House Sitting in Highland

Find a loving house sitter to watch over your pets and your home.

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Top rated Highland house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sarah E.
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Sarah E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
10 years of experience
Columbia, MD, 21046

Sarah was great staying with our two dogs while we were out of town -- we loved getting daily updates + photos, and it was clear from the pictures that our dogs were obsessed with her too. The house was in great shape when we got home and we were so pleased to know our pups were well cared for while we were away.

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Sam B.
Sitter Profile Image: Ashley J.
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Ashley J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
23 years of experience
Laurel, MD, 20723

Ashley was wonderful and I will definitely request her next time. She was willing to be very flexible with the hours since which was very helpful to me for this sitting due to a family situation. She seemed to really care about my senior dog and didn't want to leave her alone at all, which really put my mind at ease because my old gal keeps falling and is unable to get up on her own sometimes and it breaks my heart to think she may be home alone struggling. She sent photos and updates often which gave me peace of mind while I was away.

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Erin H.
Sitter Profile Image: Isabelle D.
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Isabelle D.
from
$31
per night
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Burtonsville, MD, 20866

Izzy was so great - very responsive and took care of all my requests! Very grateful that I found her on Rover, and I'll definitely be booking with her again!

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Stephanie S.
Sitter Profile Image: Madeline D.
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Madeline D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
58 reviews
19 repeat clients
8 years of experience
Laurel, MD, 20723

Madeline was absolutely phenomenal; super communicative, sent me updates of how things were going, and friendly. Most importantly, my dog was well taken care of and had a great time. Madeline truly went above and beyond in every way possible.

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Emily S.
Sitter Profile Image: Sara W.
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Sara W.
from
$35
per night
5.0 out of 5 stars
21 reviews
10 repeat clients
10 years of experience
Ellicott City, MD, 21042

sara treated my doggies very well

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Dean M.
Sitter Profile Image: Madeleine W.
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Madeleine W.
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Laurel, MD, 20723

Maddie was great! She communicated and sent pics. Our pupper suffers from separation anxiety and she took very good care of him! He’s a high energy dog and she kept him happy ?. Thanks, Maddie!!

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Nick K.
Sitter Profile Image: Gianna M.
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Gianna M.
from
$60
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
3 years of experience
Ashton, MD, 20861

Gianna cared for our three large dogs for five days. She is a very competent and compassionate individual and our pack loved her. Gianna sent reassuring pics and vids throughout her stay. She left our home in pristine condition, a considerable feat with three playful dogs who never pick up their toys! We will definitely be calling Gianna for our next vacation!

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Debra L.
Sitter Profile Image: Jennifer C.
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Jennifer C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
19 years of experience
Silver Spring, MD, 20904

Jennifer was so wonderful with my little dog Harry! She adapted to all his little quirks and habits and we felt he was totally safe and able to enjoy our trip. She was also very respectful of our house and everything is in great shape. We are so glad to have found her and can’t wait for her next visit! Thank you so much Jennifer!!

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Alex D.
Sitter Profile Image: Elona V.
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Elona V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
4 years of experience
Silver Spring, MD, 20905

Elona was amazing! Great communication and took perfect care of my pets. Highly recommend!

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Amy S.
Sitter Profile Image: Taresse B.
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Taresse B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
392 reviews
96 repeat clients
6 years of experience
Columbia, MD, 21046

Taresse took great care of our senior pups while we were gone. I felt comfortable leaving them in their care as she has such a calm demeanor that even my anxious dude calmed down during our meet and greet. We would recommend Taresse as a sitter and would be happy to have her watch our pups again in the future!

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Elizabeth W.
Sitter Profile Image: Kayla V.
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Kayla V.
Star Sitter
from
$58
per night
5.0 out of 5 stars
86 reviews
24 repeat clients
10 years of experience
Columbia, MD, 21044

Kayla is amazing! She took such good care of Bealey! She was flexible and worked with me too since I had a change in travel plans! I appreciate her so much and will definitely ask for her in the future!

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Barbra B.
Sitter Profile Image: Yolanda & Jayah B.
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Yolanda & Jayah B.
Star Sitter
from
$130
per night
5.0 out of 5 stars
222 reviews
68 repeat clients
20 years of experience
Columbia, MD, 21046

Yolanda continues to be the best in the business and a perfect companion to our furry family. We get updates and answers to any questions promptly and I can tell when we get home that our hyper puppy and lazy kitty have felt loved.

