Pet Sitting in North Windham

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Top rated North Windham pet sitters

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Sitter Profile Image: Brittany M.
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Brittany M.
from
$16
per visit
5 out of 5.0 stars
1 review
1 repeat client
16 years of experience
Willimantic, CT, 06226

Brittany was great. My cat is extremely old and somewhat difficult to care for. She did a great job!

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Regina S.
Sitter Profile Image: Orion & Alex M.
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Orion & Alex M.
Star Sitter
from
$32
per visit
5 out of 5.0 stars
19 reviews
10 repeat clients
10 years of experience
Willimantic, CT, 06226

Orion and Alex were very kind and professional when I reached out about drop-in visits with Collins. I had never worked with a pet sitter before, and they were very gracious about all of my questions and the detailed instructions I left. Orion provided updates and pictures for me each time he and Alex visited my apartment, and they took the time to try and socialize with my sweet, yet somewhat, standoffish cat. I definitely plan to book time with Orion and Alex again!

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Emily D.
Sitter Profile Image: Kristen V.
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Kristen V.
from
$15
per visit
5 out of 5.0 stars
3 reviews
2 repeat clients
20 years of experience
Tolland, CT, 06084

Kristen is amazing with my pup and has been wonderful to work with. She is on time and ensures that any anxieties I have are lessened and has been flexible and accommodating to my schedule!

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Mackenzie S.
Sitter Profile Image: Kathleen L.
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Kathleen L.
from
$25
per visit
5 out of 5.0 stars
3 reviews
1 repeat client
30 years of experience
Windham, CT, 06226

About: I've had dogs throughout my adult life and regularly care for a friend's three cats, so I'm no stranger to a variety of pet personalities! While I’m currently pet-free, I’d love the opportunity to care for yours. I’m reliable, detail-oriented, and always follow your instructions closely to make sure your pets feel safe, happy, and loved while you're away. I exclusively house sit in your home so your pets can stay comfortable in their familiar surroundings. Whether your pet enjoys long walks or prefers lounging on the couch all day, I’m happy to match their energy. I have a special place in my heart for senior pets and bring a calm, patient presence to ensure they get the gentle care they need. I’m likely the best fit for your weekend getaways, as I work a 9–5 job outside the home on weekdays. That said, if your pet is comfortable being alone during the day — or if you're located near my workplace in Willimantic — I would be able to swing by for lunch-time drop-ins. Outside of work hours, you can count on me to spend plenty of quality time at home with your pet. I understand how important it is for your pet to receive the same level of care they get from you. I take note of all the details you share — from feeding routines and approved treats to medication schedules and special instructions. I believe this: your pets, your home, your rules. During our initial meet-and-greet, I’ll likely ask plenty of questions to make sure I have everything I need to provide the best care possible.

Sitter Profile Image: AUTUMN H.
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AUTUMN H.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
6 reviews
3 repeat clients
20 years of experience
Willimantic, CT, 06226

autumn was a lifesaver! my kitty is a bit high maintenance, but she was a natural at following his routines. while i was away, i got to Fully relax knowing everything at home was taken care of. :) thank you autumn!!!

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charlie k.
Sitter Profile Image: Brittany N.
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Brittany N.
from
$15
per visit
5 out of 4.9 stars
26 reviews
16 repeat clients
4 years of experience
Windham, CT, 06280

My cat Watson is a shy kitty and her first instinct to strangers is always hiding. Brittany was very patient with her and got Watson to warm up to her : ) Brittany is awesome and I very much appreciated her! Will definitely book her again next time when I'm out of town.

