Dog Boarding Old Saybrook

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 160
pet parents in Old Saybrook have booked dog boarding

Old Saybrook, 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: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 87 reviews
28 repeat clients
20 years of experience
Madison, CT, 06443

“We recently left our dog Jax with Brittany for three days. Each day she sent us a narrative of how he was doing along with several action photos of him having fun. As we do not often leave our dog overnight with a sitter, we really appreciate her efforts. It gives us great peace of mind knowing he is enjoying his stay and being well taken care of. In addition, Brittany is delightful to deal with. She is always willing to adjust her schedule to meet our needs. We highly recommend her dog sitting services! Barbara Cohen Kevin Flynn”

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J D.
Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 124 reviews
41 repeat clients
18 years of experience
East Haddam, CT, 06423

“This was my German shepherd, Evie's, first overnight stay with Laura, or anyone else for that matter. I was hoping it would go well and happily Evie had a great time running about and playing with three other dogs. Good to know I have a safe place to drop Evie off when I'm away.”

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Ron C.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$45
per night
5.0 out of 5 stars
• 119 reviews
35 repeat clients
10 years of experience
Groton, CT, 06340

“Thank you so much for taking such wonderful care of Forest this weekend. It means the world to us knowing he was safe, happy, and loved while we were away. Your kindness, reliability, and genuine care gave us complete peace of mind, and we’re so grateful for the time and attention you gave him. We truly appreciate you and feel lucky to have someone we can trust with our furry family member. With heartfelt thanks, Dave and Ana”

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David B.
Sitter Profile Image: Brenda Z.
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Brenda Z.
from
$50
per night
20 years of experience
Westbrook, CT, 06498

About: I have a lifelong love and experience caring for animals of all kinds. Growing up on a farm surrounded by dogs, cats, cows, horses, and chickens, I learned early on that every animal has its own personality, needs, and special way of communicating. Today, I have a dog who is truly part of our family, so I understand firsthand how important it is to find someone you can trust with your beloved pet. I know the uncertainty that comes with leaving your furry family member in someone else's care, and my goal is to provide the same love, attention, patience, and compassion that I would want for my own dog. Whether it's playtime, walks, companionship, or simply making sure your pet feels safe and comfortable, I'll treat them like one of my own. Your peace of mind and your pet's happiness will always be my priorities! I love spending time outdoors, going for walks, and making sure animals feel happy, comfortable, and cared for. I understand that every pet has its own personality and routine, and I'm happy to adapt to their individual needs. Whether it's walks, feeding, playtime, or simply providing companionship, I approach every visit with the same care and attention I give my own pets. My goal is to make pet care a seamless, positive experience for both you and your furry family member! I believe pets are happiest when they feel safe, loved, and comfortable in their surroundings. Whether caring for pets in my home or yours, my priority is to provide a nurturing, stress-free environment where they receive the same love and attention I give my own dog. My goal is simple: to make your pet feel loved and cared for while giving you complete peace of mind.

Sitter Profile Image: Mary Jo M.
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Mary Jo M.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 163 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

“Mary Jo was great taking care of my senior dog. She was happy when picking her up and it was easy to see she was well cared for. Thank you Mary Jo!”

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Ann B.
Sitter Profile Image: Katelin B.
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Katelin B.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
38 years of experience
Waterford, CT, 06385

“We wholeheartedly recommend Katelin. She watched our Australian Shepherd when an unexpected trip arose. I can be a little Type A with directions and she was very gracious and amenable. Add to that great communication and pictures. Working with Katelin was both a professional and enjoyable experience!!”

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Melissa F.
Sitter Profile Image: Victoria F.
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Victoria F.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 4 reviews
5 repeat clients
8 years of experience
Southold, NY, 11971

“Victoria was terrific in taking care of my dog.....she was very responsive in setting things up and was super sweet when I came to drop Loulou off and pick her up....he family was there too, and they couldn't have been nicer.”

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Michael D.
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

“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: Elizabeth A.
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Elizabeth A.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 107 reviews
24 repeat clients
32 years of experience
Ledyard, CT, 06339

“It’s our second time leaving our girl in Elizabeth’s care and we’re extremely pleased with how much she took good care of Lily. Thank you, Elizabeth!!”

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Cara Katrina A.
Sitter Profile Image: Jared R.
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Jared R.
Star Sitter
from
$105
per night
5.0 out of 5 stars
• 341 reviews
96 repeat clients
40 years of experience
Sag Harbor, NY, 11963

“Jared took excellent care of our almost 18 year old mini dachshund. He was very communicative, messaging daily with photos. I would highly recommend him!”

