House Sitting in Shady Side

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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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ava M.
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Sitter Profile Image: Ava M.
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1. Ava M.

Animal Lover & Former Vet Tech
Annapolis, MD, 21401
9.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
34 reviews
9 repeat clients
from
$75
per night

Ava took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!

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Sitter Profile Image: Matthew & Kristen M.
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Sitter Profile Image: Matthew & Kristen M.
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2. Matthew & Kristen M.

Fenced in backyard!!
Sherwood, MD, 21665
12.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$50
per night

My pup returned from a weekend with Matthew and Kristen more happy and calm than I've ever seen her. Five stars!

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Sitter Profile Image: Anita H.
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Sitter Profile Image: Anita H.
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3. Anita H.

Your in home pet care specialist
Chesapeake Beach, MD, 20732
10.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$75
per night

Anita did a great job. Our dog and home were in great hands. I would definitely use her again.

Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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4. Pam J.

Every pet client is #1 to me!
Annapolis, MD, 21401
8.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
12 repeat clients
from
$75
per night

Pam was the perfect sitter for our rambunctious puppy and us. Hoping/looking forward to working with her as our go-to puppy minder.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew P.
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Sitter Profile Image: Andrew P.
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5. Andrew P.

Caring, animal-loving PA
Annapolis, MD, 21401
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$45
per night

Andrew provided incredible care to my pup brutus. He was very proactive with sending updates and pictures, and my dog looked so happy in every one he sent. Could not recommend his sitting services enough!!

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Sitter Profile Image: Liam K.
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Sitter Profile Image: Liam K.
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6. Liam K.

Dog Sitter Extraordinaire
Annapolis, MD, 21403
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$40
per night

Very responsive and you can tell Liam loves pets!

Sitter Profile Image: Mikaela J.
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Sitter Profile Image: Mikaela J.
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7. Mikaela J.

All pets are purrfect!
Bowie, MD, 20716
11.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$80
per night

Mikaela is wonderful! So kind, thorough, and great with our babies. She even put up with our crazy kitten ? Will definitely be repeat customers if she will have us!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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8. Susan S.

Dr. Dolittle- talks,walks, cuddles
Annapolis, MD, 21401
9.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$70
per night

Susan was fantastic! She took wonderful care of our goldendoodle and treated him like her own. I honestly think he was disappointed when we came home and his daily excursions to downtown Annapolis, trips to get pup cups, and walkabouts were coming to a close! She helped keep our extremely social boy busy and distracted while our family was away and left our house immaculate. We got daily reports with pictures, which was fantastic! Would not hesitate to use Susan again and recommend her to everyone!

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Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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9. Angela M.

Striving to be a great pet sitter
Annapolis, MD, 21401
10.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$32
per night

Angela was very prompt, responsible, and communicative. I booked her a few weeks in advance, she came over once to meet my dog and get an idea of her routine. She then came back the day before my trip for a refresher. She took care of my dog exactly as we had discussed and sent regular pictures and updates while I was gone. My home was exactly as I left it when I got back. Would definitely use Angela again!

Sitter Profile Image: Tom A.
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Sitter Profile Image: Tom A.
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10. Tom A.

Your Dog’s Best Buddy! ;0)
Annapolis, MD, 21403
8.3 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$61
per night

Thomas (Tom) A. has provided exemplary pet sitting and walking services for my two dogs over the last ten years. I have found him to be professional, generous, and trustworthy, so much so, I have allowed him to house sit while taking care of my fur babies while away. Thanks to Tom, I have enjoyed a handful of two-week vacations and countless trips that take me out of town/country for several days at a time. But most of all he is a pet lover, showing compassion and kindness to my two dogs; Mollie and Sophie. Tom never disappoints as he is attentive to their individual needs; realizing each is unique in their personalities. It is evident Tom enjoys being a pet care-giver. He has a pleasant personality, is kind-hearted and reliable. If need be, he is flexible and will adjust his schedule to accommodate mine. I am sure all pet owners who require services can relate to the importance of being able to go to work knowing their pets will be in good hands. I can focus on my job…for this I am eternally grateful. I could go on and on about Tom’s qualifications and care. I hope when potential clients read this referral, each will know that Tom will take care of their pets the same way he has taken care of mine for the last decade…I highly recommend him without reservation for all pet walking and pet care needs.

Sitter Profile Image: Leia B.
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Sitter Profile Image: Leia B.
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11. Leia B.

Hi im leia and I would love to help
shady side, MD, 20764
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
9 reviews
3 repeat clients
from
$42
per night

Leia has been taking care of my dog for years. She is very dependable, trustworthy and loves animals! She treats my dog as her own, plays with him, walks him even though I have a fenced in yard! She goes above and beyond while staying at my house taking care of my fur baby!

Sitter Profile Image: Debbie B.
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Sitter Profile Image: Debbie B.
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12. Debbie B.

Pets are people too;)
Annapolis, MD, 21403
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$75
per night

Debbie is amazing and so wonderful!! I'm so happy to have found her for our pet sitting needs. She is professional, friendly, reliable, responsible, and very caring. She is great and has excellent communication with you!! I will be definitely booking with her again. I highly recommend her.

