House Sitting Cuba

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

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Cuba, 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: Jessica D.
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Jessica D.
from
$47
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Port Barrington, IL, 60010

“Jessica was absolutely amazing! She was so kind, caring, and clearly loves dogs. She took my dog on a nice walk and even brought enrichment toys and activities to keep him entertained, which was such a thoughtful touch. It gave me such a peace of mind knowing he was in such great hands. We don't live in the area, but we'll definitely be booking Jessica again whenever we're back. I highly recommend her to anyone looking for a reliable and caring pet sitter!”

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Megan D.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 279 reviews
135 repeat clients
25 years of experience
McHenry, IL, 60050

“I had a mandatory business trip and my pet sitter fell through fairly last minute. My 6 year old cat, Ollie, has separation anxiety (I rescued him from abuse when he was 6 months old) and he is not used to being alone for long periods of time because I work out of the house and am home most of the time. While he's friendly, he's not super snuggly or interactive with strangers; he just needs someone to be 'present'.  We had a meet-and-greet prior to booking the stay- She asked all of the pertinent questions about his personality and daily routine (Charlie, my 21 year old cockatiel, is easy- LOL). I was rest-assured things would work out so I booked the stay.  Deanne was wonderful with both Ollie and Charlie. She sent me updates throughout the day and plenty of photos letting me know they both were doing well (although I could tell in a couple of the photos Ollie was a little sad... But that is completely normal- As long as he was eating and following his regular routine I knew he'd 'survive'). This also helped me not stress out or worry about my pets and be able to focus on my trip / business dealings and that's honestly also a big part of traveling for me.  I arrived home, and while I know both Ollie and Charlie missed me, everything went right back to normal and that's what told me Deanne cared for them very well. She also was very respectful of my home and kept it clean during her stay. I'm very glad I found her and will be using her services again. I highly recommend Deanne to care for your pets!”

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Stacey B.
Sitter Profile Image: Katrina M.
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Katrina M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
22 years of experience
Crystal Lake, IL, 60014

“I have a rescue dog, Sadie, that has taken time to heal and trust. Katrina was able to quickly gain Sadie's trust and through out the week give her the love she deserves. Katrina shared photos of Sadie, which allowed me to focus on my work trip, knowing Sadie was being cared for and loved. If you are looking for a sitter to care for your 4 legged family member, give Katrina a chance.”

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Hyman T.
Sitter Profile Image: Ashley D.
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Ashley D.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
12 years of experience
Lake Zurich, IL, 60047

About: I’ve cared for pets from all walks of life, including small and large dog breeds, cats, and even specialty pets such as bearded dragons and fish. No matter what kind of companion you have, your family member will be in caring and capable hands with me. I also have several years of experience caring for high-maintenance, special-needs, and senior pets, so I understand the extra attention, patience, and individualized care they may require. Having worked in healthcare for several years as well, I recognize the trust involved in entrusting a loved one to someone new and take that responsibility seriously. Thank you for taking the time to learn a little about me! Please feel free to message me if you’re interested in booking or have any questions—I’d love to see if I’d be a good fit for you and your pet. I work full time during the week, but I am available most days after 4/5pm. I am usually open most weekends without time constraints I regularly rotate walks and runs with my own large, high-energy pups to help keep them active and happy. They eat twice a day and enjoy a mixed diet. My cats require a little less hands-on attention, but they can be higher maintenance due to their asthma and picky eating habits. While this is how I care for my own furry family, I understand that every pet is unique, and I’m always happy to adjust to your pet’s individual needs, routine, and preferences

Sitter Profile Image: Skyler D.
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Skyler D.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 27 reviews
5 repeat clients
12 years of experience
Schaumburg, IL, 60193

“Skyler was wonderful! She was here for our Poppy girl every night and kept as close to her routine as possible. We will definitely be reaching out to Skyler again for future stays!”

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Maxine B.
Sitter Profile Image: Charlize R.
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Charlize R.
from
$60
per night
4.0 out of 5 stars
• 4 reviews
15 years of experience
Palatine, IL, 60074

“My cat and dog were healthy and happy upon my return from a 2 week vacation. My original sitter was not able to watch my pets at the last minute and Charlize was available.”

