House Sitting in Highland Beach

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

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Top rated Highland Beach 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: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!

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Clay K.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
114 reviews
47 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie was great with Ivy! Ivy is a reactive cattle dog who can be weird with strangers. Jamie came over for a meet and greet and Ivy was unsure for the first few minutes but was warming up after the about 45 minutes Jamie was here which is a big thing for Ivy!! Before our 10 day vacation we wanted Jamie to come over and see Ivy again. It didn’t work out for an overnight stay but she came and let Ivy out twice while we were away for the day. When we went away for the ten days I was very nervous the first day or two because I have bad anxiety and was afraid that something would go wrong but by the end of the first day I knew Ivy was in good hands! Jamie gave me daily updates and lots of pictures. And one of the nights was the Fourth of July which my dog is terrified of and with the help of some trazadone they were able to get through it! I can’t thank Jamie enough! Thank you for taking care of the lady and giving me piece of mind on my vacation!!!!!

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Erin L.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
59 reviews
16 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew provided incredible care to my pup brutus. He was very proactive with sending updates and pictures, and my dog looked so happy in every one he sent. Could not recommend his sitting services enough!!

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Haley F.
Sitter Profile Image: Camilla G.
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Camilla G.
Star Sitter
from
$77
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
5 years of experience
Annapolis, MD, 21403

Camilla was fantastic - she had my shy dog out of her shell right away, and kept me updated on how everyone was doing. Would highly recommend her!

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Kim W.
Sitter Profile Image: Halsey C.
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Halsey C.
from
$31
per night
4 years of experience
Annapolis, MD, 21403

About: I've been a dedicated pet sitter for four years, caring for both cats and dogs of all ages and breeds. My experience includes providing specialized care for senior pets, and handling energetic puppies. I am comfortable with feeding, walking, playing, and ensuring your furry friends feel loved and secure. On weekdays I would come between 6am-7am before my school starts and come after school any time between 3pm and 10pm! On Weekends I would be available to come anytime! I would take dogs on walk for however long the owner wants, and feel then give them fresh water and play with the pet or just comfort or sit with the pet! For cats I would also feed them and give them fresh water and clean out their litter boxes, and play or comfort them!

Sitter Profile Image: Ezekiel P.
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Ezekiel P.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Annapolis, MD, 21403

Very Dependable Was away over the Holiday and Ezekiel did a great job. Glad I found him. My cats like him.

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Patricia C.
Sitter Profile Image: Emica M.
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Emica M.
from
$50
per night
20 years of experience
Annapolis, MD, 21401

About: I have had dogs my whole life and have been pets sitting for them since my teens. I started taking care of cats 4 years ago and have since fallen in love with them. They are so different from dogs but I love them just the same and can't wait to have some myself in the future! I am able to do day sits and overnights regularly but do have clients that pre-book a year out or months in advance. My calendar is typically up to date on all prior commitments. If any changes may occur I always let you know far in advance. On top of the background check from Rover, I have a security clearance from the federal government due to my previous full time employment experience as a government contractor. As of March 2026, I am insured by the Pet Sitters Association.

Sitter Profile Image: Makayla M.
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Makayla M.
from
$75
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
11 years of experience
Annapolis, MD, 21403

Makayla was an absolutely amazing dog and house sitter. We were gone for ten days and she provided us countless updates throughout this time! Our dog can be pretty particular with new people, but she warmed up to Makayla immediately. I cannot recommend her enough and will absolutely be using her in the future!

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Emma S.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
107 reviews
31 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava took such great care of our 3 dogs overnight. We were confident that our pups were in great hands and received many pictures/uodates throughout the days. We will definitely have Ava watch our dogs again!

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Rebecca K.
Sitter Profile Image: Pam J.
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Pam J.
from
$80
per night
5.0 out of 5 stars
162 reviews
49 repeat clients
40 years of experience
Annapolis, MD, 21401

Pam was great with our dog. She kept us updated with text messages, photos and videos. She left our home spotless. We will be using her again the next time we travel if she is available.

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Susan C.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!

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Marie C.
Sitter Profile Image: Lynn H.
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Lynn H.
Star Sitter
from
$85
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
40 years of experience
Annapolis, MD, 21401

Lynn took great care of our home and our dog while we were out of the country for two weeks. She was responsive and communicative to our text messages, and we appreciated the photos she sent us of our sweet girl looking happy and relaxed. We will definitely hire her again and highly recommend her.