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Linda J.
Sitter Profile Image: Christopher S.
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Christopher S.
from
$40
per night
4.7 out of 5 stars
• 14 reviews
4 repeat clients
20 years of experience
Hamden, CT, 06517

“I recently had Chris dog board for my dog, Luna, for about 9 days and Chris was so great! I felt so relieved to leave my dog, Luna with him. He was super accommodating and sent daily pictures updating Luna’s time. She had a blast playing in the fenced in yard with his dog, Felix! I would 100% recommend Chris to anyone in need of dog services and I would use again in the future!!! Thanks again for everything!!”

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Gabriella P.
Sitter Profile Image: Stephanie &  Robert B.
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Stephanie & Robert B.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
8 years of experience
East Lyme, CT, 06333

“Stephanie and her family were fantastic! They took great care of my two dogs. I knew they were loved and in good hands, which was such great peace of mind!”

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Erin O.
Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 193 reviews
51 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

“Stephanie was wonderful with Max while we were away for the holidays!! She was very responsive and sent us lots of pictures and updates. Max had a great time at her house! Would highly recommend”

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Nancy Q.
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: Stephanie B.
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Stephanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
25 years of experience
Groton, CT, 06355

“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: Maggie L.
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Maggie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 59 reviews
19 repeat clients
15 years of experience
Rocky Hill, CT, 06067

“Maggie took great care of our pup! She is a great communicator, easy to contact and quick to respond. She shared photos and updates along the way. Would highly recommend Maggie, and will use Maggie again for sure!!!”

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Laura M.
Sitter Profile Image: Brianna V D.
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Brianna V D.
from
$55
per night
4.9 out of 5 stars
• 278 reviews
102 repeat clients
15 years of experience
Hill, New Haven, CT, 06519

“Brianna took great care of my Phoebe! I was glad Brianna had dogs of her own to keep mine distracted while I was away for the weekend. Highly recommended! Thanks, Brianna!”

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Ana T.
Sitter Profile Image: Patrycja J.
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Patrycja J.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Riverhead, NY, 11901

“Patrycja was great! She walked Oshie frequently and sent photos daily. When I arrived, Oshie was glad to see me, but also acted like he would have gladly gone back inside her house if I had let him 😂. I highly recommend Patrycja and will use her again if needed!”

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Sheila G.
Sitter Profile Image: Will H.
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Will H.
from
$50
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
3 years of experience
Meriden, CT, 06451

“Will was a pleasure to work with! Super friendly, flexible, and patient. My pups loved their time with him, and I have no doubt they were well taken care of. I’ll definitely be booking again!”

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Alex R.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 97 reviews
20 repeat clients
40 years of experience
Uncasville, CT, 06382

“Fantastic sitter! Tina went above and beyond to make sure my pups were comfortable and happy. I appreciated the regular updates and pictures, and it gave me so much peace of mind while I was away to know they were being so well cared for. This is their second stay with Tina and I wouldn't hesitate to book again.”

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Ashley G.
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The median cost per night for dog boarding in Old Saybrook is $55

Dog parents share their Rover experiences - Old Saybrook

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5.0 out of 5 stars

Excellent experience boarding my dog with Kim! She has a lovely home with a big backyard; she gave my dog plenty of outdoor time and sent updates during his stay. I felt that my dog was very well cared for and would definitely use Kim’s services again in future.

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Amy E.
Boarding
5.0 out of 5 stars

Milo & Robbie loved Jill & her family (both human and fur-babies). They were clearly happy and comfortable (perhaps a little TOO comfy?? :) And Jill is a great communicator, and was super flexible when our schedule changed unexpectedly.

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Christine J.
Boarding
5.0 out of 5 stars

Our lab absolutely loves her time with Renana! She came home exhausted (and she's hard to exhaust!), so definitely had lots of activity and fun. Renana is very easy to communicate with and sent photos throughout our time away. I'm sure our dog is already looking forward to her next visit!

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Wendy G.
Boarding
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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 - Old Saybrook

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Old Saybrook average 13
repeat dog boarding clients

FAQs for Dog Boarding - Old Saybrook

Frequently asked questions about Rover

The average cost of Dog Boarding in Old Saybrook is $49 per night as of October 2026. Most bookings cost between $39 and $67 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 593 sitters on Rover offering Dog Boarding across Old Saybrook. 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 Saybrook 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 Saybrook 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 Saybrook.

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.

You and your Old Saybrook 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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