Dog Sitting Windham

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Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Arrow C.
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Arrow C.
from
$15
per visit
4.5 out of 5 stars
• 3 reviews
1 year of experience
Methuen, MA, 01844

About: I have always had a passion for animals, which I have actively pursued through animal care work and volunteering. These experiences have taught me the importance of having a safe, clean, loving, and happy environment for all animals! I currently have open availability, I am available on demanding hours such as; weekends, weekdays, holidays, and long hours. I have no problem with transportation, and can show up when needed! I have a fenced in yard with two of my own dogs at home. I also have animal daycare experience and can easily prioritize the safety and well being of all animals!

Sitter Profile Image: Taylor S.
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Taylor S.
from
$12
per visit
3 years of experience
Londonderry, NH, 03053

About: I’ve cared for dogs for years for friends, family, and neighbors. I’m comfortable feeding, walking, playing, and making sure pets feel safe and happy while their owners are away. I’m active and love being outside, so long walks and playtime are no problem. I’m reliable, attentive, and happy to care for dogs of all sizes and personalities. I work at a restaurant Sundays, Mondays, and Thursdays from 10am–10pm. On my days off I have plenty of time for walks, drop-ins, and pet care. I’m reliable and will make sure your pet gets lots of attention, exercise, and care while you’re away I have a fenced one-acre yard where dogs have plenty of space to run and play. I also have sand pits and dog toys for enrichment and exercise. If the owner is comfortable, I love taking dogs on hikes and walks on the rail trail in Londonderry. I used to have a Jack Russell, so I’m very familiar with energetic dogs and making sure they stay active, safe, and happy.

Sitter Profile Image: mackenzie k.
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mackenzie k.
from
$25
per visit
8 years of experience
Dracut, MA, 01826

About: I have been taking care of dogs since I was 11, I have had 6 dogs at a time before all different sizes and breeds. I love all types of dogs. I am currently a college student but I commute to school so I can take care of the dogs in the mornings and weekends. I can watch dogs over night as well. I have a fenced in yard for the dogs to run around in, multiple dog beds and bowls. I have a lot of dog toys and treats.

Sitter Profile Image: Alana R.
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Alana R.
from
$18
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
6 years of experience
Hudson, NH, 03051

“She was very good in fact fantastic. I would refer her and use her again and again. Very satisfied with the service sheet provided and how she responded to everything.”

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Wayne D.
Sitter Profile Image: Jillian J.
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Jillian J.
from
$20
per visit
6 years of experience
Derry, NH, 03038

About: Fun, loving, kind to dogs. Love to play with them, been dog walking when my family needs me to experience if dog pulls/starts to run Looking for part time, as long as I can bring my son on weekends it’ll be fine. Weekdays M-F 9am to 2pm availability. Thank you! Enter home through side door and make sure to greet pets before doing whatever is needed to be done. Make sure pets don’t escape. Thanks!

Sitter Profile Image: Dalyce M.
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Dalyce M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 82 reviews
10 repeat clients
15 years of experience
Manchester, NH, 03104

“Dalyce is professional and dependable and a very good communicator. Most importantly, she has a great disposition for both my anxious shephard and super mellow senior. Felt very comfortable knowing they were in her care.”

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Ami R.
Sitter Profile Image: Laura D.
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Laura D.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
8 years of experience
Methuen, MA, 01844

“Laura was so responsive and easy to communicate with. And Leo loved his time with her.”

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Shana A.
Sitter Profile Image: Mattison T.
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Mattison T.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
2 years of experience
Dracut, MA, 01826

About: Ive been a dog trainer for about 4 years. I specialize in reactive dog handling and went through intense training myself in Maine for 6 months to be able to do what I do & would love to work with your dog/dogs. I have training in working with all type of breeds & temperaments. I currently work part-time as a dog trainer, so pet care fits naturally into my daily routine. I’m available for walks, drop-ins, and training sessions throughout the week, with the most flexibility in the afternoons and evenings. Your dog’s safety and comfort are my top priorities. I create a structured, low-stress environment by sticking to your dog’s routine as closely as possible while also reinforcing calm behavior and good habits. I have experience handling dogs of all temperaments, including reactive and high-energy dogs, and I’m always mindful of body language and triggers to prevent issues before they start.

Sitter Profile Image: Wren A.
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Wren A.
from
$35
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Nashua, NH, 03064

“Maxine’s new friend Wren came and took Maxine for a walk and they played some frisbee..her favorite toy! Wren made a video of their adventures and it is adorable!”

