House Sitting Anahola

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Anahola, 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.

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Sitter Profile Image: Lauryn E.
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Lauryn E.
from
$60
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
17 years of experience
Kapaʻa, HI, 96746

Lauryn stayed at our place to take care of our Lab. Lauryn did a great job walking and caring for our pup, and the house was clean when I arrived and our dog was happy. Highly recommend! .

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Chuck M.
Sitter Profile Image: Lina O.
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Lina O.
from
$50
per night
5.0 out of 5 stars
60 reviews
27 repeat clients
12 years of experience
Princeville, HI, 96722

Lina has done house sitting for my dog Zues twice now. Each of these trips were long weekend outings. Both times I have come home to my house exactley as I left it and my dog disappointed I'm not Lina! Just kidding! But I can tell he has a good time with her and that she gives him plenty of attention while I'm gone. Lina stays in good contact with me while I'm away, and will send pictures if you ask for them. In a nutshell, Lina is trustworthy, caring for your pet, clean and reliable. In my book that's all you need!

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Derrick C.
Sitter Profile Image: Jules A.
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Jules A.
from
$100
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
11 years of experience
Kapaʻa, HI, 96746

Jules does a fantastic job of taking are of our two pups AND our house. Our 2 mini-schnauzers are a bit demanding and they absolutely LOVE Jules. We’ve hired Jules twice now and would absolutely use them again.

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Jeanne K.
Sitter Profile Image: Sarah L.
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Sarah L.
from
$70
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
25 years of experience
Lihue, HI, 96766

Sarah was awesome. Our pups had a great time with her and we will definitely have her come back!

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Michele M.
Sitter Profile Image: Anthony & Erika H.
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Anthony & Erika H.
from
$25
per night
5.0 out of 5 stars
3 reviews
45 years of experience
Kapaʻa, HI, 96746

About: We have raised all types of dogs. From working dogs to avalanche dogs. Even wolf dogs. I have been involved with dogs my whole life. They are part of our family I am around the house all day. I have different fenced areas for the dogs to play. I also have different apartments the dogs can stay in. But i prefer all the dogs live and eat and sleep around us. I go on 1-2 walks a day. The Back of our property is a fenced 1acre fruit forest we allow the dogs to sit on couches and we have multiple dog beds around the house.

Sitter Profile Image: Uriah m.
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Uriah m.
from
$65
per night
5.0 out of 5 stars
1 review
20 years of experience
Kapaʻa, HI, 96746

About: Aloha & Mahalo for considering me to watch your loved one. My family and I love all animals of all shapes and sizes, especially dogs. I have a special place in my heart for all life. I’ll never leave your animal unattended. I’ve watched dogs for over 20 years. From a cuddly chihuahua to a massive Newfoundland I can provide proper care for each species. Aloha ❤️ With a great support system at home, between my wife and myself someone is more than likely to available for your needs. We are available for long term care also. While your pet is with me in my home I ensure the area is safe and free of hazards by doing thorough & routine inspections

Sitter Profile Image: Christina M.
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Christina M.
from
$65
per night
5.0 out of 5 stars
12 reviews
1 repeat client
15 years of experience
Wailua Homesteads, HI, 96746

About: My name is Chrissy! Since a very young age, I have always had a special spot in my heart for animals of all kinds, although it’s especially soft for dogs 🐕 I have raised and cared for many different breeds of dogs, all sizes too! I have experience with puppies, special needs and elderly animals. Most of my time is dedicated to caring for animals, while my husband manages a skate shop (he’s a dog whisperer too) & our littles are very respectful, loving and kind with all the different animals we’ve been blessed to spend time with. We are a pretty active family, always outside exploring & appreciating what the universe has given us. We love a long walk on the beach and we’d love for your pup to join us! 🌊 Mahalo nui loa for your consideration in choosing me to care for your loved one. 🐶 🐱 ❤️ My schedule is completely open for boarding, check ins, daily walks and doggy day care. Please feel free to message me with any questions regarding scheduling and pricing. I am more than capable of providing your pups with plenty of enrichment, exercise and companionship. Whether it’s a beach day, daily walks, or help administering medications - I’m your girl! I have my own transportation and am available between the areas of Kalihiwai to Kapa’a.

