House Sitting in Chesapeake Ranch Estates

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Top rated Chesapeake Ranch Estates house sitters

1 / 1
Sitter Profile Image: Victoria V.
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Victoria V.
Star Sitter
from
$60
per night
5 out of 5.0 stars
35 reviews
13 repeat clients
35 years of experience
California, MD, 20619

Torrie was amazing with my dog, Boston, and made sure I got updates and pictures of their time together. Highly recommend and looking forward to our future bookings. ☺️

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Jaclyn A.
Sitter Profile Image: Jordan M.
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Jordan M.
from
$55
per night
5 out of 5.0 stars
94 reviews
25 repeat clients
20 years of experience
California, MD, 20619

Jordan did an outstanding job taking care of our fur baby! Jordan is very professional and very organized. She was punctual, respectful, and what I loved and appreciated most were the many updates and photos! We will definitely use Jordan in the future. Thanks again!

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Tammy R.
Sitter Profile Image: Miranda S.
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Miranda S.
from
$30
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
4 years of experience
Lexington Park, MD, 20653

Miranda did a great job with our animals. We have 2 cats and 2 dogs. We had daily communication and she was flexible with us and our needs. Would recommend her to anyone!

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Donnie G.
Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter
from
$60
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
20 years of experience
California, MD, 20619

Shemoy was absolutely awesome with my boy. She visited him before the day and developed a good connection and interacted with him like she had known him forever. She was incredibly loving with him and I was more comfortable that I thought I would be for our first time away!

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Victoria V.
Sitter Profile Image: Starfire E.
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Starfire E.
from
$30
per night
5 out of 4.9 stars
16 reviews
8 repeat clients
14 years of experience
Mechanicsville, MD, 20659

Star fire is amazing! She took great care of our herd and kept me super informed. We have 3 Great Danes and a German Shepherd and they loved her. We will definitely be rebooking her!

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Nadia P.
Sitter Profile Image: Maggie C.
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Maggie C.
Star Sitter
from
$65
per night
5 out of 5.0 stars
41 reviews
13 repeat clients
10 years of experience
California, MD, 20619

Maggie was amazing!! She took care of all three of my fur babies… she asked questions about anything she wasn’t sure about and left my home exactly as I left it. I highly recommend her 😊

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Kerrie W.
Sitter Profile Image: Leah H.
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Leah H.
from
$50
per night
5 out of 5.0 stars
122 reviews
61 repeat clients
22 years of experience
California, MD, 20619

Leah is fantastic! We all know a “dog Mom” that doesn’t want to leave home because of her BABY!! (That’s me??‍♀️) Leah is patient and attentive, she went above and beyond for us on an extended stay. My dog, my home and my sanity were all in check with Leah. I can’t thank you enough, we will be booking again!

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Anita A.
Sitter Profile Image: Katie T.
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Katie T.
from
$55
per night
5 out of 5.0 stars
9 reviews
1 repeat client
5 years of experience
Lexington Park, MD, 20653

Katie is incredible! She's wonderful with our two pups (one with special needs), kept me informed throughout the day while being respectful of my meeting schedule, administered medicine, and was a joy to have in the house. She gave us such peace of mind, and we're already looking for more dates to use her. Such a gem!

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Laci S.
Sitter Profile Image: Maria P.
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Maria P.
from
$30
per night
10 years of experience
Port Republic, MD, 20676

About: Hi there! I’m a stay-at-home dog mom with over 3+ years of hands-on professional experience in animal care from working in a Kennel, 10+ years of personal experience and a heart full of love for every pet I meet. Since my husband takes care of our household financially, I’m incredibly lucky to do this purely out of passion, not necessity. That means your pet isn’t just another booking to me—they become part of my daily life and routine, and I treat them like family. What sets me apart from other sitters? I’m home all day, so your furry friend gets constant love, attention, and care. I don’t overbook, and I always prioritize quality time, play, and personalized care based on your pet’s unique needs. Whether it’s cuddles on the couch, long walks, or keeping up with feeding routines and medications, I’m here to give your pet the comfort and consistency they deserve. I know how much trust it takes to leave your pet with someone, and I don’t take that lightly. You can count on me to send regular updates, adorable photos, and give your pet a loving home-away-from-home while you're away. Pet care is my routine! I spend most of my day with animals—whether it’s my own pup or the pets I’m caring for. My availability is very, very open so please don't be afraid to reach out! I’m home full-time, which means your pet will get plenty of attention, playtime, and love throughout the day. When caring for pets in a client’s home, my goal is to keep everything as stress-free and familiar as possible for your furry friend. I stick closely to your routine—meals, walks, potty breaks, playtime, and any special care instructions you leave. I want your pet to feel safe, secure, and comfortable in their own space while you're away. I treat your home with the utmost respect and care. I keep things clean, tidy, and organized, and I always double-check doors, gates, and food storage to ensure your pet stays safe. Whether it’s watering a few plants, bringing in the mail, or keeping your pet company during the day or overnight, I’m happy to help however I can.

