Pet Sitting & Drop Ins In Silver Spring

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Silver Spring pet sitters

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Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
35 reviews
12 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

Aidan always takes the best care of our pups while we are away!! Very attentive, excellent communication, so helpful. Would absolutely recommend and plan to use again when needed.

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Sarah M.
Sitter Profile Image: Genesis A.
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Genesis A.
from
$25
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Thurston Woods, Milwaukee, WI, 53209

Great communication, very easy to work with!

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Andrea L.
Sitter Profile Image: Fonshe B.
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Fonshe B.
from
$25
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Silver Spring, Milwaukee, WI, 53218

About: I’ve taken care of dogs, since I was 13yrs old. We always kept a dog growing up which made me fall in love with them. I’m currently open and available anytime between 9:30am-4:00pm and 5:30p-9:00p. Monday-Friday and I’m available from 9am-9pm Saturday and Sunday. I can also be on a need be schedule as well. I have a small friendly Yorke that will keep your dog company while being cared for. I have have nice size bag yard but it is not fully fenced in. I also have a park about a minute away from home walking distance.

Sitter Profile Image: Montserrat R.
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Montserrat R.
from
$16
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Golden Valley, Wauwatosa, WI, 53222

About: I’m the designated dog walker for family and friends because I love going on walks, and dogs love coming with me! I grew up with a dog but only have two cats of my own— so I miss having that four-legged friend to go with me! I’d love to take your dog out for a walk/run, or just let them stretch their legs. Cat owners, I’m happy to give your kitties as much or as little space as they need while making sure they feel the love :) I don’t work Fridays or Saturdays, so I am free to help anytime then! Definitely looking to fill my Fridays up with some time outside, and I’d love to take your dog with me - or check in on your cat! I usually walk my parent’s and brother’s dogs (about 80 lbs each) so I know how to handle bigger dogs on leashes who tend to stray from the sidewalk. I can clean up after them, feed them, and give them all the pets! For my cats at home, I love to play with strings or catnip - and can cater to their personality as need be.

Sitter Profile Image: Elijah X.
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Elijah X.
from
$15
per visit
3 years of experience
Menomonee River Hills, Milwaukee, WI, 53223

About: I have had multiple dogs through out my life. During high school my family had 4 dogs in the house which were 3 Labs and 1 Bully mix. Since my wife and I moved out we currently live with our doghter, Nala. We also recently adopted our cat, Neo who is sweet and loving towards other dogs. I usually take my dog out during the morning around 7am to 8 am, during the afternoon after the dogs have breakfast, once again during 4 or 5pm, and then one final time before we head to bed around 8pm or 9pm. This is a daily routine for Nala and I that we have stuck to since she was a puppy and works great for us over all. We usually walk around the block or play in the background as sometimes she doesn't need to potty and just needs that outside enrichment. I currently have a fenced yard for the back yard if the dogs do plan to play. The only part that is not fenced up is the driveway, but for the most part Nala and I do walk so that she can get some steps in and also so she won't poop too much in the backyard. If I am visiting your home I will come respectfully and walk your dog with Nala or without what ever your preference is and also give a detailed check-in of your dog to put your mind at ease.

Sitter Profile Image: Ivy G.
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Ivy G.
from
$20
per visit
5.0 out of 5 stars
41 reviews
14 repeat clients
20 years of experience
Uptown, Milwaukee, WI, 53210

Initially, Ivy came over for a meet and greet and our dogs took to her quickly, which is always a huge sign for me! Since then she’s been accommodating, personable, easy to communicate with and great with our dogs! I’d highly recommend her!

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Trista B.
Sitter Profile Image: Stephen & Wipawee D.
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Stephen & Wipawee D.
from
$25
per visit
5.0 out of 5 stars
51 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!

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Laura B.
Sitter Profile Image: Paul Y.
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Paul Y.
from
$25
per visit
3 years of experience
Town And Country Manor, Milwaukee, WI, 53223

About: I provide friendly, professional, and truly attentive care, noticing your dog’s needs and moods. My approach is calm, balanced, and consistent, following your routines closely so pets feel safe, comfortable, and relaxed. I treat every dog with respect, giving them confidence and happiness while you’re away. I currently offer part-time dog sitting and walking, with availability continuing to expand as my Rover schedule grows. My mornings and weekends vary week to week, but I may be able to accommodate requests on a case-by-case basis. Feel free to reach out to check availability. As a dog owner myself, I understand the importance of reliable, attentive care and aim to provide flexible, high quality support tailored to your dog’s needs. I provide calm, attentive care in your dog’s own home, respecting boundaries and following your instructions closely. Every dog receives consistent, thoughtful handling to feel secure and comfortable while in my care. Even dogs with minor behavioral quirks are managed safely, so owners can feel confident that their pets are well cared for, calm, and respected.

