House Sitting in Chesapeake City

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Reid C.
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Sitter Profile Image: Reid C.
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1. Reid C.

Star Sitter
Rain or Snow, Doggie Go!
Middletown, DE, 19709
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$40
per night

Reid is fabulous! It was evident that he cared tremendously for my pets. Reid far exceeded our expectations and I would highly, highly recommend him for all of your pet sitting needs.

Sitter Profile Image: Kamryn G.
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Sitter Profile Image: Kamryn G.
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2. Kamryn G.

Star Sitter
Your pet will come out happier!
Elk Mills, MD, 21920
9.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
12 repeat clients
from
$65
per night

Kamryn is FANTASTIC! Our 80 pound Lab Whitby absolutely loves her and was sad to see her go. We highly recommend Kamryn for house/dog sitting and hope to have her back again this summer!

Sitter Profile Image: Cheyanne Q.
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Sitter Profile Image: Cheyanne Q.
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3. Cheyanne Q.

Rover 101
Star Sitter
FULL TIME pet care professional 🐾
Newark, DE, 19713
9.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
53 reviews
21 repeat clients
from
$70
per night

Cheyanne took excellent care of our pets while we were travelling to visit family! She kept us well-informed via photos and checked in periodically to give us updates. We will definitely use Cheyanne's services again in the future. Thank you so much!

Sitter Profile Image: Rebecca C.
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Sitter Profile Image: Rebecca C.
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4. Rebecca C.

Star Sitter
Professional and Passionate!
New Castle, DE, 19720
14.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
11 repeat clients
from
$60
per night

Rebecca was our family's godsend. We were on vacation in the middle of a cruise when our original sitter was not working out and needed an emergency back up plan. Though I have never met her despite initial conversations she came to the rescue and was immediately available. We left our pup for the very first time and had an initial horrible experience and she saved the day, followed the schedule and went above and beyond. Rebecca was giving our pup the love and attention we really wanted her to have. She even stayed a little extra on her own accord. She communicated extensively and sent lots of pictures. I just can't believe how lucky we got coming out of a horrible sitter situation, she really made up for that and finally felt at ease on my vacation because of her. I couldn't have asked for someone better and will always highly recommend her. She is someone very reliable that you can count on and will give more love and comfort to all your pets while you are away... trust me you won't have to worry... they would be int the best hands. Moving forward I will always use her services. Thank you again for saving the day for us and Miley, putting us at ease finally during our trip, and just being such a godsend. Miley loves you and thanks you. Honestly Can't thank you enough.

Sitter Profile Image: Jill & Thomas K.
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Sitter Profile Image: Jill & Thomas K.
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5. Jill & Thomas K.

Star Sitter
Home is wherever the dogs are!
Middletown, DE, 19709
9.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
41 reviews
22 repeat clients
from
$60
per night

Jill did a wonderful job taking care of my dog Lucy (lab mix) who is a very skittish dog. This is the first time Lucy us had someone other than family watch her in several years. I’m very happy with Jill’s care, understanding Lucy’s needs and making her comfortable during our 4 day trip to see our kids and grand daughter. Thanks Jill and Tommy!

Sitter Profile Image: Destiny P.
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Sitter Profile Image: Destiny P.
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6. Destiny P.

Star Sitter
Dog lover 24/7!
Bear, DE, 19701
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
7 repeat clients
from
$60
per night

Really Great House Sitter, very communicative and a great listener. Really helped to calm me down over my anxiety of leaving my dog for the day :)

Sitter Profile Image: Lucia B.
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Sitter Profile Image: Lucia B.
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7. Lucia B.

Play, Snuggles, Walks, and Love.
New Castle, DE, 19720
12.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$32
per night

My fur babies were taken care of and happy!! Thank you !!!

Sitter Profile Image: Eric B.
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Sitter Profile Image: Eric B.
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8. Eric B.

Experienced In Pet Care 🐈🐕
New Castle, DE, 19720
8.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$55
per night

Eric stayed in my home while I was out for 8 days and my place was cleaner when I got home than when I left! He provided daily updates and pictures and was very fast to respond and take on a couple other small tasks I asked him to do (bring in mail, packages,etc)- my neighbors even commented on how nice he was. My pup is very happy and he did a great job training her up on heeling while walking, too! 1000000% recommend Eric and will employ him again for sure.

Sitter Profile Image: Ryan E.
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Sitter Profile Image: Ryan E.
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9. Ryan E.

I enjoy dog s more than people!
Newark, DE, 19713
11.5 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
3 reviews
2 repeat clients
from
$38
per night

Ryan is a great guy, he was wonderful with Pluto and I would highly recommend him to anyone looking for a sitter

Sitter Profile Image: Sharesse D.
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Sitter Profile Image: Sharesse D.
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10. Sharesse D.