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Yushuang L.
Sitter Profile Image: Bekka A.
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Bekka A.
from
$25
per visit
5 out of 4.9 stars
35 reviews
12 repeat clients
25 years of experience
Windham, CT, 06280

Bekka was amazing! She's very detail-oriented and adapted to the quirks of my two cats' quickly. She was a lifesaver over a pretty long stretch over the holidays and took fantastic care of them. I came home to two happy cats. (She's also awesome at taking cat pictures and the updates were perfect.) Thank you so much Bekka! :)

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Corrie I.
Sitter Profile Image: Kelsey W.
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Kelsey W.
from
$15
per visit
5 out of 5.0 stars
2 reviews
25 years of experience
Coventry, CT, 06238

About: I’ve grown up with cats and dogs my entire life. Even through college and grad school, I had roommates with pets. Now I’m living in a rental that doesn’t allow animals, so I’m hoping to find some local pets to care for and spend time with! I’ve cared for cats and dogs of all ages and activity levels since I was young, and I enjoy taking dogs for walks any time of year! I’m a middle school teacher, so I have a pretty consistent schedule from August-June. Most days I’m able to leave work by 3, so I have all afternoon and evening to care for pets. In the summer and on breaks, I have a lot more flexibility with my schedule. I do have a small fenced in yard in case I had a client’s pet in my home, though I’d more than likely care for the pets in the client’s home. I have experience feeding, bathing, crating, giving meds, walking, and snuggling dogs of all ages and activity levels, as well as feeding and giving meds to cats.

Sitter Profile Image: Julia K.
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Julia K.
from
$14
per visit
12 years of experience
Windham, CT, 06226

About: I’ve always had dogs of my own since I was little, so caring for them comes naturally to me. I’ve looked after dogs of all ages—from playful puppies to slower-moving seniors—and I’m comfortable with things like crate training, giving medications, and sticking to your pet’s routine. I truly love being around animals. I treat every dog like family, making sure they feel safe, happy, and cared for while you’re away. Whether they need lots of playtime or just a calm, cozy space, I adapt to meet their needs. Even with a busy schedule as a student-athlete, I always make time for pet care. I’m available mornings, during the day, evenings, and weekends, and I’m willing to adjust things to make it work for you and your pup! When caring for pets in your home, I follow your pet’s routine closely to keep them comfortable and stress-free. I make sure they get their walks, meals, playtime, and any special care they need... all while respecting your space and keeping everything tidy. They’ll have a safe space, plenty of attention, and lots of love!

Sitter Profile Image: Holly S.
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Holly S.
from
$25
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
14 years of experience
Pomfret Center, CT, 06259

Our dogs love Holly, and we do too! She’s a great communicator, and super reliable. We have two high energy herding dogs, and she keeps up with them just fine! So glad we found her 😊

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Alyssa N.
Sitter Profile Image: Karina H.
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Karina H.
from
$17
per visit
1 repeat client
3 years of experience
Willimantic, CT, 06226

About: I’m passionate about helping dogs and their owners. I’ve worked with several rescue dogs and understand the special care and attention they need. I recently had my own personal foster pup find her forever home!! Now, I have the time to assist other dog owners with walks and daily routines. Whether you have a busy schedule or just need an extra hand, I’d love to help keep your dog happy and active. Let’s connect to discuss how I can support your pup’s needs! I have a masters degree in social work and work in an elementary school! I love working with kids and giving back to communities. Although, that does make me unavailable for the furry friends until 4/5 pm M-F (depending on your location). I have full availability on the weekends. I can do mornings M-F depending on your location and time. Please message me with any questions or concerns. I am flexible and happy to work collaboratively to figure something out! I always keep the safety of your pet as my top priority, making sure they’re secure and comfortable at all times. 🐾 I also believe in giving each animal an active and fun experience, whether it’s through exciting walks, playtime, or adventures that keep them engaged and happy! 🐕💨 Whatever you might or might not be comfortable with, please communicate that with me! . I am flexible and happy to work collaboratively to figure something out!

Sitter Profile Image: Cydni M.
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Cydni M.
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
13 years of experience
Willimantic, CT, 06226

My 2 cats really like Cydni. They talked to her every visit. She sent photos of them every day.