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Barbara S.
Sitter Profile Image: Judith C.
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Judith C.
from
$110
per night
4.9 out of 5 stars
• 34 reviews
8 repeat clients
50 years of experience
Barrington, IL, 60010

“Judith and Cynthia did a great job looking after our two 'giant' dogs (St. Bernard & Mastiff) for a long weekend. They were prompt, sent out updates and pcitures every day, and generally made us feel comfortable that our pups were being well taken care of. This was our first foray into getting a Rover sitter, and while we were nervous, they made it less stressful.”

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William L.
Sitter Profile Image: Marissa F.
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Marissa F.
from
$65
per night
5.0 out of 5 stars
• 2 reviews
12 years of experience
Lake Barrington, IL, 60010

About: I have 2 dogs of my own, one of which my family and I trained as a service dog for 1.5 years for canine companions for independence. As a puppy raiser, I was responsible for teaching my puppy a list of commands, socializing him, administering medications, and brushing his teeth and cutting his nails on a weekly basis. I have been petsitting dogs of all kinds (and other animals too) since I was 10 years old. I have experience with disabled dogs/those with special needs (such as giving meds and working with blind dogs), puppies and senior dogs. Depending on the family/dog, I have stayed overnight at the owners house and/or made stops throughout the day. I also have about 5 years of experience as a dog walker. I am a recent college grad from the Univeristy of Wisconsin-Madison and am currently living between Lake Barrington and Madison. I have a pretty flexible schedule and am easily able to fit pet sitting into my daily routine. I am available to stay in and/or make stops as many times a day as needed at the owners home. I can take your pet on walks and will be there to keep them engaged and entertained.

Sitter Profile Image: Carly O.
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Carly O.
from
$75
per night
5.0 out of 5 stars
• 115 reviews
38 repeat clients
15 years of experience
Palatine, IL, 60067

“Carly did an amazing job taking care of our dog Hazel for a long weekend. She sent us adorable photos and kept in touch. She also left the house super neat and clean! Would definitely book her again!!”

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Avery W.
Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 56 reviews
19 repeat clients
8 years of experience
Hoffman Estates, IL, 60169

“Becca was wonderful! She was able to watch Tazer on short notice over a holiday weekend. She sent updates and photos letting me know how he was doing. I have never had someone new watch him before and she said he adjusted well. It was such a relief knowing I could get away and he was in great hands. I will definitely be using her to sit again.”

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Deana M.
Sitter Profile Image: Kylee S.
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Kylee S.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Cary, IL, 60013

“Kylee is very knowledgeable and experienced with animals. She was flexible and accommodating with my pets' various needs (2 dogs and 2 cats, 2 of whom are senior with health conditions and special dietary and supplement needs). Everything was kept clean and she was communicative throughout. All of our pets were happy and relaxed upon our return. I highly recommend Kylee and her team!”

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Melissa W.
Sitter Profile Image: Ashlee A.
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Ashlee A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 65 reviews
12 repeat clients
20 years of experience
Fox Lake, IL, 60020

“Ashlee was so great! She stayed at our house for a few nights and pup sitted our 2 pups. She was great at communicating and sending us updates! She was respectful of our house and cleaned up after herself. We really liked her and so did the pups!”

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Michelle C.
Sitter Profile Image: Kinery M.
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Kinery M.
from
$65
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Hanover park, IL, 60133

“Kinery was outstanding. She housesat for us and our puppy and cat, and the entire time we felt 100% confident they were in good hands. It was our first time leaving our pup with anyone, and she treated him like he was her own. She went above and beyond, even buying him special treats and taking him for a play date with her own dog. She gave special attention to our overly anxious cat to make him as comfortable as possible. We will definitely call her anytime we need someone to watch them, and highly recommend her to anyone who needs pet care!”

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Deana R.
Sitter Profile Image: Lydia F.
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Lydia F.
from
$28
per night
5 years of experience
Algonquin, IL, 60102

About: I’m a caring and dependable person who genuinely enjoys spending time with dogs. I’ve cared for my friend’s dog while they were away on vacation, including making sure they were fed, walked, comfortable, and given plenty of attention and companionship. I understand how important it is to know your dog is in good hands while you’re away, and I’ll treat every dog I care for with the same patience, attention, and care I would want for my own. My schedule is currently very flexible, which gives me plenty of availability for walks and dog care during the week and on weekends. I’m typically available mornings and afternoons and can be flexible depending on your dog’s routine and needs. I’m happy to care for your dog in the comfort of their own home and follow their normal routine. I can take them on walks, play with them outside, give them plenty of attention and companionship, and keep them active throughout the day. With the owner’s permission, I’m also happy to take them on outings to places like Petco or the dog park. My goal is to make sure your dog feels comfortable, happy, and well cared for while you’re away.

