House Sitting In Cheswolde Area

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Cheswolde Area house sitters

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: Bito B.
Verified Enhanced Background Check
Bito B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
27 reviews
10 repeat clients
10 years of experience
Greater Mount Washington, Baltimore, MD, 21209

Came home to happy, well taken care of babies and it’s all I could ask for. There was a mild snag while we were gone and we figured it out together. Wouldn’t ask anyone else to watch my 3 animals (and house).

Profile image
Shayna Y.
Sitter Profile Image: Morgan B.
Verified Background Check
Morgan B.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was very professional and respectful staying in our home. She took amazing care of our 155lb Bernese mountain dog. We will absolutely be booking with her again!

Profile image
Ashley T.
Sitter Profile Image: Victoria G.
Verified Enhanced Background Check
Victoria G.
from
$55
per night
4.9 out of 5 stars
32 reviews
8 repeat clients
11 years of experience
Baltimore, MD, 21210

Victoria is absolutely amazing! I’ve hired her multiple times and she takes incredible care of my pets. My cat who is usually very shy warmed up to her and even sat on her lap! He doesn’t do that with anyone but me which speaks volumes of how caring Victoria is and how safe he feels around her. She is the best sitter and I highly recommend her!

Profile image
Julie D.
Sitter Profile Image: Duncan C.
Verified Enhanced Background Check
Duncan C.
from
$50
per night
10 years of experience
Greater Mount Washington, Baltimore, MD, 21215

About: I've had pets my whole life, so I understand what they need to feel safe and happy. I live with two dogs and have experience caring for a variety of animals from large dogs to guinea pigs. As a high school graduate, my schedule is fairly flexible. I have a part time job but I am available most of the day to care for your animals. I only care for pets in a clients home. I would respect all household rules and give your pet my full attention making sure to care for them with kindness.

Sitter Profile Image: Jeffrey G.
Verified Enhanced Background Check
Jeffrey G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
25 years of experience
Baltimore, MD, 21212

Jeff was absolutely wonderful! He took such good care of Hazel and our home while we were away. He is an excellent communicator and just an all around good human. I would recommend Jeff any day of the week and will definitely book him again.

Profile image
Rachel R.
Sitter Profile Image: Ana R.
Verified Enhanced Background Check
Ana R.
from
$50
per night
4.8 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21210

Ana is great! She was always responsive, kind, and reliable, and made sure Ginger stayed safe, comfortable, and happy. She took great care of her and also helped daily medication well! When I got home, Ginger was calm, healthy, and clearly well cared for.

Profile image
Vicky J.
Sitter Profile Image: Amy W.
Verified Enhanced Background Check
Amy W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
34 reviews
9 repeat clients
14 years of experience
Towson, MD, 21286

Amy was amazing! She took incredible care of my 4 little ones, including my special needs dog, while I traveled for a long, stressful weekend. She gave regular updates and clearly cared for my pets like her own. I couldn’t be happier!

Profile image
Michael H.
Sitter Profile Image: KB B.
Verified Background Check
KB B.
from
$50
per night
30 years of experience
Roland Parl-Homewood-Guilford, Baltimore, MD, 21211

