Pet Boarding Windham

Find a loving Windham pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 159
pet parents in Windham have booked pet boarding

Windham, Find top rated pet boarding

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

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Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
83 reviews
29 repeat clients
40 years of experience
Hebron, CT, 06231

Stephen was phenomenal with our pup!! Extremely communicative and friendly. We got multiple photos and videos each day! He took him on walks every morning and let him play with all the tennis balls he could find! This was our dogs first time staying with someone other than family and it seemed like a vacation - we were afraid he wouldn’t want to come home. Highly recommend Stephen and we will definitely use his dog sitting services the next time we go away.

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Erica H.
Sitter Profile Image: Austin S.
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Austin S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
8 repeat clients
25 years of experience
Somers, CT, 06071

Austin has excellent communication, very flexible with scheduling. Immediately setup a time prior to the appointment to have a meet and greet. Walter had an absolute fabulous time with Austin! Kept us up to date with how things were going, with videos, pictures, and messaging. Highly recommended Austin! 10/10 will book again!

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Alex F.
Sitter Profile Image: Kristin S.
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Kristin S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
69 reviews
18 repeat clients
45 years of experience
Somers, CT, 06071

Our senior rescue pup, Blake, had another great stay with Kristin! Roger and I are so happy to have found someone who truly loves dogs and provides such a safe and enriching environment for the "pack." Blake loves being around other dogs and he is very comfortable being at Kristin's home. Highly recommend!

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Lorraine B.
Sitter Profile Image: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
215 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

Erica and Thomas were wonderful! They took such good care of my Kierah, and sent me pictures throughout her stay. I was completely comfortable leaving her with them.

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Carol K.
Sitter Profile Image: Cailey B.
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Cailey B.
from
$70
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
12 years of experience
Chaplin, CT, 06235

Cailey took care of my senior cat for an extended time and took great care of her. Cailey kept me updated on how my cat was doing, including for a period of time where my cat wasn’t eating as much. My cat will do this on occasion so I wasn’t concerned, and appreciated Cailey noticing and checking in with me about that. I would absolutely work with Cailey again, thank you!

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Jen K.
Sitter Profile Image: Christle O.
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Christle O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
86 reviews
32 repeat clients
6 years of experience
East Hartford, CT, 06108

Christle took great care of Peabody! At the meet and greet, she gave lots of information and answered all of my questions- I felt so comfortable leaving Peabody with her! Peabody and her dogs got along very well and had a great time playing together. When I picked Peabody up, he was so relaxed and happy. It was obvious that Christle took great care of him. Needless to say, I will be going to Christle again for any of Peabody’s boarding needs.

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Lily T.
Sitter Profile Image: Serenity H.
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Serenity H.
from
$40
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
6 years of experience
Coventry, CT, 06238

Serenity took great care of my dog, Kasey. She sent me photos of him daily and he came back as happy as when I left him. 10/10 recommend working with her.

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Keith M.
Sitter Profile Image: Heather F.
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Heather F.
from
$55
per night
4.8 out of 5 stars
32 reviews
5 repeat clients
28 years of experience
Windham, CT, 06280

