Dog Boarding Lakeside

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Over 102
pet parents in Lakeside have booked dog boarding

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.

1 / 1
Sitter Profile Image: Saori A.
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Saori A.
Star Sitter
from
$62
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
15 years of experience
Newtown, CT, 06470

Our Bernese Mountain dog, Beau, has been exceptionally well cared for and very happy playing with his friends during extended stays at Saori’s farm!

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Tony S.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
4 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: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
66 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!

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

Pam was great. She posted a lot of pictures to let us know Luna was having fun and communicated daily. You could tell she had a lot of experience with dogs and with petting sitting/boarding. We would definitely use Pam again for the next time we go out of town.

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Trevor G.
Sitter Profile Image: Danielle G.
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Danielle G.
from
$55
per night
5.0 out of 5 stars
16 reviews
1 repeat client
12 years of experience
Cheshire, CT, 06410

Danielle and her family are absolutely wonderful. I continue to recommend them, so great and attentive. Always provide updates and just so sweet.

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Camila B.
Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
187 reviews
93 repeat clients
4 years of experience
Waterbury ct, CT, 06708

Communication was awesome prior to drop off. Nice fenced in yard. Very easygoing caretaker. My dog felt comfortable upon meeting her snd 1 of her dogs. Would DEF utilize again & refer

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Darlene M.
Sitter Profile Image: Jessica & Ian K.
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Jessica & Ian K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
72 reviews
32 repeat clients
25 years of experience
Sandy Hook, CT, 06482

Jessica was great! Willow seemed like she loved staying there, was well taken care of and met some new friends. Very responsive to any questions that we had. We would love to have Jessica watch her again. Overall this was great as this is our first time using Rover.

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kristin t.
Sitter Profile Image: Nicole M.
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Nicole M.
from
$55
per night
5.0 out of 5 stars
62 reviews
19 repeat clients
20 years of experience
Torrington, CT, 06790

Charlie had a great time with Nicole! I appreciated the videos and photos she shared of Charlie during his stay. She took excellent care of him and I look forward to booking with her again soon. Highly recommend ⭐️✨?

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Lisa W.
Sitter Profile Image: Liliana Z.
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Liliana Z.
Star Sitter
from
$55
per night
5.0 out of 5 stars
30 reviews
14 repeat clients
10 years of experience
Middlebury, CT, 06762

My fur babies were very well taken care of. THEY ABSOLUTELY LOVED THEIR TIME. My babies were so very loved while I was gone. Highly recommend

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Brittany H.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
10 years of experience
Hamden, CT, 06518

Cassandra & Nolan took excellent care of my Rosie girl while I was on a day trip to NYC. Frequent walks, cuddles, playtime, and plenty of photo updates. She enjoyed taking part in their holiday celebration! I will definitely book them again next time I'm in CT.

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Amy V.
Sitter Profile Image: James E.
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James E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
40 years of experience
Terryville, CT, 06786

James was excellent. We enjoyed receiving pictures and our Gracie came home a very happy girl. She got lots of exercise and was well cared for.

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Michael L.
Sitter Profile Image: Robin L.
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Robin L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
340 reviews
108 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: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$47
per night
5.0 out of 5 stars
190 reviews
54 repeat clients
15 years of experience
Seymour, CT, 06483

Our second time leaving our dog with Elizabeth and everything went so smooth. It is a great comfort knowing he is being taken such good care of. We will be leaving him again soon! Thank you Elizabeth!

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Kathy M.
Sitter Profile Image: Mary Ann P.
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Mary Ann P.
Star Sitter
from
$75
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
14 years of experience
Cornwall, CT, 06753

A heartfelt thank you to Mary Ann for her care for Hope while I was traveling for 8-9 days! I returned to a very happy Pup (what more could you ask for?!)! Greatly appreciate Mary Ann’s care and will no doubt reach out in future!

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Mary M.
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
181 reviews
83 repeat clients
21 years of experience
Bloomfield, CT, 06002

Alan & Luis took great care of my dog. She enjoyed lots of play, snuggles and naps. They sent pictures every day! I highly recommend Alan & Luis!

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Caroline B.
Sitter Profile Image: Sue C.
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Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
25 years of experience
Danbury, CT, 06810

Sue was great. Really patient and accommodating. My pup was returned to me happy and healthy. Her husband was also very nice and they both seemed very confident and comfortable with my pup who’s a 48lb pittie. Thank you Sue and Franky. We appreciated your care and attention to our fur baby. Sue also sent regular selfies of the pup and was quick to reply to messages.

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Rachel C.
Sitter Profile Image: Rich U.
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Rich U.
Star Sitter
from
$62
per night
5.0 out of 5 stars
386 reviews
99 repeat clients
20 years of experience
Danbury, CT, 06811

Great guy!! Amazing with dogs. Our dog had a blast. He sent us lots of pics and videos to see how much fun they were having. Will be using him to watch our dog every time we go on vacation. Thanks Rich!

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Chloe S.
Sitter Profile Image: Annette G.
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Annette G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
340 reviews
130 repeat clients
49 years of experience
Pawling, NY, 12564

We left our pup, Finley, with Annette for 6 nights. She stayed in touch with us daily, sending pictures and videos that we were so happy to see! It gave us peace of mind to know that he was being well cared for! We used the app to send Annette questions about how Finley was doing on his walks, with his eating, etc, and she always responded immediately! There were other dogs there that he had fun playing with. We are so glad we found a safe place for Finley to stay while we were away!

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Tara O.
Sitter Profile Image: Loretta G.
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Loretta G.
from
$65
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
woodbury, CT, 06798

Loretta was absolutely amazing! We went on a family vacation, and after Duke struggled with anxiety and had to be moved twice while in someone else's care, everything changed once he was with Loretta. She made him feel safe, comfortable, and loved from the moment he arrived. It was such a relief knowing he was in caring and capable hands. Loretta truly knows how to care for pets with patience, compassion, and genuine love. We couldn't have asked for a better sitter, and we'll definitely be using her again in the future. Highly recommend her to anyone looking for someone who will treat their pet like family!

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Todd S.
Sitter Profile Image: Jill D.
Verified Background Check
Jill D.
Star Sitter
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.
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The median cost per night for dog boarding in Lakeside is $55

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Popular requests for dog boarding - Lakeside

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Lakeside average 12
repeat dog boarding clients

FAQs for Boarding - Lakeside

Frequently asked questions about Rover

The average cost for Dog Boarding in Lakeside on Rover is $55.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 995 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

98% of Lakeside sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Lakeside landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Lakeside 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 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 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.

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