Dog Boarding in Windham

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Top rated Windham dog boarders

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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

As always Brittany is amazing with my very active Husky! He loves being with her and her family and gets plenty of love and attention. My pup feels right at home every time. He cant wait to go back for his next stay.

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Melissa A.
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

Great care and communication! I could tell my dog was in good hands and having her best life in the country. I received daily updates and felt reassured that she was safe.

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amy f.
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 great to work with! Her communication was excellent, she gave us daily updates and she was very understanding of my super shy dog. We would definitely book with Kristin again!

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Carissa J.
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
25 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
27 repeat clients
15 years of experience
Griswold, CT, 06351

We are so grateful for Suzanne’s excellent care! She sent us regular updates and pics of him at play. He received cuddles and came home happy and well!! I highly recommend her and will be using her services again! Thank you again!!!

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J D.
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: 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

Oakley had a blast!! We could tell you just take such good care of Oaks like he was one of your own. We could not appreciate it any more, and was the best stay for him! We will be coming back with Oakley 1000%! We were updated with pictures all the time of our boy and could tell he was extremely happy! Thanks so much again, Oakley will be back soon!!

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Collin H.
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 did a fantastic job with our 8-month-old Great Dane, who was anxious about being left alone. She provided plenty of updates and reassurance while taking excellent care of our pup!

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Joy T.
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

I left my 18 months Siberian Husky with Steve and Cathy for a week while I had to travel. This was the first time that I was leaving my dog for such a long trip, so I was initially worried; but after meeting Steve and Cathy I was assured that Ares would be taken care of. They took such good care of Ares and sent me pics with updates. I would definitely use them again!!!

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Simmi C.
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: 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 and her family were wonderful with Sully! He received the best care with them. Elizabeth also sent lots of photo updates and kept us appraised of how he was doing while we were away. We would absolutely have Sully stay with Elizabeth again!

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Jeff K.
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

My pups had a great time with Albert and Amanda. We were nervous about boarding them but we got lots of pictures and they looked like they were having a blast playing with the other pups. They are high energy pups so I was very selective because I want to make sure they can run off their energy and stay out of trouble! Thank you, Albert and Amanda. We appreciate you taking such good care of our pups.

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Kate M.
Sitter Profile Image: Rebekah P.
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Rebekah P.
from
$45
per night
4.0 out of 5 stars
10 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: Karen F.
Verified Enhanced Background Check
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

Karen kept me informed and communicated promptly. My dog absolutely loved his stay and would recommend Karen for anyone looking for someone to watch your beloved pets.

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Nora R.
Sitter Profile Image: Ifan F.
Verified Enhanced Background Check
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

I would highly recommended Ifan! This was the first time I have ever boarded my dog Charli and he regularly updated me about how Charli was doing and provided Charli with great outdoor/indoor playtime with other pup friends as well. Ifan himself was very responsive to any messages I sent him. If I ever need to board Charli again I will definitely do so with Ifan and would suggest others to do the same.

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Jocelyn R.
Sitter Profile Image: Austin S.
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Austin S.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
Somers, CT, 06071

Austin was fantastic about communicating both before and during our dog’s stay. He was great with her medications and making sure she was taken care of so we didn’t have to worry about her. She was one of the family while she was there. She’ll definitely be back

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Rylen A.
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

We highly recommend Ricky for your pet-sitting needs! He took great care of our older Yorkie. He provided daily updates and feedback, along with photos. The feeding instructions and medication were followed without any issues, and our little one returned happy and healthy. Excellent stay :-)

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Jessica I.
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Windham dog parents share their Rover experiences

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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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.