Dog Sitting Deephaven
Book a Deephaven dog sitter to watch your dog in your sitter’s home or yours.
Over 13 pet parents in Deephaven have booked dog sitting
Deephaven, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Pat was flexible with some unforeseen changes and willing to help out if she could. Good communication, even crawled next to the bed where one of my cats was hiding to give her some love. My other cat wasn't as shy and Pat gave her lots of love and belly rubs.”
“Samantha has been taking care of this little fur family in various forms for a couple years now. I always feel confident that she is making sure they are getting what is needed and all the snuggles. Thank you!”
“Autumn has been such a lifesaver this week, stopping by for walks and pets with my 2 dogs. I had been worried about them adjusting to being home alone for longer periods of time. Autumn has been very prompt each day, and provided updates and photos. My dogs are having a good time and adapting well to the change. I highly recommend Autumn!”
“Regina is absolutely the best. We had a serious family emergency and had to go out of town very last minute and she jumped right in. She even cleaned our cats’ food area. I just can’t thank her enough. So impressed and grateful.”
About: Retired but a “young” 61 . Lost my dog this year and can’t have pets where I currently live so I’ve been getting my cat and dog fixes watching family and friends pets ! I’m a new Grandma so expect your pet to be spoiled and get lots of attention - love if they want to sleep with me . I can do overnight, day sitting or drop in at your house . Will meet you prior and check my references- I will do a good job for you and you can relax while away ! I’m retired so my time is my own -7 day a week availability-and I can hang with your pet all day if wanted - will walk and take outside to potty Sadly my dog passed recently- I’ve stayed at my sisters many times with her dogs —one is a senior and one is a puppy - big fenced yard and lots of in and out . They are welcome in my bed - love to snuggle with them
About: I have taken care of my family pets since I was little. In high school I took care of neighbor’s dogs and others who needed the extra hand in taking dogs for walks and making sure they had food, water, and were happy. I have a full time job and usually work 8 hours during the day Sunday-Thursday. I am available in the mornings and evenings during those days, Friday afternoons, and all day Saturdays. While taking care of clients pets, I will make sure they have plenty of water, food, exercise, and all instructions the owners leave are followed. I care for all animal's health and well-being and will go out of my way to make sure they are taken care of how their owners would want them and how I would take care of my own pets.
“Leah was amazing with my cat, Lizzie! She sent daily updates with photos, and I came home to a very happy, loudly purring kitty. When Lizzie got sick unexpectedly, Leah graciously cleaned everything up and kept me informed right away—which was such a relief while I was away for the week. I can’t recommend Leah enough!”
About: Hello👋🏽I’m a passionate dog lover and pet stylist at a doggie daycare, with 6+ years of experience leading playgroups and 3 years as a professional groomer. I’ve developed a deep understanding of dog behavior, body language, and individual needs.🐾 I currently have the sweetest babies, a 12 year old lab and 2 laid back cats. I grew up caring for our rescued beagles from an animal testing facility, which taught me how to support sensitive or nervous pups with patience and compassion. Through daycare and grooming, I’ve worked hands-on with all kinds of breeds, coat types, and personalities. I can’t wait to meet your furry friend and help them feel safe, happy, and loved! I also offer nail trims if your pup is comfortable with it.✂️ I also enjoy cleaning in my spare time, so I’d be happy to offer light housekeeping or general tidying if that’s something you’d find helpful.🫧 Pet care fits into my routine really naturally. I work as a groomer and often have shorter days starting at 8am, usually finishing around 2 or 3 PM, which gives me plenty of flexibility for pet sitting in the evenings. I’m also available most weekends for drop-ins and walks. I typically pet sit in the owner’s home, where pets feel most comfortable and secure. I always follow the owner’s instructions closely—every pet is different, and I do my best to stick to their usual routine, whether that’s feeding times, walks, play, medications, or just extra snuggles. I’m respectful of your home and treat it with care, just like I do with your pets!
About: I have been dog and cat sitting for over 10yrs. I usually stay at the owners house. Experienced with dogs with medical issues, and high anxiety. I have given medications and have done some training. I have done just overnight stays, but have also done 3month long stays. I am also a Hairstylist and Skin care specialist. I rent a chair at a salon and make my own schedule, so my hours are flexable. I enjoy spending time with pets, but just don't live in a place were I can have one. I am not married and have no children, so I am completely available and focused on your pet. I usually like to meet you and your pet/pets about 1week before the scheduled appointment, so I can get to know you, your pet and your pets routine, feeding times, walking, medications if needed, etc. This also helps the dog recognize me when I show up, when you aren't there.
