House Sitting Oakland

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

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Over 35
pet parents in Oakland have booked house sitting

Oakland, 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: Karrie M.
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Karrie M.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 147 reviews
33 repeat clients
45 years of experience
Clermont, FL, 34711

“This is my first time using Rover.Com and Karrie and the experience was awesome! Easy to find the best qualified sitter by the photos/reviews, easy payment and follow up. Karrie was perfect for my pups! We chatted beforehand about my expectations, gave her background on my Doxies who both had IVDD surgery this past year, their unique personalities and explore Karrie’s qualifications. Perfect match! She stayed with my 2 Doxies 8 hours in our hotel suite while we attended a football game. She arrived on time, followed my instructions and my pups were safe & happy upon our return. Would definitely use her and Rover.Com again!”

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Linda H.
Sitter Profile Image: Shelley R.
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Shelley R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 43 reviews
15 repeat clients
3 years of experience
Windermere, FL, 34786

“Shelley was very communicative with us about what was going on with our dogs. Pics were daily and it was nice to know they were well taken care of.”

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Lynne T.
Sitter Profile Image: Brittney C.
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Brittney C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 28 reviews
10 repeat clients
29 years of experience
Ocoee, FL, 34761

“Brittney was so so wonderful! Our pups loved her and she made us feel so comfortable from the minute we met! She was very communicative and would send pictures every day! She also treated our home with the utmost care. I highly recommend her for any of your petsitting needs!”

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Kayla R.
Sitter Profile Image: Alexis T.
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Alexis T.
from
$50
per night
5.0 out of 5 stars
• 20 reviews
12 repeat clients
7 years of experience
Winter Garden, FL, 34787

“Alexis was amazing! She sent us pictures and kept us updated. The dogs looked so happy!! She stayed at our house, and we came back to a beautiful, clean home. We’d definitely use Alexis again!”

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Amy B.
Sitter Profile Image: Remy S.
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Remy S.
Star Sitter
from
$88
per night
5.0 out of 5 stars
• 196 reviews
27 repeat clients
16 years of experience
Winter Garden, FL, 34787

About: I’ve been caring for animals for as long as I can remember and have been a trusted Rover sitter for over 4 years. I have three dogs of my own - a bichon frise, greyhound, and a pitbull. I also have a cat and a 🐢! I’ll care for yours as I would want someone else to do for mine. I can’t wait to meet you and your pet/pets! Pet care is my full time job and am available for drop in visits and house sittings when needed. I’m also happy to accommodate last-minute requests! Every pet is unique, and I take the time to learn their routine, personality, and individual needs so they feel safe, comfortable, and loved while you’re away.

Sitter Profile Image: Brittany K.
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Brittany K.
from
$50
per night
1 repeat client
22 years of experience
Winter Garden, FL, 34787

About: 🐶 Instead of simple pet sitting, dog walking or drop-in’s, you are investing in a well-mannered companion during enriching activities with a certified professional dog trainer. 🏠 HOUSE SITTING w/ TRAINING The ultimate luxury training package: While a House Sitting stay on Rover does not include an active, full-scale training curriculum, your dog will benefit from my expert background. I offer a premium, structured alternative to standard pet sitting. I stay overnight in your home to provide 24/7 comprehensive training in your dog's natural environment! What's Included: • Daily structured training sessions covering your specific goals. • Intensive behavior modification and management (separation anxiety, house rules, manners). • Daily video progress reports and a comprehensive hand-off workshop. 💎 Every immersive stay is completely tailored to your behavior goals and includes a complimentary hand-off training lesson at conclusion of stay. Having this expertise assures optimal experience in real world proofing. *Select "House Sitting" on my profile to book a premium board & train! 🏡 IN-HOME PRIVATE TRAINING LESSONS Get professional behavior coaching right where the issues happen! Perfect for backyard recall, doorbell barking, or crate training. What's Included: • 30 or 60 minutes of intensive one-on-one behavior work with brain breaks & rest. • Real-world coaching in your home or immediate neighborhood. • Clear homework steps to keep your progress on track. *Select "Drop-In Visits" on my profile to book your private lesson! 🐾 STRUCTURED LEASH MANNERS WALKS No more pulling! Turn your dog's daily walk into a professional training session focused on calm outdoor focus. What's Included: • 30 or 60 minutes of active loose-leash training. • Real-world practice with distractions (dogs, cars, squirrels). • Immediate feedback & simple handling tips for owners. *Select "Dog Walking" on my profile to book a training walk! 🐾 DAY TRAINING CAMP 🐾 Skip standard daycare. Drop off your dog for a structured day of professional behavior training! What's Included: • 3 Focused One-on-One Training Sessions (30 mins each) • Real-World Practice (Leash manners, distraction proofing, impulse control) • Behavioral Targets: Loose-leash walking, jumping, basic obedience, focus, recall & socialization. • Video Updates & End-of-Day Hand-off Consultation *Select "Doggy Daycare" on my profile to book your day training camp! 🙋‍♀️ A NOTE ABOUT ME: Aside from being a dog trainer, I am an active volunteer with Pet Alliance as a in-shelter bark buddy, and a foster dog parent. I participate in local events, fundraising and Hound Around Town monthly. I have since expanded my efforts with Husky Haven of Florida as a transport for rescues. I’ve worked at Disney’s pet resort & dog daycare in downtown Orlando. 💯 My base rate listed on my profile covers standard, high-quality care (feeding, potty breaks, and companionship). Since I am a certified dog trainer, the context described above is offered as an active Training Add-On Package for an extra $15 per day. Just be sure to brief me in your contact message and we can discuss together further in detail. With dog training as my core, and having an Executive Assistant professional background of over 20 years, calendar maintenance comes natural and my availability is easily workable around varying schedules. If I’m not at the dog park or training, I can be available for services as necessary. I focus on science-backed methods that are mindful and effective, while integrating enrichment, affection, stimulation (both mentally and physically), rest breaks, sniffy walks, play time and cuddles. I prioritize the pet parents requests and instructions, aligned with fulfillment that meets the dog’s foundational needs.