About: I’ve been caring for animals for over 30 years and have experience with pets of all ages, sizes, personalities, and care needs. Animals have always been a huge part of my life, and caring for them comes very naturally to me. Over the years, I’ve looked after everything from energetic dogs who love adventure and playtime to senior pets who need a gentler pace, extra patience, and close attention to routines and comfort. I also previously owned and operated my own pet sitting business for several years, where I built trusted relationships with pet owners and provided dependable in-home care for their pets and houses. I eventually closed the business to help my sister run her company full time, but I never stopped pet sitting. Since then, I’ve continued caring for pets on the side because it’s something I genuinely love and find deeply fulfilling. My experience includes daily walks, feeding schedules, administering medications, overnight care, companionship, litter box maintenance, basic grooming support, and maintaining consistent routines to help pets feel secure while their owners are away. I understand how important communication and trust are, so I always aim to provide thoughtful updates and attentive care that gives owners real peace of mind. Along with pet care, I’m highly respectful of people’s homes and take pride in leaving spaces clean, organized, and well cared for. I’m dependable, communicative, calm under pressure, and genuinely attentive to the little details that make a difference. For me, great pet sitting is about creating a safe, loving, low stress environment where pets can feel comfortable and cared for until their people return. "Until one has loved an animal, a part of one's soul remains unawakened." Anatole France​ I work remotely full-time, which allows me to provide pets with lots of companionship, supervision, and consistency throughout the day. My schedule is flexible, so I’m able to accommodate walks, feeding routines, playtime, medications, and cuddle breaks as needed. I genuinely enjoy spending time with animals, so I naturally build pet care into my daily routine rather than treating it like a task to check off. I have over 30 years of experience caring for animals and previously owned my own pet sitting business, so safety, communication, and trust are extremely important to me. I’m very attentive to routines, behavior changes, medications, and household instructions, and I always aim to create a calm, loving, low-stress environment for pets while their owners are away. I treat every home with respect and care, keep spaces clean and secure, and provide regular updates and photos for peace of mind.

Sitter Profile Image: Asia N.
Verified Enhanced Background Check
Asia N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
17 reviews
8 repeat clients
7 years of experience
Lower Northwood, Baltimore, MD, 21218

Asia was very communicative and flexible with my schedule, and she did a wonderful job caring for my dogs. They had a lot of cuddles, walks, and photos taken throughout the visit. Will definitely be booking with her again in the future!

Profile image
Nikki S.
Sitter Profile Image: Neil S.
Verified Enhanced Background Check
Neil S.
from
$75
per night
10 years of experience
Glen-Fallstaff Area, Baltimore, MD, 21215

About: I provide reliable, compassionate pet care for busy pet owners who want peace of mind while they're at work, traveling, or away from home. My services include dog walking, cat visits, feeding, fresh water replenishment, litter box cleaning, and general pet care. I understand that pets are family, which is why I focus on giving each animal the attention, companionship, and care they deserve. During visits, I don't just stop by to feed your pet—I also spend quality time with them, providing playtime, affection, and companionship to help them feel comfortable and cared for while you're away. Whether you need regular dog walks, daily cat check-ins, or someone to keep your pets company during a trip, you can count on me to be dependable, attentive, and caring. My goal is to ensure your pets stay happy, healthy, and stress-free until you're back home. I have owned cats for many years. Since I generally work from home, my cat receives all of the attention he needs! I love dogs as well, although I do not currently own one. I show immense care for your pet as I know that your pet is a part of your family. I will always treat your pet as part of my family too!

Sitter Profile Image: Naya R.
Verified Enhanced Background Check
Naya R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
10 repeat clients
15 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Naya is a repeat house sitter for my big silly pit mix and my elderly cat. She does an incredible job of following all instructions and balancing the needs of my dog and senior cat. We trust Naya!

Profile image
Rachel C.
Sitter Profile Image: Haile N.
Verified Enhanced Background Check
Haile N.
from
$65
per night
4.8 out of 5 stars
10 reviews
10 years of experience
Pikesville, MD, 21208

Haile was absolutely amazing from start to finish! I was a little nervous leaving my babies — a 4lb chorkie and a cat with someone new for 5 full days but she put my mind at ease completely. She was reliable, trustworthy, and professional in every way. I came home to a clean house exactly the way I left it which says everything about her character and respect for other people's space. Most importantly my animals loved her and that's the ultimate seal of approval. You can't fake that. 🐾 Haile will be my go-to pet sitter from here on out and I would recommend her without hesitation to anyone who wants their babies in good hands while they're away. If you're looking for someone you can trust completely - she's your person!