Sitter Profile Image: Eric B.
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Eric B.
Star Sitter
from
$250
per night
4.9 out of 5 stars
50 reviews
18 repeat clients
25 years of experience
Kapaa, HI, 96746

About: YOUR PAWS ARE IN GOOD HANDS WITH US :) :) Solution oriented, highly experienced with canines, and have a heart for helping people, and caring for animals...look no further. My wife Susie & I are originally from Missouri, and are high school sweethearts. We have lived on Kauai for 9 years, and are passionate in every way about dogs! We owned & operated a very successful in-home dog boarding business in Homer, Alaska for 3 years, where we averaged 6 dogs per day, and had almost 30 dogs staying with us on major holidays in our large 3-story home on five acres. We offered board & train services there as well. Besides boarding experience with all ages, breeds, and personalities, we have experience with training, breeding, volunteer vet work, canine healthcare, and have also served as dog handlers for an Iditarod sled dog team. Boarding with us: We have a wonderful home at the base of sleeping giant in the Wailua Homesteads in Kapaa. If your dog loves hiking, we certainly can fulfill that desire! We have cool tile flooring, and air conditioning for those hot Summer days, so there are no overheating concerns in our home. We have dog beds, human beds, and couches- all of which dogs are welcome on (we allow dogs to sleep with us too). We have a large backyard, and an enclosed back deck. We do not isolate our guests- they have complete freedom inside our home. When we go on walks, hikes, or trips- we utilize a leash for safety. We are not your average Rover sitters. We have such a great deal of experience, we know canine behavior, how to identify & treat health issues, how to adapt to every unique dog and their needs, and we care about our human customers just as much- acknowledging your specific needs & requests is very important to us, and we always maintain excellent communication. We are accustomed to some dog parents being hesitant and reluctant to leave their loved ones for a time, and we offer our support, reassurance, and patience with customers during that time, wether it be answering numerous questions, an extended delay to leave at drop-off, or several calls/texts requesting photos/updates- we're here for you, and completely understand. Feel free to reach out to us as often as you'd like while your dog(s) are with us to request updates/pics, otherwise we typically give you your space. We can pick-up and/or deliver your dog(s) to ANY location you’d like, just let us know (additional charges apply). Always stay in good communication with us regarding drop-off & pick-up days & times. Never arrive unannounced…we need notice before you are coming over (this is our home- not a commercial boarding facility with staff). What to bring at drop-off:  
1. Food- enough for the length of your dog's stay with us. Sealed containers with kibble are preferred. We do not store guest dog food in our fridge, so please bring appropriate food (no frozen, cooked, or raw foods that need stored in our fridge or freezer). 
2. Collar (or harness) & leash. ***Dogs must be kept on leash during drop-off & pick-up*** Please do not let them exit your vehicle upon arrival unless they are leashed. Same goes for pick-up...keep them on lead from our door to your vehicle please. Dogs that we DO NOT accept into our home for boarding (PLEASE READ CAREFULLY): 1. Aggressive dogs (aggressive towards humans or other dogs) 2. Dogs that have fleas 3. Intact males 4. Intact females during their heat cycle 5. Dogs that have extreme separation anxiety 6. Dogs that have accidents inside or not fully potty-trained (or mark inside) 7. Excessive barkers 8. Escape artists 9. Dogs that are destructive when left home alone House sitting: We offer premium house sitting services island-wide. We do require to meet with you first at your property to make sure it's a good fit, as we are very selective on where we stay, and who we're working with for live-in house sitting jobs. We're experienced home owners ourselves. Besides estate caretakers, we have been entrusted with the care and management of farms- both vegetable & orchard farms, & also livestock farms. We have personally owned dairy cows ourselves, and also have experience caring for horses, llamas, alpacas, sheep, goats & chickens. We are excellent with property management! Between Susie & myself, we also have experience with carpentry, electrical, plumbing, painting, power washing, house cleaning using natural non-toxic cleaning products, landscaping/lawn care, & tree pruning/hazardous tree removal. We are very well connected here on Kauai, and anything we don't know or can't handle ourselves- we know someone who can. We are caretakers at heart, and caring for animals is what we do best. We are the trustworthy family you have been looking for! We LOVE our job! We do not isolate dogs (unless owner requests us to), or it is absolutely necessary (we usually don't accept dogs for most of the reasons they may need to be isolated anyways). We treat them like they are part of our family (and they truly are while with us). The way we care for dogs varies specifically on a case by case basis. No two dogs, or owners, are the same, so we go with the flow (and requests/requirements/best interests) of the dogs & their owners wishes.

Sitter Profile Image: Kaleta K.
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Kaleta K.
from
$65
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
40 years of experience
Lihue, HI, 96766

We found Kaleta on Rover as first-time users and couldn’t have had a better experience. She was responsive from our initial contact and quickly arranged a meet-and-greet. Both we and our dog, Lolly, felt comfortable with her right away. Kaleta stayed with Lolly for a week and kept us at ease by sending regular updates and photos. She took Lolly on lots of adventures and clearly treated her with genuine care and affection. When we returned home, our house was clean and Lolly was happy and relaxed. We would absolutely feel confident booking Kaleta again and are so glad we found her.