Sitter Profile Image: Alexandrae L.
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Alexandrae L.
from
$50
per night
5 out of 3.7 stars
3 reviews
1 repeat client
7 years of experience
Leonardtown, MD, 20650

Alex saved the day and the dogs were happy when we got home. She was great about communication and sent picks while we were gone. So nice to nt have to worry. Thanks see you soon.

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Nicole T.
Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter
from
$52
per night
5 out of 5.0 stars
43 reviews
13 repeat clients
12 years of experience
Lusby, MD, 20657

Ashley was great with my dogs! She made sure to send pictures every day to help keep us at ease that our boys were doing okay. The dogs love her and we can’t wait to book with Ashley again!

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Christina L.
Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter
from
$85
per night
5 out of 5.0 stars
73 reviews
26 repeat clients
20 years of experience
Lusby, MD, 20657

Spazz had some diarrhea issues but I think it was because he was missing us. Kim did an excellent job with Spazz and I'm thankful I met her back in 2022. Kim is very knowledgeable with dogs and takes her job very seriously with all of the animals she works with and I couldn't be more pleased.

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Lori N.
Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$100
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
10 years of experience
Lexington Park, MD, 20653

I highly recommend Kathleen for anyone looking for in home or not care. Kathleen allowed us to take a wonderful holiday vacation knowing our 16 year old boy with Kidney issues would be well loved and cared for as she sent pictures daily and was always available for a checkin. Kathleen also took care of our home and eneded her stay as if she had never lived their for 10 days. Just amazing! We were pleased more than we ever thought we would be. Highly recommend this wonderful gal who we did just meet as she came 3 times prior to my trip to ease my nerves. Real gem and she and her family are great with animals. Katu was comfortable right away, which is unusual. Thank you Kathleen. You are our sitter for Katu! Happy New Year! Loved your family Christmas card! Thank you so much!

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Karen G.
Sitter Profile Image: Ruth D.
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Ruth D.
from
$28
per night
5 out of 5.0 stars
3 reviews
20 years of experience
California, MD, 20619

About: Very experienced 20 plus years dog owner and dog lover! We bread our KCC and now have 2 beautiful small gentle dogs. Your pet is welcome in our home. Or I can visit them in yours. I have two children age 9 and 13 who have had dogs all their lives. Love all dogs and are very good at caring and playing with them! I am a stay at home mum. Originally from Ireland and live in Wildewoods. I have flexibility to cater for your Dogs needs. Communication will be first class to reassure you on your time apart. Large home. My two small dogs will offer company or indeed I can visit your home if your dog prefers solo walks and to stay in familiar surroundings. We have a fenced back garden and live in a quiet neighbourhood.

Sitter Profile Image: Meghan N.
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Meghan N.
from
$38
per night
5 out of 5.0 stars
4 reviews
4 repeat clients
1 year of experience
Lusby, MD, 20657

Meghan communicated wonderfully and was an amazing sitter for our 3 dogs. I would recommend her to others, and we would love to have her look after our pets again!