The Dog Lover ❤❤
Newark, DE, 19713
11.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
4 repeat clients
from
$45
per night

Sharesse, once again, is excellent!!! Riley wasn't feeling well and she took excellent care of him, she sent me pictures and texts so I knew what was happening with him. The following day I needed her on extremely short notice and she was right there. Riley he is extremely energetic. After spending the day with Sharesse, Riley put himself to bed and slept all night- this is a first! Sharesse is wonderful!!!

Sitter Profile Image: Vanessa J.
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Sitter Profile Image: Vanessa J.
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11. Vanessa J.

Your pet's new best friend!
Middletown, DE, 19709
9.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$40
per night

Vanessa is simply amazing. All of my fur babies loved her. She was attentive and sweet with all the animals. We have four dogs and two cats and she did a great job handling all the animals, giving them each specialized attention. I highly recommend her.

Sitter Profile Image: Sara S.
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Sitter Profile Image: Sara S.
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12. Sara S.

Let me love on your fur babies!
Newark, DE, 19711
12.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
10 reviews
1 repeat client
from
$75
per night

On time and was great with Dolly.

Sitter Profile Image: Cole C.
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Sitter Profile Image: Cole C.
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13. Cole C.

Owner away? I’ll sit and stay!
St Georges, DE, 19702
9.5 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night

Cole did a wonderful job watching our babies while we were away! The dogs adored him and he was very responsive and kept us updated. We will definitely book with him again.

Sitter Profile Image: Christine S.
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Sitter Profile Image: Christine S.
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14. Christine S.

My dream is to own 3 dogs. Maybe 5.
Chesapeake City, MD, 21921
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
25 years of experience
from
$50
per night

About: I am a mature, responsible woman that will care for your fur babies as if they were my own. My last 2 dogs passed at 14 & 15 years old. I miss them dearly. I’m currently living where dogs are not allowed. Therefore I have a cat. But dogs will always be my preferred pet. Your fur babies can expect lots of love, playing, pets, snuggling, and if allowed, they can sleep by my side as mine did……In addition to their daily (and nightly) care. I work full time, days and hours vary. The more notice I have from you, the better chance I have to adjust my work schedule. I will care for your pets in your home, caring for them as if they were my own. If you crate your dogs, I will crate them. Not allowed on the couch? I won’t let them on the couch. Basically, I will care for your fur babies, dogs or cats, the same as you do.

Sitter Profile Image: Rye B.
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Sitter Profile Image: Rye B.
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15. Rye B.

While the owners are away pets play
Bear, DE, 19701
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$30
per night

Rye was absolutely fantastic with Coco! This was my first vacation away from my dog and Rye was able to quell any and all concerns. She was responsive and messaged us with lots of pictures and videos while she watched Coco. Coco had such a good time with Rye that she was sad for me to come back! I would definitely be reaching out to Rye in the future if I am in need of someone to watch Coco again.

Sitter Profile Image: Mackenzie S.
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Sitter Profile Image: Mackenzie S.
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16. Mackenzie S.

Attentive and active animal lover
Newark, DE, 19702
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$80
per night

Mackenzie is great! She took great care of our boy and sent us a lot of pictures:) We had a flight cancellation and she stayed an extra night to help us out. I highly recommend her!

Sitter Profile Image: Amy P.
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Sitter Profile Image: Amy P.
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17. Amy P.

Medical knowledge and love, too
Newark, DE, 19702
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$90
per night

Amy is the most caring, attentive pet sitter we have ever met! She follows all instructions for feeding and care and treats our fur babies like her own! She is FANTASTIC!!

Sitter Profile Image: Sarah K.
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Sitter Profile Image: Sarah K.
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18. Sarah K.

I am an animal lover who loves dogs
newark, DE, 19713
8.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$70
per night

Sarah is amazing with animals! She is kind and gentle and will care for your pet as if it’s her own! I would recommend her care and would definitely trust her with my pets anytime.

Sitter Profile Image: Briana B.
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Sitter Profile Image: Briana B.
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19. Briana B.

I’ll travel! Please read bio.
Newark, DE, 19702
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$65
per night

Briana was early and was wonderful with my anxious dog (has separation anxiety) definitely will use her again. Can’t say enough at how great she was! You won’t be disappointed if you book her!

Sitter Profile Image: Cass J.
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Sitter Profile Image: Cass J.
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20. Cass J.

Happy caring energetic animal lover
Elkton, MD, 21921
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$32
per night

Cass is the one for the job! I always call her to care for my pets when I’m out of town. I have 2 dogs and they just love her! One is old and has certain needs and one is young and very energetic and she is great at giving them the time and attention that they need! I always know that they are very well taken care of when I leave them in her care. I would 10/10 recommend her for any of your pet caregiving needs!

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Rover also offers House Sitting in:

Rover also offers other services in Chesapeake City:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chesapeake City house sitting needs. On Rover, it's easy to find a loving dog sitter in Chesapeake City who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chesapeake City house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chesapeake City for your dog — people who'll treat him like family.

House Sitting