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.
“Marcos was awesome, took care of my pup very well and checked in constantly if anything were needed or out of place. He also sent in plenty of photos and made sure her area was clean when I got back.”
“Nina was great! Pics of our babies throughout the visits. Pups were happy and comfortable with her. It gave me peace of mind to be able to enjoy our time away. Thank you Nina!!!!”
About: I have taken care of pets my whole life. I grew up with dogs, cats, fish, lizards, and a chinchilla. My friends made a joke that my house was a zoo with all the animals we had. I love animals and I can’t imagine my life without a furry pet. I’m home for the summer before my job starts in September. Free during the weekends or weekdays for boarding, house sitting, or walking. I’m very flexible for hours. My dog is very good off leash in our backyard. We take her on hikes all the time to tire her out. My cats are older and have to take medication but they love snuggling up with my dog.
“Shannon V. is awesome & I would highly recommend her for cat sitting! Thanks again Shannon - knowing you were taking care of my kitty , Maggie, made being away on vacation so much easier!”
About: I am an Animal Science student at UConn and have been working as a vet tech at Ipswich Animal Hospital for the past 3 years. I work with many different types of animals, mostly cats and dogs, and I can cater to their needs. I can administer medication, clip nails, certain grooming tasks such as brushing and bathing, and I can also do hair trims if needed (some of these services may require an additional person; if I determine it is needed for that specific pet that would require another person other me entering your home). I am very active and can provide long walks for pets and can also provide photos and videos of your pets. I am a college student so I am available during winter and summer break. I do not usually travel so I am available for holidays and vacation weeks. I have owned dogs all my life and have taken care of many of my friends' cats. I have 2 dogs at home and regularly take care of 4 cats. Each pet obviously has different needs, and I try my best to accommodate them. I often groomed the cats I look after and adjust so that they are comfortable.
About: I grew up in a family that bread, Dalmatians. As I head into retirement, I'd be happy to help other families with job service services or boarding services. I have a very laid-back in well-behaved male Dalmatian that enjoys company. I’m currently retired so I have time to help our other families. I’d be happy to do drop-ins or pup-sit. If you want socialization then my pup would be thrilled to attend Whether it’s squirrel chasing or some basic training, it’s important to get energy out during drop-in visits. Balls and treats are a good way to break the ice!
“We’ve been using shannon consistently for the last month and she has been wonderful. We have an anxious big 70lb girl and she absolutely adores her!!! Highly recommend using shannon for your babies!”
About: I've had pets my whole life and have experience dog sitting. I'm dependable, caring, and treat every pet like family while following their routine and giving them plenty of love and attention. I only work part-time, so I have a flexible schedule to provide dependable pet care throughout the week. I also have a reliable car, making it easy for me to arrive on time, accommodate last-minute bookings, and ensure your pets get the attention and care they deserve. I think it is important to offer positive reinforcement and constant love (for pets who want it), or even just hanging out and making the pet know that they get their needs met.
About: I have taken care of family/friends dogs for over 13 years. I have done drop in visits, over night stays and just dog walking. I have worked with all different breeds, sizes and ages! I have experience with puppies, senior pets, and dogs with different energy levels and temperaments. Whether that means reinforcing house-training and basic commands with a puppy, administering medications to a senior pet, or simply providing plenty of exercise and companionship, I tailor my care to each animal's needs. I love taking pictures of our furry friends so ill always be sure to keep you updated when im with them! I'm currently working full time but I can always do drop in visits and dog walking after work hours during the week and on weekends my availability is pretty much wide open on Saturdays and Sundays (typically when I take my own pet for adventures so if you have a busy dog who loves walks/hiking im your girl) We have an open yard, our own pup is well trained on her boundaries however for any pets not my own they stay on a 20 foot long line and walked around the property. Inside they are free to roam the house, however if needed crates are available for use. If ever unattended dogs will always be in a crate for their safety.
About: I have always been an animal lover, having multiple cats, dogs, chickens and taking care of the animals on my aunt’s farm since I was a child. I work at a doggy daycare which has enhanced my knowledge of different breeds energy levels, mannerisms and needs as they grow older. I would love to give your furry kids all the fun, love and care they would otherwise miss while you are away! I’m currently working part time so I’ll have plenty of time to give your furry kids lots of love and attention! I’m available on the weekends, mornings 7-11am and at night after 6:30pm and offer overnight care everyday. I will follow any instructions or suggestions you give me and always respect your home. If you have a fenced in yard I will let your kids run wild, if not, I will happily take them on a 30 min walk minimum and play with them lots afterward so they get a good exercise! I will give them lots if attention and kisses and send you pictures of them living their best life!
About: I have owned dogs throughout my whole life. At one point Our pack totaled 6. I’ve owned 2 horses, a guinea pig, a rabbit, and a cat. I worked as an apprentice vet tech until the veterinarian died unexpectedly of a heart attack. I have recently pursued more education regarding grooming. I have groomed my own dogs and friends dogs over the years. I am conscientious and will never allow a dog to be in pain seeking medical care immediately. I would like it to be part time to start with the option of going full time further down the road. I am working on grooming lessons, and my current part time job. I believe in being observant of their behaviors and to respond accordingly. Our dogs receive much love and play time. They are allowed to be with us and on our furniture. I realize that many owners frown upon that and I will honor their wishes when caring for their pet
About: I have years of experience taking care of many different type of animals. Many of my clients I have had for a long time and they continue to recommend me to more people in need of animal care! My top priority is to ensure the happiness and safety of all animals. I am currently in school and work a part-time job. Most of my availability is on the weekends, but I can be available Wednesdays after 4pm, along with Mondays between 11am-1pm. When caring for pets in client’s homes I can let them out (in a fenced in area or on a leash) for bathroom breaks and play with them for a little bit.
About: I’ve been caring for cats and dogs since I was a little girl. Over the years, I have enjoyed pet sitting for family and friends. I am currently working part time each week, so I have plenty of spare time to hang out with your playful pups and cuddly kittens! I would love to care for your pets in their comfortable home environment! Let’s work together for the best pet-sitting time for your fur babies!
About: I've taken care of dogs for as long as I can remember. My first job was at a dog kennel, and I've always had at least one dog of my own. I take pride in being able to bond with dogs of all breeds, sizes, and temperaments, and love to see their personality shine through. I have worked with puppies and senior dogs, and am happy to help care for your pups with the same dedication you provide them as parents. My job allows me days off during the week, and I am home on workdays soon enough to spend plenty of time with your pets! I am happy to work with clients to be the best care taker I can around their schedules. I will happily adapt to your pets needs, schedule, and comfortability in your home, and will care for them as though they are my own! I am also happy to provide updates and pictures when you're missing your pup, and am happy to assist in any way needed.
About: The go-to pet sitter for friends, family, and neighbors! I have experience with kittens, puppies, aged and moody feline friends and senior dogs, and loud pups with lots of energy! I do accept some boarding and daycare requests for puppies & dogs, please note the yard is unfenced but is 2 acres and all outside time is supervised or leashed depending on needs. I run a home based business with a lot of flexibility so I'm available during weekdays from early morning, and on most weekends including holidays. I understand the importance of timing when it comes to feeding schedules and potty breaks and demonstrate punctuality that you and your pets can rely on.
The median cost per visit for dog sitting in Windham is $23
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?
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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.
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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 - Windham
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windham average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Windham
Frequently asked questions about Rover
As of August 2026, there are 1,939 sitters on Rover offering Dog Sitting across Windham. 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 Windham 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 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 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 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:
- 96% 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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