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Karyl P.
Sitter Profile Image: Annabelle F.
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Annabelle F.
from
$50
per night
10 years of experience
Callaway, MD, 20620

About: I have taken care of dogs, cats, turtles, backyard chickens, turkeys, and goats, and I'm ready to take care of any and all other animals and reptiles you might have; plus, if you want plants watered, I do that, too! I have three giant dogs at home, a cat pulled in from the wild, my own chicken flock, and a turtle (not to mention the feral cats we feed), so I'm used to big personalities and a lot of work each day. I do have a part-time job, but that's only on Mon/Wed, and I leave for long lunches to take care of animals, check outdoor waters, give a little exercise, etc. I try not to crate unless the owner has requested it and then only if I'm at work; I don't mind animals on furniture or the bed with me, but I always ask the owners in case the pets are trying to be sneaky when they're not allowed! I make sure the food and water bowls stay clean (please let me know if there's a specific sponge you use for pet bowls!) and I make sure to play with the animals at least twice a day until they start to get tired. For outside animals, I keep a watch on their water and food and clean their coops/runs/etc., and in hot seasons I like to mist them with cool water from a hose, just in case.

Sitter Profile Image: Mariaeva D.
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Mariaeva D.
Star Sitter
from
$50
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
7 years of experience
Lexington Park, MD, 20653

Mariaeva was an awesome sitter for our puppy and 2 cats! Our dog is extremely high energy and Mariaeva seemed to handle her with ease. She left our house even better than we left it and went above and beyond by watering our plants! We would highly recommend Mariaeva and would love if she would be willing to watch our babies again!

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Emily M.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$50
per night
5 out of 5.0 stars
1 review
1 repeat client
10 years of experience
Lexington Park, MD, 20653

About: I have taken care of and owned domestic and exotic animals most of my life. Friends and family always go to me when it comes to watching their pets. I am making pet care my full time career. I will be available anytime time for feedings, walks, bathroom breaks, or even boarding animals. Anything your pet needs, I can make happen. I have a fenced in yard and doggy doors so pups can go in and out as they please. I have two of my own dogs too. (A golden and a corgi) They are extremely friendly and get along with any animal they have ever met. I have two cats and a ferret as well. They all play together and get along. They are also all fixed. If it is preferred that your pet stays away from certain pets I have, my home is big enough to accommodate any separation needs.

Sitter Profile Image: Drew R.
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Drew R.
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
2 years of experience
California, MD, 20619

I had an excellent experience with this Drew over the past three days; she was incredibly caring and attentive to my two dogs, providing frequent updates and photos that reassured me they were in good hands. The dogs seemed happy and relaxed upon my return, demonstrating Drew's genuine love for animals and responsible care. I highly recommend Drew to anyone looking for trustworthy and compassionate pet care.

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Cassandra B.
Sitter Profile Image: Alexis A.
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Alexis A.
from
$24
per night
5 out of 5.0 stars
6 reviews
1 repeat client
3 years of experience
Lusby, MD, 20657

Lexie was amazing! She was very punctual, super friendly, and exceeded all of our expectations! 100% recommend her! Will definitely be using again!

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Dustin C.
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Sitter Profile Image: Victoria V.
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Sitter Profile Image: Victoria V.
Verified Enhanced Background Check

Victoria V.
Star Sitter

Lots of love and treats too!
California, MD, 20619
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
35 reviews
13 repeat clients
Profile image

Torrie was amazing with my dog, Boston, and made sure I got updates and pictures of their time together. Highly recommend and looking forward to our future bookings. ☺️

Availability updated 6 days ago
Sitter Profile Image: Jordan M.
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Sitter Profile Image: Jordan M.
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Jordan M.
Rover 101

Reliable pet care in SoMD!
California, MD, 20619
6.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
94 reviews
25 repeat clients
Profile image

Jordan did an outstanding job taking care of our fur baby! Jordan is very professional and very organized. She was punctual, respectful, and what I loved and appreciated most were the many updates and photos! We will definitely use Jordan in the future. Thanks again!

Availability updated 4 months ago
Sitter Profile Image: Miranda S.
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Sitter Profile Image: Miranda S.
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Miranda S.

Paw-some, un-fur-gettable pet care!
Lexington Park, MD, 20653
10.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Miranda did a great job with our animals. We have 2 cats and 2 dogs. We had daily communication and she was flexible with us and our needs. Would recommend her to anyone!

Availability updated today
Sitter Profile Image: Shemoy S.
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Sitter Profile Image: Shemoy S.
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Shemoy S.
Star Sitter

I’ll take good care of your babies!
California, MD, 20619
6.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
28 reviews
9 repeat clients
Profile image

Shemoy was absolutely awesome with my boy. She visited him before the day and developed a good connection and interacted with him like she had known him forever. She was incredibly loving with him and I was more comfortable that I thought I would be for our first time away!

