Dog Sitting in Windham

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

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Top rated Windham dog sitters

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: Kelsey W.
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Kelsey W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
25 years of experience
Coventry, CT, 06238

Kelsey is a wonderful cat sitter! Took extra time to get the shy one to warm up to her, and gave them lots of love and attention. 100% recommend.

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Elaine H.
Sitter Profile Image: kathryn s.
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kathryn s.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
norwich, CT, 06360

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!

Sitter Profile Image: Denise L.
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Denise L.
from
$17
per visit
25 years of experience
Windham, CT, 06226

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!

Sitter Profile Image: Marissa C.
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Marissa C.
from
$10
per visit
10 years of experience
Norwich, CT, 06360

About: Hi! I’m a full-time therapist and lifelong animal lover. I have two dogs of my own who are currently training to become therapy dogs, so I understand the importance of patience, consistency, and positive interactions. I love spending time with animals and have cared for and pet sat for friends’ pets many times over the years. I’d love to help keep your pet (dog or cat) happy, safe, and well cared for! My full-time work schedule varies from week to week, which allows me flexibility in my availability. Depending on the day, I can often accommodate walks and visits in the early morning, mid-afternoon, or late evening. I’m happy to work with pet owners to find times that fit their needs and will communicate clearly about my availability to ensure reliable care for your pet. I care for pets in their own environment where they feel most comfortable. I follow all care instructions closely, maintain their routine, provide plenty of affection and exercise, and keep owners updated with photos and messages. My goal is to make your time away as stress-free as possible for both you and your pet.

Sitter Profile Image: Susan B.
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Susan B.
from
$30
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
40 years of experience
Lebanon, CT, 06249

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.

Sitter Profile Image: Shannon P.
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Shannon P.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Colchester, CT, 06415

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!

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Gabriella S.
Sitter Profile Image: Heaven F.
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Heaven F.
from
$20
per visit
10 years of experience
Willimantic, CT, 06226

About: I’ve been a mom to and have taken care of pets from reptiles, birds and dogs for nearly 10 years! I love all types of animals Early morning, Afternoons and weekends work best! I am caring for my own pets at home so I need time for them as well ! My animals are house trained. They spend time out and about the house. When i am not home my Doberman relaxes in his own room!

Sitter Profile Image: Grace P.
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Grace P.
from
$15
per visit
10 years of experience
Mansfield, CT, 06268

About: What sets me apart as a sitter is my calm, reliable, and attentive approach to care. I take the time to understand each pet’s unique routine, personality, and needs so they feel safe and comfortable while you’re away. I’m highly detail-oriented, follow all care instructions closely, and prioritize safety at all times. I provide consistent communication with updates and photos, respect clients’ homes, and adapt easily to pets of all ages and temperaments. Above all, I genuinely love animals and treat every pet as if they were my own. I will be attending college until May, I am free most weekends or after classes. I make sure walks, feedings, playtime, and check-ins are never rushed, and I only take on bookings I can fully commit to. This allows me to provide consistent, reliable care while maintaining a balanced routine, so every pet receives my full attention and dependable care. I care for pets in their home by maintaining their normal routine and creating a calm, comfortable environment. I follow all feeding, walking, litter, and medication instructions carefully while prioritizing safety and cleanliness. I give each pet attentive companionship through play, enrichment, or quiet time based on their personality, and I respect their space when needed. I also keep the home tidy, secure, and treated with care, and provide regular updates and photos so owners feel confident their pet is happy and well cared for.

Sitter Profile Image: Cierra C.
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Cierra C.
from
$17
per visit
4.9 out of 5 stars
19 reviews
10 repeat clients
5 years of experience
andover, CT, 06232

She is prompt dependable and relaxed with the dogs.

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Lisa G.
Sitter Profile Image: Shannon E V.
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Shannon E V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 reviews
10 repeat clients
6 years of experience
Marlborough, CT, 06447

Shannon took great care of our fur babies while we were away. Litter box was cleared and furballs picked up! Kitties were very happy to have her visits and give pets! Would absolutely use her service again! Great communication 👍🏽

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Bobella T.
Sitter Profile Image: Lilliana S.
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Lilliana S.
from
$25
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Mansfield, CT, 06269

About: I’ve spent years caring for pets of all kinds, from energetic puppies to shy cats and everything in between. I’m comfortable with any schedule your pet needs and I always treat every pet like they’re my own. I am currently a student so all of my days are flexible. The semester is almost over but next semester I only have class on Tuesdays and Thursdays. I’m available for boarding during the week and weekends and everything else is flexible and able to fit into my schedule. There’s plenty of places for them to walk and play. They can easily be crated as well. Anything can be accommodated and done as needed.

