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
27 reviews
10 repeat clients
23 years of experience
Laurel, MD, 20723

Ashley was wonderful to work with. She gave us peace of mind knowing our three cats were so well cared for while we were away. We can’t recommend her enough!

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Kate L.
Sitter Profile Image: Tristan G.
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Tristan G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
56 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: Justin R.
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Justin R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
6 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: Sarah E.
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Sarah E.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
18 repeat clients
10 years of experience
Columbia, MD, 21046

I have used Rover before, I teach and train dog agility, and I work on Rover. I am particular. Sarah exceeded my expectations. My boys are timid with strangers, she completely won them over the first day and a week later I wasn’t sure they wanted us to come home. She has a way with dogs, she plays with them, gives them lots of attention, cuddles them and it shows - you can see in the pics they fell in love with her. Of course she is also very responsible, clean and sends the best pics! I am not giving Sarah a 5 star review… I’m giving her 10 ⭐️

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Laurie & James M.
Sitter Profile Image: Madeline D.
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Madeline D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
65 reviews
22 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: Isabelle D.
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Isabelle D.
Star Sitter
from
$31
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
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: Ryan S.
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Ryan S.
from
$49
per night
5.0 out of 5 stars
4 reviews
5 years of experience
West Friendship, MD, 21794

About: I've had family dogs for 13 years, but started taking care of some of my neighbors' dogs 5 years ago, whether it be taking them for potty breaks or staying over at their house to give them attentive care. I work part time at a pet boarding place as a kennel tech, so I have lots of experience with many different breeds and temperaments of both cats and dogs. I've worked with dogs of all sizes, from Yorkie to Saint Bernard, and have lots of experience caring for both puppies and senior pets that might need more rigorous attention. I will be working part-time this summer, meaning that on the occasional days I work, I am available any time before 8am and then after 1-2pm. I can still stay over with your pet any day, that just means that on workdays, I would feed and walk them (And any other things necessary) before 8am, and then have to leave for work and then come back at 1-2. Whenever I am not actively at work, I can spend all my time caring for your pets! I am experienced at reading pet body language and adapting to how they respond. I am very communicative and will send lots of updates about your pet, including daily pictures of your fur babies! I can supply treats (with your approval) and can take them to parks and other places for walks, as I have a car and license. I'm dedicated to making sure your animal is as happy as can be :-)

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

Katherine was amazing with my girls!! She was able to do a meet and greet before our booking and ever since was very responsive and kept me update all the time. At the time of her stay she was very respectful of our home, and took amazing care of my dogs. Definitely will book again!!

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Laura 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
4 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: Ana C.
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Ana C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
3 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: 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: Jennifer C.
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Jennifer C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
67 reviews
21 repeat clients
19 years of experience
Silver Spring, MD, 20904

Jennifer is a dream. She stayed two days and an overnight with my two aging rescue dogs and I believe they would have preferred to swap me for her by the end of her stay. She cuddled and played with them and sent great pix, and she left the house spotless. She was so easy to work with and a good communicator. I will definitely use her again for home stays with my dogs.

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Kathy K.
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

This was Captain’s first time with Yolanda. She took care of him in our home for two days. Cap can be a handful because he’s reactive to dogs and cars. She did a great job of anticipating issues and redirecting his attention. Overall, Yolanda was very professional, gave us updates and photos twice a day and responded quickly whenever we tried to contact her. We’ll be happy to have her take care of him again.

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Shelley E.
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 fit in great with the dogs and was everything we hoped for leaving our older dogs for a long weekend. He was communicative before and during the house-sit, and left the house very clean. I don’t doubt he treated the dogs like family and we will definitely hire him in the future.

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Stevie M.
Sitter Profile Image: Silas D.
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Silas D.
from
$75
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
20 years of experience
Columbia, MD, 21044

Ivy was great with my dog, and was incredibly accommodating when I had to postpone my trip by a day!

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Samuel K.
Sitter Profile Image: Wydia T.
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Wydia T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
196 reviews
76 repeat clients
16 years of experience
Columbia, MD, 21044

Wydia loved on our older chihuahuas in our home, and she had so much patience with our little Hershey. His temperament can be hard to handle due to his past treatment as a puppy, but she won him over. She treated our home with respect as well. She also sent daily pictures which was crucial in making us feel at ease. Couldn’t recommend her enough!

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Carrie W.
Sitter Profile Image: Zoe R.
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Zoe R.
from
$50
per night
5.0 out of 5 stars
4 reviews
14 years of experience
Silver Spring, MD, 20904

Zoe was fantastic! I’m always worried about Prince when I leave, and have not had the best experience with overnight Rovers staying at my house ie keeping it clean etc. and Zoe was nothing short of a dream. She kept me updated, sent me so many pictures of Prince, was patient with him because he can be super energetic and let me know if he accidentally ate anything. I came back and my house was just how I left it. Hopefully she is available for my week long trip at the end of July because I will be booking again!

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KeAnna B.
Sitter Profile Image: Julia S.
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Julia S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
49 reviews
16 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: Anna C.
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Anna C.
from
$56
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
1 year of experience
Laurel, MD, 20723

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.
Sitter Profile Image: Tyasia V.
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Tyasia V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
14 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.
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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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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

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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