Dog Sitting Windham
Book a Windham dog sitter to watch your dog in your sitter’s home or yours.
Over 41 pet parents in Windham have booked dog sitting
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.
“Theo and Julian are great to work with. They were very responsive. I appreciated the flexibility for meet and greet and first drop in. The pictures and notes were excellent! I'll definitely rebook with Theo.”
“Samantha was so great with our hyperactive nutball German shepherd Remington! We get nervous leaving her with people but she responded so amazingly to Samantha! Very clear that she loves animals and it showed with how happy our pup was!”
About: Hey!! I’m Kirsten, and I would love the opportunity to care for your pets like they’re part of my own family. 🐾 I’ve loved and cared for animals for as long as I can remember. Growing up, my brother and I cared for our own pets and even helped stray animals in our neighborhood. That love for animals has stayed with me throughout my life. I also have hands-on experience working with an animal rescue, where I helped care for 14 dogs and 12 cats. My responsibilities included feeding, cleaning, providing basic daily care, keeping the animals comfortable, and—of course—giving them plenty of attention and love. I’ve also provided dog sitting and pet care for others over the years. I understand how important it is to have someone you can trust with your pets while you’re away. I’m dependable, patient, attentive, and comfortable following your pet’s individual routine and care instructions. I’m currently interested in dog walking, drop-in visits, and house sitting. Whether your pet needs a walk, playtime, meals, companionship, or simply someone there to make them feel safe and loved, I’m happy to help. As a mom, I know how much trust it takes to leave someone you love in another person’s care. I want you to feel comfortable knowing your pet will be treated with kindness, patience, and lots of love while they’re with me. I can’t wait to meet you and your furry family! 🐶🐱❤️ I work full time and would be working around my schedule to accommodate the needs of everyone. Each dog will be loved and cared for as anyone else. ❤️❤️❤️ I do not have a fenced in area on my drive. My three other sides are fenced in. Looking to figure out how to fence the driveway. ❤️❤️❤️
“Sarah-Jane was a great care giver for our cat, Loki. She made sure Loki was fed, brushed, played with and cared for during our absence. Sarah-Jane precisely followed my care instructions and left our house key where we asked her to leave it. I highly recommend her for your pet’s needs.”
About: Ive taken care of dogs and cats my entire life both personally and with family and friends! I love animals and know how stressful it can be finding pet care! Im on a travel contract that got cut short and I still have housing so am available Sat-Sunday full time from 10/13 to 11/7! Boarding, walking, check ins, etc. Currently can’t board pets at my place of residence right now but am open to check ins, walks, and staying at your place depending on needs!
“Skylar was absolutely incredible with our four dogs! She was available at the last minute for a family emergency. In the process, she updated me and shared some photos of some very happy babies. Our dogs warmed up to her very quickly! She was also very understanding when we came home sooner than expected. We will definitely be using her in the future! Thank you, Skylar for loving them as much as we do :)”
About: I'm happy to work with dogs of all walks and understand some dogs may need more time than others to get to know me. I'm experienced with training tools (crates/prong/ecollar) through working with a professional trainer with my own dog (a 3yo 80lb GSD mix), though respect owners' choices who prefer not to use them. My preferred relationship building style is through play and trust, putting dogs' safety and needs first. I currently work a full time 9-5 on weekdays. I'm available on weekends for drop ins and walks. 1-2 mile trail walks offered in the morning hours of summer and from dusk-dawn in other seasons. I often put the dogs safety and needs first and respect any boundaries you/your dog have. Aside from drop ins and a walk around the neighborhood, im very open (and love the great outdoors) to taking your pup on a short 1-2mi hike at nearby public dog friendly trails. My dog would love a hiking buddy if his vibes are right with yours!
“Mikayla was a champ today. She got both of my dogs to go outside where one of them is nervous around new people. She followed instructions well and did a great job. Very good communicator and folk lots of pics. Thanks so much!!!”
About: I have taken care of dogs since I was in fourth grade. I enjoy working with high energy dogs and can handle dogs of all sizes. I’m currently a student at Bentley University with a reasonably open schedule. I can tend to pet needs during the weekdays and on the weekends. Your dog’s safety and comfort always come first. I provide reliable, attentive care in a calm, positive environment, making sure every walk is safe, engaging, and stress-free. You can trust that your dog will be treated with patience, respect, and the same care I’d give my own.
