House Sitting Highland Beach
Find a loving house sitter to watch over your pets and your home.
Over 25 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.
“Jamie is a sweetheart and takes such good care of our Bear. He got excited when she came to take care of him. Jamie keeps us posted on how he is doing. We are grateful to have found Jamie.”
“Leigh Ann once again did an amazing job with Sonny while we were away. Constant communication and the most amazing pictures. She also took care of our trash and recycling on her own. We are so thankful for Leigh Ann!”
“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.”
“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!”
“Margriet was a Godsend for us! We have two pups, one which suffers from separation anxiety that results in digestive issues (stress colitis). We were so worried that he would get sick while we were away from being depressed and stressed. When we returned, he was in such great spirits and not sick at all. Margriet kept us updated throughout our trip- she sent us pictures of the pups on walks, sitting in our backyard happily in the sun, and snoozing comfortably next to her on the couch. She really gave them love while we were away which resulted in very happy pups. We can tell she truly loves dogs. She also was good with handling our own anxieties about leaving a distressed pup – she went the extra mile to do two home visits prior to our departure. We (us and the pups) are so happy we found Margriet. It was a perfect match! Anyone would be lucky to have her pup-sit at their home! We have finally found our person who we can trust to stay in our home and give our dogs the love they need while we’re away! Thank you, Margriet!”
About: All my life, I’ve owned and cared for dogs, cats, rabbits, and hamsters, so I’m comfortable with pets of different sizes, personalities, energy levels and routines. I have experience in handling reactive dogs of all sizes as well as couch potatos. You can count on me to follow any specific feeding routines and dietary needs, as well as administering medications. Pups, kitties, bunnies, and everything in between are welcome! I'm currently working a flexible part-time schedule which gives me plenty of time to walk your reactive pup, play with your crazy cats, or sit (and crochet) while keeping your pets company! Most pets don't want strangers in their space! I pay close attention to body language, and let them set the pace so each visit feels as safe and comfortable as possible. When staying in your home, I follow your pet’s routine closely, including feeding, waste cleanup, playtime, medications, and as many walks as requested. I keep your home secure, never invite guests over, follow household instructions, and always clean up after myself.
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.
“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.”
“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!”
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 🙂
“Mia stayed with our young GSD for a full week when we went out of town and was fantastic. She provided frequent updates, administered his ear medicine (which is not easy!!) and left the house in great shape. We will definitely book with her again, and couldn’t have asked for anything more. Thank you Mia!!!”
“Ryan was absolutely great! He pinch-hit for a Rover cancellation at the last minute, and was able to come for a meet & greet the day before sitting for our dog. He and Rory hit it off immediately and pics confirmed how much fun they had. Ryan takes his job seriously and asks lots of questions about routine, food, etc. We would not hesitate to use Ryan's services again. Two thumbs way up!”
The median cost per night for house sitting in Highland Beach is $50
Pet parents share their Rover experiences - Highland Beach
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!!!
Margriet was amazing. She spent 8 days with my English teacher Cream Goldens and they loved it. I think they miss her now that I’m home and that is high praise from my pups. She stayed in my home and left it in immaculate condition. You better hurry because my plan is to book her as often as I can
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!!
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!
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?
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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.
Meet local sitters who will treat your pets like family
1. Search
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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 for House Sitting in Highland Beach on Rover is $93.21 per night (as of September 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 September 2026, there are 8,402 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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