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)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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

1. Pam J.

Star Sitter
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
38 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.

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

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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check

3. Andrew P.

Star Sitter
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!!

Calendar Recently Updated
Sitter Profile Image: Anita H.
Verified Enhanced Background Check
Sitter Profile Image: Anita H.
Verified Enhanced Background Check

4. 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.

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

5. Susan S.

Star Sitter
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
8 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ava M.
Verified Enhanced Background Check
Sitter Profile Image: Ava M.
Verified Enhanced Background Check

6. Ava M.

Star Sitter
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
35 reviews
9 repeat clients
from
$75
per night

Ava and our pup have formed a great bond and we appreciate that we have someone we can rely on to watch him when we go out of town. Ava always sends updates and photos and we know our pup has a great time!

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

7. 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: Angela M.
Verified Enhanced Background Check
Sitter Profile Image: Angela M.
Verified Enhanced Background Check

8. 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!

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

9. Lindsay M.

Will Treat Your Pets Like My Own!
Annapolis, MD, 21402
10.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$45
per night

Lindsay was a lifesaver. We had some issues while we were on our trip with a different sitter and Lindsay stepped in and looked after our two dogs. She immediately connected with our pups and they absolutely loved her. I would highly recommend to anyone looking for a sitter!

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

10. Keith S.

A lifetime of experience!
Dunkirk, MD, 20754
9.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
24 repeat clients
from
$65
per night

My second time having Keith and Ruth keep my fur-babies. I absolutely feel comfortable and I do not worry and stress if the dogs have anxiety or are taken care of or are loved. Not thinking about that while away is Priceless! They send pics and keep in touch. I trust them with my babies and my home. They will be my first thought whenever I need someone to sit!

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

11. 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!

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

12. Natalie J.

Here to care for your fur babies!
Edgewater, MD, 21037
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$150
per night

Natalie was kind and communicative. She sent a long great pictures, was a great houseguest, and I would absolutely hire her again.

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

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

Jennifer was great! Our dogs loved her. She sent plenty of updates of pictures of our fur babies! I will be using her as our go to dog sitter from now on!

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

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.

Sitter Profile Image: Natalie P.
Verified Enhanced Background Check
Sitter Profile Image: Natalie P.
Verified Enhanced Background Check

15. 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!!

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

16. 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Imani H.
Verified Enhanced Background Check
Sitter Profile Image: Imani H.
Verified Enhanced Background Check

17. 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
6 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.

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

18. Haley B.

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

19. 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 phenomenal. I trust her with my dogs, and she loves them as much as they love her! She is great and you should hire her!

Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check

20. 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.

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