House Sitting Winter Beach
Find a loving house sitter to watch over your pets and your home.
Over 21 pet parents in Winter Beach have booked house sitting
Winter Beach, 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.
About: I’ve loved animals for as long as I can remember. At four, I caught a garter snake and kept him for a week before my parents made me let him go. As a kid, I was always catching frogs and lizards and looking for any chance to spend time with animals. Over the years, I’ve cared for rabbits, gerbils, frogs, turtles, tortoises, dogs, and birds. I also maintained a tropical fish tank for 13 years. I currently have two cats, turkeys, chickens, and ducks. Animals mean the world to me. I’m extremely patient and take the time to learn each pet’s personality, earn their trust, and help them feel comfortable and loved. Whether furry, feathered, or scaly, your pet will have my full attention and care tailored to their needs. I am available full-time for pet care. My flexible schedule allows me to work around your pet’s usual habits and give them plenty of time, attention, exercise, and companionship throughout the day. I follow your care instructions closely, whether you leave a detailed checklist or a few simple guidelines. I keep feeding schedules, walks, and other routines consistent with what your pet is used to and ask questions whenever something needs clarification. In your home, I respect your privacy, belongings, and house rules, leave the spaces I use tidy, and make sure everything is secure before leaving. I’m happy to provide photos and updates so you can feel confident your pet is in good hands.
“Margo was fantastic at taking care of my two senior dogs, 7 lb morkie and 7 lb chihuahua. She arrived on time, found my garage door was open, closed it, sent me photos and walked them, fed them and spent quality time with them. Very responsible and a joy to have. Note, my morkie is feisty on walks and barks at everyone. We did a test walk and she handled him beautifully. Thank you Margo!”
“Cheyenne was absolutely amazing with my dog Hank! She communicated daily with us and it was difficult due to the time difference between us (we were in Hawaii) and she kept us informed about a few concerning issues , We would highly recommend Cheyenne. We felt that she enjoys her responsibilities and really cares which made us feel comfortable and confident being so far away from our big baby! Thank you so much Cheyenne for all your help and it truly allowed us to relax and enjoy our vacation knowing you were there for our dog Hank!”
“Destiny is the BEST!!! Highly recommend her!!!!!!! Second time she has stayed - I’m 100% confident and comfortable and could not recommend her more - the dogs are happy and well cared for, she’s a fabulous communicator and we are just so incredibly at ease knowing she’s at home when we can’t be. She’s simply the BEST!!!”
“Daisy seemed to have great care with Derek. He was reliable and came a day early for a meet and greet. He seemed to follow the instructions I left. He was very pleasant and was willing to do what was asked. He also kept us informed and sent lots of pictures. The house was left in great condition. I wouldn't hesitate to have Derek again.”
“Danielle did a great job sending me pictures and keeping me updated while I was away. When I returned, the house the way I left it and the pups were exhausted from the play time she spent with them. I highly recommend her for your pet sitting needs.”
“Fantastic job! Our puppies were well cared for and house as well. Logan sent photos, updates and I especially appreciated the first one letting showing us our fur babies were comfortable and happy soon after we left. He arrived on time, followed instructions left and was always reachable. Our go to guy from now on!”
“Alyssa was so helpful! She stayed in my Home to care for my Golden Retriever. She responded to messages quickly and kept me informed. I look forward to having her stay again next time I travel.”
“Allison is an absolutely amazing doggie sitter! I just moved to the area recently and had to find someone last minute to watch my girls for the weekend while I was out of town. Allison came through! I really appreciate her coming by the day before to meet the girls and to take note of everything. I asked for her to check on the girls a few times a day, but otherwise at night they would be fine alone, because once they go to sleep for the night, they are passed out until morning. She text me every morning when she arrived and let me know how the girls were. She stayed quite a few hours each visit giving the girls plenty of love and attention, even though they even sleep a lot during the day lol. She sent me plenty of photos while I was away so I could see the girls having fun. Once she was done for the evening she would message me again letting me know the girls were good and she had locked up for the night. Her watching my girls made me feel at ease while I was away. I definitely think my girls had a blast and really enjoyed their time with Allison, so much so, the last photo she took of them when she said her goodbyes, I could see them pouting seeing that she was leaving. That’s how I know they really liked her, since they were sad to see her go. I think I have found my forever go to dog sitter. I would highly recommend using her if you need a kind, loving, and attentive person to take care of your fur babies while you’re away! 10 out of 10 would recommend and will definitely be rebooking for my next trips! Thank you again Allison for being so amazing with the girls!”
