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

Leigh Ann was amazing taking care of our dogs and cat while we were on vacation. She sent us regular updates of time spent with our pets. Her attention and care was as if they were her own dogs.

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Lisa M.
Sitter Profile Image: Ryan L.
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Ryan L.
from
$90
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
25 years of experience
Annapolis, MD, 21409

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

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

Ava 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: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
127 reviews
49 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie is so great with my dogs! She reached out a few days before her stay to confirm details and showed up as promised and sent pictures and updates each day. She even made me a welcome home banner from the dogs, that was a sweet treat! I'm glad she is taking care of my babies for my next couple of trips and hope she is available for anymore that I may have. She truly is a gem!!

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Glenda L.
Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
86 reviews
37 repeat clients
22 years of experience
Arnold, MD, 21012

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

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

Gabby was wonderful with my two Dalmatians!! She was extremely communicative and followed all of the instructions for a seamless weekend stay in our house. She was punctual and treated our house with care, will use her again!

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

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

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Sarah L.
Sitter Profile Image: Ella O.
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Ella O.
from
$55
per night
1 repeat client
7 years of experience
Severna Park, MD, 21146

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.

Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
54 reviews
9 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: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

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

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Rob H.
Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$150
per night
5.0 out of 5 stars
29 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

Alexxis was absolutely amazing with our dogs, Poppy and Beale, while we were away for the week! She took such great care of them and spent lots of time keeping them company. She even noticed when Poppy had bloody urine, acted quickly, and took her to the vet — we’re so grateful for her attentiveness and care. Alexxis administered antibiotics and kept us updated the whole time, which gave us so much peace of mind. It was clear our dogs adored her! We couldn’t have asked for a better sitter and will definitely book with her again.

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Macey W.
Sitter Profile Image: Allison K.
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Allison K.
from
$70
per night
4.9 out of 5 stars
289 reviews
127 repeat clients
15 years of experience
Glen Burnie, MD, 21108

Allison was amazing with our two dogs Archie and Ellie. Ellie loved her so much that she did a sad howl when Allison left. We will definitely use her again for the next time we need someone to watch the pups over night. ❤️

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Natalie D.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Edgewater, MD, 21037

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

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Joanne B.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.4 out of 5 stars
8 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!

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Jessica & Matthew O.
Sitter Profile Image: 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: Jean L.
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Jean L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
94 reviews
30 repeat clients
10 years of experience
Cape St Claire, MD, 21409

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

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Shannon & Chad L.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
33 reviews
16 repeat clients
15 years of experience
Halethorpe, MD, 21227

Samantha stayed in our home with our two girls. She updated me everyday and was a very respectful house guest! Everything was tidy and just where we had left it. The girls were happy and I doubt they missed us at all 😂. I would definitely recommend Sam!

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Jessica D.
Sitter Profile Image: Bohdanna G.
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Bohdanna G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
82 reviews
28 repeat clients
25 years of experience
Stevensville, MD, 21666

Always a pleasure to have Bo take care of my 'little man Jasper' and my home. Jasper is so content and calm from all the lovin' when I return.

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Madeline D.
Sitter Profile Image: Savannah T.
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Savannah T.
from
$50
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
1 year of experience
Stevensville, MD, 21666

Savannah was awesome. We left our two goldens with her for weekend in our home. When we returned everyone was happy! We will definitely use her again

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Ron S.
Sitter Profile Image: Rachel J.
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Rachel J.
from
$70
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Annapolis, MD, 21401

Rachel stayed with Daisy for 5 nights and had great communication! She sent lots of photos and updates and Daisy obviously loves spending time with her! Highly recommend booking with Rachel and we will definitely be booking with her again!

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Jessica & Matthew O.
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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

Cheri was absolutely amazing! She watched my puppy while I was getting ready for my wedding and during the evening. I was able to feel at ease knowing she was being taken care of. Cashew loved her right away! Thank you Cheri.

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Amanda M.
House Sitting
5.0 out of 5 stars

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

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Lois B.
House Sitting
5.0 out of 5 stars

Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!

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Jessica & Matthew O.
House Sitting
5.0 out of 5 stars

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

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Keith S.
House Sitting
5.0 out of 5 stars

Lee did another great job caring for our kitty Roxie and house sitting for a week. Lee communicates frequently with updates and pictures and is very responsive before and during the stay. Most importantly, Roxie and Lee bond with each other and it gives us peace of mind that both Roxie and our house are cared for when we are away.

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Elihu M.
House Sitting
5.0 out of 5 stars

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

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Linda F.
House Sitting
5.0 out of 5 stars

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

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Makayla M.
House Sitting
5.0 out of 5 stars

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.

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 - Skidmore

Select a filter and find qualifying sitters offering house sitting.

Sitters in Skidmore average 4
repeat house sitting clients

FAQs for House Sitting - Skidmore

Frequently asked questions about Rover

As of August 2026, there are 7,022 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:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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