About: I’ve always had animals growing up and have always had an interest in taking care of animals. As soon as I was old enough family and friends have had me watch their animals. Dogs, cats, rats, bunnies, reptiles, you name it! I could not imagine having a life without animals. Currently I have two Siberian huskies, two cats, and one bunny. I’ve also had a lot of experience giving dogs and cats medication, and know all the tricks to get them to take it in a quick and easy manner. I’d like to say I’m very responsible, and will absolutely treat your animals like my own. My mornings and afternoons are typically very available, because I own an aerial studio and those classes are mainly held at night. I am a very active person so I am always looking to add more walks into my daily routine. At my home I have a fenced in yard, and two friendly, playful dogs. I do have two cats as well, but they can easily be separated. I also have two crates at my house that both of my dogs comfortable can go in when needing to be separated. At clients homes I can do anything you need me to for your pet. Treats, walks, playtime, crate time, and even snuggles.
“Krystyna was absolutely wonderful with our two kittens! She was caring, attentive, and made sure they were happy, comfortable, and well taken care of while we were away. It gave us so much peace of mind knowing they were in such good hands. We really appreciated the updates and the care she gave them. We would happily recommend Krystyna to anyone looking for a trustworthy and loving pet sitter!”
About: I have been around all sorts of animals since I was little and was called an aspiring Disney Princess. I have knowledge taking care of rabbits, dogs, cats, guinea pigs, birds,fish, and other small rodents. I love working with any kind of animal and willing to learn about any other animal. I also have experience taking care of animals that have medical ailments as well as senior animals. I am a stay at home mom for two beautiful girls so my schedule is really flexible. If any last minute situations pop up I can easily move my schedule around. Your fur baby's safety is my number one priority. I pride myself in building trust with not just you but also with your fur baby.
“Lucille is everything you would want for pet care. She’s thorough, experienced & reliable. Even when I feel like I’m being over the top she will think of something I’m not! She’s so good with animals, your pet will sense her genuine affection & feel safe & loved. They are in good hands until your back.”
About: Hi! I’m Alyssa. I’ve always loved animals and have experience caring for both cats and dogs. I currently have two cats and a kitten of my own, and I’ve previously had a dog as well. I’ve pet sat for family and friends, so I’m comfortable caring for pets with different personalities and routines. I’m available for dog walks and drop-in visits for both cats and dogs. I’m happy to help with feeding, fresh water, walks, playtime, litter boxes, and giving your pet some attention while you’re away. I’ll make sure to follow their normal routine and any instructions you leave for me. I’m dependable, attentive, and will keep you updated (pictures too!) during visits so you know how your pet is doing. I work full time but can work pet care into my routine throughout the week. I’m happy to accommodate feeding schedules, playtime, check-ins, and other routines your cat and or dog is used to. Your pet's safety and comfort are my top priorities. I’ll care for them in their own home while respecting their space, routine, and personality. I’m attentive to details like food and water, litter boxes, medications when needed, and making sure doors and other areas are secure. I’ll also provide updates and photos so you can feel confident that your pet is safe, comfortable, and well cared for while you’re away.
About: Hi, I’m Dan! I’m an insured, reliable dog walker available day, night, and weekends to make sure your pup gets the care and exercise they deserve. From small companions to big, strong breeds, I provide safe, loving walks and peace of mind for you. As a dedicated and insured dog walker, I’m here to make sure your pup gets the care, exercise, and attention they need at any hour. When you book with me, your dog’s walk is tailored to their needs — whether that’s a quick potty break, a brisk exercise session, or a relaxed neighborhood stroll. Here’s what you can expect: Personalized Walks – Adjusted to your dog’s size, age, and energy level. Photo & Update After Each Visit – So you’ll always know how your pup did. Safe Handling for All Breeds – From little companions to strong, giant breeds. Flexible Scheduling – Available mornings, evenings, late nights, and weekends. Transportation Services – Safe rides for up to 2–4 dogs (depending on size), whether to the vet, groomer, or another safe destination. Vet/Groomer Appointments – I’ll stay with your pet during the visit. Charged at an hourly rate starting when I pick up your dog and ending when I return them home.
The median cost per visit for dog sitting in Windham is $25
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 - Windham
Select a filter and find qualifying sitters offering dog sitting.Sitters in Windham average 6 repeat dog sitting clients
FAQs for Dog Sitting - Windham
Frequently asked questions about Rover
The average cost of Dog Sitting in Windham on Rover is $28 per visit as of October 2026. Most bookings cost between $18 and $39 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 6,750 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:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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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