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: Becca S.
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Becca S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
8 years of experience
Lake Zurich, IL, 60047

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: Jennifer S.
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Jennifer S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
37 reviews
18 repeat clients
35 years of experience
Schaumburg, IL, 60194

Our boy Blue was in great hands with Jenn while we traveled over the weekend! She sent plenty of updates, he & our home were well cared for while we were away.

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Aleese E.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
137 reviews
41 repeat clients
5 years of experience
Prospect Heights, IL, 60070

Our pup LOVES Gabi. When we returned from a 10 day trip she acted like we just took a short trip to the store. She used to have hair loss and digestive issues after a long trip. This time none of that!

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Janet K.
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

Jordyn took great care of Polly in our house while we were gone a few days! She sent regular updates and pictures that gave us peace of mind that Polly was in great hands. Will definitely use Jordyn again for future trips!

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Jen G.
Sitter Profile Image: Miranda N.
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Miranda N.
from
$30
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Algonquin, IL, 60102

Miranda did a great job with our dog and cat - they loved her! And she did a great job house sitting as well. 5 stars!

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Kristin R.
Sitter Profile Image: Allegra P.
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Allegra P.
from
$55
per night
5.0 out of 5 stars
5 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: Jenna F.
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Jenna F.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Algonquin, IL, 60102

Jenna gave me updates with pics of my fur babies and took care of my house while I was gone for a few days. No complaints!

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Pamela M.
Sitter Profile Image: Valerie P.
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Valerie P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
121 reviews
46 repeat clients
13 years of experience
Elgin, IL, 60123

Valerie was great on her first visit. She was very attentive to my nervous pup who wasn’t nervous at all with her. My time away was so enjoyable because of her. Will be rebooking over and over. Thank you!

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Vanessa T.
Sitter Profile Image: Judith C.
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Judith C.
from
$125
per night
4.8 out of 5 stars
32 reviews
8 repeat clients
50 years of experience
Barrington, IL, 60010

We always come home to a spotless home and happy pups! Our dogs don’t love everyone so it is very reassuring when Judith is here! Great communication and flexibility!

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Caitlin T.
Sitter Profile Image: Makayla G.
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Makayla G.
from
$40
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
8 years of experience
Buffalo Grove, IL, 60089

Makayla was SO great! She recently completed a house sitting visit. She was very communicative, sent lots of pictures (which we loved), and took great care of not only our dog Kygo, but our home as well. You’d never even know she stayed here for a few days - that’s how well she cleaned up. Our dog can sometimes be unsure of new people coming into the house but Makayla was patient with him and they are now good buddies :) We plan to book more drop-ins, walks, and overnights with her. I recommend you book her ASAP, you will not regret it. Having peace of mind about our dog is too priority when we travel and Makayla exceeded all expectations. 5/5

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Tyler F.
Sitter Profile Image: Kylee S.
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Kylee S.
from
$65
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: Nathalia H.
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Nathalia H.
from
$55
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
7 years of experience
Wauconda, IL, 60084

Nathalia is amazing! She communicates throughout her stay, sends pictures of the pups, and leaves the house spotless. You can tell she really cares for the dogs. We’ll be continuing use her as much as we can!

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Kelly Y.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
209 reviews
65 repeat clients
16 years of experience
Island Lake, IL, 60042

Megan stayed with our two dogs for 3 nights and everything went very smoothly! She sent lots of updates and pictures multiple times a day which was greatly appreciated. She went above and beyond with our babies. We would highly recommend her to anybody!

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Bailey S.
Sitter Profile Image: Litzy A.
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Litzy A.
from
$30
per night
5.0 out of 5 stars
2 reviews
5 years of experience
Elgin, IL, 60120

About: I’ve spent the past 5 years caring for my two dogs and truly treat them like family. I’m experienced with daily routines, walks, playtime, and lots of love and attention. I’m patient, gentle, and always focused on keeping pets happy, safe, and comfortable. 🐾💛 I currently have a full-time job and looking for a part-time during the weekends. As of right now I’m available afternoon and nights and fully available on the weekends. care for pets as if they were my own by following their routines and giving them plenty of love, attention, and supervision. I make sure they feel safe, comfortable, and happy in both my home and my client’s home.

Sitter Profile Image: Justin H.
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Justin H.
from
$40
per night
5.0 out of 5 stars
10 reviews
1 repeat client
18 years of experience
Cary, IL, 60013

About: I've spent my entire life around pets and animals and have pet sat for a lot of family and friends before. I always have loved spending time with animals and taking care of them. My family has raised a Lab, Goldendoodle, and a German Shepard, we are all pet lovers and are all very caring. I'm available all nights and weekends, on weekdays I have a flexible school schedule that allows me to be home multiple times per day. I am a senior about to graduate so I am taking a small amount of classes. I am very attentive to the pets I have cared for in the past, as well as my current pets. I keep to a schedule for feeding, walking, play time, and letting the pets out multiple times a day. This helps keep things organized and routine. I make sure all is well and keep communicating with their owners. Sending photos and videos to ensure your pet is having a good time.

Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$65
per night
5.0 out of 5 stars
58 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

Stephanie did a fantastic job watching our four dogs. Not only did she take great care of them, but also took them out for a long walk each day. Communication skills were great, always providing us updates and videos on our pups while we were away. We highly recommend Stephanie and will definitely use her again in the future

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Joe B.
Sitter Profile Image: Ida C.
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Ida C.
from
$90
per night
4.9 out of 5 stars
67 reviews
18 repeat clients
20 years of experience
Schaumburg, IL, 60173

Ida is amazing!! She took really great care of our cat and gave updates throughout the day. Our cat was very loved while we were away which gave us a peace of mind during our trip. We really appreciated the open communication with Ida — the house was also spotless when we arrived! Truly can’t thank her enough for taking care of our little fur baby.

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Elairah V.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$55
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
1 year of experience
McHenry, IL, 60050

About: I’ve been around any and all types of dogs since a young age. I am a future physical therapist assistant who is dependable, skilled in safety, and fun! My schedule is currently flexible between ending my school program and taking my licensure exam. I am a caretaker through and through and am eager to spread some of that love to dogs. Spending a summer with animals and outside is a dream! I am keen to follow instructions precisely, ask questions, and when in doubt, always go for the safest route. My priorities are always safety and comfort ability in regards to humans AND animals!

Sitter Profile Image: Heidi R.
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Heidi R.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 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: Mallory S.
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Mallory S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
64 reviews
15 repeat clients
12 years of experience
Mundelein, IL, 60060

Mallory was fantastic with Taloa, she gave us regular updates and photos. I think Taloa really enjoyed staying there as well, we hope to continue to use Mallory in the future.

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Nicholas Y.
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The median cost per night for house sitting in Cuba is $50

Pet parents share their Rover experiences - Cuba

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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

Very responsive and great communication. Sent lots of pictures and seemed like the dogs had a great time!

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Jonathan H.
House Sitting
5.0 out of 5 stars

Kaitlyn did a great job taking care of my cat while I was gone for the long weekend. My cat has a special wet food diet, and she was able to feed him on time every day. My cat is very social, and she spent time visiting with him. Shared photos and videos during every visit. I will be hiring her again!!!!

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Nicole R.
House Sitting
5.0 out of 5 stars

Indre was again a pleasure to work with. In short notice, she took care of Sadie. Indre sent many pictures, and kept in contract through the entire time. I would highly recommend Indre to watch anyone’s pets.

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Brittany O.
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.

Meet local sitters who will treat your pets like family

  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 August 2026, there are 4,036 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Cuba. On Rover:

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

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

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

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