Dog Boarding in Windham

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Top rated Windham dog boarders

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: Brittany W.
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Brittany W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
61 reviews
16 repeat clients
25 years of experience
Lebanon, CT, 06249

Brittany was so great! She sent lots of photos of all the fun our dogs were having, keeping my mind at ease. She walked the dogs and made sure they had plenty of exercise, and from the looks of it- a ton of fun. Absolutely phenomenal!

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Abigail M.
Sitter Profile Image: Dani P.
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Dani P.
from
$48
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Windham, CT, 06256

Dani is great with dogs. Our dog Hart spent the week there while we were on vacation. We got pictures and updates every day and he enjoyed his time there. Dani is conveniently located for us and very kind. Your dog will be in great hands!

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Mary A.
Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$35
per night
5.0 out of 5 stars
141 reviews
56 repeat clients
6 years of experience
Hampton, CT, 06247

Excellent care of my 2 dogs. This sitter provided daily communications with pictures, flexible scheduling, dog-friendly indoor and outdoor play settings. Judging from my dogs’ behavior when I brought them home, I could tell they actually ENJOYED their stay and received top notch care. Exceeded all my expectations!

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Brittany Y.
Sitter Profile Image: Kristin T.
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Kristin T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
132 reviews
46 repeat clients
30 years of experience
Coventry, CT, 06238

Kristin was amazing! Her and her family were so welcoming and sweet with my puppy Rue. She was very communicative and shared lots of photos. We’d love to have Rue stay again!

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Emma W.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
40 years of experience
Plainfield, CT, 06374

Amanda was wonderful! Consistent updates and Teddy got lots and lots of love. Would absolutely book with her and her wonderful family again!

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Jennifer D.
Sitter Profile Image: Carolina O.
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Carolina O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
10 years of experience
Groton, CT, 06340

Carolina was amazing with Mucci!! She communicated well, sent updates and pictures, and made me feel comfortable the whole time. He looked relaxed and happy with her and her family and I appreciated how attentive she was to his needs. Thank you again for taking such good care of him. I would definitely book with you again.

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Devy C.
Sitter Profile Image: Suzanne B.
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Suzanne B.
Star Sitter
from
$36
per night
5.0 out of 5 stars
77 reviews
26 repeat clients
15 years of experience
Griswold, CT, 06351

Our dog loves going on vacation to Suzanne’s. He was so happy to see her and who could blame him? He gets exercise, snuggles, and a family away from home. Suzanne is very thoughtful about meeting our dogs unique needs and keeping us updated with his activities and some very cute photos. We’ll continue to book Suzanne as long as she is available.

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Cathy D.
Sitter Profile Image: Katie V.
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Katie V.
from
$45
per night
5.0 out of 5 stars
28 reviews
10 repeat clients
20 years of experience
Ellington, CT, 06029

Katie and her family took incredible care of my little fur baby. It was the first time that Bodhi was left with anyone but family and Katie took incredible care of him. I would definitely use Katie again.

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Kim R.
Sitter Profile Image: Austyn D.
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Austyn D.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Bolton, CT, 06043

Joy had a great time with Austyn & her puppy Sophie. She took good care of her and sent regular updates and pictures. Will consider her again for future boarding.

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Rumi D.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$30
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
25 years of experience
Griswold, CT, 06351

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: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
106 reviews
30 repeat clients
16 years of experience
East Haddam, CT, 06423

Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog got to be part of Laura’s family while we were away. We’d highly recommend Laura!

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Hadley K.
Sitter Profile Image: Stephen S.
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Stephen S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
82 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: Elizabeth A.
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Elizabeth A.
from
$45
per night
4.9 out of 5 stars
89 reviews
21 repeat clients
32 years of experience
Ledyard, CT, 06339

Elizabeth was fantastic with my dog! She accomodated a few special requests and gave him lots of snuggles. I also received plenty of updates and am already planning my dogs next visit!

