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.
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’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: BACKGROUND CHECKED & BONDED !!! I HAVE A PASSION FOR PETS.. I have had both cat and dogs for most of my life. I love animals and they are family to me. I have watched neighbors dogs and walked theirs along with my own. I will take care of yours like they are my own. I have ‘cat sat ‘ before and provide a great deal of attention to any pet in my care. You will not find a more trustworthy, responsible and caring person to leave your pet with.. I am flexible and open to times and would love to get to know your pets. I know how important your pet is to you, and they will be in the best hands possible, while in my care!! Please contact me for a meet and greet...???? I am a strong advocate of animals, involved with rescues, caring for them, and finding loving homes, especially for kittens. I have contacted local offices and reached out to lawmakers, in conjunction with Companions for Animals, The Humane Society, and SPCA. I work part-time and have flexibility within my scheduled days and hours. I have time before and after shifts. Also available to spend time in evenings. Safety is utmost important. Pet would always be on leash while taking walks and in any area that did not provide a safe fenced in area. I provide lots of cuddling and petting . I make sure that any area they are in, is free from anything that can cause harm.
“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’ve had dogs my whole life and have always loved being around them. My girlfriend and I have an Australian Shepherd of our own who’s a huge part of our family, so I know how important it is to find someone you trust with your pup. I’m the go to dog sitter for friends and family, one of my friends even calls me the “dog whisperer.” I’m comfortable with dogs of all sizes and personalities, whether they love to play or just want someone to hang out with. I’m confident handling dogs on walks and keeping up with leash training and good habits. I’m also happy to feed, administer medication, and take care of any special routines or needs your furry family member has. I’ll treat your dog like they’re one of my own and make sure they get plenty of love, attention, and care while you’re away. I’m here for you and for your fur baby, whatever you need I will do it! With that my dog is on a good routine, 7am-7:30am she goes potty 8:30am-9am breakfast 10:30am-11:00am she goes for her first walk for about 30mins to 1.5hours depending on the day Between 12:30pm-4pm we do about 5-10mins of mental stimulation training 5pm-6:30pm she gets dinner and an after dinner walk 7pm-the rest of the night we chill I have a fenced in backyard with plenty of room to run around! The doggos can run around and play with each other or train.
“Meg was great! We had previously booked with her before and didn’t hesitate to do so again. She’s very attentive with our dog and gives great updates on her visits. You won’t find anyone better in the area for taking care of your pup.”
About: Hello! My name is Amanda. I live in Tolland, CT with my husband and son. I have a lifetime of experience with animals of all kinds. Growing up I always had dogs and/or cats, as well as several other types of pets. I worked in a pet grooming salon for 6 1/2 years, and a doggy daycare for 1 year. I have also done pet walking and sitting for family and friends. I have owned and/or taken care of many different types of pets, including dogs, cats, guinea pigs, chinchillas, rabbits, birds, hamsters, and mice. We currently have a dog, cat, guinea pig, and turtle! I take care of and love each pet as if they are my own. I am a kind, compassionate, patient person who can't wait to meet your pets! I'm currently unemployed and my husband is a stay at home dad so my schedule is pretty open and flexible to be able to care for some furry friends! I love, care for, and treat all animals as if they are my own. I would always make sure the pet is safe, loved, and well cared for. I live with my husband and son who are both animal lovers as well.
About: I have over 25 years of pet care experience with my own pets, and I walk dogs at the Humane Society on Saturdays & was trained by their incredible staff in basic dog training techniques in 2024. In addition to dogs & cats, I have owned and cared for guinea pigs, a chinchilla, rabbits, chickens, chameleon, and iguana! I would love to care for your pet(s) and help give you some peace of mind while you're away. I would love to walk your dog(s), and/or care for your pet(s), on Mon, Tues, Weds, Thurs, Fri & Sun anytime between 6:00 am- 7:30 am, as well as between 3:30 pm - 8:00 pm. I am willing to travel to the following towns: Lebanon, Colchester, Waterford, New London, Norwich, Bozrah, Colombia, Windham, Franklin, Salem, Lisbon, Montville, and other surrounding Towns (depending on mileage). I am also available Saturday mornings when booked in advance. I care for my two cats at home, they are rescue and special needs. I administer medications, food, ensure they are groomed appropriately to avoid any matting, and spend lots of fun play time with them! I make sure they get proper nutrition and stimulation throughout the day. We love our cats! I will treat your animals as if they are my own, because each little animal being deserves specialized care & attention, just like their human counterparts!
“Doreen was great! She is so nice and took great care of my kitty. You can tell on meeting her she truly loves animals. She checked in each day on how he was doing and made sure to get over there even when bad weather was incoming. I will use her again for pet care!”
About: My love affair with animals started at 8 years old. Fast forward many years later and my passion for animals has only grown. I have 3 fur babies of my own and plan on adding more someday! I am available on weekends but also willing to make arrangements if needed for longer periods. Simply reach out and advise me of your needs. I will try my best to accommodate. Pups are a part of our family so their happiness and safety are mist important to me. Finding the best and safest way to accommodate our fur babies is paramount and varies from owner to owner.
The median cost per visit for dog sitting in Windham is $22
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.
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 near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Windham
Frequently asked questions about Rover
As of July 2026, there are 1,990 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
- 98% 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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