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Jamie H.
Sitter Profile Image: Alyssa B.
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Alyssa B.
from
$50
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Alyssa was great with our two beagles!

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Laura M.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$150
per night
5.0 out of 5 stars
209 reviews
57 repeat clients
10 years of experience
Annapolis, MD, 21401

Jenna was a professional in every way. She followed all of my instructions, and sent photos everyday. I would definitely use Jenna again to care for my dog and my cat.

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Dotti H.
Sitter Profile Image: Brina B.
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Brina B.
from
$80
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
6 years of experience
Annapolis, MD, 21401

Brina took great care of our 10 y/o boxer when housesitting recently! She kept us informed and up to date. She took him on his favorite walk everyday and he seemed to be his fun, goofy self with her. Highly recommended!

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Sara B.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
74 reviews
18 repeat clients
17 years of experience
Annapolis, MD, 21401

I reached out to Liza late in the evening the day before I required in-home visits for my dogs. To my relief, she responded swiftly and confirmed her availability. As this was a last-minute arrangement on my part, the planning and coordination were somewhat hectic. Liza truly took the pressure off me by handling the majority of the logistics. During her visits, her communication was excellent, and she consistently sent wonderful photos that clearly demonstrated the excellent care my dogs were receiving. On a scale of 1 to 10, Liza deserves an 11! Thank you so much, Liza, for your exceptional service!

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Richard S.
Sitter Profile Image: Vanessa R.
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Vanessa R.
from
$105
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
30 years of experience
Annapolis, MD, 21403

Vanessa was fantastic to work with. She arrived promptly, kept me updated on my pup Morgan with pics and notes. I’m felt very comfortable having Vanessa house/dog sit. Would highly recommend here. Patty

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Patricia J.
Sitter Profile Image: Arem A.
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Arem A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
10 repeat clients
6 years of experience
Annapolis, MD, 21403

About: New Rover customers; don’t forget to ask for my promo code to receive 20% off your first booking! Loving Pet Care from an Experienced Pet Parent: As a dedicated pet parent, I bring a wealth of personal experience in caring for my own pets, ensuring they receive the love and attention they deserve. My approach to puppy care is rooted in the same compassion and dedication I have always shown to my furry family members. From understanding their unique needs and preferences to providing a safe and nurturing environment, I treat every pet as if they were my own. Whether it's playtime, feeding, or simply offering a comforting presence. I am committed to making sure your pet feels at home and well-cared for in your absence. Working part-time from home allows me to seamlessly integrate pet care into my daily routine. Although I don't have any pets now with me, throughout my life I took regular breaks to check on them, provide meals, and engage in short play sessions. In the afternoon, I used to schedule a longer walk or playtime, and I dedicated time to more extended activities like training sessions, grooming, or simply spending quality time with the pets. This balance ensured my pets received consistent attention and care, making them feel secure and loved, while also enhancing my own well-being. 🐾 When cared for pets in my home, I ensured they had a safe, comfortable, and stimulating environment, with plenty of playtime, exercise, and affection throughout the day. I followed their specific routines, including feeding schedules, medication, and any special needs they may have. My goal is to create a stress-free and loving experience for every pet. 🐾

Sitter Profile Image: Rachel J.
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Rachel J.
from
$70
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
20 years of experience
Annapolis, MD, 21401

Rachel was a huge help when we needed a last minute sitter to watch our dog Toby! She was totally comfortable too with our large dog and shared updates throughout the day.

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Andrianna K.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$70
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
12 years of experience
Edgewater, MD, 21037

Jess is wonderful. She was so patient and gentle with our dog, Ellie. She is officially our “go-to”! Highly recommend!

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Nicole J.
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Highland Beach pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I had such a wonderful experience with Camilla this weekend! She stayed with Penny, sent pictures, and kept me updated the entire time, which gave me peace of mind. Communication was easy and consistent, and it was clear Penny was happy, comfortable, and well cared for. I came home to a relaxed pup and a smooth experience overall. I will absolutely be using her again and highly recommend her to anyone looking for a trustworthy and attentive sitter! 🐾

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Bridget T.
House Sitting
5.0 out of 5 stars

Kevin, who provided house sitting services for a little over a week, was accommodating when I requested an in-person meet and greet before finalizing the booking. My dog responded positively to Kevin. He maintained constant communication throughout the service and responded promptly. When I returned home, my dog appeared quite relaxed, which is always a positive sign of his comfort. I highly recommend Kevin and would definitely hire his services again.

