Dog Boarding East Windham

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East 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: Bob B.
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Bob B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 332 reviews
121 repeat clients
50 years of experience
Windham,, NY, 12496

“My girl Gemma is a 4 month Hound/Shepard mix full of energy. I was nervous to leave our new baby, but Mr. B came with many raving reviews and repeat clients. I read their background and many reviews and trusted that my girl would be well taken care of. She was taken vare of and whenever I needed any update, Bob was able to reassure me that everything was just fine. Gemma’s first time away from us was probably harder on me. Luckily she had another puppy their to play with the entire time. I am thankful to Bob & Deb for the great care they took of my Gemma”

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Cynthia B.
Sitter Profile Image: Candice S.
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Candice S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 82 reviews
33 repeat clients
10 years of experience
Hudson, NY, 12534

“Candice was absolutely wonderful!!!!!!!! This was my first time leaving my baby boy with anyone! I was kept updated with messages and pics. Would definitely recommend and/or book with Candice again.”

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Morena B.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$80
per night
5.0 out of 5 stars
• 33 reviews
6 repeat clients
34 years of experience
Elizaville, NY, 12523

“Nicole and family were amazing!! Rummi was treated as a member of the family as soon as she arrived. Nicole provided regular and detailed updates as well as adorable photos. Rummi is wiped out from all the fun she had during her stay. We will definitely be booking with Nicole again! Highly recommend.”

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Pamela and Jason D.
Sitter Profile Image: Diana G.
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Diana G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
5 years of experience
Valatie, NY, 12184

“Diana was very accommodating scheduling a meet and greet, and adjusting to our later-than-planned arrival due to bad weather. Journey was well taken care of and Diana kept us updated on his status. We are comfortable using Diana again.”

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Rick R.
Sitter Profile Image: Jane H.
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Jane H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 112 reviews
42 repeat clients
50 years of experience
Saugerties, NY, 12477

“I left my dog, Reba, with Jane for the first time last week. Jane was so kind, sending photos every other day to let me know Reba had settled in and was happy. Jane has several outdoor spaces for the dogs to roam around. I will use Jane again next time we go away. Thank you!”

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Amy K.
Sitter Profile Image: Kaitlyn B.
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Kaitlyn B.
from
$50
per night
5.0 out of 5 stars
• 39 reviews
12 repeat clients
20 years of experience
Castleton, NY, 12123

“Kaitlyn was great with Hadley! She sent photo updates and booked very last minute which we are incredibly appreciative of. Her kids also adored Hadley so she felt right at home. Highly recommend!”

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Bianca P.
Sitter Profile Image: Garrett & Deanne G.
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Garrett & Deanne G.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
9 years of experience
Kinderhook, NY, 12106

“Garrett & Deanne were really great! Ruby seemed to have a great time with them. They kept me updated on how she was doing (especially with the fireworks over July 4th). I'll definitely be having them watch my girl in the future!”

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Mike L.
Sitter Profile Image: Meghan & Sean H.
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Meghan & Sean H.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Germantown, NY, 12526

“We had SUCH a wonderful experience with Meghan & Sean—and so did our pup! Our 3yo dog is nervous around new people and can be reactive. We were worried about how she would do staying with a family with young kids. Meghan & Sean listed to our worries and helped up brainstorm ways to put our dog at ease. And it worked like a charm! We were so grateful to the extra time Meghan & Sean spent to make both the humans and the doggo feel positive about the plan. We loved getting pics of the crew on their daily walks. It was also really really REALLY nice to see how much love Meghan and fam have for all animals, and how positive they were about our sometimes tricky dog. Our dog had a great week and we will definitely return to Meghan & Sean for future doggy needs, whether it is another week or a shorter visit. Highly recommend, zero notes!”

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Gabrielle B.
Sitter Profile Image: Anthony & Jane G.
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Anthony & Jane G.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Voorheesville, NY, 12186

“Anthony and Jane were fantastic. Great communicators, really nice setup on their property with tons of space and a fenced yard. My dog got along well with theirs. Will definitely book again.”

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Jason H.
Sitter Profile Image: Jialin & John Y.
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Jialin & John Y.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 30 reviews
12 repeat clients
4 years of experience
East Greenbush, NY, 12061

“Jillian and John were wonderful to my dog. They sent photos and videos daily. Made my trip wonderful as knew didn’t have to worry she was taken care of so well.”

