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: Allegra P.
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Allegra P.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
28 years of experience
Lake Barrington, IL, 60010

“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.
Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 73 reviews
17 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“This is my first time using Rover and Jordyn exceeded my expectations. Jordyn was the perfect fit for my two French bulldogs. She always communicated throughout the day to let me know how they were doing & even sent photos. I would highly recommend her and I look forward to using her again for our next trip.”

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Amanda G.
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: Samantha C.
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Samantha C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
4 years of experience
Algonquin, IL, 60156

“Samantha is an amazing pet sitter! She was very responsive sending photos of my pups and updates multiple times a day. I felt completely comfortable having her care for my two dogs. I will absolutely have her come again. Thanks Samantha!!”

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Rachel D.
Sitter Profile Image: Heidi R.
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Heidi R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 5 reviews
4 repeat clients
20 years of experience
Barrington, IL, 60010

About: **PLEASE READ BEFORE BOOKING PET/HOUSE SITTING** I want to clarify that I do not typically provide traditional overnight house sitting. Instead, I specialize in drop-in care and can provide multiple visits throughout the day to keep your pets happy, comfortable, and well cared for while you're away. For example, I may visit in the morning, again during the day, and then for a longer evening visit. This works especially well for pets who don't need someone staying overnight but still benefit from consistent attention, exercise, companionship, and care throughout the day. If you're looking for overnight house sitting, I may be open to discussing shorter stays (3 days or less) after a meet & greet, depending on the situation. If you're unsure which option is best for your pets, feel free to reach out! I’ve loved animals for as long as I can remember and genuinely enjoy caring for all kinds of animals. My experience includes dogs and cats, as well as small pets such as rabbits and other small mammals, reptiles, and horses. I also have hands-on equine experience, including equine bodywork, which has strengthened my ability to stay calm, observant, and responsive with animals of all sizes and temperaments. I follow routines closely—feeding schedules, medications, walks, litter care, habitat care, and all the little details that matter—and I adapt my approach to each animal's personality and needs. Whether your pet is social and energetic, shy and routine-driven, or simply prefers to do their own thing, I meet them where they are. You can expect clear communication and consistent updates while you're away, so you always know your pets are safe and well cared for. I am currently looking to fill in some gaps in my schedule and should be able to accommodate most pet owners and their pet care needs. I follow care instructions closely and treat both your pet and your home with respect and care. Safety, routine, and clear communication are always my priority. If anything comes up or you have questions, I’m easy to reach and will keep you updated while you’re away.

Sitter Profile Image: Brittany G.
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Brittany G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Wheeling, IL, 60090

“Brittany was the best! Great photos, attentive, and caring for our cats. Highly recommend!”

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Jarod K.
Sitter Profile Image: Emma S.
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Emma S.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
3 years of experience
Schaumburg, IL, 60173

“Great service with timely updates”

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Brian V.
Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 54 reviews
18 repeat clients
8 years of experience
Hoffman Estates, IL, 60169

“My dog is terrified of thunderstorms and I reached out to Becca to provide company for him during a potential storm. She did a great job with my dog and made sure he was comfortable. I would definitely use Becca again in the future and recommend her to anyone else.”

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Caitlin B.
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: 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: Kathryn T.
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Kathryn T.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
30 years of experience
Crystal Lake, IL, 60012

About: I've had pets all through late childhood and into adulthood. I currently live in an apartment that makes owning pets difficult, but I love nothing more than to snuggle up on the couch with a fluffy friend and a book. I've been able to get my "puppy fix" by petsitting for friends and family. I'm the one they call when they'll be out of town or working late to take care of their fluffy family member. I'm looking for more dogs and cats to add to my life long friend list. I currently work full time, 1 evening a week. I don't have any pets of my own to take care of, so i'm pretty flexible when it comes to taking care of others' pets. I love taking dogs for walks or hikes. I'm available to come and visit a pet to give companionship, meals, potty breaks, etc. I have experience with puppies as well as senior pets.