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Sitter Profile Image: Jennifer S.
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Sitter Profile Image: Jennifer S.
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13. Jennifer S.

Rover 101
Loving Care for Fur Babies
Edgewater, MD, 21037
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
19 repeat clients
from
$57
per night

We have two pandemic pups who we've never been away from and had never used Rover before, so we were a bit nervous about finding a sitter—we're so thankful we found Jennifer! She was responsive, reliable, provided updates (and pics!), and put our minds at ease while we were away. Even our very skittish rescue hound who is afraid of everyone was pining for Jennifer after she left! I highly recommend Jennifer and we will definitely book with her again!

Sitter Profile Image: Emma B.
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Sitter Profile Image: Emma B.
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14. Emma B.

hi! my name is emma:)
Churchton, MD, 20733
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$55
per night

Emma did excellent, she stayed with our puppies through most of the day and left the house in the exact condition that it was left in. We will be using her services again.

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Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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15. Haley B.

Patient Pet Lover
Shady Side, MD, 20764
0.7 mi. away
House Sitting
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$65
per night

This was our first time traveling since getting our getting our pup, so also the first time having someone both house & dog sit - Haley could not have made the process easier, smoother, or more worry-free. We met before we left, and I immediately knew Morris (our Labradoodle) would be in good hands. Haley was warm, kind, and you could tell she genuinely loves animals. She kept us up to date while we were gone so that we could have a worry-free vacation (even going so far as to buy Morris a toy). The house was in great order too! I would highly recommend Haley to anyone reading this review!

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Sitter Profile Image: Natalie P.
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Sitter Profile Image: Natalie P.
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16. Natalie P.

Here to help with your animal needs
Deale, MD, 20733
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$40
per night

Natalie was very responsive and my pups were happy and healthy when we returned. I would definitely recommend and hope to see Natalie again sometime soon. My pups and I thank you!!

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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17. Jennifer M.

Clean, Cuddly & Loving Sitter
Churchton, MD, 20733
3.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$50
per night

About: Growing up in the south, our family is full of animal lovers that bread golden retrievers. We always had two dogs (Gretal & Gandolph). My grandparents had cocker spaniels & English springer spaniels. We are now a Frenchie family with Biggie (8) and Boomer (5). I’ve rescued animals as well and believe animals deserve good homes and love just like humans. I make sure my dogs are always hydrated with water and eat healthy. Morning sunrise walks and walks through the day with cuddles and belly rubs in between. Play time is important too along with sunbathing on sunny days. For two years, I took care of my grandparents (one with Alzheimer’s & one with stage 4 lung cancer). Cooking, cleaning, taking them to doctor’s visits, helping with home care, organizing weekly pills, exercise, card games, story telling, trips and providing updates to my family across the US. Interesting fact about me, I was bitten in my face by a friends dog about 10 years ago. I had 5 surgeries on my mouth. This did not impact my love for dogs. In facts I love them more now and have a strong connection with animals. Sadly, the family’s dog bit their son two weeks prior to my bite. Life happens and it helped me to become more connected with animals and people with disabilities. I own my own marketing company and work from home- so my schedule is quite flexible to help fellow neighbors in need! Part of a community is helping people, so just reach out and I will do what I can to help my surrounding neighbors in need! I love photography and always have my camera to capture our pets moments! We love holidays and try to dress them up with fun outfits! We have a crate in our home for my dog to take naps in if needed, but we also believe incorporating them into our family. So lots of cuddles and belly rubs on the couch while reading or watching tv. I always leash my dogs when walking to protect them.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Imani H.
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Sitter Profile Image: Imani H.
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18. Imani H.

Canvasable good times included!
Edgewater, MD, 21037
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$55
per night

Our dog is 13 years old and Imani was very sensitive to his issues. We felt comfortable leaving him overnight with Imani and are planning to use her again.

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Sitter Profile Image: Lianna P.
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Sitter Profile Image: Lianna P.
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19. Lianna P.

Hi! I love all pets as my own!
Edgewater, MD, 21037
3.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
4 reviews
from
$55
per night

Lianna did a great job watching our dog, and house while we were away. After a long trip we came home to a happy dog and clean house. What more could you ask for? Thanks Lianna!

Sitter Profile Image: Ryan D.
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Sitter Profile Image: Ryan D.
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20. Ryan D.

Animals bring me joy!
Shady side, MD, 20764
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$65
per night

Ryan was very helpful with taking care of my very anxious dog while I was away for a few days. My dog tends to be anxious but he took an extreme liking to Ryan. When I got back, my dog was ecstatic to see Ryan again and you can just tell that he developed a close bond with him. I used Ryan to walk my dog a few times and every time Ryan came by my dog would just be so happy to see him. Ryan has two dogs and a cat so you know that he has enough experience dealing with animals. I highly recommend him for dog watching or walking.

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Shady Side House Sitting ratings

Overall Rating:
5.0 out of 5 stars

House sitters in Shady Side are rated on average 5 out of 5 stars based on 13 reviews.

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Rover.com is the simple, savvy way to find and book Shady Side house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Shady Side on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Shady Side house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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