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Rachel S.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$40
per night
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Canterbury, CT, 06331

About: I’ve taken care of dogs my whole life. Growing up, my mother was (and still is) a doggy foster mom for our local shelter. We constantly had 4-6 dogs in our home, most of which ended up staying long term. I have years of experience caring for multiple dogs and senior care as well! I work completely from home which will allow me plenty of time to attend to your pups needs all throughout the day. I love to jog and hike, so your pup will be sure to get plenty of exercise and outdoor time with me! I provide a safe, calm, and attentive environment for every pet in my care. Working from home allows plenty of supervision, potty breaks, playtime, and attention throughout the day. While I do not have a fenced yard, all outdoor time is supervised and dogs will always be kept safely leashed. I’m happy to follow your pet’s usual routine, feeding schedule, crate preferences, and any special care instructions to help them feel comfortable and secure.”

Sitter Profile Image: Karen F.
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Karen F.
Star Sitter
from
$31
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
11 years of experience
New London, CT, 06320

Our first encounter with Karen was very calm and she was super sweet. Remi warmed up to her almost immediately. It was a last minute booking and she was able to accommodate a meetup before the actual boarding which I appreciated. She kept us updated with photo and videos of Remi throughout the day. That alone gave me a peace of mind. Overall very pleased and would love to rebook again in the future.

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Shynelle B.
Sitter Profile Image: Ifan F.
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Ifan F.
Star Sitter
from
$42
per night
4.9 out of 5 stars
55 reviews
18 repeat clients
7 years of experience
East Hartford, CT, 06108

Would highly recommend!! Ifan was great with Pierre and was very responsive when I asked for pictures and videos during his stay. My dog did a lot of running around outside in his backyard and playing with the other dogs he was watching, but when it came time for me to pick him up he looked good as new. Brushed and came with an adorable handkerchief! He was great!

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Fabienne J.
Sitter Profile Image: Albert L.
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Albert L.
from
$45
per night
5.0 out of 5 stars
363 reviews
180 repeat clients
15 years of experience
Plainfield, CT, 06374

Coby stayed with Amanda for two weekends in a row. I have received many photos and videos while I was away. I knew Coby was in good hands. I will most certainly use their services again. Thank you very much for making our first aboard experience comfortable while taking good care of our pup. Much appreciated!

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Hilal M.
Sitter Profile Image: Austin S.
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Austin S.
from
$50
per night
5.0 out of 5 stars
6 reviews
2 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: Christle O.
Verified Enhanced Background Check
Christle O.
Star Sitter
from
$45
per night
4.9 out of 5 stars
79 reviews
26 repeat clients
6 years of experience
East Hartford, CT, 06108

Christle was wonderful with my 2 dogs! She kept them busy and happy during their stay. She sent pictures and updates throughout their stay and was always quick to respond. My dogs will be staying with her again in the future.

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Molly M.
Sitter Profile Image: Ricky R.
Verified Background Check
Ricky R.
Star Sitter
from
$45
per night
4.9 out of 5 stars
96 reviews
40 repeat clients
8 years of experience
Manchester, CT, 06040

Ricky takes care of our boys like his own. He lives a little far away, but I don’t mind driving there because I can go do my things with peace of mind when my kids are with him.

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Anshuman S.
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Windham dog parents share their Rover experiences

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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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How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a boarder 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 boarding in Windham is $50

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

  • World-class support

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

Sitters in Windham average 10
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

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

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

As of Jun 2026, 703 sitters provided dog boarding in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Windham dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Windham have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windham.

Rover makes it easy to find Windham dog boarding sitters to provide loving care from their own home. The background-checked, 5-star 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 boarding is great for:

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

There are 703 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 96% of sitters offer daily exercise, 96% offer medication administration, and 93% 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 boarding sitter near you. As a reminder, sitters joining Rover must pass a background check 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 boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding 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 boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.