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.

1 / 1
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was amazing taking care of our dogs and cat while we were on vacation. She sent us regular updates of time spent with our pets. Her attention and care was as if they were her own dogs.

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Lisa M.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
124 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie is great. She took such good care of our dog and the house for a week. We have already booked her for a weekend in May. The pictures she took of our pup and the welcome home banner were a sweet surprise!

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Lorene B.
Sitter Profile Image: Stella N.
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Stella N.
from
$30
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

About: I'm the kind of person who stops to pet every single dog I see on my walks—I simply can't resist their precious, furry faces. I've been obsessed with animals for as long as I can remember, and that love naturally led me to start pet sitting as soon as anyone would let me. Over the years, I've cared for animals belonging to friends, family, neighbors—just about anyone who asked! I truly love giving pets the care and attention they deserve, because to me, they are one of the greatest gifts in the world. I promise to care for your animals as if they were my own and can't wait to spend some time with them! I'm a part-time worker, so I have plenty of time. I love getting out and taking walks, but my dog is getting old and doesn't like to walk as much, so I'm looking for more pups to give her a break and walk with. I have a fenced-in yard in a neighborhood with lots of trails to walk on. I have a very friendly and old dog at home, but she loves company. I love spending time with animals, playing fetch, petting them, and especially going on walks. I can feed and entertain the animals.

Sitter Profile Image: Emica M.
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Emica M.
from
$50
per night
5.0 out of 5 stars
7 reviews
20 years of experience
Annapolis, MD, 21401

Emica was a wonderful dog sitter for our pups. She gave great updates and took good care of them. I would not hesitate to book her again and can recommend her highly!

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Francesca S.
Sitter Profile Image: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 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: Karen R.
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Karen R.
from
$50
per night
5.0 out of 5 stars
10 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: Halsey C.
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Halsey C.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
4 years of experience
Annapolis, MD, 21403

Halsey was so caring, sent photos, went the extra mile to make sure both of our dogs were well loved while we were away!

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Kathy W.
Sitter Profile Image: Violet H.
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Violet H.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

About: From an early age I would take care of my dog by giving him walks and baths etc. I have dog sit for people over night at their house as well as walked other peoples dogs. Im currently a college student home for the summer and am working part time so I have plenty of free time to take care of your pets. I’m available for dog walking and pet sitting throughout the week. I like to give dogs lots of long walks to get their energy out. Also, I like playing with them and snuggling with them. :)

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

Ava and our pup have formed a great bond and we appreciate that we have someone we can rely on to watch him when we go out of town. Ava always sends updates and photos and we know our pup has a great time!

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Ally K.
Sitter Profile Image: Carmella F.
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Carmella F.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Annapolis, MD, 21403

About: I’ve spent my 24 years of life surrounded by dogs and cats as I grew up with a mother who worked in animal rescue. I’ve been around all temperaments and know how to handle the easygoing and the most reactive. I also have experience with puppies and plenty of experience with senior pets as most of my own dogs are seniors. I currently live with my 3 cats and 1 chinchilla! I currently work full time however besides those 8 hours a day I am free to care for and look after your pets! I’m available everyday of the week including weekends and am committed to prioritizing your pets. When it comes to caring for pets, safety is always my top priority. In your home, I follow your pet’s established routine as closely as possible. I’m vigilant about locking doors, securing gates, and following any specific safety instructions you provide. I also monitor your pet’s behavior to ensure they’re healthy and comfortable. During drop-ins, I check on your pet, refill water and food as needed, and give them attention and playtime. I make sure doors and windows are locked when I leave and always follow any safety guidelines specific to your home, such as alarm codes or gate instructions.

Sitter Profile Image: Jessica B.
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Jessica B.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 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.
Sitter Profile Image: Amber T.
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Amber T.
from
$45
per night
6 years of experience
Annapolis, MD, 21403

About: I have three dogs, ages 3, 6, and 14, as well as a 3-year-old cat. I’m passionate about animal care and have dedicated time to helping my community by working around my neighborhood and volunteered at the local shelter, where I walked the dogs. I’m so excited to offer my help and look after your animals! I am a college student on summer vacation! I am looking to help out with anything that is needed and have a great time. My schedule is currently very free so I am excited to meet you and your pet! I have a fenced yard, so I like to run around with my dogs. I also take them on walks around the neighborhood. Whatever you need for your dog, I can help with!

Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was great with our young puppy!

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Alyssa D.
Sitter Profile Image: Hannah B.
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Hannah B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
22 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21403

Hannah was very responsive and flexible! Willing to go the extra mile to make us and our dog comfortable. Would definitely book with her again!

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Winston C.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$40
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Ellie H.
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Ellie H.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie did a wonderful job of watching our dog, Camden! She was incredibly communicative and kind and treated him just like we would have if we were there. It is clear that Ellie has a passion for animals and that her responsible nature and kind disposition will make her a staple for watching our sweet boy in the future. Ellie really did go above and beyond in caring for Camden and watching our home while we were away, she really has a way with pets, even large and very playful dogs like ours. We are so glad we've found a great option for care for future needs with Ellie.

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Lisa I.
Sitter Profile Image: Camilla G.
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Camilla G.
from
$85
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Annapolis, MD, 21403

Camilla was terrific. She took amazing care of my 3 dogs -2 who are not easy. She sent updates and pics. House was very clean when we got back. Would definitely recommend!!

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Nicole D.
Sitter Profile Image: James B.
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James B.
from
$40
per night
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

Sitter Profile Image: Ella L.
Verified Enhanced Background Check
Ella L.
from
$50
per night
6 years of experience
Annapolis, MD, 21403

About: I’m a reliable pet sitter who treats every pet like my own! I’m comfortable caring for puppies and have lots of experience taking care of neighbors dogs, as well as my own. I currently work part-time, which gives me flexibility to provide dependable pet care throughout the week. I’m able to make time for walks, feeding, playtime, and giving pets the attention and care they need. I provide loving and reliable care in your pet’s familiar home environment, helping them stay comfortable and stress-free while you’re away. I follow your pet’s routine closely and make sure they get plenty of attention, playtime, exercise, and care.

Sitter Profile Image: Vanessa R.
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Vanessa R.
from
$120
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.
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Highland Beach pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jamie was great. Communicated well! She sent pics of the pups and cats routinely. Strongly Recommend!

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Chris C.
House Sitting
5.0 out of 5 stars

Highly recommend Leigh Ann! She took great care of my 2 pups, provided pictures every day kept me updated. If there were any issues not only that tidied up my house before we returned, which I don’t think should always be expected, but 100% appreciated. Highly recommend if you want peace of mind with your precious fur babies.

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Julie G.
House Sitting
5.0 out of 5 stars

Ellie did a wonderful job of watching our dog, Camden! She was incredibly communicative and kind and treated him just like we would have if we were there. It is clear that Ellie has a passion for animals and that her responsible nature and kind disposition will make her a staple for watching our sweet boy in the future. Ellie really did go above and beyond in caring for Camden and watching our home while we were away, she really has a way with pets, even large and very playful dogs like ours. We are so glad we've found a great option for care for future needs with Ellie.

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Lisa I.
House Sitting
5.0 out of 5 stars

Catherine was great with our dog. They went on long walks together. The house was perfect when we returned. Will definitely use Catherine again.

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Virginia R.
House Sitting
5.0 out of 5 stars

I just took a quick long weekend and Makayla made it so seamless for me. Cooper felt so loved in his own environment with her and the updates and pictures allowed me to enjoy my time. Makayla is fantastic, I almost don’t want to share how good she is because she will get to busy!!

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Debbie E.
House Sitting
5.0 out of 5 stars

Julia was amazing with Barker! She was really quick to respond to our request, she communicated clearly and was very punctual. She sent updates regularly during her stay in our home which gave me so much peace of mind, she took care of Barker following all our detailed instructions and we came back to a very happy pup. I’ll definitely work with her again!

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Celia C.
House Sitting
5.0 out of 5 stars

Halsey was so caring, sent photos, went the extra mile to make sure both of our dogs were well loved while we were away!

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Kathy W.
House Sitting
5.0 out of 5 stars

Camilla was an outstanding dog sitter for us and our two dogs! She was extremely caring, detail oriented, and responsible, and proactively provided us with updates and photos. We wouldn't hesitate to use Camilla again, she is the best!

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Lauren N.
House Sitting
5.0 out of 5 stars

Blinne did a great job taking care of our dog and cat. She was very communicative and sent photo updates. We would definitely use Blinne again!

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Jill P.
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

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

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
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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 Jun 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 Jun 2026, there are 2,071 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, 87% 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.