House Sitting in Highland

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

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Sitter Profile Image: Addie G.
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Sitter Profile Image: Addie G.
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1. Addie G.

Active hiker and remote worker.
Montgomery Village, MD, 20886
14.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$60
per night
Profile image

Addie came to our house to dog-sit our 7-month-old puppy while my wife and I took a day trip for some Christmas shopping in Denver. She is very kind, patient, and clearly has a heart for dogs. Our puppy immediately connected with her. Addie is a great choice for dog-sitting. We will use her again.

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Sitter Profile Image: Carmen L.
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Sitter Profile Image: Carmen L.
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2. Carmen L.

I love taking care of dogs!
Beltsville, MD, 20705
8.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
9 repeat clients
from
$35
per night
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We are so thankful for the great job that Carmen did while we were out of town. Carmen followed instructions extremely well, gave us plenty of updates so we were always in the loop, and was great at communicating everything. We have no doubt that Carmen will be the first person we contact the next time we need help watching our 8 year old Lab!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Duncan G.
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Sitter Profile Image: Duncan G.
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3. Duncan G.

Patient & Fun, A pet’s best friend!
Olney, MD, 20832
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
7 repeat clients
from
$60
per night
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Duncan went above and beyond for our dog and our home. He was very communicative and took great care to make sure we felt comfortable while away.

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Sitter Profile Image: Deborah J O.
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Sitter Profile Image: Deborah J O.
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4. Deborah J O.

Dog Loving Retiree
Silver Spring, MD, 20904
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
14 repeat clients
from
$75
per night
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Deborah was great! She stayed at our home with our pup and provided daily updates while we were away for a long weekend. She was very sweet and caring for our pup, couldn’t have asked for more!

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Sitter Profile Image: Lila R.
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Sitter Profile Image: Lila R.
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5. Lila R.

Animals are people too!
Columbia, MD, 21044
3.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$40
per night
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Lila is AMAZING!!! Her and Goldie became INSTANT besties. She made sure that Goldie had her meds, took plenty of pictures and was super kind and gentle. Goldie didn’t want to see her leave. Book her!

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Sitter Profile Image: Quiera H.
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Sitter Profile Image: Quiera H.
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6. Quiera H.

Human seeking new furry friendships
Columbia, MD, 21045
6.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
14 repeat clients
from
$60
per night
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I’ve said it before, but I will ALWAYS hire Quiera! Extremely attentive to our diva (English bulldog). I think our dog likes having Quiera around more than she likes having me around. Which makes me rest easy on vacation, and just enjoy the cute pictures and videos Quiera sends. Communication is always superb. You can’t ask for a better sitter for your fur babies!

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Sitter Profile Image: Tristan G.
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Sitter Profile Image: Tristan G.
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7. Tristan G.

Rover 101
Your best friend’s best friend
Fulton, MD, 20759
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$55
per night
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Tristan did an outstanding job with my pug! I highly recommend him and will request him again when I have a need. He followed instructions to a tee- love that!

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Sitter Profile Image: Michele M.
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Sitter Profile Image: Michele M.
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8. Michele M.

Is he a good boy? Yes he is!
Columbia, MD, 21045
6.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
17 repeat clients
from
$45
per night
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Michele was wonderful as always. My dogs are very relaxed with her. She even handled a small home issue. We know our dogs are in good hands with her, they love their Aunt Michele :)

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Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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9. Lauren B.

Star Sitter
Pet Lover Extraordinaire
Columbia, MD, 21044
5.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$40
per night
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Lauren is wonderful. Good communication. Lots of pics. Dogs and house were in great shape when we returned. Looking to book our next trip with her in December.

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Sitter Profile Image: Christine P.
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Sitter Profile Image: Christine P.
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10. Christine P.

Pets for all pets
Columbia, MD, 21044
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$55
per night
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Christine was a super sitter! Daisy had a great time, as evidenced by photos Christine sent, and the house was in excellent shape when I returned. She was flexible, mature, and trustworthy. Would definitely hire her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tiffney B.
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Sitter Profile Image: Tiffney B.
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11. Tiffney B.