Sitter Profile Image: Yolanda W.
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Yolanda W.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
197 reviews
83 repeat clients
35 years of experience
Brown Deer, WI, 53223

Sooo grateful we found this sitter. She is caring, reliable and does an amazing job with our senior dog. Highly recommend.

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Melissa E.
Sitter Profile Image: Giovanni M.
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Giovanni M.
from
$22
per visit
5.0 out of 5 stars
9 reviews
15 years of experience
Wauwatosa, WI, 53222

About: Hey there, I’m Giovanni! I'm a pet-loving Midwesterner with a solid track record caring for both dogs and cats. I know how important it is to trust someone with your pets, and I take that responsibility seriously by creating a calm, safe, and genuinely caring environment wherever they’re most comfortable. What sets me apart is the level of attention and consistency I’m able to provide. Since I work remotely, I’m able to spend real, quality time with your pet and pick up on their habits, energy levels, and needs. I’m comfortable adapting to different personalities, whether that’s an energetic dog who needs plenty of exercise or a more reserved pet who just wants a calm presence nearby. I’m also attentive to routines, medications, and any specific care instructions, and I take pride in being reliable and communicative. On top of that, I genuinely enjoy photographing the pets I care for, so you’ll often receive a few thoughtful, candid shots that capture their personality. Something special you can keep beyond the booking. Pet care fits really naturally into my routine since I work remotely. I’m able to be present throughout the day, which means your pet gets consistent attention, care, and companionship instead of just quick visits. Whether it’s drop-ins, walks, or staying in your home, I can easily adapt my schedule to match your pet’s needs and routine. I also make it a point to send regular photo and text updates so you always know how things are going. When caring for pets in a client’s home, I prioritize keeping everything as close to their normal routine as possible. I follow feeding schedules, walk routines, and any specific instructions you provide to help your pet feel comfortable and secure. I’m mindful of creating a calm environment and paying attention to each pet’s behavior and needs. Communication is important to me, so you can expect consistent updates and transparency while you’re away.

Sitter Profile Image: Madison & Joseph S.
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Madison & Joseph S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
38 reviews
7 repeat clients
10 years of experience
Menomonee River Hills, Milwaukee, WI, 53225

Madison and Joseph are wonderful. Great communication, sent lots of pics, and Smash was happy!

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Shad F.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$15
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Arlington Gardens, Milwaukee, WI, 53222

Nevaeh was great with our shy girl! She was so patient and willing to give our sweet pup time to warm up. I definitely recommend her!

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Natalie P.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$18
per visit
4.9 out of 5 stars
78 reviews
33 repeat clients
16 years of experience
Milwaukee, WI, 53223

Shelby was amazing with our little guy!! We had just moved to the area and our dog Charlie was having a tough time adjusting. We were nervous to leave him with someone new in a new house, but Shelby saved the day! We could tell from the pics that he was loving every second of quality time and didn’t miss us one bit. Shelby is the greatest and a total lifesaver!

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Tyler F.
Sitter Profile Image: Cindy T.
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Cindy T.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
608 reviews
360 repeat clients
30 years of experience
Wauwatosa, WI, 53222

Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!

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Rebekah B.
Sitter Profile Image: Selena M.
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Selena M.
from
$16
per visit
4.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Calumet Farms, Milwaukee, WI, 53224

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

Sitter Profile Image: Anya P.
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Anya P.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
55 reviews
15 repeat clients
12 years of experience
Brown Deer, WI, 53209

Once again Anya saved me with a couple last minute drop ins. She was also super helpful with some unexpected errands and tasks around the house.

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Chris C.
Sitter Profile Image: Jen G.
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Jen G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
98 reviews
31 repeat clients
23 years of experience
Menomonee Falls, WI, 53051

Jen took great care of our cats. She is so sweet and spent quality time with our pets. Her notes were very detailed and we loved the pictures she shared with us. We will definitely book Jen again!

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Anabel C.
Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$17
per visit
5.0 out of 5 stars
107 reviews
9 repeat clients
12 years of experience
Milwaukee, WI, 53210

Charlotte came to do a meet and greet, and then was very quickly available for a drop in visit! She has great communication and Lenny loves her!

