House Sitting Cuba

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

Jordyn was amazing! She was great at communicating and sent photos a few times a day. She didn’t mind answering the million questions I had prior to staying with my dog. I would definitely use her again.

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Cyndy S.
Sitter Profile Image: Allegra P.
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Allegra P.
from
$50
per night
5.0 out of 5 stars
3 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: Mark H.
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Mark H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark is fantastic. He stayed at my house with our 2 dogs for a long weekend. The dogs were so happy and well cared for, my house was clean and in perfect condition. He even shoveled when it snowed! We will 100% have Mark over again.

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Lacey G.
Sitter Profile Image: Grace S.
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Grace S.
from
$75
per night
5.0 out of 5 stars
8 reviews
1 repeat client
11 years of experience
Trout Valley, IL, 60013

Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.

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Lori W.
Sitter Profile Image: Michele K.
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Michele K.
from
$50
per night
5.0 out of 5 stars
12 reviews
25 years of experience
Cary, IL, 60013

Michele did a great job watching our Livia while we were in CA. We were very comfortable knowing she was well taken care of. Michele took Livia for a morning walk daily and kept us updated with pictures and notes. She is highly recommended and we wouldn't hesitate to use her again.

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Jim B.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$50
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Algonquin, IL, 60102

About: I’ve had dogs and cats my whole life. Currently live with 2 dogs and 2 cats, and my family has 3 other dogs! I’ve dog-sat for many years, both staying at homes and frequently checking in. I have a natural way of connecting with animals, and I love spending time with them! During the summer, I will have availability to walk dogs, let dogs out, and care for pets during the day and evenings on weekdays. June weekdays I am available after 12, and July weekdays I am available all day. Weekend availability is not consistent throughout the summer. I live with two dogs and two cats. I walk the dogs frequently, feed them breakfast and dinner, and keep their spaces clean and safe! I monitor pets as they chew on toys, and throw away toys that could be dangerous. Managing 4 pets is a handful, but I love it!

Sitter Profile Image: Jill N.
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Jill N.
from
$50
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
55 years of experience
Fox River Grove, IL, 60021

Jill is always a phenomenal sitter for our dog!

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Jennifer P.
Sitter Profile Image: Judith C.
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Judith C.
from
$100
per night
4.8 out of 5 stars
29 reviews
8 repeat clients
50 years of experience
Barrington, IL, 60010

Cynthia and Judith were amazing dog sitters and people! They helped my family, and my pup, Candy, out in a bind. Cynthia and Judith took care of my pup like she was their own. They checked in with me daily, sent pictures, and followed all of my instructions. My pup has been going through some health issues recently, and Cynthia and Judith put me and Candy at ease. Thank you, thank you, thank you!!

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Sara F.
Sitter Profile Image: Tanner B.
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Tanner B.
from
$42
per night
1 year of experience
Hawthorn Woods, IL, 60047

About: I have had Pers my whole life, and I am a very well - versed person when it comes to dogs. I constantly watch people’s dogs / walk them when needed. Especially during summertimes. I am good with taking care of older dogs and walking at their pace. I am currently home from school for the summertime, I am taking classes in the meantime but I love to spend time with nature. Dogsitting fits into my schedule because I like to get up early and take care of my priorities and I count animals as one of them I value pets the same way, if not more, to other people. I see pets as another me, and I wouldn’t want anything to happen to them because i set such a high value for them. I think pets are one of the best things in our lives, and I wouldn’t want anything to harm that.

Sitter Profile Image: Karina C.
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Karina C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
40 reviews
12 repeat clients
10 years of experience
Wheeling, IL, 60090

Karina was the perfect house/dogsitter! Regular updates, pictures of the pups, house well taken care of! Just don’t book her on the weekends we need her!!!!

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Jack Melina W.
Sitter Profile Image: Becca S.
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Becca S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
43 reviews
12 repeat clients
8 years of experience
Lake Zurich, IL, 60047

Becca is a very responsible, trusting, kind caregiver. She took care of our two dogs for 8 days in our home and we returned to very well cared for happy dogs and a very well cared for home. We have always boarded our dogs and this was our first time using a in-home service. We couldn’t have had a better experience. I’ve already asked Becca if she is available for two more of our upcoming trips this year. 5 stars

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Doris H.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
132 reviews
40 repeat clients
5 years of experience
Prospect Heights, IL, 60070

Great sitter! Pups were very happy! It was some time ago but just logged back on and noticed I didn’t leave a review. Will definitely use Gabrielle again.

