House Sitting Highland

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Highland, Find top rated house sitting

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: Ashley J.
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Ashley J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
28 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: Tristan G.
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Tristan G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
57 reviews
24 repeat clients
8 years of experience
Fulton, MD, 20759

Tristan was great with our dog and cats on a weekend trip. All instructions were followed, and we got sweet updates and pictures on all our bunch, even the shy one.

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

Sarah was great with our boys. Both can be a little timid but they warmed up to Sarah at our meet & greet right away. She is very responsible and good with the dogs. We felt very comfortable knowing she was taking such good care of them.

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Laurie & James M.
Sitter Profile Image: Isabelle D.
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Isabelle D.
Star Sitter
from
$31
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
4 years of experience
Burtonsville, MD, 20866

Izzy was a complete delight to work with! I booked her to house sit and care for our 3 dogs for a long weekend and she was extremely reliable, professional, and responsible. She went above and beyond her duty to care for our dogs and we returned to 3 happy pups and an immaculate house! We will certainly be requesting her services again and again!

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Georgia C.
Sitter Profile Image: Justin R.
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Justin R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
17 reviews
10 repeat clients
10 years of experience
Laurel, MD, 20723

About: I’ve been taking care of pets - fish, dogs, cats, and birds primarily - for around 10 years. Possibly more. Absolutely love being able to assist elderly pups as well I’m currently a college student who has a lot of free time at various times during the day. Happily available to stay over as needed I play with and relax with the pets during the day and take them on walks as needed. Depending on age or size of the dog I try to give them one longer walk each day.

Sitter Profile Image: Thadius L.
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Thadius L.
from
$43
per night
5.0 out of 5 stars
13 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: Mariela S.
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Mariela S.
Star Sitter
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Silver Spring, MD, 20905

About: What sets me apart from other sitters is my extensive experience caring for senior dogs, including my own 13-year-old companion, Angel. She’s a wonderful example of how older pets can still be energetic and joyful with the right care and attention. I understand the unique needs of senior animals, such as gentle exercise, medication management, and extra patience. Additionally, I’m skilled at adapting activities to suit each pet’s age and personality, whether it’s training puppies or providing comfort to older pets. My compassionate approach ensures every pet feels safe, loved, and engaged, no matter their stage of life. I work part time so i’m just down to do this whenever I am free . THE MORE BABIES THE BETTER , I have a semi flexible schedule I have a fenced yard and I can care for your baby almost as well as you can IF YOU LET ME GIMME THE FUR BABIESSSSS

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

Madeline watched my 3-month-old puppy a few times. My puppy loves her and feels safe with her. She is calm and loving and knowns how to handle an energetic puppy. Madeline sent me updates throughout the day with pictures. She is a wonderful pet sitter and we love to have her back. Highly recommend her.

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Anisa A.
Sitter Profile Image: Ana C.
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Ana C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Columbia, MD, 21044

Great and flexible dog sitter. Was able to adjust days and times as life happened and made us adjust our travel plans. Our dogs are not the easiest but they warmed to her quickly and it made for a great match.

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Matthew D.
Sitter Profile Image: Vanessa D.
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Vanessa D.
Star Sitter
from
$55
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Silver Spring, MD, 20906

I simply cannot express the relief I had while traveling with Vanessa as my house/pet sitter. I have 2 cats and was babysitting my daughters cat, who arrived the day I left. Vanessa sent pics everyday of the cats snuggled with her or chilling in their fav spots! My trip was very unexpected, and it was my first time using Rover. I’ve always wary booked Vanessa again for a trip I had planned and was going to take my cat to my daughters, but it was so much more relaxing for them here in their home❤️

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Angela M.
Sitter Profile Image: Katherine C.
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Katherine C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
185 reviews
7 repeat clients
10 years of experience
LAUREL, MD, 20708

Katherine is the best dog sitter we have ever had. She connected with our dog Peanut immediately. We felt very comfortable leaving Peanut with her. Katherine consistently updated us with pictures and information about our precious dog on a daily basis. It helped make our vacation special, knowing that our dog Peanut was in great hands. I will definitely use her again. She deserves a 5 star rating.