Sitter Profile Image: Nataliia P.
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Nataliia P.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
15 years of experience
Oakland, FL, 34787

About: My family always had pets. I took care of them since childhood - cats, Pomeranian, German Shepherd, Golden Retriever. Also I always help my friends and neighbors with their pets, cats and dogs when they went on vacation. I have experience in dog training. My German Shepherd and I passed a general training course for 98 points out of 100. I adhere to the principle of positive reinforcement. My work schedule is pretty flexible, so I can help you with your pets most of the time. I can walk and sitting with your pets all weekdays. I have a nice small backyard for small walk and the Orange Trail nearby for nice long walks. I have two kids (five and eight y.o.). They have always grown up surrounded by pets and know how to behave with them. So if your pet is kids-friendly 😊, then everything will be great 🤗

Sitter Profile Image: Ella V.
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Ella V.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
7 years of experience
Winter Garden, FL, 34787

“Ella took great care of our puppies, house-sitting while we were out of town. She fed/walked the dogs as requested and even brought in our mail, shoveled the snow in the driveway and took the garbage out before leaving! Truly a gem ✨”

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Meredith M.
Sitter Profile Image: Nathan B.
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Nathan B.
Star Sitter
from
$105
per night
5.0 out of 5 stars
• 83 reviews
36 repeat clients
9 years of experience
Windermere, FL, 34786

“Nathan did a great job taking care of my dog while I was away! I really appreciated the attentive care and knowing he was well looked after throughout my trip.”

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Christopher R.
Sitter Profile Image: Tonya D.
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Tonya D.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
8 repeat clients
10 years of experience
Clermont, FL, 34711

“Tonya, was exceptional. Dogs loved her, I was able to relax and enjoy my time at my daughters wedding in Dominican without having to regularly check in at home. I received updates and photos which is something I need and she just checked all the boxes. I trust her and would absolutely use her again! (she evan had to administer meds to one dog daily and no issues) Thank you for everything!”

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Karen R.
Sitter Profile Image: Jordan R.
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Jordan R.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Winter Garden, FL, 34787

About: *Disney area Hi, I’m Jordan!! I grew up in a home surrounded by dogs, cats, reptiles, birds, etc. I have also previously worked as a veterinary assistant, so I have plenty of experience with all different types of pets and their personalities!! Currently I have a 2 year old Italian Spinone and a 4 year old cat, so I’m equipped for it all! I am a true animal lover at heart and I can’t wait to take care of your fur babies! I am available all throughout the Windermere/Winter Garden/Disney area I work part-time and only have online classes, so I am available Sunday-Wednesday at any time of day! I have plenty of time to care for & play with your pets! I am here for whatever you need! However you want me to go about caring for your pet in your home I’m able. I understand how important your pets are to you and I am determined to keep them safe, happy, and healthy!

Sitter Profile Image: Lisa M.
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Lisa M.
from
$58
per night
5.0 out of 5 stars
• 94 reviews
22 repeat clients
50 years of experience
Ocoee, FL, 34761

“Lisa is awesome. She made my 2 boys feel right at home. She kept me updated daily and shared photos that meant the world to me. I highly recommend her! We will book her again.”

