Dog Boarding Lakeside

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Lakeside, 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: Kathleen D.
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Kathleen D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
30 years of experience
Watertown, CT, 06795

“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”

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Jessica V.
Sitter Profile Image: Danielle G.
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Danielle G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
12 years of experience
Cheshire, CT, 06410

“Absolutely wonderful, will be going back with my girls. Supe nice, clean, responsive and kept me posted throughout the day. Highly recommend!”

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Camila B.
Sitter Profile Image: Pam R.
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Pam R.
from
$55
per night
5.0 out of 5 stars
• 71 reviews
31 repeat clients
30 years of experience
Bethel, CT, 06801

“Pam was absolutely amazing! She kept me updated with how my pup was doing and when he got home he was so exhausted (it is hard to tire out a Boxer) Thank you, Pam!”

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Ida B.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 64 reviews
20 repeat clients
20 years of experience
Torrington, CT, 06790

“Thank you Rover for providing a platform for pet owners new and old to find such amazing people to take care of our fur babies. Nicole is such an amazing pet sitter. She took such great and loving care of my Loki. He’s never seemed happier. I would recommend Nicole to anyone and everyone with a pet that they love and want to be in the best of care. THANK YOU NICOLE.”

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Boz B.
Sitter Profile Image: Yvette C.
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Yvette C.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
9 years of experience
Winsted, CT, 06098

“Yvette and her husband clearly fell in love with dogs and treated them as precious children. The photos sent showed two content and well-cared for dogs. I will definitely leave “the girls” with Yvette again.”

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Anne K.
Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 356 reviews
109 repeat clients
30 years of experience
TOMASTON, CT, 06787

“Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.”

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Shelley R.
Sitter Profile Image: Klaudia P.
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Klaudia P.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
12 repeat clients
6 years of experience
West Hartford, CT, 06110

“I highly recommend Klaudia. She did a great job with our dog, Macy. Klaudia has a kind family and two sweet dogs of her own. She sent several pictures, which I loved. I could tell our dog was comfortable and happy with Klaudia. I was worried Macy may not want to come home with us! We will definitely be coming back in the future.”

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Diane C.
Sitter Profile Image: Alan & Luis B.
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Alan & Luis B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 189 reviews
86 repeat clients
21 years of experience
Bloomfield, CT, 06002

“Rzeka always has a wonderful time with her new and old friends at Alan and Louis’s. They keep in touch daily and it’s comforting to know she’s in good hands.”

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Kendall S.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 146 reviews
36 repeat clients
20 years of experience
Danbury, CT, 06810

“We left our Boston Terrier, George, with Nicole for two weeks. Throughout our vacation, Nicole sent updates and photos to let us know how he was doing. He looked quite happy in all the photos, and the updates helped me to not worry. Upon our return, George was very excited to see me, and did not show any signs of being stressed during his stay. He seems to have been well cared for. I am very pleased with Nicole and her care for George. We’ll be booking her again in January for another two weeks.”

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Diann M.
Sitter Profile Image: Anna P.
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Anna P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
10 repeat clients
3 years of experience
Burlington, CT, 06013

“Anna was very attentive, kind and obviously portrayed that she wanted to care for our fur baby. Our dog can be a little difficult with strangers and it seemed that she felt very comfortable there! Definitely recommend.”

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Julia & Noah D.
Sitter Profile Image: Kathryn & Jeremy M.
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Kathryn & Jeremy M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
30 years of experience
West Hartford, CT, 06119

“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”

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Danielle M.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 169 reviews
75 repeat clients
35 years of experience
Simsbury, CT, 06070

“All good. Our dog was in good spirits so I know she had a fun time at the Katie household. It was nice to have her with some other animals to socialize with.”