“Meg was amazing with our Piper! Very good with updates, patient, and Piper loved her! Already booked her for a longer trip in the next few months! Highly recommend.”
About: Greetings! My name is Monica and I look forward to learning all about you and your pets! First, a little about myself and the care I am qualified to provide. I have always had a unique desire and ability to take in and care for animals, but when I began working in rescue and brought my first heart-dog into my life, it grew into a true passion. He was a joy and one of the best companions I’ve ever had. We currently share our home with 2 dogs and a foster pup, and I bring an experienced and loving approach to every pet in my care. I have over 30 years of providing care and support for animals, mostly cats and dogs, but also pocket pets, exotics, pigs and birds, including chickens. I have been a foster volunteer, coordinator and board member for a national breed rescue for the last 20 years. In that time, I’ve worked with dogs of all breeds and temperaments from energetic pups to seniors fostering dozens of rescued dogs and cats, including pregnant moms, whelping litters of puppies and raising orphan bottle-baby kittens. I have extensive experience with special-needs and senior pets, including monitoring and treatment of acute and long-term medical conditions, recovery from injuries and surgical procedures, physical therapy, paralysis, specific dietary needs and preparation of homemade pet foods. I am qualified to administer medications, injections and sub-q fluids and assist animals during rehabilitation. I’ve also worked as a dog trainer focusing on behavior modification and basic obedience training and greatly enjoy helping dogs learn and develop at their own pace. I maintain a close relationship with several of our local veterinarians and trainers with a network of professional resources. I look forward to sharing time with your pets! I have a flexible schedule and strive to accommodate the individual needs of each pet and family, including visits for walks and playtime and overnight sitting in your home. I have the ability to work with a variety of care needs, and prioritize the safety, well-being and happiness of beloved animals and their humans above all else. I also carry pet care insurance for clients’ trust and assurance partnering together with their beloved fur-families, and have completed the American Red Cross Cat & Dog First Aid Course. (Certificate ID: 01VP98R)
About: I take care of three different dogs of all three different sizes (Teacup maltese, french bulldog, and black lab/pitbull mix)! I grew up in a dog-house and love to care for and walk any dog! I’m currently a post-graduate student with a M.S. in Exercise and Sport Science! While applying for more full-time roles in this field, I have plenty available to accommodate any dog sitting and or/ walking needs! Available at most times of the week - feel free to reach out if you have any question regarding scheduling :) I will ensure pet safety through proper care and grooming, all while making sure they get some proper exercise in! I’m a certified personal trainer so I love to get myself and the dog a great workout in!
About: I have taken care of all sorts of animals my entire life. Dogs, cats, Rabbits, sugar gliders. Young, old, special needs. I do it all. I believe pets are like children, they love to learn. I am recently retired so I can devote as much time as needed for your furry ( not so furry) babies. A lot of love to give. I prefer to sit in the clients home as I feel the pet will be less nervous or anxious in familiar surroundings. I like the pet to get to know me in their own time. Trust is earned.
About: I provide more than just pet sitting—I create a safe, loving, and stress-free experience for every dog in my care, whether puppy or senior. I take the time to understand each dog's unique personality, routine, and needs, so they feel comfortable and at home. My schedule is very flexible as I work from home and if you need overnight care I can bring my laptop and work from anywhere while caring for your pet. I don’t have a fenced in yard but am comfortable walking your pet as often as necessary. In my home, they are in a clean and comfortable environment. In your home, with your instructions, your pets will enjoy their natural environment.
“Raelin did a great job looking after our beagle while we were away. She made sure that he got his cuddles, socialization with other dogs and have the opportunity to get all his energy out. Thank you very much! We’re definitely kern and making use of your services the next time we go away.”
