Dog Boarding Old Greenwich

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Over 3
pet parents in Old Greenwich have booked dog boarding

Old Greenwich, 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.

1 / 1
Sitter Profile Image: Judy L.
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Judy L.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 97 reviews
36 repeat clients
3 years of experience
Cove-East Side, STAMFORD, CT, 06902

“Exceptional caretaker of our dog Bailey. Judy was very conscientious and kept us updated all week with photos; home was exceptionally clean and very well organized so we did not have to worry about Bailey chewing unsafe items and trash. When we picked her up, she seemed very relaxed and content.”

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Carole L.
Sitter Profile Image: Karine A.
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Karine A.
Star Sitter
from
$74
per night
5.0 out of 5 stars
• 84 reviews
48 repeat clients
16 years of experience
Port Chester, NY, 10573

“Karine is a fantastic sitter, we are so lucky we found her. She sent daily updates letting us know how our dog was doing. We could not have been happier with her.”

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Michael C.
Sitter Profile Image: Alena N.
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Alena N.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
20 years of experience
darien, CT, 06820

“I had a good experience with Alena and would recommend her to anyone looking for someone reliable to care for their dog. She stayed in touch with me throughout Dewey’s stay and sent me photos and updates, which I really appreciated. I felt comfortable and confident leaving Dewey in her care and knowing he was being well looked after. I would be happy to have her take care of Dewey again in the future. Thank you, Alena! 🐾❤️”

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Melissa M.
Sitter Profile Image: Karen P.
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Karen P.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
30 years of experience
Greenwich, CT, 06830

“Karen is a wonderful dog sitter, she gave our baby so much love and attention. She followed her schedule and it looked like she was right at home! She communicated throughout the days and took so many excellent pictures. Roxy misses her already!!”

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Gina C.
Sitter Profile Image: CONSUELO D.
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CONSUELO D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
5 years of experience
PORT CHESTER, NY, 10573

“Consuelo and family take such great care - we booked for 3 different times in the week. and yes, our puppy keeps asking, "When are we going back?" Highly recommend!!!”

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Marilyn F.
Sitter Profile Image: stefanie o.
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stefanie o.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 85 reviews
25 repeat clients
20 years of experience
Ridgeway, Stamford, CT, 06905

“Stefanie was amazing - kind, patient and understanding with our anxious pup's first boarding experience ever, and a great communicator. She and her human and four legged family members welcomed our pup with open arms and helped put our mind at ease that our pup was in great hands. Would definitely recommend and we'd definitely book with her again!!”

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mia k.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
15 years of experience
Downtown, Stamford, CT, 06901

“Jessica was absolutely wonderful! She took great care of our cats, kept us updated with photos and messages, and gave us complete peace of mind while we were away. It was clear our cats were happy, comfortable, and well cared for. We would definitely recommend her to anyone looking for a reliable and caring pet sitter!”

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Chris P.
Sitter Profile Image: Radostina G.
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Radostina G.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 26 reviews
12 repeat clients
10 years of experience
New Canaan, CT, 06840

“Tina watched our dog for 4 days and went above and beyond. She was extremely attentive to our dog’s needs and sent plenty of pictures of how well everything was going. We will absolutely book again for our next trip. Thank you Tina!”

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Anna D.
Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$80
per night
5.0 out of 5 stars
• 21 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

“Hank loves staying with LisaLeigh, which makes leaving him more comfortable for us. She takes great care of him, sends photos throughout the day, and is always communicative.”

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Meredith G.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 14 reviews
6 repeat clients
15 years of experience
Downtown, Stamford, CT, 06902

“Ashley was awesome with Spence! She watched him overnight and took such great care of him. The photo updates she sent were the best and totally put our minds at ease while we were away. It was so nice to see him looking relaxed and completely at home with her. Everything went so smoothly from drop-off to pick-up. We’ll definitely be booking her again and highly recommend her to anyone!”

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Joel D.
Sitter Profile Image: Denise M.
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Denise M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
15 years of experience
Downtown, Stamford, CT, 06902

“Denise watched my dog Paddy for over a week while he was recovering from Lyme’s. She was very friendly, kind and assuring during this period. She also communicated with me daily and sent updates and pictures. I would highly recommend.”

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Denise D.
Sitter Profile Image: Jorge L.
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Jorge L.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Springdale, stamford, CT, 06902

“Jorge and his two dogs were fantastic with my Bernedoodle! Excellent communication and regular photo/video updates of all the fun. My dog got lots of exercise and play time, and Jorge even went above and beyond by giving him a bath. Highly recommend and will definitely stay again!!”

