House Sitting Highland Beach
Find a loving house sitter to watch over your pets and your home.
Over 26 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.
“Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!”
About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.
“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”
About: I have always grown up surrounded by dogs of all breeds and cats as well! Personally, my family always had golden retrievers (okay, I have a soft spot). Over the years, I have always watched neighbors or family pets, including my own. I’ve helped manage any illnesses that may have come along with any dog or cat needing medications or special therapy! I have a LOT of experience with puppies and the training/ time that goes into that development as well. I also am active, so spending time and keeping the dogs and cats I watched busy and playful is super important to me. Overall, treating the pets around me like family has always been second nature to me and I hope to bring that quality to you! I will be starting a new sales role 9-5 in downtown Annapolis! With that said, my availability April 1st will move to mornings and evenings - drop ins/ walks. The remainder of March is free for all times of day! I live in an apartment that is not quite the right size for a dog of my own - however, I am excited to be taking up this opportunity through Rover as a way to still hang out with animals whether it be check ins or walking through town. Building trust is huge for me and so I hope that with future clients that is something that can be earned! I am reliable and respectful and most importantly eager to work with you 🙂
“Lindsay was a lifesaver. We had some issues while we were on our trip with a different sitter and Lindsay stepped in and looked after our two dogs. She immediately connected with our pups and they absolutely loved her. I would highly recommend to anyone looking for a sitter!”
About: I provide loving care for pets of all ages, from playful puppies to seniors, with experience in training, special needs, and making every animal feel safe. As a retiree, my days revolve entirely around the animals in my care. They receive my full attention, love, and time—morning to night, every single day. I live in a safe, animal-friendly waterfront neighborhood with very few cars and plenty of space to play. Pets enjoy walks to nearby parks and, for water-loving “babies,” splashing adventures at the bay—all in a calm, welcoming environment where they’re treated like family.
“Brittanny was great with our two dogs - they really loved her. She spent so much time with them and stuck to their normal schedule. We will definitely be booking Brittanny again!”
“Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!”
“Alexxis was absolutely amazing with our dogs, Poppy and Beale, while we were away for the week! She took such great care of them and spent lots of time keeping them company. She even noticed when Poppy had bloody urine, acted quickly, and took her to the vet — we’re so grateful for her attentiveness and care. Alexxis administered antibiotics and kept us updated the whole time, which gave us so much peace of mind. It was clear our dogs adored her! We couldn’t have asked for a better sitter and will definitely book with her again.”
“Rachel was an excellent dog sitter. She stayed in our home over a long weekend and took wonderful care of our two large dogs. She walked, fed, and kept them company throughout the weekend. She left the house so clean and organized on top of taking such good care of our dogs. We would definitely recommend Rachel to anyone and will be working with her again in the future!”
“Gabrielle housesat for me and my golden retriever Dora for a week. She was wonderful with Dora. She handled Dora's medication and dietary restrictions with no problem. Every picture Gabrielle sent throughout the week showed Dora happy and healthy on her walks and getting her snuggles. Gabrielle was also an excellent house guest, leaving the house clean and tidy. She even watered my plants and vacuumed up copious amounts of dog hair so I didn't have to come home to that! She was very communicative and checked in with me in regularly or if anything was out of the ordinary. I would definitely use Gabrielle again and highly recommend her!”
About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed
“Lena is absolutely awesome. We are so grateful to have found Lena and she did a wonderful job pet sitting and house sitting. Her communication is great, and she kept us posted with thoughtful updates. We were extremely comfortable and confident while out of the country.”
“Tricia was great, very flexible with our need to change some of our timing, took excellent care of our little old guys and was so very responsive and responsible.”
About: I’m an experienced pet sitter, having been booking sits on another site for over ten years. I run a business based in Kathmandu Nepal and travel there frequently so am kind of nomadic when I’m in the US and cannot have animals. This breaks my heart! Please share yours with me! I've owned and trained many dogs over the years. I have opinions about how to do this but will respect your style. I just want to have one (or a few) around me while I work and walk and relax. I'm good at walking dogs on a lead, though always prefer if they can run. There’s little that can fill my heart so much as dogs running and playing. I have many great reviews on the other site and am happy to screenshot them and send them on to you. I work from (your) home so can spend lots of time loving your animals. Some dogs have spent hours lying on my feet while I work. Some ask to go out, and then in, every half hour, which gives me a chance to move. Of course, a good walk is always in order and snuggles if that's their preference. I can share many photos and reviews with you of my pet sitting over the years. I have earned a great deal of trust from clients both in animal care and in tending their home.
About: I have been dog sitting for three years. I am also working in a dog kennel, so I have experience feeding, playing, and cleaning up after dogs. I have experience with medication and making sure a dog has their medication everyday. I can not wait to meet you and your fury- babies. I am currently working full-time at a kennel and daycare facility. I have a passion for working with dogs and I am looking for a way to incorporate that into my weekends. I have a roll of poop bags on me and an extra slip leash for walks. I also keep different varieties of treats in case of allergies.
The median cost per night for house sitting in Highland Beach is $50
Pet parents share their Rover experiences - Highland Beach
Margriet has taken care of our dog a couple of times now and she is our go-to sitter. She is competent and trustworthy and keeps us posted on Rory while we're away. We always return to a happy pup and a house as clean as we left it. We highly recommend Margriet!
Carly was phenomenal with our 4 month old puppy! She sent us updates every day, which gave us so much peace of mind while we were away. We felt completely relaxed knowing he was in such good hands. She was attentive, caring, and clearly went above and beyond to make sure he was happy and well taken care of.
Tiffany was ABSOLUTELY WONDERFUL!!! She truly went above and beyond for our 2 kitties. She took perfect care of our home while we were gone and even washed her sheets and towels before she left, she even tidied up our litter room for us!! She was very responsive through the week sending lots of photos and was available for any check in or additional task we needed from her. She really prioritized our kitties play time and they clearly had an amazing time (given the graveyard of toys all over the house🤩). She even hand made these cute little toys, created little kitty forts with blankets and hand drew these adorable paper bugs she put on the windows to make sure they were stimulated in brand new ways!!! Tiffany will have our business as long as she is doing this and she will be recommended to all our friends. VERY THANKFUL FOR TIFFANY!!!
Lucille was fantastic!! She kept us informed on their day and the administration of his medications. When she was concerned about something she called us and gave us updates every day. She also took care of the house by removing the trash etc! It was also so obvious that she loves animals. I will definitely book her again!! Thanks Lucille for making my trip so much more enjoyable knowing that my dog was in such good hands!!
Jamie once again did great with the fur babies. I felt so comfortable leaving my reactive cattle dog. She also watched my cat and watered the plants. There was a big storm the night before we came back and a neighbors tree fell in our yard and she sent pictures and told us about the situation. We will use Jamie again in the future!!!
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.
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!!
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.
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.
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Highland Beach
Select a filter and find qualifying sitters offering house sitting.Sitters in Highland Beach average 4 repeat house sitting clients
FAQs for House Sitting - Highland Beach
Frequently asked questions about Rover
The average cost of House Sitting in Highland Beach is $93 per night as of October 2026. Most bookings cost between $61 and $148 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 8,369 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 , 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 Highland Beach. On Rover:
- 86% 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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