House Sitting Cheswolde Area
Find a loving house sitter to watch over your pets and your home.

Over 1,788 pet parents in Cheswolde Area have booked house sitting
Cheswolde Area, 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.
“Michael house sitted for our dog who suffers from severe stomach issues, and he took care of him wonderfully! My partner and I are so extremely grateful for Michael. He went above and beyond to take care of our dog, was very communicative throughout the week and he sent us beautiful pictures of our boy every day! He also left our house in better conditions that we left it in! I highly recommend Michael for dogsitting, especially if you need someone who is knowledgeable of taking care of sick dogs. So grateful and we will definitely be contacting Michael again in the future!”

“Micah did a fantastic job with our pets and home! We received regular updates and photos and we came back to happy pets and a spotless home. Would highly recommend her to anyone looking for a sitter!”

About: I’ve taken care of all of my pets since I was born. Have had 6 dogs and now 2 cats. Fully capable of walking and feeding any dog or cat regardless of size I currently have open availability for pet care throughout the day and night. I have a few responsibilities at the house I have to take care of but they don’t take much time. I just make sure if they haven’t been out in some time I make sure they’re walked or let outside. Also walk by the water bowl to make sure they have enough clean water for themselves. I give them their privacy but also come by them to make sure everything is alright.
“We had a wonderful, stress-free experience with Samantha during her week-long stay in our home. She took great care of our dog and he was completely himself when we returned. Our home was also well cared for and very clean when we returned. She kept us updated regularly with photos and messages, and we had peace of mind while traveling. Samantha is reliable, trustworthy, friendly, and professional. We would absolutely book her again!”

“Bronte was WONDERFUL. We had a bit of a situation with a raccoon and our dog while outside in our fenced yard. Raccoon was looking to have our dog as a meal but Bronte was able to get the dog inside safely and alerted us immediately. Bronte was very patient and loving with our dog, will definitely call upon her again.”

“Cheryl was absolutely wonderful with Chance. She took such great care of him, kept us at ease, and clearly loves what she does. We came home to a happy pup and couldn’t be more grateful. Highly recommend!”

“Ana was amazing! She spent so much time with our senior beagle, Kirby. Walking and exercising him regularly, hanging with him and house sitting at the same time. She was responsible, communicative, knowledgeable and so pleasant sending pictures and updates. We had complete confidence with her and would recommend her to others.”

“Karenna went above and beyond expectations- she agreed to meet and get to know my reactive dog who needs the time to get to know someone before being left alone. We schedule multiple drop ins prior to her house sitting and the weekend went very smoothly. Took great care of both our dogs and our home. Highly recommended!”

“Jasmine was able to housesit and take care of my dog and cat on relatively short notice and did a tremendous job! She asked all the relevant questions I hadn't necessarily thought about during the meet and greet and made sure I was fully aware of any of her other obligations during the stay and made sure my pets were completely taken care of. She sent lots of photos, videos, and updates which provided me solid peace of mind. She even brought up small things I hadn't thought about such as checking the mail and making sure the trash was taken out, and even took the time to feed some of the stray cats that like to come around to hang out and ask for food. I came home to two very happy and healthy animals and can't recommend Jasmine enough.”

“Erica took excellent care of our animals for a ten day trip. She is great at communicating and sending pictures of the pets. She provided funny updates and took fantastic care of everyone.”


“Imani was super informative about the process of dog sitting since it was my first time using Rover! She was easy to work with and my dog loved her. She went above and beyond taking my dog to the dog park when not required. I would definitely book her again.”

“Zana was great! We booked her for overnight pet sitting for our 2 dogs. She made sure they were never alone for long, spent lots of time playing with our very energetic pup and sent lots of cute photos during her stay. Our pups loved her and when we got home they acted like we'd never been gone. We have already rebooked Zana for a future trip.”

“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”

“Haile was absolutely wonderful! She connected with my dog so easily, and you could tell right away that she truly loves animals. My dog felt comfortable with her from the start, which gave me so much peace of mind. She was attentive, caring, and communicative throughout the entire time.”

“There are not enough stars in the universe to give Bria! We have 4 dogs. They’re a lot of work and all need different things. Bria was fabulous and spent all day with them. She made sure the dogs were walked, fed and spent time with each one individually. She took them out for that, oh so important last poop too. 🖤🌻”

“Jenn was AMAZING 🤩🤩🤩 My dogs can be a bit much, and Jenn bonded with them quickly. It makes traveling so much easier when you know your dogs are being well taken care of!”

“Amanda was so incredible! She was responsive and took the best care of our pups! Amanda was kind and helped take care of the house while we were away by bringing in the mail without asking and also taking the time to ensure things were left better than she found it. THANK YOU, Amanda! It is such a joy to work with you and I cannot recommend her enough! I 100% will book with Amanda again! (:”

“Super pet/housesitter! Easy to schedule, very communicative. Naya went above and beyond with taking care of our pets and our house while we were away. She sent frequent updates and our pets clearly loved having her stay with them. I hope we can use her professional services again soon!”

The median cost per night for house sitting in Cheswolde Area is $50
Pet parents share their Rover experiences - Cheswolde Area
Kaitlin was absolutely wonderful! From the beginning to end we felt comfortable that our dogs and house were well looked after while we were away. She even took incredible action photos that really captured special moments. Couldn’t ask for a better pet sitter! I plan to book her again soon for our next trip!

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 ❤️

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

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