House Sitting The Highlands

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

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Over 100
pet parents in The Highlands have booked house sitting

The Highlands, 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: Jahcarre & Morgan C.
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Jahcarre & Morgan C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 56 reviews
30 repeat clients
4 years of experience
Glen Burine, MD, 21061

“I always appreciate the care and effort that goes into taking care of my pups! Thank you Jahcarre and Morgan for loving on Koko and Yuki while I was away! As always, I’m much appreciative and look forward to the next opportunity! Take care, Danielle”

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T. Danielle D.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
9 years of experience
Severn, MD, 21144

“Sydney was absolutely wonderful! She stayed with our German Shepherd and tripod Lab for 5 nights, and we couldn’t have asked for a better sitter. Before the stay, she took the time to come meet us and our dogs, and she asked thoughtful questions that showed how much she genuinely cares about animals and wants to provide the best care possible. Throughout our trip, she sent daily updates and photos, which gave us so much peace of mind knowing our dogs were happy and well cared for. It’s clear that Sydney truly loves dogs. She was attentive, responsible, communicative, and treated our pups like they were her own. As a recent college graduate, she is incredibly mature, dependable, and professional. We came home to two happy dogs and a clean house. We would not hesitate to book Sydney again and highly recommend her to anyone looking for a trustworthy and caring pet sitter!”

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Calvin P.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$31
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Glen Burnie, MD, 21061

“Lindsay really helped us out when another sitter canceled on us last minute. She was able to accommodate a meet and greet even though it was late and she was so kind and friendly with our dogs. She sent pictures and updates to give us peace of mind and correctly managed their medications/supplements. We are really grateful for her help!”

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Sara W.
Sitter Profile Image: Lindsay Z.
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Lindsay Z.
from
$35
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
6 years of experience
Glen Burnie, MD, 21061

“Lindsay took amazing care of Henry & Lilly keeping me updated with photos and messages. I highly recommend her to anyone looking for someone trustworthy, kind, and professional to care for their furry family members. We’ll definitely be booking again!”

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Alesha S.
Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 148 reviews
46 repeat clients
30 years of experience
Halethorpe, MD, 21227

“Tabitha took great care of our australian shepherd pup while we had a evening out together. Thank you so much for the help. Especially on such short notice.”

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Richard F.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 97 reviews
33 repeat clients
10 years of experience
Severn, MD, 21144

“Fennel watched our two very rambunctious puppies for a whole week over the holidays. They were absolutely fantastic and very patient, also did some training while here!”

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Katie L.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is tentative, kind, and caring with Maizie. I’ve used rover in the past and it’s safe to say he goes beyond the standard of taking care of your pup.”

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Christopher G.
Sitter Profile Image: Ashlyn S.
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Ashlyn S.
from
$60
per night
4.9 out of 5 stars
• 56 reviews
32 repeat clients
15 years of experience
Glen Burnie, MD, 21060

“Ashlyn was absolutely wonderful with our two high maintenance dogs. She was super flexible with some last minute changes and accommodated for landscapers that showed up making the back yard inaccessible. Ashlyn walked the dogs for us and sent us pictures and videos of our babies while we were gone. Hopefully they didn’t drive her crazy because we would 100% use her again!”

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Stacie H.
Sitter Profile Image: Justine P.
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Justine P.
from
$60
per night
5.0 out of 5 stars
• 75 reviews
36 repeat clients
31 years of experience
Pasadena, MD, 21122

“Justine was a fantastic dog sitter! She kept us updated with photos and put us at ease that our Georgie was well taken care of and in good hands. Justine is someone you can count on to be there and without worrying throughout your time away from your buddy.”

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brian w.
Sitter Profile Image: Elizabeth O.
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Elizabeth O.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 55 reviews
13 repeat clients
27 years of experience
Elkridge, MD, 21075

“We're so grateful when Liz and hubby are available to take care of our fur babies. We know that they can handle anything, so we can relax and enjoy our travels!”

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Dana S.
Sitter Profile Image: Casey B.
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Casey B.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Glen Burnie, MD, 21060

About: I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets and caring for family, friends and volunteering over the years. I'm pretty flexible, so if your dog has any special needs, or if there's anywhere in particular you'd like your dog to visit, just let me know. I'm currently working part-time so I'll have plenty of time to spend with your pets. I can do anytime, any day. I will accept same day visits as well. I have one dog at home. His name is Freddie and very friendly. I have a fenced in yard and a crate if it is needed.

Sitter Profile Image: Jocelyn A.
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Jocelyn A.
from
$80
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
10 years of experience
Glen Burnie, MD, 21060

“Thank you for taking great care of Stu!”