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Jireh A.
House Sitting
5.0 out of 5 stars

Jamie, Thank you for taking care of our sweet boy! He was quite happy when we got home and didn’t seem to miss us too much thanks to your loving care.

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Melanie B.
House Sitting
5.0 out of 5 stars

Tirzah took really good care of my high energy pup. She was a great house guest as well and very thoughtful. Thanks, Tirzah!

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Caroline L.
House Sitting
5.0 out of 5 stars

Jenna helped us out last minute when our travel plans changed. She always takes such good care of Chibs and Opie!

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Lindsey G.
House Sitting
5.0 out of 5 stars

Makayla was an absolutely amazing dog and house sitter. We were gone for ten days and she provided us countless updates throughout this time! Our dog can be pretty particular with new people, but she warmed up to Makayla immediately. I cannot recommend her enough and will absolutely be using her in the future!

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Emma S.
House Sitting
5.0 out of 5 stars

Gabriella housesat our dog when we went on a vacation. She is very dedicated and attentive. she took care of our pet like she was her own. She is a natural pet-sitter who takes her job very seriously. She is very caring. She sent us pictures and updates regularly, and replied to our questions promptly. We will certainly use her services again. We highly recommend her! Also we came back to a clean house. Thank you Gabriella.

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Rupali T.
House Sitting
5.0 out of 5 stars

Carmel was great! She adapted well to my dog’s needs and was very good at keeping us up to date. She took our dog on great long walks, which she loved! Would definitely book again!

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Katarina H.
House Sitting
5.0 out of 5 stars

Haley is seriously the best. This was the second time she watched on my Bea girl and she goes above and beyond taking care of Bea. I was also surprised to see that she unloaded my dishwasher. Haley is a great house sitter on top of dog sitting.

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Caroline L.
House Sitting
5.0 out of 5 stars

Pam was amazing! She stayed with our two dogs and cat. She could not have taken better care of our pets. They went for long walks, to the park, even to the coffee shop! She was very communicative and sent us lots of photos. It's so nice to go away and not worry about our fur babies! Thanks a bunch, Pam!

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Melissa Z.
House Sitting
5.0 out of 5 stars

Amazing sitter! She kept me up to date about how our little guy was doing!! I would highly recommend and would book again!

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Brian T.
House Sitting
5.0 out of 5 stars

Alex stepped in to house sit for us after a previous sitter needed to cancel last minute. From the start, there was clear communication that put us at ease. From the first time meeting Alex, we could tell our pup was comfortable and would be well cared for. We came home to our house looking better than we left it, and our dog, fish and plants looking like they had amazing care. Thank you, Alex!

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Cassi H.
House Sitting
5.0 out of 5 stars

Brittany helped us out so much this weekend while we attended a family wedding. It was so great to be able to trust her to care for our puppies while we were away. She sent us some adorable pictures and graciously allowed me to leave a third dog with her unexpectedly. I definitely recommend Brittanny to anyone!

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Caroline J.
House Sitting
5.0 out of 5 stars

Lauren was awesome! She watched our two dogs for the week and sent us lots of updates and we were very comfortable leaving our pups with her.

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Olivia S.
House Sitting
5.0 out of 5 stars

Tiffany did a great job watching my dogs. She was by frequently and very communicative, always sent pictures and updates. Would use again and recommend her for others.

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Abby T.
House Sitting
5.0 out of 5 stars

Another great pet sitting from Liam! He is great with the animals, keeps us updated, and stays at the house with the pets while we are gone. Great peace of mind while we are away—thanks so much, Liam.

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Joni H.
House Sitting
5.0 out of 5 stars

Catherine took excellent care of our cat while we were on vacation. She was very detail oriented and put my mind at ease by sending me pictures and communicating with me throughout her stay. I highly recommend her for your pet sitting needs.

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Alison H.
House Sitting
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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 Beach 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 Beach 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 Beach on Rover as of Mar 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 Beach 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 Mar 2026, there are 2,108 house sitters in Highland Beach. 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, 88% of Highland Beach house sitters respond in under an hour.

House sitters in Highland Beach have an average of 14 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 Beach.

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 Beach 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.