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Ginger C.
Sitter Profile Image: Kenneth B.
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Kenneth B.
from
$35
per night
8 years of experience
Windermere, FL, 34786

About: Hi, I'm Ken! With 8 years of pet care experience, I provide top-tier dog walking, pet sitting, and drop-in check-ins tailored to your pet's exact routine. Whether your dog needs an energetic walk to shake off the "ruff" days, or your cat needs some quiet cuddle time during a check-in, I’ve got you covered. Why Choose Me? -8+ Years Experience: Deep understanding of dog and cat behaviors and body language. -Flexible Services: Available for high-energy walks, overnight sitting, or quick potty breaks and feedings. -Safety First: Reliable, fully vetted, and dedicated to keeping your pets secure and happy. I treat every dog and cat like my own family. Book a service today, and let's give your pet the smooth, stress-free day they deserve! I work a steady evening schedule, my routine is perfectly tailored for pets who need dedicated overnight care, morning routines, or daytime attention on my days off. Here is exactly how my availability breaks down: • Mondays & Thursdays (Completely Free): These are my full days off! I am available all day and night for extended playtime, daytime drop-ins, mid-day walks, or a seamless start to an overnight stay. • Wednesday, Friday, Saturday, & Sunday (Evening Workdays With Tuesday as an Occasional Morning): • Mornings & Early Afternoons: Available for morning walks and early drop-in visits before I head out for the evening. • Nights & Overnights: Perfect for overnight House Sitting! I am available to arrive in the late evening to tuck your pets into bed, stay through the night, and provide a full morning routine with breakfast and a walk before leaving. I treat your home with the utmost respect and your pets like members of my own family. Because change can sometimes be 'ruff' for animals, my primary goal is to maintain their familiar habits, scents, and routines as closely as possible while you are away. Here is exactly what you can expect when I care for your pets in your home: • Consistency & Routines: I stick strictly to your established schedule for feeding, medication, crate time, and bathroom breaks. • Active Engagement: I provide active playtime, mental stimulation, and plenty of one-on-one affection. • Thorough Clean-up: I keep all pet areas tidy, including washing food bowls, scooping litter boxes daily, and cleaning up any accidental messes immediately. • Frequent, Detailed Updates: You will receive regular photo and/or video updates through Rover Cards or Messaging along with detailed summaries of how your pet is doing, so you never have to wonder. I also offer meet and greets, so schedule yours today!

Sitter Profile Image: Taylor K.
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Taylor K.
from
$80
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
15 years of experience
Clermont, FL, 34711

“We were so happy to have found Taylor. She was responsive and patient with all of our requests and sent photos/updates of our dog while we were away. It was such a weight off of our shoulders to know our dog was taken care of and also loved on. She’s an anxious pup and really just wants comfort and company. We would absolutely book Taylor to care for her again.”

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Krista M.
Sitter Profile Image: carol D.
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carol D.
from
$35
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Gotha, FL, 34734

About: You would never know but I used to be afraid of dogs as a child. After we added a golden retriever named Joe to our family, I've been obsessed with dogs ever since. He passed away 6 years ago now and has left me longing to care for pups. I spent the summer helping my sister with her dog sitting business up north and am looking to do occasional dog sitting in the Orlando area. I am a preschool teacher during the week so I would be available to dogsit on the weekends. Or during the week if the situation allows. I would show your pup lots of love and attention! I feel comfortable going on long walks, playing fetch and keeping the dog on his daily routine to manintain his comfort while his family are away.

Sitter Profile Image: Sophia D.
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Sophia D.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
1 year of experience
Clermont, FL, 34711

“OH MY GOODNESS SHE WILL BE BACK. WE LOVE SOPHIA AND THE DOGGIES DO AA WELL.”

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Sean E.
Sitter Profile Image: Danielle R.
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Danielle R.
from
$60
per night
4.8 out of 5 stars
• 23 reviews
6 repeat clients
16 years of experience
Apopka, FL, 32712

“Danielle was amazing with Skai and very communicative. She sent me pictures throughout the stay and I felt very secured. She took amazing care of Skai and I would definitely book again!”