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Kenneth J.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$14
per visit
19 years of experience
Willimantic, CT, 06340

About: Animals have always been a huge part of my life—I’ve grown up around dogs and have personally raised both a German Shepherd and a Yorkie Terrier, giving me experience with dogs of all sizes and energy levels. I’ve also cared for cats, horses, and farm animals for years, so I’m comfortable with pets of all kinds and ages. From feeding and walking to bathing and playtime, I’ve done it all. I’m great at reading animal behavior and helping them feel safe, happy, and well-cared for. I’ll treat your pets like they’re my own and make sure they get all the love and attention they deserve while you’re away. Pet care fits perfectly into my weekly routine! I work part-time with a flexible schedule, so I’m available on my days off as well as before or after my shifts. I love spending time with animals, so I’m excited to fill my free time caring for pets and helping out fellow pet parents whenever I can! When caring for pets in a client’s home, I make it a priority to follow your routine as closely as possible so your pet feels safe, relaxed, and cared for while you’re away. I stick to feeding and walk schedules, give them lots of love and attention, and always keep an eye on their behavior to make sure they’re happy and healthy. I also treat your home with respect—keeping things clean, secure, and just the way you left them. My goal is to make sure both you and your pet feel totally comfortable and at ease during the time I’m there.

Sitter Profile Image: Thomas P.
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Thomas P.
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
20 years of experience
Windham, CT, 06280

Thomas did a great job with my 2 cats. They are very shy creatures, and don’t come out of hiding for most of the sitters that I have tried, but they were very friendly for him and got lots of snuggles. It is good to know that I have a reliable cat sitting option who my cats really like.

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Michael A.
Sitter Profile Image: Tiffany R.
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Tiffany R.
Star Sitter
from
$37
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
29 years of experience
Willimantic, CT, 06226

Thank you for everything, I know we probably put you in a difficult situation but you did a great job under the circumstances. I would definitely highly recommend you to all that needs a dedicated pet caretaker for your caring and professionalism. Thanks again!

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Shelvie J.
Sitter Profile Image: Olivia R.
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Olivia R.
from
$17
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
19 years of experience
Coventry, CT, 06238

Olivia is awesome! She did a 30 min check in for our pup, and it went super smoothly. She sent some awesome pics and had good communication. I would choose her again!

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kailee p.
Sitter Profile Image: Maddie A.
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Maddie A.
from
$25
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
5 years of experience
Chaplin, CT, 06235

About: Hi, I’m Maddie! I’m a lifelong dog lover and dedicated dog trainer with years of hands-on experience working with dogs of all breeds, sizes, and personalities. From cuddly couch potatoes to high-energy working breeds, I’ve built a strong understanding of canine behavior—and I absolutely love what I do. I offer dog boarding, doggy daycare, drop-in visits, and dog walks, with flexible availability to fit your schedule. Whether your pup needs a fun-filled day of play or a cozy place to stay while you’re away, I’ve got you covered. My walks may be priced a bit higher, but they come with added value: if you’d like, I’ll incorporate leash manners and basic obedience training into the walk at no extra cost. It’s a great way to keep your dog mentally and physically engaged while reinforcing positive behavior. My doggy daycare service is perfect for busy pet parents who want their dogs to enjoy a full day of enrichment and social time in a safe environment. I offer transportation for daycare (and overnight boarding) within a reasonable distance in my dedicated van, which is equipped with secure crates for safe and comfortable travel. Your dog will have access to a full acre of securely fenced yard to run, play, and explore—plus a dog-friendly pool to cool off in during hot days! To ensure a safe and structured environment, all dogs will be crate rotated throughout the day. Crate rotation provides dogs with the rest and structure they need while preventing overstimulation and helping maintain a peaceful group dynamic. Safety is always my number one priority! I’ve previously worked in an animal hospital, so I’m also experienced in administering medications and providing attentive care for dogs with special health needs. Whether it’s pills, or a customized care routine, I make sure your dog is comfortable and well cared for. Right now, I’m in the exciting process of growing my dog boarding and training business full-time. I’ve completely finished and transformed my basement into a dedicated board-and-train facility to provide a safe, clean, and enriching environment for every dog that stays with me. I’m currently working on obtaining all the proper licensing to operate at the highest professional standard. For now we’re going through Rover! For everyone’s safety, all dogs staying overnight will be crated during sleeping hours and when unsupervised. This helps ensure the well-being of your pup as well as the safety of other dogs in my care. Each crate setup is comfortable and designed to help your dog feel secure and relaxed. I bring energy and enthusiasm to every interaction—whether I’m caring for a laid-back senior dog or working with a high-drive sport dog. I also compete in dog sports with my own dogs, so I’m extremely comfortable handling all energy levels. While I’m not yet a certified dog trainer, I’m actively working toward professional dog training credentials to continue growing my knowledge and giving each dog the best care possible. I use only positive, reward-based training methods that help dogs feel safe, confident, and loved. If you’re looking for someone who brings both experience and heart to every visit, walk, or overnight stay, I’d love to meet you and your pup. I truly can’t wait to meet my new clients—both human and canine—and welcome every dog into my care as if they were my own. Your pup will be treated like family every step of the way!! Positive Puppy Training Sessions 🐾 I offer private, positive-based puppy training sessions designed to help your pup build confidence, learn good manners, and strengthen their bond with you. • Single Session: $90 • Training Bundle: $80/session (4 sessions total – 1 session a week for a month) The bundle covers all the puppy basics: ✅ Recall (coming when called) ✅ Sit, Stay, and Down ✅ Leash Manners ✅ Handling Puppy Biting Every session is fun, personalized, and focused on setting you and your puppy up for long-term success. ✨ Free consultations available! I’m happy to chat with you beforehand to see how I can best support you and your pup. Taking care of pets is what I do every day—it’s the heart of my business. I offer full-time boarding, daycare, and training from my home, which is set up just for dogs. Every day is planned around keeping dogs safe, happy, and engaged, making sure each one gets the attention and care they deserve. At my home, dogs enjoy a safe, structured environment with crate rotation, a fenced acre to run, and a pool to cool off. I treat every dog like my own, keeping things fun but safe. For drop-ins and walks, I follow any care instructions closely and can include basic training or medication if needed. Your dog’s safety and happiness always come first!