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Kristi M.
Sitter Profile Image: Victoria K.
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Victoria K.
from
$100
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
Barrington, IL, 60010

Such a wonderful experience with Victoria. We have a born blind dog and a senior pup and she was so understanding. We feel very comfortable with Victoria house/pup sitting for multiple days in a row. Very thankful we have Victoria in our pups lives!

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Teri B.
Sitter Profile Image: Ida C.
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Ida C.
from
$80
per night
4.9 out of 5 stars
66 reviews
17 repeat clients
20 years of experience
Schaumburg, IL, 60173

Ida is the absolute best. She took great care of our two dogs (one w/special needs) while we were gone for a week. Took great care of the house too. Couldn't ask for someone better.

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Michael V.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$60
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
15 years of experience
Hawthorn Woods, IL, 60047

Lauren was awesome - both of our dogs loved having her stay at the house. Her communication was crystal clear and she was very responsive...she also sent plenty of pictures of our pups. Highly recommended!!!

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Kane C.
Sitter Profile Image: joseph m.
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joseph m.
from
$75
per night
4.8 out of 5 stars
10 reviews
3 repeat clients
25 years of experience
Lake Zurich, IL, 60047

Joe was great with our dog Junior, very attentive, very punctual, we could tell our dog Junior really liked spending time with him. We will definitely be using him the next time we need a sitter. We couldnt have been happier and more at ease. He was great!!

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Daniel R.
Sitter Profile Image: Hannah M.
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Hannah M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
University, Algonquin, IL, 60102

Hannah was outstanding. Our schedule changed slightly at last moment and Hannah changed her schedule to accommodate and arrive to our home and be with Harley soon after we had to leave. Hannah kept us up to date and posted lots of photos of our beloved Dog Harley as well as all the walks and loving she provided. We came home to Happy puppy and very clean home. Hannah was awesome and we look forward to having her sit with our dog again in the future.

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Joe B.
Sitter Profile Image: Jessica D.
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Jessica D.
from
$32
per night
15 years of experience
Port Barrington, IL, 60010

About: Hi! I’m a lifelong dog lover with hands-on experience caring for dogs of all ages, sizes, and personalities. I currently have an elderly Jack Russell Terrier and a spunky Chocolate Lab, so I understand the unique needs of both senior dogs and energetic pups. I’m comfortable caring for puppies, adult dogs, and senior dogs, including administering medications, following feeding schedules, maintaining training routines, and providing individualized care based on each dog’s personality and needs. Whether your dog loves long walks, playtime, cuddles on the couch, or a slower pace, I’m happy to adapt to what makes them feel comfortable and happy. I have experience with quirky personalities and understand that every dog is different. My goal is to make your pet feel safe, loved, and well cared for while you’re away. I treat every dog as if they were my own and believe in providing plenty of attention, affection, exercise, and consistency. I look forward to meeting you and your furry family member! I have a flexible work schedule, which allows me to accommodate a variety of pet care needs throughout the day and week. Whether your dog needs a midday walk, early morning care, evening check-ins, or weekend visits, I’m often able to adjust my schedule to provide the care they need. Every dog and family has different routines, so I’m happy to communicate with you to create a care plan that works best for both you and your pup. My goal is to provide dependable, consistent care while keeping your dog’s routine as normal and stress-free as possible. Feel free to reach out with your scheduling needs—I do my best to be flexible and accommodating whenever possible! 🐾 Your pet’s safety, comfort, and well-being are my top priorities. I understand that trusting someone with your furry family member is a big decision, and I take that responsibility seriously. I carefully follow all care instructions, including feeding schedules, medications, exercise needs, and training preferences. I believe consistency helps pets feel secure and comfortable while their owners are away. I also provide regular updates and photos so you can feel confident knowing how your pet is doing. Whether your dog is energetic, shy, senior, or still learning the ropes as a puppy, I strive to create a safe, positive, and loving environment tailored to their individual needs. I treat every pet in my care with the same attention, patience, and affection that I give my own dogs.

Sitter Profile Image: Catarina S.
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Catarina S.
Star Sitter
from
$65
per night
4.9 out of 5 stars
24 reviews
9 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

Catarina was great! Our dogs are on the more difficult side and she had such a great attitude and was very kind. Thank you Catarina!

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Guadalupe F.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$150
per night
5.0 out of 5 stars
208 reviews
62 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.
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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
5.0 out of 5 stars

Madison was a fantastic house and dog sitter. She is reliable, very friendly,and was great at communicating. It is evident that Madison truly enjoys dogs. I always feel at ease when she watches my dogs.

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Sharon G.
House Sitting
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Find pet care near you

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Cuba average 4
repeat house sitting clients

FAQs for House Sitting - Cuba

Frequently asked questions about Rover

As of July 2026, there are 4,132 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
  • 97% 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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