House Sitting Highland Beach

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

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Over 24
pet parents in Highland Beach have booked house sitting

Highland Beach, 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.

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
11 reviews
5 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
126 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie was easy to communicate with, and just an overall nice person. Our Pitbull and Chihuahua were well cared for- we came home to happy, healthy dogs! She was kind enough to water our plants, too, and we returned to a house that was as clean as we left it. She texted pictures of them daily & we got to just have peace of mind and enjoy our trip. I would definitely call on her in the future, and I would recommend her to friends. Thank you, Jaimie!!!

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nikki
Sitter Profile Image: Ellie H.
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Ellie H.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 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: Halsey C.
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Halsey C.
from
$50
per night
5.0 out of 5 stars
7 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: Stella N.
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Stella N.
from
$30
per night
5.0 out of 5 stars
15 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: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 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: Megan T.
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Megan T.
from
$31
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

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

Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!

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

Ava is consistently wonderful with our cat snd our anxious, senior dog. She’s super communicative, and puts us at ease. We never worry about leaving town if Ava is with our pets!

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Kelsey C.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.

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Joanne B.
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: Karen R.
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Karen R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen took wonderful care of our dogs, Sam and Tito, for a full week while we were on vacation. She was incredibly responsive, always sending updates and photos when we asked, which gave us so much peace of mind. It was clear our boys were happy, comfortable, and well cared for the entire time. She also left our home in perfect condition, which we really appreciated. We would absolutely book with Karen again and highly recommend her to anyone looking for a reliable, thoughtful sitter!

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Julie G.
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: 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: Catherine N.
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Catherine N.
from
$73
per night
5.0 out of 5 stars
16 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

We were in town for a wedding and Catherine took such great care of our pups Baggins! Stayed with him and took him on a great hike. A real life saver for us!!!

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Heather Z.
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 a wonderful pet/house sitter. She was very organized, taking copious notes on her iPad at our initial meet and greet. Our pups instantly knew she was a dog lover and felt very comfortable with her. Highly recommend her and plan on using her next time we travel.

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Michael C.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$70
per night
5.0 out of 5 stars
9 reviews
4 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: Kevin W.
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Kevin W.
from
$40
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Annapolis, MD, 21402

Kevin was wonderful! He communicated with us regularly and included photos. He took excellent care of all our pets and our house. We are grateful to have Kevin as a sitter and will definitely use him again in the future.

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Eliza N.
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: Rose S.
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Rose S.
from
$30
per night
5.0 out of 5 stars
5 reviews
12 years of experience
Annapolis, MD, 21401

About: I grew up taking care of multiple dogs, cats, hamsters, fish, even feeding and rescuing some wild animals in my neighborhood. I’v always had a strong connection to animals and care deeply for them. I have multiple years of experience with pet sitting, ensuring pets are taken well care of. Animals have taught me so much and I just love to be around them, I think everyone deserves to know their animals are being well taken care of, safe and happy! I am an incoming graduate student at the Pratt Institute in NYC starting in August. I am taking the summer to work on my art, travel, and enjoy some downtime between working full time at a law firm and starting classes. I would love to take care of some animals over the summer for some extra income and to have some structure in an otherwise loose summer! When I take care of animals, I like to make sure they are comfortable with me being around them, ensuring they have amble time to get used to my presence. I like to take my time with this, allowing them to build confidence around a new person and so that we can form a real bond! For dogs, I like to have a variety of activities including walks, runs in the backyard if possible, playing with toys, and sometimes even hikes! But if I'm being honest, my favorite part is just hanging out and getting to cuddle with the furry creature! In my previous experiences, I have done 2-4 check in's a day as needed for non-live in clients and these visits can vary in length. I have also had live-in/over night clients.

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The median cost per night for house sitting in Highland Beach is $50

Pet parents share their Rover experiences - Highland Beach

1 / 1
5.0 out of 5 stars

Michelle was a terrific friend to Sara our cat as well as a guest in our home. She was sensitive to Sara's timidness, which did not last long...Sara warmed up quickly and followed Michelle throughout the stay. Thank you Mi helle.

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Trish L.
House Sitting
5.0 out of 5 stars

Leigh Ann is the best! She treats Sonny like her own and sends so many wonderful pictures. Highly recommend!!

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Heather P.
House Sitting
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

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
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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

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Sitters in Highland Beach average 4
repeat house sitting clients

FAQs for House Sitting - Highland Beach

Frequently asked questions about Rover

The average cost for House Sitting in Highland Beach on Rover is $93.09 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of July 2026, there are 8,503 sitters on Rover offering House Sitting across Highland Beach. 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 Beach 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 Beach 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 Beach 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 Beach. 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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