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Corynn Z.
Sitter Profile Image: Diana S.
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Diana S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
60 reviews
16 repeat clients
20 years of experience
KOLOA, HI, 96756

My family and I decided on a last minute trip and booked a house sitting gig with Diana. We have two dogs and a cat, and as a first time Rover user I was hesitant to have a stranger look after everything. I couldn’t be happier with who I found. She was incredibly kind and attentive to our fur babies’ needs every step of the way. You could tell she loves what she does. She even met us the day before to get acquainted with the animals and listen to me ramble about where she should start (I’m a bit of a control freak). To top it all off, she left the animals a care package! Diana is all aces!

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Adnama Y.
Sitter Profile Image: Matthew L.
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Matthew L.
from
$50
per night
20 years of experience
Kapaʻa, HI, 96746

About: I've had cats and dogs throughout my entire life and genuinely respect them as sovereign beings. I always feel honored when a new animal accepts and trusts me to love and care for it. I have always taken care of friends and family pets. Everyone knows they will get lots of love, cuddles and extremely spoiled if the owner allows it of course. I would be working partime either on zoom or in clients homes. I would be available to give extra care to your pet or pets. I would never be gone too long and would be be able to take your animal out for play or walks frequently. I am very respectful of any space I am in and very respecful of keeping any pet schedules, medicine routines and walking times. For cats I always keep thier boxes clean if they have one.

Sitter Profile Image: Aastha P.
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Aastha P.
from
$45
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Koloa, HI, 96756

About: I have taken care of dogs and cats for 8 years! I currently work part time at a dive shop right across the street from my house! I work part time throughout the week and have a pretty flexible schedule. I work nearby and can easily check in during the day and have frequent breaks! I offer both boarding in my home and care in your home, depending on what is best for your pet. My home is warm, pet-friendly, and shared with 3 other people who also love animals so your pet will get plenty of attention and affection.

Sitter Profile Image: Bethany G.
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Bethany G.
from
$100
per night
5 years of experience
Kalaheo, HI, 96741

About: Aloha! I'm Bethany, and animals have been at the heart of my life and work for the past 5 years. 🐾 I have 5 years of professional experience working in animal welfare, caring for dogs and cats of all ages, breeds, sizes, and temperaments. Through my work, I've had the privilege of helping thousands of animals—from energetic puppies and playful kittens to senior pets, shy animals, and those needing extra patience and understanding. My experience has taught me how to recognize animal body language, provide compassionate care, maintain routines, and help pets feel safe and comfortable while their families are away. Whether your pet loves long walks, playtime, cuddles on the couch, or simply having a calm and reassuring presence nearby, I will tailor my care to their individual needs. I understand how important trust is when choosing someone to care for your furry family members. I pride myself on being reliable, attentive, and communicative, and I'll provide regular updates and photos so you can feel confident that your pet is happy and well cared for. As a lifelong animal lover living on Kauaʻi, I treat every pet as if they were my own. My goal is to create a positive, stress-free experience for both you and your pet. I look forward to meeting you and your four-legged ‘ohana members! I have a flexible schedule and am available for pet care throughout the week. I understand that pets thrive on routine, and I do my best to accommodate their normal feeding, exercise, and enrichment schedules to help them feel comfortable while you're away. Your pet's safety, comfort, and wellbeing are my highest priorities. With 5 years of professional animal welfare experience, I understand the importance of proper animal handling, recognizing body language, and creating a calm, low-stress environment. I take the time to learn each pet's personality, routine, and needs so I can provide individualized care and ensure they feel safe and secure while you're away. I believe communication is key, and I provide regular updates and photos so you can have peace of mind knowing your pet is in caring and capable hands. I treat every animal with patience, kindness, and respect, just as I would my own pets. I am attentive to home security, follow all owner instructions carefully, double-check gates, doors, harnesses, and leashes, and prioritize safety during walks and visits.

Sitter Profile Image: Darya P.
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Darya P.
from
$75
per night
5.0 out of 5 stars
3 reviews
23 years of experience
Kapaʻa, HI, 96746

About: Aloha! I have cared for pets and animals much of my life- because I don’t currently have any of my own, I would love to take care of yours! By day I am a wildlife biologist, and have been a regular long term foster for dog rescues and shelters in the past. Through these opportunities I have experience with many behaviors, levels of socialization, ages, personalities, energy, and medical needs. I also love cats, and had my own for 14 years until last year. I volunteer with cats at the shelter, and am very aware of the time they often need to adjust and their many, many personalities! I love to get outside, travel, and go to the beach. Based on your preferences, I will happily take your pup exploring on a short hike, beach walk, or simply go around the neighborhood. I am very flexible. Although I am busy with errands for a few hours most days, I have ample time to get outside on a walk, for playtime, and maybe even a hike! I sometimes work from home depending on the days/projects-let me know your needs and we can go from there! Large fenced backyard, large park, creek, and the Chester Creek bike trail system adjacent to the neighborhood, 3 min walk from house. Two or three professional adults in the house happy to give your furry friend scratches and administer potty breaks outside every 2-3 hrs; in nice weather I do projects outside and garden a lot if your furry friend wants to hang out in the yard with me.

