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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Ava M.
Verified Enhanced Background Check
Sitter Profile Image: Ava M.
Verified Enhanced Background Check

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
32 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!

Calendar Recently Updated
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check

2. 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
11 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!!

Calendar Recently Updated
Sitter Profile Image: Mikaela J.
Verified Enhanced Background Check
Sitter Profile Image: Mikaela J.
Verified Enhanced Background Check

3. 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!

Calendar Recently Updated
Sitter Profile Image: Matthew & Kristen M.
Verified Enhanced Background Check
Sitter Profile Image: Matthew & Kristen M.
Verified Enhanced Background Check

4. 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!

Sitter Profile Image: Pam J.
Verified Enhanced Background Check
Sitter Profile Image: Pam J.
Verified Enhanced Background Check

5. 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.

Calendar Recently Updated
Sitter Profile Image: Angela M.
Verified Enhanced Background Check
Sitter Profile Image: Angela M.
Verified Enhanced Background Check

6. 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: Anita H.
Verified Enhanced Background Check
Sitter Profile Image: Anita H.
Verified Enhanced Background Check

7. 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: Liam K.
Verified Enhanced Background Check
Sitter Profile Image: Liam K.
Verified Enhanced Background Check

8. 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!

Calendar Recently Updated
Sitter Profile Image: Susan S.
Verified Enhanced Background Check
Sitter Profile Image: Susan S.
Verified Enhanced Background Check

9. 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!

Calendar Recently Updated
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Sitter Profile Image: Erin K.
Verified Enhanced Background Check

10. Erin K.

Pet lover :)
Churchton, MD, 20733
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
2 repeat clients
from
$50
per night

Erin is one of the most caring, dog lovers I have met. She enjoys all dogs and is very in tune to their needs. Erin loves walking dogs and taking care of them. You will be very happy with Erin's care of your dog.

Sitter Profile Image: Jamie P.
Verified Background Check
Sitter Profile Image: Jamie P.
Verified Background Check

11. Jamie P.

Best Buddy for the Furry Royalty
Annapolis, MD, 21403
8.6 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
88 reviews
35 repeat clients
from
$37
per night

Jamie is amazing! I have two elderly dogs with special needs and I felt very comfortable leaving them in Jamie’s care. One of my dogs needs insulin twice a day and she came by before sitting for them to make sure she was giving him the medication correctly. She sent updates and pictures throughout the week. We came home to a welcome home banner with pictures! I highly recommend Jaime for your pet sitting needs!

Sitter Profile Image: Debbie B.
Verified Enhanced Background Check
Sitter Profile Image: Debbie B.
Verified Enhanced Background Check

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
19 reviews
5 repeat clients
from
$75
per night

Debbie was SO WONDERFUL with my nervous pup! Bailey got comfortable with her quickly and they had good walks. Debbie was great about juggling her schedule and Bailey's needs. I will be working with Debbie again!

Sitter Profile Image: Leia B.
Verified Enhanced Background Check
Sitter Profile Image: Leia B.
Verified Enhanced Background Check

13. 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!

Calendar Recently Updated
Sitter Profile Image: Jennifer S.
Verified Background Check
Sitter Profile Image: Jennifer S.
Verified Background Check

14. 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

Jennifer was wonderful! She took Great care of my 2 fur babies. From the photos , I could see that they were happy and loved by her. She is very attentive and caring. Jennifer took care of the house as well, I could not even tell that anyone was there, she left it immaculate. It was Great receiving pictures and notes regarding my pups while being away. I would highly recommend Jennifer to watch your pups and will definitely reserve her for our next trip.?

Calendar Recently Updated
Sitter Profile Image: Haley B.
Verified Enhanced Background Check
Sitter Profile Image: Haley B.
Verified Enhanced Background Check

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!

Sitter Profile Image: Imani H.
Verified Enhanced Background Check
Sitter Profile Image: Imani H.
Verified Enhanced Background Check

16. 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

Imani spent a week housesitting and dog sitting. She was great. Barkley lived her as evidenced by pictures of him kissing her face and he kept looking for her after she left. She did a great job cleaning up, washed the bedding, and everything was great when we returned home. Will definitely nurse her the next time we need to leave our dog behind.

Calendar Recently Updated
Sitter Profile Image: Kylee B.
Verified Enhanced Background Check
Sitter Profile Image: Kylee B.
Verified Enhanced Background Check

17. Kylee B.

I love playing with cats and dogs
Edgewater, MD, 21037
4.3 mi. away
House Sitting
5.0 out of 5 stars
2 reviews
1 repeat client
from
$35
per night

Kylee was wonderful! She took excellent care of our 2 dogs (and fish) and was great at keeping us updated each day we were away. We will definitely have her dog/house sit for us again!

Calendar Recently Updated
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

18. 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.

Calendar Recently Updated
Sitter Profile Image: Ryan D.
Verified Enhanced Background Check
Sitter Profile Image: Ryan D.
Verified Enhanced Background Check

19. 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.

Sitter Profile Image: Terra O.
Verified Enhanced Background Check
Sitter Profile Image: Terra O.
Verified Enhanced Background Check

20. Terra O.

Animals are my love and passion!
Shady side, MD, 20764
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
from
$70
per night

Terra is wonderful with dogs! My Bassett Hound Mindy jumped up in Terra's lap the first time she met her and during the same visit Terra even taught her a new trick. Mindy was 10 years old but Terra had a way with her that they were best friends right away.

Search Map

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.

Rover also offers House Sitting in:

Rover also offers other services in Shady Side:


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.

House Sitting