About: Grew up with large dogs 0-22 - worked professionally at doggy day car and boarding - worked rescuing animals - comfortable with large breeds - cat experience - reptile experience I work a minimal schedule at my home office, leaving my schedule open and flexible Your pet is able to have my full attention 🐕🦺 In a client’s home, I stick closely to their pet’s routine—feeding, walks, cleaning up, and making sure they’re comfortable. I really enjoy spending time playing with pets and making sure they get plenty of exercise and attention. I also keep things tidy and send updates so owners know their pet is doing well.
“I couldn't be happier with the experience! She provided updates and adorable photos, which put my mind at ease. My dogs were happy and well-cared for, and I could tell they received plenty of attention and playtime. Payton was very responsible, sticking to my dog's routine and ensuring they felt comfortable throughout the time. I highly recommend for a reliable and caring dog sitter. I will definitely book them again in the future!”
About: I love to get to know each dog from favorite toys, treats, activities, etc. I would love to make both you and your dog to feel both happy and safe. I am more than happy to meet both you and your dog beforehand :) not only have I dog sat countless times but I have volunteering experience at the animal human society for quite a few years doing their dog/puppies adoption. Dogs have a special place in my heart and deserve all the love and happiness in the world. I go above and beyond by building a relationship with each dog and treat each dog as I treat my own dog at home. Please don’t hesitate to reach out to me with any questions or concerns. I’m currently working part time so I will have plenty of time to give your dog(s) all the love, attention and exercise they need! I care for pets in their home to make them feel most safe and comfortable! I am happy to do meet and greets to make sure they are comfortable with me!
About: I can keep the energy up when your Australian Shepherd wants to play ball. I also know the Battle Creek and Lilydale dog parks real well. I just quit a depressing factory job to get your dog that walk around the block he or she needs. I have worked with dog parents off the app so I can easily set up a schedule for you as well. I listen to your instructions and I will then set a phone schedule for each step that needs to be taken for your dog, but will execute it with vim and vigor!
About: Have taken care of family’s dog since I was in middle school. I also have taken care of other family members dogs too. I have experience with obedience training. Have fostered dogs too. I have a flexible work schedule so, I’m flexible to the dog’s needs! I go to the gym and workout everyday so taking the dog outside before and after the gym would be a priority of mine! Keep the dog on a consistent schedule they are on with their humans, I don’t want to disrupt that too much. Keeping the dog calm, content, and safe is my top priority!!
About: I’ve worked with a lot of different kinds of dogs big and small. I took a few classes with a guide dog company to learn to train dogs that are reactive. I have a puppy I’m raising who would love to meet your animals. I have to take care of my puppy and adding another dog to the schedule isn’t very hard for me to do. Every morning we go to the dog park and get some energy out after breakfast. I have a puppy that loves to hangout and play with all dogs. We do a lot of walking and go to the dog park every morning to get some energy out.
The median cost per visit for dog sitting in Deephaven is $20
Dog parents share their Rover experiences - Deephaven
Teresa was an excellent pet sitter for our two dogs. She is warm and responsive. She communicated regularly with photos and texts, followed all directions and anticipated the dogs needs during storms and fireworks. So glad we had her stay and do stop in visits instead of using the kennel. Our house was left as we left it and she watered my plants.
Ella was absolutely fantastic for our first Rover experience and we’d be super happy to have her back again. It was such a relief to let our dog stay home instead of going to the kennel. Ella asked great questions before taking the request, left comforting feedback while we were away & we came home to a perfectly cared for happy dog. Thank you Ella!!
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 dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Deephaven
Select a filter and find qualifying sitters offering dog sitting.Sitters in Deephaven average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Deephaven
Frequently asked questions about Rover
The average cost for Dog Sitting in Deephaven on Rover is $38.85 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 5,600 sitters on Rover offering Dog Sitting across Deephaven. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Deephaven stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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 Deephaven 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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Deephaven with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Deephaven. 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.
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.
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