Rover 101
Dogs big or small I prefer them all
Brookeville, MD, 20833
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$70
per night
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Tiffney is a gem! We had to locate a sitter for our three pets in short notice and she came to our rescue! Tiffney was super communicative and kept us updated on our fur babies. She treated them like they were her own and we are super grateful to have connected with her. Highly recommend!

Sitter Profile Image: Julia S.
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Sitter Profile Image: Julia S.
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12. Julia S.

15 years of pet care experience.
Ashton, MD, 20861
3.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$50
per night
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Julia was attentive, timely, provided updates, and sent several photos of our dog and cat while we were away. Looking forward to working with Julia again!

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Sitter Profile Image: Julia B.
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Sitter Profile Image: Julia B.
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13. Julia B.

Vet tech
Columbia, MD, 21044
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$60
per night
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Julia was great with Ginger.

Sitter Profile Image: Eimy B.
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Sitter Profile Image: Eimy B.
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14. Eimy B.

Lovely animal lover!
Silver Spring, MD, 20905
6.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$70
per night
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I would give 10 stars if I could - Eimy is PHENOMENAL! She went above and beyond in caring for our two pups for a week - giving both of them individual attention and making sure our senior pup got his meds exactly on time. They clearly had a great time with her and we are so thankful for the care she provided. She also took amazing care of our home and was immensely respectful of the space. We are thrilled to have met Eimy and highly recommend her to anyone looking for an excellent pet sitter.

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Sitter Profile Image: Ashley W.
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Sitter Profile Image: Ashley W.
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15. Ashley W.

Experienced House Sitter/Dog Walker
Brookeville, MD, 20833
5.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$65
per night
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Did an awesome job keeping our dogs happy!

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Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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16. Jennifer C.

Stress-free service for you & them
Silver Spring, MD, 20904
7.0 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$90
per night
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Jennifer was so amazing. She was great with our elderly, cranky, highly medicated dog. She gave us lots of updates and checked in with us whenever or dog inevitably acted a little odd. She also went above and beyond taking care of our house.

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Sitter Profile Image: Brooke E.
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Sitter Profile Image: Brooke E.
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17. Brooke E.

I have a genuine love for all dogs!
Clarksville, MD, 21029
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$40
per night
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Brooke was so sweet and amazing. She played a lot with Toby while also teaching him a few tricks. Toby thoroughly enjoyed Brooke and got a lot of great attention from her. Very humorous and laid back, we felt very at ease with her around. She sent great studio-quality photos, perfect for sharing with family and friends😊.

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Sitter Profile Image: Zach W.
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Sitter Profile Image: Zach W.
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18. Zach W.

Ready to fall in love with your dog
Columbia, MD, 21046
5.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night
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Zach was great!!! It was our first time leaving Sam with someone since Sam had surgery on his spine a few months ago. Zach was great, communicated with us, and took great care of Sam. He stayed with Sam Friday afternoon until Sunday afternoon. We could definitely Sam liked Zach too! We’ll definitely use Zach in the future for Sam!

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Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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19. Jennifer M.

Star Sitter
💖 Pet Lover ✨ Aspiring Trainer 💖
Clarksville, MD, 21029
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$60
per night
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Jen was great! They stayed at our house for a week with our dog Boh and took great care of him. Jen was very kind, responsive, and gave regular updates with pictures of Boh. Boh got plenty of exercise and snuggles and we could tell he had a great time with Jen! I would highly recommend Jen to anyone!

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Sitter Profile Image: Juliana G.
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Sitter Profile Image: Juliana G.
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20. Juliana G.

I love animals more than people!
Columbia, MD, 21044
4.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$31
per night

Juliana is the best caregiver to our kitties and previously our dog who has since passed. On time, warm and considerate to both pets and household. I highly recommend!

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Rover also offers House Sitting in:

Rover also offers other services in Highland:


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Highland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Highland who can provide the care your dog needs, when they need it.

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