Profile image
Hit The R.
Sitter Profile Image: Danielle H.
Verified Enhanced Background Check
Danielle H.
from
$45
per night
10 years of experience
Howard Park, Baltimore, MD, 21207

About: I have taken care of two smaller dogs the past 3 years and have learned the hard work that comes with them. I have also volunteered at BARCS for dog days out. I am comfortable with leash trained dogs and understand feeding schedules, potty breaks, and playtime. Hello! I am currently a college student working a part-time internship and taking a summer class! I am often available on weekends and monday, wednesday, and friday nights. I know how to crate dogs if needed and have reliable transportation to an emergency vet if needed. I have grown up around cats and dogs all my life so I understand the importance of keeping your pet safe.

Sitter Profile Image: Michael B.
Verified Enhanced Background Check
Michael B.
Star Sitter
from
$63
per night
5.0 out of 5 stars
176 reviews
54 repeat clients
8 years of experience
Baltimore, MD, 21239

Michael was incredibly kind and patient with our high-anxiety mini-poodle. He spent extra time getting to know our dog ahead of the stay, provided photos (album-worthy pictures!) and updates, and left our house in spotless condition. Five stars! We will absolutely hire Michael the next time we travel.

Profile image
Catherine W.
Sitter Profile Image: Sean S.
Verified Enhanced Background Check
Sean S.
from
$31
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Baltimore, MD, 21212

About: Hello my fellow fur babies owner my name is sean and I love taking care of pets i have been taking care of pets since i was a kid i've been taking care of farm animals since I was 14 and know when animals are sick love playing with them I work part-time so I have no problem taking care of your fur babies playing with them petting them and cuddling and making sure to spoil them like I do mine I cuddle with my dog and I got a big flied next door so we can catch or your fur babies can play with my baby boy

Sitter Profile Image: Imani H.
Verified Enhanced Background Check
Imani H.
from
$50
per night
5.0 out of 5 stars
63 reviews
14 repeat clients
5 years of experience
Govans, Baltimore, MD, 21218

Absolutely phenomenal. Both our babies were happy and fed when we got home. Photo updates were very appreciated. If I could give 1 million stars I would. So thankful!

Profile image
Jessica W.
Sitter Profile Image: Alyson P.
Verified Background Check
Alyson P.
from
$75
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
15 years of experience
Park Heights, Baltimore, MD, 21215

We feel very lucky to have found Alyson and Taylor prior to our recent trip. With one young dog and one senior, there is a lot going on in our household. Add the fact that they are each 110+ lbs, and it takes a very special dog sitter to be comfortable handling our pups! Alyson and Taylor were wonderful - from the moment they met the dogs, we could see everything was going to be fine while we were gone. Highly recommend - unless you need them next time we are traveling. ?

Profile image
Ross & Angie L.
Sitter Profile Image: Keira J.
Verified Enhanced Background Check
Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira was great with our old pup Toby while we were out of town. She was knowledgeable about care and Toby was in great hands. She gave updates and photos throughout the stay.

Profile image
Morgan G.
Sitter Profile Image: Shelby O.
Verified Enhanced Background Check
Shelby O.
from
$40
per night
15 years of experience
Baltimore, MD, 21209

About: I have owned my own kitties for 15+ years. I have also fostered medical and special needs cats and dogs for 3 years as well. I will love your babies like my own! I am currently not working so I am available full time. I do require 1 days notice for bookings and 1 day cancellation. However, please feel free to contact me to discuss specific times and details. I have a big 2 bedroom condo and 2 kitties who love other animals! I am also able to follow any crating instructions your pet may require.

Sitter Profile Image: Iman K.
Verified Enhanced Background Check
Iman K.
from
$63
per night
5.0 out of 5 stars
5 reviews
9 years of experience
Forest Park, Baltimore, MD, 21207

Iman took such great care of our boys!