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Jennifer B.
Sitter Profile Image: Chloe W.
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Chloe W.
from
$19
per visit
5.0 out of 5 stars
• 16 reviews
7 repeat clients
5 years of experience
Chelmsford, MA, 01824

“Chloe is an excellent dog sitter! She comes on time, makes sure my dog is taken out, and fed. She also walks and plays with her. She is very responsive and will ask if anything is needed. I also like her pricing as it is affordable. I definitely recommend her as a sitter!”

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Andrea G.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$15
per visit
5.0 out of 5 stars
• 36 reviews
9 repeat clients
28 years of experience
Manchester, NH, 03103

“Wow thank you so so much!!!!!”

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Ashley B.
Sitter Profile Image: Katherine C.
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Katherine C.
from
$20
per visit
5.0 out of 5 stars
• 18 reviews
5 repeat clients
5 years of experience
Lowell, MA, 01850

About: Hi! My name is Katherine, and I live in a cozy home in Lowell, in a neighborhood filled with parks and beautiful walking paths. I’m very excited to start caring for more dogs and giving them all the love and attention they deserve! I’ve cared for dogs belonging to friends and family, and I currently have a playful 1 year old dog. As a responsible and caring dog lover, I always follow any instructions you have for your pet. I love going on walks, giving lots of cuddles, and making sure your dog feels happy, safe, and at home. I’m a public school teacher, so I’m home by 2:30 PM on weekdays, and I’m fully available on weekends and many weeks throughout the summer. Looking forward to hearing from you! Hablo español 😁 I currently work from 7am to 2pm M-F I am available after 2:30pm every day I am available during the weekends and all holidays. And overnight as needed I have a fenced small backyard, we also have plenty of space at home, I currently have a 1 year old puppy and I don’t have kids on my own.

Sitter Profile Image: Annabella F.
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Annabella F.
from
$30
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
38 years of experience
Chelmsford, MA, 01824

About: Hi there! 🐾 I'm a lifelong animal lover with years of hands-on experience caring for dogs, cats, rabbits, guinea pigs, hamsters, reptiles, birds, and more! I also volunteer at a local animal shelter, where I work with animals of different personalities, temperaments, and care needs. My Rover journey began after losing one of my beloved cats, turning my love for animals into a meaningful way to help others. I understand that pets are family, and I'm committed to providing reliable, attentive, and personalized care while making every pet feel safe, comfortable, and loved like one of my own! ❤️ I work remotely with a flexible schedule, so pet care fits naturally into my everyday routine. I’m home throughout the day and have plenty of time for walks, potty breaks, playtime, feeding, cuddles, and lots of attention. I’m available throughout the week, including weekends and holidays, and love having furry company while I work! Whether I’m caring for your pet in my home or yours, I try to keep their routine as familiar and comfortable as possible. I follow all feeding, medication, walking, and care instructions while providing plenty of playtime, attention, cuddles, and outdoor time based on their individual needs. In my home, pets have plenty of space to relax and a large yard for supervised outdoor time. My goal is always to make your fur baby feel safe, happy, and loved while you’re away.

Sitter Profile Image: Julian "Junior" M.
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Julian "Junior" M.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
9 years of experience
Andover, MA, 01810

About: Having grown up in a multi-pet household myself, I know first-hand the level of care and dedication that owning pets entails. I began petsitting when I was 12 years old, and have greatly enjoyed doing such in the years since. Friends, family, and neighbors have entrusted me on many occasions to take care of their pets. Aside from petsitting, I worked at a doggy daycare for nearly two years, where I built genuine and deeply meaningful bonds with all of the dogs in my care. I’ve worked with dogs of all shapes and sizes, temperaments, personalities, and energy levels. I have experience with training young puppies, including my own. I am very knowledgeable in reading animal body language and understanding animal behavior. I understand that every dog or cat is unique in their own way and that building trusting and meaningful relationships with animals take time and patience. With this, I try to meet every cat or dog where they are at and adjust my approach where necessary. For example, with shy or timid pets, I like to give them the space they need and work slowly to build trust and confidence to where they are fully comfortable in my presence. I am committed to making every visit a positive and enjoyable experience for everyone involved. I’m currently working part-time at the moment, so I’ll have plenty of time to play and care with your pet(s). The routine for each visit will depend on your pets’ needs, personality, temperament, and energy level. I will send pictures and updates of how your pet is doing by text throughout the day. I’ll make sure your pets have an positive and enjoyable experience, get plenty of play time/exercise, enrichment, and attention. Your pets’ safety is of utmost importance, and I’ll do everything in my power to make sure the environment is safe at all times. This could include but not limited to making sure to close or lock doors behind me, gating off rooms that are off-limit, crating your pet at night or when I leave, keeping things your pet may get to out of reach or locked away, following medication or feeding schedules, taking dogs’ out more frequently or at given times throughout day, being respectful of any allergies you, your household, or pet(s) may have. This will depend on you and your pets’ needs. As always, I’ll send updates and pictures throughout the day.