Sitter Profile Image: Grace S.
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Grace S.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Kilauea, HI, 96754

About: I’ve taken care of dogs since I was 11. I love to take them on long walks, trips to the park, and out for a “pup-cup”. Recently my 14 year old golden retriever passed away, so I’m hoping to share my love with others’ pets that are in need of care! I’m currently working remotely full-time so would plan to work from your home while I’m watching your furry ones. This is an ideal solution as your pet is guaranteed focused attention and multiple bathroom breaks or walks per day. I treat every pet as if they’re my own. I love to make sure their needs are met & exceeded, plenty of pets/love are given, and that we send picture updates while you’re away! I am quiet & respectful and love to keep spaces clean, so I will treat your home as my own.

Sitter Profile Image: Corinne D.
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Corinne D.
from
$77
per night
5.0 out of 5 stars
7 reviews
2 years of experience
Hanapepe, HI, 96716

Corrine took great care of Monte and kept me updated and feeling confident with her in charge. She left my home clean and was great to work with.

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Josh S.
Sitter Profile Image: Cheryl D.
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Cheryl D.
from
$222
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
25 years of experience
Princeville, HI, 96722

Cheryl did a great job caring for our Iggy! She took him for rides to the beach and showed him a lot of care. Also left our place very clean!

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Taelon U.
Sitter Profile Image: Hakan C.
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Hakan C.
from
$75
per night
1.0 out of 5 stars
3 reviews
10 years of experience
Kalaheo, HI, 96741

About: I’ve been taking care of dogs since I was 10. My families, friends and neighbors always relay on me for walk, feed and bath them I have very flexible schedule and I’m free mostly morning and afternoon. I like to spend my time outdoor at the beach and nature which dogs mostly love it too I always follow parent’s instructions to make sure their dogs will be safe and take them to safe environment that I know or recommended by them

Sitter Profile Image: Erma R.
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Erma R.
from
$80
per night
39 years of experience
Wainiha, HI, 96741

About: Just moved to the Hawaii life to enjoy my retirement. However, I have taken on a part time job until my pet sitting business builds up.I am an energetic outgoing fly by the seat of her pants gal. Dogs are my first love from a young girl I’ve loved and they have loved me. I’m a home body who loves to give attention and utmost care to your for your animals. Please don’t hesitate to ask questions I’d love to be there so you can know your loved ones are home safe in my care. I am a retired nurse. I just moved to Kauai to live with my daughter and her family. Let’s see what we can make happen for you and your fur babies. I do dog park runs! Walks! Beach exercise! Whatever you need I’m your gal. Lots of quality time to connect! I am well versed in dogs with special needs.

Sitter Profile Image: James B.
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James B.
from
$70
per night
4 years of experience
Eleele, HI, 96705

About: Hi! My name is James. I work from home as a podcast agent and have a very active lifestyle. I’m a digital nomad so I travel frequently, I make my own hours so I can be flexible! I started dog sitting in 2024 originally through referrals, then through Trusted House Sitters, now on to Rover! I have done sits up to 4 months long in Hawaii and as short as 2 days in Belgium, I can be flexible with scheduling. I truly love being around dogs, I go on walks frequently and I love having a companion as I travel. I’ve had dogs all my life and realizing rover would be a great way of connecting me with great dogs and opportunities! Your pets safety and happiness are paramount. I aim to keep a stress free environment and to ensure you know everything is taken care of. Feel free to ask any questions or reach out, I’d be happy to have a chat to show you why I’d be a great sitter :). I work online, so travel has become a huge priority for me and a way i've found routine is staying at peoples homes for a few months, while watching their dog! Oh i've had dogs all my life, they are family to me in every way, most breaks I take throughout the day are to give my dog some love or take her potty

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The median cost per night for house sitting in Anahola is $65

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  • 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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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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. 1. Search

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Sitters in Anahola average 3
repeat house sitting clients

FAQs for House Sitting - Anahola

Frequently asked questions about Rover

As of July 2026, there are 66 sitters on Rover offering House Sitting across Anahola. 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 Anahola 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 Anahola 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 Anahola 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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