Availability updated 4 days ago
Sitter Profile Image: Starfire E.
Verified Enhanced Background Check
Sitter Profile Image: Starfire E.
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Starfire E.

Just a girl who loves animals
Mechanicsville, MD, 20659
17.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 4.9 stars
16 reviews
8 repeat clients
Profile image

Star fire is amazing! She took great care of our herd and kept me super informed. We have 3 Great Danes and a German Shepherd and they loved her. We will definitely be rebooking her!

Availability updated 3 days ago
Sitter Profile Image: Maggie C.
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Sitter Profile Image: Maggie C.
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Maggie C.
Star Sitter

Your pet's new bestie ☺️
California, MD, 20619
4.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
41 reviews
13 repeat clients
Profile image

Maggie was amazing!! She took care of all three of my fur babies… she asked questions about anything she wasn’t sure about and left my home exactly as I left it. I highly recommend her 😊

Availability updated 2 days ago
Sitter Profile Image: Leah H.
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Sitter Profile Image: Leah H.
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Leah H.

Pet lover with flexible schedule
California, MD, 20619
7.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
122 reviews
61 repeat clients
Profile image

Leah is fantastic! We all know a “dog Mom” that doesn’t want to leave home because of her BABY!! (That’s me??‍♀️) Leah is patient and attentive, she went above and beyond for us on an extended stay. My dog, my home and my sanity were all in check with Leah. I can’t thank you enough, we will be booking again!

Availability updated 7 days ago
Sitter Profile Image: Katie T.
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Sitter Profile Image: Katie T.
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Katie T.

Friendly and dependable care!
Lexington Park, MD, 20653
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Katie is incredible! She's wonderful with our two pups (one with special needs), kept me informed throughout the day while being respectful of my meeting schedule, administered medicine, and was a joy to have in the house. She gave us such peace of mind, and we're already looking for more dates to use her. Such a gem!

Availability updated 10 days ago
Sitter Profile Image: Maria P.
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Sitter Profile Image: Maria P.
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Maria P.

Full-Time Dog Mom w/ Full-Time Care
Port Republic, MD, 20676
11.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
8 reviews

Maria has been watching my dogs while I go on vacation for years. She's always polite, cheerful, and respectful. She goes above and beyond for the pets in her care and treats them like they're her own. You'll be hard pressed to find someone as pleasant to work with who will treat your pets the way they deserve!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alexandrae L.
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Sitter Profile Image: Alexandrae L.
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Alexandrae L.

Tall with lots of energy!
Leonardtown, MD, 20650
12.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 3.7 stars
3 reviews
1 repeat client
Profile image

Alex saved the day and the dogs were happy when we got home. She was great about communication and sent picks while we were gone. So nice to nt have to worry. Thanks see you soon.

Availability updated yesterday
Sitter Profile Image: Ashley C.
Verified Enhanced Background Check
Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter

I love spending time with animals!!
Lusby, MD, 20657
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
43 reviews
13 repeat clients
Profile image

Ashley was great with my dogs! She made sure to send pictures every day to help keep us at ease that our boys were doing okay. The dogs love her and we can’t wait to book with Ashley again!

Availability updated 13 days ago
Sitter Profile Image: Kimberly T.
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Sitter Profile Image: Kimberly T.
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Kimberly T.
Star Sitter

All time pet lover
Lusby, MD, 20657
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$85
per night
5 out of 5.0 stars
73 reviews
26 repeat clients
Profile image

Spazz had some diarrhea issues but I think it was because he was missing us. Kim did an excellent job with Spazz and I'm thankful I met her back in 2022. Kim is very knowledgeable with dogs and takes her job very seriously with all of the animals she works with and I couldn't be more pleased.

Availability updated 12 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathleen C.
Verified Background Check
Sitter Profile Image: Kathleen C.
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Kathleen C.