Sitter Profile Image: Christopher L.
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Christopher L.
from
$20
per visit
1 year of experience
Hampstead, NH, 03841

About: I am a devoted animal lover that understands the importance of keeping your furry family members safe and happy. I take care of my neighbors pets often and actually have some vet tech experience in my coursework. I want to make you feel safe leaving your pet in good hands and will keep you updated so you have updates as much or as little as you like:) I work full time but with some flexibility to work remote and fairly open evenings and weekends. I prioritize my work above social time so if you need regular pet care I’m happy to provide. I unfortunately cannot host pets in my home as I have a family member who is allergic, but if you are able to accommodate in your home I do my best to leave a space better than I found it and follow all the rules and guidelines that make you’re pet feel as comfortable in their space as possible while you are away.

Sitter Profile Image: Xinlin H.
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Xinlin H.
from
$23
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
5 years of experience
Tewksbury, MA, 01876

“Xinlin did a wonderful job with my cat (and my aquarium). Her demeanor was friendly, her timing was prompt (even though I'm lenient with timing windows), and she exudes her affection for felines. She followed my instructions, got some playtime in, and messaged me about any questions she had rather than act on assumptions like I've had other sitters do. Surprisingly, she took some wonderful photos of my cat in action, something that is hard for even ME to do. I'll definitely using her services again. Thanks Xinlin!”

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Preston V.
Sitter Profile Image: Dariana T.
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Dariana T.
from
$35
per visit
5.0 out of 5 stars
• 36 reviews
13 repeat clients
16 years of experience
Methuen, MA, 01844

“Dariana is great. Very communicative and cares about my kitties.”

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Amy M.
Sitter Profile Image: Kayla & Michael F.
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Kayla & Michael F.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Manchester, NH, 03109

About: We've always had a strong love for dogs! Growing up in a household with dogs, sitting for friends/families dogs, and now having two dogs of our own, we feel confident that your pup will be well taken care of! Unfortunately, both of our dogs have a chronic medical condition requiring very strict food and medication administration. Therefore, we are extremely mindful of dogs who may have special needs, diet restrictions, allergies, medication administration, separation anxiety, etc. We utilize a positive reinforcement approach to training/caring for our dogs and other dogs! Working from home provides us the flexibility to give your pup the love and attention they need! They will never be left alone when boarding with us regardless if it is a weekday/weekend. We understand being away from home can be stressful and want to be there every step of the way! We can accommodate 1 dog per day/night and have a large fenced in backyard for plenty of space for your pups to run around! The fence is 6ft+ and very secure. We also have two very friendly dogs who love nothing more than to play and cuddle on the couch! We only allow dogs from the same home at one time so you can be rest assured your dog will get the attention, love, and safety they need. We will treat your pup like they are our own and understand the anxiety of being away from your furry friend!

Sitter Profile Image: Emily S.
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Emily S.
from
$25
per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
20 years of experience
North Chelmsford, MA, 01863

“Emily was so wonderful with taking care of our cat and dog! She provided great updates with lots of details and photos, and we could relax on our trip knowing our pets were getting lots of attention and love. 😊”

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Mary Lou K.
Sitter Profile Image: Grayce K.
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Grayce K.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 15 reviews
4 repeat clients
Pepperell, MA, 01463

“My regular pet sitter got injured and had to cancel at the last minute. I was fortunate to find her on such short notice, and she turned out to be very reliable and trustworthy. I will definitely ask her to take care of our cats again!”

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Yukiko I.
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The median cost per visit for dog sitting in Windham is $25

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  • 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.

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    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.

How to book dog sitting

  1. 1. Search

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Popular requests for dog sitting - Windham

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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 is $28 per visit as of October 2026. Most bookings cost between $18 and $39 per visit. On Rover, 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 6,665 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 .

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 , 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 .

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:

  • 85% of sitters can help with special care needs
  • 90% 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 , 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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