House Sitting Skidmore

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Skidmore, 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: Jean L.
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Jean L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
92 reviews
30 repeat clients
10 years of experience
Cape St Claire, MD, 21409

Jean was wonderful. She took care of our two cats for a week. They can be shy, but in each of the photos they were in heaven! The house looked beautiful and she even cleaned all litter boxes before leaving and changed guest room sheets since i was bring home a son who got sick on trip. As to tip I had two envelopes ready before we left—one with tip and second with money she could treat herself to Door Dash. She is definitely a “cat whisperer “ and we would want only to use her in future. A+++

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Jinny J.
Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
83 reviews
35 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: Alexia M.
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Alexia M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
13 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: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!

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Clay K.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
124 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie was so wonderful with our dog which has very special needs. She took great care of her and gave us real peace of mind while we were gone. We’ve already booked Jamie for another upcoming trip!

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Bradley W.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$75
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

About: I have worked alongside my mom who has been with Rover for 8 years! I took care of my own dog in my college dorm for a year as well! I’m currently a student at AACC and I’m working on weekend at a restaurant! Most days, I work on schoolwork and hangout with my own dogs at home! I try to take my dog out every hour to two hours because she loves being outside! I try to give her fresh water every few hours and she is feed twice a day! We also go on walks when it’s nice out!

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

Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.

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Elihu M.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen took wonderful care of our dogs, Sam and Tito, for a full week while we were on vacation. She was incredibly responsive, always sending updates and photos when we asked, which gave us so much peace of mind. It was clear our boys were happy, comfortable, and well cared for the entire time. She also left our home in perfect condition, which we really appreciated. We would absolutely book with Karen again and highly recommend her to anyone looking for a reliable, thoughtful sitter!

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Julie G.
Sitter Profile Image: Catherine J.
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Catherine J.
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
11 years of experience
Annapolis, MD, 21061

Cat was amazing with our fur babies and sent us multiple updates a day to reassure us that they were adjusting well while we were away! We also came home to our space cleaner than we left it which was so nice to come home to! We will absolutely be using Cat again!!

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Makayla M.
Sitter Profile Image: Ryan L.
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Ryan L.
from
$70
per night
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

About: I’ve been a lifelong "dog guy" and have spent years caring for the pets of friends, family, and neighbors. As the saying goes, "There are no strangers here; only dog friends you haven't yet met." I’m an expert at making dogs feel loved and secure while their parents are away. I find that exercise and companionship make for happier fur friends. I am a freelancer, which allows me to be very punctual and reliable for morning, mid-day check-ins, or afternoon walks. I understand how hard it is to leave your pet, so I like to send updates and fun photos so you never feel out of the loop. I’m happy to help with: *Standard neighborhood walks/jogs *Drop-in visits for potty breaks and playtime. *Feeding and refreshing water bowls. Attuned to dogs with diet restrictions *Transporting your four-legged loved one to parks (example: Greenbury Point, Quiet Waters Park) *Transporting to the groomer, vet appointments I treat every dog I care for as if they were my own. I'd love to meet you and your pup soon! I have great flexibility in the mornings and afternoons. Mon- Friday Morning: 5:00 am - 2:00 pm Evening: 3:30 pm-9:00 pm Saturday-Sunday 5:30 am - 9:00 pm Care in my home: I have a large fenced yard, great for playing catch, if you require morning or afternoon care away from your home. Care at your home, where most pups prefer, I can follow your family's routine: potty breaks, exercise level.

Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
31 years of experience
Pasadena, MD, 21122

We couldn’t be more grateful for the care Justine provided. From the beginning, communication was clear, prompt, and professional and we received regular updates and photos, which made being away so much easier. When we returned home, our dog was happy, relaxed, and clearly well cared for. That says everything. We would absolutely book again and highly recommend them to anyone looking for a trustworthy, responsible, and compassionate dog sitter.

