Dog Sitting Windham
Book a Windham dog sitter to watch your dog in your sitter’s home or yours.
Windham, 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.
“Eden did a great job caring for my cats. It was reassuring to see the picture of my nervous kitty come out for her during the first visit! She went above and beyond. I will definitely hire her again!”
About: I’ve taken care of many different breeds and sizes of dogs ever since I was little! I love being around them and taking care of them!! :) Looking to take care of fur babies and give them the love they deserve. I have a pretty flexible schedule! I look forward to hearing from you :) I have a lot of experience with pets and will always make sure they have everything they need & lots of love! I’ll always do my best at keeping them safe and happy.
About: I have years of experience with dogs of all ages, including seniors. I’m dependable, gentle, and treat every pet with the same love as my own. Pet care is part of my daily routine, including walks, playtime, and attention to each dog’s needs. I am experienced in safely administering medication when needed. I ensure every pet feels safe, loved, and well cared for. I create a safe, calm, and clean environment in both my home and clients’. I follow all instructions carefully to ensure pets feel secure and well cared for.
About: I’ve taken care of family, friends and neighbors dogs and cats for over 15 years. Love being able to spend time with them and the opportunity to see them happy and well cared for! I currently work remote so have time during the day and nights to take care of all animals. Usually busy from noon to four to try and enjoy the back half of a ski day I enjoy taking dogs for walks or playing fetch. I am a very energetic person and feel well suited for any environment with all kinds of pets
About: Hi all! I’ve been pet-sitting since very young (age 10), having experience with various dog breeds and sizes as well as cats. Feel free to reach out so we can connect! I currently work per diem, so I have plenty of free time to care for little ones. I tend to have open availability, even for last minute requests! I am very open and able to follow any requests concerning your little ones. I understand that every pet is different when it comes to their needs, so I am very accommodating and willing to learn how to best care for your baby!
About: I am dedicated to providing professional, reliable, and personalized dog-walking services that keep your furry companions happy, active, and well cared for. I understand that dogs are more than pets—they are beloved members of the family who deserve attention, exercise, and love. My goal is to give pet owners peace of mind by providing trustworthy walking services tailored to their dogs’ individual needs. Whether your dog needs a refreshing midday walk or a daily walking i am committed to making every walk a positive experience. i believe every dog deserves a first-class walk! My availability is all day and some evening hours. I'm a stay at home mom looking to make this a full time job while kids are in school. I have a fenced in yard and lots of toys to play with I am home all the time and your pet will have plenty of attention
About: 🐾 Need a Pet Sitter? 🐾 Over 20 years of experience caring for pets – now with my son by my side! 🐶🐱 We love giving pets the attention, walks, and cuddles they deserve. ✔️ Walks ✔️ Weekends ✔️ Vacation care Because your pets deserve care that feels like family. ❤️ We live in New Britain,CT but we don't mind travelling long distances within the state. 🚗 📅 Message me to book! I’m currently looking for weekend/holiday pet sitting jobs if possible for extra income. I am flexible during the weekends and holidays. If it's an emergency I will try my best to be able to take care of pets during the weekdays. I would prefer to take care of pets at my clients home if possible. I would take care of the pets according to specific needs to the best of my ability.
“Emma is simply the best. She is responsible and dependable. She’s a great communicator and takes plenty of pet photos and videos. Best of all, my pets love her! With Emma, I always feel like my animals are in good hands”
“I connected last minute with a Gary after my scheduled petsitter cancelled the day before my vacation. It worked out great. Gary was engaged and provided pictures each day. He took great care of my cats and definitely won them over. I would not hesitate to recommend Gary as well as use his petsitting service again in the future. Thanks Gary!!!”
“Hayley took great care of our cat while we were away. Our cat hides when someone she doesn’t know well comes over, but Haley still did her best to comfort her without causing too much stress and rolled treats to her under the bed. Hayley is great at communicating and gave detailed feedback each day about how much our cat was eating, etc. She is compassionate and reliable. I highly recommend this wonderful, kind sitter.”
About: Woof! Meow! Don’t be off put by my headline - I am a big fan of both dogs and cats. I love walking dogs and am also available to housesit. I am a full-time writer and I do a lot of my work from home so I am pretty flexible during the week and on weekends! I am available for dog walking, drop ins, and house sitting. I do not offer boarding in my home, but I am more than happy to stay at your home when needed while providing your pets with all the love and care they need! I have experience with all kinds of dogs and of all ages.
About: I’ve cared for dogs my whole life personal and professionally from walks to curling up on the couch I am open to helping however I can. I can provide my own transportation and I’m able to stay in your home if the situation calls for it. I am able to administer medication, groom or wash your pets, and always love and care for them while you are away please reach out with any questions. I am very flexible and active to suit your needs. I work full time weekdays with availability before and after as well as open weekends. Let me know what I can do to help! I am able to take your pet out on walks or runs; there are multiple parks I have visited as well as having other dogs and a partner who can play as well. I am able to administer various medications and follow detailed schedules/directions.
About: Hi my name is Connie short for Confesora! I love animals because they’re always there for us, they are highly misunderstood and much smarter and deserving of this life than Most humans believe! They deserve the best care even our little "not so easy" ones! If you have a not so easy one let me know ahead of time please!! Immediately inform me if your pets cannot control their bladder or rectum thank you. I have been working and volunteering in pet care And Grooming for 20 years! I am getting back into rover after two years away because A lot of life changes like becoming a cleaning company business owner happened! Regardless of whether they have fur or scales I treat my pets, and other’s pets as family members who need just as much love and emotional care as they do physical! I am also licensed and insured! We have a few dog parks available for play days! ! As a Furbaby owner you need someone who will treat your Babies as if they are their own family and that is one of the most important things people need! I have plenty of time to play with your pups and kitties!! I'm available for boarding on weekends and days of the week within limits! We have a fun friendly Cat Named Beau and an Old man named Ollie and a new young man named Rocky! Keeping your pets happy and satisfied and full of play time!
The median cost per visit for dog sitting in Windham is $25
Dog parents share their Rover experiences - Windham
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 dog sitting
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 - Windham
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windham average 5 repeat dog sitting clients
FAQs for Dog Sitting - Windham
Frequently asked questions about Rover
As of November 2026, there are 1,899 sitters on Rover offering Dog Sitting across Windham. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 Windham 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 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.
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 Windham 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 Windham. On Rover:
- 89% of sitters can help with special care needs
- 93% 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 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.
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