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Claire W.
Sitter Profile Image: Regina R.
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Regina R.
from
$35
per night
5.0 out of 5 stars
• 30 reviews
12 repeat clients
4 years of experience
fort meade, MD, 20755

“Regina did an awesome job taking care of my pups! She has a naturally calming energy. I've never seen my dogs NOT bark at someone who enters our house, but with Regina, they didn't make a peep. They just jumped into her lap and made themselves at home!”

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Kristen M.
Sitter Profile Image: Antoinette C.
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Antoinette C.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
12 years of experience
Catonsville, MD, 21228

“Antoinette was exceptional! We recently learned that our dog has a heart condition and we were worried to leave him alone for the weekend. Antoinette communicated with us very regularly, giving updates on when he ate, took his medication and what he was up to throughout the day. She genuinely seemed to care about him, even though they had just met. She went above and beyond to make sure we felt comfortable leaving him in her care and she left our home in immaculate condition. I highly recommend Antoinette to anyone looking for pet care; we absolutely would book again.”

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Jeanne M.
Sitter Profile Image: Jaylen C.
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Jaylen C.
from
$42
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
8 years of experience
Glen Burnie, MD, 21061

About: Welcome to Your Pet's Woofcation away from home🏝️Please read bio before booking, As the Summer season continues, Due to an increase in bookings please book accordingly:) As lifelong an animal lovers, we offer a unique approach for each furry friend we care for, recognizing their personalize needs and preferences. Your beloved furry friend will never feel alone, as l'm home full-time and ready to create fun memories at home and during our adventures outdoors! - Daily walks & playtime w/ plenty of toys - Your fur babies will get plenty of love and attention - the chance to play & socialize with other pets -Pickups & Dropoffs To ensure everyone's safety all pick-ups and dropoffs will occur outdoors. -Late Policy If you are more than an hour late without prior notice, your booking may be canceled, and a 50% cancellation fee will apply.

Sitter Profile Image: Ashlyn B.
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Ashlyn B.
from
$50
per night
3 years of experience
Gambrills, MD, 21108

About: I’ve always been drawn to animals and getting to be around them is such a blessing. I’ve been around all sorts of animals growing up having: dogs, cats, guinea pigs, hamsters, fish, and even sharks at one point! I’ve always taken pride in caring for these pets and making sure they’re enjoying life and being taken care of properly. I just recently graduated from college and have a lot of free time. I am available all day, every day, and would love to spend my time with your furry friends! I am able to attend to any needs that the animals provider may ask and will happily and joyfully take care of your fur babies!

Sitter Profile Image: Lisa H.
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Lisa H.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Arnold, MD, 21012

“Lisa is a fantastic pet sitter! Our mini-Australian Shephard loves her! She is a great communicator and provided updates and pictures of our dog! We highly recommend her!”

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Catina B.
Sitter Profile Image: Kerry W.
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Kerry W.
from
$75
per night
5.0 out of 5 stars
• 61 reviews
14 repeat clients
20 years of experience
Elkridge, MD, 21075

“Kerry was fantastic!! This was our first experience using a pet sitter for our pup, Liberty, and all went great. We got very lucky! Our vacation was almost 3 weeks long and Kerry and Liberty became besties very quickly. Kerry also took good care of our house and we definitely plan on using her for future needs.”

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Jenny S.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$53
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
4 years of experience
Odenton, MD, 21113

“Alexis was very responsive and took great care of my dog. She sent updates and was flexible to support the times I needed. She left my home exactly as she found it. I would definitely ask Alexis to watch my dog again.”

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Melissa R.
Sitter Profile Image: Faith P.
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Faith P.
from
$65
per night
4.7 out of 5 stars
• 28 reviews
8 repeat clients
3 years of experience
Severn, MD, 21076

“Faith was wonderful with our cat, Bitty! She is 17 with severe kidney disease and requires a lot of extra care and medication. Faith is gentle and kind and gave Bitty all of her meds for us while we were away. She was super communicative and sent us adorable pictures! I recommend Faith to anyone whose critters need a little bit of extra TLC and will continue to trust her with our little fur babies ?”

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Meghan S.
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The median cost per night for house sitting in The Highlands is $50

Pet parents share their Rover experiences - The Highlands

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5.0 out of 5 stars

My pup can be anxious, especially when I’m away. However, he was so comfortable with Megan. He even slept in the guest room with her one night! Shes so kind and professional, sent plenty of photos, and kept me updated on him and their walks. Will definitely rebook in the future!

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Krys A.
House Sitting
5.0 out of 5 stars

Linda is so sweet and kind and conscientious of our pups' needs. This is our first experience using Rover, and honestly all my worries were assuaged meeting her and again seeing how happy and relaxed our pups are when we got home. Thank you, Linda!! We truly appreciate you and hope you'll come hang out with our pups again in the future!

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Misty M.
House Sitting
5.0 out of 5 stars

Lindsay really helped us out when another sitter canceled on us last minute. She was able to accommodate a meet and greet even though it was late and she was so kind and friendly with our dogs. She sent pictures and updates to give us peace of mind and correctly managed their medications/supplements. We are really grateful for her help!