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Danielle P.
Sitter Profile Image: Krystal D.
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Krystal D.
from
$20
per visit
5.0 out of 5 stars
44 reviews
12 repeat clients
26 years of experience
Milwaukee, WI, 53210

About: 👋🏼 Hello! My name is Krystal and I am a dog lover who has taken care of dogs for 25+ years. I have 2 male poodle mixes, Adobo and Charley.💙 They’re social boys who love company, but respect boundaries if their furry friends don’t want to play. I work from home and walk my dogs 2 times a day (or 1 long walk) and we also enjoy hiking or playing in our fenced-in backyard. Your furry friend will have activity, company, and love while under my care! ☺️ 👩🏻‍💻 Working from home full time gives me the flexibility to easily fit pet care into my day, allowing me to provide regular attention, walks, playtime, and companionship. Please feel free to send a message to check on my availability! 🐕‍🦺 I have a large fenced in yard and friendly dogs, Adobo and Charley, that can keep your furry friend company with play or lounging. I can crate if needed.

Sitter Profile Image: Margaret D.
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Margaret D.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Cooper Park, Milwaukee, WI, 53222

About: Having pets all my life has given me pet care knowledge and ability to care for pets of all ages and abilities. I have had cats, dogs, bunnies and fish (currently a single cat household) throughout the years. While in college I worked as a Vet Tech and did pet sitting for clients of the vet clinic. Your pets will be loved and cherished in your home or in mine. I provide all levels of service from dog walking, drop-in daily visits, boarding or medical care visits. Currently working full-time as a pet sitter/dog walker. Available all day for all levels of service from daily walks, drop-in and medical care visits and boarding. My home is a smoke-free, fenced in yard, single cat household in the Milwaukee/Wauwatosa area. Willing to travel to provide boarding services in your home if needed. Any location in the Milwaukee area and within 30 miles.

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Over 6
pet parents in Silver Spring have booked pet sitting

Silver Spring pet parents share their Rover experiences

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5.0 out of 5 stars

Alyssa did a great job with our senior dog and our younger dog. They were calm when we came home so I know she spent plenty of time with them. She also did a great job updating me with each visit. I would 100% book with her again!

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Jessica M.
Drop-In Visits
5.0 out of 5 stars

As always, we had a wonderful experience leaving our fur babies with Aidan! Very communicative, attentive to our pets needs, and goes above and beyond to make us feel comfortable while we are away.

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Sarah M.
Drop-In Visits
5.0 out of 5 stars

Yolanda was amazing with our three high energy dogs! When we first met her and her husband, we could tell right away they were great people and our dogs took right to them. Even our dog that is sometimes shy around new people seemed completely at ease with them. She was available on short notice and took lots of great photos of the first visit. Our dogs looked very happy and relaxed. We would definitely recommend Yolanda!

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Michelle C.
Drop-In Visits
5.0 out of 5 stars

As always Katie is amazing. Our girls love spending time with Katie. She sends us plenty of updates pictures and videos. They love their play time with Katie as well.

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Alberto F.
Drop-In Visits
5.0 out of 5 stars

Angela is our go-to sitter for our greyhounds. She loves dogs and does such a phenomenal job. We never worry when they are in her care.

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Rebecca A.
Drop-In Visits
5.0 out of 5 stars

Cyen took care of my cats while I was away. I had a long manual and Cyen actually took time to read and performed the task. I was worried in the beginning since it was my first time using her service, but it went away on the first day. Would love to hire her again in the future!

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Min Keun Y.
Drop-In Visits
4.0 out of 5 stars

Selena was great. She did what was needed and communicated with me during my trip. She took great care of my cat and was super willing to do what was needed.

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Emma H.
Drop-In Visits
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How Rover works

  1. 1. Search

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

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

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

The median cost per night for pet sitting in Silver Spring is $20

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

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

  • World-class support

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

Sitters in Silver Spring average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Silver Spring on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Silver Spring pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

As of Jun 2026, there are 2,206 pet sitters in Silver Spring. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Silver Spring pet sitters respond in under an hour.

Pet sitters in Silver Spring have an average of 16 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Silver Spring.

Rover makes it easy to find Silver Spring pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,206 pet sitters in Silver Spring on Rover, so you’re sure to find the perfect match for your pet! In Silver Spring, 95% of pet sitters offer daily exercise, 97% offer medication administration, and 92% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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

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

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