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Andrea A.
Sitter Profile Image: Julia S.
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Julia S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
56 reviews
17 repeat clients
15 years of experience
Ashton, MD, 20861

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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Dana W.
Sitter Profile Image: Tyasia V.
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Tyasia V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
17 repeat clients
10 years of experience
Laurel, MD, 20707

Tyasia V. was a most wonderful caretaker of my cat Agape while I was away 4 and 1/2 days. She clearly loves animals and was very attentive and loving to my cat of 18 years with kidney disease. She was especially wonderful because she came about 5 times to not only meet Agape but learn how to give her infusions, injections of fluids she needs for her kidney disease, which she gave Agape in my absence along with other medications. She was so gentle with Agape as well as playful. She was honest, communicated regularly with me about Agape...sent photos. And left my apartment spotless. I will use her again when I have to go away for a short while. Thank you, Tyasia

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

Duncan did a wonderful job taking care of our dogs and our home during his stay. He kept us up to date with pictures and messages. He went above and beyond to help with household tasks (watering garden) and kept our home tidy. He was very professional and we will plan to use him for future dog sitting needs. I highly recommend Duncan if you are looking for an in home dog sitter.

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

Jennifer is fantastic! Our pup had an emergency and she handled everything as if Bindi was her own and kept us updated throughout the process. She will be our first call to watch Bindi in the future. 10/10 recommend!

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Brianna C.
Sitter Profile Image: Ahniya I.
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Ahniya I.
from
$40
per night
5.0 out of 5 stars
23 reviews
3 repeat clients
4 years of experience
Silver Spring, MD, 20910

Ahniya is always very attentive and communicative. I appreciate the photos and daily updates she sends. I know my sweet fur baby is in good hands with her!

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Melanie B.
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: Mark S.
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Mark S.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Brookeville, MD, 20833

Great communication, took great care of the dogs!

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Kathryn U.
Sitter Profile Image: Darren O.
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Darren O.
from
$44
per night
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Laurel, MD, 20707

About: I have been raised around dogs all my life. My dad bred bigger dogs like cane corsos & i breed french bulldogs. The love for animals, especially pups, should be unconditional, just as theirs is to us!! I train pups as well, notably walking my pup around without a leash when in safe environments. I love any pet that comes into my care! I am self employed as well as an experienced dog breeder. I love pets, cherrish them, & treat them like my children! I spend all day with my pup & take her everywhere. I am self employed from home. I have different arrangements for client preferences including food options, crate options being a cage or a flexi kennel, and a gated area to safely allow the pups to enjoy being pups!

Sitter Profile Image: Yolanda & Jayah B.
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Yolanda & Jayah B.
Star Sitter
from
$150
per night
5.0 out of 5 stars
222 reviews
68 repeat clients
20 years of experience
Columbia, MD, 21046

Yolanda went above and beyond during her 6 day stay at our home. She kept us informed, sent pictures, and even brought the trash cans and mail in and laundered the bedding in our guest room. I felt at ease during my vacation knowing that Yolanda was taking great care of Maya and our home!

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

Pet parents share their Rover experiences - Highland

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5.0 out of 5 stars

Tristan has been our incredible pet sitter for a long time now! When he’s with our very needy rescue cat, with big feelings and separation anxiety, we have no worries and are just so happy that he’s taking such good care of her!! Couldn’t recommend Tristan enough!

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Laura K.
House Sitting
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

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
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

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Highland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Highland average 4
repeat house sitting clients

FAQs for House Sitting - Highland

Frequently asked questions about Rover

As of July 2026, there are 11,230 sitters on Rover offering House Sitting across Highland. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Highland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Highland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Highland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Highland. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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