Profile image
Steve S.
1 / 1
View more sitters

Over 1,752
pet parents in Cheswolde Area have booked house sitting

Cheswolde Area pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Bito went above and beyond for the critters, ensuring they were cared for at all times. The crew really looks forward to their visits. Great communication and would wholeheartedly recommend!

Profile image
David M.
House Sitting
5.0 out of 5 stars

Kaitlin was amazing! Will definitely rebook. My animals were so loved and well taken care of. She did a great job at communicating and sending updates. Left my house very clean and I returned to happy pets!

Profile image
Alison G.
House Sitting
5.0 out of 5 stars

Keirra was lovely! She took such great care of our house and cats while we were away. We will definitely rebook her services for our next vacation. It gave us peace of mind to know our most valuable possessions (cats + house) were in good hands.

Profile image
Caitlin O.
House Sitting
5.0 out of 5 stars

Chelsea was great - our pups loved her and she was very communicative. She was also flexible with some timing/plan changes - which we appreciated!

Profile image
Kit P.
House Sitting
5.0 out of 5 stars

Morgan was great! Very responsive to messages and kept me updated and informed on all matters regarding my pup. I would definitely use her as a sitter again.

Profile image
Nicole D.
House Sitting
5.0 out of 5 stars

Trust them completely with our pups and our home. We have a two dog home that includes a senior dog who has mobility issues and medication needs. They’ve never had more exceptional care and are always happy and content when we arrive back home. Same goes for the house. House is clean and always well taken care of. My wife and I even came home to all our mail collected and our recycling put to the curb ❤️

Profile image
Anthony F.
House Sitting
5.0 out of 5 stars

Another great week of being able to count on Jhane and EmJay with no worries while we were gone for the week!

Profile image
Adam H.
House Sitting
5.0 out of 5 stars

Rachel was a fantastic house sitter and gave our zoo of animals the best care. Very enjoyable human, 10/10 would book again!

Profile image
Kristin G.
House Sitting
5.0 out of 5 stars

We used Kelsey for the second time and just like last time it went perfectly! Great communication and updates and our three fur babies love her. Our house was in tip top shape and we will/would definitely book again and recommend highly :)

Profile image
Kristin W.
House Sitting
5.0 out of 5 stars

Snicker, Cocoa and Ms. Kitty live their time with Roberta! She gives each attention and love. I highly recommend Roberta.

Profile image
Martha S.
House Sitting
5.0 out of 5 stars

Erin is amazing!!! Not only is she punctual but immediately became Baileys best friend. She understands pups and gives them such special attention and care. Best sitter ever!!! You can’t go wrong, we highly recommend her for your fur babies.

Profile image
Christine A.
House Sitting
5.0 out of 5 stars

Laura was fantastic with my two boys - a puppy and a senior dog. She was responsive, attentive to details, sent frame-able photos and cared for them as I would. They didn’t even miss me!

Profile image
Lark P.
House Sitting
5.0 out of 5 stars

We are so thankful we found Talayia to watch our two dogs and cat for overnight stays! She really came through for us at the last minute when we were in a tough spot of our last sitter cancelling. She communicated with us daily and sent us picture updates which put us at ease for the two weeks we were gone. She also kept our plants alive and our house was kept clean. Thank you so much for everything!!

Profile image
Claire N.
House Sitting
5.0 out of 5 stars

Johana watched our dog Cleo, and also took care of our chicken and plants as a bonus. The house was in great condition when we returned.

Profile image
Alex N.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house 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 house and 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 house sitting in Cheswolde Area is $50

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 house 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 Cheswolde Area average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Cheswolde Area on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Cheswolde Area house sitter for the first time, visit the house sitter’s profile and select the Contact button.

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

As of Jun 2026, there are 4,156 house sitters in Cheswolde Area. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Cheswolde Area house sitters respond in under an hour.

House sitters in Cheswolde Area have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Cheswolde Area.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Cheswolde Area house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.