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 178
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: Allison Nicole M.
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Allison Nicole M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 230 reviews
63 repeat clients
12 years of experience
Enfield, CT, 06082

“So grateful to drop off our girl, Sophie for the first time. Allison was so friendly and reassuring. Sophie had a great time and it's wonderful to have a spot to take her when we are in town to see our folks. Great fenced in yard was a bonus!!”

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Karen H.
Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 83 reviews
22 repeat clients
35 years of experience
Chepachet, RI, 02814

“Samantha and her family took great care of my pup Dyno. Samantha sent me pictures of Dyno walking, playing and having fun. She made me feel at ease knowing he was in good hands. We will definitely be a repeat customer.”

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Darlene M.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
25 years of experience
Groton, CT, 06355

“Super accommodating with the short notice booking I requested! Steph is bright and friendly. She let me know if there were any issues with my pup. Would book with her again!”

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Velvet W.
Sitter Profile Image: Jacob K.
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Jacob K.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
5 years of experience
East Hartford, CT, 06118

“Jacob was awesome! Took great care of Chai for a week and even helped us out when we had an unplanned delay in picking her up. Will definitely be asking him to look after her again.”

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Katherine A.
Sitter Profile Image: Kerrie A.
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Kerrie A.
from
$35
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
40 years of experience
New London, CT, 06320

“Coco was well taken care of by Kerri and her family! I received updates and pictures while I was away which made leaving my baby so much easier. I would highly recommend Kerri to watch your dog anytime!”

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Jen L.
Sitter Profile Image: Kristen A.
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Kristen A.
from
$60
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
40 years of experience
Glastonbury, CT, 06033

“Kristen was AMAZING! She was so thoughtful in caring for our precious dog Islay over a holiday weekend. She was extremely responsive and sent daily updates too. She truly gave us peace of mind so we could enjoy our trip. No doubt Islay loved spending time with Kristen’s family!! We were so blessed to have found her and will definitely be using her again in the future.”

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Oanh B.
Sitter Profile Image: Emara D.
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Emara D.
from
$35
per night
7 years of experience
Mansfield, CT, 06268

About: I have been surrounded by animals my entire life, growing up with two dogs, two cats, and even turtles and birds. Throughout high school, I cared for my neighbors' dogs and cats and regularly looked after my extended families pets while they were away, this gave me years of hands on experience with animals of all kinds. I have experience with fostering animals so I have taken care of blind dogs, dogs with diabetes and other disabilities that I am familiar with. I currently work part time at a grocery store, I don’t get a lot of hours so I have a lot of free time! I love animals so I make time for them at all times of the week :). I have a dog park at my apartment that many dogs i have watched loved to run around and play with the other dogs in. My apartment is also very spacious so cats and dogs have plenty of roaming space. I often make sure I get used to any animals environment fast, check out their favorite spots and make sure they’re as comfortable as possible while I am around them!

Sitter Profile Image: Sarah A.
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Sarah A.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
20 years of experience
Enfield, CT, 06082

“Sarah was amazing! From the beginning, she was very responsive to all of our questions about the booking. Our dog tends to be shy and can sometimes be aggressive with other dogs, but Sarah made it work, and our dog got along with hers right away. She sent us daily updates with photos and videos, which gave us great peace of mind. Our dog was very happy during her stay! We will definitely book with Sarah again and highly recommend her as a dog sitter.”

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Ada D.
Sitter Profile Image: Ashley R.
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Ashley R.
from
$40
per night
5.0 out of 5 stars
• 1 review
2 years of experience
Gales ferry, CT, 06335

About: I’m pretty much a full-time stay-at-home dog mom to my two large dogs, so caring for dogs is already a huge part of my everyday life! I’ve spent months working on training with my own dogs and have lots of hands-on experience with different behaviors, routines, and personalities. I’m especially comfortable with large breeds, but I love dogs of all shapes and sizes. Your pup will be treated like part of the family while staying with me, with plenty of attention, playtime, love, and access to my fully fenced-in yard. I know how stressful it can be leaving your pet with someone new, so I’ll make sure you feel comfortable and keep you updated with plenty of pictures throughout their stay! Pet care is already a huge part of my everyday routine! I’m home most of the day with my own pets and have a very flexible work schedule, so your pet won’t be left alone for long periods of time. I’m able to provide plenty of potty breaks, playtime, attention, meals on their normal schedule, and lots of time outside throughout the day. I have a fully fenced-in yard with plenty of room for dogs to play and two dogs of my own for company. I always prioritize safe introductions and will make sure your dog is comfortable with mine before their stay. Pets are welcome to make themselves at home, and I can easily separate or crate dogs when needed. I’ll follow your pet’s normal feeding, sleeping, medication, and care routine as closely as possible and provide plenty of updates and pictures so you can feel comfortable while you’re away.

Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$75
per night
5.0 out of 5 stars
• 36 reviews
12 repeat clients
15 years of experience
Wethersfield, CT, 06109

“Jennifer and her family took exceptional care of our dog, Matilda. They took their time to allow Matilda to acclimate to their home, while sending updates and pictures throughout the day. This was our first time leaving Matilda with a non family member and I couldn’t be more pleased. It took a lot of stress away knowing she was in such good hands. I would highly recommend Jennifer to watch your furry member of the family.”

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Carrie H.
Sitter Profile Image: Stephanie &  Robert B.
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Stephanie & Robert B.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
East Lyme, CT, 06333

“Phenomenal family! So wonderful to work with. We had to extend our dog’s stay and it was no problem. I can’t say enough about how wonderful they were to our dog. He was so well taken care of ….”

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Leann C.
Sitter Profile Image: Sue A.
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Sue A.
from
$75
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
40 years of experience
Pawcatuck, CT, 06379

“I was very pleased with my dog Flynns stay with Sue. I received so many updates and photos. So happy. He lived in her home as if he were part of the family.”

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Betsy P.
Sitter Profile Image: Vincent T.
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Vincent T.
from
$50
per night
40 years of experience
Danielson, CT, 06239

About: I’ve been take care of dogs since I was 18 family love me Iam very good at what I do Iam very Passionate about dogs Iam also a dog training as well for 34 years I will travel to pick up your pets if I needed Anytime Iam available no matter what time or hour always available I love what I did it make me happy about what I do I love it I take good care of the dogs I make sure they are love & safe at all times no matter what your dog will be in good hands

Sitter Profile Image: Andrea C.
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Andrea C.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
13 years of experience
Manchester, CT, 06042

“Andrea was wonderful with our senior dog! I was so nervous about leaving him for more than a few days but it was obvious from her correspondence with us as well as pics and videos that he settled in and was happy and comfortable. I think he would have very happily stayed longer with Andrea and her sweet dog🐾.”

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Cathy W.
Sitter Profile Image: Kelly V.
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Kelly V.
from
$31
per night
5.0 out of 5 stars
• 2 reviews
2 years of experience
Groton, CT, 06340

“Excelente service. Kelly is so nice and charming. Leo loved her so much! We are glad to find her to care Leo.”

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Joselyn T.
Sitter Profile Image: Betsabeth T.
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Betsabeth T.
from
$55
per night
5.0 out of 5 stars
• 61 reviews
30 repeat clients
9 years of experience
South Windsor, CT, 06074

“Betsabeth, is kind, caring, and compassionate. She sent pictures and updates daily and our dog was very well cared for. It was like leaving her with a close family member. Betsabeth is professional and has huge fenced in yard for playtime. We will definitely choose her services again. We cant say enough good things!”

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John C.
Sitter Profile Image: April B.
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April B.
from
$55
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Wethersfield, CT, 06109

“April took great care of Elliot, she sent pictures almost every day and was very accommodating to when my flight got delayed. Would definitely recommend :)”

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Rachel C.
Sitter Profile Image: Mahalah L.
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Mahalah L.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
10 years of experience
Middletown, CT, 06457

“Mahalah was caring, flexible, and communicative. She gave thoughtful updates with photos, kept us in the loop about April’s day, and even took her on a hike. I felt totally comfortable knowing April was in good hands. April was happy with her.”

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John P.
Sitter Profile Image: Sabrina T.
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Sabrina T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 60 reviews
28 repeat clients
30 years of experience
Southbridge, MA, 01550

“Sabrina was a great sitter! Our dog Sam loved her and all the attention she gave him! Right after we arrived Sabrina immediately took Sam out for an adventure and some bonding time. They went for a long walk and a swim (his absolute favorite). Sam came home a very happy pup. I would highly recommend Sabrina as a sitter.”

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Grace P.
Sitter Profile Image: Liz W.
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Liz W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 94 reviews
37 repeat clients
20 years of experience
Windsor Locks, CT, 06096

“I felt very confident my dog would be very well taken care of. I’ve left him with Liz for long periods multiple times, and each time I felt at ease. It’s clear she truly cares and will treat the pets she cares for as her own.”

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Lemuel A.
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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

Dani is an incredible pet sitter. While I was away at a wedding in FL, she updated me several times a day with pictures of my dogs. From the moment I met Dani, I could feel her kindness shining through. Your pets will get top notch care with Dani.

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Christie C.
Boarding
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

Dani is amazing. She was in frequent communication with me about my pup and sent me a ton of pictures to keep me updated. I highly recommend her.

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Velvet W.
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
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Book with peace of mind

  • 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?

  • 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 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.

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Windham

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Sitters in Windham average 10
repeat pet boarding clients

FAQs for Pet Boarding - Windham

Frequently asked questions about Rover

The average cost of Pet Boarding in Windham is $39 per night as of October 2026. Most bookings cost between $39 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 710 sitters on Rover for Pet Boarding in Windham. About 93% 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 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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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