Sitter Profile Image: Anastasia N.
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Anastasia N.
from
$30
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
15 years of experience
Willimantic, CT, 06226

Ana is professional and attentive. and comes across as an incredibly bright woman who absolutely loves animals. This was our first time using a pet sitter and we were So pleased. 10/10 would recommend Ana for check ins or house sitting!!

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Evan H.
Sitter Profile Image: Carla A.
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Carla A.
from
$20
per visit
5 out of 5.0 stars
27 reviews
7 repeat clients
11 years of experience
Mansfield center, CT, 06250

Carla is always great with my Milo and follows all directions given. Thanks again!

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Jasmine T.
Sitter Profile Image: Naisha C.
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Naisha C.
from
$15
per visit
5 years of experience
Willimantic, CT, 06226

About: I was previous owner of a pit and a chihuahua, I have a love for dogs. I can truly relate to anyone when it comes to someone truly caring about your dog, you want them to be treated like children, cared for like children. It’s something I will provide every time that I am with them, I can truly say dogs know who does it from the heart and who doesn’t. I currently work during the for Autistic support and have been working with children of all age groups for more than 10 years, like I stated before I am previous owner of a pit and chihuahua , they are currently is with my mom due to the move she made and me getting married she wanted to take them with her. The pit is 12 years old and the chihuahua is 7 years old and I still consider them my babies when I go to visit. I was caring for them for 6 years.

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Sitter Profile Image: Brittany M.
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Sitter Profile Image: Brittany M.
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Brittany M.

Animal lover in Eastern CT
Willimantic, CT, 06226
3.3 mi. away
Drop-In Visits, Dog Walking
from
$16
per visit
5 out of 5.0 stars
1 review
1 repeat client
Profile image

Brittany was great. My cat is extremely old and somewhat difficult to care for. She did a great job!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Orion & Alex M.
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Sitter Profile Image: Orion & Alex M.
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Orion & Alex M.
Star Sitter

Pet-loving pair with stellar care
Willimantic, CT, 06226
3.8 mi. away
House Sitting, Drop-In Visits
from
$32
per visit
5 out of 5.0 stars
19 reviews
10 repeat clients
Profile image

Orion and Alex were very kind and professional when I reached out about drop-in visits with Collins. I had never worked with a pet sitter before, and they were very gracious about all of my questions and the detailed instructions I left. Orion provided updates and pictures for me each time he and Alex visited my apartment, and they took the time to try and socialize with my sweet, yet somewhat, standoffish cat. I definitely plan to book time with Orion and Alex again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kristen V.
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Sitter Profile Image: Kristen V.
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Kristen V.