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Caitlin M.
Sitter Profile Image: Meghan D.
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Meghan D.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
College Park, MD, 20742

Very thorough, responsible and flexible. Love her!

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Montia G.
Sitter Profile Image: Duncan G.
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Duncan G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
52 reviews
17 repeat clients
31 years of experience
Olney, MD, 20832

Duncan is a great sitter for our dog Ashton and cat Kitty Cane. He asks questions and wants what is best for our pets as if they were his own. We are definitely going to continue to be a repeat customer!

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Josephine G.
Sitter Profile Image: Thadius L.
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Thadius L.
from
$42
per night
5.0 out of 5 stars
12 reviews
1 repeat client
30 years of experience
Brookeville, MD, 20833

Tyler stayed at our house for 5 days with our dog and she was as happy as she’s ever been when we returned. Tyler is very reliable, responsive, and respectful. Would get my strong recommendation for anybody’s dog care needs!

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Adam K.
Sitter Profile Image: Jay A.
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Jay A.
from
$125
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
Clarksville, MD, 21029

Jay stayed overnight with my 2 cats for 4 nights. She was a wonderful houseguest and even better with my cats! Communication was constant, she respected my home, took care of my plants as well and I will book her again for future needs.

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Karla C.
Sitter Profile Image: Rachel R.
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Rachel R.
from
$50
per night
4.9 out of 5 stars
159 reviews
83 repeat clients
5 years of experience
Silver Spring, MD, 20906

Rachel has house sit for our anxious German shepherd and rude cat twice now and we’ve come home to happy and well taken pets and house both times! I highly recommend her do you can have a carefree trip!

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Lillian A.
Sitter Profile Image: Alissa H.
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Alissa H.
from
$60
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
10 years of experience
Sandy Spring, MD, 20860

Alissa does a phenomenal job taking care of my senior, special needs dog. It is a challenge and she handles it with grace and professionalism, and clearly loves animals dearly. I would not hesitate to recommend her to anyone who needs a trustworthy, responsible, caring sitter, even for complex cases like mine. I am so grateful for her help! She also takes immaculate care of the house and is responsive to texts.

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Stephanie M.
Sitter Profile Image: Karen T.
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Karen T.
from
$48
per night
5.0 out of 5 stars
36 reviews
17 repeat clients
7 years of experience
Silver Spring, MD, 20906

Karen took excellent care of our Floof, Aspen. We received frequent updates and photos and came home to a happy and brushed pup! We look forward to hiring Karen again, Aspen received so many cuddles and long walks to tire him out. Thank you!

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Linette G.
Sitter Profile Image: Anna C.
Verified Enhanced Background Check
Anna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
1 year of experience
Columbia, MD, 21046

Anna was on time and professional with communications. Otto was well taken care of and played with during his time with Anna!

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Grace W.
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Over 21
pet parents in Highland have booked house sitting

Highland pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Great communication and took great care of Bailey. Left the house tidy. Would definitely recommend her to others.

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Traci W.
House Sitting
5.0 out of 5 stars

Tristan is very communicative. When we got home, pets were 100% themselves. Dogs happy, no "catitude" from Pip (!) Or Dibbs. Playful and cuddly. Sent lots of pics too.

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Donna F.
House Sitting
5.0 out of 5 stars

5 stars! Emma is a total professional and a natural with dogs. She was proactive with communication and sent regular, high-quality updates that kept our minds at ease while we were away. Kind, reliable, and highly recommended!

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Lauren H.
House Sitting
5.0 out of 5 stars

Luna was very comfortable at home with Melissa while we were away. Melissa followed our instructions for Luna perfectly & left our home neat and tidy. She will be staying with Luna again next month!

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Diane B.
House Sitting
5.0 out of 5 stars

Alena took care of our senior cat for 10 days and lived in our home. She is exceptional in every way! She really understands animals, is highly attentive, can administer medications, organized, punctual, kind, efficient, and a genuinely nice person. We will be hiring her again.....and again!

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Sharon K.
House Sitting
4.0 out of 5 stars

Angela was very responsive with sending her updates while house sitting! She requested a meet and greet prior to accepting the sitting job which I really appreciated because it allowed us to meet and help my dog get comfortable with her.

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Carolyn H.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Highland is $50

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Highland average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Highland on Rover as of May 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Highland house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, there are 9,464 house sitters in Highland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Highland house sitters respond in under an hour.

House sitters in Highland have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Highland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Highland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.