“I highly recommend Kerrie to watch your fur babies!! She was very communicative throughout her stay at my home over this Thanksgiving holiday. She made it a point to check in and send pictures daily. She even let my Frenchie sleep in bed with her since that’s how he rolls. She is so sweet and absolutely loves caring for your animals. I would definitely use her services again. 💛”
About: Hi! My name is Hailey, and I absolutely love caring for animals. I’m a third-year Biology student at UCF with a passion for animal care and conservation, and I’m excited to bring that passion to Rover! I have hands-on experience caring for both dogs and cats through my own pets, volunteer work, and everyday animal handling. At home, I have my energetic French bulldog, Lola, and my wonderful cat, Popper. I also volunteer at a local animal shelter, where I help with cage cleanings, animal socialization, and dog walking. These experiences have taught me how important patience, attentiveness, and understanding each animal’s individual personality are. I’m comfortable caring for dogs and cats of different ages, sizes, and personalities. Whether your pet needs an energetic walk, some extra playtime, a calm companion, or simply someone to keep them company while you’re away, I’ll make sure they receive plenty of attention and care. Outside of Rover, I’m pursuing my Biology degree with an interest in continuing my education in veterinary sciences. Working with animals is something I genuinely enjoy, and I would love the opportunity to care for your pets as if they were my own. I’ll always do my best to make sure they feel safe, comfortable, and loved while you’re away! I'm currently a full-time student and working part-time, so most days I'm not available. However, I am free every Saturday and Wednesday, so I'd be happy to stop in and care for your pets at any time on those days! I’ll follow your pet’s routine, provide plenty of attention, exercise, and companionship, and keep you updated with photos so you know they’re happy and safe.
“Amber was wonderful! She took great care of my two cats while I was gone for a week. I didn’t have to stress at all about my (sometimes difficult) boys! It is so nice coming home to a clean and happy household! Will rebook with Amber in the future!”
About: I’ve been caring for pets for over 6 years and have always had a huge love for animals. I have experience caring for dogs and cats of different ages, sizes, and personalities, and I’m comfortable with energetic puppies as well as senior pets who need extra patience and attention. I’m dependable, gentle, and attentive, and I always make sure pets feel safe, comfortable, loved, and cared for while their owners are away. I’m happy to help with feeding, walks, playtime, baths, medications, cleaning up after pets, and keeping them company. I understand that every pet has their own routine and personality, and I’ll do my best to keep their normal schedule so they feel right at home I currently work part-time at Domino’s, which gives me a flexible schedule and plenty of availability for pet care. I’m available for walks, drop-ins, house sitting, and boarding depending on my work schedule. I’m happy to communicate with pet parents ahead of time to make sure I can provide the time and attention their pets need. I’m reliable, punctual, and will always make your pets a priority while they’re in my care. My biggest priority is making sure every pet feels safe, comfortable, and loved while in my care. I have experience with multiple pets and understand that every animal has different needs and personalities. I’m attentive to feeding schedules, walks, medications, special instructions, and keeping pets in a clean and safe environment. I will always follow your instructions carefully and keep you updated with messages and photos so you can feel comfortable knowing your pet is being well cared for. ❤️🐾
The median cost per night for house sitting in Winter Beach is $50
Pet parents share their Rover experiences - Winter Beach
Katrina,was a wonderful pet sitter for our poorie and took wonderful care of her.pootie is on meds and she was able to get her her meds and take great care of her she went the extra mile and we would highly recommend her if you want a caring and sweet hearted person watching your pets..we will definitely use her again in the future if we have and trips away from home.she is reliable and diligent and we just loved how she kept in contact with us letting us know everything was going well.it helped us relax and enjoy our trip More knowing our fur baby was in good hands.10 out of ten service thank you Katrina for allowing us to enjoy our vacation.
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. Search
Browse profiles of sitters near you who offer house sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Winter Beach
Select a filter and find qualifying sitters offering house sitting.Sitters in Winter Beach average 4 repeat house sitting clients
FAQs for House Sitting - Winter Beach
Frequently asked questions about Rover
The average cost of House Sitting in Winter Beach is $71 per night as of November 2026. Most bookings cost between $56 and $139 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 667 sitters on Rover offering House Sitting across Winter Beach. 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 Winter Beach 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 Winter Beach 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 Winter Beach 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 Winter Beach. On Rover:
- 93% of sitters can help with special care needs
- 97% 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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