About: I’m a retired combat veteran and have plenty of Availability given notice! I run a full time pet care business and dog training business. I have more than 28 years experience with several animal species, including doing my professional businesses the past 4 years, working at a kennel, and several dog sports! I have not only gained experience but keep up with my Professional development as well through seminars, workshops, and coursework! Currently level 1&2 coursework and certification in programs with Method k9! My motto is always to #havefunwithit!!! Drop-in visits, Dog Walking/hikes, Mobile dog training/Enrichment (FUN!!)/Pack walks, day care, and day training programs! I do this full time as a licensed, insured, and bonded pet sitter, dog walker, dog trainer, and pet caregiver as Influential K9, LLC. I also have experience being a kennel manager for a dog daycare/boarding facility! Different breeds, sizes, ages, and personalities up to 15-20 dogs some days at a time. Our home has half an acre of wooded area for sniffing and walking! And .25-.75 acre to run and play! We are adding new toys and activities every week! We also can accommodate hikes on daycare days we live right on the river by the Scotland damn! Once everyone is integrate there will be pack walks! So much to do and explore for your dogs while they get all the benefits of a one on one trainer. Daycare rates listed are base rates and packages will be based on services requested. I do have several reviews and testimonials on request and more than 40 repeat clients through my professional pet sitting and dog walking business. You can find more information by looking me up on Facebook or google as well! I want to bring love and fun to your home! I truly enjoy what I do and am doing what I love. When working with you and your animal companions you will always get photo updates, report cards, and safety as a priority! -My special skills include being able to provide enrichment and safe pet care practices, such as double leash retention, ice sheets during hotter months, water, and a first aid kit on me at all times during walks/visits. I can provide certain medical requests (such as oral medication or injections). I grew up with dogs (small, medium, and LARGE), cats, birds, small companion animals, fish, and horses over the years. I do this full-time and have plenty of availability! I can usually fill most accommodations and requests based on availability when a booking is requested! When caring for a client’s animal companion in their homes, I always make sure to conduct a consultation (meet and greet) so that I am introduced to the companions before providing services. This ensures that your animal companions feel safe and secure with someone they are familiar with while I am in their home. This is used to establish what boundaries and needs your animal companion needs from me while you are away. Safety is the most important aspect of my job for your animal companions. All services are base rates.

Sitter Profile Image: Elisa N.
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Elisa N.
from
$60
per night
5.0 out of 5 stars
15 reviews
30 years of experience
WATERFORD, CT, 06385

Our pup was in great care with Elisa and her family for a week while my family and I traveled. Elisa provided updates showcasing our pet’s happiness, comfort, and playfulness in her home. After sharing that our dog has congenital knee issues, Rob, her partner, even installed another step on their dog ramp for our dog to climb up comfortably. We hope to rebook with Elisa again when needed!

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Alfredo M. V.
Sitter Profile Image: Laura C.
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Laura C.
from
$45
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
15 years of experience
East Haddam, CT, 06423

I had a family wedding to go to and wanted to find a safe and comfortable place to leave Winston, my young dorgi (half dachshund, half corgi) who had never been away from me since I was lucky enough to get him. Laura and her family turned out to be the perfect people and place. With a beautiful, safe home out in the country, a deck and fenced in yard where he could play, a open-plan house where he was visible at all times, Laura’s place was perfect. And the bonus: three little girls who adored him and lavished attention upon him, much to his delight. Laura, herself, was wonderful, caring, professional, delightful. She took him on long walks which he loved, texted me photos and updates on this progress during the stay, saw to his every need and even made some recommendations to me as to feeding bowls which might slow his eating down (he snarfs up his food in seconds!). I was afraid he wouldn’t want to come home. But I think he knows he can go back and stay in this home away from home which he will definitely be doing the next time I need to go away without him. I can’t tell you the peace of mind that all this brought me, knowing that he was happy and being well-cared-for and loved.

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Ellen N.
Sitter Profile Image: Ifan F.
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Ifan F.
Star Sitter
from
$42
per night
4.9 out of 5 stars
66 reviews
21 repeat clients
7 years of experience
East Hartford, CT, 06108

Amazing sitter on Rover and such a nice guy, he was able to accommodate my last-minute request and took great care of my puppy cheri. I would highly recommend him.

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Camille L.
Sitter Profile Image: Shelly R.
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Shelly R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
336 reviews
101 repeat clients
12 years of experience
Mystic, CT, 06355

Shelly was beyond awesome and Dino had a blast staying with her. Lots of pics and updates, and Dino even got over his cat-a-phobia :) One of the very very best!!!

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Gerard S.
Sitter Profile Image: Renata G.
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Renata G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
15 years of experience
Vernon, CT, 06066

Absolutely amazing experience. 10/10 would highly recommend!

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J C.
Sitter Profile Image: Ihar S.
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Ihar S.
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Southbridge, MA, 01550

Julia took excellent care of my little Leo. She was very caring, attentive, responsible and super sweet. Would highly recommend to others. A++++

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Jennifer M.
Sitter Profile Image: Patrick & Susan D.
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Patrick & Susan D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
286 reviews
69 repeat clients
20 years of experience
Ellington, CT, 06029

Chance loved his visit with Pat and Susan! I know he is in good hands, gets attention and lots of fresh air! Thank you so much for the pick up/drop off service to my elderly mom's house!

