House Sitting Piney Point

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pet parents in Piney Point have booked house sitting

Piney Point, 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: India B.
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India B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
16 reviews
6 repeat clients
30 years of experience
Callaway, MD, 20620

My dogs were very comfortable with India; her calm and confident demeanor was helpful to my worrying about a predicted storm because of Gidgi's fears. She was instinctive in her suggestions and she seemed to like my dogs and cats.

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joyce s.
Sitter Profile Image: Colleen S.
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Colleen S.
from
$30
per night
10 years of experience
Tall Timbers, MD, 20690

About: My time working a the trading and boarding kennel had allowed me to handle sometimes over a 100 dogs in a day, each one with different personalities and needs. Each time I would take them on their potty breaks I would make sure to lavish them in attention and play chase if they felt inclined. I also have monitored up to 10+ dogs together in group play, being very careful to watch behavior and know when a dog has had too much or needs a better playmate. I am also an experienced feeder that can create highly individualized meals and medicate dogs through pilling or hiding meds in food/treats. This also includes non-oral meds like ear and eyes drops as well as topicals. Before the kennel, I walked many neighborhood dogs, taking them for long 30+minute walks and ensuring they were fed and had water. I would stay and give them attention after their walks to keep them company if I was not spending the night. I have experience in using E-collar and commands as well. I mostly used commands for feeding purposes but I can also use them to stop bad behavior. Injuries can also occur not matter how careful one is, be it a broken nail, ear inflections, or cuts and scrapes. I have experienced this many times at the kennel and am apt at tending to said injuries should they occur. I’m currently working a part-time graveyard shift which still gives me a lot of time to play and interact with your pet. I am only 24 years old which allows me bounce my sleep hours around so I can still care for your pet. I work hard to slowly build trust with nervous dogs and give them all play time, pets, and treats (owner approved of course). If there are any special needs, like age or aggression, I take extra care to ensure everyone and dog is safe and secure around me.

Sitter Profile Image: Keira H.
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Keira H.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Tall Timbers, MD, 20690

Took great care of our dog even with a few unexpected surprises!

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Tripp W.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$95
per night
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
California, MD, 20619

Shemoy worked closely with us to make sure our dogs were comfortable before we left them. She treated our babies like her own and always kept us fully updated :)

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Deanna G.
Sitter Profile Image: Leah H.
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Leah H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
156 reviews
81 repeat clients
22 years of experience
Leonardtown, MD, 20650

We absolutely love Leah!! She's so good with our dogs. Very punctual and responsible. She stays over with our two and leaves or home just the way we left it.

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Dean S.
Sitter Profile Image: Samuel H.
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Samuel H.
from
$28
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
4 years of experience
Lexington Park, MD, 20653

Samuel did a fantastic job watching our dog who is both quite reactive and recovering from ACL surgery. We already rebooked him for next month and highly recommend him for anyone needing peace of mind while they’re away from their fur baby.

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Jeff B.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$40
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Leonardtown, MD, 20650

Taylor was amazing with our two dogs! 🐶💕 She was so attentive and caring, sent us plenty of pictures and updates, and always asked questions if she wasn’t sure about something, which we really appreciated. We have a 7-year-old and an 11-year-old, so knowing they were in good hands gave us such peace of mind while we were away. She was reliable, communicative, and clearly genuinely cared about making sure they were comfortable and happy. We came home to two very well-cared-for pups! 🥰 We would absolutely book Taylor again and highly recommend her to anyone looking for a sitter they can trust. 🤓☺️

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Mariaeva D.
Sitter Profile Image: Linda W.
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Linda W.
Star Sitter
from
$100
per night
5.0 out of 5 stars
118 reviews
43 repeat clients
20 years of experience
Lexington-Park, MD, 20653

Linda was awesome. Sadie was relaxed and happy while in her care. It was nice to go on vacation and know that Sadie was being well cared for. I would recommend Linda to anyone who wants their pet to stay home while they are gone. I will definitely request Linda again if we go away.

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Judy K.
Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$100
per night
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

Kathleen is amazing! She checked in regularly with pictures of my relaxed and content baby. She was caring and attentive. She even picked up on his silent cues for when he wanted a snack or treat. When we came home, it was as if we'd only been away for 10 minutes. There is no one I'd trust more.

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Scottie P.
Sitter Profile Image: Anna O.
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Anna O.
from
$53
per night
5.0 out of 5 stars
1 review
20 years of experience
Lusby, MD, 20657

Anna was absolutely amazing! She kept me updated on how my furry babies were doing over the weekend. Had lots of questions and did a very good job at sticking to routine, which is important with a 15 week old puppy! She was clear about her need to get other things done over the weekend, even going so far to tell me when she was coming and going. Anna made it so that I could focus on my family this weekend with no concerns about how Nebula and Beethoven were being cared for, which was so welcome and reassuring after our last experience with a Rover sitter. We will definitely be using Anna again in the future. She is amazing and I would recommend her to anyone looking for a compassionate, reliable, dedicated, and caring pet sitter.

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Maria J.
Sitter Profile Image: Virginia E.
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Virginia E.
from
$60
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
40 years of experience
Clements, MD, 20624

Really good with the animals… 2 cats and and a Velcro dog. Appreciated updates. Highly recommend Virginia and will use her again.

