney was an amazing help with sitting Maxwell today. She was punctual, early in fact ;), followed all requests and most of all, made sure Maxwell was in good company. Communication was great and I felt confident that my little man would be in great care with her! We will be looking to have Courtney back in the future for sure. Thanks!

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Ryan G.
Sitter Profile Image: Jordan B.
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Jordan B.
from
$31
per night
3 years of experience
Bowie, MD, 20721

About: My next door neighbor had me take care of their dog, Brownie. He was an old man, but still a good boy! I would make drop-in visits to make sure he was fed and given his medicine which he did such a good job with taking it around me, and I would also take him outside for bathroom breaks. Milo was another dog I took care of recently, and unlike Brownie, she was young, and also loud just like any other husky, but similar to Brownie, she was good girl. This time she had to live with me at my house, but she was no problem at all. I would take her outside at least two hours a day and give her walks around my neighborhood. I would also let her sleep on my bed and she'd wake me up by licking my face every morning to start the day. Feeding her wasn't a problem either. In fact, taking so much time out of my day to take care of just any other dog is never a problem for me! My recent pet care was for a Siberian Husky named Milo. After taking care of her cats, my sister asked me to take care of Milo for a friend who was away last December. Milo was a big dog, but she wasn't anything I had trouble handling. She was a fun and good girl, and I made sure she was taken outside every two hours of every day and also made sure she was given food and water and would refill both when I see that they're almost empty. Pet care comes first for me and I would take plenty of time out of my day to give pets the love and attention they need while family is away. I have a yard but it isn't fenced. However, I will be outside with your dog if they ever need to go, and keep an eye and/or leash on them if necessary. I did the same for my own dog, Macy. Unfortunately, my home doesn't have any other dogs that yours could socialize with since Macy passed away, but with me around, your baby should never feel alone! If I were to take care of your pet at your home (and if necessary), I could also tidy up the inside of your house to the point where I was never even there once you have come back from your trip.

Sitter Profile Image: Lydia S.
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Lydia S.
from
$55
per night
4.8 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Felton, DE, 19943

This was the first time Lydia watched my 3 pups. She is very nice and I felt comfortable at the meet and greet. I knew she would take great care of them. She gave updates and assured me they were fine. My female dog was struggling when I first left , Lydia gave her extra love. Now that I am home, I think my Bailey is missing Lydia. I will definitely reach out to her in the future.

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Lisa H.
Sitter Profile Image: Abigail P.
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Abigail P.
from
$60
per night
5.0 out of 5 stars
5 reviews
1 repeat client
15 years of experience
Bridgeville, DE, 19933

About: - 15 Years of Dog Care Experience -Breeds Worked With: Lab, Bichon Frise, Great Dane, Husky, Shih Tzu, and More -15 Year of Dog Care Experience -Breeds Worked With: Tabby, Black Cat, Maine Coon, Persian, and More -Services Offered: Feeding, Walking, Play Time, Light Grooming, Overnight Services, and More. I am available anytime. This includes day time, night time, morning time, weekends, weekdays, and overnights. Let me know your daily schedule and times! :) I provide a safe and trusting environment for you and your pet at home by providing daily check-ins and photos, communicating frequently with clients, and treating your pets as I would my own.

Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$31
per night
5.0 out of 5 stars
2 reviews
15 years of experience
Glen Burnie, MD, 21061

About: As someone who lives with and manages a high-energy working breed every day, I know exactly what it takes to keep active pups properly exercised, mentally stimulated, and safe. I specialize in providing structured, loving care that respects your dog's unique routine and keeps your home peaceful and tidy while you're awaY I currently run my own company. I only work a few days a week and that leaves me plenty of time for all the pups! I provide dedicated care exclusively in your home to keep your pet safe and comfortable in their own environment. Because I have extensive personal experience managing high-energy breeds, I excel at maintaining consistent structure, following your exact training routines, and providing plenty of mental and physical exercise. I treat your home with the utmost respect, keeping everything clean and secure while ensuring your pup stays happy, safe, and tired out

Sitter Profile Image: Brianne S.
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Brianne S.
from
$56
per night
4.0 out of 5 stars
4 reviews
1 repeat client
15 years of experience
Chester, MD, 21619

About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.

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

Pet parents share their Rover experiences - Ashland Landing

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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
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Popular requests for house sitting - Ashland Landing

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Sitters in Ashland Landing average 4
repeat house sitting clients

FAQs for House Sitting - Ashland Landing

Frequently asked questions about Rover

The average cost for House Sitting in Ashland Landing on Rover is $63.83 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 1,974 sitters on Rover offering House Sitting across Ashland 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 Ashland 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 Ashland 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 Ashland 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 Ashland Landing. On Rover:

  • 94% of sitters can help with special care needs
  • 99% 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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