Sitter Profile Image: Carla O.
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Carla O.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
West Dundee, IL, 60118

“Carla was great house sitting and taking care of Clementine while we took a weekend getaway. Will defintely rebook again”

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Kelly M.
Sitter Profile Image: Haley & Alex Z.
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Haley & Alex Z.
from
$70
per night
5.0 out of 5 stars
• 34 reviews
2 repeat clients
15 years of experience
Lakemoor, IL, 60051

“Haley and Alex came through for me in a very last-minute and stressful situation due to a family emergency. They stayed with my Boys and kept them happy and cared for in my home while I was out of town. They were great about keeping me updated, especially knowing how stressed I was since this was the first time anyone besides my immediate family took care of my pups. I would definitely book them again and will recommend them to all of my pet parent friends! 🐶🐾”

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Jessica
Sitter Profile Image: Shiloh C.
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Shiloh C.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Fox River Grove, IL, 60051

“Shiloh was absolutely great! She took such good care of our fur babies and kept our house just as we had left it. She even stayed an extra night when our flight home got canceled without any hesitation. We are so grateful and I would highly recommend her services!”

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Taryn S.
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Jennifer S.
from
$30
per night
15 years of experience
Lake in the Hills, IL, 60156

About: Providing exceptional care for your beloved companions is my top priority. With many years of experience, I treat every dog and cat as if they were my own, ensuring they feel comfortable and loved in their familiar environment. I hold a college degree. My approach centers on consistent routines, strict adherence to dietary needs, and active play for high-energy breeds. I remain vigilant for any signs of distress and prioritize safety by keeping emergency contacts readily available. I handle unexpected situations with calm professionalism and clear communication. Whether I am walking your dog or visiting your cat, I find true joy in witnessing their unique personalities. I am responsible, kind, and empathetic in every interaction. I look forward to meeting your furry family members and providing you with complete peace of mind. I make time for all fur babies and their family. My schedule is flexible, allowing me to plan visits around your pet’s needs. I prioritize dependable care, playtime, walks, feeding, and cuddles. I can care for pets in their own home, where they feel safest and most comfortable, or welcome them into my home when appropriate. I follow their routines, provide love, playtime, feeding, walks, and plenty of attention!

Sitter Profile Image: Sarah G.
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Sarah G.
from
$50
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
10 years of experience
Riverwoods, IL, 60015

“Sarah took care of our cat for four days at our house while we were away. He has to be given medication at certain times during the day and also loves human attention. Sarah was caring and responsible, spent time hanging out with him, and made sure he got his meals and medicine at the right times. She also checked in with us, asked good questions, and responded quickly when we checked in with her. We hope to hire Sarah again, and highly recommend her for petsitting and housesitting.”

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Barbara F.
Sitter Profile Image: Renee N.
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Renee N.
from
$50
per night
5.0 out of 5 stars
• 26 reviews
5 repeat clients
40 years of experience
Addison, IL, 60101

“Renee was awesome. She took care of our 2 dogs at our home while we were away. Our doggies loved her! She’ll be our first one to contact whenever the same situation occurs again. A million thanks to her!”

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Amanda N.
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The median cost per night for house sitting in Cuba is $55

Pet parents share their Rover experiences - Cuba

1 / 1
5.0 out of 5 stars

Allegra was great, George and Charlie really enjoyed spending time with her. Great communication, sent me lots of pictures if them making our trip much more enjoyable. Would highly recommend her.

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Patricia M.
House Sitting
5.0 out of 5 stars

We had Allegra coming for a house sitting! She was absolutely wonderful! She took fantastic care of our little diva, Francie, and was incredibly responsible and self-sufficient throughout her stay. She left our home immaculate! Honestly, it was like she was never even there! We would definitely hire her again for future house sitting.

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Khloris K.
House Sitting
5.0 out of 5 stars

Great experience with Allegra. She took excellent care of my pups and kept the house spotless. The dogs were in such a good mood when I returned, which tells me everything I need to know. Will definitely book again!

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Steve F.
House Sitting
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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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Cuba

Select a filter and find qualifying sitters offering house sitting.

Sitters in Cuba average 4
repeat house sitting clients

FAQs for House Sitting - Cuba

Frequently asked questions about Rover

As of November 2026, there are 3,897 sitters on Rover offering House Sitting across Cuba. 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 Cuba 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 Cuba 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 Cuba 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Cuba. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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