House Sitting Windward Cove
Find a loving house sitter to watch over your pets and your home.
Windward Cove, 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.
“Carmel was great! She adapted well to my dog’s needs and was very good at keeping us up to date. She took our dog on great long walks, which she loved! Would definitely book again!”
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed
“Louise was amazing! She updated me along the way and took care of my dog while I was out of town! She responded quickly and made sure to send pics of my dog so I didn’t worry about her!! Highly highly recommend!!!!!”
About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!
“Michael was AMAZING. It’s so hard leaving your dog behind but he made it so easy. He spent such good time with her, gave her all the love she needed - plus gave thoughtful updates throughout our stay. Best experience we’ve had!”
About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!
“Henri was amazing with our two senior pups, one of which has some issues that required extra attention. She showed all of the love and patience we could have hoped for. It was the first time we left our kiddos with a virtual stranger at our place, but she made it easy by staying in close touch by texting messages and photos. I'd highly recommend trusting Henri with your dogs.”
About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.
“Lauren did a very nice job watching Cooper, a very high energy doggie. Cooper was very happy and well cared for. Lauren accommodated every ask regarding house and pet care. This was a house sitting. The house was in better condition than I left it. Thank you Lauren. I will use Lauren again.”
“Karima took excellent care of our dog Goose and our apartment while we were away for over a week. She was caring, responsive, and helpful throughout her stay. She sent us daily updates and was very professional. She left our apartment clean and Goose absolutely loved her! I would definitely book with Karima again and suggest her for any of your dog sitting needs.”
“Bri, was amazing! We will be using her for our pets for any time we travel. The care, communication, and the peace of mind she gave us when we traveled was unmatched. She cared for our dog and cat and they seemed so happy.”
About: Hi, I'm Michael, a dependable pet lover in the Pasadena, MD area. I offer dog walking and drop-in visits, and every visit includes fresh water, feeding on your schedule, potty breaks, playtime, and a quick photo update so you know how your pet is doing. I have been a pet owner ever since 1995 and am comfortable with all sizes and types. I'm careful and patient and treat every pet like family. I'm available during the week and most hours and I live close by, so I can be flexible for last-minute visits. I have reliable transportation and I always show up on time. I'd love to meet you and your pet before the first booking so we can go over routines, quirks, and anything special they need. Thanks I am currently working part time doing deliveries and pet care. I have a full fenced back yard and a basement if crates are needed but prefer to keep animals out of crates. I have a fenced in yard and my house is sectioned off top and bottom, as well as rooms that can be used for the animals as needed.
“Majiyah was amazing while I was away. I was a little hesitant at first about having a house sitter stay in my home, but she made me feel completely comfortable. She took great care of my dog and my home, and she really went above and beyond. When she thought he may have had a food allergy, she took the time to cook his food and make sure he was okay. She also took him to get a bath, picked up extra dog treats for him, and even cleaned my home before I got back. I noticed that my dog quickly became comfortable with her during her stay, which is always a positive sign. It gave me so much peace of mind knowing my dog was safe, cared for, and in good hands. I would definitely recommend Majiyah to anyone looking for a reliable, thoughtful, and caring sitter!”
“Izzy was wonderful! She took such good care of my dog and cat and was communicative with us through our whole trip. With my cat's health issues it was so reassuring to have her hear with them.”
About: Building Trust with Pets • Peace of Mind for Their People • Loving • Reliable • Personalized • Attentive • Compassionate • Trustworthy • Gentle • Patient • Experienced • Enriching • Dependable • Safe • Professional • Nurturing • Heartfelt Pet care is a natural part of my daily routine. I intentionally schedule my days to provide dependable visits, walks, playtime, feeding, medication (if needed), and plenty of one-on-one attention. I enjoy staying active, so walks and outdoor time are something I genuinely look forward to. I treat every pet like a member of my own family and make sure they receive consistent, loving care while you’re away. I care for pets in their own home where they’re most comfortable and their routine stays consistent. I follow each owner’s instructions carefully for feeding, fresh water, walks, playtime, medications, and any special needs. I also spend quality time providing companionship, affection, and enrichment—not just completing a checklist. During each visit, I make sure the home is secure, clean up after the pet, and send updates with photos so owners know their pet is happy, safe, and well cared for.
About: I’ve always been a lover of animals of any kind. I’ve been the family pet sitter for years and Never was paid for it because I just was doing it for fun. Pet care seamlessly fits into my weekly routine, as I'm able to dedicate flexible hours to ensure your pet's needs are met. I can provide regular walks, playtime, and cuddles, while also accommodating medication schedules and special dietary needs. My schedule allows for regular check-ins and updates, giving you peace of mind while you're away. I provide personalized care for pets in both my home and clients' homes, tailoring my services to meet each pet's unique needs. In my home, pets enjoy the space and environment with comfortable spaces for rest and play. In clients' homes, I respect their space and routines, administering medication, feeding, and providing exercise and playtime as needed. I also keep owners informed with regular updates and photos, ensuring their pet's comfort and happiness.
The median cost per night for house sitting in Windward Cove is $50
Pet parents share their Rover experiences - Windward Cove
Ashley was wonderful with Biscuit. She kept in communication with us and sent us some great pictures. Biscuit seemed to really love Ashley. It was so nice to be able to relax on vacation knowing Biscuit was well cared for. We will surely ask Ashley to come back again.
Ashley was absolutely amazing! From our meet and greet I could tell she loves dogs and Tucker was no exception. She was very attentive and asked about some habits that Tucker had and made sure he was ok. Her knowledge from working at the vet was evident and she even offered to clip his nails. She brought him for a walk and when it was too hot she brought him over to spend time with her dogs and her family. He was such a happy boy in all the photos she sent! When we arrived home she had hand painted a photo of Tucker and left it for us on a canvas 🥺 I feel like I couldn’t have found a better person to watch my sweet boy!
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 - Windward Cove
Select a filter and find qualifying sitters offering house sitting.Sitters in Windward Cove average 4 repeat house sitting clients
FAQs for House Sitting - Windward Cove
Frequently asked questions about Rover
As of October 2026, there are 1,206 sitters on Rover offering House Sitting across Windward Cove. 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 Windward Cove 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 Windward Cove 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 Windward Cove 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 Windward Cove. On Rover:
- 89% of sitters can help with special care needs
- 93% 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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