Dog Sitting Windham

Book a Windham dog sitter to watch your dog in your sitter’s home or yours.

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Over 39
pet parents in Windham have booked dog sitting

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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: Jeanne W.
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Jeanne W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Haverhill, MA, 01835

Communication was great with Jeanne! She came for two visits and Lola warmed up to her, easy and happy to recommend her and have her come back again.

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Taylor G.
Sitter Profile Image: Alanna F.
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Alanna F.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Nashua, NH, 03063

About: Hi! I’m Alanna, a lifelong dog lover with both personal and professional experience caring for pets. I’ve been taking care of dogs since I was a kid and I’ve worked as a shift lead at a pet store for over 2 years, where I also handle dogs in the grooming department. This means I’m very comfortable working with different breeds, sizes, and temperaments including anxious or high-energy dogs. I have experience with handling, basic grooming support, and reading dog behavior, so your pet’s safety and comfort are always my top priorities. Whether it’s walks, playtime, or just keeping them company, I’ll make sure your pet feels happy, safe, and loved while you’re away! Pet care is a natural part of my daily routine. I work part-time and take most of my college classes online, which allows me to have a very flexible schedule. I’m able to be available throughout the day for walks, feeding, playtime, and making sure pets get plenty of attention and care. I always adjust my care based on each pet’s individual needs and routine. In a client’s home, I stick closely to their normal schedule to minimize stress, including feeding, walks, playtime, and any medications or special instructions. I make sure pets feel comfortable in their familiar environment and provide regular updates. If caring for pets in my home, I provide a safe, clean, and structured environment with constant supervision, regular potty breaks, exercise, and plenty of attention. My experience working in a pet store and handling dogs in grooming has made me confident with a wide range of temperaments, so safety and comfort are always my top priorities.

Sitter Profile Image: Annie L.
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Annie L.
from
$17
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
11 years of experience
Londonderry, NH, 03053

About: Dogs have always been a part of my life. From growing up with dogs, to working with them, they've always been there. I'm a formally trained groomer who has worked in various places around New England. My specially was working with puppies and dogs with anxiety. Both of those need extra patience and time to keep them safe, comfortable, and to make it the best experience possible. I've also worked for a doggy daycare, have done at home walks, and have a number of years experience with housesitting dogs of all ages. I'm a stay at home mom with two young kids, one in school, one will be going in the fall. We spend plenty of time in our yard, getting fresh air and sun. I have a large yard, unfenced, and a good sized home with plenty of space. There are stairs in the front to get upstairs, but no stairs by the backdoor, making it easy for dogs with mobility issues to come inside.

Sitter Profile Image: Ardin C.
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Ardin C.
from
$25
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
2 years of experience
Hollis, NH, 03049

Ardin did a great job with our big 100 lb. boy, Charlie, for 11 days, 3x a day drop in visits. The photos she included, with the activities they did (walks and soccer) showed a happy dog. Her texts really reassured us about how well it was going and we plan on rebooking with Ardin for a long family wedding this fall!

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Judy T.
Sitter Profile Image: Philip F.
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Philip F.
Star Sitter
from
$36
per visit
4.9 out of 5 stars
50 reviews
13 repeat clients
20 years of experience
Lowell, MA, 01854

Phillip is always super responsive, communicative and usually available last minute. He has done a few drop ins with our anxious rescue and we are never dissatisfied.

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Hannah R.
Sitter Profile Image: Michaela L.
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Michaela L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
122 reviews
40 repeat clients
28 years of experience
Haverhill, MA, 01832

This is the second time Michaela has helped us with our cat. Excellent communication. My cat hides so grabbing a pic of her is no easy task. Really appreciate the great level of service and would highly recommend Micheal’s.

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Mary Ellen O.
Sitter Profile Image: Xinlin H.
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Xinlin H.
from
$20
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: Anthony D.
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Anthony D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
25 years of experience
Manchester, NH, 03101

Anthony has been absolutely wonderful with our young puppy (from 10 to 14 weeks)! He has taught him to walk with manners and helped us with tricks! Our puppy absolutely adores him — we will continue to rebook! Thank you so much, Anthony!

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Elizabeth T.
Sitter Profile Image: Kathryn P.
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Kathryn P.
from
$17
per visit
5.0 out of 5 stars
1 review
1 repeat client
5 years of experience
Derry, NH, 03038

About: My name is Kathryn and I go by Katie, I’m 20 years old I’ll be 21 in July. I live in Derry NH and I can’t wait to help out families who need it! Leaving your fur baby at home can be stressful. Trust me, I love mine so much. But I’m here to make sure there is nothing to stress over and that they are well taken care of. Over the years I’ve cared for many dogs and cats of all sizes, ages, and personalities and truly enjoy making pets feel safe, happy, and loved while their owners are away. I used to groom dogs, clip nails, walk dogs for as long as needed, and feed them daily or multiple times a day whatever is needed. Along with any medications they need as well. Friends, family, and neighbors have trusted me to walk, feed, play with, and care for their pets. I can also send update pictures or videos to my clients and make sure they know I’m doing exactly what they asked for! Im a very active person who loves working out so when im not at Pilates or doing school work im free, but im very able to manage my time. Im free all the time this summer may-august mornings and evenings. So just give me a heads up! And I’ll be free on weekends during the months after this summer. My top priority is making sure every pet feels safe, comfortable, and cared for. I live in a home away from busy roads, and pets will always be supervised in a safe environment. During walks, I always keep dogs on a leash, clean up after them, and make sure they get plenty of exercise, attention, and care. I’ll also follow any specific routines or instructions to make sure your pet feels right at home.