More pets, more love!💕
Tolland, CT, 06084
12.2 mi. away
House Sitting, Drop-In Visits
from
$15
per visit
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

Kristen is amazing with my pup and has been wonderful to work with. She is on time and ensures that any anxieties I have are lessened and has been flexible and accommodating to my schedule!

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kathleen L.
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Sitter Profile Image: Kathleen L.
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Kathleen L.

Gentle, Reliable Pet Sitting
Windham, CT, 06226
3.8 mi. away
House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
3 reviews
1 repeat client

Kathy takes amazing care of my cats when I’m away. After all the feeding and clean up duties, she makes sure to play with them and send me videos and updates. She is organized, clean, responsible and fun. She also takes fantastic care of my mother’s two very needy dogs when she travels. I can’t recommend her enough. She is professional, kindhearted, down to earth and is really the only person I feel safe leaving my pets with.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: AUTUMN H.
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Sitter Profile Image: AUTUMN H.
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AUTUMN H.
Star Sitter

Mini Homestead & Urban Oasis
Willimantic, CT, 06226
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$20
per visit
5 out of 5.0 stars
6 reviews
3 repeat clients
Profile image

autumn was a lifesaver! my kitty is a bit high maintenance, but she was a natural at following his routines. while i was away, i got to Fully relax knowing everything at home was taken care of. :) thank you autumn!!!

Availability updated 24 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Brittany N.
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Sitter Profile Image: Brittany N.
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Brittany N.

PAWfect Pet Sitter
Windham, CT, 06280
5.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 4.9 stars
26 reviews
16 repeat clients
Profile image

My cat Watson is a shy kitty and her first instinct to strangers is always hiding. Brittany was very patient with her and got Watson to warm up to her : ) Brittany is awesome and I very much appreciated her! Will definitely book her again next time when I'm out of town.

Availability updated over 1 year ago
Sitter Profile Image: Bekka A.
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Sitter Profile Image: Bekka A.
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Bekka A.

Fur babies become family in my care
Windham, CT, 06280
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 4.9 stars
35 reviews
12 repeat clients
Profile image

Bekka was amazing! She's very detail-oriented and adapted to the quirks of my two cats' quickly. She was a lifesaver over a pretty long stretch over the holidays and took fantastic care of them. I came home to two happy cats. (She's also awesome at taking cat pictures and the updates were perfect.) Thank you so much Bekka! :)

Availability updated 14 days ago
Sitter Profile Image: Kelsey W.
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Sitter Profile Image: Kelsey W.
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Kelsey W.

I’ll love them like my own!
Coventry, CT, 06238
8.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
2 reviews

Kelsey is a phenomenal pet sitter! She has taken care of my cats for years and not only follows their care instructions to the letter but took the time to get to know them, play with them, and spend quality time with them when I couldn’t be there. I have always been able to leave my pets in her care knowing they would be well cared for. I would recommend her to anyone looking for someone to care for their pets!

Availability updated 11 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Julia K.
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Sitter Profile Image: Julia K.
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Julia K.

Every Dog Treated Like My Own
Windham, CT, 06226
3.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
1 review

Julia had an immediate connection with our dogs, evidenced by their wagging tails and desire to have their bellies rubbed - which she readily and happily did!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Holly S.
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Sitter Profile Image: Holly S.
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Holly S.

Farm girl with fenced yard! 🩷🐾
Pomfret Center, CT, 06259
8.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Our dogs love Holly, and we do too! She’s a great communicator, and super reliable. We have two high energy herding dogs, and she keeps up with them just fine! So glad we found her 😊

Availability updated 26 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Karina H.
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Sitter Profile Image: Karina H.
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Karina H.

Hello, my name is Karina! 🐾
Willimantic, CT, 06226
3.2 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
1 review
1 repeat client

Karina has a deep love and care for animals. She is an exceptional cat mom and was a dedicated foster dog mom. Her compassionate, responsible, and gentle nature makes her incredible with animals. She thoroughly enjoyed taking our foster dog on walks and was passionate about training, always eager to teach new tricks.