Sitter Profile Image: Evelyn P.
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Evelyn P.
from
$15
per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Taftville, CT, 06380

Evelyn took great care of our two fur babies! She is very communicative and takes lots of cute pics of your babies while you’re away! I definitely recommend her services!!! Thank you so much!

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Julia W.
Sitter Profile Image: Doreen H.
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Doreen H.
from
$28
per visit
5.0 out of 5 stars
5 reviews
6 years of experience
Columbia, CT, 06237

Doreen did an excellent job watching our two cats. Her visits were on schedule every day. She made sure the cats were feed both wet and dry foods. Litter boxes were cleaned. Water changed every day. The place was clean around both food and litter boxes. I would definitely recommend her and I will use her in the future.

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Martin H.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$25
per visit
5.0 out of 5 stars
9 reviews
25 years of experience
Lebanon, CT, 06249

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!

Sitter Profile Image: Meg S.
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Meg S.
from
$40
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
NORTH FRANKLIN, CT, 06254

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.

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Joshua B.
Sitter Profile Image: Emily M.
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Emily M.
from
$50
per visit
5.0 out of 5 stars
20 reviews
11 repeat clients
5 years of experience
Norwich, CT, 06360

She always sent pictures of the cats and communicated really well about any changes that needed to be made. We came back to happy cats and never had to worry while we were away.

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Erin H.
Sitter Profile Image: Emily P.
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Emily P.
from
$35
per visit
5.0 out of 5 stars
32 reviews
11 repeat clients
6 years of experience
Norwich, CT, 06360

Excellent caretaker for my cats! They were very happy with the attention and play time Emily gave them as well as the feeding and litter box cleaning that goes along with having cats. Would definitely use her again!

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T. Catherine M.
Sitter Profile Image: Savannah S.
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Savannah S.
from
$30
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
12 years of experience
Lebanon, CT, 06249

Super reliable and took great care of our kitty in a trying time amid Covid 19. Kept in great contact with genuine concern for the animal. Very good highly recommend.

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Laura A.
Sitter Profile Image: Cara B.
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Cara B.
from
$30
per visit
5 years of experience
Mansfield, CT, 06268

About: I have had dogs in my house since I was little and have been around animals my whole life. I currently have a 4 year old labradoodle. I have looked after and taken care of dogs of varying ages for friends for a long time. Currently, I'm a college student (animal science major) studying to be a veterinarian. I am very thorough and attentive to pet behavior and always aim to create a safe and fun environment! I am at home the majority of evenings/nights and I am in the area during the day. I work hybrid but my hours and days are extremely flexible. Understanding the clients house rules for their pets are important to me. I communicate promptly with reliability and respect so both pets and owners are comfortable. I can accommodate any needs necessary for your pet. My goal is a happy, safe, loved pet and making owners feel at ease being away from their pets.

Sitter Profile Image: Denise C.
Verified Enhanced Background Check
Denise C.
from
$20
per visit
32 years of experience
Marlborough, CT, 06447

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.

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Windham dog parents share their Rover experiences

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5.0 out of 5 stars

Bekka was fabulous with our dog, Gibson and cats Kinsale and Zetian, just like last time! She reported to us about each visit and included photos. We trust her completely and hope to use her services again soon. Our pets were all great and well taken care of! Thank you, Bekka! Donna and Mark

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Donna P.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog sitting in Windham is $22

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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Windham average 5
repeat dog sitting clients

Dog Sitting FAQs

Frequently asked questions about Rover

Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Windham on Rover as of Jun 2026 was about $22 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Windham dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 2,016 dog sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Windham dog sitters respond in under an hour.

Dog sitters in Windham have an average of 16 years of experience. Dog sitters with repeat customers have an average of 5 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Windham.

Rover makes it easy to find Windham dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

There are 2,016 dog sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 98% of dog sitters offer daily exercise, 97% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.