Sitter Profile Image: Robert V.
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Robert V.
from
$15
per visit
5.0 out of 5 stars
151 reviews
38 repeat clients
3 years of experience
Merrimack, NH, 03054

Robert did a splendid job with our dog Rebel. We left him with instructions for food and medicine, and he carried them out faithfully. Robert was respectful, on-time, and thorough. We have already booked him again later this month!

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Danny D.
Sitter Profile Image: Liz Maitte A.
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Liz Maitte A.
from
$22
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Lawrence, MA, 01843

Liz is great, she sends great pictures and videos and is very informative with the updates. She gives the cats attention and lots of pets. I would definitely hire her again. Thank you so much Liz ❤️

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Aline G.
Sitter Profile Image: Ayslinn K.
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Ayslinn K.
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Hudson, NH, 03051

About: Hi there! My name is Ayslinn, pronounced “eyes-linn”, but you can also call me River. Growing up in a home where my mom was a dog groomer, I was always surrounded by dogs and learned from a young age how to care for them with love and patience. Over the years, I’ve helped friends train their dogs, including a lively husky, and I’ve worked with many different breeds, from tiny lap dogs to big, high-energy pups. I also have experience caring for puppies and nervous dogs, providing gentle patience to help them feel safe and comfortable. My focus is always on making sure every pet gets the exercise, attention, and affection they deserve. Whether it’s a playful puppy, a shy companion, or an energetic dog who loves long walks, I treat every pet like family. I work full-time Monday through Thursday from 5:30am to 3:30pm, so my primary availability is on weekends. Throughout October I won’t be available after 5:00pm as I’ll be working weekend nights. I’m open for walks, and pet sitting throughout the weekend during the day and can occasionally do evenings after 4:30pm on weekdays if needed. Just let me know what you need, and I’ll do my best to accommodate. I can’t host dogs in my apartment, but I provide safe, reliable care in your home so your pup feels comfortable in their own space. I follow your routines closely, whether that’s feeding, walking, or crate training, and I’m experienced with many breeds, puppies, and nervous dogs. I’m also comfortable with special instructions like giving medications or sticking to unique schedules, and I’ll keep you updated with plenty of photos and messages so you know your pet is happy and well cared for.

Sitter Profile Image: Rachael L.
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Rachael L.
from
$30
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Lowell, MA, 01850

As always, *excellent * care for my kitty. He got his shot without noticing and Rachael cleaned his ears too! I thought he was going to just nod off in her arms. Such good care! A+ :)

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Angelique B.
Sitter Profile Image: Indigo T.
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Indigo T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Nashua, NH, 03060

Indigo was great with the cats! They warmed up to Indigo quickly and seemed comfortable. Indigo was communicated well, asked great questions, and took excellent care of our pets.

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Jay G.
Sitter Profile Image: Amaiya L.
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Amaiya L.
from
$20
per visit
5.0 out of 5 stars
18 reviews
7 repeat clients
3 years of experience
Manchester, NH, 03102

She was awesome being able to help me out with a couple days notice. She was able to follow my instructions of feeding my cats loving on them and ironically, most importantly, keeping my plant/flowers alive while I was on vacation by watering them. Thank you so much!

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Krista W.
Sitter Profile Image: Arianna H.
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Arianna H.
from
$20
per visit
5.0 out of 5 stars
172 reviews
70 repeat clients
19 years of experience
Andover, MA, 01810

Arianna was very reliable and consistent - which was important to give our boy his daily medications. The cats warmed up to her and would take treats right from her hand. We felt good having her watch our babies.

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Stephanie L.
Sitter Profile Image: Brittany Q.
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Brittany Q.
from
$25
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Salem, NH, 03079

Brittany is stellar. Listened to all requests and follows through! Thank you for your help while away on vacation!

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Mike V.
Sitter Profile Image: Krystyna & Sara G.
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Krystyna & Sara G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
15 years of experience
Plaistow, NH, 03865

Tucker absolutely loved all the attention he received! Thank you so much for taking such good care of him while we were away!

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Katie F.
Sitter Profile Image: Amy F.
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Amy F.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
45 reviews
8 repeat clients
8 years of experience
Lawrence, MA, 01841

Amy was very thorough with her details about the visit. Followed my directions on what I am working on with the puppy. And she was very professional when I met her during our meet and greet.

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Jessica B.
Sitter Profile Image: Theo & Julian S.
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Theo & Julian S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
226 reviews
63 repeat clients
10 years of experience
Hudson, NH, 03051

Julian took fantastic care of our cat, Clementine, while we were away. We were a little anxious about leaving our cat overnight for the first time, but Julian met up with me ahead of time to meet Clementine, go over care instructions, and address any concerns I had. The daily updates and photos were detailed and thoughtful and truly put my mind at ease. Julian even did an extra drop-in on very short notice due to our flight back being delayed - truly above and beyond service! I would highly recommend Julian and would absolutely book again in the future.

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Caleigh M.
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The median cost per visit for dog sitting in Windham is $25

Dog parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

Sarah was wonderful with our pets! She cleaned up an unexpected accident in the house and communicated frequently and clearly!

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Rachel B.
Drop-In Visits
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  • 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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  • 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. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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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 Drop-In Visits - Windham

Frequently asked questions about Rover

The average cost for Dog Sitting in Windham on Rover is $27.75 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 6,783 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:

  • 91% 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 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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