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J S.
Sitter Profile Image: Jill D.
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Jill D.
from
$52
per night
5.0 out of 5 stars
• 86 reviews
30 repeat clients
20 years of experience
Watertown, CT, 06795

“We had a repeat stay for one of our dogs with Jill and her family when we were away. Jill maintained consistent communication with updates and photos. She reached out if there were any questions, and we can’t say this enough— we knew we were in good hands! We felt like our dog received the same amount of care and attention that he would receive from us at home. He was loved and pampered during his stay. Thank you for another great stay, Jill! :)”

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Jung K.
Sitter Profile Image: Addie M.
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Addie M.
from
$40
per night
4.9 out of 5 stars
• 82 reviews
49 repeat clients
20 years of experience
Waterbury, CT, 06708

“Pixie had a wonderful time with Addie and her family! They were very accommodating with our schedule, gave her plenty of opportunity to play and stay active with their own dogs and neighborhood walks; she came home tired and happy. We will definitely board Pixie with Addie and her family again.”

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Helen A.
Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Danbury, CT, 06810

“Sue is a sweetheart. Highly recommended her watching your pets. She sent photos, is reliable, trustworthy and kind. Will definitely be using her in the future. :)”

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Emily K.
Sitter Profile Image: Tony L.
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Tony L.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Newtown, CT, 06482

About: I’ve loved dogs for as long as I can remember and grew up in a family that always had dogs. Caring for animals has always been a natural part of my life. We currently have Bailey, our sweet and gentle Bernese Mountain Dog, as well as a Ragdoll cat, Jades who is also very much part of our family. I love spending time with animals, whether it’s going for walks, visiting the dog park, playing outside, or simply giving them plenty of attention and affection at home. I’m comfortable around dogs of different sizes and personalities and generally connect with them very easily. Our pets are treated like family, and I would care for your pet with the same patience, attention, and kindness I give my own. I work from home most days, which gives me plenty of flexibility to care for your pet throughout the day. I’m available for walks, playtime, feeding, and lots of attention and companionship. I’m also available on weekends and can be flexible based on your pet’s normal routine and needs. Your pet’s safety and comfort are very important to me. We have a gentle and friendly Bernese Mountain Dog named Bailey and a Ragdoll cat at home, and our pets are truly part of our family. I always take the time to learn each pet’s personality, routine, feeding schedule, and individual needs. I provide plenty of supervision, attention, walks, playtime, and a loving, comfortable environment so your pet can feel at home while in my care.

Sitter Profile Image: Ryan F.
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Ryan F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
18 years of experience
Redding, CT, 06896

“Ryan was great with our dog, Sprint! He was very responsive and sent lots of updates and pictures throughout the day, which we really appreciated while we were away on vacation. Sprint got plenty of exercise and trips to the dog park every day. I also appreciated that Ryan was attentive and always followed up with questions if he needed clarification on anything related to Sprint’s care. We felt like Sprint was in great hands and would definitely use Ryan again!”

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Veronica & Eric A.
Sitter Profile Image: Catherine H.
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Catherine H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
25 years of experience
Trumbull, CT, 06611

“Amazing experience! ⭐️⭐️⭐️⭐️⭐️ They took such great care of Zagu and made me feel completely at ease. Super caring, reliable, and attentive. I would absolutely book with them again!”

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Gala A.
Sitter Profile Image: Kyle K.
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Kyle K.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 147 reviews
42 repeat clients
21 years of experience
Danbury, CT, 06810

“Kyle was fantastic! He was very thorough and made a point to make sure our dog was gentle enough to be with other doggies together in a home. We got updates and pics of our chocolate brown lab pup a few times while we were away. He always made positive remarks on how he was doing. We would absolutely use Kyle again! I highly recommend!”

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Stephanie M.
Sitter Profile Image: Sheinaice P.
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Sheinaice P.
from
$49
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
6 years of experience
Bristol, CT, 06010

“Gave Sheinaice a chance with my dog, Gigi, and she absolutely had a blast!!! With Gigi being a GSD, it made me feel even better that she owned one as well. Daily photo and text updates as promised. Will definitely be booking with her again soon!”

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Derek G.
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The median cost per night for dog boarding in Lakeside is $55

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  • 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.

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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 - Lakeside

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Lakeside average 13
repeat dog boarding clients

FAQs for Dog Boarding - Lakeside

Frequently asked questions about Rover

As of October 2026, there are 971 sitters on Rover offering Dog Boarding across Lakeside. 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.

96% of sitters in Lakeside 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 Lakeside 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 Lakeside.

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 Lakeside 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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