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Debby M.
Sitter Profile Image: Christina C.
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Christina C.
from
$80
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
8 years of experience
Lexington Park, MD, 20653

Christina was very attentive with Mr. Moo and her pictures helped us get through the long weekend without our chunky monkey. She left our house and our cat in excellent condition and he wasnr even mad at us when we got back, which is always a giod sign that he was well taken care of! We wouldn't hesitate to work with her again.

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Anica L.
Sitter Profile Image: Darielle B.
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Darielle B.
from
$25
per night
5.0 out of 5 stars
1 review
13 years of experience
Lusby, MD, 20657

Darielle did a great job keeping our house and pets taken care of and happy. She was very communicative and sent lots of pictures of our pets.

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Charles F.
Sitter Profile Image: Ryan R.
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Ryan R.
from
$50
per night
13 years of experience
Lexington park, MD, 20653

About: What sets me apart as a sitter is the level of care, patience, and attention I give to every pet as if they were my own. I understand that every animal has a unique personality, routine, and comfort level, and I take the time to learn what makes them feel safe and happy. I’m especially comfortable caring for puppies I also grew up taking care of English bulldogs and understand the importance of consistency with potty training, basic commands, and positive reinforcement. I’m also attentive and gentle with senior pets, making sure they receive extra patience, medication support if needed, and a calm environment. I’m reliable, communicative, and always keep pet parents updated with photos and messages for peace of mind. My goal is to make sure your pet feels loved, secure, and well cared for while you’re away My schedule is pretty open. I am always flexible depending on what I have scheduled. I do work but only part time. I make time for the pets I watch. I love to take my dog on walks my animals are house dogs they spend time with me and enjoying life not in a cage though they do have one and love to just lay in there but there environment is safe and welcoming.

Sitter Profile Image: Cole K.
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Cole K.
from
$30
per night
1 repeat client
4 years of experience
Callaway, MD, 20620

About: I’ve been around dogs most of my life. I currently have a Blue Great Dane named Diesel. He is great with other dogs, and we will have to do a meet and great to make sure you’re pup will get along with him also. I’m usually available unless the wife has me doing something. I spend every min I can with my dog and will show your dog the same treatment. My yard is unfenced for now, but it is 2 acres that’s at the end of a quiet neighborhood. We have plenty of room to play and go on walks.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
from
$80
per night
4.9 out of 5 stars
29 reviews
13 repeat clients
15 years of experience
Lusby, MD, 20657

Elizabeth was attentive to Daisy's needs per the 'care & feeding' instructions we provided. Just as importantly, she treated Daisy as if her own, which was apparent by Daisy snoozling on Betsy's luggage as she prepared to leave.

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William K.
Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
4.2 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
California, MD, 20619

Hannah was amazing! She provided top-notch care for my pup, Clover, and her communication was great. Clover had an absolute blast under her watch, and it's clear that Hannah genuinely loves animals. I will without a doubt be booking with her again in the future! Thank you, Hannah! :)

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Karisa T.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$35
per night
20 years of experience
Lusby, MD, 20657

About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.

Sitter Profile Image: Jessie C.
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Jessie C.
from
$40
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
4 years of experience
St Leonard, MD, 20685

About: As a child I've grown up with multiple animals as animals as pets, including a few dogs and a few cats. Professionally, I've had four total years taking care of different animals, which includes supervising dogs as well as helping various animals such as cats, guinea pigs, and other animals get adopted. I have had general experience feeding, walking, bathing, nail trimming, and over all playing with and supervising dogs. I also have had experience taking care of elderly and disabled animals, which includes but is not limited to a 19 year old cat with arthritis and kidney disease. I have experience giving animals oral medications at the correct times and have been consistently. As of right now, I am offering house sitting, drop-ins and dog walking. As of right now, all seven days of the week are generally free for me and I am home most of the time. However, there may be some days where I'm not available, such as certain holidays or family events. If something happens where I can't take care of your animal(s) (such as an emergency), I'll try to let you know ahead of time. I'll always keep your animals supervised regardless of whatever service I'm doing at the time. If your animal takes medications, I'll administer them at the correct times.

Sitter Profile Image: April C.
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April C.
from
$31
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Lusby, MD, 20657

Absolutely wonderful sitter!! April stayed in our home for a couple weeks with our two Shih Tzus. She sent daily updates with photos, handled their face and eye grooming (not easy for their breed!), was enthusiastic and communicative, and left our home clean and tidy. We really couldn’t have asked for more. We took a chance as she didn’t have reviews but I’m so glad we did. She did a fantastic job and I would definitely book her again. Thanks, April!!

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June C.
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The median cost per night for house sitting in Piney Point is $50

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.

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 - Piney Point

Select a filter and find qualifying sitters offering house sitting.

Sitters in Piney Point average 4
repeat house sitting clients

FAQs for House Sitting - Piney Point

Frequently asked questions about Rover

The average cost for House Sitting in Piney Point on Rover is $39.96 per night (as of September 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 September 2026, there are 223 sitters on Rover offering House Sitting across Piney Point. 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 Piney Point 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 Piney Point 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 Piney Point 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 Piney Point. On Rover:

  • 92% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 100% 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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