TLC for your fur babies
Lexington Park, MD, 20653
8.4 mi. away
House Sitting, Drop-In Visits
from
$100
per night
5 out of 5.0 stars
25 reviews
9 repeat clients
Profile image

I highly recommend Kathleen for anyone looking for in home or not care. Kathleen allowed us to take a wonderful holiday vacation knowing our 16 year old boy with Kidney issues would be well loved and cared for as she sent pictures daily and was always available for a checkin. Kathleen also took care of our home and eneded her stay as if she had never lived their for 10 days. Just amazing! We were pleased more than we ever thought we would be. Highly recommend this wonderful gal who we did just meet as she came 3 times prior to my trip to ease my nerves. Real gem and she and her family are great with animals. Katu was comfortable right away, which is unusual. Thank you Kathleen. You are our sitter for Katu! Happy New Year! Loved your family Christmas card! Thank you so much!

Availability updated 27 days ago
Sitter Profile Image: Ruth D.
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Sitter Profile Image: Ruth D.
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Ruth D.

Home from Home pet sitting.
California, MD, 20619
7.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$28
per night
5 out of 5.0 stars
3 reviews

Ruth is wonderful with dogs, especially having owned several herself. Her current two King Charles Cavalier Spaniels are beautiful animals, raised and cared for very well. She has also minded many other pets with the same care, affection, and attention. Be assured that your pet is in very safe hands with Ruth.

Availability updated today
Sitter Profile Image: Meghan N.
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Sitter Profile Image: Meghan N.
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Meghan N.

WFH animal lover
Lusby, MD, 20657
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
4 reviews
4 repeat clients
Profile image

Meghan communicated wonderfully and was an amazing sitter for our 3 dogs. I would recommend her to others, and we would love to have her look after our pets again!

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Annabelle F.
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Sitter Profile Image: Annabelle F.
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Annabelle F.

House & Homestead Sitter
Callaway, MD, 20620
9.5 mi. away
House Sitting, Drop-In Visits
from
$50
per night
1 review

Anna is very punctual and dedicated and has a great love for animals. She is familiar with a wide range of animals and their different schedules and needs. We feel at ease when she is caring for our pets. We highly recommend her.

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mariaeva D.
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Sitter Profile Image: Mariaeva D.
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Mariaeva D.
Star Sitter

Pet parent to pet parent, I got you
Lexington Park, MD, 20653
7.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Mariaeva was an awesome sitter for our puppy and 2 cats! Our dog is extremely high energy and Mariaeva seemed to handle her with ease. She left our house even better than we left it and went above and beyond by watering our plants! We would highly recommend Mariaeva and would love if she would be willing to watch our babies again!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Chloe T.
Verified Enhanced Background Check
Sitter Profile Image: Chloe T.
Verified Enhanced Background Check

Chloe T.

An animals best friend.
Lexington Park, MD, 20653
8.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review
1 repeat client

About: I have taken care of and owned domestic and exotic animals most of my life. Friends and family always go to me when it comes to watching their pets. I am making pet care my full time career. I will be available anytime time for feedings, walks, bathroom breaks, or even boarding animals. Anything your pet needs, I can make happen. I have a fenced in yard and doggy doors so pups can go in and out as they please. I have two of my own dogs too. (A golden and a corgi) They are extremely friendly and get along with any animal they have ever met. I have two cats and a ferret as well. They all play together and get along. They are also all fixed. If it is preferred that your pet stays away from certain pets I have, my home is big enough to accommodate any separation needs.

Availability updated yesterday
Sitter Profile Image: Drew R.
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Sitter Profile Image: Drew R.
Verified Enhanced Background Check

Drew R.

Dog Walker Gal
California, MD, 20619
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

I had an excellent experience with this Drew over the past three days; she was incredibly caring and attentive to my two dogs, providing frequent updates and photos that reassured me they were in good hands. The dogs seemed happy and relaxed upon my return, demonstrating Drew's genuine love for animals and responsible care. I highly recommend Drew to anyone looking for trustworthy and compassionate pet care.

Availability updated 60 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Alexis A.
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Sitter Profile Image: Alexis A.
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Alexis A.

Your dog’s second best friend.
Lusby, MD, 20657
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$24
per night
5 out of 5.0 stars
6 reviews
1 repeat client
Profile image

Lexie was amazing! She was very punctual, super friendly, and exceeded all of our expectations! 100% recommend her! Will definitely be using again!

Availability updated 15 days ago
Confirmed availability for Labor Day Weekend

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