Availability updated 5 months ago
Sitter Profile Image: Cydni M.
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Sitter Profile Image: Cydni M.
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Cydni M.

I have cared for animals 13 years
Willimantic, CT, 06226
4.5 mi. away
Boarding, House Sitting, Drop-In Visits
from
$25
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

My 2 cats really like Cydni. They talked to her every visit. She sent photos of them every day.

Availability updated 39 days ago
Sitter Profile Image: Sophia B.
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Sitter Profile Image: Sophia B.
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Sophia B.

Experienced & Caring Pet Sitter
Willimantic, CT, 06340
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$14
per visit
1 review

Sophia is an amazingly responsible young woman who has been taking care of animals since she was 4 years old (if you need proof I have pictures of her cleaning a pony’s hooves at her first barn) She will of course be punctual and follow any instructions, but beyond that she has a heart for pets that is truly exceptional. I also can attest to this because she takes care of my dog all of the time and he adores her!!

Availability updated 16 days ago
Sitter Profile Image: Thomas P.
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Sitter Profile Image: Thomas P.
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Thomas P.

Teacher, father, and dog/cat father
Windham, CT, 06280
3.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Thomas did a great job with my 2 cats. They are very shy creatures, and don’t come out of hiding for most of the sitters that I have tried, but they were very friendly for him and got lots of snuggles. It is good to know that I have a reliable cat sitting option who my cats really like.

Availability updated over 1 year ago
Sitter Profile Image: Tiffany R.
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Sitter Profile Image: Tiffany R.
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Tiffany R.
Star Sitter

Let me love your sweet pet :)
Willimantic, CT, 06226
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$37
per visit
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Thank you for everything, I know we probably put you in a difficult situation but you did a great job under the circumstances. I would definitely highly recommend you to all that needs a dedicated pet caretaker for your caring and professionalism. Thanks again!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Olivia R.
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Sitter Profile Image: Olivia R.
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Olivia R.

Goofy girl with a love for all pets
Coventry, CT, 06238
6.6 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients
Profile image

Olivia is awesome! She did a 30 min check in for our pup, and it went super smoothly. She sent some awesome pics and had good communication. I would choose her again!

Availability updated 11 days ago
Sitter Profile Image: Maddie A.
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Sitter Profile Image: Maddie A.
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Maddie A.

Safe, Structured Canine Care!
Chaplin, CT, 06235
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5 out of 5.0 stars
8 reviews
2 repeat clients