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Charlotte S.
Sitter Profile Image: Sandy R.
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Sandy R.
from
$55
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
1 year of experience
Glen Cove, NY, 11542

“Sandy was very communicative and suggested a meet and greet so she could be aware of all of my dogs antics. This was so appreciated!”

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Janvi & Abul J.
Sitter Profile Image: Margaret P.
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Margaret P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 67 reviews
27 repeat clients
20 years of experience
Rye, NY, 10580

“Margaret took excellent care of our senior dog while we were traveling. She was very attentive to his needs and made him feel very comfortable while we were away. She even graciously agreed to extend his stay for a couple of days when our flight home was canceled. I highly recommend her services!”

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Daniel Jarvis B.
Sitter Profile Image: Katherine R.
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Katherine R.
from
$65
per night
5.0 out of 5 stars
• 45 reviews
18 repeat clients
20 years of experience
South End, Stamford, CT, 06902

“Katherine was great! Start to finish. Very accommodating, She really put these first time boarders at ease, this continued throughout our trip with her sending daily updates & pics! Will definitely be using her again!”

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James F.
Sitter Profile Image: Tracy V.
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Tracy V.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
46 years of experience
White Plains, NY, 10605

“Tracy was amazing when looking after our Charlie! She was super nice and welcoming, so much so Charlie felt right at home. She was very attentive with keeping us updated and of course with pictures of how good he was. This was our first time using rover and it couldn’t have gone better! Will definitely be using Tracy again in the future for our little man!”

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Noah M.
Sitter Profile Image: Jordyn L.
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Jordyn L.
from
$75
per night
4.9 out of 5 stars
• 24 reviews
7 repeat clients
15 years of experience
Norwalk, CT, 06854

“AMAZING! We recommend Jordyn highly. She is a great communicator and kept us updated throughout. When she was worried about something she contacted us right away. She has a great home with private fenced backyard. She was kind and loving with RIley and connected to her personality right away. We will use her again for sure!”

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Laney P.
Sitter Profile Image: Cristina M.
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Cristina M.
from
$57
per night
4.9 out of 5 stars
• 27 reviews
6 repeat clients
3 years of experience
Port Chester, NY, 10573

“Our boy has a great time with Cristina! He loves playing in the yard and snuggling up with some blankets at her place. She’s super communicative and takes amazing pictures of him. Highly recommend!”

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Megan H.
Sitter Profile Image: Robin S.
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Robin S.
from
$59
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Fairfield, CT, 06824

“Robin is a lovely person who took excellent care of our dog. She kept us updated on everything and I could tell our dog was comfortable and relaxed when we returned. We will definitely be booking with Robin again!”

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Susie L.
Sitter Profile Image: Kylie C.
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Kylie C.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Downtown, Stamford, CT, 06901

“Kylie was so great with our dog Maisey! She was so attentive and Maisey with great care and sent lots of updates to us via text! We would highly recommend Kylie to any future people that might need a dog sitter and look foward to using her again!!!”

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Morgan D.
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The median cost per night for dog boarding in Old Greenwich is $60

Dog parents share their Rover experiences - Old Greenwich

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5.0 out of 5 stars

We were blown away by Katherine’s care of our girls! She took such good care of them and we felt very at peace leaving our cat and dog with her. She sent pictures 3 times a day with a little update and was super responsive the entire time. She asked all the right questions and if we lived in town we would definitely use her as our go to sitter! If you’re nervous about hiring a pet sitter, hire Katherine!

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Alessa L.
Boarding
5.0 out of 5 stars

As usual, Judy took great care of our little Penny Blossom! She is very kind, patient, and attentive with Penny. She is also communicative and sends regular updates, which we love. Penny is usually slow to warm to people but has taken to Judy very quickly.

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Ali M.
Boarding
5.0 out of 5 stars

Lizzie was so great with my dog! we love her dog toddy, they were the best buds! she communicated very well throughout the stay and sent cute pictures of our dogs bonding :)

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Jazmin D.
Boarding
5.0 out of 5 stars

Darline was amazing with our dog. Plenty of updates and made it much easier for us to enjoy our trip know she was safe and well cared for.

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Niko P.
Boarding
5.0 out of 5 stars

Kevin was AMAZING! He was our dog’s home away from home during our wedding weekend, and he went above and beyond by bringing her to our venue for a few photos on wedding day. He was communicative, prompt, and very accommodating! We are so grateful!

