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
21 reviews
6 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: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
121 reviews
34 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
18 reviews
7 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: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
6 reviews
5 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: Olivia S.
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Olivia S.
from
$60
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
13 years of experience
Annapolis, MD, 21401

Olivia stayed at our house and took care of our cat while we were away. She was very attentive and sent us photos and updates throughout her stay. We will definitely book her again in the future.

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Alison H.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
from
$65
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
24 years of experience
Arnold, MD, 21012

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!

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Colleen D J.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$85
per night
5.0 out of 5 stars
98 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

Liza’s second time sitting for us and she’s been incredible both times! Highly recommend her!

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Jennifer L.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
18 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley is so sweet and reliable with my dog. Highly recommend!

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Courtney R.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$70
per night
5.0 out of 5 stars
12 reviews
5 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: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
13 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: Snowden C.
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Snowden C.
from
$100
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
13 years of experience
Edgewater, MD, 21037

We are so lucky to have found Snowden on Rover! She house sat for 5 nights over Christmas for our senior rescue dog, Maggie, and everything was perfect. Snowden is quick to respond to all communication and Maggie immediately took to her so we knew she was in good hands. Snowden made sure Maggie took her morning meds, took her for walks, and sent us daily pictures. When we got back, Snowden had done laundry, made the bed, washed all the dog dishes and left the house in great shape. We definitely plan to book her again!

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Rebecca H.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$60
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: Rachel J.
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Rachel J.
from
$70
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
20 years of experience
Annapolis, MD, 21401

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

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Andrianna K.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Edgewater, MD, 21037

About: Growing up, we always had some kind of a pet, from turtles to baby chicks, puppies to kittens! We used to foster kittens as well growing up & since living on my own, I've fostered dogs and pet-sat any time we could. Love all animals & trying to make them feel happy & comfortable :) I work 7:30-2:30 or 8-3 in DC but after work & on the weekends, I'm always willing to help in any way they I can! We have a dog of our own, medium in size, who loves making new friends and two kids that adore giving love whenever they can.

Sitter Profile Image: Ryan L.
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Ryan L.
from
$90
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

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!

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Lois B.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
15 years of experience
Halethorpe, MD, 21227

Samantha has cared for our dog (and home) twice now. Again we returned home to a happy pup and clean home. Samantha kept us informed and sent photos, and I wholeheartedly recommend her.

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Deb K.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
53 reviews
7 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

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John V.
Sitter Profile Image: Margriet M.
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Margriet M.
from
$100
per night
5.0 out of 5 stars
5 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

Margriet was a wonderful dog sitter. Rory took to her immediately (and she to him). We were able to go on vacation knowing that he would be fed, walked, cuddled, and let outside to run around in the backyard. Rory was not completely house trained when we left, but Margriet finished the job for us. Margriet also brought in packages from Amazon, and left the house clean and sheets laundered. We highly recommend Margriet for all dog sitting needs.

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Lois B.
Sitter Profile Image: Anya B.
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Anya B.
from
$31
per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.4 out of 5 stars
8 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

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!

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Jessica & Matthew O.
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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

Leigh Anne did a great job house sitting my dog, Bea. She sent updates each day with photos of them playing in the yard. She treated my house with respect and was very tidy. I will definitely rebook!

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Caroline L.
House Sitting
5.0 out of 5 stars

Margriet was a wonderful dog sitter. Rory took to her immediately (and she to him). We were able to go on vacation knowing that he would be fed, walked, cuddled, and let outside to run around in the backyard. Rory was not completely house trained when we left, but Margriet finished the job for us. Margriet also brought in packages from Amazon, and left the house clean and sheets laundered. We highly recommend Margriet for all dog sitting needs.

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Lois B.
House Sitting
5.0 out of 5 stars

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!!

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Nancy C.
House Sitting
5.0 out of 5 stars

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!!!

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Erin L.
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
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Popular requests for house sitting - Highland Beach

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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 August 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 August 2026, there are 8,439 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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