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Aaron C.
Sitter Profile Image: Anna M.
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Anna M.
from
$35
per night
6 years of experience
Annapolis, MD, 21409

About: I’ve taken care of dogs and cats since I was in high school. I am patient attentive, and have a flexible schedule to take care of your pets. I work part time and mostly at night so I will be able to spend a lot of time during the day with your pets. I can easily get to a clients home and am able to stay there with them as needed. I can spend plenty of time with your pets and give them plenty of attention.

Sitter Profile Image: Delaney B.
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Delaney B.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Arnold, MD, 21012

Delaney was amazing with our energetic 8-month old puppy! She was very communicative, on time, and was willing to accommodate us coming home later than expected. We came home to a very happy and tired puppy!

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Grace K.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$40
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
6 years of experience
Annapolis, MD, 21401

Samantha was wonderful with my 2 elderly and high maintenance dogs. She sent pictures and checked in just enough while my family was away for a week. We came home to happy dogs and the house looks like we just left it. We look forward to using her again in the future!

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Erin W.
Sitter Profile Image: Owen K.
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Owen K.
from
$31
per night
4.9 out of 5 stars
50 reviews
4 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: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
3 reviews
4 repeat clients
2 years of experience
Annapolis, MD, 21401

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

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Sarah L.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
116 reviews
33 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!

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Rebecca K.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
95 reviews
39 repeat clients
13 years of experience
Pasadena, MD, 21122

Emma was so great! She always responded quickly to messages, and was very accommodating to our needs - she came over in advance so we could meet her and introduce her to our dog, and she dealt with some unconventional dog hand-offs while we were away. She also left the house just as it was. We will definitely be reaching out to her for dog-sitting needs in the future. Thank you, Emma!

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Molly S.
Sitter Profile Image: Violet H.
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Violet H.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

About: From an early age I would take care of my dog by giving him walks and baths etc. I have dog sit for people over night at their house as well as walked other peoples dogs. Im currently a college student home for the summer and am working part time so I have plenty of free time to take care of your pets. I’m available for dog walking and pet sitting throughout the week. I like to give dogs lots of long walks to get their energy out. Also, I like playing with them and snuggling with them. :)

Sitter Profile Image: Emily T.
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Emily T.
from
$30
per night
6 years of experience
Annapolis, MD, 21409

About: When it comes to my pet care experience I have always had a pet at home. I thoroughly enjoy being around animals therefore, this affords me the opportunity to enjoy my work. For drop-in visits after I have exercised the dog by taking it out I will remain in the home to play with the dog so they have the opportunity to release more energy. When housesitting I respect the rules of the owners house and make sure that when my time is finished the house is the way they left it. Prior to walking the dog I will ask the owner what to anticipate. Also if they have a preferred route for the dog's comfort. I also like to know how the owner rewards their pet so there is consistency between the owner and myself. I am working M-F from 7AM-4PM, so I am available to do evenings and weekends. I'd prefer weekends as I am more available for multiple drop ins or can be with your dog easier. I generally like to follow the rules of the owner. I am super respectful and do not want to do anything the owner wouldn't do for their dog themselves. I am very good at following rules and would never take it upon myself to decide things for the pet without consulting with the owner first.

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

Pet parents share their Rover experiences - Skidmore

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5.0 out of 5 stars

Lee has been consistently wonderful. They always keep us updated on our dogs, with pictures and check ins. They are observant and caring towards our dogs, making sure anything out of the ordinary is communicated.

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Casey H.
House Sitting
5.0 out of 5 stars

Cat was amazing with our fur babies and sent us multiple updates a day to reassure us that they were adjusting well while we were away! We also came home to our space cleaner than we left it which was so nice to come home to! We will absolutely be using Cat again!!

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Makayla M.
House Sitting
5.0 out of 5 stars

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.
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

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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

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

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Skidmore average 4
repeat house sitting clients

FAQs for House Sitting - Skidmore

Frequently asked questions about Rover

As of June 2026, there are 7,053 sitters on Rover offering House Sitting across Skidmore. 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 Skidmore 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 Skidmore 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 Skidmore 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 Skidmore. On Rover:

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% 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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