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Sue S.
Sitter Profile Image: Torie M.
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Torie M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
Waterford, CT, 06385

Torie was amazing ! Can't thank her enough for watching my dog Jax for 10 days ! Torie provided excellent communication and plenty of photos from Jax's stay. Would highly recommend to all

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Radek K.
Sitter Profile Image: Klaudia P.
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Klaudia P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
6 years of experience
West Hartford, CT, 06110

Klaudia took Ridley on super short notice, was incredibly flexible to changes, and provided my pup a fantastic environment. 10/10 would recommend!

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Venu N.
Sitter Profile Image: Rebekah P.
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Rebekah P.
from
$45
per night
4.2 out of 5 stars
11 reviews
10 years of experience
Norwich, CT, 06360

About: Hello! I am Becky, I'm an Eastern Connecticut local whose been watching my friends, family, and acquaintances dogs and cats for 10+ years. I have given care to elderly dogs who had special needs and ran with young pups who need the exercise! I'd love to learn what you're looking for and see if I am the pup sitter for you. I do all the services provided on this website. I have two cats who love to meet new animals! Message me to learn more and book a meet and greet! I only work 1st shift Wed.-Fri. at my day job, so I have lots of time to give your fur babies attention! Lets set up a meet and greet and we can talk about what your pets needs are! If I am pet sitting in your home your fur baby will get lots of attention because of my limited work schedule. I'll take your dog(s) for walks daily. Dogs and other pets will get plenty of play time! I can cater to whatever needs your pet has! If you are boarding your dog(s) at my home I live on a quiet street great for walking dogs. I have two friendly cats at my house and a few roommate who can give extra attention while I'm at work during the day Wed.-Fri. Your pets will rarely be alone!

Sitter Profile Image: Kathryn & Jeremy M.
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Kathryn & Jeremy M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
West Hartford, CT, 06119

Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!

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Danielle M.
Sitter Profile Image: Rebecca G.
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Rebecca G.
from
$55
per night
5.0 out of 5 stars
223 reviews
78 repeat clients
16 years of experience
Andover, CT, 06232

Rebecca was so perfect for my Bubbles! It was our first time boarding him so we were a little nervous as to how he would do. Rebecca was very informative, professional, and made us feel so comfortable with leaving our baby with her for 2 nights! She sent us plenty of photos and videos throughout the weekend and kept us informed. Bubbles had a blast and came home exhausted from all the playing he had with the other doggies. We will definitely be using Rebecca's services again!

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Angela C.
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The median cost per night for pet boarding in Windham is $50

Pet parents share their Rover experiences - Windham

1 / 1
5.0 out of 5 stars

My girls took to Dani immediately. She checked their bags & instructions right away & immediately contacted me to let me know one dogs meds wete missing & offered a solution that worked. She sent lots of photos showing us they were playing, napping & eating on time. We are visiting family 1200+ miles from home . It was a relief to find Dani to take care of our girls fir overnight. We highly recommend Dani.

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Nancy F.
Boarding
5.0 out of 5 stars

Chrystyanna was amazing with Butter! She sent us photos and was flexible with extending his stay. Definitely will book her again!

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Laurie D.
Boarding
5.0 out of 5 stars

Outstanding all-around. The dogs had a fabulous time, and were relaxed and happy when I came home. Also, she did a great job looking after the house. She was pro-active, communicative, professional, as well as friendly, warm, and kind. I highly recommend Bekka!

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Robin C.
Boarding
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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.

Why Choose Rover?

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

Meet local sitters who will treat your pets like family

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Sitters in Windham average 10
repeat pet boarding clients

FAQs for Dog Boarding - Windham

Frequently asked questions about Rover

The average cost for Pet Boarding in Windham on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding 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 Pet Boarding. For more information on service fees, click here .

There are 723 sitters on Rover for Pet Boarding in Windham. About 92% of Windham sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 pet, 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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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