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Sara W.
House Sitting
5.0 out of 5 stars

This was our second experience with Liz. Our Lily doesn't like others, but she warmed up quick enough. Liz sent us regular updates and left our home in good order after a long weekend stay.

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Dawn S.
House Sitting
5.0 out of 5 stars

Amazing to work with and took care of my dog while I was gone. my dog loves her I will be using her anytime she is available

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Aaron F.
House Sitting
5.0 out of 5 stars

We are so pleased with Amy. We first used her 3 years ago and were impressed with the care she gave our senior dog. Fortunately she was available to watch her again this year. Amy sends regular updates and photos. She stayed at our house for the week and left it in beautiful condition. She updated me on rain - or lack of - for my garden, suggesting I water it since there was less rain than forecasted. Everything about Amy’s house/dog sitting is positive.

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Carol M.
House Sitting
5.0 out of 5 stars

Skylar was phenomenal. She was extremely communicative and I was able to travel knowing my dogs were in excellent hands. I cannot recommend her enough if you’re looking for a sitter!

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Mallory F.
House Sitting
5.0 out of 5 stars

Simply the best!!! Very communicative, my Karma loved their walks!! Thank you for taking care of our baby!!!!

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Christa G.
House Sitting
5.0 out of 5 stars

Highly recommend Lanese. Super friendly and responsible. She loves animals and show in her work. I world trust her with my animals any given day. I already books my second time with her.

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Ronald N.
House Sitting
5.0 out of 5 stars

This is the second time I used Gabrielle and she was excellent again. She took great care of my golden - she was so loving to her and handled all her needs. She left my home is better condition than she found it, lol. Without being asked, the houseplants were watered, she took the trash out, cleaned the dog bowls and vaccuumed. I will definitely use her again and highly recommend her if you need a great pet sitter!

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Colleen D J.
House Sitting
5.0 out of 5 stars

Keeara was honestly so great and gave me all the reassurance I needed for my two pups. It’s always hard for me to leave my dogs in the care of somebody else because I’m so particular and very paranoid about it overall but I definitely trust her and wouldn’t hesitate to let her watch my dogs again which says a lot. Her communication was a 10/10 even when an emergency in her own family came up she still prioritized the care of my dogs as well. Thank you so much again!! So grateful for her care.

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Stacey M.
House Sitting
5.0 out of 5 stars

Molly was an absolute delight. She was incredibly sweet and attentive. I’m certain Bella had a fantastic time with her. Thanks again for taking care of our little lady Molly!

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Beth E.
House Sitting
5.0 out of 5 stars

I trust Alise with our pets more than my own mother ;). Alise is communicative, and always shares great updates and pictures. There’s truly no one better. Thanks, Alise!

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Jeff F.
House Sitting
5.0 out of 5 stars

Had an overall positive experience with Noor. There was good communication and both dogs seemed very comfortable with her and well cared for during her stay in our home. I appreciated the pictures of the pups each day as I am very protective of them and it eased my mind to see them relaxed in their own environment.

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Rebecka H.
House Sitting
5.0 out of 5 stars

I left my sweet little mini-poodle with Maria for 11 days and nights and never had a worry. He loves her and her husband, and her cats, and had a great time! She is so loving and caring for all animals and I am totally spoiled. She is my #1 GO to!!!

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Susan B.
House Sitting
5.0 out of 5 stars

Ryan was wonderful while pet sitting for us! He kept us informed with regular updates and pictures of our pup, which we greatly appreciate! Highly recommend Ryan!

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Kirtana K.
House Sitting
5.0 out of 5 stars

Had a wonderful experience with lauren, arrived on time! Kept us informed, our house was left emaculate. Would be happy to have her take care of our dogs again

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Fatima S.
House Sitting
5.0 out of 5 stars

Grateful for the care she provided and made sure our two crazies had love and attention while we were gone. Will definitely book Lindsey again if we get another chance to get away

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Coleen T.
House Sitting
5.0 out of 5 stars

Jah arrest and Morgan were considerate and wonderful. They took care of Daisy like she was their own.

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Susan S.
House Sitting
5.0 out of 5 stars

Hannah was great!! She was quick to respond and come meet my pups. She kept me up to date with the visit. Definitely will rebook!

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Ashley E.
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 to book house sitting

  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 - The Highlands

Select a filter and find qualifying sitters offering house sitting.

Sitters in The Highlands average 4
repeat house sitting clients

FAQs for House Sitting - The Highlands

Frequently asked questions about Rover

The average cost of House Sitting in The Highlands is $53 per night as of October 2026. Most bookings cost between $26 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 8,184 sitters on Rover offering House Sitting across The Highlands. 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 The Highlands 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 The Highlands 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 The Highlands 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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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