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.
“Autumn was super reliable with her check-ins. Upon returning, our cats were happy, healthy and didn't seem to have missed us at all. I especially loved getting the Rover card with a short summary and photos for every visit. Will definitely book Autumn again!”
“Our experience with Kate was great! She kept us very well informed about what our scaredy-cats were up to while we were gone. We would recommend her and book her again.”
About: Growing up with an aunt that is a veterinarian meant interacting with many animals and many different species. I’ve cared for small and large animals ranging from rats to horses. Earning an animal’s trust is one of the most rewarding experiences to me. I have full availability throughout the work week and am available most weekends! The weekends I’m not available will be marked on my calendar. I can be flexible to match any needs you or you pet(s) may need! I understand all animals are different and can’t all be treated the same. I try my best to meet animals where they are at. For example, I give shy animals more space and move slower so as to not spook them. I am more than willing to hang out for a while with your fur baby to ensure they are comfortable, safe, and being well cared for.
About: Chefs Kiss Care is named after my best boy. The one that taught me so much about training, dogs and myself. I’m a passionate dog trainer with over four years of professional experience at one of the currently top rated and award winning doggie day cares, boarding and training facility! My passion has taken me through professional boarding facilities, where I’ve learned the ins and outs of doggy behavior from playful pups, ones that are a little more on the spicy side, to the more reserved ones. what I truly love is helping them thrive. Every dog I meet is treated like family, showered with love, playtime, and plenty of belly rubs! I will happily collaborate with you to create a perfect care plan including enrichment, walks, play time, brain games ect. I have been successfully training dogs for 11 years with the past 4 being in a professional setting. I’m all about clarity, transparency and open communication. I work full time as a dog trainer but I always make time to train and work my own dogs as well as being able to care for others pets. We can discuss your ideal schedule and figure out together the perfect plan. I’m available most evenings and weekends. I have a fully fenced yard, long lines and a couple favorite parks! I will always be transparent with pet parents about expectations with their pets. What I would do with a senior pup is different than a young dog. I’m happy to provide my companionship and love for dogs who would rather snuggle and just be around people or play lots of fetch and do lots of brain games for dogs who need that. Usually it’s a mix between the two, some play, lots of love.
“Regina is a true gem! She went above and beyond for my cat. From starting out with in-home visits to realizing he wasn't coping well and offering to take him to her home. I am beyond grateful and highly recommend Regina.”
“I almost don’t want to leave a review bc Brynn does such a great job that I don’t want to share her!! Her kindness, fantastic work ethic and overall performance goes way above and beyond any one’s expectations.”
“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've been caring for animals my entire life and have experience with a wide variety of pets, including dogs, cats, lizards, and other reptiles. While I don't have professional pet care experience, I'm the person my friends, family, and neighbors trust whenever they need someone reliable to care for their pets while they're away. I understand that every pet has their own personality, routine, and needs, and I take the time to make them feel safe, comfortable, and loved. Whether it's long walks, playtime, feeding, administering basic care, cleaning up after them, or simply keeping them company, I treat every pet as if they were my own 💛 I know how important it is to trust the person caring for your furry (or scaly!) family member, and I'm committed to providing dependable, compassionate care so you can have peace of mind while you're away. I currently work part time in the service industry and on my days off I love to be outside and mobile! My job starts at 6 am most days so even on days that I work, I end up having a lot of free time that I would love to fill working with animals 💛 Each pet takes time to get to know and gain trust! I am excited to meet your fur baby and take that special time to understand what makes them feel safe and happy.
About: I have over 10 years of experience caring for pets, including my own. My background includes feeding, walking, and providing attentive, loving care to animals of all kinds. With a deep love for animals, I treat every pet as family, ensuring their safety, happiness, and well-being. I work full time on Mondays, Wednesdays, and Fridays with most availability on Tuesdays and Thursdays and on the weekends. I can work after 6:30pm MWF or anytime T/Th and the weekend. I care for every pet as if it were my own, providing them with love, attention, and patience. Your dog’s safety and comfort are my top priorities. I make sure to follow all instructions carefully, maintain a clean and secure environment, and keep a close eye on their well-being at all times. I am committed to earning your trust by treating your pet with the highest level of care and ensuring they feel happy and safe while you are away.
About: Experience raising a puppy. I cater to pups of all sizes and energy levels. My dog is not in a crate but we did crate train him I have a flexible work schedule that allows me to work from home most days. I anm available for potty breaks, walks, snuggles, or playing fetch. I have a large, unfenced yard but I do have a long lead we can use if necessary. I can use a crate if your dog is crate trained. I’m familiar to and accommodating of specialty diets. Rico and I love walks and running at the dog park down the road!
About: I’ve spent my entire life around dogs of all breeds, sizes, ages, and personalities, and many people in my life would call me the biggest dog lover they know! My family has always had dogs, so caring for them has been a natural part of my life for as long as I can remember. My family currently has three dogs: Zoey, a 2-year-old Rat Terrier; Rocky, a 4-year-old Lab; and Bella, a 9-year-old Rat Terrier. Having dogs at different ages and energy levels has given me plenty of experience adapting to each dog’s individual needs and personality. I work full-time Monday through Thursday from 7:30am-4 pm and work from home on Fridays. I’m available for pet care before and after work, as well as evenings and weekends, with additional flexibility on Fridays. I’d love to spend that time giving your dog the same attention, care, and love I give my own! I have a flexible schedule and am available for pet care. I enjoy spending time with dogs of all breeds and focus on providing attentive, reliable care so they feel comfortable while you’re away. I’m familiar with bathroom routines, feeding schedules, and making sure pets get the right balance of play and rest. I understand how important consistency is and can be trusted to administer medications on time when needed. I also have experience with special needs pets, including caring for a blind dog in my own family for many years. I’m patient, attentive, and focused on creating a safe, comfortable environment where every pet feels secure and well cared for.
About: I love to care for dogs of all ages! I’ve had dogs my whole life and my family calls me a “dog whisperer” because animals are always attracted to my calm demeanor I work full time as a chiropractor. My main availability is Tuesdays (all day), Friday afternoons and weekends. Also occasional week day evenings after 6pm. Happy to walk your dog wherever they like best! I also frequent many trails in the area and love to bring them there for something to see.
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 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!
The median cost per visit for dog sitting in Deephaven is $20
Dog parents share their Rover experiences - Deephaven
Lindsay is a knowledgeable, attentive and conscientious dog sitter. She communicated as needed and included pictures with each visit. I got maps of her walks and report cards for each visit. Our dogs were clearly relaxed and well cared for. We’ll def be booking again!
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.
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
It's that easy! All payments are processed through Rover's secured platform
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 August 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 August 2026, there are 5,617 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.
Connect anywhere with the Rover app
