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
67 reviews
21 repeat clients
15 years of experience
Newtown, CT, 06470

Saori took wonderful care of our Gus during his week long Thanksgiving stay. He enjoyed his long trips to the dog park and all the cuddles and care he receives throughout the week!

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Jenny G.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
3 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: 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 & Ian are true professionals. First time leaving our 15 year old dog with a nonfamily member & they took such great care of her. They responded to my questions and sent beautiful photos of her while I was away. They treated her like a member of their family. Apparently she even bonded with their dog which is unusual for her! Thank you so much!

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Cynthia N.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

Poppy had a wonderful time with Jennifer. She is very caring and attentive. She sent me multiple pictures each day and kept me informed. This is my second time using Jennifer to care for Poppy, and I couldn’t be more pleased. Thank you Jennifer.

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

Was nervous at first to leave him overnight with someone for an entire week but as Yajaira reassured, my boy was in good hands. Everything went smoothly & loved that she kept me updated with photos that showed he was enjoying his vacation as well. Defiantly would recommend & will sure be booking again when needed!

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

Liliana & her husband were very good with Luigi. They both took the time during our Meet & Greet to ask questions and get to know him. Liliana sent pictures during his stay and he looked happy out on his afternoon walks.

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Theresa H.
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

My two pups had an overnight with James and his family. We have been looking for a new sitter for more than 6 months since ours moved to another state. The girls came back happy and tired. I got updates and photos while they were with him. We will be using James again.

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Jamie N.
Sitter Profile Image: Robin L.
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Robin L.
from
$60
per night
5.0 out of 5 stars
331 reviews
106 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: Valerie M.
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Valerie M.
from
$66
per night
4.9 out of 5 stars
71 reviews
37 repeat clients
54 years of experience
Sandy Hook, CT, 06482

Our boxer, Daisy, stayed with Valerie while we vacationed for a week in Florida. Valerie and her family were great from the start, not only with Daisy but also entertaining my eight year old son when we arrived for an introductory visit. They had plenty of room for Daisy to run around and two playful but well behaved dogs of their own that accepted Daisy in. Valerie provided updates during the week to let us know how Daisy was adapting and getting along with everyone and how much her family loved having her. She was also extremely flexible with drop off and pick up times knowing our hectic travel schedule. The next time we go away for an extended period, Valerie is definitely my first contact attempt.

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Christopher J.
Sitter Profile Image: Elizabeth N.
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Elizabeth N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
184 reviews
53 repeat clients
15 years of experience
Seymour, CT, 06483

Absolutly fantastic. Elizabeth stayed in contact with us for updates. Our dog was very comfortable staying with Liz. I would hughly reccomend her as a dog sitter. Couldn't have been any better, like staying with family'

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James N.
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
27 reviews
7 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: Bruce B.
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Bruce B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
488 reviews
204 repeat clients
50 years of experience
Woodbridge, CT, 06525

It was my first time leaving the babies with someone. I was reassured everything would be okay. Bruce always updated me on everything and made sure to send lots of photos too. My dogs were taken care of well and loved. I felt at ease leaving them for the weekend.

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Gayatri P.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
359 reviews
120 repeat clients
3 years of experience
Naugatuck, CT, 06770

This was my first time using Rover. I've always left my dog (14 yr old Maltese) with family when I go on trips, but things came up and we needed someone to take care of our dog for a weekend. I was so worried. I did a meet and greet with Erika and she put me at ease, so we booked right away. She has a spacious area for dogs to lounge and feel at home. And honestly, Erika just gets it. She's super understanding, responsive, thorough, and caring. She provided updates via messages and was flexible. My dog was very well taken care of and he seemed happy and comfortable. And I was able to enjoy my trip knowing my dog was okay. I'd recommend Erika to anyone needing a dog sitter. I'll definitely book with Erika again. Thank you Erika, we're so grateful!

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Allyson P.
Sitter Profile Image: Claudia H.
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Claudia H.
from
$58
per night
5.0 out of 5 stars
139 reviews
78 repeat clients
20 years of experience
Monroe, CT, 06468

Our Vizsla stayed with Claudia at her house for 2 days and 1 night. Claudia was so flexible to set up a meet-and-greet and was able to book our dog on a holiday weekend on short notice. She made our dog feel comfortable and loved. Claudia even sent us pictures and updates so we felt good knowing she was doing well. She has a big back yard and lives right across the street from a huge fenced-in park and took our dog there often to play. We recommend Claudia to anyone and will most likely use her again for dog-sitting!

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Chelsea S.
Sitter Profile Image: Tinaclem L.
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Tinaclem L.
Star Sitter
from
$60
per night
4.9 out of 5 stars
61 reviews
12 repeat clients
18 years of experience
Danbury, CT, 06811

I am so happy to have found Clementina. She is lovely and warm and took such very good care of Ezzy. She has a huge backyard and a dogpark nearby and Ezzy got great exercise daily. She sent me lots of pics and was flexible and accommodating when I asked if Ezzy could stay a little longer than I had planned. Her daughter also was there and Ezzy kissed everyone goodbye when we left and wagged furiously. 5 stars.

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Ellen B.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Hamden, CT, 06518

We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!

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

Rich took fantastic care of our dogs! When we picked them up from Rich the dogs hardly wanted to leave! He is so caring and gentle with the dogs and has an awesome fenced in backyard set up that any dog would love. Rich was also excellent in his communication and interactions with us. When we met, he took his time with us (and the dogs) to tell us about himself and his dog care philosophy. While we were away, he sent adorable pictures and videos of the dogs every day. Plus, he was kind enough to help our dogs transition to a new kind of dog food during their stay with zero issues. We’re very grateful for the wonderful care Rich provided our dogs and would strongly recommend him to anyone in need of dog sitting!

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Wyeth W.
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
173 reviews
80 repeat clients
21 years of experience
Bloomfield, CT, 06002

Alan & Luis are always great with Tyson. They welcome him into their home like he was part of their family. They are flexible and I always feel confident Tyson is getting the best care when we are away.

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Jessica R.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
10 years of experience
Danbury, CT, 06810

Rachael is the best dogsitter ever! She always seems to have a house full of dogs (some her own, some sittees), and my dog has a wonderful time and even comes home a little more trained! I cannot recommend her enough -- she is warm and kind and clearly just loves dogs.

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Maia H.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
131 reviews
30 repeat clients
20 years of experience
Danbury, CT, 06810

My beagle mix Ollie had a great time on his vacation with Nicole. He had a great time playing with his new friends. Would definitely use Nicole again.

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Jennifer N.
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The median cost per night for dog boarding in Lakeside is $55

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  • 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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Sitters in Lakeside average 12
repeat dog boarding clients

FAQs for Dog Boarding - Lakeside

Frequently asked questions about Rover

The average cost for Dog Boarding in Lakeside on Rover is $55.5 per night (as of July 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 July 2026, there are 1,017 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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