Sitter Profile Image: Cassandra K.
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Cassandra K.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
4 repeat clients
15 years of experience
Lake Villa, IL, 60046

“Cassandra did a great job taking care of our dogs! She was communicative and sent regular updates, left our house clean, and gave our dogs lots of love!”

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Megan F.
Sitter Profile Image: Adia B.
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Adia B.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Gilberts, IL, 60136

“she did an amazing job looking after my 3 dogs one was quiet elderly she did great ! will use her again”

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Matthew G.
Sitter Profile Image: Jayda S.
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Jayda S.
from
$45
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
4 years of experience
Elgin, IL, 60123

About: Hey! I'm Jayda, an animal lover providing responsible and loving care. I specialize in puppy training and gentle senior care, ensuring every pet feels safe and cherished. Your furry friend's well-being is my top priority! Pet care fits seamlessly into my flexible daily and weekly routine. As a part-time worker and college student, my schedule allows me to dedicate ample time to your pet's needs. I can easily adjust my availability to accommodate walks, playtime, feeding, and any necessary care, ensuring your furry friend receives consistent attention and love, no matter what! I have a big yard with no fences but willing to walk animals in my neighborhood and my house is animal friendly. No one smokes or drinks as well it’s a clean house.

Sitter Profile Image: Florian V.
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Florian V.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
20 years of experience
Crystal Lake, IL, 60014

“So kind and took great care of my elderly dog!”

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Maddie H.
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

“We had an awesome experience with Kinery! From the moment she arrived, she was warm, friendly, and so respectful of our home. She sent us regular updates (which we loved), was perfectly on time for everything, and made the whole process feel easy and stress-free. Our dogs were relaxed, happy, and acting like they’d just had their own little staycation when we got home. It’s such a relief to find someone we trust, and we’d absolutely book with her again. Highly recommend!”

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Erin G.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$70
per night
5.0 out of 5 stars
• 60 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

“Stephanie was great! I was concerned and hesitant as a first timer to Rover and with Stephanie. She immediately put my mind at ease with immediate text responses, pictures and going above and beyond the basic care for cooper. Typically my dog would not eat the first day we’re gone. He ate more then usual. It was clear that when we came home he was happy and not stressed. Thank you Stephanie!”

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Dar H.
Sitter Profile Image: Krissy K.
Verified Enhanced Background Check
Krissy K.
Star Sitter
from
$140
per night
5.0 out of 5 stars
• 69 reviews
21 repeat clients
20 years of experience
Arlington Heights, IL, 60004

“Krissy was great! She was able to help out in a pinch and took great care of our Toby, who normally takes a bit to become comfortable with new people and he settled right in. She took plenty of pictures, shared lots of updates and most of all kept him safe. Will definitely be using her again and highly recommend to others who need a sitter!”

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Matt K.
Sitter Profile Image: Alexandra O.
Verified Enhanced Background Check
Alexandra O.
from
$30
per night
15 years of experience
Cary, IL, 60013

About: I am 34 years old and I own two dogs. A golden retriever and a Texas heeler. I have owned dogs my whole life and have been a dog sitter since my early teens. I dog sit frequently including overnight in your home or my home and extended care or just daily walks! I am a stay at home mom with open availability! I’m also a super early riser and am available for early morning walks as well! I have a fenced in yard and two friendly dogs. I am an active person and enjoy getting outside and exercising. Your pet will enjoy their time outside with me!

Sitter Profile Image: Kenyale M.
Verified Background Check
Kenyale M.
from
$65
per night
5.0 out of 5 stars
• 82 reviews
18 repeat clients
20 years of experience
Schaumburg, IL, 60173

“Kenyale was amazing! She handled our 2 Australian shepherds like a pro! She gave our pets so much extra attention to tire them out for us and didn't mind doing a little bit of extra help when we needed it. She very attentive to their needs and made sure we were well informed of anything going on including pictures and making sure the cat was around before she left as the cat hid on her.”

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Alissia P.
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The median cost per night for house sitting in Cuba is $55

Pet parents share their Rover experiences - Cuba

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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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • 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 October 2026, there are 3,889 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.

<b>Tip:</b> 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 , 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 Cuba. On Rover:

  • 90% 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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