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Amanda C.
Boarding
5.0 out of 5 stars

Ever took great care of our dog. He came back home happy and healthy. Communication was smooth. Would recommend!

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Pranay R.
Boarding
5.0 out of 5 stars

I was out of town for a weekend and needed someone for dog boarding, so of course I went to Wendy! She was great with my dog and followed the care instructions I gave her. She provided updates throughout the day, was flexible with drop off/pick up time, and made things easy for me by dropping off my dog at my home. Wendy is great!

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Tina L.
Boarding
5.0 out of 5 stars

Ive booked multiple boarding visits with Nicoly and have had a great experience with her every time. My dog enjoys spending time with her and is taken care of very well. Highly recommended.

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Yalti B.
Boarding
5.0 out of 5 stars

Emma took amazing care of our 2.5 year old lab for one week while we went away on vacation. She took great care of our dog giving her plenty of exercise and care. She shared videos and photos on a regular basis which we were grateful for. Our dog came home safe and sound. We would definitely ask Emma to take care of our dog again!

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Karam C.
Boarding
5.0 out of 5 stars

My dog had an incredible time staying with Yenis! I loved the photo and video updates and knew he was in great hands.

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Michelle G.
Boarding
5.0 out of 5 stars

Great communication. Sent pictures or videos every day with status updates. Flexible with accommodations. Would pick her every time to care for our older dog.

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Elizabeth C.
Boarding
5.0 out of 5 stars

Ariel was easy to communicate with and kept us posted with updates. Our dog came back happy after the stay!

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Pranay R.
Boarding
5.0 out of 5 stars

Ashley was awesome with Spence! She watched him overnight and took such great care of him. The photo updates she sent were the best and totally put our minds at ease while we were away. It was so nice to see him looking relaxed and completely at home with her. Everything went so smoothly from drop-off to pick-up. We’ll definitely be booking her again and highly recommend her to anyone!

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Joel D.
Boarding
5.0 out of 5 stars

Carter did a great job watching Moose! He kept us updated throughout the day and sent photos to show how much fun Moose was having.

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Annabelle S.
Boarding
5.0 out of 5 stars

Jennifer was excellent! So sweet, super communicative, and upfront with questions, concerns, and positive updates. Would definitely use her again for our puppy!

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Grace E.
Boarding
5.0 out of 5 stars

Stefanie was amazing - kind, patient and understanding with our anxious pup's first boarding experience ever, and a great communicator. She and her human and four legged family members welcomed our pup with open arms and helped put our mind at ease that our pup was in great hands. Would definitely recommend and we'd definitely book with her again!!

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mia k.
Boarding
5.0 out of 5 stars

Our 11 year old dog had a great experience with Frank while we were away for a week. Was very seamless & convenient and we would definitely book again.

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Pamela M.
Boarding
5.0 out of 5 stars

Sarah was super friendly and available on short notice, which we really appreciated. We recently moved to the U.S., so our dog is still adjusting to all the new surroundings and changes. Sarah kept me updated and let me know that he was quite restless, and she really tried to understand him and respond to his needs. I’m grateful for her patience and care!

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Isabella I.
Boarding
5.0 out of 5 stars

Andrea did a phenomenal job with Bernie. We appreciated her flexibility with scheduling, drop off and pickup. But most importantly, we were impressed with the high level of care and attention she gave our pup. Great communication. Regular photos, and one VERY happy dog at pickup. If you have a chance to book this amazing sitter, put her at the top of your list!

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Jeff D.
Boarding
5.0 out of 5 stars

Olivia took great care of our dog. He came back calm and relaxed. Olivia was easy to work with, was reliable and communicative.

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Jessica K.
Boarding
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    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.
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Popular requests for dog boarding - Old Greenwich

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Sitters in Old Greenwich average 7
repeat dog boarding clients

FAQs for Dog Boarding - Old Greenwich

Frequently asked questions about Rover

The average cost of Dog Boarding in Old Greenwich is $89 per night as of October 2026. Most bookings cost between $43 and $104 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.

As of October 2026, there are 9,395 sitters on Rover offering Dog Boarding across Old Greenwich. Enter your ZIP code to see which available sitters are closest to your home.

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 Old Greenwich 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 Old Greenwich home-away-from-home, 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 Old Greenwich.

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

You and your Old Greenwich 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 , 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 .

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.

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