About: Hi, I’m Maddie! I’m a lifelong dog lover and dedicated dog trainer with years of hands-on experience working with dogs of all breeds, sizes, and personalities. From cuddly couch potatoes to high-energy working breeds, I’ve built a strong understanding of canine behavior—and I absolutely love what I do. I offer dog boarding, doggy daycare, drop-in visits, and dog walks, with flexible availability to fit your schedule. Whether your pup needs a fun-filled day of play or a cozy place to stay while you’re away, I’ve got you covered. My walks may be priced a bit higher, but they come with added value: if you’d like, I’ll incorporate leash manners and basic obedience training into the walk at no extra cost. It’s a great way to keep your dog mentally and physically engaged while reinforcing positive behavior. My doggy daycare service is perfect for busy pet parents who want their dogs to enjoy a full day of enrichment and social time in a safe environment. I offer transportation for daycare (and overnight boarding) within a reasonable distance in my dedicated van, which is equipped with secure crates for safe and comfortable travel. Your dog will have access to a full acre of securely fenced yard to run, play, and explore—plus a dog-friendly pool to cool off in during hot days! To ensure a safe and structured environment, all dogs will be crate rotated throughout the day. Crate rotation provides dogs with the rest and structure they need while preventing overstimulation and helping maintain a peaceful group dynamic. Safety is always my number one priority! I’ve previously worked in an animal hospital, so I’m also experienced in administering medications and providing attentive care for dogs with special health needs. Whether it’s pills, or a customized care routine, I make sure your dog is comfortable and well cared for. Right now, I’m in the exciting process of growing my dog boarding and training business full-time. I’ve completely finished and transformed my basement into a dedicated board-and-train facility to provide a safe, clean, and enriching environment for every dog that stays with me. I’m currently working on obtaining all the proper licensing to operate at the highest professional standard. For now we’re going through Rover! For everyone’s safety, all dogs staying overnight will be crated during sleeping hours and when unsupervised. This helps ensure the well-being of your pup as well as the safety of other dogs in my care. Each crate setup is comfortable and designed to help your dog feel secure and relaxed. I bring energy and enthusiasm to every interaction—whether I’m caring for a laid-back senior dog or working with a high-drive sport dog. I also compete in dog sports with my own dogs, so I’m extremely comfortable handling all energy levels. While I’m not yet a certified dog trainer, I’m actively working toward professional dog training credentials to continue growing my knowledge and giving each dog the best care possible. I use only positive, reward-based training methods that help dogs feel safe, confident, and loved. If you’re looking for someone who brings both experience and heart to every visit, walk, or overnight stay, I’d love to meet you and your pup. I truly can’t wait to meet my new clients—both human and canine—and welcome every dog into my care as if they were my own. Your pup will be treated like family every step of the way!! Positive Puppy Training Sessions 🐾 I offer private, positive-based puppy training sessions designed to help your pup build confidence, learn good manners, and strengthen their bond with you. • Single Session: $90 • Training Bundle: $80/session (4 sessions total – 1 session a week for a month) The bundle covers all the puppy basics: ✅ Recall (coming when called) ✅ Sit, Stay, and Down ✅ Leash Manners ✅ Handling Puppy Biting Every session is fun, personalized, and focused on setting you and your puppy up for long-term success. ✨ Free consultations available! I’m happy to chat with you beforehand to see how I can best support you and your pup. Taking care of pets is what I do every day—it’s the heart of my business. I offer full-time boarding, daycare, and training from my home, which is set up just for dogs. Every day is planned around keeping dogs safe, happy, and engaged, making sure each one gets the attention and care they deserve. At my home, dogs enjoy a safe, structured environment with crate rotation, a fenced acre to run, and a pool to cool off. I treat every dog like my own, keeping things fun but safe. For drop-ins and walks, I follow any care instructions closely and can include basic training or medication if needed. Your dog’s safety and happiness always come first!

Availability updated 48 days ago
Sitter Profile Image: Anastasia N.
Verified Enhanced Background Check
Sitter Profile Image: Anastasia N.
Verified Enhanced Background Check

Anastasia N.

Busy schedule? Allow me to help!
Willimantic, CT, 06226
3.2 mi. away
Drop-In Visits, Dog Walking
from
$30
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
Profile image

Ana is professional and attentive. and comes across as an incredibly bright woman who absolutely loves animals. This was our first time using a pet sitter and we were So pleased. 10/10 would recommend Ana for check ins or house sitting!!

Availability updated 62 days ago
Sitter Profile Image: Carla A.
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Sitter Profile Image: Carla A.
Verified Enhanced Background Check

Carla A.

Hi! I’d love to care for your dog!
Mansfield center, CT, 06250
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

Carla is always great with my Milo and follows all directions given. Thanks again!

Availability updated 64 days ago
Sitter Profile Image: Naisha C.
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Sitter Profile Image: Naisha C.
Verified Background Check

Naisha C.

Pets are like family, we ❤️ them!!
Willimantic, CT, 06226
3.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$15
per visit
1 review

Naisha is a very responsible, caring , loving and compassionate towards pets. She loves to take care of them as if they were her own. She likes to make sure they are fed and loves to make them feel comfortable with her. Any pet will be very lucky to have her take care of them.

Availability updated 67 days ago

Over 1 pet parents in North Windham have booked pet sitting

North Windham pet parents share their Rover experiences

1 / 1
5 out of 5.0 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

Profile image
Donna P.
Drop-In Visits
1 / 1
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The median cost per night for pet sitting in North Windham is $23

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Sitters in North Windham average 5 repeat pet sitting clients

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