Dog Boarding North Windham

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North Windham, Find top rated dog 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: Brittany W.
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Brittany W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 66 reviews
16 repeat clients
25 years of experience
Lebanon, CT, 06249

“Brittany was so great about communicating and sending pictures of all the fun activities she did with our lab! She is very hands on and excellent with making our pup feel right at home. We will definitely use again :)”

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Emily G.
Sitter Profile Image: Amanda L.
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Amanda L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 21 reviews
7 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: Katie V.
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Katie V.
from
$50
per night
5.0 out of 5 stars
• 41 reviews
12 repeat clients
20 years of experience
Ellington, CT, 06029

“Katie and her family were AMAZING!! We needed a last minute sitter and they couldn’t have taken better care of our girl. We got multiple updates and lots of pictures which put us at ease. Katie’s girls were super cute with Bear and she enjoyed all of the extra pets and attention. We’d 100% recommend Katie to anyone and look forward to having her watch Bear again in the future.”

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Molly M.
Sitter Profile Image: elizette m.
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elizette m.
from
$31
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
20 years of experience
Manchester, CT, 06042

“Elizette was fantastic with my dog. She clearly loves animals and she made sure he was comfortable and happy during his stay. She and her family treated him as their own. She sent me lots of updates and I was so impressed with the care she put into taking care of him.”

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Cristina C.
Sitter Profile Image: Katarina J.
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Katarina J.
from
$44
per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Windham, CT, 06226

“I left for vacation and had to leave my kitty, Riott, behind, and I’m so grateful I found Katarina. She was absolutely amazing with him and made him feel right at home. She gave him lots of love, paid close attention to his needs, and treated him so well. She also kept me updated every day with adorable photos, which gave me so much peace of mind while I was away. It felt so reassuring knowing Riott was with someone who genuinely cared about him and knew how to take care of him. I will definitely book with Katarina again!”

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Janae R.
Sitter Profile Image: Ihar S.
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Ihar S.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
4 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: Rebecca G.
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Rebecca G.
from
$55
per night
5.0 out of 5 stars
• 225 reviews
78 repeat clients
16 years of experience
Andover, CT, 06232

“My girls were so happy in Becky's home and she took great care of them. I've never left them with a stranger overnight and she sent frequent updates and pictures to ease my mind. We would absolutely use her again.”

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

“Stephen was a great fit for my Abbie. He and his wife took excellent care of her and sent pictures en very day and a couple of videos. It was my first time leaving her with someone outside her home environment. I have already booked him for another week in September. I highly recommend him if you need to board your dog.”

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Nancy B.
Sitter Profile Image: Colette B.
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Colette B.
from
$55
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
15 years of experience
Southbridge, MA, 01550

“Betty was comfortable and happy when I got back. Perfect yard for the dogs. Colette was friendly and communicates well. We will definitely be back.”

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Shannon B.
Sitter Profile Image: Inam & Jennifer Q.
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Inam & Jennifer Q.
Star Sitter
from
$57
per night
4.9 out of 5 stars
• 64 reviews
42 repeat clients
25 years of experience
Wethersfield, CT, 06109

“Didn’t get to meet Inam but Jennifer was amazing with my Ralphie! She’s very patient and kind, all the good qualities needed to take great care of your pets. They sent pictures and updates almost every day which was much appreciated. Looked like my pup had a lot of fun. I’ll definitely be using their services again!”

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Rosalinda S.
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
• 221 reviews
83 repeat clients
40 years of experience
East Lyme, CT, 06333

“Staying with Erica and Thomas is like a vacation for Bronte! She gets lavished with attention and has lots of fun time with wonderful playmates. It’s her home away from home and I feel very fortunate to have found such great dog minders for my puppy. 🐶😊”

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Susan H.
Sitter Profile Image: Karen F.
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Karen F.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 60 reviews
20 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: Margaret S.
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Margaret S.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
25 years of experience
Middletown, CT, 06457

“Margaret and Mojo were great for Remy. He got lots of exercise both inside an approximately acre fenced in front lawn and on long walks in the nearby woods. From the pictures Margaret sent (and how much he slept afterwards), Remy enjoyed his stay. I appreciated Margaret’s canine expertise, thoughtfulness and preparedness. The house is very dog friendly.”

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Lucy M.
Sitter Profile Image: Monique K.
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Monique K.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
30 years of experience
Sturbridge, MA, 01518

“We are so glad to have met Monique and her family! They took great care of our dog Sunny and we will definitely be using them again.”

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Lydia N.
Sitter Profile Image: Samantha B.
Verified Enhanced Background Check
Samantha B.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 84 reviews
23 repeat clients
35 years of experience
Chepachet, RI, 02814

“Samantha went above and beyond for our boys! We were visiting family in TN for the holidays. One of our boys came down with sudden and severe Lyme symptoms while we were gone. Samantha spent many hours with him in urgent care on New Year’s Eve. She even bought the workers there pizza! She was great at caring for him and giving him meds after. Her fenced-in yard and house arrangement are perfect for our boys. She sent daily pictures and videos of our pups playing with her dog Mac and snuggling with her family. We will definitely be using her again. In fact, if she’s not available, we might reschedule our vacation to a time she is!”

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G J.
Sitter Profile Image: Crystal A.
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Crystal A.
from
$33
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
15 years of experience
Norwich, CT, 06360

“Crystal was absolutely wonderful looking after our dog over the Christmas period. She sent regular updates and photos/videos, which really kept our minds at ease while we were away. Earlier in the year, our dog spent three days at a kennel and struggled quite a bit, so we were understandably anxious about leaving him again. The difference with Crystal was night and day. He spent seven nights in a loving home environment, had so much fun with the other dogs, and received genuine care and attention from Crystal and her family. We came home to a happy, relaxed dog, which says everything. We wouldn’t hesitate to recommend Crystal and will absolutely be using her again.”

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M O.
Sitter Profile Image: Maggie L.
Verified Enhanced Background Check
Maggie L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 63 reviews
20 repeat clients
15 years of experience
Rocky Hill, CT, 06067

“Maggie was great! Sent us pictures and videos and up to date all along. Bear also seemed to really like her! Definitely will be using her again :)”

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Britani O.
Sitter Profile Image: Shelby A.
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Shelby A.
from
$50
per night
5.0 out of 5 stars
• 43 reviews
7 repeat clients
22 years of experience
Griswold, CT, 06351

“Shelby provided exceptional care for my dog. She gave daily photos and videos updates Her heart was as big as Texas for the loving care she gave my dog.”

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Sandra C.
Sitter Profile Image: Thomas P.
Verified Enhanced Background Check
Thomas P.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Putnam, CT, 06260

“Helpful dog sitter.”

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Maureen M.
Sitter Profile Image: Beshoy A.
Verified Enhanced Background Check
Beshoy A.
from
$52
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
10 years of experience
Manchester, CT, 06042

“This was Tucker’s first time away and he had a great stay! We got daily updates and know he was so well taken care of! Thank you for a successful first weekend away!!”

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Molly R.
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The median cost per night for dog boarding in North Windham is $50

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 dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog 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 dog boarding - North Windham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in North Windham average 12
repeat dog boarding clients

FAQs for Dog Boarding - North Windham

Frequently asked questions about Rover

As of November 2026, there are 778 sitters on Rover offering Dog Boarding across North Windham. Enter your ZIP code to see which available sitters are closest to your home.

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.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in North Windham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their North Windham home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your North Windham.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in North Windham. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your North Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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