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Angie B.
Sitter Profile Image: Glorienid M.
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Glorienid M.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
12 years of experience
Apopka, FL, 32712

“Glory was great with the animals, my dog is very skittish of people and she took her time with him. WE had some issues with flights on our way back into the country and she was willing and ready to come back if need be”

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Melissa D.
Sitter Profile Image: Cheryl O.
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Cheryl O.
from
$50
per night
5.0 out of 5 stars
• 29 reviews
4 repeat clients
24 years of experience
Windermere, FL, 34786

About: Until just recently I have loved and cared for my own big fur babies (sadly just losing my 12 year old boxer)…at the same time as both walking and home-sitting friends and neighbors pets. Thankfully my big boy would tolerate ANY other animal! Now it’s just me!! In desperate need of some fur-baby loving of any size :) I am semi-retired and just working a little from home so I am currently free and able at any time for whatever requirements may be necessary. I do have a large fenced in patio and back on to a conservation area for quick potty breaks. But I love to walk…as far and as often as needed…particularly early mornings and evenings. I would be comfortable staying at the owners home too and be prepared to maintain any schedule.

Sitter Profile Image: Sharyn H.
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Sharyn H.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 71 reviews
19 repeat clients
20 years of experience
Orlando, FL, 32818

About: Many have said that I am a dog whisperer. I enjoy walking dogs or just being a companion for cats and dogs. I also have senior care training to include giving meds. Right now this is my only job so I am available at all times of morning, mid day and evenings. I always accept positions that leave enough time in between sittings. I have a huge fenced in back yard. I do have a Staffy and he loves making new friends. H had a small dog for 6 of his years in our home and he was so good with him.

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The median cost per night for house sitting in Oakland is $45

Pet parents share their Rover experiences - Oakland

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5.0 out of 5 stars

Carlye is great! Although she has sat for us in the past, she still came and did a meet and greet prior to the booking at our new place. The dogs seem comfortable with her and excited to see her. She left the house clean, walked the dogs and sent pictures.

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Theresa M.
House Sitting
5.0 out of 5 stars

Remy was so amazing with our baby girl! This was our first time leaving our 3 month old puppy and I felt no hesitation at all leaving her in Remy’s capable hands. We’ve already decided that we’d love to have her pet sit for us again in the future. She sent us adorable pictures of our baby girl and our puppy was so relaxed and comfortable that she fell asleep in her arms.

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Jennifer S.
House Sitting
5.0 out of 5 stars

Elizabeth stayed with our girls, Nelly & Stella, at our home over Labor Day weekend. It was a somewhat last minute booking which she accommodated after a meet & greet at our home. She provided photos of our girls throughout her stay which helped us feel connected to our girls while we're traveling. We are very pleased with the experience!

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Salvatore C.
House Sitting
5.0 out of 5 stars

Jezabell is incredible! She took her time to develop a relationship with our cats. She was amazing and patient with giving our cat medication 2x/ day. She kept our home so clean and her communication is excellent. We are so grateful for her.

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Montana L.
House Sitting
5.0 out of 5 stars

Ava is fantastic, we've had her watch our home and fur babies multiple times now and can't say enough good things about her services. Kind, respectful, friendly are just a few of the words that come to mind . . . we feel at ease on holiday knowing she's in our home!

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Timothy O.
House Sitting
5.0 out of 5 stars

I can’t say enough good things about Delanie. She went above and beyond in every way. From the moment we booked, communication was effortless, updates were thoughtful, and the level of care she gave Oliver and Sophie was exceptional. I came home to a happy, relaxed fur babies. Absolutely perfect, thank you Delanie for everything!

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Dana W.
House Sitting
5.0 out of 5 stars

Mirella was great! She kept in communication throughout our entire trip and sent pictures and videos of our pups. We came home to a nice clean house

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Jose H.
House Sitting
5.0 out of 5 stars

Callie was great and so easy to work with. Took great care of my dog and house during some crazy weather!

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Jaimy T.
House Sitting
5.0 out of 5 stars

Winter went out of her way to arrange meeting our dog and getting our house key. She stayed in constant communication with us giving updates and sending pictures. We appreciate her so much and will definitely use her in the future!

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Stephanie C.
House Sitting
5.0 out of 5 stars

Diahann is a blessing to have caring for our dogs! They are comfortable with her and she’s very attentive to their needs. Lots of communication while we are away. Respectful of our home.

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Jane B.
House Sitting
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

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Popular requests for house sitting - Oakland

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Sitters in Oakland average 4
repeat house sitting clients

FAQs for House Sitting - Oakland

Frequently asked questions about Rover

The average cost of House Sitting in Oakland is $56 per night as of October 2026. Most bookings cost between $16 and $61 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 3,052 sitters on Rover offering House Sitting across Oakland. 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 Oakland 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 Oakland 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 Oakland 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 Oakland. On Rover:

  • 89% of sitters can help with special care needs
  • 94% 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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