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Theresa E.
Sitter Profile Image: Ronnie N.
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Ronnie N.
from
$45
per night
4.9 out of 5 stars
• 16 reviews
6 repeat clients
6 years of experience
Tannersville, NY, 12485

“Ronnie was very flexible and communicative”

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Asef A.
Sitter Profile Image: Marisa V.
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Marisa V.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 195 reviews
106 repeat clients
15 years of experience
Pine Hills, Albany, NY, 12208

“My dogs have stayed with Marisa multiple times. My male dog has a great time playing with her dog. My timid female dog usually takes a while to adjust, but has gotten more comfortable and follows Marisa around. Marisa is very accommodating and has always been available when I've needed a sitter.”

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Crystal P.
Sitter Profile Image: Dennis D.
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Dennis D.
from
$55
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Kingston, NY, 12401

“Denis wa a godsend. I was diagnosed with cancer and needed to be in city for over 3 weeks my husband wanted to stay with me. So on short notice he was able to fill in the days that friends and family could not and stayed flexiable to add additional days for me. Bella had fun and made a new friend with his dog. We will.use him again.”

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Suzanne L.
Sitter Profile Image: Diana H.
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Diana H.
from
$98
per night
5.0 out of 5 stars
• 14 reviews
7 repeat clients
19 years of experience
Athens, NY, 12015

“We boarded our two dogs with Diana this past week. Both of the dogs are rescues and bit skiddish around people, so we met for a brief meet & greet prior to the boarding date with her dog. The dogs got along great. I felt comfortable knowing that Diana has had a lot of experience caring for dogs - she provided good updates to throughout their stay and was very responsive. I would highly recommend and would use her services in the future!”

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Yoon U.
Sitter Profile Image: Lisa J.
Verified Enhanced Background Check
Lisa J.
Star Sitter
from
$115
per night
4.9 out of 5 stars
• 96 reviews
34 repeat clients
37 years of experience
Tivoli, NY, 12583

“Lisa was wonderful and my dogs had a Really good time!! I will definitely book with her again :-)”

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Lynn L.
Sitter Profile Image: Stephanie G.
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Stephanie G.
from
$65
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
35 years of experience
Prattsville, NY, 12468

“Thank you very much to Stephanie and her family for taking good care of Ozzy and for keeping us updated with photos during his stay. He has come back to us happy and healthy!”

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Alison P.
Sitter Profile Image: Katherine M.
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Katherine M.
from
$70
per night
5.0 out of 5 stars
• 130 reviews
42 repeat clients
10 years of experience
Kingston, NY, 12401

“Katherine was a great sitter for our dog, Shy. She sent us photos everyday and we could tell from the pictures that Shy was happy and being well cared for. We'll definitely reach out to her for our next trip!”

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Alex J.
Sitter Profile Image: Nardia B.
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Nardia B.
from
$28
per night
4.4 out of 5 stars
• 18 reviews
7 repeat clients
27 years of experience
Kingston, NY, 12401

“Nardia kept me aware of Storm activities and sent me pictures throughout her stay. Nardia response quickly to my inquiries. I will definitely use her again.”

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Xiomaira R.
Sitter Profile Image: Joseph M.
Verified Enhanced Background Check
Joseph M.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 38 reviews
13 repeat clients
30 years of experience
Saugerties, NY, 12477

“Sparky was in good hands with Joe and his furry family. Definitely recommend him!”

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Gigi R.
Sitter Profile Image: Lindsay T.
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Lindsay T.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Slingerlands, NY, 12159

About: Hello! I am 32 and a lifelong dog & cat mom. I currently have 1 big dog and 3 cats. I have been dog sitting for friends, family, and clients for as many years as I can remember. I’ve been an animal lover since I was old enough to know what an animal is. I’m comfortable walking large and reactive dogs, administering meds, cleaning litter boxes, and any other services you may need. Feel free to send a message to see if I would be a good fit for your fur family I work on weekdays from 10-6 pm, so I have plenty of time in the mornings, evenings, and on lunch breaks to give your furry friend loads of attention and exercise. Pets in my home are allowed on furniture and are allowed to sleep in the bed if they like to. We have lots of toys (for both dogs and cats) and enjoy lots of walks on the nearby walking trail.

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The median cost per night for dog boarding in East Windham is $60

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 - East Windham

Select a filter and find qualifying sitters offering dog boarding.

Sitters in East Windham average 14
repeat dog boarding clients

FAQs for Dog Boarding - East Windham

Frequently asked questions about Rover

As of November 2026, there are 200 sitters on Rover offering Dog Boarding across East 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.

96% of sitters in East 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 East 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 East 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 East Windham. On Rover:

  • 90% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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 East 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 NY 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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