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

Over 1,854 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.
About: I’ve always had a special place in my heart for animals! I’ve grown up with lots of cats, dogs & more! I currently work at my local animal shelter as a Behavior trainer, and I treat all of the fur babies as if they were my own until they get their furever home. I care about each of them and only wanna make them feel love special and cared for! Since I'm working part-time right now, I have plenty of open time to dedicate to your fur baby. Pet care fits easily into my daily routine. My days are flexible, so I can give your pup my full attention - whether that's a nice long walk, playing fetch at the park, doing food puzzles for mental enrichment, or just hanging out for lots of love and pets while they enjoy a bone. I'm happy to stick to whatever routine makes them most comfortable. As the owner of a 1.5-year-old rescued Doberman mix, I understand how much care, exercise, and enrichment dogs need to thrive. My boy gets daily physical exercise plus mental stimulation through enrichment, puzzle toys, and Kongs. I bring that same standard of care to every pet I watch - just let me know your pet's routine and needs, and I will follow it to the T. As for Safety is always my #1 priority - whether we’re out and about in town or on a quiet hike in the woods.
“Asia took care of our dog Luna over a long weekend trip. Lu is ~10 years old and has various quirks that go along with that, Asia was patient and caring with her. She administered her medication, followed our instructions, and sent us several updates. Asia was also very responsive and respectful of our home. I would recommend Asia as a pet sitter for anyone.”
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.
“Amanda was awesome! She took great care of my senior dogs and left my home cleaner than it was when I left for vacation. Amanda communicated with me during my trip to let me know the pups were ok and even picked up a few toys for my sweet boy. Will definitely work with Amanda again!”
“⭐️⭐️⭐️⭐️⭐️ James was absolutely amazing with Meiko! From the beginning, he was incredibly attentive and communicative, which gave me so much peace of mind knowing she was in good hands. He kept me updated, was very responsive, and most importantly, Meiko absolutely loved him! He was also extremely respectful of my home and just genuinely so friendly and easy to work with. I really appreciated the care and attention he gave Meiko while I was away. It’s such a relief finding someone you can trust with both your pet and your home. I will absolutely be booking with James again and would highly recommend him to anyone looking for a reliable, communicative, and caring sitter. Thank you so much, James! 🐾💕”

“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.”

About: I am comfortable caring for dogs of different ages, energy levels, and sizes. Every dog has their different personality, routine, and needs, so I take the time to make sure they feel safe, comfortable, and loved while you're away. I am a college student attending campus once a week with a very flexible part time work schedule. I can easily plan around pet care and provide consistent, reliable care that fits each pet's needs. I prioritize safety, comfort, and clear communication with every pet in my care. I follow each pet's routine and any instructions provided by their owner. I provide plenty of supervision, attention, exercise, and affection so pets feel safe and cared for while their parents are away.
“Absolutely wonderful! For starters, my three dogs loved her! Even the one who is a little grumpy. She stayed in our house for three nights and looked after our dogs while there. She was very communicative, prompt, and respectful of our home! It looked like no one had even stayed there. Would love to book her services again (if our diaper dog didn't scare her off)!”
“We highly recommend Michael for your dog sitting needs. He went above and beyond to take care of Ozzie. He made sure Ozzie had everything he needed while we were away. He kept us up to date on how things were going and we are very happy with everything! We will definitely be using Michael again when we go away.”

About: I’ve been caring for dogs since I was 13, looking after dogs for family, friends, and neighbors. I have experience caring for dogs of all ages, from energetic puppies to senior dogs. I currently work full-time from home, which gives me plenty of flexibility throughout the day to provide attentive and reliable care for your pets. When caring for pets in a client’s home, I make sure to follow their normal routine and any instructions provided by the owner. I always make sure pets are safe, comfortable, well-fed, and given plenty of attention. I also respect the client’s home and make sure everything is secure and left the way I found it.
“Amanda did a great job with our anxious and reactive dog. She handled all of his meds well and even gave him extra breaks and walks outside. He was happy and relaxed when we got home for our trip.”

“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.”

“Jenn was such a great dog/house sitter for our little buddy! She was consistent and communicative the entire weekene which put us at ease. We're excited to have her back later this month! 10/10”

“Gervon in a tremendous Dogsitter. He was communicative, kind, and attentive. He accommodated the medical needs of our pets, too. He even cleaned the sheets before he left! We highly recommend Gervon.”


“Holly was great with my dog coco. She was able to take care of my dog only a few weeks after coco had surgery. She was accommodating and was able to send pics during her stay. Highly recommend”

The median cost per night for house sitting in Cheswolde Area is $50
Pet parents share their Rover experiences - Cheswolde Area
Kyla was wonderful: Totally responsible, great at communicating with us morning and night, including lots of pictures of our dogs. She takes dog sitting VERY seriously, spending a lot of time with them (not just walks and meals), helping them learn to behave better (especially our wild puppy), and leaving us with the sense that our dogs are in great hands when they cared for by Kyla.

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.
How to book house sitting

1. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.











